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
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.
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.
301 S. Gulfstream Avenue #102
Area: Downtown Sarasota
DOWNTOWN SARASOTA SEASONAL IN St. REGIS. This building is located on the corner of Ringling and Palm Avenue with frontage on South Gulfstream, across the street from the Sarasota Bay! Perfect location with easy access to all that downtown Sarasota has to offer. Completely re-modeled two bedroom, two bathroom condo with updated kitchen and beautiful bathrooms. All brand new upscale furnishings and decorating . Beautiful wood floors and plantation shutters on all windows.
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.
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.

800 N. Tamiami Trail #303
Area: Downtown Sarasota
2 Bedroom, 2 bath furnished unit in the Alinari. Close to downtown, walk to the arts. Full Bay Views. Amenties include pool,spa, fitness center, billiards and club room, theater, security. Walk to all that downtown has to offer in terms of shopping, dining and cultural venues.
3756 82nd Avenue E. Circle #104
Area: Sarasota
Resort style living. Minutes away from downtown Sarasota, the beaches and airport. This corner unit has 3 bedrooms, 2 and half baths and 1 car garage. The lanai overlooks a beautiful lake. This end unit is arguably the best location the development. This townhouse features custom painting, corian counter tops, wood cabinets, GE appliances, including washer and dryer. Ceramic tiles in kitchen, living and dining areas, with wrought iron railing for the staircase. Decorative moldings on walls and ceiling. Master bedroom with King sized bed and in suite bath is on first level. Two additional bedrooms. Carpet in all bedrooms. This beautiful landscaped community has curb appeal with the garages and driveways to them at the rear of the town houses. Community also includes Pool, Play Grounds, Tennis/Basket Ball courts, Grill area and Gazebo. 
1771 Ringling Blvd. #607
Area: Downtown Sarasota
This is your perfect seasonal getaway & Urban living at it's finest! This gorgeous 2 bedroom / 2 bath plus a den unit has 1805 sq. ft. of luxury. The condominium is in the heart of downtown Sarasota. The unit is meticulously maintained and professionally decorated with the finest of Ethan Allen furnishings.. The unit features an open floor plan with 9' ceilings, wood floors, granite kitchen counters, SS appliances, upgraded cabinetry and a spectacular view of the city and partial bay front. In addition the unit also includes two designated garage parking spaces. Rivo At Ringling is located in a quiet neighborhood with easy access to cafes, restaurants, shops, banks, theaters, medical facilities, and the bay front.
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.
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.
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.
445 N. Orange Avenue #208
Area: Sarasota
Urban living at it's finest CITRUS SQUARE in the Rosemary District. This unit has 2 bedrooms, two baths and an office with a queen murphy bed and a built in wood desk area. Master bedroom has a king size bed and the second bedroom a queen size bed, both beds are equipped with remote controls to adjust the beds to your comfort level and a massage feature as well. Fully equipped kitchen with all new stainless steel appliances, wood cabinets, granite counters. Living room/dining room combo with French doors to a Juliet balcony. Whirlpool duet washer & dryer in the unit. This condo has been tastefully decorated and has everything you need. Enjoy shopping and dining right on the main level of the building or walk to Downtown Sarasota for more shopping and dining. SARASOTA VACATION, LUXURY, DOWNTOWN SARASOTA, SEASONAL RENTAL.
750 N. Tamiami Trail #604
Area: Downtown Sarasota
Gorgeous , very well maintained condo in sought after downtown Sarasota. This beautiful Renaissance unit boast wood floors throughout the main living area and high end luxurious carpeting in both bedrooms. The master has a king size bed and large screen TV. Secondary bedroom has two twins. There is a washer dryer in the unit. The building is two blocks to the heart of downtown. Enjoy relaxing in the community pool or getting in your workout in the state of the art fitness center. The Van Wezel is just across the street with amazing Broadway shows. This is your perfect winter get away!
800 N. Tamiami Trail #1006
Area: Downtown Sarasota
Gorgeous sleek high end decorating in this city view condo in the beautiful Alinari. Views high above the city looking eastwards and the sunrise. Just a block away from a shopping plaza with a grocery store, all sidewalks and bus routes nearby. Two bedrooms, two bathrooms in this spacious condo, designer furnishings and completely available immediately! Long or short term of three months or longer are available in this building. The Alinari features luxury amenities which include a large gym, pool and spa, game room, movie theatre etc.
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.

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