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... read more
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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  • Islamorada Luxury Condo

    Islamorada: Bay Harbour: Condo in a gated community
    2 BDR • 3 BA • Sleeps 6 • #209708
    271 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.
  • On the Ocean in Key West

    Key West: 1800 Atlantic: Condo
    2 BDR • 2 BA • Sleeps 5 • #69125
    375 to 555 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.
  • Relax in Key Largo and

    Key Largo: Mobile Home
    5 BDR • 3 BA • Sleeps 10 • #265286
    175 to 175 USD/night
    This home is perfect for large/multi families or friends. This newly remodeled 4/3 mobile home has wood laminate flooring and textured walls and ceilings. It has 4 bedrooms. Room 1: Master bedroom with queen bed, night tables, dresser and TV Room 2: twin bunk beds with desk and tv. Room 3: Full bed (with storage frame) with two nightstands Room 4: Another Master bedroom with queen bed, night stands, two dressers and TV. Room also has large bathroom with two vanities, shower, bathtub and walk-in closet. It also has a powder room/office/computer room. Very spacious bedroom. Washer and dryer room Living room has two sofa beds for additional guests(sleeps 3 more) Family room has reclining sectional and 50’ TV All linens and dinnerware included. Kitchen has full size refrigerator with ice maker and water dispenser. It has a wall oven/microwave combination. Small appliances included such as coffee maker, portable ice maker, rice cooker, foreman sandwich press, and air fryer. It has an outdoor area with patio set to enjoy the outdoors. This property is 5 minutes from John Pennekamp Coral Reef State Park. You can launch your boat in their marina. Visitors can scuba dive, snorkel , canoe or kayak. Visitors can also enjoy walking on their trails, picnicking, or swimming at the beach. 5 minutes to Rowell's Waterfront Park- This 8-acre park includes picnic tables & benches, plus a swimming area & boat launch. Perfect to watch the sunset. 20 minute drive to Islamorada where you can feed the tarpon at Robbie’s. 30 minute drive to Miami (shopping and restaurants) We keep our personal boat on the side of this property.
  • Executive Bay 2 / 1.5

    Islamorada: Executive Bay Club: Townhouse in a gated community
    2 BDR • 2 BA • Sleeps 4 • #234599
    164 to 168 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). 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.
  • Buttonwood Bay Condo

    Key Largo: Condo
    3 BDR • 2 BA • Sleeps 4 • #256212
    184 to 188 USD/night  
    Beautiful bright and remodeled Buttonwood Bay Condo. It's one of the few 3 bedroom with 2 full bath units for rent in the community. No stairs inside the unit. It is a spacious corner unit with a 2000 sq ft single floor plan. Located close to the tennis courts and pool. Our home has new furniture and all new kitchen appliances. From the moment you enter the apartment you enjoy a beautiful view. It's the perfect place to sit back and relax. The master bedroom has a queen bed and a spacious private full size bathroom with double sinks along with a large shower. The master bedroom has his and hers walk in closets. The second bedroom has a queen size bed and plenty of closet space. The third bedroom has a trundle bed and a television. The second renovated bathroom has tub/shower and modern glass sink. The kitchen features all new appliances and is fully equipped. The dining table seats 5 and the kitchen bar seats 3. The relaxing and beautiful view of the waterway is fully visible from the living room and partly from two of the bedrooms. Enjoy sitting and relaxing on the large comfortable leather couch. The views are amazing. You can open the wall to wall glass sliding doors and bring the outside in as you feel the sea breeze. From the unit you can see manatees, tarpon or even porpoises. Enjoy the morning light as you sip your coffee or the beautiful sunsets off the Martini Deck located very close to the unit. Our home is equipped with Wi-Fi. The coral rock boat dock is adjacent to the building and a few steps to the Florida bay. In addition to the very rare sandy beach, the community of Buttonwood Bay has: - 3 heated pools - 5 tennis courts - a renovated clubhouse - a basketball hoop - a volleyball court - a game room - a library - a newer fitness center overlooking the marina - saunas - an observation deck - several sunset decks throughout the bay - Boat launch - large boat slips that may rented Buttonwood Bay has a 24 hr manned gate-house and security patrol throughout the private 42 acre community. There are many places to visit such as John Penne Kamp Coral Reef State Park, Everglades National Park, and all the other islands leading to Key West. There are many fun things to do like fishing, swimming with the dolphins and feeding the tarpon at Robbies. You'll also have excellent dining choices from casual to fine dining located nearby. We welcome you to our special home away from home and know you will love it
  • Islamorada Executive Bay

