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Clearwater Beach Rentals & Apartments with Swimming Pool - 95 Rentals Available.

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95 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

Excellent (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

Responds fast! Avg. 1 hour 29 minutes

$164.00

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from $164.00 / night

(3)

1 / 28

Clearwater Condo

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

Responds fast! Avg. 26 minutes

$290.00

Excellent (3 reviews)

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from $290.00 / night

(40)

1 / 27

Clearwater Condo

  • 3
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool

Responds fast! Avg. 3 hours 25 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

(14)

1 / 14

Clearwater Cottage

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

Responds fast! Avg. 1 hour 40 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

$123.00

Excellent (14 reviews)

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from $123.00 / night

(1)

1 / 43

Clearwater Condo

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

Responds fast! Avg. 5 minutes

$266.00

Excellent (1 reviews)

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from $266.00 / night

(2)

1 / 19

Clearwater Apartment

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

$440.00

Excellent (2 reviews)

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from $440.00 / night

(5)

1 / 10

Clearwater House

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

Responds fast! Avg. 1 hour 17 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

(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

$228.00

Excellent (2 reviews)

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from $228.00 / night

(9)

1 / 35

Clearwater House

  • 3
  • 10
  • 6 nights min
  • 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

$801.00

Very Good (9 reviews)

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from $801.00 / 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

$572.00

Excellent (4 reviews)

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from $572.00 / night

(36)

1 / 25

Clearwater Condo

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

Responds fast! Avg. 1 hour 17 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

1 / 21

Clearwater Condo

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

Responds fast! Avg. 3 hours 25 minutes

$224.00

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from $224.00 / 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

1 / 30

Clearwater Condo

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 26 minutes

$315.00

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from $315.00 / 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

(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

$457.00

Very Good (16 reviews)

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from $457.00 / 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

$1,488.00

Very Good (10 reviews)

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from $1,488.00 / night

1 / 22

Clearwater Condo

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

$140.00

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from $140.00 / night

1 / 35

Clearwater Condo

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

$155.00

Inquire

from $155.00 / night

1 / 24

Clearwater Apartment

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

$151.00

Inquire

from $151.00 / night

Your search has been expanded 17.9 miles to include more rentals

(2)

1 / 32

Redington Shores House - 9.2 miles away

  • 5
  • 13
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“This house is an absolute beach paradise! The backyard with the heated pool and hot tub right beside the beach couldn't get any better. They were both clean and there were lots of toys and towels available. The house was very clean and well...”
- Review left on 02/26/2014

$1,215.00

Excellent (2 reviews)

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from $1,215.00 / 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. 2 hours 56 minutes

$213.00

Excellent (2 reviews)

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from $213.00 / night

(17)

1 / 16

Indian Rocks Beach Condo - 7.3 miles away

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

Responds fast! Avg. 2 hours 56 minutes

“Absolutely loved this place! Great week with four adults and 2 babies. Great accommodations! Clean, well stocked, wonderful views! Nice beach, not crowded, nice pool! Usually stay in SC. This was way better. Ocean calm, no jellyfish, white sand....”
- Review left on 08/22/2016

$213.00

Very Good (17 reviews)

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from $213.00 / 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)

1 / 40

Indian Rocks Beach House - 5.6 miles away

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

$228.00

Excellent (1 reviews)

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from $228.00 / night

(1)

1 / 25

Madeira Beach Condo - 11.5 miles away

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

$148.00

Excellent (1 reviews)

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from $148.00 / night

(8)

1 / 37

Indian Shores Condo - 9 miles away

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

$141.00

Very Good (8 reviews)

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from $141.00 / night

(5)

1 / 13

Treasure Island Condo - 14.8 miles away

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 39 minutes

$104.00

Excellent (5 reviews)

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from $104.00 / night

1 / 52

Indian Rocks Beach House - 5.6 miles away

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

$263.00

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from $263.00 / night

1 / 25

Madeira Beach Condo - 10.9 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$95.00

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from $95.00 / night

(24)

1 / 33

Madeira Beach Condo - 11.5 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Gulf front condo in Madeira Beach; location/view is outstanding and condo was fully equipped. Convenient to restaurants, shopping and attractions. Only two complaints were the carpet in unit was dirty, stained and worn and needed to be cleaned or...”
- Review left on 11/28/2016

$152.00

Very Good (24 reviews)

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from $152.00 / night

(7)

1 / 28

Treasure Island Condo - 13.8 miles away

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 25 minutes

“The location is perfect! Your backyard is the bay. Morning Views are breathtaking!!!! My husband fished there every morning and every night. (condo has 3 fishing poles, a few beach chairs and towels) The beach is a short walk away. Publix is right...”
- Review left on 01/03/2017

$205.00

Very Good (7 reviews)

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from $205.00 / night

1 / 23

Crystal Beach House - 8.6 miles away

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

$205.00

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from $205.00 / 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

(24)

1 / 28

Indian Shores Condo - 8.3 miles away

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Great location and great place! Would only recommend 6 people, however, because the last bed is in the family room...”
- Review left on 01/07/2017

$344.00

Very Good (24 reviews)

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from $344.00 / night

(7)

1 / 17

St. Petersburg Condo - 17.9 miles away

  • 2
  • 4
  • 2 nights min
  • 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

$86.00

Excellent (7 reviews)

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from $86.00 / night

(20)

1 / 50

Treasure Island Condo - 14.9 miles away

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 39 minutes

“We absolutely loved our stay at sunset cove. The condo is very clean and has everything you could possibly need. Plenty of room for 2 adults and 2 teen girls. The location is great very close to restaurants and activities. We will definitely be...”
- Review left on 01/09/2017

$115.00

Excellent (20 reviews)

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from $115.00 / night

(2)

1 / 41

Indian Rocks Beach House - 6.1 miles away

  • 4
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$572.00

Very Good (2 reviews)

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from $572.00 / night