Gulf Gate Estates Vacation Rentals by Owner

Rent accommodation and lodging by owners in with Owner Direct. We have been matching holiday guests with private vacation rental homes, chalets, and condos for short term and long term lodging since 1994.Gulf Gate Estates last minute deals on vacation homes will be highlighted in red if available. Start your accommodation search in Gulf Gate Estates now. Just enter your travel dates, number of travelers, and click 'search' for a list of properties for rent.

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  • By "Dr Beach" 15 Minute

    Camelot Lakes: House in a gated community
    • 2 BDR
    • 2 BR
    • Sleeps 6
    • #207101
    from $47.00/night Paypal Star Rating
    Our home is situated in a 55+ community giving us exclusive time for leisure and pleasure, we have 2 Pools, 2 Jacuzzi's, 2 Club Houses, Gym, Tennis, Bowls, Snooker, Table Tennis, Card Room, Cycle Paths (bring your bike), shopping at the West View Mall, Cinema and famous restaurants are also 15 minutes away. The area promotes many theaters (Van Wezel) and art galleries, Ringling Museum, restaurants, famous St Armands Circle, fishing, golf courses in abundance and of course, 3 miles of our famous 'Siesta Key beach' . Airport 25 minutes, Bush Gardens 1 hour, Orlando, Disney & Universal 2 hours away. In 2013 I purchased and renovated the home to a high standard with all a vacation maker would require, just bring your suitcase!
  • By "Dr Beach" 15 Minute

    Camelot Lakes: House in a gated community
    • 2 BDR
    • 2 BR
    • Sleeps 6
    • #207056
    from $47.00/night Paypal
    Our home is situated in a 55+ community giving us exclusive time for leisure and pleasure, we have 2 Pools, 2 Jacuzzi's, 2 Club Houses, Gym, Tennis, Bowls, Snooker, Table Tennis, Card Room, Cycle Paths (bring your bike), shopping at the West View Mall, Cinema and famous restaurants are also 15 minutes away. The area promotes many theaters (Van Wezel) and art galleries, Ringling Museum, restaurants, famous St Armands Circle, fishing, golf courses in abundance and of course, 3 miles of our famous 'Siesta Key beach' . Airport 25 minutes, Bush Gardens 1 hour, Orlando, Disney & Universal 2 hours away. In 2013 I purchased and renovated the home to a high standard with all a vacation maker would require, just bring your suitcase!
  • By "Dr Beach" 15 Minute

    Camelot Lakes: House in a gated community
    • 2 BDR
    • 2 BR
    • Sleeps 6
    • #207096
    from $47.00/night Paypal
    Our home is situated in a 50+ community giving us exclusive time for leisure and pleasure, we have 2 Pools, 2 Jacuzzi's, 2 Club Houses, Gym, Tennis, Bowls, Snooker, Table Tennis, Card Room, Cycle Paths (bring your bike), shopping at the West View Mall, Cinema and famous restaurants are also 15 minutes away. The area promotes many theaters (Van Wezel) and art galleries, Ringling Museum, restaurants, famous St Armands Circle, fishing, golf courses in abundance and of course, 3 miles of our famous 'Siesta Key beach' . Airport 25 minutes, Bush Gardens 1 hour, Orlando, Disney & Universal 2 hours away. In 2013 I purchased and renovated the home to a high standard with all a holiday maker would require, just bring your suitcase!
  • This Beautiful one Bedroom

    Sarasota: Vacation Rental
    • 1 BDR
    • 1 BR
    • Sleeps 4
    • #215908
    Credit Card
    This beautiful one bedroom, one bath condo is located on the ground level and has been completely updated. Beautiful courtyard and community resort style pool and spa. One block from the beach and steps away from St. Armand's Circle.. The beautiful one bedroom, one bath condo is located on the ground level and has been completely updated with beautiful tile flooring throughout the kitchen, bath and living area. With over 770 square feet of living space, the open floor-plan is spacious, light and bright, with gorgeous paint colors which enhance the decor and beach feel of Lido Key. The view from the living room overlooks the beautiful courtyard and community resort style swimming pool and spa, designed with lush mature landscaping. The U shaped kitchen is open to the dining and living room area which is perfect for entertaining, complete with updated appliances. The Master Suite offers laminate wood flooring and beautiful views from the covered lanai. The laundry facility is just a few steps from the front door for your convenience. The condo offers a storage unit and a covered parking place. Pets are not allowed. Simply paradise, this condo is located in the desirable Kingston Arms Community, a prime location just one block from the pristine white sands of Lido Beach and just steps away from St. Armand’s Circle which offers high end Shopping, upscale Dining, Restaurants and Entertainment. Kingston Arms is located just west of Downtown Sarasota and surrounded by the beautiful waters of Sarasota Bay, also known as Lido Key. While visiting St Armand’s Circle, don't miss Columbia Restaurant for the best food in town, they make some of the best mojitos and sangria around. The Nightlife is extraordinary in Downtown Sarasota too. Make your memories here!!! Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • This Gorgeous Condo in

