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Make a holiday villa in Winter Haven your home away from home

About as central as it's possible to get in Florida, Winter Haven holiday villas and apartments put you bang in the middle of the Sunshine State. As an absolute mecca for waterskiing enthusiasts, the area is riddled with over 50 lakes, interconnected by man-made canals; it's a positive nirvana for water sports. Holiday accommodation in Winter Haven are all fully air-conditioned, with all the modern appliances to keep your stay free of hassle. Nearly all Winter Haven rentals have access to a pool and welcome children, though only a few are accessible via wheelchair.

Things to do

-Theme parks: Opening just a couple of years ago on the site that was formerly Cypress Gardens, one of the world's first theme parks, Legoland Florida is a great family attraction. Legoland's 145 acres of park host over 50 Lego-themed rides, shows and attractions, as well as the preserved botanical garden area built by the former resident.

-Lakes: Winter Haven calls itself 'The Chain of Lakes City', and it's easy to see why. By far the most prominent features surrounding your Winter Haven holiday accommodation are the lakes and interconnecting waterways; teeming with wildlife, this is one of the world's premier bass fishing destinations, too.

-Watersports: With so many lakes, watersports are Winter Haven's raison d'etre. Cypress Gardens was instrumental in the invention of the sport of waterskiing, so the facilities for getting wet, and the variety of ways of doing so, are myriad. Rentals at Winter Haven are never far from the opportunity.

-Nightlife: There are far more bars and restaurants than needed to cater to a town of 26,000, which tells you all you need to know about Winter Haven's popularity as a holiday resort. From fast food to fine dining, laid-back pubs to energetic dance halls, there's something for everyone.

-Beaches: There's not much in the way of sandy beaches in this lake-strewn area, but either coast is only an hour away by car. From the amazing beaches at Tampa Bay in the west, to the equally pristine sand and surf of the Atlantic Space Coast, you're spoiled for choice.

Weather in Winter Haven

You could expect Florida's subtropical climate to be the hottest here, which is about as far from the sea as you can get in Florida. Fortunately, the extensive wetlands have a similar moderating influence, so temperatures in the summer rarely get intolerable. Typical highs don't exceed the mid-30°C mark, and this is further tempered by the summer thunderstorms which tend to cool things down a little. Winters are on a par with the British summer, so temperatures top 20°C and rainfall is infrequent at best.

Travel to Winter Haven

As close as Winter Haven is to Orlando and Tampa, it would be silly to fly into anywhere else, at only 48 and 59 miles away respectively. Public transport tends to be a bit of a joke in the US, and the automobile reigns supreme, so flying and driving a hire car is really the most effective, and cheapest, option. There is an Amtrak station in Winter Haven, however, which gives you the chance to experience an authentic American train trip, but they're somewhat unreliable when it comes to timetables. Nearby Lakeland has the only Greyhound station.

