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Clearwater, FL Vacation Rentals

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365 beach rentals

Dog-Friendly Clearwater House w/ Pool, 5 Miles from the Beach

Clearwater house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$121

beautiful condo with magnificent views of mandalay

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$102

PRIVATE POOL HOME IN THE HEART OF CLEARWATER!

Clearwater house

2 bedrooms / 2 bathrooms / sleeps 5

“Great!!!” My wife and I stayed here for our honeymoon and the stay was fantastic! The house was beautiful and John was very helpful!

Responds fast! avg. 2 hours 45 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$231

Pet Friendly, Waterfront, Big Balcony, Free Wi-Fi & Cable, Pool - 404 Harborview

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Very beautiful place to say with an awesome view.” This was a perfectly located condo within walking distance to shopping, restaurants and beaches. The condo was clean and spacious with a wonderful view of the bay off the large balcony. The unit is exactly how it's described on the website. I would recommend this unit and even this building to anyone.

Responds fast! avg. 42 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$168

Waterfront, Big Balcony, Upscale Kitchen, Free Wi-Fi & Cable, W/D, Pool, Garage

Clearwater apartment

3 bedrooms / 3 bathrooms / sleeps 8

“Wonderful place to stay at.” Very close to the beach, restaurants.Beautiful condo.Cozy and gives everyone who stays there,privacy if needed .each bedroom has its own bathroom.gorgeous view from the balcony.immaculately clean condo.everything is perfectly well organized and furnished with love.thank you guys! Definitely recommend to stay here!

Responds fast! avg. 42 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$174

Pet Friendly Waterfront, Free Wi-Fi & Cable, Pool, Big Balcony, W/D, Parking-506

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

“so good I hate to give it a good rating because I don't want oth” Loved the location, loved the condo, loved the space, truly loved our time. We grew up in Clearwater and visit yearly now that we live in NJ. It was nice to have a space we can crash that isn't putting out our relatives. We will be back! It was also nice to see how far Clw beach has come...it is so much nicer than it was in 1973!

Responds fast! avg. 42 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$178

Bucs Super Bowl Family 1 Roof

Clearwater house

5 bedrooms / 3 bathrooms / sleeps 20

Match: Private outdoor pool (unheated)

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Price per night from

$467

Sea Breeze Beach House - Private Pool

Clearwater house

3 bedrooms / 3 bathrooms / sleeps 12

“FANTASTIC PLACE.” We had a party of 10 and we still had plenty of room for everyone. The view was awesome we watched the dolphins play from the balcony. It was a little distance to the beach but quiet and away from all the traffic. Everything was in walking distance and convenient.Melissa was there right away to take care of any problems we had. My family and I had the best vacation and we would highly recommend.

Match: Private outdoor pool (unheated)

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Price per night from

$385

Beachcomber's Luxury House

Clearwater house

5 bedrooms / 5 bathrooms / sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$753

Gulf Front Dreams - Beachfront with a pool!

Clearwater house

3 bedrooms / 2 bathrooms / sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$754

Clearwater Beach Cabana - Private Pool

Clearwater house

7 bedrooms / 4 bathrooms / sleeps 26

Match: Private outdoor pool (unheated)

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Price per night from

$846

Bay Breeze House Waterfront home with pool

Clearwater house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$331

Clearwater Beach Retreat w/ Balcony & Gulf Views!

Clearwater condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 20 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$144

Coconut Beach House - Private Pool

Clearwater house

4 bedrooms / 2 bathrooms / sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$423

Beach Paradise Beach House - Private Pool

Clearwater house

3 bedrooms / 2 bathrooms / sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$385

Cambria Clearwater Beach Rental by beachhouseFL Ask for last min specials

Clearwater house

5 bedrooms / 3 bathrooms / sleeps 15

Match: Private outdoor pool (unheated)

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Price per night from

$1,064

Casa Del Sol by beachhouseFL Great last min deals

Clearwater house

3 bedrooms / 3 bathrooms / sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$801

Gardenia Beach Hideaway "Private pool & hot tub!"

Clearwater house

3 bedrooms / 2 bathrooms / sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$801

CLEARWATER LUXURY RESORT STYLE CONDO

Clearwater condo

1 bedroom / 1 bathroom / sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$159

Somerset Place 10 bedrooms. Last min specials - By BeachHouseFL

Clearwater villa

10 bedrooms / 6 bathrooms / sleeps 28

Match: Private outdoor pool (unheated)

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Price per night from

$1,488

Belle Harbor 74 3 Story-Townhouse steps to the beach

Clearwater house

2 bedrooms / 3 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$189

The Coolest Clearwater House | Backyard Pool, Hot Tub, Lanai & Bar

Clearwater house

3 bedrooms / 1 bathroom / sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$178

Waterfront Home | Pool, Hot Tub & Home Theater | Fishing Dock with Kayaks

Clearwater house

3 bedrooms / 4 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$313

Great rentals within 20 miles that match your search

Swashbuckler Motel

Treasure Island hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$142

4 Bedroom 2 Bath Bayfront, Pool, Gof, Canoe, More.

Tampa house

4 bedrooms / 2 bathrooms / sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$354

DOLPHIN WATCH

New Port Richey house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$256

Beach-Front Condo 180-degree Views Of The Gulf

Madeira Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$164

Belleview Gulf Condos

Indian Shores condo

1 bedroom / 1 bathroom / sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$111

*NEW* Spa Retreat: Relaxing Pool Home w/Hot Tub, Amenities and Conveniences

Tampa house

4 bedrooms / 3 bathrooms / sleeps 6

“Amazing Stay! Abolutely Loved This House!” My friends and I travel every year following our favorite football team and often look for homes to rent that provide many of the amenities you might find in high end hotels. In this home we found a gem. Property is amazing...well kept, spacious and convenient. Working with Paul was awesome and very welcoming. During the stay, Paul was always available at a moments notice if you needed anything. The home provided plenty of room for our group and the pool and spa are an extra added bonus. We were convenient to the highway, grocery stores and even Wal-Mart and restaurants. I will certainly look forward to staying in this property again when my travels bring me back to Tampa! Hats off to Paul and his team. Amazing Property!

Responds fast! avg. 1 hour 28 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$236

Pet Friendly Southwind Oasis with Private Pool

Belleair Bluffs house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 18 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$322

Dolphin Bay Retreat

Oldsmar house

2 bedrooms / 1 bathroom / sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$322

Modern Waterfront St Pete Beach Private Pool Home

St. Pete Beach house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$248

South Tampa Modern 4BR Oasis with pool and gameroom

Tampa house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$450

NEW High End Keys Style - Private Resort - Huge Dock, Pool, Spa, Fire Pit + More

New Port Richey house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$317

SUNSHINE HOLIDAY

St. Petersburg manor house

5 bedrooms / 6 bathrooms / sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$1,247

6West Luxury Beach Cottage #3

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$205

6West Luxury Beach Cottage #5

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$205

6West Beach Cottage Studio #0

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$176

Viewing 38 of 365
rentals in Clearwater

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