Florida Keys Vacation Rentals

Isn't it time you took a vacation in the Florida Keys, United States. This 120 mile stretch of island chains is home to North America’s only living-coral barrier reef. It has all the rental accommodations you could hope for in villas, condos and home rentals.

Exploring this amazing area is something you simply cannot miss when visiting Florida. Choose a villa rental right on the ocean or a condo rental with all the amenities. Make sure you pack your swim fins as there are shallow reefs for snorkelers, and deeper reefs for experienced divers.

Boating, sailing, kayaking and eco-tours abound here with a unique feature on each island destination. Many of the islands are connected by an amazing forty-two bridges! There are plenty of villa rentals in this area for all your accommodation needs. Water based activities reign supreme in this area. After a restful sleep in your vacation rental get out into the sun and swim with the dolphins, deep sea fish, try numerous water sports, or simply enjoy the sandy beaches!

Key Largo offers some of the finest diving and snorkelling in the Florida Keys. There are many Key Largo dive companies that run guided trips to the park and to area sunken wrecks just off Key Largo. Check out the many villa rentals and condo rentals in this area.

Islamorada, just south of Key Largo, is known for its world class sport fishing. Offshore sport fishing can be equally exciting during the winter months for sailfish just off the reefs of Islamorada. Want to just lay back and enjoy the day? Head to Big Pine Key and the Lower Florida Keys. Boating is one of the number one attractions and there are many different tours and trips for diving and snorkelling or out in the back-country for fishing or bird watching.

The Southernmost Point in the continental U.S. is Key West. Here you can hide out in several accommodation types including tucked-away vacation rentals where you can take it slow, walk the beaches and watch the sunsets.

Whatever your taste, a Florida Keys vacation has something for every individual, couple and family. You can rent holiday lodging accommodations directly from owners of villas, homes, apartments and condos right here in the Florida Keys, FL, USA.

If you are looking for vacation rentals in Florida, the Florida Keys are well worth a visit. You may also chose to stay in Southeast Florida or head over to Southwest Florida. Don't forget you are just a short drive away from the happiest place on earth over at Disney World where vacation rental homes are plentiful, and the excitement never ends.

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23 Vacation Rentals

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  • On the Ocean in Key West

    Key West: 1800 Atlantic: Condo
    2 BDR • 2 BA • Sleeps 5 • #69125
    245 to 405 USD/night
    1350sq. ft. of fabulous living space located in a ocean front condo on the 2nd floor. Garden and partial ocean view from a 38ft private balcony accessible from the living and both bedrooms will make your vacation a memorable one and keep you coming back year after year. The property is decorated and managed / maintained by me personally assuring you of a memorable vacation in a property that is way above the average investor owned rentals offered by management companies. The average temperature is 77.8 degrees, making Key West the warmest city (average temperature) in the United States. It has never been below 41 or above 98 degrees.
  • Executive Bay 2 / 1.5

    Islamorada: Executive Bay Club: Townhouse in a gated community
    2 BDR • 2 BA • Sleeps 4 • #234599
    136 to 141 USD/night
    Come to Paradise and Enjoy it with Comfort. Located on Mile Marker 87 in Islamorada ( Fishing Capital of the World ), part of the Wonderful Florida Keys. Executive Bay Club is a Private Gated Community with 24 Hr Security, Heated Pool and Club House, Tennis Courts, Private Beach, Fishing off your own Dock and incredible sunsets. Our Two Story Unit is nicely decorated and furnished, Granite Kitchen counter tops, stainless steel appliances , complete with everything you need. Large Living Room and Dining Room with large flat panel LCD TV , and Outside Patio with a relaxing atmosphere. Master Bedroom (Queen Size Bed) plus a Loft, Second Bedroom Has 2 Twin Size Beds, Full Bathroom upstairs, Half Bathroom on the first floor. This unit is in a great location, across the pool, clubhouse and steps to the beach and fishing pier.
  • Islamorada Luxury Condo

    Islamorada: Bay Harbour: Condo in a gated community
    2 BDR • 3 BA • Sleeps 6 • #209708
    243 to 343 USD/night
    Escape to Islamorada in the Florida Keys and enjoy the breathtaking gulf and ocean views from your top floor balcony in this decorator furnished, two bedroom luxurious condo. This unit located in the complex of Bay Harbour offers a private 50' boat slip, heated swimming pool, hot tub, club house, fitness center, tennis courts, gas barbeque grills, tennis equipment, beach chairs and coolers. This spectacular condo offers two master bedrooms with private full bathrooms, additional half bath and full size washer and dryer. Additionally, each bedroom and the living room has flat screen televisions with cable tv. A dvd player is included in the living room. There is free wifi and telephone included for your use. The kitchen has stainless steel appliances, granite countertops and everything you need to prepare and serve a gourmet meal. The large balcony overlooking the water offers plenty of seating. Enjoy a meal or coffee while you take in the expansive views or enjoy the sunrise. Additionally, you will have a direct view of your boat parked in a private boat slip just steps away. Located at mile marker 75, this boater’s paradise is just minutes from fishing in the gulf or ocean, diving or snorkeling beautiful reefs, jet skiing, parasailing, kiteboarding or kayaking. Call to book your vacation of a lifetime.
  • Island Retreat 2BR

    Marathon: Vacation Rental
    2 BDR • 1.5 BA • Sleeps 6 • #241101
    201 to 465 USD/night
    Escape to this 2BR Duck Key villa boasting two balconies overlooking the aquamarine water. Your two-story end unit features lots of natural light and privacy. Easily access a marina, Hawks Cay Resort restaurants, and an array of island excursions. Sleeps 6. PROPERTY OVERVIEW Escape to this 2BR/1.5BA Duck Key villa boasting two balconies overlooking the aquamarine water. Your two-story end unit features nautical-inspired design elements paired with lots of natural light and privacy. Easily access nearby fishing charters, boat rentals, diving, Dolphin Connection and Hawks Cay Resort restaurants on the 568-acre island. LIVING AREA Sprawl out on the queen-size sleeper sofa in the living room and enjoy a movie on the 42” flat screen TV. An additional armchair offers a relaxing seat with waterfront views. KITCHEN & DINING Granite countertops and stainless-steel appliances shine in the well-equipped kitchen. Sip morning coffee at the breakfast bar, and share meals at a dining table that accommodates four. BEDROOMS & BATHS This condo includes two bedrooms that sleep six total. One full bath and a half bath are each stocked with a complimentary starter supply of toiletries. Upstairs, the master bedroom is outfitted with a queen-size bed, 26” flat screen TV, and closet. Wake up and breathe the fresh ocean air from your private second-story balcony overlooking the aquamarine water. Two twin-size beds are found in the second bedroom, as well as a 26” TV, and a closet. Both bedrooms share a bath with a tub/shower combination. The half bath is located on the main floor. OUTDOOR AREA Sliding glass doors open to a private balcony complete with a bistro table, four chairs, and a ceiling fan for warm evenings. Enjoy direct ocean access via a short walk from your private outdoor space. The master bedroom includes a second-story balcony overlooking the clear water. EXTRA AMENITIES Although this privately-owned villa is not affiliated with the Hawks Cay Resort, you can take advantage of the resort’s restaurants and excursions. Unassigned parking is available for two vehicles in the parking lot. A washer/dryer and complimentary Wi-Fi are provided. LOCATION Nearby you'll find fishing charters, boat, kayak, and stand-up paddleboard rentals, snorkeling trips, and sunset cruises. Or hop onto a jet ski for a high-speed ocean adventure. Hop in the car and explore the awe-inspiring Seven Mile Bridge; go fishing or kayak around Curry Hammock State Park. Check out the Dolphin Research Center where you can learn about the marine ecosystem and swim with dolphins. At sunset, head over to the Marina to pick up the catch of the day from fishermen and dine on home-cooked fresh fish. Make reservations at the resort’s main restaurant, Ocean for local seafood or enjoy casual fare at Coral Grill. Upon arrival, easily access your villa with a keyless secure door code; no need for an in-person key exchange. Your rental will be professionally cleaned and ready for you to enjoy. You can expect all comforts of a fine hotel, including shampoo, soaps, paper products, towels, and linens. Your home will include a HomeDroid tablet (electronic guest directory) providing specific home details, local suggestions, Wi-Fi access, TV instructions, and more. If you need anything at all before, during, or after your stay, our 24/7 local team is always ready to help!
  • Luxury Home w/ 180-Degree

