Compare Vacation Rentals with Pools in Clearwater, FL

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.

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.

This recently renovated 4-bedroom apartment is located in a quiet Clearwater neighborhood, offering privacy and convenient access just a 10-minute drive from Clearwater Beach.
Enjoy a private, fenced backyard with a large, heated swimming pool and ample outdoor furniture, plus provided beach gear for easy trips to the shore.

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.

Located in a peaceful residential area of Clearwater, this apartment is 2 miles from Pier 60 and 4 miles from Clearwater Beach.
Enjoy a private pool and garden at this family-friendly apartment, featuring free Wi-Fi and a fully equipped kitchen, perfect for exploring the area.

Enjoy waterfront views of the Intra Coastal waterway and private pool from this studio in Clearwater Beach, a 10-minute walk to the beach and just 200 feet from the Jolley Trolley beach tram.
This studio offers 400 square feet of recently updated space with a queen-size bed and queen-size futon, accommodating up to 4 guests with a heated swimming pool and BBQ grill on-site.

Just 5 miles from Clearwater Beach and 3 miles from Downtown Largo, this luxurious apartment offers a unique "glam-house" design in a quiet residential neighborhood.
This pet-friendly apartment features a private heated swimming pool, a game room with a pool table, and accommodates up to 10 guests, perfect for an unforgettable getaway with a pool.

Directly steps from the sugar-white sands of Clearwater Beach, this luxurious apartment offers an unparalleled coastal getaway with a resort-style swimming pool.
This spacious 7-bedroom, 8-bathroom apartment accommodates up to 20 guests and features a chef's kitchen, a Gulf-view rooftop deck, and an elevator for easy access to all levels, ensuring a comfortable and amenity-rich stay for those seeking a vacation with a pool.

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.

Enjoy direct Intracoastal Waterway views from this apartment, located in the Clearwater Area and just a 6-minute drive to Pier 60 and Clearwater Beach.
This family-friendly apartment offers a heated swimming pool, hot tub, and fitness center, perfect for your next getaway with a pool.

Just 500 feet from world-famous Clearwater Beach and Pier 60, this luxury four-level townhouse offers waterfront living with stunning bay and beach views from its rooftop terrace, complete with a fire pit, gas grill, and outdoor dining, and is a short walk to numerous dining and entertainment options.
This family-friendly house with a pool accommodates up to 10 guests with 4 bedrooms and 4 bathrooms, featuring a private elevator, a game room with Ms. Pac-Man and foosball, and access to a private heated community swimming pool.

Book this vacation rental. You will be in Clearwater.
Facilities and services: air conditioning, a fitness center and a dish washer. Take advantage of the pool in this apartment.

Just 11 minutes from Clearwater Beach, this upscale private home offers a convenient location for your getaway.
This chic, newly renovated apartment features a heated swimming pool, hot tub, and capacity for 8 guests, with a master suite boasting a unique his-and-hers shower and a dedicated workspace.

Just a 15-minute walk from Clearwater Beach, this waterfront studio condo offers a prime location for sun and sand seekers.
This family-friendly apartment with a pool features two queen beds, a well-equipped kitchenette, a balcony, and on-site amenities including a gated swimming pool, BBQ grill, and fishing pier.

Ground floor condo in a gated community is just 3 miles from Clearwater Beach and Pier 60, offering convenient access to Indian Rocks Beach and Honeymoon Island.
This 700 sq ft apartment features a king-size bedroom, a fully equipped kitchen with new granite countertops, and a brand new washer and dryer, all within a beautiful community with a swimming pool.

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.

This waterfront apartment in Largo offers canal access and is located just 15 miles from Clearwater Beach, providing a private retreat with paddle boards and a beach kit for convenient trips.
Enjoy extensive entertainment options including mini golf, a game room, an outdoor kitchen, and a heated swimming pool with an optional target temperature, perfect for families and groups of up to 20 guests.

This 4-bedroom apartment offers a private pool and hot tub in a residential neighborhood, just a 14-minute drive from world-famous Clearwater Beach and close to the Florida Botanical Gardens.
Guests can enjoy a tropical backyard with a BBQ grill, lounge seating, water basketball, and mini golf, alongside a spacious living room with a 65” Smart TV and electric fireplace, accommodating up to 8 people with fast Wi-Fi and central A/C.

Resort-style fun awaits at this Clearwater apartment, conveniently located in a residential area just 15 minutes from Clearwater Beach and Pier 60, and an 8-minute drive from Moccasin Lake Nature Park.
This family-friendly apartment accommodates up to 14 guests and features a pirate-themed backyard with mini golf, a ship playset, a heated saltwater swimming pool, and a full game room, making it an ideal pool getaway.

Enjoy a central Clearwater location with easy access to Clearwater beaches, Dunedin, and downtown Tampa, all within minutes of this pet-friendly apartment with a private in-ground swimming pool.
This apartment accommodates up to 8 guests and features a fully equipped kitchen, air conditioning, a screened-in porch with a fire table, and a beautifully landscaped garden, making it an ideal choice for families seeking a memorable getaway with a pool.

This ground-floor apartment is located on the Tampa Bay waterfront within the Grand Venezia Resort in Clearwater, offering easy access just 8 miles from Clearwater Beach and 16 miles from Tampa International Airport.
Enjoy resort amenities at this 1140 sq ft apartment, including a newly renovated heated swimming pool (closed May-July 2026), spa, sauna, and fitness center, perfect for travelers seeking a getaway with a pool.

Just 500 feet from BayCare Ballpark, this remodeled 4-bedroom, 2-bathroom apartment in Clearwater offers a private backyard oasis with a swimming pool, perfect for baseball fans and beachgoers alike, just minutes from Clearwater Beach.
This pet-friendly apartment accommodates up to 8 guests with a fully equipped kitchen, air conditioning, and entertainment options including a PlayStation 5, providing a complete getaway with a pool.