Compare Vacation Rentals with Pools in Clearwater, FL

Enjoy a ground-floor condo just a 5-minute drive from Clearwater Beach and within walking distance to Publix, offering easy access to Pier 60 Park and John's Pass Village & Boardwalk.
This newly renovated 500-square-foot apartment features a full kitchen and a private balcony, perfect for up to 3 guests, and provides access to a large heated swimming pool, fitness center, and barbecue area.

Enjoy a resort-style Clearwater getaway with a heated swimming pool, located just 3 miles from award-winning Clearwater Beach and Pier 60, with convenient walking access to grocery stores and restaurants.
This family-friendly apartment offers 2 bedrooms and 2 bathrooms, comfortably sleeping up to 6 guests, and features a fully equipped kitchen, complimentary WiFi, and access to an exercise room and clubhouse.

Waterfront condo in a guarded, gated resort community offers easy access to Clearwater Beach, just 15 miles away, and Tampa International Airport, 20 miles away, with Cove Cay Golf Club only 2.5 miles from your doorstep.
This luxuriously decorated and newly renovated 2-bedroom, 2-bath condo sleeps up to 8 guests and features a full kitchen, in-unit washer/dryer, and complimentary WiFi, all within a resort boasting a swimming pool, jacuzzi, sauna, tennis courts, and playgrounds.

Enjoy a fantastic Clearwater getaway in this pet-friendly apartment, conveniently located just 1 to 2 minutes from restaurants and a hospital, and a short 15-minute drive to Indian Rocks Beach and 10 minutes to Clearwater Beach.
This apartment offers a shared swimming pool, mini golf, shuffleboard, and picnic seating for up to four guests, complete with complimentary parking and on-site laundry facilities.

Located in Clearwater, this apartment is approximately 5 miles from Clearwater Beach and offers convenient access to major local areas.
This expansive 2350 square foot apartment with a pool accommodates up to 12 guests and features a massive game room with multiple gaming consoles and a large screened outdoor cooking area.

Just 500 feet from the shimmering shores of Clearwater Beach and Pier 60 Park, this studio apartment in Clearwater's Lake Bellevue neighborhood offers prime seaside access.
This pet-friendly apartment, perfect for two guests, features air conditioning, high-speed Wi-Fi, and convenient parking, with the added bonus of a swimming pool for your enjoyment.

Just an 8-minute walk from Clearwater Beach and 4.4 miles from Pier 60, this house in Sunset Beach offers an excellent location for your getaway.
This 1800 sq ft house with a pool features 3 bedrooms, 2 bathrooms, and a fully equipped kitchen, providing a private retreat with complimentary WiFi and parking.

This studio condo is located in Clearwater's Lake Bellevue neighborhood, just a short drive from Clearwater Beach and close to attractions like John's Pass Village & Boardwalk.
Enjoy resort-style amenities at this cost-effective option, including shared access to a relaxing swimming pool with lounge chairs and outdoor seating, perfect for a getaway with a pool.

Enjoy a tropical backyard oasis with a private swimming pool, perfect for your Clearwater getaway, located just 15 minutes from Clearwater Beach and close to Coachman Park and the Cleveland Street District.
This spacious 1800 square foot apartment offers 3 bedrooms and 3 bathrooms, comfortably accommodating up to 6 guests with high-speed Wi-Fi, central air conditioning, and free driveway parking.

Enjoy a ground-floor apartment in Clearwater with a swimming pool, located just 500 feet from Pier 60 Park and Clearwater Beach, and a short distance from John's Pass Village & Boardwalk.
This 1070 sq ft apartment accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a king bed in the master, two double beds in the second bedroom, a full kitchen, and air conditioning, perfect for a getaway with a pool.

Located in Avalon, this apartment is just a short drive to Clearwater's beaches and close to parks and restaurants.
This family-friendly apartment offers a heated swimming pool, an in-unit washer and dryer, and a private patio, ideal for relaxation and convenience.

Located in a central district, this spacious apartment offers easy access to Clearwater's attractions, situated just 1 mile from the bustling downtown area.
This apartment accommodates up to 10 guests with 4 king beds and a sofa bed, featuring 3 bathrooms, air conditioning, a kitchen, and a swimming pool, perfect for a getaway with a pool.

This ground-floor apartment in Clearwater's Avalon Complex is located near the beach, offering convenient access to St. Petersburg International Airport (15 miles) and Tampa International Airport (25 miles), with Pier 60 Park and Clearwater Beach just a short drive away.
Enjoy resort-style living with a heated swimming pool, fitness center, and a private patio in this 700 square foot apartment, perfect for your next pool getaway.

Discover a resort in Safety Harbor, Florida, uniquely located on a natural mineral spring and just moments from the beautiful beaches, offering easy access within 6 miles to the Tampa city center.
This resort features three swimming pools, a full-service spa, and a fitness center, providing a relaxing getaway with plenty of activities for guests.