    Cudjoe Key: Vacation Rental
    3 BDR • 2.5 BA • Sleeps 6 • #253797
    226 to 248 USD/night
    You’ll be wowed by the epic 180-degree bay views at this 3BR Cudjoe Key home. Completely remodeled, this luxury home includes a chic chef’s kitchen, huge wraparound deck, two private boat docks, a firepit, and multiple outdoor seating areas. Sleeps 6.. ** This home is professionally managed by Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Rental Hospitality. With , you can always expect exceptional service, a high-quality experience, and one-of-a-kind accommodations. ** You’ll be wowed by the incredible 180-degree bay views at this 3BR/2.5BA home, located in Cudjoe Key. Completely remodeled inside and out, this high-end home boasts a stunning chef’s kitchen, huge wraparound deck, and multiple outdoor seating areas. Two private docks are ideal for fishing or mooring a small boat, and an outdoor firepit offers a tranquil spot beside the water for end-of-day drinks. LIVING AREA Vaulted ceilings soar above the welcoming living area. Recline on a pair of comfy sofas and take in the dramatic bay views. Watch a movie on the 36” flat-screen TV, or rack up the nearby pool table! KITCHEN & DINING Flex your culinary muscles in the spectacular kitchen. This ultra-modern cooking space boasts glossy white cabinetry and a full suite of stainless steel appliances -- including a roomy side-by-side refrigerator. A big kitchen island seats four -- a fabulous spot for casual dining. Nearby, a dark wooden dining accommodates six for festive vacation meals. BEDROOMS & BATHS This two-story home sleeps up to six guests between three stylish bedrooms. Full of coastal light, the master bedroom offers bay views, a queen bed, and access to the deck. A chic en-suite bathroom has a double vanity, walk-in shower, and inviting jetted tub. Upstairs, the second and third bedroom each have bay views, a queen bed, and a window-side sitting bench. The third bedroom also offers deck access. Adjacent, a sparkling guest bathroom is appointed with a double vanity and walk-in shower. A half bath provides added convenience. OUTDOOR AREAS A wraparound deck wows with gorgeous 180-degree views of Cudjoe Bay. Sip morning coffee at the bistro tables, or savor alfresco meals around the eight-person dining table. Beneath the house, there’s a picnic table, ping-pong table, gas grill, and a large lounge area with ample seating right by the bay! You’ll also find a firepit area, and two private docks for fishing or mooring a small boat (up to 16’ in length). EXTRA AMENITIES & MORE DETAILS Guest amenities include complimentary Wi-Fi, a washer/dryer, and two kayaks. There’s parking for up to six vehicles (four under the home and two in the driveway). Boat trailer parking is available. The main entry-level of the home is accessed by a set of stairs. Use of the boat dock is available with a $15 daily fee. A boat launch is within a 7-minute drive at Cudjoe Gardens Marina. THE LOCATION Spend the day kayaking or boating the waters of Cudjoe Bay. Or walk minutes to arrange trips with a local fishing charter. The sandy shores of Bahia Honda State Park are only 14.8 miles away, and wildlife lovers will enjoy nature spotting around Florida Keys (6. 8 miles) and National Key Deer Refuge (8.6 miles).
  • Marlin Bay Resort & Marina

    Marathon: Vacation Rental
    3 BDR • 3.5 BA • Sleeps 8 • #242078
    599 to 799 USD/night
    Newly remodeled home in The Florida Keys with 3 bedrooms and 3.5 bathrooms. Located within a private yacht club with boat slips available for rent as well a centrally located clubhouse and pool area complete with top-notch amenities.. Marlin Bay Yacht Club is a newly remodeled private community located within Marathon, Florida in the heart of The Florida Keys. As you drive through the elegant gates of the property you are welcomed by an exquisitely decorated 2-story clubhouse. As you enter the clubhouse you are greeted by our accommodating concierge team who is more than eager to assist you in planning a trip of a lifetime. The clubhouse features numerous amenities for you to enjoy during your stay, including a full-service bar, a state-of-the-art fitness center, a yoga studio, sauna, steam room, billiards, shuffleboard, multiple big screen TVs, and beautifully appointed lounges for you to relax and spend time with your family and friends. As you walk through the clubhouse and step outside you are immediately taken back by the incredible views that The Keys have to offer. Here you will find a lovely lagoon style pool, a relaxing whirlpool, modern lounge furniture to enjoy the warmth, and a full-service tiki bar. Beyond this remarkable resort-like atmosphere we also feature a private 99-slip marina complete with an experienced dockmaster to prepare you and your vessel for an amazing sea excursion. Even if you do not plan to boat during your time with us, the clubhouse, the pool area and the dramatic 3-story residences are certainly designed to please all guests and provide you with luxury accommodations. Our 3-bedroom homes are fully furnished, professionally decorated, and feature an open floorplan. As you enter the ground floor from your 2-car garage you will find a lovely master bedroom complete with its own full bathroom and private patio. As you ascend onto the second floor you will find a state-of the-art gourmet kitchen which seamlessly flows into modern dining and living areas. On this level you will also find another private deck overlooking the beautifully landscaped pool area and a conveniently placed half bathroom. Last but not least, as you arrive on the third floor you will discover an additional master bedroom complete with its own full bathroom, wet bar, and private balcony. The third bedroom is also located on this level with 2 twin beds and a private bathroom as well. If the multiple levels concern you, there is no need to worry as our homes include elevators so you can easily access each floor.
  • New Listing! Oceanside

