Downtown Sarasota Houses for Rent with Pool

Experience the perfect blend of comfort, elegance, and convenience in this stunning turnkey furnished 4-bedroom, 3.5-bath modern vacation home. Thoughtfully designed to accommodate up to 10 guests, this property offers the ideal setting for families, friends, and luxury vacationers seeking a private oasis close to everything Sarasota has to offer. Step inside to find a spacious open floor plan

Rinat Sikdar COLDWELL BANKER REALTY

Situated West-of-Trail, one will enjoy this bright, newly renovated, unique pool home on a street with mostly waterfront homes, featuring three beds and three baths, plus an office area that could be used as a fourth bedroom and offers a nice leather pull-out sofa. If another office space is needed, there is an additional loft space outside the primary suite. The main living area features Bosch

Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

Welcome to The Bay Street Resort!! This designer 3 bedroom 2 bath home sleeps up to 10 guests & is walkable to the Legacy Trail, Payne Park, the Bay St Publix and the East end of Main Street. The property was professionally renovated & furnished with vacationing guests in mind. The bright open floor plan offers an open living room, dining room & foyer seating area that allows you to see &

Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

Long-Term Rental – Stylish Sarasota Home with Pool in Prime LocationWelcome to the heart of Sarasota living! This beautifully updated residence offers the perfect blend of comfort, convenience, and style – ideal for those seeking a long-term rental in one of the area’s most desirable locations.Situated just minutes from vibrant Downtown Sarasota and a short drive to the renowned Lido

Michael Sorensen STRINGER MANAGEMENT INC

WATERFRONT MANSION with DEEP WATER DOCK in a GATED COMMUNITY only ONE MILE AWAY FROM DOWNTOWN! Built in 2017 to stand Florida hurricanes, this modern property stands on 75-concrete-pile foundations, all concrete exterior walls/slabs/roof, impact glass windows, and more. Enjoy stunning views of Downtown, the Ringling Bridge and the Sarasota Bay from the many large waterfront balconies. The house

Hugo Gagliardi LUXIO REAL ESTATE LLC

Welcome to the Ringling Retreat, a luxurious family compound in the heart of downtown Sarasota. The property sits just a few blocks from the East end of Main Street downtown and is perfectly walkable to the Legacy Trail, Payne Park, & a number of shops & restaurants. A screened entryway in the front greets you before stepping through the front door into a light and bright living area with views

Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

Welcome to Deja Blue, a designer pool home just minutes from downtown Sarasota & area beaches & walkable to Legacy Trail. This house offers designer comfort w/ room to spread out. Features include a huge heated swimming pool, fully fenced back yard, chef's kitchen with breakfast bar, separate dining area, dedicated work station w/ 2 desks, 5 flat screen tvs inside & out w/ fast wifi &

Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

Welcome to Casa Pura Vida! This bohemian styled designer pool home is the perfect vacation rental for groups of up to 8 to relax and enjoy the "pure life". The house features 3 bedrooms, 2 bathrooms, central living & dining rooms w/ views of the sparkling blue heated pool & covered outdoor kitchen area, a private fenced backyard w/ tropical landscaping, a chefs kitchen w/ breakfast bar & separate

Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

A stylish experience at this fully furnished centrally-located 6 minute drive to downtown home! The Legacy trail is just through the back gate so hop right on your bike or rollerblades. Newly remodeled interior and exterior, including a brand new HEATED POOL (82 degrees). All new furniture. Spacious living room with built in office, separate eat in dining area and large breakfast bar. Upgrades in

Ilona Davidovich CHIC PROPERTIES II LLC

Welcome to Casa Limon! A freshly renovated designer pool home with tons of natural light, a coastal contemporary vibe, & a location that is walkable to Downtown Sarasota, Payne Park, & the Legacy Bike Trail. Comfortable for groups of up to 8 people featuring 4 beds, 2 baths, a heated pebble pool, open floor plan, inside laundry, chef's kitchen, dedicated work space, fenced yard w/ tropical

Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

Welcome to Casa Azul, the ideal Sarasota vacation home in Paver Park close to Downtown, Lido Beach & Siesta Key. Featuring 3 luxurious bedrooms & 2 well appointed bathrooms including an en suite in the Master. This home can comfortably accommodate groups of 6 w/ an 8 person max. Noteworthy features include a heated pebble pool & spa, outdoor kitchen with 4 burner grill & outdoor fridge, fully

Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

Welcome to The Castaway Cottage, your own private coastal retreat close to Downtown Sarasota and area beaches. There's room for the whole crew in this 3 bedroom 2 bathroom pool home with designer upgrades and beachy motif. Located just steps from the Ed Smith Stadium where the Orioles host their Spring Training games the house is quiet, comfortable and centrally located to all of the best

Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

Three beds +office, 2 bath vacation rental home in Tahiti Park. Tastefully decorated, flat screen TV's and Wi Fi throughout. This wonderful home has all you need for the perfect vacation retreat.The master bedroom features a king-sized bed, walk in closet, dual sinks in the bath, the guest bedrooms both have queen beds and there is an office that opens onto the spacious screened Lanai and

Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY