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Holiday villas in Winter Haven, FL

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All 3,383 Rentals in the Winter Haven Area
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From
€188
Per Night
Winter Haven
4 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
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From
€518
Per Week
Winter Haven
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
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From
€81
Per Night
Winter Haven
2 Bedrooms, 2 Bathrooms, Sleeps 4
22 photos Details
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Also consider
Orlando Villa Magic
5 Bedrooms, sleeps 10
€199 / night
Debbies Orlando Villa
4 Bedrooms, sleeps 8
€106 - €120 / night
Relax at Birdie Villa
3 Bedrooms, sleeps 6
€62 / night
Luxury Florida Villa
4 Bedrooms, sleeps 8
€80 / night
From
€50
Per Night
Winter Haven
2 Bedrooms, 2 Bathrooms, Sleeps 5
Booking
13 photos Details
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From
€57
Per Night
Winter Haven
2 Bedrooms, 2 Bathrooms, Sleeps 4
9 photos Details
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From
€120
Per Night
Winter Haven
4 Bedrooms, 3 Bathrooms, Sleeps 8
19 photos Details
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The following rentals are within 15 kilometers of Winter Haven, Florida.

From
€94
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 27 May 2011
From the day I booked I received first class service. I was sent loads of information on how to get to the villa things to do places to see and where to go for a great steak...
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From
€86
Per Night
Haines City
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
12 photos Details
Reviews (9) 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 6 February 2014
Southern Dunes is an excellent location with everything you are ever likely to need close by. We found the villa very well presented having been recently refurbished, The owner is...
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From
€83
Per Night
Davenport
3 Bedrooms, 3 Bathrooms, Sleeps 6
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
€119
Per Night
Haines City
5 Bedrooms, 4 Bathrooms, Sleeps 12
Booking
13 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 29 December 2013
If you're planning at trip to Orlando, Florida this is the place to stay! The villa is ideally situated for both trips to the theme parks, driving down to Busch Gardens at Tampa...
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From
€94
Per Night
Davenport
4 Bedrooms, 2 Bathrooms, Sleeps 9
Booking
17 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 27 February 2014
What can I say, location, location, location. Golf, Disney, transport...it all worked and what a great New Year for me and my family. Lovely property, great local amenities on the...
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From
€100
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
22 photos Details
Reviews (1) Make Enquiry
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
€66
Per Night
Haines City
4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
16 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 20 January 2014
Firstly, Golfview Florida Villa was very easy to get too from Orlando Airport, which was nice as it was our first time driving in the state and it was night time. Secondly...
5 of 5 stars Reviewed 8 October 2013
Ian was very helpful as we booked last minute as were let down , the villa was one of the best we have stayed in. Very large, plenty of room, very clean and has everything you...
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From
€650
Per Week
Davenport
4 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
24 photos Details
Reviews (3) Make Enquiry
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...
5 of 5 stars Reviewed 29 April 2014
We have been regular visitors to Kissimmee/Davenport over the last 6 years and have seen a number of different styles and layouts of villas on offer, and with this one was a touch...
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From
€85
Per Night
Davenport
5 Bedrooms, 5 Bathrooms, Sleeps 12
Bookings
18 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 18 March 2014
Just got back from a wonderful stay at the Villa of Kings. Just like being at home but much better, we had everything we needed plus more. Great location, nice and clean with a...
5 of 5 stars Reviewed 18 March 2014
Great villa, lovely large rooms, very light and airey. Great pool with jacuzzi/spa section. Easily accessible from US27 and I4. Close to Disney and Celebration. Will return.
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From
€719
Per Week
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 10
Booking
20 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 13 October 2012
This is the second time we have stayed in the villa and again it suited our needs perfectly. Tuscan Hills is in a great location and the whole community is very well maintained...
5 of 5 stars Reviewed 3 January 2012
Very well located for parks and Stores (publixs 5mins. walmart 10mins) Villa excellent condition Very family friendly.
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From
€91
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
21 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 26 January 2014
Would highly recommend, lovely villa, fully equipped & comfortable. Resort was excellent, unfortunately, weather was unusual whilst there so didn't really have opportunity to use...
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From
€70
Per Night
Haines City
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
21 photos Details
Reviews (13) Make Enquiry
5 of 5 stars Reviewed 28 April 2014
Pat, this review is long overdue. I apologize for taking so long, finding the time to review anything leaves my field of concentration quickly. First of all I will review the...
5 of 5 stars Reviewed 20 April 2014
Second visit to this fantastic villa situated on the Southern Dunes golf complex in Haines City, FL. The accommodation has two double rooms (one en suite) and a large twin...
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From
€114
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 19 March 2014
This home was fantastic. It was very clean, and centrally located close to Disney and the Detroit Tigers spring training in Lakeland where we went. We then made it to St. Pete...
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From
€60
Per Night
Haines City
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
19 photos Details
Reviews (7) Make Enquiry
5 of 5 stars Reviewed 2 August 2014
My son and I spent a week here and quite honestly wished it had been longer. The house was immaculately clean, spacious and had an excellent wi-fi connection. The view across the...
5 of 5 stars Reviewed 28 July 2014
Just back from a week at this house and couldn't have been happier with the property. The kitchen is particularly well stocked with everything you could need if you wanted to...
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From
€62
Per Night
Davenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
22 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 6 June 2014
Absolutely loved this condo. It is beautiful and modern and very spacious. Loved the impressive master bedroom with the massive high bed and the en-suite was enormous too with...