    Islamorada: Townhouse in a gated community
    3 BDR • 2 BA • Sleeps 6 • #264568
    155 to 175 USD/night  
    Welcome to Paradise at one of the hottest rental communities known as EBC. This beautifully remodeled and decorated townhouse condo has 3 bedroom, 2 bath, an open floor plan large living, dining, and kitchen with seating counter. Enjoy your own outdoor shaded patio that includes a bbq with a large outdoor 6 seater dining table. We have you set up for a day in the sun with plenty of beach towels, or grab some outdoor wine glasses and enjoy the sunset, stay inside and play dominos, board games, and prepare a nice grilled dinner on the patio followed by a relaxing movie on the coach. The kitchen has all you need to prepare a nice meal for the family. All bedrooms include a TV for some private time. Washer and dryer also included in this unit. Amenities in our gated community include a beautiful pool with clubhouse and bathrooms, 2 tennis courts, a small playground, dock, and small beach area. That's not all, head next door to Founders Park where you can enjoy the Olympic size pool with high diving boards, kiddie pool with fun activities, playground, basketball, soccer fields, beach, amphitheater concerts and festivals. Check out Founders Park website for scheduled events and more.The famous Tiki Bar where you can enjoy great outdoor live music, food and drinks, and a relaxing walks looking at some "wow" boats along the dock is just 3 miles away. Head to Robbie's to feed the tarpon and stop by Theater of the Sea for a Dolphin Show, All within a few miles from this centrally located Paradise Vacation Rental. Our welcome book n the home includes a list of things to do to keep you busy. Enjoy your stay in paradise as a romantic get away or family fun. It's all at your fingertips.
  • Lovely Vacation Condo on

    Key Largo: Condo in a gated community
    2 BDR • 3 BA • Sleeps 4 • #259553
    257 to 257 USD/night  
    An exceptional vacation spot in beautiful Key Largo, this beautiful condo is on the Florida Bay side of Key Largo just one mile from John Pennekamp State Park. This is a no smoking no pets allowed condo. The condo has just been completely renovated and redecorated. It has a beautiful fully equipped kitchen with all appliances, a washer and dryer. An HD LCD color cable TV's, DVD player in the living room, telephone and high speed Internet service. All sheets, linens, towels, dishes and cookware is provided. This condo complex is on the Florida Bay side of Key Largo just about an hour’s drive from Miami International Airport. The condo has a full kitchen with all appliances, a washer, dryer, dishwasher, refrigerator with ice maker, microwave, color TV's, cable, Internet service, DVD, phone. All sheets, linens, towels, dishes and pots and pans are provided. There are two bedrooms, a king size bed in the master and a queen in the second bedroom. Unlike all the other units in the complex, our unit has two full and one half baths, giving each of the bedrooms its own full bath. There is a dining area that overlooks the pool and the bay. This is a gated community with private parking on the property. The condo has been updated and remodeled. There are two bedrooms, king size bed in the master and queen size in the second bedroom. This is the only condo in the complex that has two and one half baths. All other units just have one and one half baths. Each bedroom has its own attached bath. Each bedroom has its own TV and the condo is wired for Wi Fi. All linens are supplied, all you need to bring is your sun tan lotion. The property contains a heated swimming pool in addition to a kiddies pool, sauna, tennis court, its own marina with ample dock space, boat ramp and a large club house where you can gather together with friends and watch the beautiful sunsets over the Florida Bay. Surrounded by water, dining out can be a memorable experience in the Keys. Freshly caught fish and shrimp, plus special treats like Florida lobster, are on almost every restaurant menu. In addition, there are plenty of other choices to meet any appetite. Travel south to some of the other Keys for more great dining either on the ocean or on the bay. Whatever your palate, there is something to satisfy everyone. The 120-mile Florida Keys island chain is home to North America’s only living-coral barrier reef. This teeming backbone of marine life runs the length of the Keys about five miles offshore. Our coral formations are famous for their abundance of fish, from impressive schools of blue-striped grunts to toothy green moray eels. Come and fish in the waters of the Florida Keys and Key Largo where fishing legends were born. Enjoy the thrill of big game fishing year round in the Keys, just bring your boat on down or charter one in the area. Charter boats and guides are available to guarantee an incredible time.
  • Marlin Bay Resort & Marina

