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Winter Haven Apartments & Homes - 1228 Rentals Available

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1,228 Vacation rentals

1 / 15

Winter Haven House

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

Responds fast! Avg. 1 hour 55 minutes

$144.00

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from $144.00 / night

Your search has been expanded 19.7 miles to include more rentals

(5)

1 / 41

Orlando Villa - 19.2 miles away

  • 7
  • 18
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We loved it here. It was a nice to be able to use the club house. Lots of stores by for shopping. We would go there again...”
- Review left on 09/06/2016

$184.00

Very Good (5 reviews)

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from $184.00 / night

1 / 21

Davenport Cottage - 16 miles away

  • 1
  • 2
  • min stay varies
  • Child friendly
  • Air conditioning

$43.00

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from $43.00 / night

(1)

1 / 30

ChampionsGate Villa - 17.2 miles away

  • 5
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 48 minutes

$228.00

Excellent (1 reviews)

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from $228.00 / night

(6)

1 / 16

Davenport Villa - 18.8 miles away

  • 5
  • 12
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Love this place, the house its big, rooms are nice. I loved everything about this house. I just wished that they have more kitchen supplies like bigger pots, bigger tupperwares etc...”
- Review left on 03/17/2016

$252.00

Very Good (6 reviews)

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from $252.00 / night

(11)

1 / 93

Loughman Villa - 18.2 miles away

  • 4
  • 8
  • min stay varies
  • Nearest beach 126 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 8 minutes

“The villa is perfect for a family to stay in to make the most of their Orlando vacation. We loved having the freedom to be on our own schedule, to visit more attractions than just Disney, and to keep the food budget in check. Robert provides...”
- Review left on 02/16/2016

$171.00

Excellent (11 reviews)

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from $171.00 / night

(3)

1 / 42

Haines City Villa - 9.9 miles away

  • 6
  • 12
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

Responds fast! Avg. 2 hours 39 minutes

“Wonderful home in pristine condition. A few things already broken/needing repair but call to management company was handled quickly. The home could use more towels, etc. but otherwise great house! Pool heat a MUST in Spring...”
- Review left on 04/12/2016

$205.00

Very Good (3 reviews)

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from $205.00 / night

(23)

1 / 31

Davenport Villa - 19.1 miles away

  • 6
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We stayed in a beautiful 6 bedroom, 4.5 bath home in gated Solana Resort. Each family had their own bathroom and there was a half-bath on the 1st floor that all had access to. It was everything that we had hoped it would be. The home was clean and...”
- Review left on 03/20/2016

$148.00

Very Good (23 reviews)

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from $148.00 / night

(18)

1 / 25

Davenport Villa - 12.2 miles away

  • 4
  • 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“The house was large but it needed to be dusted and painted. Also needs new pots, pans and plastic cups. Additional lounge chairs (house sleeps 10, but only 2 lounge chairs) and a gas grill would be more enjoyable. Disappointed that the pool...”
- Review left on 03/20/2017

$137.00

Excellent (18 reviews)

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from $137.00 / night

(6)

1 / 24

Davenport Villa - 19.6 miles away

  • 4
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“This villa is located at a very exclusive golf community nearby all major attractions in Orlando, Disney is around 15-20 minutes drive. My family and I went there for a week and had no issues whatsoever, the villa is roomy, well decorated and has...”
- Review left on 06/07/2016

$126.00

Excellent (6 reviews)

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from $126.00 / night

(11)

1 / 31

Davenport Villa - 14.5 miles away

  • 5
  • 10
  • 7 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 28 minutes

“We stayed here for 11 weeks.. Lots of room for our grandchildren to visit and enjoy the area as it is close to Orlandos Disney and theme parks..Lovely home to entertain in as there is a lovely dining room venue and lots of dishes. We enjoyed the pool...”
- Review left on 04/02/2016

$144.00

Very Good (11 reviews)

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from $144.00 / night

(19)

1 / 23

Davenport Villa - 16.4 miles away

  • 4
  • 8
  • min stay varies
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly
“We had a fabulous time at the house it had all the amenities we needed and felt very comfortable. It was a short distance to the theme parks and grocery store. We will definitely remember this house to rent for future visits to the Orlando area and...”
- Review left on 02/26/2017

$132.00

Excellent (19 reviews)

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from $132.00 / night

(19)

1 / 44

Davenport Villa - 18.9 miles away

  • 6
  • 14
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We are located in the front of the complex which made it very convenient. Guest parking was very close to the house. My friends and i enjoyed the extremely clean home and customer service that was afforded to us. The owner really worked with us on...”
- Review left on 06/22/2017

$241.00

Very Good (19 reviews)

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from $241.00 / night

(1)

1 / 19

Loughman House - 19 miles away

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

Responds fast! Avg. 51 minutes

$126.00

Excellent (1 reviews)

