Southwest Florida Urban Vacation Rentals

Jennette Properties has luxury vacation rentals throughout the heart of Sarasota and the Gulf coast. Our properties in Downtown Sarasota offers luxury and spacious living while close to all the shops and attractions that Sarasota has to offer. Nice condo units and single family homes available.
 
If you're looking for the best vacation rentals in Downtown Sarasota with all the amenities and attractions you can get, check our inventory of properties available.


Showing Results 1 - 15 of 27
Name
Area
Description
1111 Ritz Carlton Drive #1107
Area: The 'Ritz-Carlton'
RITZ-CARLTON in downtown SARASOTA. The ultimate in LUXURY living. Enjoy all of the amenities this property has to offer which includes the GOLD MEMBERSHIP available to you. This two bedroom, two & a half bath condo has a large foyer, large living room with a balcony overlooking the pool & sunsets. Cooks kitchen with upscale appliances, granite counter tops & a built in wet bar. Fabulous views of the cityscape, sunrises & sunsets. The spacious master suite has a spa tub, walk in shower and a balcony overlooking the city. The split floor plan allows privacy for you and your guests. Walk to downtown restaurants, shopping, theatres and art galleries. LUXURY, SARASOTA, DOWNTOWN, WATER VIEWS.
1350 Main Street #504
Area: Downtown Sarasota
Beautifully turnkey furnished one bedroom, one bathroom, bright and sunny condo with stunning water views of the Sarasota Bay and the city. Located at 1350 Main Street in DOWNTOWN SARASOTA on the corner of Main Street and Palm Avenue. The kitchen has granite counter tops and stainless appliances. Floor to ceiling windows throughout the condo to enjoy the views. Master bedroom has a king sized bed and flat screen television. Bathroom has a shower. Community amenities include concierge, secure under the building parking, swimming pool and spa, fitness center with steam room, BBQ and community rooms with billiards table. Close to numerous restaurants, shopping, the Sarasota Opera House, art galleries and bay front. Available after September 15th and wide open for season 2017.
800 N. Tamiami Trail #911
Area: Downtown Sarasota
Enjoy panoramic views of the Sarasota Bay and the Van Wezel from this tastefully decorated 9th Floor Unit. Open split floor plan totally upgraded with granite countertops, stainless steel appliances and laundry room. Large walk in closet in the master bedroom. This property is also available for a Seasonal rental at $6000 a month. DOWNTOWN SARASOTA, LUXURY, VACATION RENTAL.
800 N. Tamiami Trail #1010
Area: Downtown Sarasota
DOWNTOWN ALINARI TURNKEY FURNISHED. RESORT style living at the ALANARI. Newly Furnished and freshly painted and new carpet. Sunny open floor plan with large master suite with a king size bed and 40" Flat screen TV, large walk in closet and master bathroom with garden tub and walk in shower. Living room/ dining room features a 50" flat screen TV and a private terrace that overlooks the beautiful Community Pool and expansive city scape vistas. Perfect kitchen with breakfast hi-bar, granite countertops. Bedroom two features a queen size bed. Spacious laundry room. One car garage in secure parking garage and plenty of guest parking. Located on the 10th floor in the south tower within close proximity to the elevator. The Alinari provides every amenity you could need: a 24 hour concierge and security, meeting rooms, library, world class fitness center, heated pool with spa and waterfalls, wine room, media room, in-house movie theatre, billiards, Zen garden and outdoor grilling area. Walk to downtown and enjoy the restaurants, theater, opera, shopping and more. Walk along the water way and enjoy Sarasota's sunsets. Cross the bridge to St Armands Circle for shopping, restaurants, and the beach. Three month minimum stay. 
100 Central Avenue, #409
Area: Downtown Sarasota

Beautifully appointed  condo available long or short term. One month minimum rental. Upscale furnishings with wood floors throughout. Located in downtown Sarasota in the Whole Foods Market Center close to everything.   Enjoy living on the Suncoast of Florida

