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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.

4 Min Walk To Beach, Pool, Private Roof Deck, Ping Pong - Clearwater Beach, FL
10 11 reviews
Clearwater Beach, FL
07/06 – 07/11
$751/nighttotal: $3755 (5 )

4 Min Walk To Beach, Pool, Private Roof Deck, Ping Pong

1 6
house , Clearwater
This Clearwater Beach waterfront villa is less than a mile from Clearwater Beach and a 10-minute walk from Pier 60 Park and St. Pete Beach.
The 2,500-square-foot property boasts one bedroom, three bathrooms, a private pool, and accommodates up to six guests, featuring a fully equipped kitchen, in-unit laundry, and a fireplace.
100 Steps To Beach.  Pets Ok, Real Beach House, Daily Rentals - Clearwater Beach, FL
8.8 86 reviews
Clearwater Beach, FL
09/04 – 09/07
$335/nighttotal: $1005 (3 )

100 Steps To Beach. Pets Ok, Real Beach House, Daily Rentals

2 3
cottage , Clearwater
This family-friendly Clearwater Beach cottage is just a 5-minute walk from the beach and St. Petersburg - Clearwater Beaches, making it easy to enjoy the sand and surf. It has received excellent user ratings, making it a popular choice for travelers. This 900-square-foot home has 2 bedrooms, 1 bathroom, and can comfortably accommodate up to 7 guests. The cottage offers a range of amenities, including a swimming pool, a spa, a garden, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.
Casa Del Mar - Beach Pool Home Experience! - Clearwater Beach, FL
Clearwater Beach, FL
09/12 – 09/19
$1314/nighttotal: $9198 (7 )

Casa Del Mar - Beach Pool Home Experience!

6 7
house , Clearwater
Casa Del Mar, a Clearwater Beach vacation home, is a two-minute walk from the beach, 1.3 miles from Caladesi Island State Park, and 14 miles from St. Pete-Clearwater International Airport.
This 2,930-square-foot house features six bedrooms, four bathrooms, accommodates 29 guests, and includes a private pool, fully equipped kitchen, and free Wi-Fi.
Steps From Beach, Pets Ok,  Daily Rentals,  Historic Beach Cottage - Clearwater Beach, FL
9.4 295 reviews
Clearwater Beach, FL
08/28 – 08/30
$296/nighttotal: $592 (2 )

Steps From Beach, Pets Ok, Daily Rentals, Historic Beach Cottage

1 4
cottage , Clearwater
This family-friendly cottage is located in Clearwater Beach, just steps from St. Petersburg-Clearwater Beaches and Clearwater Beach, with Beach Walk and Pier 60 Park within 15 minutes. The cottage has excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
The cottage is 750 square feet and has one bedroom, one bathroom, and can accommodate up to four guests. You'll enjoy amenities like a private pool, a jacuzzi, a terrace, a garden, a fitness center, and a tennis court, along with concierge services and parking.

Best Clearwater Beach, FL houses with a kitchen

Sandpearl Unit 757 - Clearwater Beach, FL
9.0 6 reviews
Clearwater Beach, FL
07/11 – 07/18
$504/nighttotal: $3528 (7 )

Sandpearl Unit 757

1 2
house , Clearwater
Sandpearl Unit 757 is a beachfront Clearwater Beach condo, steps from the sand and 2.8 miles from Pier 60's sunset celebrations.
This 830-square-foot, one-bedroom, one-bathroom unit sleeps seven, boasting a fully equipped kitchen, private terrace, and access to resort amenities including a pool, spa, and fitness center.
Spacious 3-br Home With Patio, Firepit & Bbq! - Clearwater Beach, FL
9.3 4 reviews
Clearwater Beach, FL
07/16 – 07/20
$284/nighttotal: $1136 (4 )

Spacious 3-br Home With Patio, Firepit & Bbq!

3 3
house , Ridgecrest
This Largo house, located 5.5 miles from Pier 60 and 9.3 miles from John's Pass Village & Boardwalk, offers easy access to popular attractions. This 1190-square-foot three-bedroom home comfortably sleeps 11 guests and features a fully equipped kitchen, private patio with fireplace and BBQ, and free Wi-Fi and parking.
The Cook Cottage Sleeps 4 In Dunedin - Clearwater Beach, FL
10 36 reviews
Clearwater Beach, FL
06/27 – 07/02
$206/nighttotal: $1030 (5 )

The Cook Cottage Sleeps 4 In Dunedin

1 2
cottage , Dunedin
This Dunedin bed and breakfast is conveniently located within walking distance of the Pinellas Bike Trail, the ballpark, shops, marina, restaurants, and nightlife. Beaches are also accessible by bike. The B&B has earned excellent ratings for its cleanliness, location, and overall user experience.
Each of the four master suites offers a private bathroom with a Jacuzzi tub, a desk, a small refrigerator, a microwave, and high-speed internet. Guests have access to a gourmet kitchen, a laundry room, a garden, a spa, and a terrace/balcony.
195 M² House ∙ 3 Bedrooms ∙ 10 Guests - Clearwater Beach, FL
Clearwater Beach, FL
08/05 – 08/10
$299/nighttotal: $1495 (5 )

195 M² House ∙ 3 Bedrooms ∙ 10 Guests

3 7
house , Largo
This 2100 sq ft house in Largo offers 3 bedrooms and 2 bathrooms, accommodating up to 10 guests with proximity to Indian Rocks Beach and a 10-minute drive to Clearwater Beach.
The property features a private pool, outdoor dining area with a grill, a well-equipped kitchen, multiple Smart TVs, board games, a dedicated office space, and is less than a 5-minute drive to a supermarket.