    Marathon: Vacation Rental
    3 BDR • 3.5 BA • Sleeps 8 • #242079
    1,499 to 1,499 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.
  • Unique Home with loft @

    Key West: Vacation Rental
    1 BDR • 1 Loft • 1 BA • Sleeps 4 • #263962
    361 to 361 USD/night
    This home easily accommodates both couples and small families with its unique layout. It features a private bedroom, loft area and sleeper sofa for flexible sleeping accommodations. Just steps to Truman Waterfront Park and Ft Zachary Taylor beach!. Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and paper products along with handsoap and toiletries. The home has a private entrance and contactless Check-In/Out. Need to stay connected during your trip? We offer high speed cable internet. Located within the gated community of Truman Annex, you are just steps away from the new Truman Waterfront Park and only 2 blocks from the famous Duval St. Enjoy the heart of Old Town Key West and all its charms! Stroll or bike to many of the historic sites such as Hemingway House and Little Truman White House or take a relaxing sunset cruise. If you are bringing a vehicle you will have a secure parking space while you enjoy the many nearby activities. Amenities Our Condo includes the following: - "Ship's Loft" (Children & Teens love the privacy!) - Televisions in bedroom, living area and loft - Fully equipped kitchen with granite counter-tops & stainless steel appliances - 2 Bicycles for Guests to use during their stay - Bed Linens, Bath & Beach Towels - Hairdryer - Beach Chairs & Cooler - Full size stacked washer & dryer - Access to Shipyard Pool - Gated parking place - Secure high speed wireless internet in condo
  • 4 Bed Home w/ Private Pool

    Marathon: Vacation Rental
    4 BDR • 4.5 BA • Sleeps 10 • #261698
    1,199 to 1,199 USD/night
    Marina Front Home - 3 Kings, 2 Twins & 1 Queen Sleeper Sofa - Private Plunge Pool. ** 7-NIGHT MINIMUM STAY PER THE CITY OF MARATHON ** *Portable Cribs and Highchairs have to be requested in advance* COVID-19 AMENITY CLOSURES The property's sauna, steam room, and Marlin Room (second level of Clubhouse) are currently closed due to COVID-19.  The property's fitness center, lower level of Clubhouse, heated pool, hot tub, pool bar, and pool deck (billiards, foosball, ping pong, lounge chairs, etc.) are open.  The property's marina is also open with grilling areas, picnic tables, fish cleaning stations, and kayak/paddleboard rentals.  The rates have been adjusted to account for these closures.     THE RESORT Relax and unwind in carefree luxury combined with the authentic Keys lifestyle! Marlin Bay Resort & Marina is a newly launched property in Marathon near the world-famous Keys Fisheries. We offer boutique resort-style amenities and services in an intimate setting. From romantic couple’s getaways to family fun vacations to friends’ group adventures, Marlin Bay is the perfect homeport for your stay in the Florida Keys. THE CLUBHOUSE As you enter the gates of the resort, you are met by our impressive and modern two story Clubhouse. Inside you will be greeted and checked-in by our Concierge Team who can assist you with activity planning, boat rentals, snorkel tours, restaurant recommendations, etc. Our Clubhouse also features a state-of-the-art fitness center with a sauna and steam room, numerous lounges with big screen TVs, and a game room with shuffleboard, billiards, poker table and board games. THE POOL DECK Just outside the Clubhouse you can soak up the Florida sunshine on our expansive pool deck while enjoying the various amenities such as a pool bar, large heated beach entry pool, hot tub, ping pong table, corn hole, lounge furniture, pool towels and umbrellas. THE MARINA Beyond the pool deck, on the Florida Bay, lies our 74-slip marina featuring fully powered concrete docks with water hookups. The marina is overseen by our dedicated Dockmaster and Dockhands who are here to assist with all your boating needs. The slips are currently available for daily, weekly or monthly rentals. Please note that we cannot accommodate jet skis at the resort, but can certainly provide recommendations for nearby options. RESIDENCE #3819 This home is located directly on our marina, providing some of the best views on property. It is over 3,600 square feet, plus five outdoor terraces with a private plunge pool and dining area on the ground level terrace. There are three stories along with an elevator, allowing you to easily access each level. There is also an attached private garage, which can fit up to 2 moderately sized vehicles. The second level is the main gathering area of the home and contains a living room with a queen-sized sleeper sofa, a formal dining room, a fully outfitted gourmet kitchen which seamlessly flows into the a family room, as well as a laundry room and half bathroom. One of the four bedrooms is also located on this level and features a king bed and an en suite full bathroom. The third level contains the remaining three bedrooms, each with their own en suite full bathroom. Two of the bedrooms have a king bed and the third bedroom has two twin beds. There is also a conveniently located breakfast/wet bar in the sitting area outside of the three bedrooms. This home can accommodate up 10 people and is a great place for family and friends to gather in The Keys! NEARBY AIRPORTS Key West, FL (EYW) – 47 miles Miami, FL (MIA) – 112 miles Fort Lauderdale, FL (FLL) – 141 miles VACA-21-425
  • Boaters’ Paradise –