    Marathon: Vacation Rental
    3 BDR • 3 BA • Sleeps 7 • #252213
    429 to 635 USD/night
    Enjoy the sunny Florida Keys lifestyle at this canal-front 4BR home. Highlights include coastal-chic interiors, a 70' boat dock, and ample outdoor space. Launch a kayak on the canal or delight in Marathon’s array of ocean excursions nearby. Sleeps 7.. ** This home is professionally managed by Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Rental Hospitality. With , you can always expect exceptional service, a high-quality experience, and one-of-a-kind accommodations. ** Situated just 200 yards from the open ocean, this canal-front 4BR/3BA home is a dreamy oceanside coastal retreat. Impeccably appointed with coastal-chic furnishings, this newly updated space showcases modern style with gorgeous tile throughout. Outdoor highlights include a private balcony with loungers, kayaks, as well as a shared fish cleaning station. A lawn edges the canal and private boat dock. Follow the channel to the open ocean to access prime fishing, snorkeling, and boating. LIVING AREAS After a fun-filled day on the water, relax in the sunlit living room, furnished with a love seat and game table. Detailed with coral tile, a wood-burning fireplace crowns the room. Archways add an elegant flair to the space. A media room is outfitted with a sectional, plush armchair, and bistro table. KITCHEN & DINING The stunning chef’s kitchen has all the bells and whistles: stainless steel appliances, ample cabinet space, and updated fixtures. When it’s time to eat, enjoy meals at the glass-top table for six. Access the side yard and backyard via the dining area. BEDROOMS & BATHS This two-story home sleeps up to seven guests in the four bedrooms. The second-floor master suite is furnished with a stately king bed. Take in canal views from the balcony. An en-suite bathroom has a jetted tub/shower combination, and can also be accessed via the third bedroom. Downstairs, the serene second bedroom features a queen bed. An en-suite bathroom is configured with a tub/shower combination. The third bedroom has two twin beds. A bonus area serves as the fourth bedroom, and is outfitted with a small daybed. A third bathroom has a walk-in shower. OUTDOOR AREAS Kick back in two hammocks or soak up the sun on the master bedroom balcony, complete with two loungers and canal views. Make use of the gas grill and dine alfresco at a table for five. The backyard abuts the canal, where you can fish, boat, or launch the two provided kayaks from the 70’ dock -- it’s just a short paddle out of the canal to the Atlantic and flats! EXTRA AMENITIES & MORE DETAILS Extra perks include complimentary Wi-Fi and a laundry room. Parking is available for four vehicles (or two SUVs) in the driveway. The driveway can accommodate a truck/trailer combination that does not exceed 30'. The boat on-site is not available for use, however you are welcome to dock your own boat (up to 33' in length); there is no boat lift. THE LOCATION Marathon is a mecca of ocean activities. Go boating, deep-sea fishing, jet skiing, dolphin-watching, and snorkeling -- all within minutes of home. Just a 10-minute walk, Oceanfront Park offers a picnic and kite-flying area, a fishing pier, and scenic vistas of the emerald waters. The Florida Keys/Marathon International Airport is just .7 miles away.
  • Sun-Soaked Canal-Front

    Marathon: Vacation Rental
    3 BDR • 2 BA • Sleeps 10 • #253180
    532 to 589 USD/night
    This freshly renovated 3BR canal-front home features two charmed living spaces and a huge dock with easy access to the Gulf. Soak up the morning sunshine while you sip coffee by the water, then fix breakfast in the modern kitchen. Sleeps 10.. ** This home is professionally managed by Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Rental Hospitality. With , you can always expect exceptional service, a high-quality experience, and one-of-a-kind accommodations. ** This freshly renovated 3BR/2BA canal-front home features 1,828 square feet of charmed living space. With a huge dock located right on Boot Key Harbor, you’ll be 5 minutes away from the Atlantic Ocean or the Gulf of Mexico. Soak up the morning sunshine while you sip coffee by the water, then fix breakfast in the modern kitchen. Two living spaces provide your group with plenty of room to relax. A pair of complimentary kayaks invite you to explore Marathon by water, bicycles allow you to cruise the neighborhood, and a sparkling plunge pool offers refreshment on warm days. LIVING AREAS Cool coastal accents create a welcoming vibe in the open-concept living room. Settle into a comfy sectional to watch a new film on the 48” TV. (The sofa opens to reveal a sleeper.) The family room is another sunny social space with stylish seating and a 50" TV. KITCHEN & DINING Granite countertops and a full suite of stainless steel appliances are featured in the gourmet kitchen. This airy culinary space features a side-by-side fridge and plenty of cookware. The sleek wet bar has plenty of room for fixing drinks, plus a wine fridge. Four can keep the chef company at the kitchen bar. When it’s time to eat, serve family-style meals at a handsome dining table for 10. BEDROOMS & BATHS This single-story home sleeps up to 10 guests between three bedrooms and a sleeper sofa in the living room. The tranquil master suite has a stately king bed and a 32” TV. Find a gleaming double vanity and a remodeled walk-in shower in the en-suite bathroom, which is also accessible via a dreamy guest room with a queen bed. The third bedroom has a twin-over-full bunk bed with a twin trundle, plus a 32” flat-screen TV. The guest bathroom is outfitted with a beautifully tiled walk-in shower. OUTDOOR AREAS The expansive dock offers plenty of space for relaxing in the Gulf breeze. Choose from an outdoor lounge, a dining table for four, or a sparkling plunge pool overlooking the canal. The boat dock and slip are available to guests for an added fee of $50 per week. EXTRA AMENITIES & MORE DETAILS Guest amenities include complimentary Wi-Fi, kayaks, bicycles, and a washer/dryer. Please note that life jackets are not provided. There’s driveway parking for up to six cars and a 40’ boat. Please note that while the dock spans 170', the max draft is 5' deep. THE LOCATION Pancho’s Fuel Dock & Supplies is close by, and Vacation Boat Rentals is 1.2 miles from your door. Head to Coco Plum Beach (6.5 miles) for swimming, sunbathing, and a glimpse of turtle nesting areas. Curry Hammock State Park promises a picturesque setting and prime fishing spots in 8 miles.
  • New Listing! New & Stylish

    Marathon: Vacation Rental
    4 BDR • 3 BA • Sleeps 10 • #253480
    461 to 696 USD/night
    Gorgeous canal views and a sparkling plunge pool await at this peaceful new 4BR home minutes from Sombrero Country Club. Bring your boat along, or rent one close by. A 26-foot private dock and a fish cleaning station are at your disposal. Sleeps 10.. ** This home is professionally managed by Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Rental Hospitality. With , you can always expect exceptional service, a high-quality experience, and one-of-a-kind accommodations. ** With 1,888 square feet of stylish living space, a private dock, and a sparkling plunge pool, this new 4BR/3BA canal home is a dream destination for boaters and beachgoers. Fine finishes span from floor to ceiling, and there’s plenty of outdoor space between the breezy balcony and poolside stone patio. Bring your boat along, or rent one close by. A 32' private dock and a fish cleaning station are at your disposal. Complimentary bikes, kayaks, and paddleboards add to the appeal, and Sombrero Country Club is just up the road. LIVING AREA A clean and simple coastal vibe welcomes you into the sun-drenched living room. Settle into a posh sofa and love seat set to watch your favorite shows on the 54” flat-screen. KITCHEN & DINING Channel your inner chef in an immaculate kitchen outfitted with a full suite of stainless steel appliances. Gleaming granite countertops set off the roomy French-door fridge. Two can perch at the breakfast bar while dinner simmers. When your culinary masterpiece is ready, share family-style meals at a classic dining table for six. BEDROOMS & BATHS The home accommodates up to ten guests in four bedrooms. Make yourself at home in the tranquil master bedroom, detailed with a stately king bed and 44” TV. Find a pristine walk-in shower, double vanity, and a water closet in the en-suite master bathroom. Two welcoming guest rooms feature dreamy king beds and 44” flat-screen TVs, while the fourth bedroom has a full-over-full bunk bed. Two shining guest bathrooms with tub/shower combinations provide more room to refresh. OUTDOOR AREAS Take a refreshing dip in the sparkling plunge pool (which can be chilled or heated for an additional daily fee) after a sunbathing session. There’s plenty of lounge chairs along the patio, plus a dining table for six. A gas grill, fridge, and freezer set the scene for epic cookouts. Tune into the big game on a 42” outdoor TV. Gorgeous canal views accompany you on the patio and the balcony. The private 26 foot dock has a convenient fish cleaning station and can be rented for a daily fee. Explore the waterway in a complimentary kayak or on a standup paddleboard. EXTRA AMENITIES & MORE DETAILS Guest amenities include complimentary Wi-Fi, four adult bikes, two kayaks, two paddleboards, and a washer/dryer. There is parking for up to six cars (two in the carport and four in the driveway). If you are bringing a boat, two cars and a trailer will fit in the driveway. The pool can be heated for an additional daily fee of $15. The pool can also be chilled for $15 a day. The dock can accommodate vessels of up to 40'. The canal is dredged to an average depth of 6 to 8 feet with direct ocean access. This three-story home is only accessible via one flight of stairs. THE LOCATION Sombrero Beach is a favorite destination for swimming and turtle spotting in 1.5 miles--hop on a complimentary bike and pedal to the sand and surf. Publix Super Market is conveniently located just 0.6 miles from your door, and Sombrero Country Club awaits in less than 1 mile. Arrive at Marathon Marina & Boatyard in 3.2 miles.
  • New Listing! Waterside

