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Clearwater, FL villas
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874 Villa rentals in Clearwater, FL

Find the Best Holiday Houses with Swimming Pool in Clearwater, FL

On-site pool access in Clearwater, FL makes a refreshing swim to complement your beach day a wonderful part of your daily routine.

Sea Shell 14 - Premier - Clearwater, FL
9.0 144 reviews
Clearwater, FL
08/13 – 08/16
$261/nighttotal: $783 (3 )

Sea Shell 14 - Premier

2 4
house , Indian Shores
Sea Shell 14 - Premier is located just a 4-minute walk from Indian Shores Beach, offering easy access to the beautiful white sands and turquoise waters. The property has consistently received very good ratings for location, cleanliness, and overall user experience.
The 1230 square foot house features two bedrooms and a well-equipped kitchen with a dishwasher, oven, and microwave. Enjoy the private balcony, free Wi-Fi, a swimming pool, a tennis court, and a garden.
Clearwater Coastal Oasis - Heated Pool - Clearwater, FL
9.9 15 reviews
Clearwater, FL
12/23 – 01/25
$209/nighttotal: $6897 (33 )

Clearwater Coastal Oasis - Heated Pool

1 4
house , Clearwater
This modern two-story townhouse in Clearwater is located steps from a heated community pool and two nature parks.
The 2-bedroom, 2-bathroom property sleeps 4, features a fully equipped kitchen, 79-inch smart TV, dedicated workspace, and private fenced backyard patio; beach chairs are provided for guest use.
New Listing Tropical Island Beach House - Clearwater, FL
Clearwater, FL
07/09 – 07/18
$802/nighttotal: $7218 (9 )

New Listing Tropical Island Beach House

1 10
house , Indian Rocks Beach
This Indian Rocks Beach home is conveniently located near Belleair Beach (1 mile), Pier 60 (7 miles), and St. Pete-Clearwater International Airport (11 miles), offering easy access to area attractions. This three-bathroom house sleeps 21 guests and boasts a private pool, Jacuzzi, free Wi-Fi, and a fully equipped kitchen, perfect for large groups enjoying Clearwater Beach and its surroundings.
Lux Tiny Home | 2 Bed 1 Bath Unit D “Skye” - Clearwater, FL
9.9 25 reviews
Clearwater, FL
07/31 – 08/03
$281/nighttotal: $843 (3 )

Lux Tiny Home | 2 Bed 1 Bath Unit D “Skye”

1 5
cabin , Dunedin
This 2-bedroom, 1-bathroom cabin is situated in Downtown Dunedin, a minute's walk from shops, breweries, restaurants, and nightlife, and a 15-minute drive from Clearwater Beach.
This pet-friendly accommodation sleeps up to 5 guests and features a full kitchen, air conditioning, and exclusive access to a private swimming pool, with the Pinellas Trail nearby for biking.

Best Clearwater, FL houses with a kitchen

Pink Pony Villa - Waterfront Escape With Pool & Themed Rooms - Clearwater, FL
Clearwater, FL
07/09 – 07/18
$755/nighttotal: $6795 (9 )

Pink Pony Villa - Waterfront Escape With Pool & Themed Rooms

5 10
house , Palm Harbor
Pink Pony Villa, a waterfront property in Palm Harbor, Florida, offers stunning sea views and is conveniently located 8.5 miles from Pier 60 and 16 miles from St. Pete-Clearwater International Airport.
This two-bedroom, three-bathroom vacation rental boasts 100 square feet of living space, a private pool, Jacuzzi, free Wi-Fi, and parking, comfortably accommodating up to 21 guests.
Saltylux16 Heated Saltwater Pool, Near Beach, Honeymoon Island, Farmer Market - Clearwater, FL
10 10 reviews
Clearwater, FL
07/18 – 07/25
$732/nighttotal: $5124 (7 )

Saltylux16 Heated Saltwater Pool, Near Beach, Honeymoon Island, Farmer Market

3 8
house , Palm Harbor
This Palm Harbor vacation home, near Honeymoon Island and a farmer's market, is conveniently located approximately 11 miles from Pier 60 and 17 miles from Raymond James Stadium.
SaltyLux16 offers a 1,420-square-foot, 3-bedroom, 2-bathroom house with a saltwater pool, hot tub, and space for up to 31 guests, featuring amenities like free Wi-Fi, parking, and bicycles.
Walkable Waterfront Paradise: Home In Clearwater! - Clearwater, FL
Clearwater, FL
07/01 – 07/31
$801/nighttotal: $24030 (30 )

Walkable Waterfront Paradise: Home In Clearwater!

