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Clearwater Beach Rentals & Apartments with Swimming Pool - 29 Rentals Available.

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29 Vacation rentals

Filters applied: Swimming pool

(12)

1 / 14

Clearwater Cottage

  • 2
  • 5
  • 7 nights min
  • Nearest beach 0.05 mi
  • Swimming pool
  • Ask about children
“I cannot say enough good about coconut cabana. Great location as well as an extremely clean bright comfotable place. Walking distance to everything you might think of doing. Everyone friendly and kind and so accommodating. I will go back as often as...”
- Review left on 11/21/2016

$123

Excellent (12 reviews)

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from $123 / night

(2)

1 / 14

Clearwater House

  • 3
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“The house was in a great location. It was very spacious, and everything was nicely laid out. The pool was great to use, heated up quite quickly and was kept clean by the pool guy every week. The agent and the owner of the house were both very...”
- Review left on 11/16/2014

$299

Excellent (2 reviews)

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from $299 / night

(6)

1 / 36

Clearwater House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“7 girlfriends spent s wwek celebrating our birthdays! We had everything possible at the house from cooking to relaxing. House is beautifully decorated; comfy beds; great pool and close enough to walk to beach. Great restaurants in Clesrwster and...”
- Review left on 11/06/2016

$457

Excellent (6 reviews)

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from $457 / night

(18)

1 / 19

Clearwater House

  • 5
  • 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Ellen was wonderful, her home beautiful, accommodations were comfortable and just what we needed! Ellen was helpful with suggestions for beaches and offered discounts for area attractions...”
- Review left on 04/20/2016

$85

Excellent (18 reviews)

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from $85 / night

(4)

1 / 65

Clearwater Chalet

  • 5
  • 16
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We enjoyed the large house with many bedrooms and a nice kitchen to cook. We had a family reunion of about 20 people and had plenty of room to sit everyone and have a big meal together. Lora was very helpful to get us anything we needed. The kids...”
- Review left on 09/16/2016

$800

Excellent (4 reviews)

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from $800 / night

1 / 28

Clearwater Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$143

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from $143 / night

(2)

1 / 21

Clearwater House

  • 5
  • 15
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We rented this home for our family for New Year's. Stayed 5 nights. Property has main house with 3 bedrooms and 2 baths, large kitchen, dining area, living rooms areas (with one living room area capable of sleeping kids which we did). Great back...”
- Review left on 01/09/2017

$329

Excellent (2 reviews)

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from $329 / night

1 / 49

Clearwater House

  • 6
  • 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$450

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from $450 / night

(2)

1 / 25

Clearwater Villa

  • 4
  • 12
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“As we walked around the house for the first time, all I kept on saying was "Wow!" The house had a comfy spot in every room. To stay at this house, all you need is your clothes & if you are planning on cooking, groceries. Everything else is provided...”
- Review left on 07/29/2015

$233

Very Good (2 reviews)

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from $233 / night

(8)

1 / 30

Clearwater House

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We loved the property. Very clean and well maintained. The house is located in a well kept subdivision on the North Shore of Clearwater beach. It was a short walk to the beach, short distance to tourist attractions and still private enough to enjoy...”
- Review left on 07/19/2016

$249

Very Good (8 reviews)

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from $249 / night

(3)

1 / 15

Clearwater Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Just thrilled with all aspects..comfortable, beautiful, immaculate, well equipped, great location, panoramic views and peaceful surroundings. Hated to leave...”
- Review left on 04/02/2012

$143

Excellent (3 reviews)

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from $143 / night

(18)

1 / 80

Clearwater Condo

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Very happy with this condo for 11 day vacation. Clean, cozy, with all emenities. Owner was awesome...”
- Review left on 04/14/2017

$83

Excellent (18 reviews)

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from $83 / night

(4)

1 / 20

Clearwater House

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We rented from Linda during Spring Break week, 2016. House is very nice and fully furnished. We were able to use the pool, patio, and charcoal grill once when nearby family visited and spent the rest of the trip at Clearwater beach or other nearby...”
- Review left on 03/28/2016

$165

Excellent (4 reviews)

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from $165 / night

(11)

1 / 27

Clearwater House

  • 5
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“First of I would like to start by saying this was a wonderful stay for our family. The home is beautifully furnished and well equipped in the kitchen along with grill (BIG PLUS). After the beach the kids would bath in the pool while the family cooked...”
- Review left on 08/16/2016

$299

Very Good (11 reviews)

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from $299 / night

(29)

1 / 38

Clearwater Condo

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Great family condo with all of the amenities needed for a family and children. We had everything we needed for our 3 week stay. Convenient to the beach and many good restaurants. The cabana was a god send with the push cart, ideal for the beach and...”
- Review left on 02/27/2017

$166

Excellent (29 reviews)

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from $166 / night

(3)

1 / 9

Clearwater Condo

  • 2
  • 4
  • 1 night min
  • Nearest beach 16 mi
  • Swimming pool
  • Child friendly
“My brother and I stayed here for one week, it was in the middle of everything, clean and quiet. Three heated swimming pools and laundry on site which was convenient for us too. All in all very nice...”
- Review left on 03/06/2017

$150

Very Good (3 reviews)

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from $150 / night

1 / 42

Clearwater House

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $150 / night

(5)

1 / 10

Clearwater House

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Loved vacationing at the Margaritaville Pool home. The inside is soooo cute and decorated with beachy accents throughout. The kitchen is fully stocked with everything you need to cook with. We loved the screened porch and ate most of our meals there....”
- Review left on 10/03/2015