    Marathon: Vacation Rental
    4 BDR • 4.5 BA • Sleeps 10 • #261699
    1,199 to 1,199 USD/night
    Marina Front Home - 3 Kings, 2 Twins & 1 Queen Sleeper Sofa - Private Plunge Pool. ** 7-NIGHT MINIMUM STAY PER THE CITY OF MARATHON ** *Portable Cribs and Highchairs have to be requested in advance* COVID-19 AMENITY CLOSURES The property's sauna, steam room, and Marlin Room (second level of Clubhouse) are currently closed due to COVID-19.  The property's fitness center, lower level of Clubhouse, heated pool, hot tub, pool bar, and pool deck (billiards, foosball, ping pong, lounge chairs, etc.) are open.  The property's marina is also open with grilling areas, picnic tables, fish cleaning stations, and kayak/paddleboard rentals.  The rates have been adjusted to account for these closures.     THE RESORT Relax and unwind in carefree luxury combined with the authentic Keys lifestyle! Marlin Bay Resort & Marina is a newly launched property in Marathon near the world-famous Keys Fisheries. We offer boutique resort-style amenities and services in an intimate setting. From romantic couple’s getaways to family fun vacations to friends’ group adventures, Marlin Bay is the perfect homeport for your stay in the Florida Keys. THE CLUBHOUSE As you enter the gates of the resort, you are met by our impressive and modern two story Clubhouse. Inside you will be greeted and checked-in by our Concierge Team who can assist you with activity planning, boat rentals, snorkel tours, restaurant recommendations, etc. Our Clubhouse also features a state-of-the-art fitness center with a sauna and steam room, numerous lounges with big screen TVs, and a game room with shuffleboard, billiards, poker table and board games. THE POOL DECK Just outside the Clubhouse you can soak up the Florida sunshine on our expansive pool deck while enjoying the various amenities such as a pool bar, large heated beach entry pool, hot tub, ping pong table, corn hole, lounge furniture, pool towels and umbrellas. THE MARINA Beyond the pool deck, on the Florida Bay, lies our 74-slip marina featuring fully powered concrete docks with water hookups. The marina is overseen by our dedicated Dockmaster and Dockhands who are here to assist with all your boating needs. The slips are currently available for daily, weekly or monthly rentals. Please note that we cannot accommodate jet skis at the resort, but can certainly provide recommendations for nearby options. RESIDENCE #3840 This home is located directly on our marina, providing some of the best views on property. It is over 3,600 square feet, plus five outdoor terraces with a private plunge pool and dining area on the ground level terrace. There are three stories along with an elevator, allowing you to easily access each level. There is also an attached private garage, which can fit up to 2 moderately sized vehicles. The second level is the main gathering area of the home and contains a living room with a queen-sized sleeper sofa, a formal dining room, a fully outfitted gourmet kitchen which seamlessly flows into the a family room, as well as a laundry room and half bathroom. One of the four bedrooms is also located on this level and features a king bed and an en suite full bathroom. The third level contains the remaining three bedrooms, each with their own en suite full bathroom. Two of the bedrooms have a king bed and the third bedroom has two twin beds. There is also a conveniently located breakfast/wet bar in the sitting area outside of the three bedrooms. This home can accommodate up 10 people and is a great place for family and friends to gather in The Keys! NEARBY AIRPORTS Key West, FL (EYW) – 47 miles Miami, FL (MIA) – 112 miles Fort Lauderdale, FL (FLL) – 141 miles VACA-21-438
  • Couples Getaway – All Beds