    Key Largo: Vacation Rental
    4 BDR • 2 BA • Sleeps 8 • #253128
    162 to 401 USD/night
    Located in Key Largo's prestigious Buccaneer Point, this custom 4BR home occupies a 12,000 square foot waterfront lot! Enjoy direct access to the bay, complimentary kayaks, a gourmet kitchen, and a gazebo sitting area in the large backyard. Sleeps 8.. ** This home is professionally managed by Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Rental Hospitality. With , you can always expect exceptional service, a high-quality experience, and one-of-a-kind accommodations. ** Located in Key Largo's prestigious Buccaneer Point, this custom 4BR/2BA home offers an idyllic waterfront setting on a 12,000 square foot lot! Enjoy direct access to the bay via a channel through the mangroves. Complimentary kayaks and a paddleboat are available for guest use. This home also boasts a screened private balcony, a large backyard with a convenient grill, and a gourmet kitchen with gleaming granite counters and stainless steel appliances. LIVING AREA Relax in a welcoming living area, appointed with two comfy couches, a reclining chaise lounge chair, and a 65'' flat-screen TV that’s ideal for movie nights. KITCHEN & DINING The gourmet kitchen boasts expansive granite counters and ample cookware. A full suite of stainless steel appliances includes a professional-grade gas range and roomy French door refrigerator. A three-person breakfast bar offers a casual spot to chat while the chef preps dinner. Nearby, a light-filled dining area seats four. BEDROOMS & BATHS This two-story home sleeps up to eight guests between four bedrooms. The spacious master bedroom offers a king bed and 46'' flat-screen TV. An en-suite bathroom features a jetted tub and a beautiful walk-in shower. A second bedroom has a queen bed and 32” wall-mounted TV, while a third bedroom features a queen bed and large desk area. The fourth bedroom is appointed with an inviting king bed. A guest bathroom is configured with a walk-in shower. OUTDOOR AREAS Step out for fresh air anytime on your screened private balcony, detailed with seating for two. The backyard offers a lush and private oasis of swaying palms. Barbecue burgers on the convenient grill and follow the paved footpath straight to the waterfront! EXTRA AMENITIES & MORE DETAILS Guest amenities include complimentary Wi-Fi, cable TV, a washer/dryer. Guests also have access to five kayaks and a paddleboat. This home has driveway parking for four. The main entrance of the home is accessed via a flight of exterior stairs. THE LOCATION Drive 5 miles to John Pennekamp Coral Reef State Park -- offering the best diving in Florida. Or drive across the bay to stunning Everglades National Park (38.5 miles) for a day of wildlife spotting and outdoor adventures. Enjoy hiking and learning about local geology and botany at Windley Key Fossil Reef Geological State Park (14 miles), and meet rescued birdlife at Florida Keys Wild Bird Rehabilitation Center (5.1 miles). This home is also within 1-2 miles of great local eateries and shops.
  • New Listing! Oceanfront

    Islamorada: Vacation Rental
    3 BDR • 3 BA • Sleeps 6 • #253798
    225 to 253 USD/night
    This double-waterside home is a tropical dream! Your 3BR retreat boasts coastal-chic interiors and lovely ocean views, as well as canal frontage and private beach access. Highlights include a boat dock, a fish cleaning station, and kayaks. Sleeps 6.. ** This home is professionally managed by Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Rental Hospitality. With , you can always expect exceptional service, a high-quality experience, and one-of-a-kind accommodations. ** Perched across the lane from a white sand private beach and abutting the canal, this double-waterside home is a tropical paradise. Your renovated 3BR/3BA retreat features coastal-chic interiors and large picture windows that face the ocean. With lovely views and direct canal access, your home has all the bells and whistles for a dream vacation. Highlights include a private boat dock, a fish cleaning station, and two kayaks. With the private beach just steps away, this rental is ideal for island adventures. LIVING AREA Unwind in the sun-kissed living room, furnished with matching recliners, a love seat, and a sofa. Gather around the 40” flat-screen TV for a relaxing movie night. KITCHEN & DINING Whip up gourmet creations in the fully stocked kitchen, outfitted with stainless steel appliances and ample counter space. When it is time to eat, share meals at the dining table for six. BEDROOMS & BATHS This two-story home sleeps up to six guests between three bedrooms. Sleep soundly in the inviting master bedroom, appointed with a king bed and a 32” flat-screen TV. The en-suite master bathroom includes a walk-in shower. The second bedroom features a queen bed, a 40” flat-screen TV, and direct balcony access. A full bathroom is configured with a walk-in shower. The third bedroom studio is outfitted with two twin beds and a 40” flat-screen TV. A kitchenette is equipped with a wet bar, a toaster oven, and a microwave. The en-suite bathroom has a tub/shower combination. OUTDOOR AREAS Your rental is 150’ from the sparkling ocean – just across the adjacent open lot! Located on a quiet dead-end street, your tropical oasis includes a private boat dock with a convenient fish cleaning station. Spend leisurely afternoons lounging underneath your canal-side palapa. When evening falls, sizzle your fresh catch on the gas grill. Enjoy the breeze and incredible beach views from the private porch and balcony, both furnished with ample seating. EXTRA AMENITIES & MORE DETAILS Parking is available for four vehicles between the carport and the driveway. There is a side area for trailer parking only (if you choose to bring a boat). Complimentary Wi-Fi, cable TV, and a washer/dryer are provided. Extras include two fishing kayaks. The on-site 70’ long boat dock that can accommodate a large boat, or two 25' boats. There is a boat ramp next door to the home (free of charge). The cargo lift and boat lift are not available for guest use. The second-floor main living area of the home is accessed via a flight of exterior stairs. The separate downstairs studio has its own entrance. THE LOCATION Islamorada holds the title as the Sport-Fishing Capital of the World. Adventurers will love embarking on eco-tours, fishing expeditions, and snorkeling, all within minutes from your rental. Don’t miss a trip to the History of Diving Museum, home to an excavated 16th-century treasure chest. Visit the charming Morada Way Arts & Cultural District -- where you’ll find delicious restaurants, galleries, and boutique shops.
  • Marlin Bay Resort & Marina

