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Clearwater Beach, FL villas
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379 Villa rentals in Clearwater Beach, FL

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

A vacation home with a pool in Clearwater Beach, FL ensures a refreshing swim to complement your day by the water is always an option.

Historic Beach Cottage Steps From Beach. Pet Friendly! Sleeps 5 - Clearwater Beach, FL
9.4 310 reviews
Clearwater Beach, FL
09/05 – 09/12
$211/nighttotal: $1477 (7 )

Historic Beach Cottage Steps From Beach. Pet Friendly! Sleeps 5

2 4
cottage , Clearwater
This Clearwater Beach cottage is located just steps from St. Petersburg - Clearwater Beaches and Clearwater Beach, with Pier 60 Park and Beach Walk within a short drive. It boasts excellent user, location, and cleanliness ratings, ensuring a pleasant stay.
The cozy cottage offers 690 square feet of space with one bedroom, one bathroom, and a capacity for five guests. Enjoy amenities like a private pool, Jacuzzi, and a fully equipped kitchen, allowing you to relax and enjoy the beautiful Clearwater beaches.
3 Bedroom Waterfront Paradise Sleeps 8 - Clearwater Beach, FL
10 139 reviews
Clearwater Beach, FL
06/21 – 06/24
$561/nighttotal: $1683 (3 )

3 Bedroom Waterfront Paradise Sleeps 8

1 5
house , Clearwater
This Clearwater Beach townhome boasts a prime location on Clearwater Bay, a short 5-10 minute walk from Clearwater Beach, Pier 60, and numerous restaurants and shops.
This three-bedroom, eight-guest property features a two-car garage, community pool and hot tub access, and stunning bay views; enjoy high-end furnishings, a fully equipped kitchen (fridge, microwave, dishwasher), and a private terrace/balcony.
Pool, Playset, 15 Min To Pier 60 At Cove Cay Oasis - Clearwater Beach, FL
8.7 3 reviews
Clearwater Beach, FL
07/05 – 07/09
$325/nighttotal: $1300 (4 )

Pool, Playset, 15 Min To Pier 60 At Cove Cay Oasis

3 4
house , Largo
This Clearwater vacation home, near Cove Cay Oasis, offers convenient access to Pier 60 (7.5 miles), John's Pass Village and Boardwalk (15 miles), and St. Pete-Clearwater International Airport (3.1 miles).
This one-bedroom, two-bathroom house features a private pool, free Wi-Fi, private parking, a fully equipped kitchen, and can comfortably accommodate up to 11 guests.
Stunning 4 Bedroom Waterfront Property With Dock - Clearwater Beach, FL
9.9 79 reviews
Clearwater Beach, FL
08/07 – 08/14
$681/nighttotal: $4767 (7 )

Stunning 4 Bedroom Waterfront Property With Dock

4 11
house , Clearwater
This Clearwater home sits directly on the intercoastal waterway, offering easy access to the beach and attractions like the Clearwater Marine Aquarium and Pier 60. The house has excellent ratings for user experience, location, and cleanliness, making it a great choice for travelers. This 4-bedroom, 3-bathroom vacation rental comfortably accommodates 12 guests. The home features a private boat slip, resort-style amenities including a pool and spa, and family-friendly features like pack n plays, highchairs, and beach toys.

Best Clearwater Beach, FL houses with a kitchen

Modern Pool Home W Putting Green - Clearwater Beach, FL
9.6 5 reviews
Clearwater Beach, FL
07/03 – 07/07
$568/nighttotal: $2272 (4 )

Modern Pool Home W Putting Green

4 8
house , Largo
This Largo, Florida vacation home is conveniently located near St. Pete-Clearwater International Airport (6.8 miles), Pier 60 (3.2 miles), and John's Pass Village & Boardwalk (11 miles).
This 1880-square-foot property boasts four bedrooms, two bathrooms, sleeps fifteen guests, and features a private pool, putting green, fully equipped kitchen, and free parking.
Coastal Breeze - Beach Pool Home! - Clearwater Beach, FL
Clearwater Beach, FL
07/03 – 07/05
$1833/nighttotal: $3666 (2 )

Coastal Breeze - Beach Pool Home!

4 2
house , Clearwater
Coastal Breeze, a Clearwater Beach vacation home, is a 4-minute walk from Clearwater Beach and 14 miles from St. Pete-Clearwater International Airport, offering easy access to Pier 60 (3.6 miles) and John's Pass (17 miles).
This 1790-square-foot house features 4 bedrooms, 2 bathrooms, accommodates 15 guests, includes a private pool, free Wifi, a fully equipped kitchen with dishwasher, and a washing machine.
Pool & Stunning Views! Oceanfront Clearwater Condo - Clearwater Beach, FL
8.4 11 reviews
Clearwater Beach, FL
10/04 – 10/18
$186/nighttotal: $2604 (14 )

Pool & Stunning Views! Oceanfront Clearwater Condo

2 2
house , Clearwater
This oceanfront Clearwater Beach condo offers stunning sea views and is a 3-minute walk from Clearwater Beach, within 12-17 miles of Pier 60 and John's Pass Village & Boardwalk.
The 1,260-square-foot apartment features a fully equipped kitchen, in-unit laundry, free Wi-Fi, a private balcony, and access to a swimming pool, fitness center, and parking.
Waterfront 4-level Townhome With Rooftop Deck! - Clearwater Beach, FL
9.7 19 reviews
Clearwater Beach, FL
07/10 – 07/14
$580/nighttotal: $2320 (4 )

Waterfront 4-level Townhome With Rooftop Deck!