    Marathon: Vacation Rental
    3 BDR • 3.5 BA • Sleeps 8 • #261697
    1,399 to 1,399 USD/night
    Pool Front Home - 3 Kings & 1 Queen Sleeper Sofa - Near Clubhouse. ** 7-NIGHT MINIMUM STAY PER THE CITY OF MARATHON ** *Portable Cribs and Highchairs have to be requested in advance* COVID-19 AMENITY CLOSURES The property's sauna, steam room, and Marlin Room (second level of Clubhouse) are currently closed due to COVID-19.  The property's fitness center, lower level of Clubhouse, heated pool, hot tub, pool bar, and pool deck (billiards, foosball, ping pong, lounge chairs, etc.) are open.  The property's marina is also open with grilling areas, picnic tables, fish cleaning stations, and kayak/paddleboard rentals.  The rates have been adjusted to account for these closures.     THE RESORT Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are also centrally located in Marathon, so you can easily explore all that The Keys have to offer. THE CLUBHOUSE - On Site Concierge Team - Lounges with Big Screen TVs - Fitness Center with Sauna & Steam Room - Outdoor Terrace with Firepit & Amazing Views - Game Rooms with Shuffleboard, Billiards, Poker Table & Board Games THE POOL DECK - Pool Bar - In Ground Hot Tub - Beach Entry Heated Pool - Corn Hole & Ping Pong Table - Lounge Furniture & Umbrellas THE MARINA - 74 Slips Available for Rent - Fully Powered Concrete Docks with Water Hookup - On Site Dockmaster & Dockhands to Assist as Needed - Unable to accommodate jet skis RESIDENCE #3830 - Pool Front Home next to The Clubhouse - Standalone 3-Story Home with Elevator & Garage - Guest Bedroom on First Floor with King Bed, En Suite Bathroom & Patio - Open Floor Plan on Second Floor with Kitchen, Dining Area, Living Room, Laundry Room & Terrace - Master Bedroom on Third Floor with King Bed, En Suite Bathroom, Wet Bar & Terrace - Guest Bedroom on Third Floor with King Bed & En Suite Bathroom - Queen Sized Sleeper Sofa in Living Room with Linens & Pillows - New Modern High-End Furnishings & Luxury Linens - Bright, Open & Airy Layout NEARBY AIRPORTS - Key West, FL (EYW) – 47 miles - Miami, FL (MIA) – 112 miles - Fort Lauderdale, FL (FLL) – 141 miles VACA-21-437
  • Poolside Palms @ Truman