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from $126.00 / night

1 / 31

Sand Lake House - 16.8 miles away

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 51 minutes

$178.00

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from $178.00 / night

1 / 8

Davenport Villa - 19.1 miles away

  • 7
  • 17
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$287.00

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from $287.00 / night

1 / 42

Orlando House - 17.5 miles away

  • 7
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$172.00

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from $172.00 / night

(15)

1 / 30

Davenport Villa - 18.7 miles away

  • 7
  • 18
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We found the rooms very spacious and the number of bathrooms made staying there with family great. The club house facilities were awesome and the staff friendly and helpful. The home was clean and very quiet. The owner was great to work with....”
- Review left on 01/16/2017

$344.00

Very Good (15 reviews)

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from $344.00 / night

1 / 27

Davenport House - 18.8 miles away

  • 4
  • 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 26 minutes

$138.00

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from $138.00 / night

(3)

1 / 24

Loughman House - 17.5 miles away

  • 5
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 23 minutes

$120.00

Very Good (3 reviews)

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from $120.00 / night

1 / 13

ChampionsGate House - 16.8 miles away

  • 14
  • 30
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 50 minutes

$800.00

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from $800.00 / night

(9)

1 / 24

Davenport House - 18.3 miles away

  • 4
  • 8
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 137 mi
  • Swimming pool
“The location and pool were great. We were traveling between Orlando and Tampa and it had great access to Rt-4. It would have been nicer if the garage was actually a garage, instead of game room, and having slightly better supplies of paper products...”
- Review left on 07/05/2016

$183.00

Excellent (9 reviews)

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from $183.00 / night

(3)

1 / 30

Davenport Villa - 17.5 miles away

  • 8
  • 18
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Had a blast with family all in one place. Kids love the pool and the game room. Great place to have family or friends together. What a joy in making memories...”
- Review left on 06/28/2018

$297.00

Very Good (3 reviews)

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from $297.00 / night

(1)

1 / 56

Reunion Villa - 19.7 miles away

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

$280.00

Very Good (1 reviews)

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from $280.00 / night

1 / 21

Davenport House - 17.1 miles away

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$229.00

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from $229.00 / night

(3)

Certificate of Excellence

1 / 58

ChampionsGate Villa - 17.1 miles away

  • 9
  • 22
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 36 minutes

Certificate of Excellence

“Love the house it was so spacious it?s accommadated everyone! The clubhouse area was nice. We?ll def book again...”
- Review left on 08/13/2018

$310.00

Excellent (3 reviews)

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from $310.00 / night

1 / 56

Davenport House - 12.3 miles away

  • 8
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 51 minutes

$302.00

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from $302.00 / night

(5)

Certificate of Excellence

1 / 31

Four Corners House - 14.6 miles away

  • 4
  • 11
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 23 minutes

Certificate of Excellence

$113.00

Excellent (5 reviews)

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from $113.00 / night

(20)

1 / 26

Davenport House - 18.3 miles away

  • 5
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

Responds fast! Avg. 44 minutes

“better than we expected. Nice quiet house, very clean. Great house for kids with pool and BBQ, peaceful surroundings, everything worked great, lots of kitchen wear and linens, nice to have tvs in bedrooms too. highly recommend this house...”
- Review left on 05/14/2016

$144.00

Excellent (20 reviews)

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from $144.00 / night

(1)

1 / 32

Loughman House - 17.7 miles away

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 51 minutes

$155.00

Average (1 reviews)

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from $155.00 / night

(4)

1 / 77

Davenport Villa - 19.6 miles away

  • 12
  • 28
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 46 minutes

“We sure had a fantastic stay, the private pool worked out perfect for our family! We sure had a great time and can recommend this to other families or group of friends...”
- Review left on 02/14/2017

$455.00

Excellent (4 reviews)

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from $455.00 / night

1 / 20

Davenport Villa - 17.7 miles away

  • 5
  • 12
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 48 minutes

$160.00

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from $160.00 / night

1 / 34

Orlando House - 17.9 miles away

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

Responds fast! Avg. 51 minutes

$267.00

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from $267.00 / night

1 / 12

Haines City Caravan/mobile home - 8.6 miles away

  • 2
  • 6
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$42.00

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from $42.00 / night

(2)

1 / 33

Four Corners House - 14.6 miles away

  • 4
  • 11
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 23 minutes

$109.00

Excellent (2 reviews)

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from $109.00 / night

1 / 14

Haines City Condo - 8.7 miles away

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

$62.00

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from $62.00 / night

1 / 39

Orlando Townhouse - 18 miles away

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

Responds fast! Avg. 51 minutes

$147.00

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from $147.00 / night

1 / 12

ChampionsGate Villa - 16.6 miles away

  • 11
  • 28
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 50 minutes

$685.00

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from $685.00 / night

1 / 14

Davenport Villa - 13.4 miles away

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 5 minutes

$172.00

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from $172.00 / night

(1)

1 / 17

Four Corners Villa - 19.2 miles away

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

Responds fast! Avg. 5 minutes

$149.00

Excellent (1 reviews)

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from $149.00 / night