Southwest Florida Vacation Rentals

Jennette Properties has luxury vacation rental properties throughout Sarasota and Manatee County. Our properties are spacious and modern to provide you with the best stay possible. Our properties are close to nearby attractions, dining, and entertainment options.
 
If you're looking for the best vacation rentals in Sarasota or surrounding communities, check our inventory of properties available.


Showing Results 1 - 15 of 58
Name
Area
Description
1534 Ernesto Drive
Area: South Sarasota
Beautifully furnished spacious town home with lake views. Large open plan kitchen for the resident chef. One bedroom downstairs and two upstairs. Lovely lake view from upstairs balcony. Community offers exceptional sports and social activities for your visit. Close to shopping,restaurants, and beaches. Owner will permit one small dog only. HOA requires a 4-month minimum stay. Check "The Isles" website for all the community activities.
7062 W. Country Club Drive N.
Area: Palm Aire

This beautiful one bedroom, two bath home is ready for a tenant. Delightfully decorated, fully furnished with a pull-out sofa which provides extra room for guests. The Master bedroom has a walk-in closet, vanity and a walk in shower. Indoor laundry included. Only steps away from the community pool. The area is suburb and a great vacation rental for seasonal or short term.

4804 Stevens Drive
Area: Sarasota
West of the Trail, warm and delightful! This completely updated three bedroom pool home has Old Florida charm with all the modern conveniences that allow you to relax in style in this serene space. Special features include gorgeous granite counters, lovely terrazzo flooring, decorator furnishings, private heated pool with fountain, fenced in yard, and oversized lanai. Centrally located within minutes to the shops, dining and culture of downtown Sarasota and beautiful Gulf beaches. Also explore the Sarasota Bay waterfront just blocks from the home or spend the afternoon at the Ringling Museum of Art.
7352 Phillips Street
Area: Bayshore Gardens
Charming 2 story Tudor home large enough for the whole family! just minutes to Downtown Sarasota, Ringling Museum, shopping , restaurants and Sarasota Airport .This spacious, unique home has been recently renovated with a brand newly remodeled Kitchen, featuring stainless steal appliances, beautiful updated bathrooms and all new furnishings . Cozy up to the wood burning fire place at night or enjoy watching your favorite sporting event in your rec room complete with bar. Owner reserved Jan. through April 2017
6259 Grand Cypress Blvd.
Area: North Port
Luxury seasonal rental in the gated Community of Charleston Park in city of North Port. This beautifully furnished home offers a huge kitchen for entertaining and gourmet cooking. The light and bright open floor plan offers plenty of room for the whole family. Master suite boasts a soaking tub and tiled walk in shower with huge walk in closet. Two other bedrooms located on the other side of the home offer privacy and functionality. Great location just a short drive to the beautiful gulf beaches and shopping in Venice in and warm mineral springs.
8351 38th Street Circle E. #101
Area: East Bradenton
2 Bedroom ,2 Bath turnkey 1st floor corner Condo, newly furnished in the resort-like gated community of Serenata. Community pool, clubhouse, fitness, tennis and carwash area are all included. Shopping, restaurants, and many local businesses are located just across the street . Near to the Airport, downtown and the beaches. 1 small dog is allowed. No cats Please Call agent for availability.
5736 Volsella Place
Area: Sarasota

If you are looking for a place to enjoy summer in Sarasota or a short term rental this is the place for you. Look no further. The house is built around the pool, so you can enjoy the outdoor living from every room. This bright 3 bedroom 2 bath house located close to Siesta Key Beach and shop. When you walking into with the great view of your private pool you will begin to relax. Off the side of the pool there is a Man's cave with big screen TV and bar, for entertaining guest. House is located in good school district. House will be able June 1 to Dec 15, 2017.

