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Gulf Coast Central Florida Vacation Rentals & Homes with Swimming Pool - 527 Rentals Available.

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527 Vacation rentals

Filters applied: Swimming pool

(4)

1 / 29

Bradenton Condo

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

$110

Excellent (4 reviews)

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from $110 / night

(11)

1 / 22

Bradenton House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The house was lovely ~ spacious, clean, comfortable, & convenient to everything. The pool was great. Neighborhood was quiet ~ loved looking out over the lake. Great view from the living room. This was perfect for me and my family and we had...”
- Review left on 05/31/2016

$130

Very Good (11 reviews)

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from $130 / night

(13)

1 / 17

St. Pete Beach Condo

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

$180

Very Good (13 reviews)

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from $180 / night

(1)

1 / 30

Treasure Island Condo

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

$171

Excellent (1 reviews)

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from $171 / night

(2)

1 / 15

Sarasota Condo

  • 2
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“My family had an extended summer vacation in Sarasota, which proved to be a wonderful experience. The Condo was clean, well-maintained and very comfortable. It is located near shopping and is very close to the beach. The area is safe and very quiet...”
- Review left on 11/02/2014

$75

Very Good (2 reviews)

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from $75 / night

1 / 16

Venice House

  • 3
  • 6
  • 60 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$142

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from $142 / night

(1)

1 / 28

Clearwater Condo

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

$157

Excellent (1 reviews)

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from $157 / night

(2)

1 / 16

Bradenton House

  • 3
  • 6
  • Min stay varies
  • Nearest beach 20 mi
  • Swimming pool
  • Child friendly
“we rented this home for a week in July, the home is beautiful, it is equipped with every thing you could possibly need. the pool area was very relaxing and enjoyable. we loved the hone and would rent again...”
- Review left on 07/13/2014

$125

Excellent (2 reviews)

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from $125 / night

(10)

Certificate of Excellence

1 / 24

Venice House

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

Certificate of Excellence

“We stayed at this home for the month of March and were very happy with our stay. The home had everything we needed and the owner was very quick to respond to any of our questions both before and during our stay.The house is furnished in a bright...”
- Review left on 04/07/2015

$99

Excellent (10 reviews)

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from $99 / night

1 / 40

Sarasota House

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$550

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from $550 / night

(2)

1 / 10

Bradenton House

  • 3
  • 6
  • Min stay varies
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly
“We enjoyed this house, and it was the warmest December on record! Went to the beach 3 times and the ocean was warm enough to swim in this year! Look forward to more trips to Florida...”
- Review left on 01/08/2016

$125

Very Good (2 reviews)

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from $125 / night

(1)

1 / 19

Holmes Beach Cottage

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We couldn't have asked for a better AMI rental. I've stayed at others, but have finally found one I will stay at again (and again!) Don't worry about not being directly on the beach, because you are just a few steps away! It was wonderful to have our...”
- Review left on 04/07/2016

$271

Excellent (1 reviews)

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from $271 / night

(22)

1 / 26

Bradenton Villa

  • 5
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We had a great experience renting this home in July 2016. House was comfortable, pool area was relaxing, and the lake presented good fishing every morning and evening, from right behind the house. Plenty of convenient restaurants nearby, and Siesta...”
- Review left on 01/01/2017

$200

Excellent (22 reviews)

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from $200 / night

(18)

1 / 19

Clearwater House

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

1 / 12

Bradenton House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$236

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from $236 / night

(10)

1 / 12

Indian Shores Condo

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Let me begin by saying that I have never used a rent-by-owner program before. After this experience, I most definitely will, and hopefully to return to this lovely place. Jeannie was easy to communicate with, and everything was as expected when we...”
- Review left on 06/10/2015

$114

Excellent (10 reviews)

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from $114 / night

(17)

1 / 40

Tampa House

  • 2
  • 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This is our second time staying here. Very comfortable very nice area. We were visiting our son who is at the University of Tampa. Even though it is about a 30 minute drive to campus it is nice to be out of the city where it's quiet with a nice...”
- Review left on 10/05/2016

$85

Excellent (17 reviews)

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from $85 / night

(2)

1 / 32

Inverness Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“The house was better than we expected. It was very comfortable and spacious. The kitchen was well stocked with dishes and utensils.The bedrooms were nice and the beds were comfortable. The pool was also nice but the weather was not warm enough to use...”
- Review left on 02/11/2016

$120

Excellent (2 reviews)

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from $120 / night

(10)

1 / 27

Tampa House

  • 4
  • 8
  • Min stay varies
  • Nearest beach 26 mi
  • Swimming pool
  • Ask about children

$225

Excellent (10 reviews)

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from $225 / night

(11)

1 / 26

Treasure Island Condo

  • 1
  • 3
  • Min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Car not necessary
“My wife and I stayed in Sunset Cove for 9 nights in December. It was the perfect home away from home with a VERY clean, neat condo just a 1 minute walk from the gorgeous Sunset Beach on Treasure Island. The location was perfect and the complex was...”
- Review left on 12/13/2016

