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 30
1771 Ringling Blvd. #711
Area: Downtown Sarasota
SARASOTA DOWNTOWN LIVING at it's Best. Rarely available 2 Bedroom + den at THE RIVO AT RINGLING Condominiums in the heart of the downtown. Truly a great location to be a walker. This is a Perfect Seasonal Getaway. This 7th floor condominium with 9" ceilings offers a spacious floor plan with stunning wood floors and a well appointed kitchen, and a very private balcony to enjoy the colorful sunsets. Secured lobby with concierge, heated pool/spa, social room, outside grills, bike and kayak storage. Highly secure building with a great staff to assist you. Long term rates are available.
800 N. Tamiami Trail #911
Area: Downtown Sarasota
A short distance from downtown Sarasota, two bedroom, two bath condo on the 9th floor with panoramic views of the SARASOTA BAY and directly across the street from the VAN WEZEL PERFORMING ARTS. This tastefully decorated unit is a split floor plan with upgraded granite counters, wood cabinets, stainless steel appliances and a laundry room. Large walk in closet in the master bedroom. This property is also available for an annual rental at $3000 a month. DOWNTOWN SARASOTA, LUXURY, BAYFRONT, VACATION RENTAL, LONG TERM.
1350 Main Street #1005
Area: Downtown Sarasota
DOWNTOWN SARASOTA** 1350 MAIN**LOCATION is the Best!! This TURNKEY FURNISHED OPEN FOR SEASON 2018 THREE MONTH MINIMUM STAY- 1 bedroom, 1.5 bath condo is on the 10th floor of 1350 Main Street building. Upgraded and lovingly cared for. The living room opens onto the terrace and enjoys a peaceful views. Master Suite has large walk-in closet, a spacious master bathroom with separate tub and shower and double sinks. The kitchen is well appointed and there is a laundry room and half bath for guests. This unit has one parking space in the secure garage. 1350 Main, built in 2007, has an on-site manager and 24 hour concierge service, community pool, fitness center. Enjoy Sarasota in this downtown condominium. Steps to restaurants, shops, theaters, bookstore, art galleries and the weekly farmer’s market. 15 minutes to our wonderful beaches.
1350 Main Street #1503
Area: Downtown Sarasota
DOWNTOWN SARASOTA...the best and most desirable location in downtown. 2 bedroom, 2 bath, split floor plan with a stunning view of the City. If urban living is your style this is the place for you. State of the art kitchen appliances. exquisite furnishings, top of the line linens. Two assigned parking spaces in a secured parking garage. Great amenities, heated pool and spa, library/sitting room, extensive fitness facilities, meeting/business/gathering rooms. Walk to shopping, fine and casual dining, the beautiful Sarasota Bayfront. SARASOTA VACATION RENTALS, LUXURY, GULF OF MEXICO.
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.
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 #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
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.
11 Sunset Drive #505
Area: Downtown Sarasota
Renovated 2bdrm/2bath downtown bay front condo available for season or annual rental. Updated kitchen has granite counter tops and bar and stainless appliances. Enjoy the bay views from either of the two lanais. Walk or bike to downtown, Bayfront Marina or St. Armands Circle, convenient to dining, arts, beach and shopping. One small pet allowed. 
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. 
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.
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.
1717 Pelican Cove Road, GL333
Area: Sarasota
Largest of the 2BR units at Pelican Cove. Freshly painted, will be putting new carpet in bdrm.. Close to main Pavillion and Tennis Courts.
7710 Lake Vista Ct. #306
Area: Lakewood Ranch
LAKE VISTA RESIDENCES @ LAKEWOOD RANCH. Like new beautifully appointed 2BD/2BA 1,763 SF, 3rd Floor TURNKEY FURNISHED. Very spacious interior and a private screened balcony terrace to relax with the views of the preserve scenery. Enjoy the Lakewood Ranch lifestyle at this beautiful condominium and community that features: grand clubhouse, fitness center, resort style heated pool and spa & gas barbecue. Walk to Lakewood Ranch Downtown shopping, dining, cinema and activities. Minutes to the new UTC mall.
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.

Showing Results 1 - 15 of 30
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