Compare Vacation Rentals with Pools in Sarasota, FL

Centrally located in Sarasota, this apartment offers convenient access to downtown attractions, dining, and shopping districts, placing you just 2 miles from the Sarasota Opera.
Enjoy a comfortable stay in this 2-bathroom apartment, designed to accommodate up to 4 guests with modern amenities including a fully-equipped kitchen and a refreshing swimming pool.

Enjoy resort-like living in Gulf Gate Estates with this spacious four-bedroom villa, featuring a private swimming pool and garden, conveniently located 7.5 miles from downtown Sarasota attractions like Marina Jack and the Sarasota Opera, and 11 miles from the airport and Ringling Museum.
This 2000 square foot house is equipped with a full kitchen, air conditioning, complimentary WiFi, and offers free bicycle use, accommodating up to 11 guests for an excellent getaway with a pool.

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.

Just 500 feet from the unique Pinecraft village, this 3-bedroom apartment offers a prime location in Sarasota with walkable access to local restaurants and shops.
Enjoy your Sarasota getaway with a large, screened-in heated swimming pool, a fully stocked kitchen, and provided pool towels and beach chairs, all within a 10-minute drive to Lido Beach.

This Sarasota apartment in the Jefferson Pines condominium complex offers convenient access, just a short drive west of I-75 via the Fruitville Exit, providing easy travel for visitors.
Enjoy this 2-bedroom, 2-bathroom apartment with a swimming pool, perfect for up to 4 guests, featuring a full kitchen, air conditioning, and parking.

This Sarasota apartment offers a private heated saltwater swimming pool with a safety gate, perfect for families seeking a secluded getaway.
Located in a quiet residential area, this 3-bedroom apartment is just a short drive from Siesta Key and Lido Key beaches, Downtown Sarasota's Marina Jack, and features easy access to the Legacy Bike Trail.

Just 500 feet from the white quartz sand of Siesta Key Beach, this apartment offers a prime location with easy access to shopping at St. Armands Circle and the Mall at University Town Center.
This 900-square-foot, fourth-floor unit in the Grande Tower Building accommodates up to 4 guests and features a fully equipped kitchen with granite countertops, tile flooring throughout, and a patio with sliding windows to enjoy tropical breezes, ideal for those seeking a relaxing getaway with a pool.

Prime Lido Key, this remodeled studio apartment is just a 500 feet walk to Lido Beach and St. Armand's Circle, offering excellent location and user ratings.
Enjoy a convenient stay with a shared swimming pool, air conditioning, and a full kitchen, perfect for couples or solo travelers seeking value and proximity to downtown Sarasota and Longboat Key.

Enjoy a serene lake view from your balcony at this Gulf Gate Estates apartment, conveniently located about 11 miles from the Ringling Museum and Sarasota Opera.
This apartment offers a year-round outdoor swimming pool, a fully equipped kitchen, and free on-site parking, making it an ideal choice for a getaway with a pool.

Just 5 miles from downtown Sarasota, this apartment offers a peaceful neighborhood setting, a short drive from beautiful beaches and botanical gardens.
This 4-bedroom, 2-bathroom apartment with a private heated swimming pool and hot tub accommodates up to 10 guests and features a gym, sauna, and game room.

Located in Sarasota, this apartment is a short drive from downtown, St. Armands Circle, Siesta Key Beach, and Lido Key Beach.
This 1600 square foot apartment with 3 bedrooms and 2 bathrooms comfortably sleeps 9 guests and features a private heated pool from November 21st to April 1st, a gas grill, and an outdoor dining area.

Located in Sarasota, this apartment offers proximity to Sarasota/Bradenton Airport and is a short drive to Siesta Key Beach (11 miles), Lido Key Beach (7.4 miles), and Anna Maria Island (9.6 miles).
Enjoy your stay at this family-friendly apartment with one bedroom and one bathroom, featuring a kitchen with a fridge, microwave, and dishwasher, plus access to a community swimming pool, tennis courts, and a playground.

Located in Sarasota, Florida, Glamor Manor is just 2 miles from downtown Sarasota and a short drive to Siesta Key Beach, St. Armands Circle, and Marie Selby Botanical Gardens.
This spacious 2780 square foot house offers a private heated swimming pool, 5 bedrooms, 4 bathrooms, and accommodates up to 14 guests, perfect for a family getaway with a pool.

This Sarasota Springs apartment offers a fantastic getaway with a pool, conveniently located near a golf course and just a short drive from Siesta Key Beach and Lido Beach.
Boasting 2010 square feet, this family-friendly apartment comfortably accommodates up to 13 guests with 3 bedrooms and 2 bathrooms, featuring essential kitchen appliances, air conditioning, and a swimming pool.