770 S. Palm Avenue #1002
Area: Downtown Sarasota
DOWNTOWN SARASOTA CONDO WITH A VIEW. 10TH FLOOR @ THE EMBASSY HOUSE. Sweeping views of the beautiful Sarasota Bay to enjoy daily in this lovely condominium. Sit back and stay awhile. OPEN FOR three month or longer Reservations. Two bedrooms and two baths. Located on the corner of Palm Avenue and Mound St across from the Sarasota Bay and Selby Botanical Gardens. Well appointed and freshly updated with everything there that you will need to relax. Walk to all of the Downtown restaurants, theaters, shops and activities. Sorry No pets.
750 N. Tamiami Trail #916
Area: Downtown Sarasota
Gorgeous upscale CONDO in DOWNTOWN SARASOTA available for short or longer term stays, three month minimum. Wood floors and carpet in the bedrooms, updated and designer furnishings for the guests. Comfortable living room furnishings, all coordinated perfectly with wood floors. High views looking east over Sarasota and the surrounding area, perfect to see the sunrise from the balcony. Enjoy all that the Renaissance has to offer, first class gym, pool and hot tub, meetings rooms, private exercise facility, massage rooms, entertaining spaces and a barbeque poolside for use. 24 hour security in this gorgeous building situated in the Sarasota Arts District, just a short distance from downtown and all that it has to offer.
50 Central Ave. #1604
Area: Downtown Sarasota
Exceptional downtown Sarasota living at 50 Central! Walk to restaurants, shops, galleries and more! Enjoy spectacular Sarasota Bay views from this large 2 Bedroom/2 Bath luxury condo. Relax watching sunsets from your private balcony. Stunning unit features 72" plasma TV in living room, tile floors, wood cabinets w/granite counter tops, stainless steel appliances, in unit washer/dryer. Lots of closet space for added storage. Pool, spa & fitness center. One garage parking space. Can be rented Seasonal with one month minimum, or longer term. Enjoy Suncoast living.
1350 Main Street #1702
Area: Downtown Sarasota
1350 MAiN STREET DOWNTOWN SARASOTA. Stunning PENTHOUSE TWO BEDROOM CONDOMINIUM professionally decorated. Highly sought location in Downtown Sarasota at the corner of Main Street and Palm Avenue. Walk to all of the fabulous restaurants, shopping, Opera House, galleries and bay front. Grand luxury kitchen with everything you need to enjoy life, granite counter tops and gas appliances. Very sunny and spacious living room with private balcony with panoramic VIEWS overlooking the SARASOTA BAY & the city. Floor to ceiling windows where you can enjoy the view night or day! Beautifully furnished with exceptional Art and Décor. 1350 Main Building features Lobby with concierge, secure under the building parking, swimming pool and spa, fitness center, and community rooms with billiards table and more. Association Application fee is $100 and a $500 common area deposit. 90 day or longer Commitment required for In Season Reservation, 30 day Reservation commitment required for off season.
1255 Fruitville Road D-12
Area: Downtown Sarasota
BOOK IT NOW...Like new two bedroom, 2.5 baths townhouse in the heart of DOWNTOWN SARASOTA. Eat in kitchen with solid surface counters, solid wood cabinets, flat top range, wall oven, pantry...all the comforts of home. Walk to Sarasota's Bay front, our renowned theatre district or go downtown and enjoy our many wonderful restaurants and great shops. Short distance to St. Armand's Circle, Lido Beach, Ritz Carlton. This one won't last. SARASOTA, VACATION RENTAL, LUXURY, GULF OF MEXICO.
1111 Ritz Carlton Drive #1408
Area: The 'Ritz-Carlton'

Gorgeous unit with full bay and Marina views from every room. Enjoy the amenities of the Ritz Carlton and the unparalled Ritz Carlton service. Room service available, 24 hour concierge, heated pool, social room. SARASOTA/VACATION/RENTAL/HOLIDAY This property is already booked for the 2016 season Dec- March. No Membership Included.

235 Cocoanut Avenue #121D
Area: Sarasota
Downtown living at its best! You will love this gorgeous modern townhouse in the heart of downtown. The home has four amazing stories with a private elevator and two car garage. Enter inside the light-filled foyer and private office. Second floors totally open with a large kitchen, dining, and living area. The kitchens and bar are adorned with exotic countertops. Fine cabinetry, lighting and stainless steel appliances are part of the appeal of this modern urban living condo. The third floor consists of a master suite with an on-suite bathroom as well as a guest bedroom. The master is full of light with unique draperies and a custom walk-in closet. The fourth floor is up in the sky, totally open and spectacular bar busted with natural light. A wall of sliding glass doors open to a terrace, with a side view of Sarasota Bay.
808 3rd Avenue West #104
Area: Downtown Bradenton
A luxurious high rise in the heart of Downtown Bradenton along the Manatee River , The Promenade at River Dance offers the ultimate in resort living located in the heart of downtown . Enjoy the community social room, heated pool, theatre room, state of the art fitness room, rooftop lighted tennis, putting green and basketball court. This ground floor unit is turnkey furnished and tastefully decorated with all the comforts of home. Some of the features include ,ceramic tile, granite counters, stainless steel appliances, W/D and a large garden tub. Enjoy a sunset from your private lanai or stroll the Riverwalk to the marina, shopping, restaurants & theatre, River Dance offers something for everyone!  2 months minimum for high season.   NO Pets. 
800 N. Tamiami Trail #203
Area: Downtown Sarasota
Gorgeous contemporary two bedroom, two bathroom with western exposure available in the luxurious Alinari building in downtown Sarasota, Florida. Across the road from the Arts District and the Van Wezel, Symphony, etc. Walking distance to grocery store, theatres, bus stop and restaurants. Available immediately for long term tenant. Light and fresh decorating with tree top view west. Enjoy all the Alinari has to offer with their world class swimming pool and hot tub area/recreation area plus gym and community rooms and theatre. SARASOTA, ANNUAL FURNISHED CONDO
1740 Alderman Street #9
Area: Sarasota
Beautiful two bedroom/two bath townhouse tucked in a quiet section of downtown Sarasota just off of Burns Court. This tranquil setting provides a relaxing oasis so close to the theatre, dining, shopping, the bay front marina and everything else that downtown Sarasota has to offer. There are water views from the living area as well as the master bedroom. Your deck overlooking the bayou is a perfect spot to enjoy brunch or an evening glass of wine. Walk to everything and be part of the vibrant downtown scene. Also convenient to Lido Beach and St. Armand's Circle, this condo has it all. The community pool is large and includes a grill area overlooking the bayou. Under building reserved parking space goes with the rental.

Showing Results 1 - 15 of 27
  • 1 (current)
  • 2