    Marathon: Vacation Rental
    3 BDR • 3.5 BA • Sleeps 8 • #242079
    599 to 799 USD/night
    Newly remodeled home in The Florida Keys with 3 bedrooms and 3.5 bathrooms. Located within a private yacht club with boat slips available for rent as well a centrally located clubhouse and pool area complete with top-notch amenities.. Marlin Bay Yacht Club is a newly remodeled private community located within Marathon, Florida in the heart of The Florida Keys. As you drive through the elegant gates of the property you are welcomed by an exquisitely decorated 2-story clubhouse. As you enter the clubhouse you are greeted by our accommodating concierge team who is more than eager to assist you in planning a trip of a lifetime. The clubhouse features numerous amenities for you to enjoy during your stay, including a full-service bar, a state-of-the-art fitness center, a yoga studio, sauna, steam room, billiards, shuffleboard, multiple big screen TVs, and beautifully appointed lounges for you to relax and spend time with your family and friends. As you walk through the clubhouse and step outside you are immediately taken back by the incredible views that The Keys have to offer. Here you will find a lovely lagoon style pool, a relaxing whirlpool, modern lounge furniture to enjoy the warmth, and a full-service tiki bar. Beyond this remarkable resort-like atmosphere we also feature a private 99-slip marina complete with an experienced dockmaster to prepare you and your vessel for an amazing sea excursion. Even if you do not plan to boat during your time with us, the clubhouse, the pool area and the dramatic 3-story residences are certainly designed to please all guests and provide you with luxury accommodations. Our 3-bedroom homes are fully furnished, professionally decorated, and feature an open floorplan. As you enter the ground floor from your 2-car garage you will find a lovely master bedroom complete with its own full bathroom and private patio. As you ascend onto the second floor you will find a state-of the-art gourmet kitchen which seamlessly flows into modern dining and living areas. On this level you will also find another private deck overlooking the beautifully landscaped pool area and a conveniently placed half bathroom. Last but not least, as you arrive on the third floor you will discover an additional master bedroom complete with its own full bathroom, wet bar, and private balcony. The third bedroom is also located on this level with 2 twin beds and a private bathroom as well. If the multiple levels concern you, there is no need to worry as our homes include elevators so you can easily access each floor.
  • New Listing! Spacious

    Tavernier: Vacation Rental
    6 BDR • 5 BA • Sleeps 14 • #252416
    280 to 424 USD/night
    With 4,900 square feet of luxurious living space, this 6BR waterfront retreat is comprised of a spacious home and separate studio. Your tropical getaway features a palatial master suite, a game room, two kitchens, and a 70’ deepwater dock. Sleeps 14.. ** This home is professionally managed by Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Rental Hospitality. With , you can always expect exceptional service, a high-quality experience, and one-of-a-kind accommodations. ** Sail right up to your gated three-story getaway, highlighted by a private 70’ dock with direct ocean access. With 4,900 square feet of luxurious living space, this 6BR waterfront retreat is comprised of a spacious 5BR home and separate 1BR studio. Highlights include a well-equipped game room, two kitchens, and a palatial master suite. After a leisurely day on the water, enjoy breathtaking sunsets on the private waterfront balconies and deck. LIVING AREAS Make yourself at home in the second-floor living room, detailed with beach-chic decor, a comfy oversize sectional, and a 65” HDTV. Play a friendly game of pool, tennis, or foosball in the third-floor game room. Or settle in and watch a movie on the sleeper sofa. The studio occupies the entire first floor and has a cozy living area of its own, featuring plush seating and a 43” HDTV. KITCHEN & DINING The chef in your group will appreciate the gourmet second-floor kitchen, outfitted with ample granite counter space to prepare home-cooked meals. Chill favorite bottles in the convenient wine fridge. While dinner simmers, perch at the kitchen bar with seating for four. Or gather at the dining table with seating for seven. The studio also has a fully stocked kitchen, as well as a breakfast table for four. BEDROOMS & BATHS This three-story retreat sleeps up to 14 guests between the six bedrooms and a sleeper sofa in the game room. Sleep like royalty in the third-floor master suite, appointed with a king bed, huge walk-in closet, and covered waterfront balcony. Watch favorite shows in the sitting area on a flat-screen TV. The open-concept en-suite bathroom boasts a double vanity, walk-in shower, and jetted soaking tub. The second floor is configured with four more sunlit bedrooms. The second bedroom is furnished with a king bed, while the third and fourth bedrooms each hold a queen bed. The fifth guest room has a twin-over-queen bunk bed, and two adjacent bathrooms each have a tub/shower combination. The studio includes a queen bed, flat-screen TV, and bathroom with a walk-in shower. Find an additional bathroom with a walk-in shower off the game room. OUTDOOR AREAS Sip morning coffee on the huge back porch or covered second-floor balcony. Then embark on a coastal adventure straight from your backyard! Walk right down to your 70’ private deepwater dock and take advantage of direct ocean access. Make use of two provided kayaks and explore the gorgeous Upper Keys. EXTRA AMENITIES & MORE DETAILS Guest amenities include complimentary Wi-Fi and a washer/dryer. Parking is provided for up to four vehicles (two under the carport and two in the driveway). Please note that street parking is not available. THE LOCATION Snorkel at John Pennekamp State Park, home to the only living coral reef in the country. Experienced boaters can explore Everglades National Park, just across the Florida Bay.
  • Bayside 3BR/3BA w/ Heated

    Marathon: Vacation Rental
    3 BDR • 3 BA • Sleeps 8 • #238859
    225 to 416 USD/night
    Soak in water views on the sun-kissed rooftop terrace of this 3BR/3BA home. Enjoy a master suite oasis with luxurious jetted tub and private deck. Keep your boat at your fingertips with plenty of dock space for rent nearby. Sleeps 8.. Mariners will find this 3BR/3BA home the perfect retreat after a day on the water. Dock your boat nearby at one of the many spots available for rent, and then stroll back to the house to rest and recharge. You’ll feel on top of the world as you gaze over the clear waters of Florida Bay from the comfort of your 700-square-foot rooftop terrace, furnished with plenty of comfortable chairs, sofas, and recliners. End your day in the tranquil master suite. After a glass of wine or a nightcap on your private balcony, enjoy a soak in the jetted tub or a movie on the flat screen TV. ABOUT THE HOUSE For the ultimate movie night, gather your group in the spacious living area on the second floor and play your favorite films on the 55” flat screen TV. A sofa and love seat offer seating for five. Discerning chefs will appreciate the kitchen’s stainless steel GE appliances and dishwasher. Enjoy meals at the dining table for six or on the balcony with views of the neighborhood. Unwind in the first-floor master suite with a queen bed, walk-in closet, and 40” TV. The en-suite bath will be your oasis; rinse off in the walk-in shower or soak in the jetted tub. The private deck with a bistro set is perfect for enjoying coffee or a romantic cocktail for two. The second bedroom, located on the first floor, includes two twin beds, a 26” flat screen, and an en-suite bath. On the second level, the versatile third bedroom contains a queen bed and a queen-size futon to use as seating or sleeping accommodations for two. On the second-floor balcony, you’ll find a spiral staircase leading to your expansive private roof terrace. Lounge on recliners and soak in the sun, or gather your group in the shaded seating area to enjoy games, conversation, and panoramic bay views. Plan a barbecue on the shaded patio beneath the house, equipped with a gas grill and a dining area for eight. Two parking spaces are available, and you’ll find a washer/dryer on the first floor. THE LOCATION Take advantage of well-kept shared amenities. Lounge by the pool and enjoy sweeping bay views while you swim, or head down to the docks, where boat owners can rent bayside space to store their vessel. Idyllic Sunset Park Beach is just a 5-minute drive from your door. Florida Keys Aquarium Encounters, less than a half mile away, is perfect for a family-friendly afternoon of snorkeling and discovering marine life.
  • Canal-Side 4BR Home w/

