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874 Villa rentals in Clearwater, FL
9.0 170 reviews
Clearwater, FL
07/14 – 07/20
$155/nighttotal: $930 (6 )
Clearwater 2br Home Private Fire Pit, Hammock & Grill 10 Min To Beach
2 4
house , Clearwater
This Clearwater home is located just a 10-minute drive from the beach, 2.4 miles from Pier 60, and 15 miles from John's Pass, offering easy access to the area's top attractions. This vacation rental has received excellent ratings for cleanliness, location, and overall experience. The house has two bedrooms and one bathroom, spanning 620 square feet. The home provides a range of amenities, including a fully equipped kitchen, a relaxing garden, a patio, an outdoor fireplace, and a picnic area, making it perfect for families and groups.
Clearwater, FL
09/12 – 09/20
$425/nighttotal: $3400 (8 )
Resort Backyard Heated Pool Spa Arcade Movies
1 10
house , Largo
This Largo rental house is located 4.3 miles from Pier 60 and 11 miles from John's Pass, with St. Pete-Clearwater International Airport just 5.6 miles away. This vacation home offers a resort-style backyard with a heated pool and spa, an on-site arcade, movie amenities, complimentary parking, free Wi-Fi, a fully equipped kitchen, and air conditioning for up to 23 guests.
Clearwater, FL
07/14 – 07/16
$364/nighttotal: $728 (2 )
Modern Vacation Home 3br 1bth Close To Gulf Beach
1 2
house , Largo
This renovated 3-bedroom, 1-bathroom house is located in a tranquil Largo neighborhood. This 1000 square foot home offers an open-concept kitchen with European-style cabinets, modern touches, comfortable beds, and a backyard hot tub.
9.6 25 reviews
Clearwater, FL
08/03 – 08/11
$101/nighttotal: $808 (8 )
Coastal Retreat & Biking Bliss
1 1
cottage , Clearwater
This Clearwater Beach cottage, ideally situated between Clearwater Beach and Honeymoon Island, offers easy access to both destinations and is a short 15-minute drive from each. The studio unit features a king-size bed, full kitchen with fridge and microwave, private patio, complimentary Netflix, beach gear, and bikes; it sleeps two guests and includes keyless entry and private parking.
Clearwater, FL
07/18 – 07/25
$738/nighttotal: $5166 (7 )
Pool Pet Friendly Game Room
3 8
house , Greenbriar
This Greenbriar vacation home is conveniently located approximately 11 miles from St. Pete-Clearwater International Airport. This 1790-square-foot house features three bedrooms, two bathrooms, a swimming pool, and a balcony, comfortably accommodating up to 19 guests and offering amenities such as a fully equipped kitchen, air conditioning, and Wi-Fi.
Clearwater, FL
06/30 – 07/30
$140/nighttotal: $4200 (30 )
Dolphins Playground - 2nd Story Balcony
1 5
house , Dunedin
Dolphins Playground, a Dunedin vacation home, is situated 7.1 miles from Pier 60 and within 20 miles of various Tampa Bay attractions. This one-bedroom, two-bathroom house sleeps nine guests and boasts a private pool, a second-story balcony with sea views, a fully equipped kitchen with a dishwasher, air conditioning, cable TV, and a seating area.
10 12 reviews
Clearwater, FL
12/01 – 04/30
$860/nighttotal: $129000 (150 )
A Brand New 10,000 Square Foot, High-end Villa Estate -- Right On The Ocean!
8 1
house , Dunedin
This oceanfront villa in Dunedin, Florida, is located close to Moccasin Lake Nature Park and John Chesnut Sr Park, offering a peaceful retreat near natural attractions. It has received excellent user ratings, making it a popular choice for travelers. This spacious 10,000 square foot house comfortably accommodates up to 16 guests with 8 bedrooms and 9 bathrooms. Enjoy a private pool, a spa, a tennis court, and direct access to the ocean for water sports, all within the lush garden and extensive outdoor space.
9.3 6 reviews
Clearwater, FL
08/17 – 08/24
$164/nighttotal: $1148 (7 )
New! Clearwater Gem, 10 Min To Beach, 2 Min To Downtown Dunedin, King Bed
2 2
house , Clearwater
This Clearwater vacation home, near downtown Dunedin (2 minutes away) and Clearwater Beach (10 minutes away), offers easy access to Pier 60 (2.6 miles) and John's Pass (15 miles). This 780-square-foot rental boasts two bedrooms, one bathroom, and sleeps seven, featuring a fully equipped kitchen, free Wi-Fi, on-site parking, and a terrace.
Clearwater, FL
09/15 – 09/16
$1428/nightfor 1 night
Pink Flamingo
1 2
house , Clearwater
This vacation home is located 3.8 miles from Pier 60 in Clearwater, 14 miles from John's Pass and John's Pass Village and Boardwalk, and 6.8 miles from St. Pete-Clearwater International Airport. This 1590 square foot house offers 3 bedrooms, 2 bathrooms, a capacity for 16 guests, a swimming pool, spa, fitness center, garden, and free WiFi.
