Compare Vacation Rentals with Pools in Clearwater, FL

Enjoy a Clearwater getaway with this one-bedroom apartment featuring a heated swimming pool, perfect for relaxation year-round.
This apartment offers complimentary parking and air conditioning, located in Clearwater, Florida, just a short distance from local attractions.

Just 5 miles from Safety Harbor and close to Dunedin, this house offers a peaceful tropical lagoon setting with a private swimming pool for relaxation.
This 3-bedroom, 2-bathroom house accommodates up to 8 guests and features a dedicated game room, a full kitchen with a dishwasher, and is a short drive to Clearwater Beach.

Located in a quiet, family-friendly Clearwater neighborhood, this mid-century ranch offers quick access to restaurants, shops, parks, attractions, and is a short drive to beautiful beaches, St. Petersburg, and Tampa.
This 1040 sq ft apartment comfortably accommodates up to 6 guests and features a fully equipped chef's kitchen, an open concept living area, two bedrooms, a spacious deck with a BBQ grill, and an in-ground swimming pool with a pergola sail shade.

Enjoy a fantastic Clearwater getaway in this 1-bedroom apartment, offering convenient access to the beach with Clearwater Beach just 7 miles away and Indian Rocks Beach 11 miles away, all within a secure gated community that also features a barbecue area and shopping centers within walking distance.
This apartment provides a comfortable stay for up to 4 guests and boasts a heated swimming pool and fitness center as part of the Avalon complex amenities, alongside complimentary Wi-Fi and beach essentials like chairs and an umbrella.

This resort-style gated apartment in Clearwater offers a vacation atmosphere with a heated swimming pool and BBQ area, just a short walk from shops and dining.
Enjoy a 1-bedroom, 1-bathroom apartment with a private patio, fully equipped kitchen, and air conditioning, perfect for two guests seeking a safe and comfortable stay with a pool.

Just a 5-minute drive from Clearwater Beach, this Clearwater apartment offers a prime location with excellent ratings for its setting and user experience.
This apartment features a swimming pool, a fitness center, and a renovated kitchen, perfect for up to 3 guests seeking a comfortable stay with all the amenities of home, including air conditioning and parking.

Enjoy exclusive access to a private swimming pool, perfect for unwinding after a day exploring Clearwater.
This one-bedroom apartment is centrally located, just a 12-minute drive from Clearwater Beach and the Clearwater Marine Aquarium, with convenient proximity to dining and a supermarket.

Enjoy a recently remodeled Florida rambler apartment in a residential area, just a short drive from Clearwater's attractions and featuring a prominent live oak tree in the yard.
This family-friendly apartment offers 3 bedrooms, 2 bathrooms, and accommodates up to 8 guests, boasting a swimming pool and a garden for a perfect vacation getaway with a pool.

Just a 4-minute walk from Clearwater Beach, this studio accommodation offers a prime location with excellent ratings for its setting and cleanliness.
Enjoy your stay at this Clearwater studio with a pool, featuring a fully equipped kitchen, air conditioning, and a balcony, conveniently located 12 miles from St. Pete-Clearwater International Airport.

Located within the secure Avalon at Clearwater gated community, this apartment offers ground-floor access and is ideally situated for exploring Clearwater's attractions.
This spacious one-bedroom apartment sleeps up to 4 guests and features a queen bed, a queen sofabed, in-unit laundry, and a private balcony, all complemented by access to a resort-style heated swimming pool.

Waterfront views are yours from a corner balcony at this studio located on the South Point of Clearwater Beach Island, just a 10-15 minute walk to Clearwater Beach and Pier 60 Park.
This studio offers a king-size bed, twin futon, and child's bed for up to 4 guests, featuring a fully equipped kitchen and access to a heated gated swimming pool with BBQ grill.

This waterfront studio apartment in Beso del Sol, Dunedin, offers a private deck with a peek-a-boo water view overlooking bamboo gardens, just a short drive from downtown's boutique shopping, dining, and breweries.
Enjoy the convenience of an on-site waterfront dining and bar, a swimming pool, and a spa, with optional resort fee access to laundry, bike rentals, and a coffee bar, all within easy reach of Honeymoon Island, Caladesi Island, and Clearwater Beach.

