Compare Vacation Rentals with Pools in Clearwater, FL

This waterfront villa in Largo is situated on a ⅓ acre next to Lake Seminole, offering a 15-minute drive to popular beaches, John's Pass, and the Lake Seminole Park boat ramp.
Experience a unique stay with a private resort-style swimming pool, featuring four element-themed suites, a full kitchen in each, and accommodation for up to 22 guests, perfect for families and pet-friendly getaways.

Just a few minutes from Clearwater Beach, this luxury apartment is located in a quiet residential neighborhood, 24 miles from Tampa Airport.
This family-friendly apartment offers a private backyard with a swimming pool, firepit, and grill, alongside extensive entertainment amenities including arcade games and a pool table, accommodating up to 10 guests with 4 bedrooms.

Directly across from Clearwater Beach's sugar-white sands and a short walk to Pier 60, this apartment offers prime access to the area's dining and entertainment.
This 370 sq ft apartment accommodates up to 4 guests and features a kitchenette, air conditioning, and parking, with the added bonus of a heated swimming pool for a perfect getaway.

Just a 2-minute walk from Clearwater Beach, this studio is ideally located in Clearwater Beach, 3.2 miles from Pier 60 and 16 miles from John's Pass.
This studio offers a private pool for guests and complimentary WiFi, perfect for a relaxing getaway with a pool.

This ground-floor apartment in the gated Avalon at Clearwater community is just a 15-minute drive to Clearwater Beach and offers convenient walking distance to Publix, restaurants, and shopping.
Enjoy a 750 square feet living space with a fully equipped kitchen, in-unit laundry, and provided beach essentials, all complemented by access to a heated resort-style swimming pool and fitness center.

Just 1 mile from the Pinellas Trail and 4 miles from Clearwater Beach, this fully renovated coastal apartment offers a prime location in Clearwater, Florida.
This spacious 1300 sq ft apartment accommodates up to 8 guests and features a large swimming pool, perfect for a pool getaway, alongside a full kitchen and air conditioning.

Directly on the Intercoastal Waterway, this apartment offers stunning water views from every room and is just a 5-minute walk to Clearwater Beach, placing you steps from Frenchy's and Starbucks.
This 1700 sq ft apartment features 4 bedrooms, 2 bathrooms, sleeps 10, and includes a swimming pool, private balconies, garage parking, and provided beach accessories for a complete getaway.

Enjoy a memorable Clearwater getaway at this spacious four-bedroom, two-bathroom house with a pool, located just 7 minutes from the beach and 2.9 miles from Pier 60.
This family-friendly 1800 square foot home offers ample space for 23 guests, featuring a year-round outdoor swimming pool, a sun terrace, a lush garden, and convenient on-site private parking.

Steps from Clearwater Beach, this house offers direct access to pristine sands and is located 3.1 miles from Pier 60 and 16 miles from John's Pass.
This 4000 square foot house with a pool accommodates up to 39 guests with 7 bedrooms and 8 bathrooms, featuring a year-round outdoor swimming pool, a hot tub, a games room, and an on-site spa.

Enjoy a fantastic getaway at this apartment with a pool, conveniently located just a 10-minute drive from the renowned Clearwater Beach.
This 1100 square foot apartment offers 2 bedrooms, 2 bathrooms, air conditioning, complimentary WiFi, and on-site parking, along with an outdoor swimming pool and fitness center for your enjoyment.

This Clearwater apartment is located in a residential area, just 4 miles from Clearwater Beach and a 15-minute walk from Spectrum Field, the spring training home of the Philadelphia Phillies.
Enjoy this spacious 1750 square foot apartment with a swimming pool, perfect for families of up to 9 guests, offering convenient access to restaurants, bars, stores, and water activities within a 2-mile radius.

Resort-style outdoor living awaits at this family-friendly apartment, featuring a heated swimming pool and hot tub, located just 5 miles from Clearwater Beach and Pier 60.
This spacious 1960 sq ft apartment offers 4 bedrooms and 2 bathrooms, comfortably accommodating up to 10 guests with a fully equipped kitchen, smart TVs, and fast Wi-Fi.

Centrally located in Clearwater's Spring Branch neighborhood, this apartment is just a 12-minute drive from Clearwater Beach and 15 minutes from Honeymoon Island State Park.
This coastal-themed, family-friendly apartment offers a private outdoor patio and a shared swimming pool area, perfect for relaxation, with a fully equipped kitchen, luxury bedding, and capacity for six guests.

Just 10 minutes from the #1 rated Clearwater Beach, this Largo apartment offers a prime location for your next getaway.
Enjoy a spacious 3-bedroom apartment with a private swimming pool and grill area, perfect for families or groups of up to 10 guests.