10 1 review
Clearwater, FL
06/25 – 06/29
$257/nighttotal: $1028 (4 )
Avocado Cottage
1 7
house , Seminole
Avocado Cottage, a Seminole, Florida vacation home, is conveniently located near John's Pass (7.4 miles), John's Pass Village & Boardwalk (7.6 miles), and Pier 60 (6.6 miles). This 1430-square-foot house features two bedrooms, two bathrooms, and can comfortably accommodate up to nine guests, offering a fully equipped kitchen, free Wi-Fi, air conditioning, a garden, and parking.
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.
10 97 reviews
Clearwater, FL
07/30 – 08/01
$155/nighttotal: $310 (2 )
Charming Casita Near Two Downtowns & Beaches
1 3
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.
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.
10 5 reviews
Clearwater, FL
08/13 – 08/16
$517/nighttotal: $1551 (3 )
Harborview Grande 402
1 4
house , Clearwater
Harborview Grande 402 is located in Clearwater Beach, Florida, just a 6-minute walk from the famous Clearwater Beach, 3.2 miles from Pier 60, and 16 miles from John's Pass. The apartment has received excellent user ratings and is rated good for location and cleanliness. The Harborview Grande 402 is a spacious 3-bedroom apartment with a floor area of 1810 square feet that can accommodate up to 15 guests. It offers a balcony with stunning sea views, a well-equipped kitchen, a private entrance, free Wi-Fi, cable TV, and a quiet hour policy.
Clearwater, FL
07/18 – 07/25
$336/nighttotal: $2352 (7 )
Family Fun House
1 8
house , Palm Harbor
This Palm Harbor house offers a convenient location, situated 9.2 miles from Pier 60 and 19 miles from Raymond James Stadium. This home accommodates up to 21 guests with 1 bedroom, 3 bathrooms, air conditioning, a private swimming pool, and a fully equipped kitchen, with check-out at 11:00 AM.
Clearwater, FL
07/30 – 08/06
$385/nighttotal: $2695 (7 )
Heated Pool, Stylish Home - Grand Cypress Retreat
2 4
house , Greenbriar
This Clearwater vacation home, located 6.1 miles from Pier 60 and 18 miles from John's Pass, offers convenient access to major attractions and is 15 miles from St. Pete-Clearwater International Airport. This Greenbriar rental boasts 1880 square feet, featuring two bedrooms, three bathrooms, and a private heated pool and garden, comfortably accommodating up to 15 guests with amenities including a fully equipped kitchen, laundry facilities, free Wi-Fi, and free parking.
Clearwater, FL
09/19 – 10/19
$145/nighttotal: $4350 (30 )
Stunning 1st Floor Views
1 1
house , Dunedin
This Dunedin vacation rental is conveniently located near Pier 60 (7.1 miles) and John's Pass Village & Boardwalk (20 miles), offering easy access to Tampa Bay attractions like Raymond James Stadium and Busch Gardens. This one-bedroom, one-bathroom house sleeps five, features a fully equipped kitchen with a dishwasher and microwave, a private pool, cable TV, and air conditioning.
Best Clearwater, FL houses with a kitchen
Clearwater, FL
12/01 – 12/05
$503/nighttotal: $2012 (4 )
Heated Pool Fire Pit Bbq Mini Golf Bowling
5 6
house , Clearwater
This Clearwater vacation house is located 5.9 miles from Pier 60 and within a 16 to 18 mile radius of Raymond James Stadium and Tropicana Field. This 2120 square foot home accommodates 19 guests with a fully equipped kitchen, air conditioning, an outdoor swimming pool, fire pit, and BBQ facilities, plus on-site mini golf and bowling.
9.2 17 reviews
Clearwater, FL
07/08 – 07/12
$768/nighttotal: $3072 (4 )
Private 5br Oasis With Pool Near Clearwater Beach
5 2
house , Clearwater
This Clearwater house rental, near St. Pete-Clearwater International Airport (6.2 miles), offers easy access to Pier 60 (4.3 miles), John's Pass Village & Boardwalk (15 miles), and Tropicana Field (16 miles). The 1840-square-foot property features three bedrooms, three bathrooms, a private pool, free Wi-Fi, and parking, comfortably accommodating up to 27 guests.
10 6 reviews
Clearwater, FL
07/30 – 07/30
$107/nighttotal: $39055 (365 )
50 Yards To Beach 1 Room Efficiency
1 2
house , Clearwater
This Clearwater Beach studio is less than a mile from Clearwater Beach's public beach and shops, with a city shuttle bus stop just a block away. The newly renovated studio features a queen Murphy bed, Tempur-Pedic mattress, private and shared decks with grills, a fully equipped kitchenette including a dishwasher, in-unit washer/dryer, and access to nearby tennis courts, bikes, beach chairs, and cornhole; it sleeps two guests.