$70

Excellent (11 reviews)

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from $70 / night

(6)

1 / 49

Inverness Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We stayed two weeks in this beautiful villa. The villa is modern with three bedrooms, a cozy livingroom and two very nice bathrooms. Beautiful (heated) pool (the kids loved it) with plenty of space to sit outside for breakfast or dinner. The house is...”
- Review left on 08/25/2015

$130

Excellent (6 reviews)

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from $130 / night

(3)

1 / 24

Tampa Manor house

  • 8
  • 20
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 37 mi
  • Swimming pool

$495

Excellent (3 reviews)

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from $495 / night

(1)

1 / 38

Ruskin Apartment

  • 2
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“I recently had the opportunity to stay at a "HOME AWAY FROM HOME" condo...and I enjoyed every minute of it! So much better than visiting my son who attends college at Univ. of Tampa, and staying at a hotel. The ability to cook what I wanted, when I...”
- Review left on 09/09/2014

$260

Excellent (1 reviews)

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from $260 / night

(3)

1 / 17

Holmes Beach House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“I like to call the Coral Cottage our own little Shangri La, at least for the two weeks we were pleased to be its residents. From the lovely landscaping to the private HEATED pool in the enclosed backyard, to the well equipped kitchen, just about...”
- Review left on 04/01/2016

$159

Excellent (3 reviews)

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from $159 / night

(2)

1 / 17

Madeira Beach Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We stayed at Sand Dollar 102 and loved it! It was very spacious, gulf front and we saw beautiful sunsets. The condo was well maintained and had everything we needed. The location is good and we found plenty to do. I definitely would stay here again...”
- Review left on 01/24/2016

$128

Excellent (2 reviews)

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from $128 / night

(2)

1 / 12

Indian Rocks Beach Condo

  • 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

$199

Very Good (2 reviews)

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from $199 / night

(19)

1 / 27

Anna Maria House

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
“Whether you are a couple or three families under one roof, the layout of this home fits the bill. Three eating areas, three gathering areas plus the pool area is amazing. Newer homes on the island have five bedrooms....great...right but there is...”
- Review left on 06/25/2015

$175

Very Good (19 reviews)

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from $175 / night

1 / 52

Indian Rocks Beach House

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

$199

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from $199 / night

(9)

1 / 20

Inverness Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“This house was just what was advertised! We enjoyed our stay. It was located in a nice quiet area. It was clean and spacious. We enjoyed long walks and warm swims...”
- Review left on 01/06/2017

$120

Very Good (9 reviews)

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from $120 / night

1 / 21

Sarasota Condo

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $70 / night

1 / 13

Seminole Condo

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $60 / night

(2)

1 / 22

Anna Maria House

  • 8
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This house is simply amazing. There is nothing that could be improved upon. The house is gorgeous, clean, and very welcoming. The pool was the bomb as was the hot tub in the evenings! The best part of the pool is that it has all day sun which...”
- Review left on 04/22/2016

$599

Excellent (2 reviews)

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from $599 / night

(9)

1 / 17

Sarasota Condo

  • 2
  • 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We had such a wonderful trip to Siesta Key! The condo was very nice. Beautifully decorated, very clean, and great location! Everything from booking it to checking out was very easy. Everything we needed was available to us, and more! Everybody...”
- Review left on 08/02/2016

$152

Excellent (9 reviews)

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from $152 / night

1 / 23

Lido Key House

  • 3
  • 11
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $300 / night

(34)

1 / 60

Hernando Beach House

  • 3
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
“We just spent a week in an incredible location. There was so much of nature to absorb. The Gulf waters, the shore birds looking for food when the tide went out, the dolphins, the horseshoe crabs, the stars, and most of all the sunsets. The house...”
- Review left on 03/08/2017

$215

Very Good (34 reviews)

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from $215 / night

(24)

1 / 28

Apollo Beach House

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“It was perfect from the checking in to all the way to the end. We got to meet Jodis mom. What a great lady. We will love to come back and stay real soon...”
- Review left on 06/02/2015

$157

Very Good (24 reviews)

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from $157 / night

(2)

1 / 26

Hernando Beach Apartment

  • 1
  • 2
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Pet friendly

$100

Very Good (2 reviews)

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from $100 / night

(1)

1 / 23

Sarasota House

  • 4
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We spent a week at this property & absolutely loved it. Even our kids (ages 21 & 25) were saying best time ever. We had planned to do a couple day trips to the Orlando area and only ended up leaving the area once (to Universal) because no one...”
- Review left on 10/16/2014

$343

Excellent (1 reviews)

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from $343 / night

(20)

1 / 80

Clearwater Condo

  • 1
  • 4
  • 7 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

$83

Excellent (20 reviews)

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from $83 / night

(18)

1 / 11

Indian Rocks Beach Condo

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Condo was comfortable and clean. Great view of the ocean. We love this area and have vacationed there for the last 10 years...”
- Review left on 09/15/2016

$130

Very Good (18 reviews)

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from $130 / night