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215907
    Credit Card
    This gorgeous condo in the Bay Oaks community has all of the amenities you are looking for in a relaxing vacation on Siesta Key. All aspects of this 2 bedroom unit were recently updated with a designer look.. This 2 bedroom, 2 bath unit boasts a stylish open floor plan with beautiful decor, light and bright, flat screen TV, washer/dryer, and a beautiful kitchen with granite counter tops and stainless steel appliances. The screened in balcony off the living room has a lovely view of the pool and grounds. The Bay Oaks complex is a Siesta Key island development which is a stone’s throw away from the waves of the Sarasota Bay and the Gulf of Mexico. The facilities and amenities inside the Bay Oaks community include a fishing pier, a fabulous clubhouse, a resort-style swimming pool, sauna, tennis courts and BBQ area. Close proximity to the South Bridge, with convenient access to the beaches, restaurants, shopping and attractions including Ringling Museum of Arts, St. Armand’s Circle, Van Wezel and the Burns Square. You will love it here. MINIMUM STAY: 1 WEEK Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • All the Amenities of

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215906
    Credit Card
    All the amenities of the finest resort hotels in a unique condo environment!. This newly renovated two bedroom, two bath condo unit rivals any of the Siesta Key Hotels and Resorts in the Sarasota area. Conveniently located on the first floor on the bay side of the Palm Bay Club, just steps away from the pool, fishing pier. Once in a lifetime Siesta Key Gulf Sunsets await you as this resort spans both sides of the island. One amazing thing that sets this unit apart from others on the Key is direct access to the private beach as well as the intercoastal waterway. It is your ideal choice for Siesta Key Beach and Sarasota resort style vacation. Other amenities include two heated pools and a hot tub. The Master Bedroom is beautifully appointed and furnished with a King size bed and sliding glass doors to the patio. The second bedroom is appointed with a Queen size bed and is charmingly decorated. The unit also boasts walk in closets and a very well stocked kitchen with all of your cooking utensil needs. There is much to do and see during your stay with us and this condo is located near all the popular area attractions such as the Mote Marine Aquarium, St. Armands Circle, Siesta Village, John & Mable Ringling Museum of Art, Marie Selby Botanical Gardens, Sarasota Jungle Gardens, Asolo Theatre, Van Wezel Performing Arts Hall and Ed Smith Stadium (Baltimore Orioles Spring Training Home). MINIMUM STAY: 1 WEEK Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Located in a Quiet

    Sarasota: Vacation Rental
    • 3 BDR
    • 2 BR
    • Sleeps 6
    • #215905
    Credit Card
    Located in a quiet neighborhood just a few minutes from Siesta Key, this single level home, newly renovated, with 3 large bedrooms, 2 full baths and over 1,600 square feet of living space offers nice amenities and designer touches throughout.. The newly renovated open floor-plan offers new amenities throughout, designer colors, decorative ceiling fans, designer fixtures, tile floors and new furnishings throughout. The large dining area is open to the kitchen, which is light and bright, with white cabinetry, granite counters, a breakfast bar, newer efficient appliances and ceiling fan. Just off of the kitchen, step outdoors into the beautiful screened patio and decorative salt water swimming pool. Perfect for entertaining or relaxing. The Master Suite is very spacious with a private access to the swimming pool and patio. The Master Suite is private and includes a new King sized bed, plush carpet, large closet and beautiful Master Bath complete with tile floors, designer colors, marble counters and a marble tile walk-in shower. The second bedroom includes a Queen sized bed and tile floors. The third bedroom has two twin pillow topped beds with plush carpeting. There is a TV in each bedroom and a 32” flat screen in the living/family room. Preferred FIOS Quantum Service with high speed internet and premium cable channels included. Completely enclosed backyard with lush landscaping which surrounds the home with a tropical resort feel. A two car attached garage provides additional storage. Beach supplies are provided: towels, chairs, coolers, umbrellas and toys. The home is located on a quiet cul-del-sac with sidewalks throughout the neighborhood. Prime location with just a short stroll to Siesta Key's #1 Beach in America, Siesta Key Village, Downtown Sarasota, Shopping, Restaurants, Entertainment, Nightlife and the Gulf is your backyard. Make your memories here. Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.. FROM CLARK GOING E FROM 41, easiest way, S ON GATEWAY TO MALL DR. L ON MALL, WINDS AROUND TO CONCORD. PROPERTY AT END OF STREET. USE KEY IN SIDE DOOR FOR ENTRY. CODED FRONT DOOR, BUT CODE UNKNOWN.
  • Beautiful Ranch Style Home

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215904
    Credit Card Pet Friendly
    Beautiful ranch style home completely renovated with open floor-plan Offers newer amenities, including decorative ceiling fans, granite counters, tile floors & a large screened lanai which offers additional living space, perfect for entertaining.. This beautiful two bedroom ranch style home is completely renovated with a nice open floor-plan which offers newer amenities throughout, including new decorative ceiling fans, granite counters and tile floors. With over 1,197 square feet plus a large screened lanai which offers additional living space, which is perfect for entertaining. The floor-plan offers a large great room which opens to the kitchen with granite counters, new stainless steel and black appliances. The Master has a Queen sized bed and the second bedroom is very spacious with Twin beds (which could be converted to a King bed!). A beautiful full bath complete with a soaking tub and walk in shower shared between the bedrooms. The home is in immaculate condition and is completely turn-key with the finest upgrades for your convenience. Spacious backyard with shuffleboard deck and mature landscaping which surrounds the home. Prime location just West of the Trail in Bayview Acres, with free "shuttle" rides to and from Siesta Key Beach and Village. Enjoy the short stroll to Crescent Beach, Siesta Key Village, Downtown Sarasota, Shopping, Restaurants, Entertainment, Nightlife and the Gulf is your backyard. Make your memories here. MINIMUM STAY: 1 WEEK Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Just Minutes Away from