    Marathon: Vacation Rental
    4 BDR • 3 BA • Sleeps 10 • #240137
    344 to 753 USD/night
    Perched on the largest deep water canal in the Florida Keys, this fresh 4BR/3BA home offers a large boat dock, a glittering pool, and both a fish cleaning station and a dedicated freezer. Newly updated with ceramic tile floors and mermaid décor. Sleeps 8.. Relish in emerald canal views at this lovely 4BR/3BA Key Colony Beach home, complete with a spacious waterside deck and sparkling private pool. New wood-grain ceramic tiles line every room, with fun mermaid accents greeting you at every turn. Bring your boat along or rent one nearby to make use of your large, private dock. Anglers will appreciate the fish cleaning station and dedicated freezer. ABOUT THE HOUSE New ceramic tile lines the floors of your freshly updated home, with playful mermaid décor lighting up each room. The open-concept living room boasts a massive sectional couch and a recliner for movie nights and TV marathons on the 55” flat screen TV. White appliances and cabinetry gleam in the kitchen, where expansive granite counters make meal prep a breeze. Find all the gadgetry and cookware you could dream of to fix simple beach picnics or elaborate dinners. Six can sit down to breakfast at the sweeping breakfast bar, with room for eight in the elegant formal dining area. Step out to the patio to find outdoor dining, sun loungers, and a full outdoor living room set. Slip into the pool for a relaxing swim among emerald canal views. Make use of the barbeque grill, along with your large private dock and a dedicated fish cleaning station. There’s also a standalone freezer for storing your catch inside. The king-size master bedroom offers a 42” TV and a pristine en-suite bath with a double-sink vanity and a tiled walk-in shower. The second and third bedrooms both have cozy queen-size beds and a shared en-suite bath with a walk-in shower, and the fourth has two twin-size beds. Another full guest bath is equipped with a tub/shower combination. Extras at the house include driveway parking with room enough for a small RV, a washer/dryer, and complimentary Wi-Fi. THE LOCATION Your Florida Keys home has it all — a private dock on the canal and South Beach's sand, sun, and surf within half-mile from your door. Rent a rig at Miami Five Star in 7 blocks, and dine on everything from pizza to tacos Mediterranean steps away.
  • Modern Coco Plum Estate w/

    Marathon: Vacation Rental
    4 BDR • 4 BA • Sleeps 10 • #253340
    502 to 1,023 USD/night
    Boasting 3,356 square feet of state-of-the-art comfort, this new 4BR home is a fabulous Coco Plum getaway. Walk to the beach or cast off from the backyard dock. Lavish outdoor areas include an alfresco kitchen and sparkling pool with a hot tub. Sleeps 10.. ** This home is professionally managed by Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Rental Hospitality. With , you can always expect exceptional service, a high-quality experience, and one-of-a-kind accommodations. ** Newly built in Coco Plum, this 4BR/4.5BA estate features an opulent interior and luxe alfresco social spaces. Sunbathe on a sugar-white sand beach across the street, dip in the private pool, and unwind in the hot tub. A backyard dock provides easy access to deep-sea adventures. Bonus: two kayaks are provided for guest use! This home boasts three light-filled levels of modern comfort and stylish design. Other highlights include a high-end kitchen and serene marina views from the balconies. LIVING AREAS Ample plush seating awaits in the sunny living area. Watch movies on the 65” flat-screen TV. An impressive whole-house sound system allows you to cast audio to every room. Two love seats by the third-floor balcony offer a comfy reading nook on quiet afternoons. KITCHEN & DINING Indulge your inner chef in the kitchen, appointed with granite countertops and handsome custom cabinetry. A large island provides seating for four. Stainless steel amenities include a wine fridge and GE Monogram appliances. At mealtimes, gather around the table for six in the dining area. BEDROOMS & BATHS This home sleeps up to 10 guests between four bedrooms, a sleeper sofa in the living area, and two twin-size sleeper sofas on the third floor. Discover comfort and privacy in the spacious master bedroom, outfitted with a king bed and a 65” TV. The en-suite bathroom is configured with a double vanity and walk-in shower. Luxuriate in the bathtub while watching favorite shows on the 52” wall-mounted TV. The second bedroom features two comfy twin beds and a 42” TV. The second bathroom includes a walk-in shower. Sleep soundly on a plush queen bed in the third bedroom. The 42” TV is perfect for movie nights. An en-suite bathroom has a tub/shower combination. The fourth bedroom offers a queen bed, a 42” TV, and an en-suite bathroom with a walk-in shower. A half bath near the pool provides added convenience. OUTDOOR AREAS The back patio boasts a fully loaded outdoor kitchen with a gas grill, stovetop, mini-fridge, and wall-mounted TV. Enjoy meals around the dining table for four on the first balcony, which also features a shaded seating area. Peaceful marina views await on the second balcony. Soak up the sun in a chaise lounge by the sparkling unheated pool. At night, unwind in the hot tub and watch the stars come out. A storage room by the pool holds beach toys and an extra refrigerator. The dock behind your home includes a private slip and a fish-cleaning station. EXTRA AMENITIES & MORE DETAILS Guest amenities include complimentary Wi-Fi, a washer/dryer, and two kayaks, as well as parking for four cars and a boat trailer in the driveway. THE LOCATION Enjoy easy access to the beach, the Florida Keys Aquarium Encounters, and ocean-view eateries in central Marathon.
  • 3BR/3BA w/ Rooftop Deck &

    Marathon: Vacation Rental
    3 BDR • 3 BA • Sleeps 8 • #241694
    278 to 449 USD/night
    Take in ocean views from the expansive rooftop deck of this 3BR/3BA Marathon home, featuring a master suite with new king bed and private deck. Make use of the complimentary bicycles and complex pool, and enjoy free membership to the Cabana Club. Sleeps 8.. Take in ocean views from the expansive rooftop deck of this 3BR/3BA Marathon home for eight. Your spacious master suite includes a new king bed and private deck. Spend time enjoying the sublime Florida weather on your covered patio and two-story deck. Pedal around the neighborhood on the bicycles provided and cool off with a refreshing dip in the complex pool. The home is located directly across the street from the boat house, where you can store and launch your boat for a fee. Plus, enjoy free membership to The Cabana Club beach and pool. ABOUT THE HOME Cool tile flooring flows throughout the open-concept living area, featuring exposed wood beams and floods of natural light. Settle onto the comfy sectional sofa with seating for five, and catch your favorite shows on the 46” wall-mounted flat screen TV. Whip up brunch in the granite kitchen with stainless steel appliances. Sip morning coffee at the breakfast bar for two, or gather for full meals at the glass dining table set for six. After a fun-filled day at the beach, fire up the grill on your covered patio, and dine alfresco at the table for four. The shaded porch swing offers a lovely spot to sit and read. Move to the upper deck with open-air dining for seven, or ascend the spiral staircase to your private 700-square-foot rooftop deck with outdoor shower. Soak up the Florida sunshine from two chaise loungers, or relax in the shade with a refreshing drink in hand. Whichever seat you choose, breathtaking ocean views are on full display. In the evenings, rest up in three spacious bedrooms with their own private bathrooms. The king-size master suite boasts a large walk-in closet, a 32” flat screen TV, and a private balcony with hammock chairs and a bistro table for two. Your en-suite master bath is configured with a walk-in shower and luxurious jetted tub. In the second bedroom, drift to sleep in the queen-size bed, watch your own 32” flat screen TV, and wake each morning to refresh in the en-suite bath with tub/shower combination. Upstairs, the third bedroom offers two twin beds, ample closet space, and a 37” flat screen TV. Next door, the third bathroom is equipped with a walk-in shower. Extras at this vacation home include complimentary Wi-Fi, Netflix, a washer/dryer, beach essentials, two bicycles, and parking for two cars under the house. THE LOCATION During your stay at this Marathon vacation rental, pedal around the neighborhood on the bicycles set aside for you, and cool off with a refreshing dip in the oceanfront complex pool. For a small fee, store and launch your boat at the Boat House across the street, and spend leisurely afternoons cruising on the water. Drive 4 minutes to The Cabana Club in Key Colony Beach, where you’ll have free member access to the private beach and pool club. Recline poolside at The Cabana Club Island Bar & Lounge, a local favorite for tropical cocktail specials. Treat yourself to dinner at the Island Fish Company, and enjoy seafood classics at a waterside table (only an 8-minute walk from your door).
  • Canal-Front 4BR w/ Private