Directly on Clearwater beaches, this apartment is located 1.8 miles from Pier 60 for sunset celebrations and entertainment.
This 1100 square foot apartment with a pool offers a private patio, balcony, barbecue facilities, and an on-site table tennis for guest enjoyment.

Enjoy a relaxing Clearwater getaway with this 4-bedroom apartment featuring a swimming pool, located near Tampa Bay and Pier 60 Park.
This family-friendly apartment offers ample space for 8 guests, complete with a full kitchen, air conditioning, and convenient parking, making it ideal for exploring local attractions like Congo River Golf.

Enjoy year-round swimming in a private heated pool at this dog-friendly apartment in Clearwater, conveniently located just 5 miles from Clearwater Beach and 15 miles from the Clearwater Marine Aquarium.
This spacious 3-bedroom, 2-bathroom apartment accommodates up to 8 guests and features a fully fenced backyard with a fire pit, a dedicated bunk room with a foosball table, and indoor shuffleboard for family fun.

Enjoy a fantastic getaway at this 2-bedroom apartment with a pool, located just 3 miles from the renowned Clearwater Beach, recognized as the Best Beach of 2016 in the US.
This family-friendly apartment offers a recently updated interior, including a private balcony, complimentary WiFi, and a convenient in-unit washer and dryer, perfect for accommodating up to 6 guests.

Centrally located in Clearwater, this apartment is just 0.3 miles from the Bay Bridge and offers easy access to Clearwater Beach.
This apartment features air conditioning, a kitchen with a fridge, freezer, and microwave, and a swimming pool perfect for a relaxing getaway.

This ground-floor condo in Clearwater, Florida, offers easy access to sugar-white beaches (3 miles), the Marine Aquarium (3 miles), and Pier 60 (3 miles), with Honeymoon Island State Park (15 miles) also within reach.
Enjoy resort-style amenities at this pet-friendly apartment, including a swimming pool with a charcoal grill, a screened patio, a fully equipped kitchen, and a dedicated computer workstation, perfect for a family getaway with a pool.

Just 500 feet from Clearwater Beach, this apartment offers a prime location and convenient access to the Jolley Trolley for exploring Clearwater.
This pet-friendly apartment features a king suite with a mini-fridge, microwave, and coffee maker, plus access to a heated swimming pool and complimentary beach chairs, perfect for a relaxing getaway with a pool.

Located in a tranquil setting, this Clearwater house offers easy access to local attractions, just a short drive from Clearwater Beach.
This 3-bedroom, 3-bathroom house accommodates up to 6 guests and features a swimming pool, air conditioning, WiFi, and a full kitchen, making it a perfect getaway with a pool.

Experience a serene Clearwater getaway by Allen Creek, just a 14-minute drive from Clearwater Beach and convenient to Honeymoon Island State Park and Downtown Dunedin.
This pet-friendly apartment offers private pool and hot tub amenities for relaxation, a fully equipped kitchen, and entertainment options including a PlayStation 5 and 1GB high-speed Wi-Fi, comfortably accommodating up to 8 guests.

Just 5 minutes by car from Clearwater Beach, this renovated ground-floor apartment offers easy access to shopping centers like Publix and is located in a secure, gated community.
Enjoy this 600 sq ft apartment with a king bed and queen sleeper sofa, fully equipped kitchen, and included Wi-Fi, all steps from a heated swimming pool and barbecue area, perfect for a pool getaway.

This studio condo is located in Clearwater's Lake Bellevue neighborhood, just a short drive from the renowned Clearwater Beach and 1.5 miles from Jack Russell Stadium.
Enjoy resort-style amenities, including a shared swimming pool, at this pet-friendly apartment that accommodates up to 4 guests.

Enjoy a getaway in Clearwater at this spacious three-bedroom, three-bathroom holiday home with a private entrance, located just 2 miles from Pier 60 and 8.7 miles from St. Pete-Clearwater International Airport.
This comfortable accommodation for up to 11 guests features a fully equipped kitchen, air conditioning, and a washing machine, all complemented by a private swimming pool perfect for relaxation and fun.