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215903
    Credit Card
    Just minutes away from Siesta Beach you will find this stylish and immaculate two bedroom condominium located at the Ashton Lakes Condominiums, completely turn key furnished. Ashton Lake Condos offers resort like amenities for the perfect get-away!. Just minutes away from Siesta Beach you will find this stylish and immaculate two bedroom condominium located at the Ashton Lakes Condominiums, Turn Key furnished, the open floor-plan is light and bright with beautiful posh decor, gorgeous Travertine tile floors throughout with no carpet. The kitchen is spacious with updated appliances, plenty of cabinetry and counter-space. The elegant living room and dining room open to the lanai which offers additional living space and room to entertain. Additional features include private and large bedrooms, expansive windows and sliding patio doors, plantation shutters, decorative ceiling fans and fixtures, a spacious laundry room, a screened and glassed-in lanai, plus an abundance of storage. There is also a view of the lake from both the lanai and the master bedroom that is simply beautiful. You will love it here. Ashton Lake Condos consists of 32 beautiful acres which offers four lakes, six fountains, two heated resort-style swimming pools which include a lap pool, tennis courts, a barbecue area, a bocce ball court, a beautiful clubhouse complete with a library and a full kitchen and a shuffleboard court. Enjoy taking a stroll on the footbridge which provides direct access to the supermarket, pharmacy, salon and more. Prime location too, with just a short distance to Siesta Key Beach where you can enjoy walking on the crystal white sandy shores of the Gulf of Mexico. Close proximity to Restaurants, Shopping, Golfing, Entertainment, Downtown Sarasota, Venice and more. Whether it is your beach get away from the city or your family vacation, Ashton Lakes provides you the opportunity to choose what fits your lifestyle best. Plan your next vacation at Ashton Lakes Condominiums today. For additional information on this beautiful condo at Ashton Lakes, please contact us at or visit our website at We are the premier Florida Property Management Company. MINIMUM STAY: 30 NIGHT MINIMUM Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • A Luxury Two Bedroom

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215902
    Credit Card
    A luxury two bedroom, two bath condo located in the Heart of Sarasota in the Palmer Ranch Community of Pinestone. Enjoy the resort style living which includes a posh living space, resort-style heated pool and spa, fitness center, tennis, clubhouse, trails. A luxury two bedroom, two bath condo located in the Heart of Sarasota, Palmer Ranch in the very popular, gated community of Pinestone. Enjoy the resort-style living which includes a very posh living space with over 1,065 square feet of luxury. The great open floor-plan offers many upgrades and high end amenities throughout, complete with beautiful decor and designs. Light and bright throughout, completely turn-key and sleeps four comfortably. Plenty of entertainment for the active enthusiast, as well, which include the beautiful Clubhouse with a media room and full kitchen, a large 'Olympic' sized heated swimming pool and spa with a large deck area, tables, chairs, lounges, umbrellas, a wet bar, BBQ grills and covered picnic area, 2 lighted tennis courts, basketball court, a state-of-the-art fitness room, billiard room, a 32 seat movie theater, a library and more. Just a few miles to Siesta Key and other Beaches, Restaurants, Nightlife, Entertainment, Shopping, Grocery Stores and more. MINIMUM STAY: 90 NIGHTS Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Stunning Paradise Views of

    Sarasota: Vacation Rental
    • 3 BDR
    • 3 BR
    • Sleeps 6
    • #215901
    Credit Card Pet Friendly
    Stunning Paradise Views of Sarasota Bay!!! Enjoy this beautiful custom home, 3 bedrooms, 3 baths, over 2,900 sq. Ft. Of luxury, with high end amenities, including a romantic and private Master Suite occupying the 2nd level and a private swimming pool.. Stunning Paradise Views of Sarasota Bay!!! Located in a secluded desirable neighborhood on the protected channel with beautiful bay views, this incredible custom built home with 3 large bedrooms, 3 full baths and over 2,900 square feet of luxury, high end amenities and designer touches throughout has everything you are looking for and more, including a lavish and romantic Master Suite which occupies the entire 2nd level with bay views of the incredible sunsets from your private screened lanai. The Master Bath is exquisite with his and hers vanities, designer sinks and fixtures and a walk-in closet. The completely renovated open floor-plan offers new amenities throughout, including new decorative ceiling fans, designer fixtures and new tile floors. Home is in immaculate condition. The heart of the home is the spectacular Great Room and Gourmet Kitchen. For the Chef in the family, enjoy this beautiful kitchen with new custom cabinetry, new stainless steel appliances, stainless steel wine refrigerator, a convection microwave and plenty of room to entertain with an open breakfast bar. The Great Room flows seamlessly with sliding glass doors to the beautiful pool terrace and heated swimming pool with Bay views. This home is completely turn-key with the finest upgrades which will dazzle you. Please note that the two twin beds can be converted to a 3rd king size bed. For your enjoyment you will find everything you need including WiFi, board games, puzzles, bikes, beach chairs plus a new BBQ grill outdoors. Or, simply take time to fish off the dock, with boat access pending boat and tide levels. Completely fenced backyard with lush landscaping which surrounds the home with a tropical resort feel. A two car attached garage provides additional storage. Small dogs under 40 lbs. Are welcome with a pet fee of $150. Cats are restricted due to allergies. Prime location with just a short stroll to Siesta Key's #1 Beach in America, Siesta Key Village, Downtown Sarasota, Shopping, Restaurants, Entertainment, Nightlife and the Gulf is your backyard. Make your memories here. Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Enjoy Year Round Resort