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Viewed 94 times in the last 48 hours
  • 5 BR House
  • 5 BA
  • 7000 sq. ft.
Wonderful! 4.8/5
(36 reviews)
avg/night
36
Viewed 90 times in the last 48 hours
  • 1 BR Cabin
  • 1 BA
Wonderful! 4.8/5
(10 reviews)
avg/night
10
Viewed 176 times in the last 48 hours
  • 6 BR House
  • 3 BA
  • 3500 sq. ft.
Exceptional! 5/5
(12 reviews)
avg/night
12
Viewed 17 times in the last 48 hours
  • 3 BR House
  • 2 BA
Exceptional! 5/5
(9 reviews)
avg/night
9
Viewed 12 times in the last 48 hours
  • 3 BR House
  • 3 BA
  • 2700 sq. ft.
Excellent! 4.7/5
(13 reviews)
avg/night
13
Viewed 25 times in the last 48 hours
  • 2 BR Recreational Vehicle
  • 1 BA
avg/night
3
Viewed 13 times in the last 48 hours
  • 3 BR House
  • 2 BA
Excellent! 4.4/5
(45 reviews)
avg/night
45
Viewed 14 times in the last 48 hours
  • 3 BR House
  • 2 BA
Wonderful! 4.9/5
(9 reviews)
avg/night
9
Viewed 49 times in the last 48 hours
  • 2 BR House
  • 1 BA
  • 1100 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
5
Viewed 24 times in the last 48 hours
  • 3 BR House
  • 4 BA
  • 3800 sq. ft.
Excellent! 4.6/5
(5 reviews)
avg/night
5
Viewed 44 times in the last 48 hours
  • 2 BR House
  • 2 BA
  • 1800 sq. ft.
avg/night
2
Viewed 30 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • 2500 sq. ft.
avg/night
Viewed 40 times in the last 48 hours
  • 1 BR Cottage
  • 1 BA
  • 600 sq. ft.
Exceptional! 5/5
(7 reviews)
avg/night
7
Viewed 6 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • 2400 sq. ft.
avg/night
1
Viewed 35 times in the last 48 hours
  • 4 BR House
  • 4 BA
Excellent! 4.3/5
(21 reviews)
avg/night
21
Viewed 32 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1025 sq. ft.
avg/night
Viewed 9 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • 1617 sq. ft.
avg/night
  • 3 BR Bed And Breakfast
  • 1 BA
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Viewed 19 times in the last 48 hours
  • 4 BR House
  • 3 BA
  • Separate Toilet
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Viewed 63 times in the last 48 hours
  • 5 BR Villa
  • 4 BA
  • Separate Toilet
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Premier Partner
Viewed 59 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • Separate Toilet
  • 2000 sq. ft.
Wonderful! 4.9/5
(14 reviews)
avg/night
14
Viewed 57 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • 1935 sq. ft.
Excellent! 4.7/5
(29 reviews)
avg/night
29
Viewed 66 times in the last 48 hours
  • 4 BR House
  • 3 BA
  • 1600 sq. ft.
Exceptional! 5/5
(30 reviews)
avg/night
30
Viewed 119 times in the last 48 hours
  • 5 BR Villa
  • 3 BA
  • Separate Toilet
  • 2600 sq. ft.
Wonderful! 4.9/5
(39 reviews)
avg/night
Premier Partner
39
Viewed 18 times in the last 48 hours
  • 5 BR Villa
  • 3 BA
avg/night
3
Viewed 32 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
Excellent! 4.7/5
(20 reviews)
avg/night
20
Viewed 35 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • 1950 sq. ft.
Wonderful! 4.9/5
(34 reviews)
avg/night
34
Viewed 7 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • 1929 sq. ft.
Wonderful! 4.9/5
(50 reviews)
avg/night
50
Viewed 61 times in the last 48 hours
  • 3 BR Townhome
  • 3 BA
  • 1482 sq. ft.
Wonderful! 4.8/5
(41 reviews)
avg/night
Premier Partner
41
Viewed 11 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
  • 1278 sq. ft.
Wonderful! 4.8/5
(27 reviews)
avg/night
27
Viewed 30 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • 1928 sq. ft.
Wonderful! 4.8/5
(9 reviews)
avg/night
9
Viewed 59 times in the last 48 hours
  • 4 BR House
  • 2 BA
avg/night
4
Viewed 104 times in the last 48 hours
  • 4 BR House
  • 3 BA
  • 1833 sq. ft.
Excellent! 4.7/5
(15 reviews)
avg/night
15
Viewed 18 times in the last 48 hours
  • 4 BR Villa
  • 1 BA
  • Separate Toilets
Wonderful! 4.9/5
(24 reviews)
avg/night
24
  • 4 BR Villa
  • 3 BA
  • 1970 sq. ft.
Excellent! 4.5/5
(8 reviews)
avg/night
8
Viewed 52 times in the last 48 hours
  • 5 BR House
  • 4 BA
  • Separate Toilet
  • 2500 sq. ft.
avg/night
1
Viewed 28 times in the last 48 hours
  • 5 BR Villa
  • 4 BA
  • Separate Toilet
  • 2773 sq. ft.
Wonderful! 4.8/5
(8 reviews)
avg/night
8
Viewed 59 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
Excellent! 4.7/5
(52 reviews)
avg/night
52
Viewed 56 times in the last 48 hours
  • 4 BR Villa
  • 2 BA
  • 1894 sq. ft.
Excellent! 4.3/5
(21 reviews)
avg/night
21
Viewed 63 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • 1750 sq. ft.
Excellent! 4.6/5
(13 reviews)
avg/night
13
Viewed 38 times in the last 48 hours
  • 2 BR Cabin
  • 1 BA
  • Separate Toilet
  • 1100 sq. ft.
avg/night
3
Viewed 40 times in the last 48 hours
  • 5 BR Villa
  • 4 BA
  • Separate Toilet
  • 2773 sq. ft.
Excellent! 4.5/5
(41 reviews)
avg/night
41
Viewed 23 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
avg/night
4
Viewed 11 times in the last 48 hours
  • 5 BR House
  • 4 BA
  • 3500 sq. ft.
Excellent! 4.7/5
(27 reviews)
avg/night
27
Viewed 21 times in the last 48 hours
  • 5 BR Villa
  • 3 BA
  • 2200 sq. ft.
Wonderful! 4.9/5
(42 reviews)
avg/night
Premier Partner
42
Viewed 67 times in the last 48 hours
  • 3 BR House
  • 3 BA
Exceptional! 5/5
(30 reviews)
avg/night
30
Viewed 80 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • 1130 sq. ft.
Excellent! 4.5/5
(14 reviews)
avg/night
14
Viewed 57 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1123 sq. ft.
avg/night
Premier Partner
1
Viewed 48 times in the last 48 hours
  • 5 BR Villa
  • 5 BA
  • 2700 sq. ft.
Wonderful! 4.9/5
(132 reviews)
avg/night
132
Viewed 74 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
Good! 3.7/5
(9 reviews)
avg/night
9

Winter Haven Holiday Homes & Villas (300+)

 

Recent Reviews

Cherokee Avenue, calabay Parc at Tower Lake

5 of 5
Beautiful, well appointed property, ideal for families of all ages. Excellent location with necessary amenities within close proximity. We would definitely return to this house and would recommend to anyone. Absolute value for money. We would have loved to have stayed longer. We had no need to call management but had all relevant contact information in case we did. Thanks to the owners for allowing us to spend our hard earned holiday in their home.
  • Review Submitted: Dec 27, 2017
  • Date of Stay: Nov 2017

Clean, relaxing and comfortable,

4 of 5
Very enjoyable, ideal size for a whole family or as in our case just the two of us. Not too far from the parks, plenty of places nearby to eat or shop. Would recommend very highly
  • Review Submitted: Nov 09, 2017
  • Date of Stay: Oct 2017