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Holiday villas in Winter Haven, FL

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All 3,454 Rentals in the Winter Haven Area
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From
€84
Per Night
Winter Haven
2 Bedrooms, 2 Bathrooms, Sleeps 4
22 photos Details
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From
€59
Per Night
Winter Haven
2 Bedrooms, 2 Bathrooms, Sleeps 4
9 photos Details
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From
€195
Per Night
Winter Haven
4 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
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Also consider
Luxury Villa in Providence
6 Bedrooms, sleeps 12
€181 - €227 / night
Six large bedroom, 3.5 bath, pool in luxury villa
6 Bedrooms, sleeps 12
€83 - €98 / night
5/BR, 41/2 Bath, Pool, Hot Tub, Rental House
5 Bedrooms, sleeps 10
€90 / night
Florida Tuscan Villa
4 Bedrooms, sleeps 10
€95 / night
From
€52
Per Night
Winter Haven
2 Bedrooms, 2 Bathrooms, Sleeps 5
Booking
13 photos Details
Make Enquiry
From
€195
Per Night
Winter Haven
4 Bedrooms, 3 Bathrooms, Sleeps 8
29 photos Details
Make Enquiry

The following rentals are within 15 kilometers of Winter Haven, Florida.

From
€74
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
18 photos Details
Reviews (9) Make Enquiry
5 of 5 stars Reviewed 20 September 2014
The property is perfectly located, and is a well maintained property. It has all the facilities you could need. Location is perfect for all the parks, and both coasts, and is...
5 of 5 stars Reviewed 25 July 2014
Family of four (us and 2 kids) )of us stayed here first 2 weeks in July 2014. This is a really lovely spacious holiday home - great to arrive and find everything that you need...
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From
€117
Per Night
Davenport
4 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
22 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 30 April 2014
The home was exactly as described. Spacious and well kept. The owners were great at keeping me informed in a timely manner....especially considering the time difference between...
5 of 5 stars Reviewed 2 September 2013
We found the whole booking process brilliant the communication from the owners was great. It was mad even better when we arrived to find one of the best villa's we have ever...
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From
€97
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 12 June 2014
Following a last minute cancellation of our planned holiday we were left with little time to find something else. Highgate Park was a number of possibilities but following an...
5 of 5 stars Reviewed 5 October 2013
This is a great villa easily one of our favourites It is in an excellent location to access all of Disney and on a lovely estate. The villa is very private being a corner plot and...
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From
€101
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
22 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 24 January 2014
This was more than just a holiday for 5 adults and 2 children aged 13 and 6. The villa was outstanding and facilities were more than enough. The pictures really don't show the...
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From
€121
Per Night
Davenport
5 Bedrooms, 5 Bathrooms, Sleeps 12
Bookings
24 photos Details
Reviews (4) Make Enquiry
5 of 5 stars Reviewed 12 September 2014
Everything about this villa was absolutely outstanding, have already passed on my recommendations about this villa and were actually looking at booking again next year. Decor was...
5 of 5 stars Reviewed 8 August 2014
We loved this home ! Everything was exactly like the pictures and description . I am personally and clean freak and this home was very clean and very comfortable with plenty of...
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From
€101
Per Night
Haines City
4 Bedrooms, 5 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 12 July 2014
We have been traveling to Florida regularly for over ten years and this is our twelfth villa rental. I have to say this was one of the best. Initially I thought the location, near...
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From
€79
Per Night
Davenport
4 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
12 photos Details
Reviews (1) Make Enquiry
4 of 5 stars Reviewed 23 February 2014
We stayed in the villa for a week . I must say it is exactly as pictured ..Brian was quick to answer all questions . Overall our vacation was great ... The only issue we had was...
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From
€104
Per Night
Davenport
5 Bedrooms, 4 Bathrooms, Sleeps 12
Bookings
24 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 20 May 2014
Great villa and well located for the disney parks. Really enjoyed the pool & spa area and the kids loved the games room. Kept them busy when we stayed in. Would definately...
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From
€78
Per Night
Davenport
4 Bedrooms, 4 Bathrooms, Sleeps 9
42 photos Details
Reviews (28) Make Enquiry
5 of 5 stars Reviewed 24 August 2014
I was very hesitate in renting a house at first. This was the first time we rented a house, we usually stay at hotels. We are so happy we decided to rent Villa Diana. The house...
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From
€101
Per Night
Davenport
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
13 photos Details
Reviews (6) Make Enquiry
5 of 5 stars Reviewed 25 August 2014
We had a 2 week stay in this villa. Firstly we were impressed with the location which was close to the I-4 which was our road to everywhere (mainly the parks). Our first...
5 of 5 stars Reviewed 11 August 2014
Loved this villa so much that we organised and planned our holiday around its availability. Well equipped with everything you will need during your stay and beautifully...
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From
€660
Per Week
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (4) Make Enquiry
5 of 5 stars Reviewed 20 August 2014
Have stayed in villas in Orlando area many times and would rate this as one of the best. Cleanest and best pool.