    Sarasota: Vacation Rental
    • 3 BDR
    • 2 BR
    • Sleeps 6
    • #215900
    Credit Card
    Enjoy year round resort-style living at the beautiful San Michele. Beautiful and immaculate, this 3 bedroom, 2.5 bath townhouse offers gracious living space, high end amenities with designer touches and close to Shopping, Restaurants and Entertainment.. Enjoy year round resort-style living at the beautiful sought after community of San Michele. Beautiful and immaculate, this 3 bedroom, 2.5 bath townhouse offers gracious living space, high end amenities, designer touches throughout and completely turn-key. The gracious living space includes an open floor-plan with a great room design, which opens to an efficient and stylish kitchen. The Master Suite and two additional bedrooms on the upper level are large with plush carpet and plenty of closet space. Enjoy the resort style community swimming pool, clubhouse, tennis courts, park and fun playground for the little ones. This townhouse is in a premier location just north of University Parkway, in close proximity to the Lakewood Ranch Town Center, the Benderson Rowing Facility, Shopping, Restaurants and Entertainment. San Michele is in close proximity to the beautiful white sands of the Gulf of Mexico and the Inter-Coastal Waterway. Relax and enjoy your Florida vacation here. Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.. Tuttle across University Pkwy to San Michele. Left and left to 3756 #101, end unit.
  • Situated on the

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 6
    • #215899
    Credit Card
    Situated on the Stoneybrook Country Club. Enjoy the country club lifestyle but not a golfer Then this Arbor Greens condo at Stoneybrook Country Club is a perfect fit. Enjoy access to the clubhouse, tennis courts, swimming pool, recently renovated fitness center, and all the amenities that come with a country club community. Additional recreation facilities such as pool, tennis courts, BBQ grill are also provided in the Arbor Greens neighborhood. The condo has been completely furnished with quality furnishings and is fully Turn-key. You will find a spacious open floor plan pleasingly decorated for style and comfort, and a screened lanai with private views. Stoneybrook features a state-of-the art club house offering fine and casual dining. Stoneybrook is a gated community located minutes from Siesta Key's white sandy beaches, shops and restaurants. Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Month Non-Golf Social Membership Only Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Situated in a Park

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215898
    Credit Card
    Situated in a park like setting Bay Oaks offers very convenient access to the #1 Beach in the USA. Situated in a park like setting Bay Oaks offers very convenient access to the #1 Beach in the USA just minutes from your door, shopping and restaurants in the Siesta Key Village, and provides for true resort living with all the amenities, including a fishing pier on the Bay, community room with pool table, large heated pool, tennis courts, picnic tables and BBQ grills. Tropical, mature landscaping and large oak trees and breathtaking sunsets. Take the elevator to the second floor or walk up the stairs and enter your immaculate 2 bedroom, 2 bath condo for Siesta Key beach living. This well kept unit shows pride of ownership from the minute you walk through the door. Great location, perfect for entertaining. Sip your morning coffee on the balcony off your living room with views of a mature landscape and southern exposure light. Prepare your favorite meal in the fully equipped kitchen and serve on the dining table as you pass through the open bar from the kitchen. The two bedrooms each have their separate private bathrooms Whether it is your beach get away from the city or your full time residence, Bay Oaks provides you the opportunity to choose what fits your lifestyle best. Please call us at or visit our website at to book this property or check availability. Wireless Internet in Unit Minimum Stay: 1 Week Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Beautifully Appointed with

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 6
    • #215897
    Credit Card
    Beautifully Appointed with faux Leather Furniture and Three Flat Screen TVs. Situated in a park like setting Bay Oaks offers very convenient access to the #1 Beach in the USA just minutes from your door, shopping and restaurants in the Siesta Key Village, and provides for true resort living with all the amenities, including a fishing pier on the Bay, community room with pool table, large heated pool, tennis courts, picnic tables and BBQ grills. Tropical, mature landscaping and large oak trees and breathtaking sunsets. Take the elevator to the third floor and enter your immaculate 2 bedroom, 2 bath condo for Siesta Key beach living. This well kept unit shows pride of ownership from the minute you walk through the door. Great location, perfect for entertaining. Sip your morning coffee on the balcony off your living room with views of a mature landscape and southern exposure light. Prepare your favorite meal in the kitchen and serve on the dining table as you pass through the open bar from the kitchen. The two bedrooms each have their separate private bathrooms, and a walk-thru closet. Whether it is your beach get away from the city or your full time residence, Bay Oaks provides you the opportunity to choose what fits your lifestyle best. Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Week Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Situated in a Park

