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Disney Vacation Rentals & Homes with Swimming Pool - 1405 Rentals Available.

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1,405 Vacation rentals

Filters applied: Swimming pool

(10)

1 / 100

Orlando House

  • 4
  • 8
  • Min stay varies
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly
“Lovely property, highly maintained, and the owner is a breath of fresh air! Photos don't do this home justice. No a problem or care in the world, a totally wonderful trip...”
- Review left on 06/17/2016

$91

Excellent (10 reviews)

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from $91 / night

(41)

1 / 36

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$151

Excellent (41 reviews)

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from $151 / night

(31)

1 / 75

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly

$140

Excellent (31 reviews)

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from $140 / night

(43)

1 / 64

Kissimmee House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$122

Excellent (43 reviews)

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from $122 / night

(17)

1 / 19

Orlando Villa

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 72 mi
  • Swimming pool

$73

Very Good (17 reviews)

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from $73 / night

(1)

1 / 47

Kissimmee Apartment

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

$80

Excellent (1 reviews)

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from $80 / night

(13)

1 / 38

Kissimmee Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$96

Excellent (13 reviews)

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from $96 / night

(5)

1 / 33

Kissimmee Apartment

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

$71

Excellent (5 reviews)

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from $71 / night

(2)

1 / 100

Kissimmee House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$65

Excellent (2 reviews)

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from $65 / night

(5)

1 / 37

Kissimmee Villa

  • 8
  • 18
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 138 mi
  • Swimming pool

$300

Excellent (5 reviews)

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from $300 / night

(12)

1 / 11

Kissimmee Apartment

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

$89

Excellent (12 reviews)

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from $89 / night

(2)

1 / 30

Orlando House

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Very clean, spacious and resourceful! House looks just like the pictures and comes with everything you need (towels, linens, pillows, plates, kitchen utensils, etc.). Quiet neighborhood and great location that's close to good restaurants,...”
- Review left on 02/24/2017

$185

Excellent (2 reviews)

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from $185 / night

(20)

1 / 30

Orlando House

  • 7
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“There is lots of room for larger parties so you're not always on top of each other. We had nine people in our party, seven adults and two kids, there was plenty of room for all of us. My only suggestion is more seating in the living room area, there...”
- Review left on 03/08/2017

$151

Very Good (20 reviews)

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from $151 / night

(13)

1 / 59

Kissimmee Villa

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$69

Very Good (13 reviews)

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from $69 / night

(1)

1 / 45

Kissimmee House

  • 8
  • 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$289

Excellent (1 reviews)

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from $289 / night

(27)

1 / 21

Kissimmee Villa

  • 4
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
“This house was absolutely perfect! It was clean and comfortable. We loved having everything on the main floor it was so convenient. Perfect location...”
- Review left on 05/16/2016

$116

Very Good (27 reviews)

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from $116 / night

(3)

1 / 62

Kissimmee House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$40

Excellent (3 reviews)

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from $40 / night

(13)

1 / 25

Kissimmee Villa

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The house was everytjing one could hope for, very close to attractions and dining. The layout was fantastic for 11 of us and the pool was so clean, relaxing and warm. I would strongly recommend this home to anyone looking in the Disney area...”
- Review left on 03/10/2016

$165

Excellent (13 reviews)

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from $165 / night

(57)

1 / 39

Kissimmee House

  • 6
  • 18
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Renting this vacation rental home was the best choice our family could do. Since day 1st when we decide to start looking for a vacation rental the owner Mr. Beck, got back to me and made all the process so smooth and easy to handle. He is the most...”
- Review left on 01/19/2017

$143

Excellent (57 reviews)

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from $143 / night

(2)

1 / 29

Kissimmee Villa

  • 6
  • 14
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We had a wonderful time at this home. The house is spotless and the bedrooms are all very comfortable. The pool is lovely and we also took advantage of having access to the huge clubhouse pool . The commute to Disney was easy and quick. The owner...”
- Review left on 05/16/2016

$180

Very Good (2 reviews)

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from $180 / night

1 / 57

Kissimmee House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$122

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from $122 / night

1 / 86

Kissimmee Villa

  • 7
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 113 mi
  • Swimming pool

$151

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from $151 / night

(8)

1 / 21

Kissimmee Townhouse

  • 3
  • 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$60

Excellent (8 reviews)

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from $60 / night

(25)

1 / 12

Kissimmee Villa

  • 4
  • 8
  • 4 nights min
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly
“We had an awesome time and the owner was a pleasure also the property manager was awesome and prompt. Beautiful home spacious and clean. Convienant to all atractions”
- Review left on 12/20/2016

$111

Very Good (25 reviews)

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from $111 / night

(2)

1 / 20

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“The Kennedy 1 has everything you need to enjoy a family vacation. Bob and Diane were easy to book with and to get in contact with during our stay. The house comes equipped with everything you need and is a 10 minutes drive away from restaurants...”
- Review left on 08/06/2016

$76

Excellent (2 reviews)

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from $76 / night

(5)

1 / 26

Kissimmee House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The house was comfy and cozy the furniture needed an uplift but the area of location was great with all locations to parks and stores close by. House was clean and spacious pool was great as well as the stay. House can use a game room for children in...”
- Review left on 08/10/2015

$76

Excellent (5 reviews)

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from $76 / night

1 / 41

Kissimmee House

  • 6
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $280 / night

(12)

1 / 25

Kissimmee Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$192

Excellent (12 reviews)

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from $192 / night

1 / 12

Orlando Apartment

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

$156

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from $156 / night

1 / 30

Kissimmee Villa

  • 7
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$231

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from $231 / night

(6)

1 / 26

Kissimmee House

  • 7
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Everything at the house was perfect. Clean and running properly. Kids were kept busy with game systems and pool tables. Wish there were more selection of bigger sauce pots. But other then that no complaints...”
- Review left on 08/11/2015

$180

Very Good (6 reviews)

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from $180 / night

1 / 5

Orlando Condo

  • 3
  • 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$300

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from $300 / night

(1)

1 / 28

Kissimmee Condo

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“**I made the contact and found this condo for my daughter that is active duty Military, the following were her comments on the the rental: Lots of room, owner was very helpful with information, answered emails quickly. Easy deal on short notice....”
- Review left on 09/27/2016

$76

Excellent (1 reviews)

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from $76 / night

(3)

1 / 19

Orlando Villa

  • 4
  • 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“We enjoyed out stay at this beautiful, nice, clean home. Everything was great. We had fun swimming in our own pool. Nice, quiet home with plenty of privacy. It looks small on the outside but really big and comfy. Owner was very helpful with...”
- Review left on 07/27/2016

$120

Excellent (3 reviews)

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from $120 / night

1 / 6

Orlando Condo

  • 3
  • 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$165

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from $165 / night

(10)

1 / 41

Kissimmee Villa

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$176

Excellent (10 reviews)

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from $176 / night

(9)

1 / 13

Orlando Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The house was nice and clean everything was there that they said would be there very spacious will use this site for future vacations I loved everything about it great communication skills with Representatives will recommend to family and friends...”
- Review left on 08/18/2016

$109

Excellent (9 reviews)

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from $109 / night

1 / 41

Kissimmee House

  • 6
  • 14
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly

$140

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from $140 / night

(23)

1 / 44

Kissimmee House

  • 7
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$251

Excellent (23 reviews)

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from $251 / night

(1)

1 / 41

Kissimmee Villa

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$376

Excellent (1 reviews)

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from $376 / night