Enjoy a prime Palm Harbor location, just 5 minutes from downtown restaurants and shops, 15 miles from Honeymoon Island, and 30 miles from Clearwater Beach.
This 1630 sq ft apartment offers a private saltwater swimming pool, a game room with an Xbox, and an outdoor living space with a BBQ grill and fire pit, perfect for families of up to 8 guests.

This Clearwater apartment is located in a residential area, 5 miles from Clearwater Beach and a 10-minute walk from Spectrum Field, home of Philadelphia Phillies Spring Training.
Enjoy this 1600 sq ft, 3-bedroom apartment with a private swimming pool, accommodating up to 8 guests with features like air conditioning, a full kitchen, and a screened-in party room with a grill.

Just a 10-minute drive from Honeymoon Island State Park, this luxury villa offers convenient access to the beach and is also a short distance from downtown Dunedin's shops and restaurants.
This family-friendly house with a pool features 5 bedrooms, accommodating up to 10 guests, and boasts a private heated saltwater swimming pool, a hot tub, a game room with a pool table, and a four-hole putting green.

Just 500 feet from Clearwater Beach, The Hiatus Clearwater Beach, Curio Collection by Hilton offers a prime beachfront resort experience with direct access to the sand.
This resort features an outdoor swimming pool and provides complimentary WiFi, air conditioning, and on-site dining options for a comfortable stay.

Just 500 feet from the beach and Honeymoon Island, this Oldsmar apartment offers a prime location for nature lovers and beachgoers.
This fully renovated 1780 sq ft apartment, ideal for up to 16 guests, features a heated swimming pool with a swim-up bar, a hot tub, and a garden, providing the ultimate pool getaway experience.

Just 5 minutes by car from Clearwater Beach, this fully refurbished 1-bedroom condo offers a prime location in Clearwater, providing convenient access to Dunedin, Largo, Tampa, and Honeymoon Island.
Enjoy resort-style living in this gated community featuring a heated swimming pool, fitness center, and private balcony, perfect for travelers seeking a getaway with a pool and close proximity to jet skiing and kayaking.

Located in Largo, this house is approximately 6.8 miles from Pier 60 and 8.1 miles from John's Pass and Village Boardwalk.
This spacious 1600 sq ft house with a private heated swimming pool and hot tub accommodates up to 20 guests and features an on-site arcade, putt-putt, and a casino for endless entertainment.

Enjoy a 1-bedroom, 1-bathroom apartment in Clearwater Beach, just 500 feet from Clearwater Beach and within a 10-minute walk to shops and restaurants on Mandalay Ave.
This pet-friendly apartment offers air conditioning, a kitchen with a fridge and microwave, and features a heated swimming pool, complimentary parking, and a Tesla EV charger.

Just 500 feet from the Florida Botanical Gardens, this Seminole apartment offers a prime location in Walsingham, Largo, with easy driving access to 7th Avenue Beach (3.6 miles) and Clearwater Beach (10.0 miles).
This 2260 sq ft apartment accommodates up to 14 guests and features a renovated backyard with a private heated swimming pool and spa, perfect for enjoying the Florida weather, alongside amenities like complimentary high-speed WiFi and free parking for six vehicles.

Just 500 feet from the soft, white sands of Clearwater Beach, this apartment offers a prime location in Clearwater Beach, close to Pier 60.
This apartment with a pool provides a queen suite with essential amenities, on-site parking, and convenient access to restaurants, cafes, and public transport via the Jolley Trolley.

Enjoy resort-style amenities at this Clearwater apartment with a pool, located just a short walk from sugar-white sandy beaches and the Gulf, offering easy access to shops and restaurants. This pet-friendly apartment features a fully equipped kitchen, a spacious master bedroom with a king-size bed, and a living room with a pull-out sofa, perfect for accommodating up to two guests.

Enjoy a studio apartment with a swimming pool, conveniently located just 1.5 miles north of Downtown Clearwater and 3 miles from Clearwater Beach.
This pet-friendly apartment offers air conditioning, internet, parking, and access to shared amenities including a pool, BBQ, and fire pit, plus an on-site mini golf course.

This Clearwater vacation home is situated 4.3 miles from Pier 60 and 15 miles from John's Pass.
Enjoy this spacious 5-bedroom house with a private swimming pool, perfect for families with children, offering indoor and outdoor play areas, on-site water sports, and free WiFi.

Just 100 feet from the beach in Clearwater Beach's historic Old Florida District, this apartment is also a 5-block walk to Pier 60.
This 900 sq ft, 2-bedroom apartment accommodates up to 5 guests and offers a tropical backyard with a hot tub and access to a swimming pool with a waterslide, making it a perfect getaway with a pool.