Centrally located in Sarasota, this apartment is just a 15-minute drive from Siesta Key beach, offering convenient access to the city's arts, theatre, parks, and restaurants.
This family-friendly apartment features 3 bathrooms, accommodates up to 6 guests, and includes a swimming pool, fitness center, and pickleball court for your enjoyment.

This apartment in Sarasota's Alta Vista neighborhood is conveniently located 2 miles from Downtown Sarasota and 1.5 miles from Marie Selby Botanical Gardens, offering proximity to Siesta Key Beach (6 miles) and St. Armand’s Circle (5 miles).
Enjoy a spacious 2240 square feet of living space with dual accommodations perfect for up to 10 guests, featuring a private heated swimming pool with a Weber grill and complimentary beach accessories.

Enjoy picturesque lakefront views from this apartment in Gulf Gate Estates, just 2 miles from Siesta Key Beach and 10 minutes from Downtown Sarasota's dining and shopping.
This 1600 sq ft apartment with a heated swimming pool accommodates up to 6 guests and includes a fully equipped kitchen, air conditioning, and provided beach essentials for a convenient getaway.

Experience a secluded wooded waterfront apartment in South Sarasota, just a 5-minute drive from the beach and offering private boat rental and kayak access.
This spacious apartment features a huge heated swimming pool with an integrated TV, four suites with private baths accommodating up to 14 guests, and individual AC units in each room for personalized comfort.

This apartment is situated in a residential area of Sarasota, only 2.7 miles from downtown and 4.5 miles from Siesta Key Beach.
Enjoy a spacious 4-bedroom, 3-bathroom apartment with a brand new saltwater swimming pool and spa, perfect for families and groups seeking a getaway with a pool.

This retro-inspired private villa with island oasis themes is located in Gulf Gate Estates, just 1 mile from Siesta Beach and within walking distance to dining and shopping.
Enjoy a tropical Florida lifestyle with this ground-level villa featuring a heated swimming pool, outdoor lounge with firepits, gas barbecue grill, and a backyard garden with a fire pit and mango tree, perfect for a pool getaway.

Enjoy a Sarasota escape at this apartment in Gulf Gate Estates, located approximately 4 miles from Siesta Key Beach and near St. Armands Circle and the Mall at University Town Center.
This 2-bedroom, 2-bathroom apartment with a swimming pool accommodates up to 6 guests and features a fully stocked kitchen, in-unit laundry, and a Smart TV for your convenience.

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.

Centrally located in Sarasota, this apartment is just a short drive from Siesta Key Beach, Lido Beach, and Downtown Sarasota, offering easy access to Pinecraft and the Legacy Trail.
This 1300 sq ft apartment with a heated swimming pool accommodates up to 6 guests and features a private, fenced backyard, in-unit laundry, and stainless steel kitchen appliances.

Just two blocks from the Bay, this Sarasota apartment is located in a peaceful district, close to Ringling College of Art and Design, the Ringling Museum, and downtown.
Enjoy outdoor relaxation with a private, fully fenced yard and a swimming pool, perfect for unwinding after exploring the area, with space for up to 5 guests and full access to the house.

Just one block east of Ed Smith Stadium, this 2-bedroom apartment in Sarasota offers a private, fenced backyard with a heated swimming pool, perfect for a pool getaway.
This family home is centrally located, providing a 10-minute drive to downtown Sarasota and a 15-20 minute drive to Siesta Key and Lido Key Beaches, with high-speed internet and a fully equipped kitchen.

Conveniently located on a main road, this apartment is a short distance from Ringling College, downtown Sarasota, and Sarasota-Bradenton International Airport, which is a 7-minute drive away.
This family-friendly apartment offers excellent ratings for location and cleanliness, featuring a swimming pool, fitness center, and complimentary bicycles and e-scooters for exploring the area, all within 500 feet of grocery stores and pharmacies.

This apartment in Sarasota Springs is conveniently located near beaches, family attractions, nightlife, and championship golf courses, offering easy access to diverse entertainment options.
Enjoy 2700 square feet of living space with two distinct living areas, a fully stocked kitchen, and a private outdoor oasis with a BBQ grill, all complemented by a refreshing swimming pool perfect for your getaway.

Enjoy a Sarasota apartment getaway with a pool, located just 1.5 miles from downtown and a short drive to St. Armands, Lido Beach, and Siesta Key Beach.
This pet-friendly apartment accommodates up to 4 guests with a fully equipped kitchen, screened porch, Weber grill, and flat-screen TVs, offering a family-friendly atmosphere with an optional pool safety fence.