    Key West: Vacation Rental
    2 BDR • 2 BA • Sleeps 5 • #263961
    317 to 572 USD/night
    Walk out the front door and step into the pool! This lovely condo overlooks the pool and is convenient to many other attractions such as Ft Zachary Taylor, Duval St. and more!. Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and paper products along with handsoap and toiletries. The home has a private entrance and contactless Check-In/Out. Need to stay connected during your trip? We offer high speed cable internet. This luxury 2 bedroom, 2 bath condominium is located in The Truman Annex Shipyard gated community. Spend your day lounging in the pool just steps from the front door. Take a relaxing stroll through the Truman Waterfront park or catch a show at the new Ampitheatre. Enjoy the peaceful resort style community while only 2 blocks from all the excitement of Duval St. The master bedroom features a queen-sized bed, an ensuite master bathroom, and separate walkout to the balcony. In the second bedroom you will find two twin beds and a full bathroom across the hall. The home comes with a reserved parking space in the gated parking lot. The bright living area has French doors leading to the balcony along with a fully equipped kitchen. Amenities - Televisions in bedrooms and living area - 2 Bicycles for Guests to use during their stay - Bed Linens, Bath & Beach Towels - Hairdryer - Beach Chairs & Cooler - Access to Shipyard Pool - Balcony off bedroom and living room - Reserved parking place - Secure high speed wireless internet in condo - Only a few short blocks from Duval Street and Mallory Square - Short walk to the Fort Zachary Taylor State Park Beach - Fully equipped Kitchen with Silestone counter and eat in bar- Silverware, Dishes, Cooking Utensils Provided, Stove/Oven, Refrigerator, Microwave, Dishwasher, Coffee Maker & Blender
  • Single Home with 3 King

    Marathon: Vacation Rental
    3 BDR • 3.5 BA • Sleeps 6 • #261700
    1,399 to 1,399 USD/night
    Pool Front Home - 3 Kings - Near Clubhouse. ** 7-NIGHT MINIMUM STAY PER THE CITY OF MARATHON ** *Portable Cribs and Highchairs have to be requested in advance* COVID-19 AMENITY CLOSURES The property's sauna, steam room, and Marlin Room (second level of Clubhouse) are currently closed due to COVID-19.  The property's fitness center, lower level of Clubhouse, heated pool, hot tub, pool bar, and pool deck (billiards, foosball, ping pong, lounge chairs, etc.) are open.  The property's marina is also open with grilling areas, picnic tables, fish cleaning stations, and kayak/paddleboard rentals.  The rates have been adjusted to account for these closures.     THE RESORT Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched property featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are also centrally located in Marathon, so you can easily explore all that The Keys have to offer. THE CLUBHOUSE - On Site Concierge Team - Lounges with Big Screen TVs - Fitness Center with Sauna & Steam Room - Outdoor Terrace with Firepit & Amazing Views - Game Rooms with Shuffleboard, Billiards, Poker Table & Board Games THE POOL DECK - Pool Bar - In Ground Hot Tub - Beach Entry Heated Pool - Corn Hole & Ping Pong Table - Lounge Furniture & Umbrellas THE MARINA - 74 Slips Available for Rent - Fully Powered Concrete Docks with Water Hookup - On Site Dockmaster & Dockhands to Assist as Needed - Unable to accommodate jet skis RESIDENCE #3827 - Pool Front Home with Three Private Terraces - Standalone 3-Story Home with Elevator & Garage - Guest Bedroom on First Floor with King Bed, En Suite Bathroom & Patio - Open Floor Plan on Second Floor with Kitchen, Dining Area, Living Room, Laundry Room & Terrace - Master Bedroom on Third Floor with King Bed, En Suite Bathroom, Wet Bar & Terrace - Guest Bedroom on Third Floor with King Bed & En Suite Bathroom - New Modern High-End Furnishings & Luxury Linens - Bright, Open & Airy Layout NEARBY AIRPORTS - Key West, FL (EYW) – 47 miles - Miami, FL (MIA) – 112 miles - Fort Lauderdale, FL (FLL) – 141 miles VACA-21-434
  • Roof Top Deck - Modern