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 6
    • #215896
    Credit Card
    Situated in a park like setting Bay Oaks offers very convenient access to the #1 Beach in the USA. Situated in a park like setting Bay Oaks offers very convenient access to the #1 Beach in the USA just minutes from your door, shopping and restaurants in the Siesta Key Village, and provides for true resort living with all the amenities, including a fishing pier on the Bay, community room with pool table, large heated pool, tennis courts, picnic tables and BBQ grills. Tropical, mature landscaping and large oak trees and breathtaking sunsets. Take the elevator to the third floor, and enter your immaculate 2 bedroom, 2 bath condo for Siesta Key beach living. This well kept unit shows pride of ownership from the minute you walk through the door. Great location, perfect for entertaining. Sip your morning coffee on the balcony off your living room with views of a mature landscape and southern exposure light. Prepare your favorite meal in the updated kitchen and serve on the dining table as you pass through the open bar from the kitchen. The two bedrooms upstairs each have their separate private bathrooms Whether it is your beach get away from the city or your full time residence, Bay Oaks provides you the opportunity to choose what fits your lifestyle best. Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Week Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Enjoy your Time in

    Sarasota: Vacation Rental
    • 3 BDR
    • 2 BR
    • Sleeps 6
    • #215895
    Credit Card
    Enjoy your time in paradise.. When you pull into the circular driveway it will feel as if you are coming home to this very luxurious and modern home with fabulous decorating. The Great Room opens to lovely pool for your enjoyment and relaxation. This home has been totally remodeled and feels brand new. This home would be perfect for a family or couple on the go It is located near Gulf Gate Mall, shopping and many restaurants. Just a mere 10 minute drive to the #1 Beach in the USA. Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Month Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.. US 41 to Gulf Gate Dr. On left. Property is about 1/2 mi. On left.
  • One Bedroom plus Bonus

    Sarasota: Vacation Rental
    • 2 BDR
    • 1 BR
    • Sleeps 6
    • #215894
    Credit Card
    One bedroom plus bonus room - Sleeps 6 - Situated in a park like setting Bay Oaks offers very convenient access to the #1 Beach in the USA. Situated in a park like setting Bay Oaks offers very convenient access to the #1 Beach in the USA just minutes from your door, shopping and restaurants in the Siesta Key Village, and provides for true resort living with all the amenities, including a fishing pier on the Bay, community room with pool table, large heated pool, tennis courts, picnic tables and BBQ grills. Tropical, mature landscaping and large oak trees and breathtaking sunsets. One bedroom, bonus room, one bath unit has a King bed in the master, twin bed plus trundle in bonus room and queen size sleeper sofa. The condo is located on the first floor near pool. When you enter your immaculate condo, it is set for Siesta Key beach living. This well kept unit shows pride of ownership from the minute you walk through the door. Great location, perfect for entertaining. Sip your morning coffee on the balcony off your living room with views of a mature landscape and southern exposure light. Kitchen is updated with stone counter tops and upgraded appliances. Whether it is your beach get away from the city or your full time residence, Bay Oaks provides you the opportunity to choose what fits your lifestyle best. Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 week Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Heron Lagoon View at

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215893
    Credit Card Pet Friendly
    Heron Lagoon View at The Inlet - Stylish 2 Bedroom/2 Bath condo located at the quiet south end of Siesta Key. Turtle Beach is just a 10 minute walk away and Siesta Key public beach is a short drive.. Discover this stylish 2 Bedroom, 2 Bath Third Floor unit with wonderful community pool and Heron Lagoon views on the Southern end of Siesta Key. Updated throughout, ideally furnished for rentals or your own “get-away” enjoyment. Gorgeous floors inside out to the large screened lanai. The heated pool is large enough to swim laps or just relax on the pool deck with its many chairs and umbrella tables. Units are rarely available in this small complex with its beautiful grounds, large community pool area, close to boat docks and kayak launching (and just seconds to Turtle Beach). A very popular rental that minimizes the units "wear and tear". A wonderful getaway close to the beach, restaurants and lots of activities. Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Month Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Relax at the Inlet

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215892
    Credit Card Pet Friendly
    Relax at The Inlet with Lagoon Views. Discover this stylish 2 Bedroom, 2 Bath Ground Floor unit with wonderful community pool and Heron Lagoon views on the Southern end of Siesta Key. Updated throughout, ideally furnished for rentals or your own “get-away” enjoyment. Gorgeous floors inside out to the large screened lanai. The heated pool is large enough to swim laps or just relax on the pool deck with its many chairs and umbrella tables. Units are rarely available in this small complex with its beautiful grounds, large community pool area, close to boat docks and kayak launching (and just seconds to Turtle Beach). A very popular rental that minimizes the units "wear and tear". A wonderful getaway close to the beach, restaurants and lots of activities. Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Month Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • This Gorgeous Vacation

