Compare Vacation Rentals with Pools in Sarasota, FL

Newly renovated, this Sarasota apartment is located in a desirable neighborhood, a short drive to Siesta Key and Lido Beach, and offers convenient access to downtown dining, cultural spots, and the Legacy Trail.
Enjoy a spacious private heated pool with a 6-person hot tub under a cedarwood gazebo, a tropical patio with a grill, and a fully equipped kitchen, perfect for families and groups of up to 6 guests.

Enjoy sweeping bay and Whitaker Bayou views from a private, third-floor terrace in this waterfront condo located in Central Sarasota, just a 5-minute drive from downtown Sarasota and within 15 miles of Lido Beach and Siesta Key Beach.
This stylish 960 sq ft apartment, accommodating up to 4 guests, features new Crate & Barrel furniture, a private den with a trundle bed, in-unit laundry, and access to resort-style amenities including a heated swimming pool, spa, and fitness center.

Just 500 feet from Lido Beach, this studio apartment offers a prime location in Sarasota, within walking or biking distance to St. Armand's Circle's upscale shops and restaurants and Ted Sperling Kayak Park.
This recently remodeled apartment with a full kitchen and queen-size bed provides WiFi, cable TV, and access to a heated swimming pool, perfect for a getaway with a pool.

Located in Indian Beach Sapphire Shores, this apartment is a short drive to Sarasota's cultural attractions, including the Ringling Museum (7 miles) and downtown (12 miles), with Lido Key Beach (15 miles) and Siesta Key Beach (20 miles) also easily accessible.
This 3-bedroom apartment accommodates up to 8 guests and features a private saltwater swimming pool with an outdoor bar and fire pit, perfect for a getaway with a pool.

Enjoy luxury waterfront living on Whitaker Bayou in Sarasota, just a 5 to 10-minute drive from downtown dining and entertainment, 15 minutes from Lido Beach, and 25 minutes from Siesta Key Beach.
This 2-bedroom, 2-bathroom apartment offers flexible sleeping arrangements with a den convertible couch, and features a fully equipped kitchen, air conditioning, and access to a heated swimming pool, spa, and fitness center.

This waterfront apartment in Central Sarasota is just 2,112 feet from The Bay Park and 0.5 miles from the Van Wezel Performing Arts Hall, with downtown Sarasota and St. Armands Circle a short drive away.
Enjoy panoramic water views from the wraparound balcony of this stylish, 950-square-foot condo with two bedrooms and two bathrooms, offering direct access to a swimming pool and spa, and opportunities for bay activities.

This one-bedroom condo on Saint Armands Key in Sarasota is located within walking distance of Lido Beach and St. Armand's Circle, with Mote Marine Laboratory & Aquarium just a 5-minute drive away.
Enjoy direct ground-floor access to a heated swimming pool and jacuzzi at this 780 square foot apartment, perfect for up to 4 guests, offering opportunities for fishing and boating on Sarasota Bay.

Enjoy a prime location in Central Sarasota, just 500 feet from downtown Sarasota and Selby Gardens, with Southside Village less than a mile away, and a short drive to St. Armands Circle and world-renowned beaches like Siesta Key Beach.
This 1400 sq ft apartment offers 2 bedrooms and 2 bathrooms, featuring a community swimming pool, Jacuzzi, fitness center, and direct access to Sarasota Bay with a private kayak launch lift.

Located in one of Downtown Sarasota's oldest historical neighborhoods, this house is only 2 miles from Sarasota Bay and surrounding beaches, with Lido Beach 5 miles west and Siesta Key 7 miles southwest.
This private poolside cottage offers a full kitchen, air conditioning, and is equipped with a swimming pool, perfect for a relaxing getaway.

Located in Arlington Park, Sarasota, this apartment is just a 15-minute drive from the world-renowned Lido Key and Siesta Key Beach.
This 3-bedroom, 2-bathroom apartment boasts 1560 sq ft of living space with a private heated saltwater pool with a waterfall, perfect for families or groups of up to 8 guests seeking a pool getaway.

Enjoy a prime waterfront condo in downtown Sarasota, located 2.8 miles from the John and Mable Ringling Museum of Art and just 1.1 miles from Indian Beach.
This pet-friendly accommodation offers a resort-style swimming pool and spa, on-site fitness center, and complimentary parking and WiFi for up to 8 guests.

Enjoy a Sarasota condo with a heated swimming pool, perfectly situated near the bay, just minutes from Siesta Key and Lido beaches, and upscale shopping at St. Armands Circle.
This family-friendly apartment offers 2 bedrooms, accommodating up to 6 guests, and features a fully stocked kitchen, a balcony with lake views, and convenient access to attractions like Mote Marine Laboratory & Aquarium.

This Sarasota apartment is located in the Cultural Arts District, a short walk to The Bay Park and Van Wezel Performing Arts Hall, and approximately 6 miles to Lido Key Beach and St. Armands Circle.
Enjoy a resort-style experience with this dog-friendly apartment featuring a community saltwater swimming pool, a spacious wrap-around balcony with canal and bay views, and a modern kitchen, perfect for your getaway.

