Compare Vacation Rentals with Pools in Sarasota, FL

Enjoy an apartment in Sarasota's Arlington Park, just steps from its recreational facilities and a short drive to the city's arts, dining, and beaches.
This apartment offers a private swimming pool with a sun deck, perfect for relaxation, along with a state-of-the-art kitchen, two bathrooms, and capacity for six guests.

This house is located in North Sarasota, just 2.5 miles from Sarasota Bradenton International Airport and a short drive from attractions like the John and Mable Ringling Museum of Art (2.8 miles) and Sarasota Jungle Gardens (3.7 miles).
Featuring two private swimming pools and a 2-acre property, this 4000 sq ft house offers ample space for up to 27 guests with a fully equipped kitchen, air conditioning, and on-site parking, providing an ideal getaway with a pool.

Just a 4-minute walk from Siesta Key Beach, this house is conveniently located 6.8 miles from Marina Jack Restaurant and Sarasota Opera.
This family-friendly house with a pool offers air conditioning, free WiFi, a fully equipped kitchen, and a private terrace with desirable pool views, perfect for a relaxing getaway.

Enjoy a studio apartment in Downtown Sarasota, just a short walk from Marina Jack Harbour and Selby Garden, and a quick bike ride to Lido Beach and St. Armands Circle.
This private studio apartment offers WiFi, air conditioning, and shared swimming pool access, perfect for a relaxing getaway with a pool.

Steps from Siesta Key Beach, this 2-bedroom apartment offers an unbeatable location, with Siesta Key Village just 1.4 miles away.
Enjoy a comfortable stay with air conditioning, WiFi, and a fully equipped kitchen, plus a swimming pool for your relaxation and enjoyment.

Centrally located in Sarasota, this apartment is just 8 minutes from dog-friendly Gillespie Park and 6 minutes from Payne Park, with Lido Beach 5 miles away and Siesta Key Beach 7 miles away.
This 1510 square foot apartment with a private swimming pool sleeps 8 guests and features a detached guest house, a fully stocked modern kitchen, and a screened lanai for enjoying the Florida weather.

Experience resort-style living in this Sarasota apartment, just a 5-minute drive from downtown Sarasota and a 10-minute drive from Lido Beach.
This modern 2-bedroom, 2-bathroom apartment offers a swimming pool, Jacuzzi, fitness center, and private covered garage parking with EV chargers for your convenience.

Enjoy a prime Sarasota location, just a short walk from the beach and St. Armand's Circle's shops and restaurants, offering an updated beach home experience with a swimming pool.
This spacious 1630 sq ft apartment accommodates up to 6 guests with 3 bedrooms, 2 bathrooms, an open-concept kitchen, and an air-conditioned lanai, perfect for year-round comfort.

Apartment. You will be located in Sarasota.
Facilities and services include air conditioning, an iron and a food shop. This is a family-friendly apartment!

Located in Whitfield Estates, this apartment offers prime access to Sarasota Bay waterfront and is a short drive to downtown Sarasota, SRQ airport, and beaches like Siesta Key and Lido Key.
Enjoy your stay in this studio apartment with a kitchenette, king bed, and a comfortable loveseat, perfect for up to 3 guests, and take advantage of the on-site amenities including a heated swimming pool with poolside service.

Located in Sarasota's Eastwood Park neighborhood, this apartment is approximately 10 minutes from downtown, 6.8 miles from St. Armands Circle, and 10.2 miles from Siesta Key Beach.
This family-friendly apartment offers a swimming pool, a heated pool available during winter, and a private outdoor seating area, perfect for guests seeking a getaway with a pool and convenient access to local attractions.

Enjoy a private, heated swimming pool in a spacious backyard, perfect for outdoor enjoyment, just 7.6 miles from Siesta Key Beach and 8.3 miles from Lido Key Beach in Sarasota Springs.
This family-friendly apartment offers 1190 square feet of living space, accommodating up to 6 guests with a fully stocked kitchen and high-speed WIFI, ideal for a pool getaway.

Steps from the Legacy Trail and walking distance to the Pompano Trailhead with 12 public pickleball courts, this Sarasota apartment offers prime access to outdoor recreation.
This family-friendly apartment features a heated saltwater swimming pool and spa, a screened lanai with a BBQ grill and lake views, and a dedicated workspace with 500 Mbps internet, perfect for guests seeking a relaxing getaway with a pool.

Just 10 miles from Siesta Key Beach, this modern house in South Sarasota offers a prime location with convenient access to downtown Sarasota's shopping and dining.
This spacious, family-friendly home features 5 bedrooms, 3 bathrooms, and a guest capacity of 12, boasting a luxury roof terrace, a second-floor balcony, and a beautiful swimming pool with a pool, perfect for an unforgettable getaway.

Directly accessible to Crescent Beach and Point of Rocks, this house is located on the southern end of Siesta Key, just 2 minutes on foot from the shore.
This 5210 square foot house offers luxurious accommodations for up to 18 guests with 8 bedrooms and 8.5 bathrooms, featuring a resort-style heated plunge pool with a whirlpool spa and a rooftop patio with panoramic Gulf views.

Prime downtown Sarasota, this historic 1911 house is just a 3-minute walk from Sarasota Opera and 700 yards from the city center, offering a unique getaway with a pool.
This 1490 square foot house features 3 bedrooms, a fully equipped kitchen, air conditioning, and on-site parking, making it a comfortable stay for families and groups.

This house is located near Downtown Sarasota, offering convenient access to the Ringling Museum, Selby Gardens, St. Armand's Circle, Lido Beach, and Siesta Key Beach.
Enjoy a private tropical oasis backyard with a large in-ground swimming pool and bar area, perfect for relaxation and entertainment in this 1240 sq ft home that accommodates up to 4 guests.

Centrally located in Ridge Wood Heights, this apartment is 9 miles from Downtown Sarasota, 14 miles from Siesta Key public beach, and 7 miles from Gulf Gate.
This pet-friendly apartment features a private heated saltwater swimming pool, a screened-in patio, a private backyard, and accommodates up to 6 guests.

Just 500 feet from Paver Park, this Sarasota apartment offers convenient access to Downtown Sarasota, Lido Beach, and Siesta Key.
This 3-bedroom, 2-bathroom apartment accommodates up to 8 guests and features a heated swimming pool, a private outdoor shower, and a fully equipped outdoor kitchen with a grill.

This pet-friendly Sarasota apartment in Gulf Gate Estates is located an 8-10 minute drive from Siesta Key Beach and across from a Publix grocery store.
Enjoy this 2-bedroom apartment with a screened lanai overlooking the shared, heated swimming pool, perfect for families and offering included beach gear and a fully stocked kitchen.

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.

Located in Sarasota's Arlington Park area, this apartment offers convenient access to Arlington Park's amenities and green spaces, just 500 feet away.
This 1380 square foot apartment features 3 bedrooms and 2 bathrooms, a full kitchen with a dishwasher, air conditioning, and a heated swimming pool for year-round enjoyment.

Enjoy premium coastal living with western waterfront views from this top-floor apartment, just a short drive from downtown Sarasota.
This 2-bedroom, 2-bathroom apartment accommodates up to 4 guests and features a communal heated swimming pool, jacuzzi, fitness center, and on-site spa for a complete resort experience.

Located in Siesta Key's Village district, this apartment is just 500 feet from Siesta Key Beach, offering car-free convenience to shops, restaurants, and entertainment.
This 8-bedroom, 6-bathroom apartment accommodates up to 24 guests and features a swimming pool, a garden, and a full kitchen, perfect for a memorable getaway with a pool.