    Sarasota: Vacation Rental
    • 2 BDR
    • 1 BR
    • Sleeps 4
    • #215891
    Credit Card
    This gorgeous vacation condo community is extremely well maintained. Enjoy this beautiful updated two bedroom, one bath condo which has all of the amenities you are looking for in a luxurious and relaxing atmosphere.. Stylish open floor plan with beautiful decor, light and bright, electric fireplace, flat-screen TVs, wireless internet, washer/dryer combo, a fabulous kitchen with granite counter tops, travertine tile and plush carpet throughout. A private and tropical lanai with a fabulous Bay view, a beach cart plus chairs and more. You will love it here. Enjoy this beautiful updated two bedroom, one bath condo which has all of the amenities you are looking for in a luxurious and relaxing atmosphere. The master has a queen size bed and the second bedroom has a queen sleeper sofa. Bay Oaks Condos amenities include access to a private fishing pier, tennis courts, billiard room, clubhouse, BBQ area, sauna, a heated swimming pool, plus it is just down the street from world renowned Siesta Beach with its white, powder sand. Bay Oaks Is exactly 1/2 mile North of the Stickney Pt. Bridge & Cresent Beach. Bay Oaks is set among tropical foliage and beautiful walkways throughout. Take a long walk along the tropical palm trees and tall, shade oaks that line the brick pathways throughout Bay Oaks. Prime location too, with just a short walk to Siesta Key Beach where you can enjoy walking on the crystal white sandy shores of the Gulf of Mexico. Close proximity to Restaurants, Shopping, Golfing, Entertainment, Downtown Sarasota, Venice and more. Plan your next vacation at Bay Oaks Condominiums, it is an excellent choice. For additional information on this beautiful condo at Bay Oaks, please contact us ator visit our website at We are the premier Florida Property Management Company. CLICK HERE FOR A VIDEO MINIMUM STAY: 1 WEEK Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Beautiful Two Bedroom Two

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215886
    Credit Card
    Beautiful two bedroom, two bath condo in the Bay Oaks complex, a Siesta Key island development just a stone’s throw away from the waves of the Sarasota Bay and the Gulf of Mexico.. This condo is beautifully furnished and completely turn-key. The perfect get-away. Desirable location at Sarasota Bay and the Inter-coastal Waterway. This beautiful third floor unit in Bay Oaks makes the perfect get-away. This is a 2 bedroom, 2 bath open floor-plan with over 1,180 square feet offers updated amenities throughout, including new Berber carpet, new tile flooring and designer colors. The kitchen is spacious with tile floors, custom wood cabinets, a breakfast bar, updated appliances and a pantry. The Master Suite is large with a walk in closet, a King size bed and beautiful Master Bath with tile floors, granite counters and a walk-in tile shower. The second bedroom offers a Queen sized bed and full bath with tile floors and soaking tub/shower. There is a washer and dryer in unit for your convenience. Enjoy the private lanai with a view of the lush landscaping and towering oaks. This unit is beautifully furnished and completely turn-key. The Bay Oaks complex is a Siesta Key island development which is a stone’s throw away from the waves of the Sarasota Bay and the Gulf of Mexico. The facilities and amenities inside the Bay Oaks community include a fishing pier, a fabulous clubhouse, a resort-style swimming pool, sauna, tennis courts and BBQ area. Close proximity to the South Bridge, with convenient access to the beaches, restaurants, shopping and attractions including Ringling Museum of Arts, St. Armand’s Circle, Van Wezel and the Burns Square. You will love it here. MINIMUM STAY: 1 WEEK Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Enjoy all the Amenities

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215885
    Credit Card Pet Friendly
    Enjoy all the amenities such as Siesta Key, The Arts, Theaters and St. Armands Circle.. This condo is absolutely what you are looking for. Beautiful open floor-plan with two bedrooms and two full bathrooms. New carpet throughout, tile floors, light and bright. The kitchen is fabulous with updated newer appliances. A large Master Suite and updated Master Bath. The 20' screened lanai offer a very enjoyable and peaceful setting. The Meadows is in a fabulous location. Close proximity to Downtown, Lakewood Ranch to the East and Downtown Sarasota to the West. Enjoy all the amenities such as Siesta Key, The Arts, Theaters and St. Armands Circle. Walking distance to the Community Shopping Plaza with Restaurants, Shops and Salons. The Meadows Country Club offers Tennis, Golf, Social Activities and Community Resort Style Heated Pool. For additional information on this wonderful property, please contact us at or visit our websites at and We are the premier FL Property Management and Vacation Rental Company Minimum Stay: 1 Month Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Find Everything you Would

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 5
    • #215883
    Credit Card
    Find everything you would want for an island retreat. Beyond the entry gate to this luxury condominium resort, you will find everything you would want for an island retreat. From covered parking, deluxe accommodations & amenities to the soft, white sand of Crescent beach on beautiful Siesta Key. One visit to Siesta Breakers will undoubtedly result in your desire to return year after year like most of our clientele. Units at the Siesta Breakers offer spectacular Gulf Views, Individually Furnished, Fully Equipped Kitchens, Large Heated Community Pool, and Tennis Courts. Withing walking distace to many great restaurants and wonderful shopping. Come to Siesta Breakers and Enjoy a Vacation with all the comforts of home. Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Week. US 41 to Stickney Pt. Rd. Over bridge to Midnight Pass Rd. Make left and get into right lane immediately. Complex is 1/4 block on the right. Unit is on right side of complex.
  • Relax and Enjoy the

