Longboat Key Vacation Rentals

Longboat Key offers vacation rentals on an ideal beach and bayfront setting for the ultimate Florida vacation. Stretching between the gorgeous Gulf of Mexico and serene Sarasota Bay, this key attracts many visitors who come to enjoy the average year-round temperature of 73 degrees. Whether you like to spend your time shelling, biking, shopping, fishing, golfing, playing tennis, or dining, opportunities for these activities are boundless on Longboat Key. We offer some of the best Longboat Key vacation rentals to stay along the beach.

TOUR THE SEAPLACE COMMUNITY


Showing Results 1 - 15 of 31
Name
Area
Description
1935 Gulf of Mexico Drive #211
Area: Longboat Key
SEAPLACE on Longboat Key. Enjoy the wonderful GULF OF MEXICO WATER VIEWS from this THREE bedroom, two bath CORNER UNIT condominium. TURN KEY FURNISHED available. Remodeled bathrooms and kitchen. Two terraces overlooking the Gulf of Mexico. Seaplace amenities include two pools with hot tubs, fitness center, Har-Tru lighted tennis courts, BBQ grills, club house, and fitness center.
2045 Gulf of Mexico Drive #305
Area: Longboat Key
Gorgeous, spacious, end unit with fantastic views of the Gulf of Mexico. This beautiful condo has been renovated throughout with new bathrooms, Italian porcelain flooring throughout. It is booked for Jan-March 2017. Available now through the summer and fall.
2295 Gulf of Mexico #115
Area: Longboat Key
LONGBOAT KEY...ISLANDER CLUB. Two bedroom, two bath condo directly on the beach with a view of the Bay, Bay Isles wooded area and the Golf course. Open floor plan, living room dining room combo. There are sliding glass doors in all the rooms that lead to the covered patio area. Plenty of closets and storage space. On site management staff. Amenities include an Olympic size pool on the beach. Fitness center and elegant community room both facing the ocean. Two lighted tennis courts, billiard room, sauna, library and two fishing piers. Close to shopping, restaurants, St Armands Circle and downtown Sarasota. LONGBOAT KEY, SARASOTA, VACATION RENTAL, LUXURY.
616 Buttonwood Drive
Area: Longboat Key
SARASOTA LONGBOAT SHORES**RARE Opportunity: Newly renovated charming home, five minutes walk to the beautiful white sand of the Longboat Key beach on the Gulf of Mexico. Upon your arrival, at the semi-circular driveway, you will be immediately attracted to the mature and stunning tropical vegetation. The winding pave will lead you to the front door. As soon as you step in the house, you will be WOWED by a sense of warm welcome; the spacious living room, dining room, and the simple décor will win your heart. The Florida room has a conversational sofa set, a game table, a bar, and breakfast dining set overlooking the lanai enclosed swimming pool and lush backyard. The kitchen is well equipped with all you need to enhance your enjoyment of living in this tropical paradise. The lovely home also offers two spacious bedrooms, a pullout sleeper, two and half bath, an open office facing the Florida room. This MUST-STAY, clean, and tranquil cottage is waiting for you to experience the coastal living in Tropical paradise. 
2045 Gulf of Mexico Dr. #310
Area: Longboat Key
Seaplace is a wonderful, friendly community with lots of activities. There are two pools right on the ocean front, a large, relaxing clubhouse with WIFI. Condo is rented from Feb-March 2011.Stroll the white sands at sunrise and enjoy the evening sunsets. Great restaurants abound as well as proximity to St Armands Cr for shopping and, numerous craft and art fairs and fab people watching! Longboat Key delightful vacation.
1095 Gulf of Mexico Drive, #101
Area: Longboat Key
Wonderful first floor walk out.  Direct Gulf views, pool and lake views.   This unit has been completely redone top to bottom.  Professionally decorated with 17 inch tile throughout, granite in the kitchen and bathrooms, maple cabinets throughout. Longboat Key/Vacation/Rental/Holiday
4401 Gulf of Mexico Drive, #1001
Area: Longboat Key
Updated Gulf front corner unit with breathtaking views gulf to bay from this beachfront condo. Community features a fitness center, game room concierge, and community pool on the beach.
3630 Gulf of Mexico Drive #301
Area: Longboat Key

LONGBOAT KEY..This three bedroom, 2 bath corner unit has both full GULF VIEWS from one screened balcony for watching gorgeous sunsets after a day at the beach and, full BAY VIEWS from the second screened balcony. Kitchen and bathrooms have been newly renovated with granite counters. Beautiful new tile flooring installed on the diagonal makes this unit feel even larger than it is and new carpet in the bedrooms. Full sized laundry room in the unit. Just a few steps across the street is a PRIVATE BEACH for Buttonwood residents. The private boat slip on SARASOTA BAY assigned to this unit will accommodate a 30' boat. Enjoy the amenities available for your use, TENNIS COURTS, RACQUET BALL COURTS, club house overlooking the BAYFRONT HEATED POOL. Glass doors enclosing the balcony allows this large room to be used as a FLORIDA ROOM in all weather. Extra storage for bikes. Mid-key location is very convenient to shopping, restaurants etc. This unit is also being offered as an annual.