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From
€100
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
€106
Per Night
Haines City
4 Bedrooms, 3 Bathrooms, Sleeps 10
Booking
20 photos Details
Reviews (1) Make Enquiry
4 of 5 stars Reviewed 23 July 2014
This home is very comfortable and is located within a gated community which added to our sense of security. I travelled with my spouse and three teens and there was plenty of...
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From
€598
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
€132
Per Night
Davenport
5 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
23 photos Details
Reviews (6) Make Enquiry
5 of 5 stars Reviewed 4 June 2014
We had absolutely fantastic stay in this home, every little detail has been thought of. I travelled with my partner and our two children and we made sure to take full advantage...
5 of 5 stars Reviewed 4 August 2013
My family and I booked this home for a week's vacation, to really get away and relax from it all. What a fantastic home this is, we've stayed in hotels and condo's before but this...
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From
€114
Per Night
Davenport
4 Bedrooms, 4 Bathrooms, Sleeps 9
Booking
24 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 5 May 2013
This was a great holiday home with everything we needed there. Great location for all the parks.Thoughtful extras such as child's stroller, car seat etc.The pool was probably most...
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From
€109
Per Night
Davenport
4 Bedrooms, 5 Bathrooms, Sleeps 8
Bookings
18 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 10 July 2014
The service we received at time of our stay was top of the line. We love the property it was just great for our party of eight. My two kids had a awsome time in the pool and game...
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From
€119
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
22 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 6 August 2014
We stayed here recently and upon entering the front door we were amazed. The entrance hall, with high ceilings made the place look huge. The great Air Conditioning was a welcome...
5 of 5 stars Reviewed 14 November 2013
We have just returned from a 3 week holiday in Orlando which included staying at this Villa for the duration. The Villa is everything, and more, you need to relax and unwind from...
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From
€120
Per Night
Haines City
5 Bedrooms, 11 Bathrooms, Sleeps 12
24 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 4 August 2014
We have just returned from a fantastic holiday in Florida with 11 of us staying in this lovely comfortable and spacious villa. It is well appointed and situated close to all the...
5 of 5 stars Reviewed 10 March 2014
A really excellent property well furnished and with good facilities close to Disney, shopping mals and good restaurants, we had a mixed group of adults and children and their was...
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From
€74
Per Night
Davenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
18 photos Details
Reviews (5) Make Enquiry
5 of 5 stars Reviewed 30 June 2013
We have been to Florida 7 times now and this was our 5th stay at Bahama Bay so we knew what we were going to! Andrew was very friendly and helpful when we made our booking. The...
5 of 5 stars Reviewed 28 May 2013
We had an amasing holiday and the apartment was lovely. We could not have been more pleased. It was so spacious and homely. The complex was wonderful too as, We were so busy...
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From
€83
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 26 January 2014
The Villa was everything that was advertised and more. My wife loved the cleanliness and the modern up dated kitchen. The pool sparkled in the Florida sun. We could relax while...
5 of 5 stars Reviewed 10 September 2013
This is a very nice house with lots of room for family and friends. Furnishings and appliances are all fresh and new and the house is so bright and sunny. The pool and lanai are...
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From
€81
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 10
10 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 23 June 2013
Comfortable, well located for easy access to both Orlando amenities and costal amenities. Do not rely on sequential house numbering on the estate to locate the property and...
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From
€66
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
13 photos Details
Reviews (5) Make Enquiry
5 of 5 stars Reviewed 25 June 2014
Lovely house with pool. 15 mins from Disney 25/30 mins from International Drive/Seaworld/Universal. Lovely and clean with excellent facilities. Kids were chuffed to bits with...
5 of 5 stars Reviewed 28 April 2014
The villa was spot on, home from home. Everything you need on tap with the small additional homely things that you don't normal get from a let property. Close enough to the...
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From
€77
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
€106
Per Night
Davenport
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
20 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 21 July 2014
Stayed in the villa on 24 June 2014 for 2 weeks. Had a great time, villa well equipped and in a good location. 10 mins from Disney and all the attractions and plenty of...
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From
€76
Per Night
Davenport
5 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
19 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 29 June 2014
This place was exactly as advertised on the website. The house is absolutely beautiful. Conveniently located near all the parks, shopping, and dining. After sweating all day in...
5 of 5 stars Reviewed 8 March 2014
It has been our distinct pleasure to have worked with Gloria S in selecting this vacation home to spend 9 weeks during this winter. She arranged tours of 3 different properties...
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From
€85
Per Night
Davenport
4 Bedrooms, 4 Bathrooms, Sleeps 10
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
€126
Per Night
Davenport
5 Bedrooms, 4 Bathrooms, Sleeps 14
Booking
24 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 12 November 2012
We very much enjoyed our 2-week stay at Tilys. The house is clean, spacious, nicely appointed with everything needed for a comfortable stay. Our three children especially...
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From
€132
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
€125
Per Night
Davenport
5 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
55 photos Details
Reviews (13) Make Enquiry
5 of 5 stars Reviewed 22 June 2013
We thoroughly enjoyed our stay in this lovely villa. There was plenty of room for the whole group - eight in total including a 15 month old. Publix supermarket is less than 5...
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Suitability

  • Wheelchair access (621)
  • Elder access (1,042)
  • Suitable for children (1,306)
  • Pet friendly (147)
  • Smoking allowed (18)

Amenities

  • Air Conditioning (2,741)
  • Internet (2,683)
  • All pools (2,199)
  • Private pool (1,710)
  • Other outdoor space (1,535)
  • View all amenities
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