    Marathon: Vacation Rental
    4 BDR • 3 BA • Sleeps 8 • #245109
    269 to 601 USD/night
    Enjoy a fabulous adventure in the Florida Keys at this luxurious, newly constructed 4BR/3BA canal-front getaway with a private pool. Bring your boat and tie up at the private dock, or explore the canals on a fleet of provided kayaks. Sleeps 8.. This gorgeous, newly constructed 4BR/3BA canal-front duplex property in Sombrero Beach offers the perfect Florida Keys getaway. With a private pool and a dock that can accommodate up to a 30’ boat, as well as a provided paddleboard and four kayaks, this rental offers unparalleled access to water adventures. Follow the canal all the way out to the open waters of the Atlantic Ocean where world-class fishing and diving awaits. Take advantage of the prime location and spend a day at the beach, or walk to local restaurants and attractions in Sombrero Beach. LIVING AREAS After a fun-filled day in the sun, relax in the living room, which is outfitted with a leather sofa and a plush armchair. Watch a movie on the 50” TV, and enjoy direct access to the balcony. KITCHEN & DINING Whip up delicious vacation meals in the gourmet kitchen, fully stocked with everything you might need. The chef in your group will appreciate the gleaming granite countertops and a full suite of stainless steel appliances. Perch at the kitchen bar with seating for three, or savor a family meal at the four-person dining room table. BEDROOMS & BATHS This home includes four bedrooms that sleep up to eight guests. Three full bathrooms are each stocked with a complimentary starter supply of toiletries and bath amenities, as well as plenty of plush towels. Retreat to the tranquil master bedroom, which has a king bed and a 32” TV, as well as two closets and a chest of drawers. The en-suite bathroom has a tub/shower combination and can also be accessed via the hallway. The second bedroom offers a queen bed and a 32” TV, while the third guest room features a twin-over-queen bunk bed and a 32” TV. A second bathroom is equipped with a tub/shower combination. Stretch out on a king bed in the fourth bedroom, which also offers a 32” TV. Curl up with a good book on the chaise lounge and enjoy the stunning canal views. An en-suite bathroom provides a double vanity and a walk-in shower. OUTDOOR AREAS Step out to your private backyard oasis. Take a refreshing dip in the heated outdoor pool, or gather around the table with seating for five on the covered patio. Watch the big game on the 32” TV while you barbecue burgers on the gas grill. The covered patio also provides a mini fridge and a bait freezer. This canal-front home has a private dock, and you can bring your own boat or utilize the provided kayaks and paddle board. A covered balcony off the living room invites you to kick back and enjoy the canal view while sipping a crisp beverage. EXTRA AMENITIES & DETAILS Guest amenities at this dog-friendly home include complimentary Wi-Fi and a washer/dryer. Covered parking is available for two vehicles under the carport, with parking for two additional cars and a boat trailer in the driveway. Please note, this rental has a 7-night minimum stay requirement. THE LOCATION Your rental is located in the welcoming community of Sombrero Beach. Walk to the grocery store, dining, and the Sombrero Beach Golf Course, or drive just 6 minutes to the sparkling sands of Sombrero Beach. Upon arrival, easily access your vacation home with a keyless secure door code; no need for an in-person key exchange. Your rental will be professionally cleaned and ready for you to enjoy. You can expect all comforts of a fine hotel, including shampoo, soaps, paper products, towels, and linens. Your home will include a HomeDroid tablet (electronic guest directory) providing specific home details, local suggestions, Wi-Fi access, TV instructions, and more. If you need anything at all before, during, or after your stay, our 24/7 local team is always ready to help!
  • Waterfront 3BR w/ Private

    Islamorada: Vacation Rental
    3 BDR • 2 BA • Sleeps 8 • #241141
    391 to 391 USD/night
    Across the bay from the Everglades National Park, this 3BR/2BA waterfront home features a private beach, dock, kayak, and paddleboards. You’ll also love being near John Pennekamp Underwater State Park for premier diving. Sleeps 8.. Situated on the beautiful Florida Bay, this 3BR/2BA Islamorada home offers an idyllic waterfront haven with its own private beach, dock, kayak, paddleboards, and sprawling backyard with a volleyball net. Spend leisurely afternoons fishing off the dock before cooking up your catch on the grill. Enjoy your meal at the six-person patio table, then relax in one of two sun loungers. Or enjoy spectacular sunsets from the waterside hammock. Conveniently located, this home sits across the bay from the entrance to Everglades National Park. Nestled between Snake and Tavernier Creek, you’ll also be close to premier snorkeling and diving at Pennekamp Underwater State Park -- just 15 miles away. ABOUT THE HOUSE This home features a welcoming open floor plan with cool, tiled flooring and an abundance of natural light. After a day of fishing or diving, kick back in the main living area with a couch, love seat, and oversized chair. Enjoy your favorite shows on the 65” flat screen HDTV. Find more space to unwind in the adjacent sunroom, furnished with a couch, love seat, and two inviting armchairs. Play a board game or a round of cards at the four-person glass top table. It’s easy to whip up meals in the spacious kitchen, equipped with high-end appliances. A three-person kitchen bar offers a casual spot to chat while the chef preps dinner. In the dining area, there’s room for six to enjoy meals amid spectacular sunset views across the bay. With sleeping space for up to eight, this house features three bedrooms, each equipped with an AIR CONDITIONING unit to ensure a good night’s sleep. The master bedroom includes a stately king-size bed and a large closet. Across the hall, another king bed awaits in the second bedroom, which also has a large closet and a convenient office nook. Guests in these rooms share a bathroom with a walk-in shower. In the third bedroom, you’ll find two twin-over-full bunk beds and a Jack-and-Jill bathroom (shared with the sunroom) with a walk-in shower. Outside, the tropical backyard provides a direct view of the Florida Bay as well as its own private beach. This outdoor retreat has it all: a full-size sand volleyball court, outdoor dining, a charcoal grill, a fire pit, and a private dock with outdoor seating. Additional guest amenities include complimentary Wi-Fi, cable TV, a washer/dryer, and parking for four cars in the driveway. All leases require a minimum 31-day term. THE LOCATION Within a 30-minute drive, John Pennekamp Coral Reef State Park offers some of the best diving in the U.S. Along with superb snorkeling, sailing, and glass-bottom boat tours. Spend the day exploring the park’s 70 nautical square miles of Atlantic Ocean waters, or head across the bay to enter the Everglades National Park for wildlife sightings and thrilling swamp tours. For more outdoor adventures, swim with dolphins at Theater of the Sea (an 8-minute drive), and hit the hiking trails in Windley Key Fossil Reef Geological State Park (6 minutes). When dining out, head to Marker 88 for a laid-back beachfront grill specializing in seafood and cocktails. Or go for craft beers and hamburgers at MEAT Eatery & Tap Room. Both are within a 7-minute walk.
  • Canal-Front Dream w/

