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 31
Name
Area
Description
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.
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. 
101 Sunset Drive #402
Area: Downtown Sarasota
Spacious and well appointed condo in gated and secure Lawrence Pointe with fabulous views of the Sarasota Bay! Walk to the Van Wezel and everything downtown has to offer. This two bedroom/two bath unit with large office in one of Sarasota's nicest and well maintained Bayfront buildings has it all. There are wonderful water views, a lovely custom kitchen and plenty of customized closet space. This is a serene and relaxing space with plenty of room to unwind. The large master suite offers a balcony with lovely green city views by day and sparkling lighted views of Sarasota by night. The large office offers built in shelving and large custom closet. There is also a large laundry room in the unit with a high end washer and dryer and plenty of storage space. Enjoy swimming in the pool alongside the bay and take in the beautiful views and wildlife up close. You will love living the Sarasota lifestyle in this beautiful condo right in the heart of downtown so close to dining, shopping, the opera and all the arts and cultural activities that our city is known for. Owner is offering the unit as a furnished annual rental but would consider a seasonal rental of at least 5 months. Sorry, no pets
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.
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.
800 N. Tamiami Trail #809
Area: Downtown Sarasota
Gorgeous pristine condo in the sought after downtown Unit in the Alinari. This immaculate 2/2 condo is immaculately maintained with all the amenities anyone could desire. The unit boast beautiful views of the bay and tbe Sarasota Bridge. A true must see. Available short or long term.Three month minimum.
800 N. Tamiami Trail #307
Area: Downtown Sarasota
SARASOTA THEATRE DISTRICT...large 2 bedroom plus a den with a queen size pull out sofa & two bathrooms. This unit is located in the Alinari building, two blocks away from downtown Sarasota. Heated community pool & spa, outdoor grills by the pool, fitness center, theatre room, business center and a community room. A secure building with 24 hour concierge. A short drive to St. Armand's Circle, Lido beach, shopping, theaters and many wonderful restaurants to choose from. An assigned parking spot and plenty of guest parking. Call now to secure this property for Season or off Season. LUXURY, SARASOTA, DOWNTOWN, BAY FRONT.
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
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.
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.
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.
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.
11 Sunset Drive #104
Area: Sarasota
Sarasota vacation rental. This is a wonderful long term or seasonal lease. This light, bright unit has been maintained beautifully, newer carpet, tastefully decorated, stainless steel appliances, views from every room. One small well trained dog allowed. This is your perfect seasonal get-away!
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.
100 Central Avenue #409
Area: Downtown Sarasota
LOCATION, LOCATION, LOCATION...Beautifully appointed condo available SEASONAL or short term. Upscale furnishings with wood floors throughout. Located in downtown Sarasota in the Whole Foods Market Center walk to restaurants, shopping, theaters, the Bayfront. Enjoy living on the Suncoast of Florida, SEASONAL, VACATION RENTAL, LUXURY, SARASOTA FL. This unit is also available for an ANNUAL RENTAL. Call now for details and a showing.

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