4 Winslow Place
Area: Longboat Key
LONGBOAT KEY..This lovely 3 bedroom, 2 bath home is ideally located on CRANE'S BAYOU, which is just a stone's throw away from SARASOTA'S OPEN BAY. This charming home in Buttonwood Harbor offers tray ceilings, tile and wood flooring throughout, an open kitchen, waterfront pool deck, plus a dock and lift on sailboat water. The dining/living room features a wall of French doors that extend the space to the outdoor entertaining area and showcase wonderful views. The updated kitchen, which overlooks the family room, includes stainless steel appliances, corian countertops, tile backsplash and solid wood cabinets. Enjoy the master suite with direct access to the pool deck while your guests relish in their own privacy. BUTTONWOOD HARBOUR IS A QUAINT, SECLUDED community located on the BAY FRONT OF LONGBOAT KEY, comprised of custom-designed homes and is centrally located near Publix Market, Longboat Key Club's Harbourside facility, St. Armand's Circle and downtown Sarasota, Beach access is only a short walk away.
524 Yawl Lane
Area: Longboat Key
Cute Longboat Key canal home freshly decorated for a seasonal rental. Situated on South Longboat Key with easy access to St. Armand's Circle and downtown Sarasota. Two bedroom, two bathroom single family home that is light and sunny with views of the canal and private pool. The formal dining room is in the front of the house as part of the living room, and the kitchen also has a dinette. Florida room is furnished with couches and a flat screen television. Available summer months, for season or an annual lease, on beautiful Longboat Key in sunny Florida.
1135 Gulf of Mexico Drive #403
Area: Longboat Key
 Enjoy breath taking views of the Gulf of Mexico in this spacious 4th floor 2bdrm./2bath condo on desirable Long Boat Key located in BEACHPLACE I. All rooms have a gulf view with the exception the 2nd bedroom, all tile floors and an open plan with split bedrooms. Amenities include a community pool, clubhouse, fitness center, tennis courts and shuffle board.  No pets allowed.
1925 Gulf of Mexico Drive #208
Area: Longboat Key
Beautiful Beachfront at SEAPLACE Condominium on LONGBOAT KEY. THREE bedroom turnkey FURNISHED READY FOR YOUR THRE MONTH OR LONGER STAY. Master Bedroom has two full beds, queen in second bedroom, and two twins in the third bedroom. Spacious lanai with beautiful beach views. The Seaplace amenities include two large beachfront pools, fitness center, clubhouse, tennis courts and a great expansive white sand beach on the Gulf of Mexico.
560 Golf Links Lane
Area: Longboat Key
ATTENTION BOATERS-COUNTRY CLUB SHORES of LONGBOAT KEY. 4 bedroom, 4 bath updated 2 story pool home is ready for you. A 65' boat dock with a 16,000 lb. electric boat lift on a deep canal with no bridges for easy access to the Bay. Screened in heated pool with a built in outdoor grill perfect for entertaining. Open floor plan with a wet bar in the kitchen with a pass through window to the lanai. Fourth bedroom on the second floor is a full suite with it's own bathroom. Great furnishings throughout this lovely home. Available for Season, off season or an Annual rental. GULF OF MEXICO, LONGBOAT KEY, VACATION RENTAL, SARASOTA.
530 Putting Green Lane
Area: Longboat Key
Wonderful Country Club Shores home on a canal with a screened pool. Enter through the front door to a lovely light living room with a view of the pool and canal. Formal dining room and eating space in the large kitchen as well. The master bedroom features a king sized bed and bathroom with a shower, the second bedroom also has a king sized bed, and the third bedroom has a queen sized bed. This is a spacious three bedroom home with a two car garage, and just minutes from St. Armands Circle. LONGBOAT KEY CANAL HOME
1975 Gulf of Mexico Drive, #208
Area: Longboat Key
Relax in this beautifully remodeled 2 bedroom 2 bathroom condo in Seaplace. You will love what has been done. Sleeping accomodations include a comfortable king in the master and a single day bed in the 2nd. There is also a Jacuzzi tub in the 2nd bath with G-4 overlooking the tennis courts. LONGBOAT KEY/VACATION/HOLIDAY/RENTAL.

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