Urban Properties
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.
 | 1350 Main St. #1202 1350 Main St. #1202, Sarasota, FL Condo Downtown Sarasota area Urban communitySensational Sarasota Bay Views from this 12th floor two bedroom turn key furnished condominium. Perfectly located in downtown Sarasota in walking distance to the waterfront, restaurants, shops, galleries, theaters, and Whole Foods. Master bedroom features a king size bed and the second bedroom has a sleeper sofa queen size bed. Wood floors in the main |
 | 7005 Stanhope Place 7005 Stanhope Place, University Park, FL Single Family Home University Park Country Club area Urban communityFabulous House in University Park Golf and Country Club available immediately for short term rentals. Step into this luxury four bedroom home with an office and a formal living room plus dining room. The home overlooks a beautiful screened pool and a lake. The perfect house for your stay in this upscale golfing community. Available |
 | 301 S. Gulfstream Avenue #102 301 S. Gulfstream Avenue #102, Sarasota, FL Condo Downtown Sarasota area Urban communityDOWNTOWN 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 |
 | 5558 Palmer Circle #106 5558 Palmer Circle #106, Bradenton, FL Condo Lakewood Ranch area Urban communityBright and airy 2 bedroom 2 bath plus den ,Veranda style condo in the newly finished Lakewood National golf community. Completely turnkey furnished 1st floor with front and back lanais. Master bedroom has a King size bed,2nd bedroom has a Queen and the den has a Queen sleeper sofa. All bedrooms have T.V’s. 1 car |
 | 1771 Ringling Blvd. #711 1771 Ringling Blvd. #711, Sarasota, FL Condo Downtown Sarasota area Urban communitySARASOTA 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 |
 | 1740 Alderman Street #9 1740 Alderman Street #9, Sarasota, FL Townhouse Sarasota area Urban communityBeautiful 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 |
 | 1111 Ritz Carlton Drive #1107 1111 Ritz Carlton Drive #1107, Sarasota, FL Condo The 'Ritz-Carlton' area Urban communityRITZ-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 |
 | 3756 82nd Avenue E. Circle #104 3756 82nd Avenue E. Circle #104, Sarasota, FL Townhouse Sarasota area Urban communityResort 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 |
 | 11 Sunset Drive #505 11 Sunset Drive #505, Sarasota, FL Condo Downtown Sarasota area Urban communityRenovated 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 |
 | 750 N. Tamiami Trail #916 750 N. Tamiami Trail #916, Sarasota, FL Condo Downtown Sarasota area Urban communityGorgeous 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 |
 | 2746 Orchid Oaks Drive #301 2746 Orchid Oaks Drive #301, Sarasota, FL Condo Sarasota area Urban communityFantastic turnkey furnished condo available to rent in Orchid Oaks. This updated corner unit condo has two bedrooms, two bathrooms, living room/dining room/kitchen combination and a laundry room. The kitchen has stainless appliances, a wine fridge and lots of counter and cabinet space. Master bedroom has a king sized bed, large walk in closet and |
 | 11 Sunset Drive #403 11 Sunset Drive #403, Sarasota, FL Condo Downtown Sarasota area Urban communityEnjoy wonderful water views in this fabulous two bed, 2 bath condo in beautiful downtown Sarasota! This unit has been totally remodeled and tiled throughout. The kitchen has granite countertops, stainless appliances and breakfast bar. The living area is quite spacious, light and bright, with adjoining dining area. The master suite offers new, luxurious, king |
 | 800 N. Tamiami Trail #1010 800 N. Tamiami Trail #1010, Sarasota, FL Condo Downtown Sarasota area Urban communityDOWNTOWN 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 |
 | 800 N. Tamiami Trail #303 800 N. Tamiami Trail #303, Sarasota, FL Condo Downtown Sarasota area Urban community2 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. |
 | 1717 Pelican Cove Road, GL333 1717 Pelican Cove Road, GL333, Sarasota, FL Condo Sarasota area Urban communityLargest of the 2BR units at Pelican Cove. Freshly painted, will be putting new carpet in bdrm.. Close to main Pavillion and Tennis Courts. |
 | 1111 Ritz Carlton Drive #1408 1111 Ritz Carlton Drive #1408, Sarasota, FL Beach Condo The 'Ritz-Carlton' area Urban communityThe Ritz Carlton … Enjoy this beautiful two bedroom two bath downtown waterfront condo … available for season 2020. This condo overlooks the serene waters of Sarasota Bay. Amenities include restaurant downstairs,& the serene pool overlooking the bay. Walking distance to Downtown …. membership not included . |
 | 800 N. Tamiami Trail #307 800 N. Tamiami Trail #307, Sarasota, FL Condo Downtown Sarasota area Urban communitySARASOTA 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 |
 | 5531 Key West Place 5531 Key West Place, Bradenton, FL Condo East Bradenton area Urban communityEnjoy lush landscaped preserve view from this spacious first floor unit. Newly furnished two bedroom two bath condo in gated community within minutes of I-75 is ready for immediate occupancy. Harborage amenities include heated pool and spa, boat dockage, riverfront park, nature trails and much, much more. |
 | 445 N. Orange Avenue #208 445 N Orange Avenue #208, Sarasota, FL Condo Sarasota area Urban communityUrban 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 |
 | 11 Sunset Drive #501 11 Sunset Drive #501, Sarasota, FL Condo Downtown Sarasota area Urban communityWOW ready for a 2019 Seasonal tenant. What a remodel, well done! All new remodeled front corner unit with breath taking sweeping views. The 01 units in Sunset Towers have direct Sarasota Bay/ intercoastal views. This turnkey furnished 21st century Art deco sleek modern style is amazing and a must see. All top notch brand |