    Marathon: Vacation Rental
    4 BDR • 3 BA • Sleeps 8 • #253342
    363 to 873 USD/night
    This 4BR canal-front home is just minutes from the beach! Spend hours of fun in the backyard oasis, complete with a private heated pool, spa, and boat dock. A lovely screened porch is the perfect place to end the day with after-dinner drinks. Sleeps 8.. ** This home is professionally managed by Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Rental Hospitality. With , you can always expect exceptional service, a high-quality experience, and one-of-a-kind accommodations. ** This canal-front 4BR/3BA home sits just minutes from the beach for sunny days on the sand. Stretch out in 2,368 square feet of welcoming living space and kick back by the sparkling heated pool and spa in your private backyard retreat. After fun-filled days on the sand, enjoy a home-cooked meal alfresco on the lovely screened porch. Bring a boat to tie to the private dock -- there’s even room for boat parking on-site! LIVING AREA Unwind in the spacious living area, where ample seating offers room for the entire group to watch a movie on the 60” smart TV. A pool table provides hours of fun, and a breakfast table is perfect for family game night. KITCHEN & DINING Whip up tasty meals in the well-appointed kitchen, equipped with a full suite of stainless steel appliances as well as helpful gadgets and cookware. Keep the chef company at the kitchen bar for two. When it’s time to eat, gather at the table for six. BEDROOMS & BATHS This home sleeps up to eight guests in four bedrooms. Find comfort in the tranquil master suite, which boasts a king bed, 40” smart TV, and private access to the screened porch. The beautifully tiled en-suite bathroom is configured with a jetted tub and walk-in shower. The guest bedroom is fitted with a queen Murphy bed, while the guest bathroom is appointed with a tub/shower combination. A third bedroom offers a queen bed, 40” smart TV, and an en-suite bathroom with a tub/shower combination. Sleep soundly in the fourth bedroom, furnished with a queen Murphy bed and 40” smart TV. OUTDOOR AREAS Fire up the gas grill and dine alfresco for eight on the screened patio, equipped with a bench swing and 51” TV. Spend sunny days by the heated 6'-deep pool and spa in the lush backyard. Soak up the sun on multiple loungers or at a patio table for four. This canal-front home offers its own private dock, perfect for fishing or tying up a boat (up to 30’). EXTRA AMENITIES & MORE DETAILS Guest amenities include complimentary Wi-Fi, a washer/dryer, and parking for four cars in the circular driveway. There is also space to park a boat or boat trailer. THE LOCATION This mid-Marathon home sits just minutes from the Crystal Coast for exciting days on the beach. To discover even more of the beautiful Florida Keys, take a scenic drive on the Seven Mile Bridge.
  • Luxurious Canal Home w/

    Key Largo: Vacation Rental
    3 BDR • 2 BA • Sleeps 7 • #246830
    215 to 220 USD/night
    All photos, amenities, calendar, and rates are 100% accurate. We will notify you proactively when early check-in / late check-outs are possible and you'll receive the comforts of home with a starter supply of shampoo, soaps, paper products and hotel-quality towels and linens. And we make it easy to stay with us. Drive straight to your rental and access the rental with a unique lock code that we give only to you. When you book, we will send you our mobile app with directions, lock code, and instructions. We’re available 24 hours a day with live help. All rentals follow local/state tax rules. Each reservation includes applicable taxes, cleaning fee, and Property Damage Protection policy.
  • New Listing! Renovated

    Marathon: Vacation Rental
    3 BDR • 2.5 BA • Sleeps 10 • #252448
    217 to 520 USD/night
    Relaxation comes easy at this 3BR canal-side home, located in the private Yacht Harbor neighborhood in Marathon. This stylish home is full of coastal charm and offers a waterfront patio for grilling and entertaining. Minutes to the beach. Sleeps 10.. ** This home is professionally managed by Vacation Rentals, four-time winner of the Travel Weekly Magellan Award for Vacation Rental Hospitality. With , you can always expect exceptional service, a high-quality experience, and one-of-a-kind accommodations. ** Relaxation comes easy at this 3BR/2.5BA canal-side home, located in the private Yacht Harbor neighborhood in Marathon. Recently renovated with all-new interiors, this stylish home includes two living areas, a screened patio, and a waterfront patio for entertaining and grilling. Get ready for an unforgettable coastal getaway; you’re just minutes from sugar-white sands and turquoise waters at this prime location! LIVING AREAS Brimming with natural light, the main living area has a beachy vibe that will quickly lull you into vacation mode. Spread out with a book on the sectional, or watch a movie on the 42” wall-mounted TV. Ocean blues add a splash of color to a second living room, furnished with a comfy sectional and a coffee table surrounded by wicker chairs. KITCHEN & DINING A contemporary kitchen impresses with sparkling marble countertops, glossy white cabinetry, and a full suite of stainless steel appliances. When it’s time to eat, a wooden dining table seats eight. BEDROOMS & BATHS This house sleeps up to 10 guests between three bedrooms. Comfort awaits in a spacious master bedroom, outfitted with a king bed and 50" wall-mounted TV. A stylish en-suite bathroom features a walk-in shower. A tranquil second bedroom has two full-size beds, while the light and airy third bedroom features a queen bed. Both bedrooms have a 40" wall-mounted TV. The guest bathroom is configured with a tub/shower combination. An additional half bath provides added convenience. EXTRA AMENITIES & MORE DETAILS Guest amenities include complimentary Wi-Fi, cable TV, and a washer/dryer. Parking is provided for four cars in the driveway (including one covered space). Street parking is also available on a first-come, first-serve basis. OUTDOOR AREAS A screened patio at the rear of the home offers a relaxed social space, with a pair of loungers and a high-top table for four. Just beyond, you can soak up the sun on a private waterfront patio. There’s plenty of seating to kick back with a drink — whip up your favorite at the outdoor wet bar! Fire up the gas grill and dine alfresco at the patio table for four. THE LOCATION This coastal retreat offers easy access to dreamy beaches, with a prime spot between the Atlantic Ocean and Gulf of Mexico. Spend a morning kayaking, jet skiing, boating, and swimming in warm turquoise waters. Later, dig your toes into the sugar-white shores of Coco Plum Beach (2 miles) or Sombrero Beach (4.4 miles). Spot wildlife and learn about local history at Crane Point Hammock & Nature Trail (3.6 miles). Animal lovers will want to visit the Turtle Hospital (5.2 miles); this non-profit rehabilitation center offers guided tours and opportunities to feed its permanent turtle residents.
  • Canal-Front 3BR w/ Private

    Marathon: Vacation Rental
    3 BDR • 2 BA • Sleeps 6 • #241322
    243 to 701 USD/night
    All photos, amenities, calendar, and rates are 100% accurate. We will notify you proactively when early check-in / late check-outs are possible and you'll receive the comforts of home with a starter supply of shampoo, soaps, paper products and hotel-quality towels and linens. And we make it easy to stay with us. Drive straight to your rental and access the rental with a unique lock code that we give only to you. When you book, we will send you our mobile app with directions, lock code, and instructions. We’re available 24 hours a day with live help. All vacation rentals follow local and state tax rules. Each reservation includes applicable taxes, a cleaning fee, and a Property Damage Protection policy.

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