1 5
house , Clearwater
This Clearwater Beach townhome, a 10-minute walk from Pier 60, offers stunning panoramic water views and easy access to Clearwater Beach's attractions.
The three-bedroom, three-bathroom property sleeps eight, features a heated pool, rooftop deck, in-home elevator, two-car garage, and includes amenities like a washer/dryer and starter supplies.

Frequently Asked Questions about villa rentals in Clearwater Beach, FL

Destinations nearby

Best Clearwater Beach, FL houses with air conditioning

‼️3br House Clearwater - Boat Dock & Pool - Clearwater Beach, FL
Clearwater Beach, FL
07/23 – 07/28
$588/nighttotal: $2940 (5 )

‼️3br House Clearwater - Boat Dock & Pool

1 6
house , Clearwater
This waterfront townhouse in Clearwater Beach offers direct access to the intracoastal waterway and is a 5-minute walk to Clearwater Beach, with Pier 60, Cocos live music, and restaurants also within walking distance.
This 4-story residence features 3 bedrooms and 3.5 bathrooms, accommodating up to 9 guests with amenities including a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, a heated shared pool, a rooftop deck with cornhole, and complimentary bikes, paddleboard, and fishing poles.
Poinsettia Paradise #450 - Clearwater Beach, FL
9.0 2 reviews
Clearwater Beach, FL
11/21 – 11/25
$256/nighttotal: $1024 (4 )

Poinsettia Paradise #450

1 1
house , Clearwater
Poinsettia Paradise #450 is a vacation home located in Clearwater Beach, a 2-minute walk from the beach, 2.7 miles from Pier 60, and 16 miles from John's Pass Village and Boardwalk.
This 620-square-foot vacation home accommodates up to 11 guests and features air conditioning, free Wi-Fi, a full kitchen with a fridge and microwave oven, and an on-site water park.
Family Friendly Beach Escape - Modern Retreat Near Beaches - Sleeps 6 - Fast Wifi - Clearwater Beach, FL
10 2 reviews
Clearwater Beach, FL
07/31 – 08/03
$299/nighttotal: $897 (3 )

Family Friendly Beach Escape - Modern Retreat Near Beaches - Sleeps 6 - Fast Wifi

3 5
house , Largo
This Largo villa is conveniently located 6.2 miles from St. Pete-Clearwater International Airport, 6.3 miles from Pier 60, and 10 miles from John's Pass.
This 1190-square-foot house features three bedrooms, two bathrooms, and accommodates up to 11 guests, offering amenities such as free Wi-Fi, air conditioning, a private garden, and free parking.
Heated Pool Mini Golf Game Room Fire Pit - Clearwater Beach, FL
10 1 review
Clearwater Beach, FL
07/25 – 08/01
$457/nighttotal: $3199 (7 )

Heated Pool Mini Golf Game Room Fire Pit

4 9
house , Largo
This Largo vacation home, situated approximately 8-9 miles from John's Pass Village & Boardwalk and Pier 60, offers easy access to popular attractions.
This 1,590-square-foot property boasts four bedrooms, two bathrooms, sleeps up to 14 guests, and features a heated pool, mini golf, a fire pit, and a fully equipped kitchen.

Neighborhoods and points of interest in Clearwater Beach, FL

Best Clearwater Beach, FL villas and beach houses with jacuzzi

603 Harborview Grande - Clearwater Beach, FL
9.6 353 reviews
Clearwater Beach, FL
07/23 – 07/28
$404/nighttotal: $2020 (5 )

603 Harborview Grande

1 6
house , Clearwater
This Clearwater Beach home is just a short walk from the Clearwater Marine Aquarium and Encounters With Dolphins, making it a great choice for families and those who want to be close to the action. The property enjoys excellent ratings for location, cleanliness, and user experience.
The residence offers two bathrooms and a fully equipped kitchen, perfect for preparing meals. Enjoy the Florida sunshine with a dip in the pool, relax in the Jacuzzi, or unwind on the terrace with a refreshing drink.
Sapphire Shores - Clearwater Beach, FL
Clearwater Beach, FL
08/17 – 08/24
$1737/nighttotal: $12159 (7 )

Sapphire Shores

1 2
house , Clearwater
Sapphire Shores, a Clearwater Beach vacation home, is a two-minute walk from Clearwater Beach and 3.3 miles from Pier 60.
This 4,290-square-foot luxury rental boasts one bedroom, seven bathrooms, accommodates 23 guests, and features a private balcony, pool, jacuzzi, and fully equipped kitchen.
Backyard Oasis Pool Hot Tub Putt Putt Bar - Clearwater Beach, FL
Clearwater Beach, FL
07/25 – 08/01
$522/nighttotal: $3654 (7 )

Backyard Oasis Pool Hot Tub Putt Putt Bar

1 9
house , Largo
This vacation home is located in Four Corners, 6 miles from Pier 60 and 12 miles from John's Pass, with St. Pete-Clearwater International Airport 3.7 miles away.
This 1820 square foot rental accommodates 15 guests with 4 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, WiFi, a swimming pool, hot tub, casino, and on-site water park.
Largo 7br 4ba Sunny Shores Getaway - Clearwater Beach, FL
Clearwater Beach, FL
07/05 – 07/09
$447/nighttotal: $1788 (4 )

Largo 7br 4ba Sunny Shores Getaway

1 4
house , Largo
This spacious 7-bedroom, 4-bathroom house in Largo is situated 6 miles from St. Petersburg-Clearwater Airport, 9 miles from Pier 60, 11 miles from Tropicana Field, and 12 miles from John's Pass.
This vacation home offers 2800 square feet of living space for up to 24 guests, featuring a well-equipped kitchen, air conditioning, a Jacuzzi, a garden, parking, and an on-site water park.
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