Frequently Asked Questions about villa rentals in Clearwater Beach, FL

Destinations nearby

Best Clearwater Beach, FL houses with air conditioning

Coconut Grove Resort Oasis - Clearwater Beach, FL
10 1 review
Clearwater Beach, FL
07/11 – 07/20
$3763/nighttotal: $33867 (9 )

Coconut Grove Resort Oasis

10 4
house , Clearwater
Coconut Grove Resort Oasis, a Clearwater Beach villa, offers a prime location a six-minute walk from the sand and within 13-17 miles of Pier 60 and John's Pass Village & Boardwalk.
This 500-square-foot property boasts nine bathrooms, sleeps 59 guests, includes a private pool, free Wi-Fi, and free parking, plus a fully equipped kitchenette, flat-screen TV, and game console.
Waterfront Oasis 3 Br/4 Beds~3 Min Walk To Beach. - Clearwater Beach, FL
10 2 reviews
Clearwater Beach, FL
07/20 – 07/28
$714/nighttotal: $5712 (8 )

Waterfront Oasis 3 Br/4 Beds~3 Min Walk To Beach.

3 4
house , Clearwater
This Clearwater Beach vacation home is a 3-minute walk from the beach, a 9-minute walk from Clearwater Beach, and 3.1 miles from Pier 60.
This 2,550-square-foot property boasts three bedrooms, three bathrooms, sleeps up to 12 guests, and includes a private pool, Jacuzzi, and free parking plus WiFi.
Old World Florida Cottage - Clearwater Beach, FL
9.6 25 reviews
Clearwater Beach, FL
07/19 – 07/25
$188/nighttotal: $1128 (6 )

Old World Florida Cottage

1 3
cottage , Dunedin
This Dunedin cottage provides direct access to the Pinellas Trail and is located a half-mile from downtown Dunedin, two blocks from gulf sunsets, and across the street from TD Ballpark.
This remodeled 450 sq ft tiny home accommodates up to 3 guests with 1 bedroom and 1 bathroom, featuring a kitchen with a fridge and microwave, air conditioning, a garden, spa, and parking, with nearby opportunities for water activities and proximity to Pier 60 Park and St. Petersburg - Clearwater Beaches.
Ocean Blue Heated Pool Home - Clearwater Beach, FL
Clearwater Beach, FL
07/02 – 07/05
$817/nighttotal: $2451 (3 )

Ocean Blue Heated Pool Home

2 7
house , Largo
This Largo vacation home is located 3.7 miles from St. Pete-Clearwater International Airport and within a 12-15 mile radius of Pier 60, John's Pass, and The Dali Museum.
This 1,560-square-foot property boasts two bedrooms, two bathrooms, a heated pool, a spa, and a fully equipped kitchen, comfortably accommodating up to 19 guests.

Neighborhoods and points of interest in Clearwater Beach, FL

Best Clearwater Beach, FL villas and beach houses with jacuzzi

806 Harborview Grande - Clearwater Beach, FL
9.8 181 reviews
Clearwater Beach, FL
11/16 – 11/22
$353/nighttotal: $2118 (6 )

806 Harborview Grande

3 6
house , Clearwater
This 3-bedroom Waterfront Condo is a 5-minute walk from St. Petersburg - Clearwater Beaches, and within 1 mile of Pier 60 Park and Clearwater Beach. With excellent user, location, and cleanliness ratings, it is a great choice for travelers visiting Clearwater.
The 1800 square foot condo has a fully equipped kitchen, 3 bedrooms for comfortable accommodation, air conditioning, and a terrace or balcony. Guests can enjoy the on-site water park and spa tub, as well as free WiFi and a DVD player.
Beach In 90 Seconds With Hot Tub Coffee Bar & Games - Clearwater Beach, FL
Clearwater Beach, FL
07/20 – 07/28
$656/nighttotal: $5248 (8 )

Beach In 90 Seconds With Hot Tub Coffee Bar & Games

2 4
house , Indian Rocks Beach
This beachfront house in Indian Rocks Beach is a 3-minute walk to the beach and 7.6 miles from Pier 60.
This 850 sq ft vacation home accommodates up to 8 guests with 2 bedrooms and 2 bathrooms, featuring a hot tub, full kitchen, patio, and an on-site water park.
Cozy Clearwater Getaway  10 Mins To Beach - Clearwater Beach, FL
2.0 1 review
Clearwater Beach, FL
06/27 – 07/02
$163/nighttotal: $815 (5 )

Cozy Clearwater Getaway 10 Mins To Beach

2 2
cottage , Largo
This Largo apartment rental is conveniently located approximately 10 minutes from Clearwater Beach, offering easy access to John's Pass Village & Boardwalk, St. Petersburg-Clearwater beaches, and the Amish Country Store.
This two-bedroom, one-bathroom condo sleeps four, features a kitchen with a fridge, microwave, and dishwasher, plus a private hot tub, gated outdoor space, and parking.
Jade House At The Gemma - Clearwater Beach, FL
Clearwater Beach, FL
10/17 – 10/24
$870/nighttotal: $6090 (7 )

Jade House At The Gemma

6 5
house , Clearwater
Jade House at The Gemma, a Clearwater Beach vacation home, is located steps from Clearwater Beach, 3.2 miles from Pier 60, and within 20 miles of Raymond James Stadium and the Chihuly Collection.
This 3260-square-foot beachfront rental boasts 6 bedrooms, 7 bathrooms, accommodates 26 guests, and features a private pool, patio, fully equipped kitchen, and free Wi-Fi.
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