Search 105,200+ Vacation Rentals

Clearwater Beach Rentals & Apartments with Swimming Pool - 126 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

126 Vacation rentals

Filters applied: Swimming pool

(5)

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 (5 reviews)

Book

from $189.00 / 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)

Book

from $338.00 / 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. 3 hours 4 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)

Book

from $98.00 / night

(3)

1 / 28

Clearwater Condo

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

Responds fast! Avg. 1 hour 10 minutes

$243.00

Excellent (3 reviews)

Book

from $243.00 / 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)

Book

from $109.00 / night

(1)

1 / 43

Clearwater Condo

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

Responds fast! Avg. 19 minutes

$224.00

Excellent (1 reviews)

Book

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

$343.00

Excellent (2 reviews)

Book

from $343.00 / night

(2)

1 / 19

Clearwater Apartment

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

$326.00

Excellent (2 reviews)

Book

from $326.00 / 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)

Book

from $343.00 / 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

$487.00

Excellent (5 reviews)

Book

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

$217.00

Very Good (9 reviews)

Book

from $217.00 / night

(36)

1 / 24

Clearwater Condo

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 10 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)

Book

from $320.00 / night

1 / 33

Clearwater House

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

$573.00

Book

from $573.00 / 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)

Book

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

$831.00

Excellent (1 reviews)

Book

from $831.00 / 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)

Inquire

from $143.00 / night

1 / 26

Clearwater House

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

$916.00

Book

from $916.00 / 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)

Book

from $137.00 / 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

$297.00

Very Good (16 reviews)

Book

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)

Book

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

$434.00

Very Good (10 reviews)

Book

from $434.00 / night

1 / 22

Clearwater Condo

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

$145.00

Inquire

from $145.00 / night

1 / 33

Clearwater Condo

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

$150.00

Inquire

from $150.00 / night

1 / 24

Clearwater Apartment

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

$145.00

Inquire

from $145.00 / night

Your search has been expanded 18.5 miles to include more rentals

(18)

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 46 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

$187.00

Very Good (18 reviews)

Book

from $187.00 / 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)

Book

from $148.00 / 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)

Book

from $164.00 / night

(60)

1 / 28

Treasure Island Condo - 15 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“First and foremost, Nick was easily the most wonderful owner we have ever dealt with. He was quick to get back with us on any email and very pleasant. The condo is perfectly located on the beach, minutes from everything and walking distance to Caddy'...”
- Review left on 04/05/2017

$144.00

Excellent (60 reviews)

Inquire

from $144.00 / night

(1)

1 / 84

Indian Shores House - 8.1 miles away

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

$801.00

Excellent (1 reviews)

Book

from $801.00 / night

(2)

1 / 13

Treasure Island Condo - 14.8 miles away

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

Responds fast! Avg. 3 hours 6 minutes

$92.00

Very Good (2 reviews)

Book

from $92.00 / night

(14)

1 / 47

Tarpon Springs House - 13.7 miles away

  • 4
  • 8
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Every Year we look for a vacation spot for our family to get together . We have been to Disney, Dollywood, Myrtle Beach, and other touristy places in the past. This year we wanted a place close to attractions and things to do, but more importantly a...”
- Review left on 07/01/2016

$287.00

Very Good (14 reviews)

Book

from $287.00 / night

(3)

1 / 24

Redington Shores Manor house - 9.2 miles away

  • 4
  • 12
  • min stay varies
  • 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)

Book

from $1,145.00 / night

(1)

1 / 36

Dunedin House - 6.3 miles away

  • 1
  • 2
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 6 minutes

$115.00

Very Good (1 reviews)

Book

from $115.00 / night

1 / 42

Madeira Beach Apartment - 12.4 miles away

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

Responds fast! Avg. 3 hours 30 minutes

$229.00

Book

from $229.00 / night

1 / 12

Madeira Beach Apartment - 12.4 miles away

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

Responds fast! Avg. 3 hours 30 minutes

$315.00

Book

from $315.00 / night

(37)

1 / 46

St. Petersburg Manor house - 18.2 miles away

  • 7
  • 21
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool
“We invited our extended family to spend Christmas together this year at The Petro Mansion, hoping that the house looked as good in person as it did online. The house is just as beautiful, if not more so, in person! Alex had the house beautifully...”
- Review left on 01/02/2017

$700.00

Excellent (37 reviews)

Inquire

from $700.00 / night

1 / 15

Madeira Beach Condo - 11.1 miles away

  • 2
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$287.00

Book

from $287.00 / night

(1)

1 / 30

St. Petersburg Condo - 18.5 miles away

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

$72.00

Excellent (1 reviews)

Inquire

from $72.00 / 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

Inquire

from $82.00 / night

(1)

1 / 33

St. Petersburg Apartment - 18.2 miles away

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

$82.00

Excellent (1 reviews)

Inquire

from $82.00 / night