5 of 5 stars Reviewed 11 August 2014
This villa turned out to be exactly as described. It was clean and spacious and very well situated for a great Disney vacation. We particularly enjoyed the pool and games room and...
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From
€89
Per Night
Davenport
4 Bedrooms, 4 Bathrooms, Sleeps 10
Booking
10 photos Details
Reviews (3) Make Enquiry
5 of 5 stars Reviewed 13 June 2014
After much back and forth with several villa owners, we settled on the Escape Villa in Davenport, FLA (West Haven, The Sanctuary). There are so many options and details to...
5 of 5 stars Reviewed 31 May 2014
We have stayed at this villa twice before and we are going back again this year. The villa is very well maintained and is exactly as shown in the pictures. It is very spacious and...
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From
€108
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (14) Make Enquiry
5 of 5 stars Reviewed 21 August 2014
Spent a week with the family at this beautiful and well equipped house which provided an ideal location for our daily Disney trips. Spacious and tastefully furnished, the villa...
5 of 5 stars Reviewed 20 July 2014
Had a great stay in this villa . It's very spacious even for 8 people . The pool is ideal for kids but a little shallow to swim for adults . Everything was clean tidy and well...
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From
€620
Per Week
Davenport
6 Bedrooms, 11 Bathrooms, Sleeps 12
19 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 16 July 2014
We booked Lone Palm Retreat as it looked great in the pictures - Phil was also great to deal with. The size of the villa and the photos particularly appealed. The Internet...
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From
€70
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
11 photos Details
Reviews (2) Make Enquiry
4 of 5 stars Reviewed 26 July 2014
I had the pleasure of staying at this villa with my family of 5 for 6 days. We were pleasantly surprise to see the house was much bigger than expected. Nice location, close to...
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From
€85
Per Night
Davenport
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
24 photos Details
Reviews (1) Make Enquiry
4 of 5 stars Reviewed 12 September 2013
This villa was in a very good, quiet location. The golf & tennis where a hit with the boys. The pool was great for sitting by.
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From
€101
Per Night
Haines City
4 Bedrooms, 3 Bathrooms, Sleeps 8
21 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 4 September 2014
Couldn't have asked for anything better. Great Pool. Great Games room. Excellent Wi-Fi. Well maintained surroundings. Perfect location for Disney. Supermarkets great. Would...
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From
€87
Per Night
Davenport
4 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
18 photos Details
Reviews (4) Make Enquiry
5 of 5 stars Reviewed 8 April 2014
We travelled to FL for a week of baseball, and had 3 basic requirements for our rental home. 1-proximity to where our son's team was staying, 2- a nice, clean home with pool and...
5 of 5 stars Reviewed 7 April 2014
We had a very relaxing and comfortable stay on Tuscan Hills. It was in a good central location for shopping, dining and entertainment. The house was very clean and roomy, we would...
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From
€74
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 15 September 2014
Had a great time there. Only had a couple of very small issues and one major concern about the villa... The biggest issue was the parking. I know it doesn't probably happen often...
5 of 5 stars Reviewed 10 June 2014
This was a wonderful place. So very clean. A nice quite neighborhood. The atmosphere was perfect. It was defiantly home away from home. I would stay there again. The booking...
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From
€127
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
22 photos Details
Reviews (9) Make Enquiry
5 of 5 stars Reviewed 19 August 2014
What an amazing villa, really nice and large much better than the pictures. Tried to book again for our next visit but already booked :( Approximately 25 minutes from Disney and...
5 of 5 stars Reviewed 15 May 2014
Stayed at this house (villa does not do it justice) it was everything we could have hoped for, the pictures also do not do it justice. It was the perfect base from which to visit...
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From
€85
Per Night
Davenport
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
17 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 7 July 2014
Fantastic help with booking this villa. Lots of information provided by owner. The villa had everything that we needed and more. Very comfortable and clean. Peaceful location but...
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From
€79
Per Night
Davenport
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
24 photos Details
Reviews (20) Make Enquiry
5 of 5 stars Reviewed 10 September 2014
We had a one week stay here and thought the house was lovely. Plenty of room, very nicely furnished and the games room kept the kids entertained.
5 of 5 stars Reviewed 13 August 2014
Very easy to book via email and the owner was very quick to respond to my emails. We choose this villa as it wasn't in a gated tourist enclosure but seemed more natural...
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From
€65
Per Night
Davenport
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
13 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 30 July 2014
The villa is well appointed and larger than most of the single storey villas. It has all the facilities that you could ask for and is well maintained. The pool area is very nice...
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From
€128
Per Night
Davenport
5 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
20 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 9 October 2013
We had a great stay here. Lovely house, beautiful pool, nice big bedrooms. Modern & Clean Villa compared to ones we have rented on previous visits! We will be renting this one...
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From
€136
Per Night
Davenport
5 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
27 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 15 July 2014
Pictures does not do this home justice, it was simply beautiful. We felt as it we were home. The kids really enjoyed the pool. It was so clean and very well kept.I would...
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From
€101
Per Night
Davenport
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
23 photos Details
Reviews (32) Make Enquiry
5 of 5 stars Reviewed 10 July 2014
Lovely villa, everything you need, very comfortable. Pool a godsend after a hot day round the parks. A car is essential. Would recommend this villa to anyone.
5 of 5 stars Reviewed 30 June 2014
you will enjoy all the comforts of home in the amazing central Florida area...when you stay at the lovely " Florida Pines" home rental....perfect location for anything you might...
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From
€74
Per Night
Davenport
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
14 photos Details
Reviews (1) Make Enquiry
4 of 5 stars Reviewed 3 July 2014
Worked well for us. Close enough to the freeway, I-4 for easy access. Convenient to shopping, Publix and Cagan's Crossings where Walmart was located. Owner was very prompt in...
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From
€55
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
18 photos Details
Reviews (1) Make Enquiry
4 of 5 stars Reviewed 26 July 2014
Was very nice and the value wa great. The only things I notice was the comforters we're dirty and there was no extra toilet paper provided. But the home is gorgeous !
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From
€95
Per Night
Davenport
4 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
10 photos Details
Reviews (4) Make Enquiry
5 of 5 stars Reviewed 9 July 2014
We have been to Florida 14 times and we loved this villa.IThe pool area (which is sun filled from 0730 till dusk) is well secluded by shrubs etc and the added bonus is that there...
4 of 5 stars Reviewed 12 May 2014
Our stay at this villa was ideal for our needs, we have friends living nearby and the location was perfect. Highlands Reserve is one of the best communities to stay on in this...
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From
€71
Per Night
Haines City
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
20 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 26 December 2013
Set in the picturesque gated community on the Southern Dunes Golf & Country Club. Well maintained Villa which is extremely spacious, clean and had everything we needed for the...
5 of 5 stars Reviewed 26 December 2013
wonderful villa great place to stay there were 8 of us and found the villa had all the home from home amenities. fantastic golf course will certainly stay again.
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From
€87
Per Night
Haines City
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
12 photos Details
Reviews (8) Make Enquiry
5 of 5 stars Reviewed 15 July 2014
We cannot recommend this villa enough. It had everything you wanted for a very comfortable and enjoyable stay. It was very spacious, clean and well presented and big enough for...
5 of 5 stars Reviewed 1 February 2014
Well what can I start with.. This place is fantastic. Perfect family base... disabled friendly too, we took our disabled son who is a wheelchair user. There is absolutely...
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From
€49
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
24 photos Details
Reviews (8) Make Enquiry
5 of 5 stars Reviewed 5 July 2014
This rental was very spacious, pictures exactly as described. It was a little far away from everything but very quiet. Make sure you read the fine print of 12% tax and cleaning...
5 of 5 stars Reviewed 23 June 2014
Love the place everyone had a great time. The kids enjoyed the pool. There was something for everyone to do no matter the age. The stores and restaurant were very close by...
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From
€89
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 10
23 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 2 April 2014
I have stayed in many different areas and villas in Orlando but the Gaelic House was one of the best houses I have seen, it was very spacious as well as being homely. The location...
5 of 5 stars Reviewed 12 March 2014
From the moment we arrived at Gaelic House, Calabay Parc, in June 2013 easily guided by Sat Nav our dream holiday had begun. Our four bedroom holiday home was welcoming clean and...
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From
€101
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
22 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 9 September 2014
We are a large family with 4 children ages 11, 9, 6 and 4. This villa had everything that we needed. A fully equipped kitchen, games room, pool toys and a fantastic pool...
5 of 5 stars Reviewed 15 July 2013
We all had a fantasic time going round all the parks but what made it more fantastic was coming back to this wonderful villa. It has loads of space, games room, swimming pool...
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From
€127
Per Night
Davenport
5 Bedrooms, 4 Bathrooms, Sleeps 12
Bookings
21 photos Details
Reviews (5) Make Enquiry
5 of 5 stars Reviewed 2 August 2014
A wonderful villa, very modern and spacious. Spotlessly clean and an enormous kitchen with up to date equipment. There is even an ice making machine and cold filtered drinking...
5 of 5 stars Reviewed 18 May 2014
We spent two weeks living in the Lilly Pad in Florida, WOW what an amazing Villa, we have been to Florida 3 times before, but the Lilly Pad Villa is definitely the BEST!, if you...
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Suitability

  • Wheelchair access (618)
  • Elder access (1,033)
  • Suitable for children (1,304)
  • Pet friendly (165)
  • Smoking allowed (14)

Amenities

  • Air Conditioning (2,703)
  • Internet (2,624)
  • All pools (2,279)
  • Private pool (1,794)
  • Other outdoor space (1,557)
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