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Clearwater Beach Rentals & Apartments with Swimming Pool - 123 Rentals Available.

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123 Vacation rentals

Filters applied: Swimming pool

(6)

1 / 12

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

Very Good (6 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

$164.00

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from $164.00 / night

(40)

1 / 27

Clearwater Condo

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 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

$315.00

Excellent (40 reviews)

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from $315.00 / night

(3)

1 / 28

Clearwater Condo

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

Responds fast! Avg. 24 minutes

$276.00

Excellent (3 reviews)

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from $276.00 / night

(14)

1 / 14

Clearwater Cottage

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

Responds fast! Avg. 1 hour 31 minutes

“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

(1)

1 / 43

Clearwater Condo

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

Responds fast! Avg. 23 minutes

$232.00

Excellent (1 reviews)

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from $232.00 / 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

$263.00

Excellent (2 reviews)

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from $263.00 / night

(2)

1 / 19

Clearwater Apartment

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

$180.00

Excellent (2 reviews)

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from $180.00 / 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

$377.00

Excellent (4 reviews)

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from $377.00 / night

(5)

1 / 10

Clearwater House

  • 3
  • 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 42 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

$487.00

Excellent (5 reviews)

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from $487.00 / 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

$228.00

Very Good (9 reviews)

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from $228.00 / night

1 / 79

Clearwater Townhouse

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$315.00

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from $315.00 / night

(36)

1 / 25

Clearwater Condo

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

Responds fast! Avg. 1 hour 18 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

$320.00

Excellent (36 reviews)

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from $320.00 / night

(7)

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

$516.00

Excellent (7 reviews)

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from $516.00 / night

1 / 27

Clearwater House

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$249.00

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from $249.00 / night

(16)

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

$343.00

Very Good (16 reviews)

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from $343.00 / 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

(21)

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

Very Good (21 reviews)

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from $144.00 / 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

$445.00

Very Good (10 reviews)

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from $445.00 / night

1 / 22

Clearwater Condo

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$115.00

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from $115.00 / night

1 / 33

Clearwater Condo

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

$152.00

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from $152.00 / night

1 / 24

Clearwater Apartment

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

$151.00

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from $151.00 / night

Your search has been expanded 18.4 miles to include more rentals

(12)

1 / 12

Tarpon Springs House - 13.6 miles away

  • 4
  • 9
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 1 hour 53 minutes

“Our family of 9 (8 adults and a one year old) spent a vacation week at the Tarpon Springs home and had a great time. The house is very clean and spacious, and is located in a beautiful quaint, quiet neighborhood. The master suite downstairs was very...”
- Review left on 10/04/2016

$270.00

Very Good (12 reviews)

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from $270.00 / night

(7)

1 / 22

Indian Rocks Beach Condo - 8.8 miles away

  • 2
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The condo was great....very modern and nicely decorated....it was very clean and we didn't even turn the air on with temps in the low to muddle 80's we just opened the windows and let the breeze blow thru. I absolutely loved the balcony sitting out...”
- Review left on 05/09/2016

$360.00

Very Good (7 reviews)

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from $360.00 / night

(2)

1 / 13

Madeira Beach Condo - 12.3 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Responds fast! Avg. 3 hours 49 minutes

$148.00

Excellent (2 reviews)

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from $148.00 / 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

(11)

1 / 8

Madeira Beach Cottage - 11.5 miles away

  • 1
  • 2
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Car not necessary

Responds fast! Avg. 33 minutes

“Newly renovated with one bedroom queen and two sleepers. One bath and fully equipped kitchen. No dishwasher and on site laundry is very clean. Direct beach access and trolley stopsl Very well maintained private pool. BBQ grill area very clean. We...”
- Review left on 08/30/2016

$115.00

Very Good (11 reviews)

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from $115.00 / night

(4)

1 / 14

Madeira Beach Condo - 11.2 miles away

  • 2
  • 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Enjoyed the vacation. Rented 2 condos for family of10 for the week of July 4. Nice rooms, great beach, and amazing 4th of July fireworks on the beach from 8:30 until nearly 11:00. never seen fireworks like that before...”
- Review left on 07/18/2015

$148.00

Very Good (4 reviews)

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from $148.00 / night

(21)

1 / 28

St. Pete Beach Condo - 17.5 miles away

  • 2
  • 5
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Responds fast! Avg. 2 hours 50 minutes

“Donna was so easy to work with and their condo was very nice. The king master bed was so comfortable and their bedroom dresser was big enough for all our clothes. Great TV and comfortable sofa and side chairs. Kitchen was nicely equipped with...”
- Review left on 02/17/2019

$175.00

Excellent (21 reviews)

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from $175.00 / night

1 / 36

St. Petersburg Apartment - 18.1 miles away

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

$82.00

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from $82.00 / night

1 / 12

Madeira Beach Apartment - 12.4 miles away

  • 2
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$315.00

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from $315.00 / night

(2)

1 / 12

Indian Rocks Beach Condo - 7.3 miles away

  • 2
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“My family had a blast when we stayed at this condo. It was well stocked with everything we needed. We were a simple walk to the beach plus the pool was clean. The drive to johns pass for dinner was easy plus there were restaurants close by. We will...”
- Review left on 07/20/2016

$287.00

Very Good (2 reviews)

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from $287.00 / night

(13)

1 / 21

Madeira Beach Cottage - 11.5 miles away

  • 1
  • 4
  • 3 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 30 minutes

“i stayed in this darling cottage for nearly 4 months and it felt like home. cottage is decorated with lots of color and beachy cheer, has a little porch, private yard and cute picket fence, with parking just outside the fence and a friendly coffee...”
- Review left on 01/31/2017

$98.00

Excellent (13 reviews)

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from $98.00 / night

1 / 46

St. Petersburg Condo - 18.4 miles away

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

$86.00

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from $86.00 / night

1 / 42

Madeira Beach Apartment - 12.4 miles away

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

$252.00

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from $252.00 / night

1 / 37

St. Petersburg Condo - 18.2 miles away

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

$82.00

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from $82.00 / night

1 / 37

St. Petersburg Apartment - 18.3 miles away

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

$72.00

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from $72.00 / night

(3)

1 / 36

Redington Shores Manor house - 9.2 miles away

  • 4
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Very beautiful house.The water is on a couple sides of house and it allows views from all windows, see dolphins and exotic fish right off the patio.Would recommend this stay to everyone!Loved it...”
- Review left on 02/26/2017

$1,145.00

Very Good (3 reviews)

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from $1,145.00 / 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

(7)

1 / 17

St. Petersburg Condo - 17.9 miles away

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Air conditioning
  • Pet friendly
“We thoroughly enjoyed our stay in this beautiful condo overlooking Boca Ciega Bay.. Very clean, comfortable home, what a nice view of the bay with dolphins regularly swimming by! The owner, Ken, was stellar to deal with, all our needs were totally...”
- Review left on 05/21/2016

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Excellent (7 reviews)

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