$257

Excellent (5 reviews)

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from $257 / night

(2)

1 / 26

Clearwater Apartment

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$143

Excellent (2 reviews)

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from $143 / night

(10)

1 / 37

Clearwater Villa

  • 10
  • 28
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We absolutely loved this place! It had everything we needed and reasonably priced! Just a few steps to the beach, stores and restaurants close by. My son absolutely loved it and none of us wanted to leave. We plan on coming back in the future....”
- Review left on 06/24/2016

$399

Very Good (10 reviews)

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from $399 / night

1 / 25

Clearwater Condo

  • 3
  • 6
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly

from $250 / night

(1)

1 / 58

Clearwater House

  • 4
  • 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“What a dream vacation for our family (3 adults, 3 grandparents and 2 kids)! Wake up and have a cup of coffee out on the beautiful patio / terrace to view the dolphins swimming by every morning. Take advantage of the large pool during the day to...”
- Review left on 06/02/2015

$759

Excellent (1 reviews)

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from $759 / night

(40)

1 / 28

Clearwater Condo

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Just back from a week stay with our family of 4. Stunning views we saw dolphins most days in the bay . Beautifully spacious apartment that was a welcome relief to come back to its air conditioned rooms after a hot day out at the beach...”
- Review left on 08/05/2016

$185

Excellent (40 reviews)

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from $185 / night

(2)

1 / 5

Clearwater Apartment

  • 1
  • 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This was a charming place - a great getaway. We would love to come back. Convenient to the hustle and bustle of Clearwater Beach, but still a private oasis from it as well...”
- Review left on 04/03/2015

$129

Excellent (2 reviews)

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from $129 / night

(1)

1 / 19

Clearwater Condo

  • 10
  • 30
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Coconut Grove was a fantastic location and experience. The sales, property management and maintenance staff were very accommodating and professional. The facility was very nice. There is an incredible bar, outside kitchen and swimming pool. Even...”
- Review left on 05/25/2016

$699

Excellent (1 reviews)

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from $699 / night

(1)

1 / 19

Clearwater Condo

  • 3
  • 7
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“A very luxurious, yet comfortable condo. The unit provided all the amenities and comfort creatures of home and more! We had an outstanding vacation and look forward to a return visit...”
- Review left on 03/03/2011

$217

Excellent (1 reviews)

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from $217 / night

1 / 19

Clearwater Apartment

  • 3
  • 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$249

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from $249 / night

1 / 4

Clearwater Apartment

  • 2
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$179

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from $179 / night

1 / 30

Clearwater Apartment

  • 2
  • 4
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $118 / night

Your search has been expanded 5.6 miles to include more rentals

1 / 24

Dunedin Villa - 3.2 miles away

  • 8
  • 16
  • 127 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $600 / night

(1)

1 / 30

Belleair Beach Townhouse - 3.3 miles away

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“To celebrate our 50th anniversary, we rented this home for our two sons, daughter, and their families. It was the BEST OF THE BEST vacations ever. The home was exactly as the pictures shown. We loved every minute. The grandkids were either at the...”
- Review left on 07/30/2015

$575

Excellent (1 reviews)

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from $575 / night

(8)

1 / 33

Belleair Beach Townhouse - 3.3 miles away

  • 4
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The owner told us he would even have the palace decorated for Christmas & it certainly was a Winter Wonderland! The home itself was very well equipped and had excellent layout for a family vacation home. It was the perfect location on the gulf,...”
- Review left on 01/03/2017

$550

Excellent (8 reviews)

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from $550 / night

(20)

1 / 26

Indian Rocks Beach House - 4.7 miles away

  • 3
  • 8
  • 90 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This rental was a real delight to stay in for several months with two small dogs. It had all the comforts of home with a wonderful pool to swim in (which was always clean & inviting), a beautiful intercoastal view to experience the sunrises & sunsets...”
- Review left on 04/05/2012

$113

Excellent (20 reviews)

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from $113 / night

(2)

1 / 22

Indian Rocks Beach Condo - 5.1 miles away

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This place is amazing! Super clean and the view is amazing. Very comfortable stay. We will surely be back...”
- Review left on 05/22/2016

$158

Excellent (2 reviews)

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from $158 / night

(3)

1 / 25

Indian Rocks Beach Apartment - 5.1 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$133

Very Good (3 reviews)

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from $133 / night

(1)

1 / 28

Indian Rocks Beach Apartment - 5.2 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$136

Excellent (1 reviews)

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from $136 / night

(26)

1 / 30

Indian Rocks Beach Townhouse - 5.2 miles away

  • 2
  • 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Had a great time in Indian rocks beach. The kitchen and living room was a little small but over all a great condo we will rent again...”
- Review left on 07/25/2016

$140

Excellent (26 reviews)

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from $140 / night

(14)

1 / 18

Indian Rocks Beach Condo - 5.5 miles away

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“A very enjoyable 3 weeks in a most comfortable condo right on the beach. The 4th floor unit had a wonderful view of the beach and Gulf. The unit was updated and very well done. Within walking distance of some nice restaurants and watering holes...”
- Review left on 10/03/2016

$186

Very Good (14 reviews)

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from $186 / night

1 / 12

Indian Rocks Beach House - 5.6 miles away

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$199

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from $199 / night

1 / 18

Indian Rocks Beach House - 5.6 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$179

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from $179 / night