    Marathon: Vacation Rental
    3 BDR • 3.5 BA • Sleeps 6 • #261696
    1,499 to 1,499 USD/night
    Pool Front Home - 3 Kings - Rooftop Deck. ** 7-NIGHT MINIMUM STAY PER THE CITY OF MARATHON ** *Portable Cribs and Highchairs have to be requested in advance* COVID-19 AMENITY CLOSURES The property's sauna, steam room, and Marlin Room (second level of Clubhouse) are currently closed due to COVID-19.  The property's fitness center, lower level of Clubhouse, heated pool, hot tub, pool bar, and pool deck (billiards, foosball, ping pong, lounge chairs, etc.) are open.  The property's marina is also open with grilling areas, picnic tables, fish cleaning stations, and kayak/paddleboard rentals.  The rates have been adjusted to account for these closures.     THE RESORT Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are located in Marathon in The Middle Keys, so you can easily explore all that The Keys have to offer. THE CLUBHOUSE - On Site Concierge Team - Lounges with Big Screen TVs - Fitness Center with Sauna & Steam Room - Outdoor Terrace with Firepit & Amazing Views - Game Rooms with Shuffleboard, Billiards, Poker Table & Board Games THE POOL DECK - Pool Bar - In Ground Hot Tub - Beach Entry Heated Pool - Corn Hole & Ping Pong Table - Lounge Furniture & Umbrellas THE MARINA - 74 Slips Available for Rent - Fully Powered Concrete Docks with Water Hookup - On Site Dockmaster & Dockhands to Assist as Needed - Unable to accommodate jet skis RESIDENCE #3821 - Standalone 3-Story Home with Elevator & Garage - Pool Front Home with Rooftop Deck & Marina Views - Guest Bedroom on First Floor with King Bed, En Suite Bathroom & Patio - Open Floor Plan on Second Floor with Kitchen, Dining Area, Living Room, Laundry Room & Terrace - Master Bedroom on Third Floor with King Bed, En Suite Bathroom, Wet Bar & Terrace - Guest Bedroom on Third Floor with King Bed & En Suite Bathroom - New Modern High-End Furnishings & Luxury Linens - Bright, Open & Airy Layout NEARBY AIRPORTS - Key West, FL (EYW) – 47 miles - Miami, FL (MIA) – 112 miles - Fort Lauderdale, FL (FLL) – 141 miles VACA-21-428
  • Marlin Bay Resort & Marina

    Marathon: Vacation Rental
    3 BDR • 3.5 BA • Sleeps 8 • #242078
    1,499 to 1,499 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.
  • Private Terrace for Dining

    Marathon: Vacation Rental
    3 BDR • 3.5 BA • Sleeps 6 • #261701
    1,399 to 1,399 USD/night
    Pool Front Home - 2 Kings & 1 Queen - Rooftop Deck. ** 7-NIGHT MINIMUM STAY PER THE CITY OF MARATHON ** *Portable Cribs and Highchairs have to be requested in advance* COVID-19 AMENITY CLOSURES The property's sauna, steam room, and Marlin Room (second level of Clubhouse) are currently closed due to COVID-19.  The property's fitness center, lower level of Clubhouse, heated pool, hot tub, pool bar, and pool deck (billiards, foosball, ping pong, lounge chairs, etc.) are open.  The property's marina is also open with grilling areas, picnic tables, fish cleaning stations, and kayak/paddleboard rentals.  The rates have been adjusted to account for these closures.     THE RESORT Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are also centrally located in Marathon, so you can easily explore all that The Keys have to offer. THE CLUBHOUSE - On Site Concierge Team - Lounges with Big Screen TVs - Fitness Center with Sauna & Steam Room - Outdoor Terrace with Firepit & Amazing Views - Game Rooms with Shuffleboard, Billiards, Poker Table & Board Games THE POOL DECK - Pool Bar - In Ground Hot Tub - Beach Entry Heated Pool - Corn Hole & Ping Pong Table - Lounge Furniture & Umbrellas THE MARINA - 74 Slips Available for Rent - Fully Powered Concrete Docks with Water Hookup - On Site Dockmaster & Dockhands to Assist as Needed - Unable to accommodate jet skis RESIDENCE #3829 - Standalone 3-Story Home with Garage - Pool Front Home located near The Clubhouse with a Rooftop Deck - Guest Bedroom on First Floor with Queen Bed, En Suite Bathroom & Patio - Open Floor Plan on Second Floor with Kitchen, Dining Area, Living Room, Laundry Room & Terrace - Master Bedroom on Third Floor with King Bed, En Suite Bathroom, Wet Bar & Terrace - Guest Bedroom on Third Floor with King Bed & En Suite Bathroom - New Modern High-End Furnishings & Luxury Linens - Bright, Open & Airy Layout NEARBY AIRPORTS - Key West, FL (EYW) – 47 miles - Miami, FL (MIA) – 112 miles - Fort Lauderdale, FL (FLL) – 141 miles VACA-21-436
  • Coral Cove - Dream home in

