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 53
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.

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
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.

1843 Burgos Drive
Area: South Sarasota
Beautiful and meticulously maintained two story villa at the Isles of Palmer Ranch. The unit has three bedrooms, two and a half bathrooms. All three bedrooms are located on the second floor. The master bedroom has a king sized bed and a flat screen television. The second and third bedrooms have queen sized beds. The kitchen is open to the dining room/living room combination and has a breakfast bar. Full sized washer and dryer. The unit boasts a large screened lanai with an seating area, dining area and an outdoor grill. There is a one car attached garage. The Isles community offers a clubhouse, fitness center, playground and tennis courts. The owner will consider a small, 15 pounds or under, dog with a $300 non-refundable pet fee. Palmer Ranch is a conveniently located area of Sarasota that is just minutes from Siesta Beach, shopping, dining, public golf courses, the Legacy Trail for biking/walking etc.. This unit is perfect for your short term and long term needs.
1507 Clower Creek Drive, HA266
Area: South Sarasota
Beautiful 2nd floor unit with Decorator finishes. Full views of the Sarasota Bay from the glassed in porches. 3 Bedroom with a Den and entrance to Pelican Cove Yacht Harbor. Available for Season.
3912 Alamanda Drive
Area: Sarasota
SARASOTA PALMER RANCH MIRA LAGO Beautiful Villa home two bedroom plus a den, two car garage. Beautiful private home with scenic preserve/lake views from the patio. Open floor plan with vaulted ceilings. Eat in Kitchen, large living room/dining room, master suite, finished Florida room, guest bedroom and office/den. Open for a minimum three month stay or longer for a 2017 SEASON Reservation. Great Location in Sarasota to enjoy it all. Just minutes from shopping, restaurants, theatre, and Siesta Key. Community is GATED and features a pool, clubhouse and sidewalks to walk. Sorry NO PETS.
2747 Gulf Gate Drive
Area: Sarasota
Available now for 2019 winter season! Remodeled home with open floor plan, heated pool and a short 5 minute drive to Florida's best beach, Siesta Key beach! Kitchen is new and modern with granite countertops and new cabinets. A beautiful breakfast bar can seat 6 and has separate dining next to the pool. You will enjoy vacationing in Gulf Gate - walk to shops, restaurants and beaches.
4205 Castlebridge Lane #1124
Area: South Sarasota
Lovely 3bdrm./2bath townhouse condo, open plan, turnkey furnished and ready to give you a sunny place to spend your winter. The multitude of amenities incl. large resort style clubhouse, Olympic sizes swimming pool, basket ball court, 2 tennis courts and billiard room Great location not far from the beach, shopping ans restaurants. 3 month minimum.
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)
8835 Fisherman's Bay Drive
Area: South Sarasota
This stunning Key West Style Home is located West of the Trail in the gated community of Fishermens Bay. This unique waterfront neighborhood features only 20 distinctive homes, majestic oak trees and lush tropical landscaping. This home offers a private deeded boat dock with direct access to the Intracoastal waterway on -site, just steps away from the home. The kitchen is light and bright and features granite counter tops with stainless steel appliances, downdraft cook top, island and pantry. The spacious master suite is very private and offers his and her walk-in closets. Master bath has double sinks, walk-in shower and large soaking tub. Enjoy access to the lanai or one of the many multilevel porches from almost every room. Come experience Florida style living at it's finest with over 1500 sq. ft. of outdoor living space. The screened in lanai features a heated pool for lounging or entertaining. Fenced in yard. Pets Welcome. Experience seclusion, privacy and your very own tropical paradise while remaining close to the entertainment and conveniences of Sarasota. Just minutes to Siesta Key. This home has it all! Available for annual rental immediately!
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.
4321 61st Avenue E.
Area: East Bradenton
PERFECT SEASONAL RENTAL FOR SPRING TRAINING, PITTSBURGH PIRATES OR BALTIMORE ORIOLES BASEBALL TEAMS, this 5 bedroom 3.5 bath home with a den and lake view is only a short distance to the ball field. King size beds in most of the bedrooms, large dining table. After practice you can soothe the tired muscles in the pool and spa. Large TV in the living room which can be also viewed from the kitchen. Centrally located between SR. 70 and University Pkwy off of Lockwood Ridge Rd. makes a short commute to the I75 corridor. CALL TODAY FOR YOUR RESERVATION.
8143 Miramar Lane #204
Area: Lakewood Ranch
Beautiful turnkey furnished three bedroom, two bathroom condo in Lakewood Ranch in Miramar. The condo has a one car garage on the ground level and up the stairs is the lovely decorated living area. Walk into a large open floor plan, living room, kitchen and dining room combination. Living room has plenty of comfortable seating to watch the large smart television. Kitchen has granite counter tops, stainless steel appliances, wood cabinets and a breakfast bar on the island. The master bedroom has a king sized bed, walk in closet and a large en suite bathroom with a shower. First guest bedroom has two single bed futons and the second guest bedroom is set up as an office. Guest bathroom has tub/shower combination. Sit out on the screened lanai and enjoy your morning coffee. Unit has a laundry room with full sized washer/dryers and a one car garage. The community has a community pool, fitness center and gated security. Community association approval mandatory. Call listing office to view.
1122 143rd St. NE
Area: East Bradenton
Gorgeous Old World Spanish style home available for short term,long term or Annual rental. This home is in Winding River,the beautiful quiet and private neighborhood .Set on 1.75 acres along the Manatee River complete with river boat dock. Turnkey furnished with attention to detail throughout. Gourmet kitchen with Thermador appliances copper sinks,stone and quartzite counters throughout. Home has 3 bedrooms downstairs (one used as an office.) and private guest quarters complete with kitchen and living area upstairs. Spectacular Master bedroom has a beautiful king size marble post bed ,fitness area and ensuite bath including ,steam room,bidet Jacuzzi, and walk-in shower. Open floorplan includes the kitchen and Large dining area open to great room with gas fireplace and River views. .The outdoor space showcases a covered outdoor kitchen,entertaining area ,wood and gas fireplaces and a large 6 person Jacuzzi. 2 Kayaks and a canoe are provided for enjoying the river.Watching the abundant wildlife ,Manatees swimming by and the walking trail provide the perfect ways to take in all the beauty of this special community. 2 car garage and 3 space driveway .Landscaping included. Please call for specific availability and rental rates. Short term under 6 months include Electric (with cap),basic cable ,phone and internet. Tenant is responsible for all utilities on long term and Annual lease. Pets allowed at owners discretion.
6281 Timberlake Drive H-6
Area: Sarasota
This beautiful light, bright, tastefully decorated Villa boasts vaulted ceilings, ceiling fans throughout, and a gorgeous screened in lanai with serene views of the golf course. The extended master bath includes a lighted vanity. Location! Location! Location! This villa is located just minutes from our beautiful gulf Beaches, University Town Center Mall and I75.

Showing Results 1 - 15 of 53