9.9 42 reviews
Clearwater, FL
08/13 – 08/16
$217/nighttotal: $651 (3 )
Calming Getaway: 9 Mi To Clearwater Beach!
2 4
house , Greenbriar
This Greenbriar vacation home is conveniently located 6.9 miles from Clearwater Beach's Pier 60 and 15 miles from St. Pete-Clearwater International Airport. This 1150-square-foot house features two bedrooms, a fully equipped kitchen with dishwasher and microwave, air conditioning, a patio, a garden, a spa, free Wi-Fi, parking, and a washer.
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?
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
9.2 9 reviews
Clearwater, FL
07/19 – 07/25
$211/nighttotal: $1266 (6 )
Islander's Outpost
1 3
house , Dunedin
Islander's Outpost, a two-bedroom Dunedin vacation home, is conveniently located approximately 20 miles from Raymond James Stadium and John's Pass, offering easy access to Pier 60 (7.2 miles) and other Tampa Bay attractions. This 930-square-foot house sleeps seven, features a fully equipped kitchen with a dishwasher, offers free Wi-Fi, a private patio, and is near a children's playground and cycling paths.
Clearwater, FL
06/25 – 06/28
$393/nighttotal: $1179 (3 )
Villa Bella With Heated Pool
2 5
house , Largo
Villa Bella with Heated Pool is a vacation home in Largo, situated 4.6 miles from Pier 60 and 9.9 miles from John's Pass. This 1290 square foot residence accommodates up to 11 guests with 2 bedrooms, 2 bathrooms, a fully equipped kitchen, complimentary Wi-Fi, air conditioning, a private heated outdoor pool, a spacious terrace, and a private garden with free parking.
9.0 2 reviews
Clearwater, FL
12/01 – 04/30
$62/nighttotal: $9300 (150 )
Cozy, Convenient, Guest Suite
1 1
house , Clearwater
This newly renovated guest house is located in Dunedin, 10 miles from Clearwater Beach and 30 miles from Tampa International Airport. This 1-bedroom, 1-bathroom guest home accommodates up to 2 guests and features a pullout couch, a full kitchen, air conditioning, and a garden, with driveway parking and shared laundry facilities available.
Clearwater, FL
07/18 – 07/25
$464/nighttotal: $3248 (7 )
Largo 7br 4ba Sunny Shores Getaway
1 8
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.
Neighborhoods and points of interest in Clearwater, FL
Best Clearwater, FL villas and beach houses with jacuzzi
9.8 22 reviews
Clearwater, FL
07/05 – 07/12
$212/nighttotal: $1484 (7 )
Enchanting Cottage With Ac In Palm Harbor - 2 Bedrooms, 1 Bathroom & Hot Tub
2 2
cottage , Palm Harbor
This Palm Harbor cottage is located 7 minutes from Innisbrook Golf Club and 3 minutes from Curlew Crossing shopping center, offering easy access to Tampa Bay and Clearwater Beach. This 620-square-foot vacation home features two bedrooms, one bathroom, and sleeps four, boasting a fully equipped kitchen, in-unit laundry, a Jacuzzi, and outdoor barbecue.
10 1 review
Clearwater, FL
08/06 – 08/09
$406/nighttotal: $1218 (3 )
Fully Renovated With 2 Bedrooms, 1.5 Bathrooms, Pet Friendly & Hot Tub
2 4
cottage , Palm Harbor
This Palm Harbor cottage is conveniently located 7 minutes from Innisbrook Golf Resort and 3 minutes from Curlew Crossing Shopping Center, offering easy access to Tampa Bay and Clearwater Beach attractions. This 2-bedroom, 1-bathroom vacation home sleeps 4, features a fully equipped kitchen with dishwasher and microwave, in-unit laundry, a Jacuzzi, Wi-Fi, and on-site parking.
Clearwater, FL
07/09 – 07/18
$540/nighttotal: $4860 (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.
10 72 reviews
Clearwater, FL
08/07 – 08/10
$248/nighttotal: $744 (3 )
Cozy And Roomy Cottage
1 2
cottage , Dunedin
This charming cottage in Dunedin is conveniently located within a mile of the SimCenter Tampa Bay and Mease Dunedin Hospital, and within two miles of the Dunedin Marina and Dunedin Fine Art Center, offering easy access to attractions and a peaceful setting. Guests have consistently rated this property as excellent. The cottage features one bedroom and one bathroom, accommodating up to two guests, and offers a comfortable 800 square feet of living space. Guests can enjoy a private outdoor pool and spa tub, a fully equipped kitchen, a fireplace, and a tennis court, providing a relaxing and enjoyable stay.