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5753 New York Avenue
Area: Sarasota
POOL / SPA HOME IN GREAT LOCATION! This charming 3 bedroom/2 bath home is conveniently located just minutes to shopping and beaches. Relax on the large screened lanai and enjoy a dip in the private pool. The yard is fenced so bring your pets! (pets upon owner approval)
6612 Schooner Bay Circle
Area: Sarasota
Sit back and relax at this lovely SARASOTA'S SCHOONER BAY Villa Home. This two bedroom villa is conveniently located on the south side of SIESTA KEY, Stickney Point Bridge area. Updated turn FURNISHED OR UNFURNISHED end unit, one story villa style home with a one car attached garage. King bed in master and two twin beds in bedroom two. Very private setting and large screened lanai with very pretty foliage views. Just steps away from the community pool. Includes a 24 FT deeded boat dock slip with Direct Access to the Inter-coastal. Great Location to enjoy all the Siesta Key Famous Beaches & Village. Less than one mile away you can walk, bike, or drive to the #1 Beach in the USA. Open for an ANNUAL LEASE IN AUGUST 2017. No pets.
6792 Schooner Bay Circle
Area: Sarasota
South Siesta Key canal front villa furnished two bedroom villa at Schooner Bay.
1515 Pelican Point Road #285
Area: Sarasota
This 2nd floor unit is light and bright with warm tropical colors and light furniture, tile and hardwood floors throughout, updated furniture and accessories, eat-in kitchen and formal dining room. The view is of Little Sarasota Bay overlooking Siesta Key and the entrance to the Yacht Harbor at Pelican Cove. The washer and dryer are enclosed in the glassed-in porch along with a sitting area with comfortable Futon for extra visitors. 
8367 38th St. Circle E. #301
Area: Sarasota
Newly remodeled turnkey furnished 2/2 condo in the resort style, gated community of Serenata just off of University Parkway. New furniture, appliances, and furnishings. Queen in Master and Queen in Guest Bedroom. Split bedroom floor plan provides privacy for guests. Walk in closet in master bedroom. Beautiful community pool, fitness center, lighted tennis courts, picnic area with BBQ grills, Car Care Center. Close to UTC mall, dining, I75 and Sarasota Airport! Available now!
7675 Plantation Circle
Area: East Bradenton
Tastefully decorated Townhome in Carolina is completely turnkey and offered either seasonally or longer. The complex surronds a lake and has a community pool and fitness center. Very conveniently located near the University Pkwy. shopping and restaurants and I75. Pets are welcome!!
4577 Deer Creek Blvd.
Area: South Sarasota
This is your perfect seasonal get-a-way!!! PERFECTION from this 3 bedroom plus office 2 bath residence on a large nature preserve in gated Deer Creek. Be WOWED the minute you enter the gracious foyer by the light and airiness of the home. French doors with upper palladian windows and 5x8 sliding doors that open onto a large paver bricked screened lanai with a solar heated pool and spa surrounded by nature and providing serene privacy. Design features include 10 to 14 feet high ceilings with cove molding, lighted plant and art shelves, light tumbled tile placed on the diagonal, custom window treatments and plantation shutters. A wonderful maple, granite and stainless steel gas appliance kitchen is open to the 5 bay window breakfast room and family area with a gas fireplace.Nicely separated from the 2 guest suites is a spacious master bedroom with a sitting area and fitted his and her closets. Deer Creek, a sought-after-community, has a gatehouse with security, walking distance to Sarasota Square Mall, is only minutes from Siesta Key beaches.
7061 Hawks Harbor Circle
Area: Bayshore Gardens
HAWKS HARBOR ESTATES...this magnificent 3 story home has 4 bedrooms, 4.5 bathrooms and an elevator. The gourmet kitchen is sure to please any cook with granite counters, solid wood custom cabinets and a breakfast bar. A great room overlooking the lake, pool and spa. All of the bedrooms are en suite which allows for plenty of privacy for your guests. On the third level there is a lovely sitting room, bedroom and full bath. Outside by the caged pool and spa there's an enormous area for entertaining. Large three car garage. Enjoy watching beautiful sunsets on SARASOTA BAY. Convenient to shopping, SARASOTA AIRPORT and a short drive to DOWNTOWN SARASOTA. In door out door surround sound. Private boat dock with a lift, just minutes to the open waters of Sarasota Bay and our beautiful beaches on the GULF OF MEXICO. Once you've entered the gates of this community you will feel like you've found paradise in this tropical setting.

Showing Results 1 - 15 of 58