Just 500 feet from local shops and dining, this second-floor apartment in a quiet Sarasota residential area offers a 5-10 minute drive to Siesta Key Beach.
Enjoy this pet-friendly apartment with a heated community swimming pool, featuring 720 square feet of living space, a fully equipped kitchen, and a queen sleeper sofa, accommodating up to 4 guests with onsite laundry and provided beach essentials.

This updated pool home is located near Pinecraft and downtown Sarasota, offering convenient access to the Legacy Trail for biking to downtown Sarasota and Venice.
Enjoy a family-friendly apartment with a private fenced-in swimming pool, sleeping up to 7 guests, featuring 3 bedrooms with TVs, a fully equipped kitchen, and complimentary bicycles for exploring nearby parks, restaurants, and art galleries.

Located in a private neighborhood in South Sarasota, this apartment is just minutes from Siesta Key beach and downtown Sarasota.
Enjoy resort-like amenities including a spacious back porch overlooking a heated pool, perfect for unwinding after a day at the beach.

Steps from Lido Beach and pool, this apartment is located in Sarasota's prime Lido area, just two blocks from the Ritz Carlton Beach House and a short walk to St. Armands Circle and downtown.
Enjoy this bright, 1630 sq ft apartment with a private yard, offering ample space for up to six guests and featuring a convenient in-unit washer and dryer, perfect for a getaway with a pool.

Enjoy peaceful lake views from this bright 1-bedroom apartment, located in a quiet Sarasota residential area just a 5-10 minute drive to Siesta Key Beach.
This pet-friendly apartment offers a heated community swimming pool, a fully equipped kitchen, and onsite laundry, perfect for travelers seeking a relaxing getaway with a pool.

Directly on the sand, this beachfront apartment in Sarasota offers direct beach access and stunning sea views, just half a mile from downtown Sarasota and 3.7 miles from The John and Mable Ringling Museum of Art.
This 1580 square foot, 2-bedroom apartment accommodates up to 8 guests and features a terrace with bay views, a full kitchen, and access to a swimming pool, hot tub, and sauna, perfect for a memorable pool getaway.

This Sarasota apartment offers a prime location, just 5 miles from Ed Smith Stadium and 2 miles from Bobby Jones Golf Course, with Lido Key and Siesta Key beaches only a 20-minute drive away.
Enjoy this family-friendly apartment with a saltwater heated pool available for an optional nightly fee, featuring a fully equipped kitchen, an office setup for remote work, and accommodating up to 6 guests.

Experience a unique 'Real Florida' escape in a secluded North Sarasota setting, offering tranquil surroundings and easy access to beaches and local attractions.
This pet-friendly apartment with a swimming pool accommodates up to 12 guests and features a fully equipped kitchen, a private wrap-around deck, and access to fitness facilities.

This ground-floor Sarasota condo offers exceptional walkability, located west of the trail and just steps from the Legacy Trail, downtown Sarasota's dining and cultural attractions, and a short drive to Siesta Key Beach.
Enjoy resort-style amenities at this apartment, including a swimming pool, hot tub, tennis/pickleball court, and fitness room, perfect for travelers seeking a getaway with a pool.

Enjoy a resort-like experience in this 1500 sq ft, 3-bedroom apartment in Sarasota's Arlington Park, offering a heated saltwater swimming pool and located just 10 minutes from Siesta Key Beach and 20 minutes from the #1 beach in the US.
This pet-friendly apartment with a pool also features a fully-equipped kitchen, a deck with lounge chairs, complimentary bikes for exploring the Legacy Trail, and convenient access to public transportation for exploring Lido Key and St. Armands Circle.

Located in Arlington Park, Sarasota, this apartment is less than 2 miles from Siesta Key and a 5-minute walk to Southside Village.
This family-friendly apartment with a pool accommodates up to 8 guests and features 3 bedrooms, 2 bathrooms, a fully renovated interior, and a dedicated office space, perfect for enjoying your Sarasota getaway.

Just 1 minute from the NEW Legacy Trail, this apartment offers convenient access to Downtown Sarasota, located 6 minutes away, and is a 15-minute drive to the highly-rated Siesta Key Beach and Lido Beach.
This pet-friendly apartment sleeps 6 guests and features a private backyard with a brand new, heated saltwater swimming pool, a grill, and a campfire area, perfect for a getaway with a pool.

Experience the exclusive Dali House theme in Central Sarasota, just 500 feet from downtown Sarasota's theaters, operas, restaurants, parks, and beaches, offering an immersive artistic retreat.
This 1000 sq ft apartment accommodates up to 4 guests and features luxury amenities including a split king bed with massage and adjustments, a full kitchen, and access to a gated community with a swimming pool, spa, and hot tub.

Just a 7-10 minute walk from the beach and St. Armands Circle, this Lido Key studio offers an affordable way to experience the area.
This apartment with a pool provides beach chairs, an umbrella, and towels, and is located behind a kayak rental spot with bike rentals nearby.