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Clearwater Beach Rentals & Apartments with Swimming Pool - 129 Rentals Available.

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129 Vacation rentals

Filters applied: Swimming pool

(5)

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

$189.00

Excellent (5 reviews)

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from $189.00 / night

1 / 42

Clearwater Apartment

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

Responds fast! Avg. 3 hours 2 minutes

$164.00

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from $164.00 / night

(23)

Certificate of Excellence

1 / 19

Clearwater House

  • 5
  • 6
  • 1 night min
  • Nearest beach 8 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 18 minutes

Certificate of Excellence

“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

$98.00

Excellent (23 reviews)

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from $98.00 / night

(14)

1 / 14

Clearwater Cottage

  • 2
  • 4
  • min stay varies
  • Nearest beach 0.02 mi
  • Swimming pool
  • Child friendly
“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

$109.00

Excellent (14 reviews)

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from $109.00 / night

(40)

1 / 27

Clearwater Condo

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Responds fast! Avg. 3 hours 27 minutes

“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

$338.00

Excellent (40 reviews)

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from $338.00 / night

(3)

1 / 28

Clearwater Condo

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 14 minutes

$213.00

Excellent (3 reviews)

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from $213.00 / night

(1)

1 / 43

Clearwater Condo

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 20 minutes

$224.00

Excellent (1 reviews)

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from $224.00 / 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

$320.00

Excellent (2 reviews)

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from $320.00 / night

(4)

1 / 27

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

$343.00

Excellent (4 reviews)

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from $343.00 / night

(9)

1 / 35

Clearwater House

  • 3
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • 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

$217.00

Very Good (9 reviews)

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from $217.00 / night

(5)

1 / 10

Clearwater House

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

Responds fast! Avg. 1 hour 53 minutes

“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

$458.00

Excellent (5 reviews)

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from $458.00 / night

(2)

1 / 19

Clearwater Apartment

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

$326.00

Excellent (2 reviews)

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from $326.00 / night

(36)

1 / 24

Clearwater Condo

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 13 minutes

“The condo is a beautiful and an impeccable place at a prime and convenient location. My husband, 3 children, and my parents stayed here and have such high regards and compliments for this fabulous vacation spot! The owners were wonderful in...”
- Review left on 08/16/2017

$311.00

Excellent (36 reviews)

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from $311.00 / 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

$450.00

Excellent (6 reviews)

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from $450.00 / night

(1)

1 / 21

Clearwater House

  • 5
  • 15
  • 1 night min
  • Swimming pool
  • Child friendly
“This site was excellent for a family reunion. Sleeping 13 was very comfortable. Site was clean, comfortable, nice pool, and 3 minutes to beach. Would highly recommended for a family gahering...”
- Review left on 08/15/2016

$613.00

Excellent (1 reviews)

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from $613.00 / night

(3)

1 / 26

Clearwater Apartment

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

$143.00

Excellent (3 reviews)

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from $143.00 / night

1 / 33

Clearwater House

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$516.00

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from $516.00 / night

1 / 26

Clearwater House

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$916.00

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from $916.00 / night

(15)

1 / 54

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

$297.00

Very Good (15 reviews)

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from $297.00 / night

(20)

1 / 79

Clearwater Condo

  • 1
  • 4
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“This condo was perfect. Close to everything, restaurants, grocery store and the Clearwater Ferry is about 2 miles away with free parking. It takes you right to the Clearwater Harbor which is right at Clearwater Beach. Nice 10 min. boat ride. The...”
- Review left on 08/13/2017

$144.00

Excellent (20 reviews)

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from $144.00 / night

(5)

1 / 22

Clearwater Condo

  • 1
  • 4
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“The Camelot is not like any place I've ever stayed. It is very comfortable and feels a lot like home. The staff was very friendly and helpful, and made us feel like old friends even tho we had never met before. It is clean and well maintained, you...”
- Review left on 05/08/2016

$137.00

Average (5 reviews)

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from $137.00 / 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

$434.00

Very Good (10 reviews)

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from $434.00 / night

1 / 22

Clearwater Condo

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

$163.00

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from $163.00 / night

1 / 33

Clearwater Condo

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

$165.00

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from $165.00 / night

1 / 22

Clearwater Studio

  • -1
  • 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$82.00

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from $82.00 / night

1 / 24

Clearwater Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$147.00

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from $147.00 / night

Your search has been expanded 18.4 miles to include more rentals

(17)

1 / 33

St. Pete Beach Condo - 17.5 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 7 minutes

“The views from the patio are incredible! The sunsets are so beautiful and you can hang out and watch the dolphins go by. Only a short walk to the ocean. Paradise at St Pete Beach...”
- Review left on 03/16/2017

$185.00

Very Good (17 reviews)

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from $185.00 / night

(44)

1 / 43

Indian Shores Condo - 8.9 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Responds fast! Avg. 3 hours 22 minutes

“We loved this place! So wonderful to have lots of room with a heated pool and hot tub so close to the Bay...”
- Review left on 12/09/2016

$154.00

Very Good (44 reviews)

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from $154.00 / night

(17)

1 / 27

New Port Richey House - 18 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Loads of room in this beautiful home!!! It was supposed to be my two boys and their wives, my two grandchildren and my husband and I. My youngest couldn't make it. So that left just four adults and my two grandchildren. We had the best time ever. We...”
- Review left on 05/25/2017

$164.00

Excellent (17 reviews)

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from $164.00 / night

(21)

1 / 14

Indian Shores Condo - 8.2 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“We just returned from two glorious weeks at this property. The weather was fantastic, the location was just a short walk across the road to the beach. It was very clean and well taken care of, the beds were comfortable. The condo was a short...”
- Review left on 10/25/2016

$100.00

Excellent (21 reviews)

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from $100.00 / night

(1)

1 / 84

Indian Shores House - 8.1 miles away

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

$835.00

Excellent (1 reviews)

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from $835.00 / night

1 / 22

Madeira Beach Condo - 11.5 miles away

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

$148.00

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from $148.00 / night

(9)

1 / 15

Madeira Beach Townhouse - 12.3 miles away

  • 2
  • 4
  • 7 nights min
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly
“I have stayed at Townhouse 343 for several years and have recommended it to several of my friends and co-workers. Neither I, nor any of my friends have ever been disappointed. The owners are hospitable and think of every detail to make your stay...”
- Review left on 10/08/2016

$118.00

Very Good (9 reviews)

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from $118.00 / night

(8)

1 / 37

Indian Shores Condo - 9 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 44 minutes

“Everything was as advertised and promised. The condition of the unit was tip top. Loved the abundance of dishes, tableware, and cookware in the new kitchen. The maintenance of the public areas and pool was very good. Two small downers--light...”
- Review left on 11/27/2015

$137.00

Very Good (8 reviews)

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from $137.00 / night

(1)

1 / 13

St. Pete Beach Condo - 15.9 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$202.00

Very Good (1 reviews)

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from $202.00 / night

1 / 37

St. Petersburg Apartment - 18.2 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly

$70.00

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from $70.00 / night

(1)

1 / 31

St. Petersburg Apartment - 18.3 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$70.00

Excellent (1 reviews)

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from $70.00 / night

1 / 41

St. Petersburg Apartment - 18.3 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$110.00

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from $110.00 / night

1 / 32

St. Petersburg Apartment - 18.4 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly

$70.00

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from $70.00 / night

(1)

1 / 27

St. Petersburg Apartment - 18.3 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$80.00

Excellent (1 reviews)

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from $80.00 / night