4 5
house , Clearwater
This chic waterfront house is located 1.4 miles from Clearwater Beach, offering convenient access to local attractions like Pier 60 (2.5 miles) and John's Pass Village (15 miles).
This 3200 square foot residence accommodates up to 11 guests with 3 bedrooms and 3 bathrooms, featuring a private dock, swimming pool, spa, and a fully equipped kitchen with a dishwasher and oven, along with free Wi-Fi.
Largo Poolside Paradise Heated Pool 10min To Beach - Clearwater, FL
Clearwater, FL
07/04 – 07/05
$740/nightfor 1 night

Largo Poolside Paradise Heated Pool 10min To Beach

1 2
house , Largo
This Anona rental house is located 10 miles from John's Pass and John's Pass Village and Boardwalk, 6 miles from Pier 60, and 8.7 miles from St. Pete-Clearwater International Airport.
This 1300 square foot vacation home offers 3 bedrooms, 2 bathrooms, a heated outdoor pool, a garden, and complimentary WiFi, accommodating up to 11 guests with parking and a fully equipped kitchen.

Frequently Asked Questions about villa rentals in Clearwater, FL

  • What are the must-see attractions in Clearwater, FL?

    Clearwater Beach is a must-see, of course! It's famous for its white sand and clear blue water. The Clearwater Marine Aquarium, where Winter the dolphin starred in the movie Dolphin Tale, is another popular attraction. And don't forget about Pier 60, a lively spot for street performers and sunset celebrations.
  • What are the best villa rentals in Clearwater, FL?

  • What indoor activities for families are available in Clearwater, FL on rainy days?

    The Clearwater Marine Aquarium is a great option for a rainy day, especially for families with kids. The Great Explorations Children's Museum is another fun indoor activity, with interactive exhibits for all ages. If you're looking for something more low-key, the Ruth Eckerd Hall is a beautiful performing arts center that often hosts family-friendly shows.
  • What are the best villa rentals with a pool in Clearwater, FL?

  • What are the best activities in Clearwater, FL?

    Clearwater Beach is a must for swimming, sunbathing, and watersports. You can rent a boat or go parasailing for a unique perspective. For a more relaxed experience, try kayaking or paddleboarding in the calm waters of the Intracoastal Waterway. And don't miss the chance to see a sunset over the Gulf of Mexico from Pier 60.
  • What are the best villa rentals with a jacuzzi in Clearwater, FL?

  • What are the advantages of renting a house or a villa in Clearwater, FL

    Renting a house or villa in Clearwater can give you more space and privacy than a hotel. You'll often have access to a private pool and outdoor space, perfect for relaxing and enjoying the Florida sunshine. Plus, you can cook your own meals, which can save money and allow you to experience the local culinary scene.
  • What are the best villa rentals for families and kids in Clearwater, FL?

  • What food festivals or culinary events take place in and around Clearwater, FL?

    Clearwater hosts a variety of food events throughout the year. The Clearwater Beach Uncorked Festival features wine tastings and live music. The Clearwater Seafood Festival is a popular event that celebrates all things seafood. And the annual Taste of Pinellas offers a chance to sample dishes from local restaurants.
  • What are the best pet friendly villa rentals in Clearwater, FL?

  • What exclusive experiences are available when visiting Clearwater, FL?

    You can take a private boat tour to see dolphins in the wild. For a truly unique experience, book a sunset cruise with a local captain. If you're a golf enthusiast, you can play at one of Clearwater's world-class golf courses. And if you're feeling adventurous, try parasailing or jet skiing.
  • What are the best villa rentals with parking in Clearwater, FL?

  • Which part of Clearwater, FL would be ideal for a villa rental?

    The neighborhoods of Belleair Bluffs and Indian Rocks Beach offer a more secluded and upscale experience, with many beautiful villas available for rent. If you're looking for something closer to the action, the area around Clearwater Beach has a wide variety of rental options.

Destinations nearby

Best Clearwater, FL houses with air conditioning

Pine Street - Clearwater, FL
9.0 44 reviews
Clearwater, FL
12/14 – 12/19
$180/nighttotal: $900 (5 )

Pine Street

2 2
house , Clearwater
Pine Street is a family-friendly vacation home in Clearwater, Florida, within 2 miles of Pier 60 and 8.1 miles from St. Pete-Clearwater International Airport. It has excellent location and user ratings.
The 1000-square-foot house has 2 bedrooms, 1 bathroom, a fully equipped kitchen, a private patio, and a barbecue grill. It has air conditioning, free Wi-Fi, and private parking on site. Guests can enjoy access to a swimming pool, terrace, garden, and flat-screen TV with streaming services.
Clearwater Coral House - Clearwater, FL
Clearwater, FL
07/09 – 07/18
$539/nighttotal: $4851 (9 )