Located in Clearwater's Spring Branch neighborhood, this newly renovated apartment compound is just 12 miles from Clearwater Beach and 35 miles from St. Pete Beach.
This family-friendly apartment offers a unique compound with three themed units, a private outdoor oasis with a swimming pool, and accommodations for up to 11 guests, perfect for a pool getaway.

Prime waterside location in Clearwater Beach offers a refreshing outdoor swimming pool, just a 6-minute walk from the famous beach and 3.2 miles from Pier 60.
This 2300 square foot house features 4 bedrooms, 4 bathrooms, a fully equipped kitchen, and a terrace, providing ample space for up to 25 guests with complimentary WiFi and parking.

Enjoy a spacious 4-bedroom apartment with a private swimming pool and hot tub, located just 500 feet from the Philadelphia Phillies Spring Training Stadium and a short 15-minute drive to Clearwater Beach.
This family-friendly apartment accommodates up to 8 guests and features a fully stocked chef's kitchen, PlayStation 5, smart TVs, and air conditioning, offering an excellent user rating for your getaway.

Enjoy a private heated saltwater swimming pool with an outdoor bar, just a 14-minute drive from the famous Clearwater Beach and other white sand beaches in Clearwater.
This family-friendly apartment accommodates up to 10 guests with a backyard oasis featuring a propane grill, ping pong table, and high-speed WiFi for ultimate relaxation and entertainment.

This upscale Clearwater retreat offers a private resort-style swimming pool and is located just a short distance from Clearwater's famous beaches, providing convenient access to the renowned coastline.
Accommodating up to 13 guests, this spacious apartment features a tiki hut, outdoor bar, and covered pavilion, perfect for entertaining and enjoying the tropical ambiance with your family and pets.

Waterfront on Sand Key, this resort is located just 2 miles from the Clearwater Municipal Marina and the Dolphin Encounter Cruise.
This resort offers an aquatic playground and a lagoon pool with a waterfall, perfect for a getaway with a pool.

Enjoy a fully remodeled 3-bedroom, 2-bathroom apartment with a heated swimming pool, conveniently located on a corner lot just 1 mile from the Pinellas Trail and 2.5 miles from Downtown Dunedin.
This spacious apartment accommodates up to 11 guests and features a well-equipped kitchen, a dining area for eight, and a living room with a sofa bed, offering a comfortable retreat with a private swimming pool.

Located in Clearwater's Spring Branch neighborhood, this studio apartment is just 12 miles from Clearwater Beach and 15 miles from Honeymoon Island State Park, offering convenient access to Gulf Coast attractions.
This newly renovated studio features a retro theme, a private patio, and a shared swimming pool with sun loungers, perfect for guests seeking a getaway with a pool and easy access to Tampa International Airport, just 30 miles away.

Discover this Pinellas Park vacation home, conveniently located just 5 miles from St. Pete-Clearwater International Airport, 9.3 miles from Tropicana Field, and 10 miles from the Chihuly Collection, offering easy access to Gulf beaches.
This 930-square-foot house features 4 bedrooms, 1 bathroom, and a fully equipped kitchen, perfect for families and groups, with the added bonus of a heated swimming pool for your enjoyment.

Conveniently located in a peaceful Clearwater district, this apartment is a short drive to Clearwater Beach (10 minutes) and Indian Rocks Beach (15 minutes), with restaurants just 1-2 minutes away.
This pet-friendly apartment offers a shared swimming pool and accommodates up to 6 guests, featuring a full kitchen and free parking.

Just 3 minutes from Downtown Main Street and 5 minutes from the Safety Harbor Pier, this 4-bed, 2-bath apartment offers a prime location in Safety Harbor.
Enjoy your stay at this Safety Harbor apartment with a heated swimming pool, outdoor bar, and putting green, perfect for a family getaway with a pool.

This Oldsmar villa offers a private setting with a fenced swimming pool and garden, located 11 miles from Tampa International Airport and 13 miles from Pier 60 and Raymond James Stadium.
Enjoy a fully equipped kitchen, flat-screen TV, and laundry service in this 1000 sq ft, 2-bedroom villa that accommodates up to 11 guests, with nearby opportunities for cycling and fishing.

Minutes from award-winning Clearwater Beach, this pet-friendly apartment offers a private swimming pool and hot tub for ultimate relaxation, with high-speed 1GB Wi-Fi and a fully stocked kitchen.
This apartment accommodates up to 8 guests and is conveniently located near the Clearwater Marine Aquarium, dining, shopping, and is within 2 hours of Busch Gardens Tampa Bay and Walt Disney World.

Located just 4 miles from Clearwater Beach, America's #1 ranked beach, this apartment offers excellent access to local grocery stores and 5-star restaurants.
This family and pet-friendly apartment boasts a spacious 1,040 sq ft open-concept living space with a large swimming pool, perfect for a getaway with a pool.

Enjoy a tranquil island neighborhood getaway with this apartment, just a short walk or bike ride to Clearwater Beach, the aquarium, and waterfront parks.
This spacious apartment offers a swimming pool, a jacuzzi, and a garden, perfect for families and remote workers, with a 2-car garage and room for 6 guests.