    Key Largo: Vacation Rental
    2 BDR • 2.5 BA • Sleeps 6 • #263778
    232 to 232 USD/night
    Welcome to Coral Cove, or "Our Little Dream" property in the heart of Key Largo. This magnificent 2 bedroom, 2.5 bathroom townhome is hidden in one of the most desirable buildings of Buttonwood Bay, steps from the island pool and sunset docks on the bay.. Vacation Living | Coral Cove Welcome to Coral Cove! Enjoy the breathtaking views overlooking Florida Bay in this beautiful townhome featuring 2 bedrooms and 2 1/2 bathrooms in the quiet gated community of Buttonwood Bay. Stunning interior design and décor embrace you the moment you open the door. The main level (1st floor) features an open living, kitchen, and dining area. Enjoy entertaining family and friends with combined seating for 8 in the dining area and breakfast bar. The living area leads to a private outdoor balcony where you can sit back and enjoy the gorgeous nightly sunsets over the marina. A ½ bathroom and storage closet are located on the main level. On the upper level (2nd floor), you'll find the Master Suite featuring a king bed and a beautiful ensuite bathroom and its own private patio. The second bedroom features two queen beds and is just steps away from a full bathroom. A washer and dryer are located on the upper level. The D building faces a nature preserve and thus is one of the most desirable locations in the community. The D building is close to the private beach and clubhouse. This home includes the use of 32' boat slip. Buttonwood Bay is a 40-acre tropical hammock located Bayside in Key Largo, the diving capital of the world at mile marker 96. This lush setting is great for strolling, biking, dog walking and offers its own private sandy beach. The gated community boasts three pools, five tennis courts, pickleball courts, basketball courts, a newly expanded and renovated fitness facility, library and game room clubhouse with sundeck, 8 sunset docks, sauna, marina, ship's store with live bait/supplies, fuel docks, boat ramps, and 24-hr gated and manned security. Close to amazing restaurants and shopping! PARKING: One assigned parking space and guest parking on the premises. CHECK-IN & CHECK-OUT: Check-in is any time after 4PM and check-out is by 11AM. An early check-in or late check-out can be arranged, please inquire about pricing when booking. Availability will be confirmed closer to reservation date. BEDROOMS: This home sleeps 6 guests in 3 beds. - Bedroom 1: 1 KING (Sleeps 2) - Bedroom 2: 2 QUEENS (Sleeps 4) BATHROOMS: There are 2 and 1/2 bathrooms in this home. The ½ bath is located on the main level (1st Floor). Two bathrooms are located on the home’s upper level (2nd floor) which include walk-in showers. KITCHEN & DINING: The kitchen is outfitted with a full stove/oven and all necessary cookware. There is a traditional drip style coffee pot and a toaster. Additionally, it’s stocked with cutlery as well as plates, bowls, and cups. You will find basics for cooking and seasoning such as: sugar, salt, pepper, olive oil. EXTRAS YOU'LL LOVE: High speed internet access; luxury bed linens/bath towels; washer/dryer; hair dryer; iron/board; outdoor grill; outdoor seating; 2 beach chairs, beach towels; beach umbrella; infant pack ‘n’ play; all available for your use. PRIVATE BALCONY: A private balcony is a great place to bask and unwind while watching spectacular sunsets every night. DISCLAIMER: This home has a 28-night minimum stay. The entire property is smoke/vape free. Gatherings, parties, weddings, baby showers or birthdays are not allowed. This is an ideal home for a small group of family members/friends in search of an island getaway. Any breach of the previously stated conditions could be reason for dismissal. Our Holiday weeks are the week of 4th of July, Thanksgiving, Christmas, New Years, Spring Break, Easter, Mini Lobster Season and Opening of Regular Lobster Season. We also charge an additional 5% tax fee for Monroe County Taxes on all bookings. ***COVID-19 UPDATE - our team is taking extra care to ensure that each home is thoroughly cleaned and disinfected between guests with extra attention paid to all high touch points such as remotes, lights switches, door handles etc. For those working from home, there is a strong wi-fi signal for work and children’s online school

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