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
1622 Stickney Point Road #202
Area: Siesta Key
View the intracoastal from your master bedroom porch having a rest on the reclining chairs. This second floor townhouse is in the perfect location for your stay in SARASOTA and a short distance from a world famous beach. Located by the Stickney Point Bridge this renovated and beautifully decorated townhouse is ready for short term stays of a minimum of one month. Up the stairs to the front door and step into this light filled home, all up to date decorating in neutral tones. There is a guest bathroom on the first floor and an extra single bed for overflow guests. Up to the bedroom level and you will find two bedrooms, the master has a king sized bed and the second bedroom features a queen sized bed. There are two porches for relaxing on, one off the living room and one off the master bedroom. There is a washer and dryer in the unit, and the resort style complex features two swimming pools, one overlooking the bay and tennis courts. SARASOTA, NEAR SIESTA KEY, RENTAL.
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.
1714 69th Avenue W. C406
Area: Manatee County
Waterfront Community features a marina with dockage available for a resonable fee. activities included Tennis Recreation center and heated pool. Just minutes to downtown Sarasota, airport, dining and beaches. 
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)
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!
7820 Eagle Creek Drive
Area: Palm Aire
Conveniently located near I-75, and UTC mall, this beautiful 2BR 2B condo in Eagle Creek is available  seasonally or annually. The kitchen has been remodeled featuring bamboo wood floors, quartz kitchen counter tops and stainless steel appliances. It has a queen size bed in the master, with a pull out trundle in bedroom two. There is a lovely community heated pool, and golf and tennis guest memberships are available. Come enjoy this beautiful property today!
100 Bishops Court Road
Area: South Sarasota
Beautifully furnished home in the serene Oaks Preserve. Bordering native habitat this property features both screened lanai and pool side areas for relaxing during your Florida vacation. Spacious layout with split plan bedroom (steps up to living area and guest bedrooms). 24-hour manned security gate at entrance for privacy, yet just off US 41 with access to shopping, restaurants, movie theaters and all the arts of Sarasota. Convenient location between Casey Key beaches or Stickney Point Bridge to world famous Siesta Key and the #1 beach in the U.S. Nearby state park offers hiking trails. Complex boasts a heated pool and clubhouse for entertaining. 3 month minimum rental per HOA. Pet friendly, one small cat or dog only.
11605 Garessio Lane
Area: Sarasota
SARASOTA'S THE ISLES ON PALMER RANCH Great location close to the Siesta Key Beaches and minutes to shopping and restaurants. This LOVELY TWO BEDROOOM SINGLE FAMILY HOME FURNISHED is available for 3+ month stays. Open for reservation DECEMBER through MARCH 2017. Enjoy the FLORIDA lifestyle at this well appointed home. Open Floor Plan and a large screened covered and open private lanai. One car garage. Cable TV and Internet Included. Community amenities feature swimming pool, fitness center, tennis courts. Sorry NO PETS. Available for Off Season 3 month+ Reservation June through August. Call for Rates.
556 Colony Point Dr.
Area: Ellenton
This brand new 2 bedroom 2 bath home with a den, lovely front porch and covered carport is beautifully furnished. It is located in Colony Cove which was named Best Retirement Community three years in a row by the Herald Tribune of Bradenton, Colony Cove 55+ retirement mobile home community has a wealth of amenities designed to keep up with your active lifestyle. Located in beautiful Ellenton, FL, just inside the Sarasota/Bradenton metro area, this community features nice billiard facilities, a private boat dock, and five spacious clubhouses. Great fishing opportunities, huge game rooms and well stocked libraries are also great diversions. Take a dip in one of our five heated swimming pools, or challenge your friends and neighbors to a friendly match on either the shuffleboard or tennis courts. Colony Cove also offers you on-site management, laundry facilities, RV storage, a woodworking shop, two fitness centers and a dog park to make your active lifestyle more enjoyable. With local area dining options just minutes away and a wealth of nearby shopping opportunities such as The Ellenton Outlet Mall.
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.
3822 W. Forest Lake Drive
Area: Sarasota
This beautiful home is located in Forest Lake, one of the most desired communities in Sarasota. It is situated in a prime location, with large lots, beautiful mature trees, and a wonderful lake for residents to enjoy. This home is near bus line, great schools, shopping, and is a short drive to Siesta Key Beach. It has a split floor plan with two main bedroom suites and three more bedrooms. Two car garage on one side with main bedroom suite could be the perfect guest area, while the ONE car garage on the other side and FOUR more bedrooms could be a private area for the family as well. This home is very tastefully decorated. It has granite counter-tops, beautiful new laminate flooring, inside laundry, ceiling fans, recessed ceilings in bedroom, and dual sinks in two baths. The third bath shower has a seat and low shower head for extra convenience. Available for season Jan-Mar 2017, and for an annual lease as well.
851 Tartan Drive #11
Area: Venice
This freshly painted 2 bedroom 2 bath villa with open floor plan with cathedral ceilings and generously sized rooms. The Florida room is perfect for drinking your morning coffee or tea while looking out at the relaxing lake views. Also, a nice patio to further enjoy time outdoors. A short stroll to the clubhouse and heated community pool for additional entertainment. All within 15 minutes of the downtown historic district of Venice, Gulf beaches, shopping, dining and more! This property is open for season 2017
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.

6792 Schooner Bay Circle
Area: Sarasota
South Siesta Key canal front villa furnished two bedroom villa at Schooner Bay.
6228 Cypress Bend Court
Area: University Park Country Club
Privacy and tranquility await you in this 3 bedroom 2 bath pool home in the University Park area. This home is located on an oversized lot with stunning views of the Bradenton River, bring you kayak and explore the sites, sounds and beauty of the Florida nature. This home offers a contemporary style with an open, split floor plan. Sliders open to the spacious screened lanai/pool area, perfect for entertaining and relaxing on your vacation. The master bedroom is spacious with a king bed and large private bath and plenty of closet space and TV, 2nd bedroom has a queen bed with TV and the third bedroom has a sleep sofa. Seasonal rental available now. This home is canine pet friendly

Showing Results 1 - 15 of 58