Compare Vacation Rentals with Pools in Sarasota, FL

Just 500 feet from Lido Key Beach, this coastal studio apartment in Sarasota offers an idyllic location with convenient access to St. Armand's Circle's upscale dining and shopping.
This accommodation features a heated community swimming pool, a private furnished patio, and a modern kitchenette, perfect for travelers seeking a getaway with a pool.

Just a 6-minute walk from world-renowned Siesta Key Beach, this 3 bed, 3 bath house offers an exceptional Siesta Key getaway with a private heated swimming pool.
Enjoy a fully equipped kitchen, complimentary WiFi, and air conditioning in this home with a private hot tub, perfect for outdoor enthusiasts with golf, fishing, diving, and snorkeling nearby, and Marina Jack and Sarasota Opera just 6.2 miles away.

Centrally located in Sarasota's Central Sarasota district, this waterfront condo is 5-10 minutes by car from downtown, 15 minutes from Lido Beach, and 25 minutes from Siesta Key Beach, with dining and New Bay Park nearby.
This 890 sq ft apartment offers serene waterfront views, a private 120 sq ft patio with a barbeque, and access to a heated communal swimming pool, fitness center, and kayak launch, perfect for a getaway with a pool.

This private cottage offers a secluded retreat, set back from the road by lush vegetation, just a short drive from Sarasota's airport and cultural venues.
Enjoy a heated saltwater swimming pool and spa, an outdoor dining area with a gas grill, and a wood-burning fireplace, perfect for relaxation and entertaining up to 4 guests.

This apartment is located in a residential area of South Sarasota, approximately 3 miles from Siesta Key Beach.
Enjoy exclusive access to this entire property featuring a private swimming pool, a sunroom, a grill, and a fully equipped kitchen, perfect for accommodating up to 8 guests with 4 bedrooms on the ground level.

Directly across the street from the beach, this apartment offers an excellent location with provided beach chairs, coolers, and towels, and is conveniently located near family attractions, nightlife, public transport, and the airport.
This private 1-bedroom apartment features a beautifully remodeled kitchen, a comfortable living room with a fireplace, and includes access to a swimming pool right outside the back door, comfortably sleeping up to 4 guests with a sleeper sofa for additional sleeping arrangements.

Just a 4-minute walk from Siesta Key Beach, this house is located 6.8 miles from Marina Jack Restaurant and Sarasota Opera.
This pet-friendly, family-friendly house offers 1000 square feet of living space with 2 bedrooms and 1 bathroom, featuring air conditioning, free WiFi, and a year-round outdoor swimming pool with a hot tub and sun terrace.

This house in Sarasota offers a private resort-style backyard with a heated swimming pool, hot tub, fire pit, mini golf, and volleyball court, perfect for a pool getaway.
Located just 500 feet from The John and Mable Ringling Museum of Art and 15 miles from Lido Key Beach, this newly renovated, family-friendly retreat features 3 bedrooms, 2 bathrooms, and sleeps 16, with a gourmet kitchen and luxury add-on services available.

Just steps from Lido Beach and its private beach area, this apartment is located 6.8 miles from the Ringling Museum and Sarasota International Convention Center.
This 2150 sq ft apartment offers direct beachfront access and a year-round outdoor swimming pool with a private beach area, perfect for families and accommodating up to 10 guests.

Directly on the Legacy Trail in Sarasota, this apartment offers unparalleled access for biking, running, and walking, and is a short 10-minute walk to Publix and Payne Park.
This family-friendly apartment features a heated swim spa, a private fenced yard with a playhouse, and extensive baby equipment, making it an ideal getaway with a pool for families.

Just 500 feet from Siesta Key Beach, this apartment offers an exceptional location in Siesta Key, also providing convenient access to St. Armands Circle for upscale shopping and dining.
This family-friendly apartment with a pool accommodates up to 20 guests across 7 bedrooms and 5 bathrooms, featuring multiple living spaces including two kitchens, a game room, and a private swimming pool.

Resort-style amenities await in the Village des Pins community in Sarasota, offering a heated outdoor swimming pool, spa, tennis courts, and putting green on 25 acres, just a 15-minute drive from the white sands of Siesta Beach.
This 1360 square foot house accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a full-sized washer and dryer, a master suite with a private lanai, and complimentary wireless internet, perfect for enjoying Siesta Beach and Sarasota's cultural attractions.

Just two homes from world-famous Siesta Key Beach and steps from Siesta Key Village, this six-bedroom, four-bathroom apartment offers an unbeatable location for your getaway.
Enjoy this spacious apartment with a private heated swimming pool, a tropical backyard oasis with a grill, and convenient beach amenities, perfect for a memorable vacation with up to 13 guests.

Located in Sarasota's desirable Bay Isles neighborhood on Siesta Key, this apartment is just a 5-minute drive from Siesta Key Beach and Siesta Key Village.
This spacious apartment offers 1990 square feet of living space, accommodating up to 9 guests with 3 bedrooms and a bonus room, and features a private, solar-heated, screened-in swimming pool perfect for a pool getaway.

Enjoy a private heated swimming pool at this 3-bedroom house in Samoset, conveniently located just 5.2 miles from Sarasota International Convention Center and 5.3 miles from Greens of Manatee Golf Club, with Siesta Key Beach and IMG Academy also nearby.
This family-friendly home offers a spacious living area, a fully equipped kitchen, an outdoor dining area with barbecue facilities, and an indoor play area, making it perfect for a getaway with a pool.

Just fifty feet from Siesta Village, this house offers immediate access to cafes, dining, and shopping, and is less than a 5-minute walk to Siesta Key Beach's renowned quartz sand.
This townhouse features 3 bedrooms accommodating up to 10 guests, with a shared, heated swimming pool area complete with a BBQ, and comes equipped with beach essentials for your convenience.

Enjoy a relaxing stay at this apartment in Sarasota Springs, located just 8 miles from the world-famous Siesta Key Beach and 7 miles from downtown Sarasota.
This spacious 3-bedroom, 2-bathroom apartment offers a private swimming pool, a fully equipped kitchen, and accommodates up to 10 guests, perfect for families or groups seeking a getaway with a pool.