    Sarasota: Vacation Rental
    • 3 BDR
    • 4 BR
    • Sleeps 6
    • #215882
    Credit Card
    Relax and Enjoy the Spectaclar Sunsets. Beyond the entry gate to this luxury condominium resort, you will find everything you would want for an island retreat. From covered parking, deluxe accommodations & amenities to the soft, white sand of Crescent beach on beautiful Siesta Key. This is a 2 story unit on the top floors with panoramic gulf view. Three bedroom with three and one-half baths. Sleeps 7. One visit to Siesta Breakers will undoubtedly result in your desire to return year after year like most of our clientele. Units at the Siesta Breakers offer spectacular Gulf Views, Individually Furnished, Fully Equipped Kitchens, Large Heated Community Pool, and Tennis Courts. Withing walking distace to many great restaurants and wonderful shopping. Come to Siesta Breakers and Enjoy a Vacation with all the comforts of home. Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Week
  • Lovely Updated Ground

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215881
    Credit Card
    Lovely updated ground floor unit has access to 2 pools, the beach and tennis.. Expansive unit has been updated with new kitchen and baths as well as Internet and large screen TV. Sleeps 6 with pull out sofa. Walk to shopping and dining. On the bay side with canal adjacent to backyard/patio, great for fishing. Complex has 2 pool and tennis courts. Beach access across the street. Please call us at or visit our website at to book this property or check availability. Minimum Rental 1 Week Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Blind Pass Inlet View

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215880
    Credit Card
    Blind Pass Inlet View. Beautifully renovated both inside and out, this third floor condo offers beautiful water views from every room. You can look out the lanai onto Blind Pass Inlet and a partial view of the Gulf of Mexico beyond. The kitchen and guest room have a beautiful view of Little Sarasota Bay. Enjoy watching the beautiful colors of the sky at sunset or the water birds busy with their activities as you have your morning coffee. Enjoy our large heated pool. Fish from the dock. BRING YOUR BOAT - EASY ACCESS TO INTRACOASTAL, free docking when in residence at the Inlet. It is decorated to feel more like a beach cottage than a condo. The furniture was selected with comfort in mind and every amenity is included to make you feel right at home. We are at the quiet south end of Siesta Key. You can walk to Turtle beach and several restaurants in 10 minutes or less. We are just a short drive to Siesta Village and the white sands of Siesta Key conveniently located to downtown Sarasota & St. Armand's Circle where you will find world class dining, shopping and theater. Tampa's Busch Gardens are 1hr-20min drive. Orlando's Disney world, Sea World, Universal Studios and other attractions are 2-1/2 hours drive. LIFE IS GOOD ON SIESTA KEY. Please call us at Minimum Stay: 1 Month Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Enjoy this Spacious Light

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215877
    Credit Card
    Enjoy this spacious light & bright two bedroom/two bath condo that sits directly on a lake... Enjoy this spacious light & bright two bedroom/two bath condo that sits directly on a steps to the water. Sit on your huge enclosed lanai and watch the otters play, the pelican dive for fish and an abundance of other wildlife. Master bedroom has queen bed and 2nd bedroom has two beds This condo comes with a one car garage, community pool, wi-fi and basic cable. You are close to I-75, shopping and only 15 minutes to the # 1 Beach in the USA. Close to all amenties plus very quiet and private. For additional information on this wonderful vacation rental, please contact us at or visit our website at Minimum Stay: 30 days Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Close to the #1

    Sarasota: Vacation Rental
    • 1 BDR
    • 1 BR
    • Sleeps 2
    • #215873
    Credit Card
    Close to the #1 Siesta Key Beach and tons of shopping!. Castel Del Mare is on the intercostal waterway between Sarasota and the beautiful island of Siesta Key. You can enjoy the best of both worlds - convenience and privacy. This bay front ground floor condominium is only steps away to the world's finest Crescent Beach and Siesta Key Beach. Siesta Key beaches are rated among the best in the world. The beautiful white sand is soft, floury and cool to touch even under the hottest sun. Relax in this quiet community that features 2 gorgeous pools, tennis courts, clubhouse, nature trail, bay fishing and is fully furnished with all the household necessities. This property can offer you the privacy and seclusion of the island lifestyle while being only a short stroll to markets, banks, drug store, restaurants, and a fashionable array of boutiques. The Gulf Gate Shopping Center and Sarasota Bradenton International Airport are also nearby in Sarasota, FL. Tampa International Airport is just a little over an hour drive from Siesta Key / Sarasota Florida. Castel Del Mare Condos are luxurious Florida living at its best. Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Month - 3 Times A Year Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.. From US 41 west on Stickney Pt. Rd. Toward Siesta Key. Complex is on left just before the bridge to Siesta .
  • Resort Style Luxury in

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215872
    Credit Card
    Resort style luxury in a modern style unit!. Enjoy this very spacious unit situated within a beautiful complex on private beach at quiet south end of Siesta Key. This unit highlights gorgeous Gulf & Pool views. The kitchen and baths have been updated for your pleasure and convenience. Relax on the large enclosed lanai while you sip coffee and read the paper or enjoy a nice glass of wine and the sunset in the evening. The unit offers underground parking for your car as well. View of the beach. This unit is tastefully decorated and gorgeous. Amenities are fantastic and so is this location Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Month - 3 Times A Year. Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.. From Stickney Point Road going west over bridge, left on Midnight Pass. South to Tortuga Club on right.
  • Relax and Enjoy the

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215871
    Credit Card
    Relax and Enjoy the Spectaclar Sunsets. Beyond the entry gate to this luxury condominium resort, you will find everything you would want for an island retreat. From covered parking, deluxe accommodations & amenities to the soft, white sand of Crescent beach on beautiful Siesta Key. One visit to Siesta Breakers will undoubtedly result in your desire to return year after year like most of our clientele. Units at the Siesta Breakers offer spectacular Gulf Views, Individually Furnished, Fully Equipped Kitchens, Large Heated Community Pool, and Tennis Courts. Withing walking distace to many great restaurants and wonderful shopping. Come to Siesta Breakers and Enjoy a Vacation with all the comforts of home. Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Week Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.
  • Enjoy Absolutely Beautiful

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215870
    Credit Card Pet Friendly
    Enjoy absolutely beautiful sunsets, or relax at Siesta Key village and beach.. Our condominium is comfortable throughout and features casual yet elegant furnishings and appointments. As soon as you enter this well designed and decorated condominium you will notice the Mediterranean tile work throughout. The living room leads out onto a private patio. This condo is situated perfectly for a short leisurely walk to the beach. You are also within minutes of shopping and fine dining in Siesta Key Village, and a comfortable drive to downtown Sarasota and St. Armand's Circle, with its selection of arts, entertainment, shopping, dining and more. Just a short walk from the condominium you will find the waterway with marinas and boat rentals. Here you can rent a small boat for a day or just a couple of hours, or book a fishing trip or sunset sail. Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Week Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.. US 41 to west on Stickney Pt. Rd. Make first right at Glencoe and first left on Redwood. To Villa Maria on left.
  • Close to the Beach!!!

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 4
    • #215869
    Credit Card
    Close to the beach!!!. At Siesta Dunes Condominiums, you can stay in style just steps away from the top-rated beach in the United States. Let’s face it. If you’re coming to Siesta Key, Florida you’ve got to be close to the beach. The only round pool on the Key You’re going to want space, privacy and value – all of which you’ll find in a vacation condo. You’re going to want a wide selection of options and amenities to choose from and all the benefits of staying in a condominium community (think Saltwater Pool and Hot Tub, Beachside BBQ Grills, Beach Decks, Tennis Courts, a Club House, Free WIFI and more). It goes without saying that you don’t want to have to worry about anything on your vacation. So, you’re looking for top-notch service. But where you can get all this rolled-up into one amazing package Look no further than Siesta Dunes Condominiums Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Week Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.. US 41 to west on Stickney Pt. Rd. Over bridge to Midnight Pass Rd. Left to Siesta Dunes on left.
  • Views of Golf Course.Well

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 6
    • #215868
    Credit Card
    Views of golf course. Well appointed. This first floor seasonal turnkey condo is under new ownership in the gated golfing community of Stoneybrook Country Club. It has been completely updated since July 2014. Light from the lanai makes this condo bright and airy. This condo has gorgeous golf course views (membership available; $38/each for 18 holes with cart). The Legacy Trail is not far away. Have coffee on the lanai overlooking the golf course - go take a swim in the pool - play some tennis - or go to the world famous #1 Siesta Beach 15 minutes away. Bring friends to nearby restaurants, shopping, St. Armand's Circle, downtown Sarasota and its Opera House, Florida Studio Theater, Ringling Museum of Art, etc. Friday evening art walks, art festivals, and many other events continually happening in your area.. This gated community is private and quiet, but close to amenities of beautiful Sarasota. Get out of the cold and come here for the season. Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Month Disclaimer: All information, including dates and pricing, regardless of source, is not guaranteed and should be independently verified.. Central Sarasota Pkwy east cross McIntosh and continue to Stoneybrook Golf & Country Club Entrance.. Kitchen, Bk. Nook, dining area, living room, master bedroom, guest bedroom, glass enclosed lanai
  • Relax and Enjoy the

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 5
    • #215867
    Credit Card
    Relax and Enjoy the Spectaclar Sunsets. Beyond the entry gate to this luxury condominium resort, you will find everything you would want for an island retreat. From covered parking, deluxe accommodations & amenities to the soft, white sand of Crescent beach on beautiful Siesta Key. One visit to Siesta Breakers will undoubtedly result in your desire to return year after year like most of our clientele. Units at the Siesta Breakers offer spectacular Gulf Views, Individually Furnished, Fully Equipped Kitchens, Large Heated Community Pool, and Tennis Courts. Withing walking distace to many great restaurants and wonderful shopping. Come to Siesta Breakers and Enjoy a Vacation with all the comforts of home. Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Week
  • Relax and Enjoy the

    Sarasota: Vacation Rental
    • 2 BDR
    • 2 BR
    • Sleeps 5
    • #215866
    Credit Card
    Relax and Enjoy the Spectaclar Sunsets. Beyond the entry gate to this luxury condominium resort, you will find everything you would want for an island retreat. From covered parking, deluxe accommodations & amenities to the soft, white sand of Crescent beach on beautiful Siesta Key. One visit to Siesta Breakers will undoubtedly result in your desire to return year after year like most of our clientele. Units at the Siesta Breakers offer spectacular Gulf Views, Individually Furnished, Fully Equipped Kitchens, Large Heated Community Pool, and Tennis Courts. Withing walking distace to many great restaurants and wonderful shopping. Come to Siesta Breakers and Enjoy a Vacation with all the comforts of home. Please call us at or visit our website at to book this property or check availability. Minimum Stay: 1 Week

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