Clearwater Coral House

1 10
house , Clearwater
This vacation home is located in Clearwater Beach, a 9-minute walk from Clearwater Beach and 4.3 miles from Pier 60.
This 2200 square foot house offers 4 bedrooms, 2 bathrooms, and accommodates up to 19 guests with amenities including a swimming pool, free Wi-Fi, and a fully equipped kitchen.
Minutes To Beach, Dining & Events - Clearwater, FL
8.6 8 reviews
Clearwater, FL
07/06 – 07/09
$359/nighttotal: $1077 (3 )

Minutes To Beach, Dining & Events

2 3
house , Clearwater
Luna Sea Retreat is a vacation home in Clearwater, Florida, located just 1.6 miles from Pier 60 and 13 miles from John's Pass, offering easy access to popular attractions. This comfortable vacation rental spans 1100 square feet and can accommodate up to 11 guests.
Luna Sea Retreat features a fully equipped kitchen, a private beach, and a barbecue area. Enjoy the convenience of free private parking, a spacious garden, and a dedicated picnic area.
Charming Casita Near Two Downtowns & Beaches - Clearwater, FL
10 97 reviews
Clearwater, FL
08/02 – 08/05
$143/nighttotal: $429 (3 )

Charming Casita Near Two Downtowns & Beaches

1 1
house , Clearwater
This Dunedin casita is a short walk from downtown Dunedin and the Toronto Blue Jays spring training stadium, a 15-minute drive from Clearwater Beach, and offers convenient access to the Pinellas Trail.
This one-bedroom, one-bathroom guesthouse sleeps four, features a fully equipped kitchen with an air fryer and Keurig, provides beach essentials (towels, chairs, games, bikes, kayaks), and includes a smart TV with streaming services and keyless entry.

Neighborhoods and points of interest in Clearwater, FL

Best Clearwater, FL villas and beach houses with jacuzzi

Indian Rocks Beachfront 2br 2ba Reflections 908 - Clearwater, FL
Clearwater, FL
08/22 – 09/05
$214/nighttotal: $2996 (14 )

Indian Rocks Beachfront 2br 2ba Reflections 908

2 3
house , Indian Rocks Beach
This Indian Rocks Beach vacation rental is a five-minute walk from the beach and nine miles from John's Pass Village & Boardwalk and Pier 60.
This 1,530-square-foot house features two bedrooms, two bathrooms, a private entrance, in-unit laundry, a fully equipped kitchen, a swimming pool, a hot tub, and accommodates up to seven guests.
Sleeps 12 Heated Pool Pickleball Hot Tub Fire Pit - Clearwater, FL
Clearwater, FL
08/03 – 08/11
$843/nighttotal: $6744 (8 )

Sleeps 12 Heated Pool Pickleball Hot Tub Fire Pit

6 1
house , Largo
This Largo vacation home is located 5.5 miles from Pier 60, 11 miles from John's Pass Village & Boardwalk, and 4.3 miles from St. Pete-Clearwater International Airport, offering easy access to major attractions.
This 2,910-square-foot property features five bedrooms, three bathrooms, and can comfortably accommodate up to twelve guests, boasting a heated pool, hot tub, pickleball court, and fully equipped kitchen.
102 Waterview - Clearwater, FL
8.8 76 reviews
Clearwater, FL
08/22 – 09/05
$180/nighttotal: $2520 (14 )

102 Waterview

2 3
house , Indian Shores
This Indian Shores home is located just 8 miles from Clearwater Marine Aquarium and 7 miles from Sand Key Park, offering easy access to popular attractions while enjoying a quiet and relaxing atmosphere. The property has received very good user and cleanliness ratings, as well as an excellent location rating.
The 1100 square foot house features a comfortable living area with a flat-screen TV and DVD player, a fully equipped kitchen, and a private pool and jacuzzi for your enjoyment. Guests can also enjoy the terrace/balcony, garden, and parking, as well as internet access and pet-friendly accommodations.
Clearwater Captivation - Clearwater, FL
Clearwater, FL
09/19 – 10/19
$153/nighttotal: $4590 (30 )

Clearwater Captivation

1 1
house , Clearwater
This Clearwater condo is conveniently located 4.3 miles from St. Pete-Clearwater International Airport and within 15 miles of attractions like Pier 60 and John's Pass.
This 1,230-square-foot, two-bedroom, two-bathroom rental sleeps up to 11 guests and boasts a fully equipped kitchen, free Wi-Fi, a heated pool, jacuzzi, sauna, fitness center, and tennis court.
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