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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 73 times in the last 48 hours
  • 1 BR
  • 1 BA
Wonderful! 4.8/5
(10 reviews)
avg/night
Cabin #843594vb
10
Viewed 93 times in the last 48 hours
  • 5 BR
  • 5 BA
  • 7000 sq. ft.
Wonderful! 4.8/5
(36 reviews)
avg/night
House #452437vb
36
Viewed 64 times in the last 48 hours
  • 6 BR
  • 3 BA
  • 3500 sq. ft.
Exceptional! 5/5
(12 reviews)
avg/night
House #3955447
12
Viewed 15 times in the last 48 hours
  • 3 BR
  • 2 BA
Exceptional! 5/5
(9 reviews)
avg/night
House #7020516
9
Viewed 11 times in the last 48 hours
  • 3 BR
  • 3 BA
  • 2700 sq. ft.
Exceptional! 5/5
(12 reviews)
avg/night
House #833008vb
12
Viewed 19 times in the last 48 hours
  • 2 BR
  • 1 BA
avg/night
Recreational Vehicle #956770vb
3
Viewed 31 times in the last 48 hours
  • 3 BR
  • 2 BA
Excellent! 4.4/5
(45 reviews)
avg/night
House #292488vb
45
Viewed 45 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 1100 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
House #440866vb
5
Viewed 16 times in the last 48 hours
  • 3 BR
  • 4 BA
  • 3800 sq. ft.
Excellent! 4.6/5
(5 reviews)
avg/night
House #4178419
5
Viewed 28 times in the last 48 hours
  • 3 BR
  • 2 BA
Wonderful! 4.9/5
(9 reviews)
avg/night
House #915394vb
9
Viewed 23 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1800 sq. ft.
avg/night
House #494849vb
2
Viewed 16 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 2500 sq. ft.
avg/night
House #4010682
Viewed 6 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 2400 sq. ft.
avg/night
House #4757420
1
Viewed 38 times in the last 48 hours
  • 4 BR
  • 4 BA
Excellent! 4.3/5
(21 reviews)
avg/night
House #239029vb
21
Viewed 25 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 600 sq. ft.
Exceptional! 5/5
(7 reviews)
avg/night
Cottage #614884vb
7
Viewed 28 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1025 sq. ft.
avg/night
Condo #280128vb
Viewed 11 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1617 sq. ft.
avg/night
House #1211261vb
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Bed And Breakfast #4620723
Viewed 18 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Separate Toilet
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House #1103645vb
Viewed 170 times in the last 48 hours
Premier Partner
  • 7 BR
  • 6 BA
avg/night
Villa #4799514
Viewed 90 times in the last 48 hours
Premier Partner
  • 5 BR
  • 4 BA
  • Separate Toilet
avg/night
Villa #8401474
Viewed 79 times in the last 48 hours
  • 6 BR
  • 5 BA
  • Separate Toilet
  • 2826 sq. ft.
avg/night
House #1141051vb
Viewed 27 times in the last 48 hours
Premier Partner
  • 4 BR
  • 4 BA
  • 2000 sq. ft.
Exceptional! 5/5
(14 reviews)
avg/night
Villa #1771246
14
Viewed 71 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Separate Toilet
  • 2000 sq. ft.
Wonderful! 4.9/5
(14 reviews)
avg/night
Villa #778310vb
14
Viewed 98 times in the last 48 hours
Premier Partner
  • 5 BR
  • 3 BA
  • Separate Toilet
  • 2600 sq. ft.
Wonderful! 4.9/5
(39 reviews)
avg/night
Villa #3624288
39
Viewed 57 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1935 sq. ft.
Excellent! 4.6/5
(28 reviews)
avg/night
Villa #467393vb
28
Viewed 63 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1600 sq. ft.
Exceptional! 5/5
(30 reviews)
avg/night
House #235657vb
30
Viewed 33 times in the last 48 hours
  • 6 BR
  • 4 BA
  • Separate Toilet
avg/night
House #4787683
1
Viewed 17 times in the last 48 hours
  • 5 BR
  • 3 BA
avg/night
Villa #4319303
3
Viewed 47 times in the last 48 hours
  • 5 BR
  • 3 BA
  • 1860 sq. ft.
Excellent! 4.6/5
(17 reviews)
avg/night
Villa #8018551
17
Viewed 23 times in the last 48 hours
  • 4 BR
  • 3 BA
Excellent! 4.7/5
(20 reviews)
avg/night
Villa #410711vb
20
Viewed 17 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1950 sq. ft.
Wonderful! 4.9/5
(34 reviews)
avg/night
Villa #412875vb
34
Viewed 76 times in the last 48 hours
Premier Partner
  • 3 BR
  • 3 BA
  • 1482 sq. ft.
Wonderful! 4.8/5
(41 reviews)
avg/night
Townhome #260577vb
41
Viewed 20 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1929 sq. ft.
Wonderful! 4.9/5
(50 reviews)
avg/night
Villa #128699vb
50
Viewed 19 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1278 sq. ft.
Wonderful! 4.8/5
(27 reviews)
avg/night
Villa #416941
27
Viewed 32 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1928 sq. ft.
Wonderful! 4.8/5
(9 reviews)
avg/night
Villa #935061vb
9
Viewed 14 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1970 sq. ft.
Excellent! 4.5/5
(8 reviews)
avg/night
Villa #1669528
8
Viewed 20 times in the last 48 hours
  • 4 BR
  • 1 BA
  • Separate Toilets
Wonderful! 4.9/5
(24 reviews)
avg/night
Villa #8162356
24
Viewed 21 times in the last 48 hours
  • 5 BR
  • 4 BA
  • Separate Toilet
  • 2773 sq. ft.
Wonderful! 4.8/5
(8 reviews)
avg/night
Villa #281342
8
Viewed 27 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Separate Toilet
  • 1100 sq. ft.
avg/night
Cabin #3729945
3
Viewed 28 times in the last 48 hours
  • 4 BR
  • 2 BA
avg/night
House #866625vb
4
Viewed 44 times in the last 48 hours
  • 5 BR
  • 4 BA
  • Separate Toilet
  • 2500 sq. ft.
avg/night
House #4270909
1
Viewed 36 times in the last 48 hours
  • 4 BR
  • 2 BA
  • 1894 sq. ft.
Excellent! 4.3/5
(21 reviews)
avg/night
Villa #1931954
21
Viewed 78 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1750 sq. ft.
Excellent! 4.6/5
(13 reviews)
avg/night
House #3888173
13
Viewed 69 times in the last 48 hours
  • 3 BR
  • 2 BA
Excellent! 4.7/5
(52 reviews)
avg/night
Villa #205369
52
Viewed 74 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1833 sq. ft.
Excellent! 4.7/5
(15 reviews)
avg/night
House #1043015vb
15
Viewed 37 times in the last 48 hours
Premier Partner
  • 6 BR
  • 5 BA
  • Separate Toilet
  • 3475 sq. ft.
Excellent! 4.3/5
(9 reviews)
avg/night
Villa #1193282
9
Viewed 14 times in the last 48 hours
  • 5 BR
  • 4 BA
  • Separate Toilet
  • 2773 sq. ft.
Excellent! 4.5/5
(41 reviews)
avg/night
Villa #98719
41
Viewed 11 times in the last 48 hours
  • 7 BR
  • 4 BA
  • 2901 sq. ft.
avg/night
House #4250749
4
Viewed 66 times in the last 48 hours
Premier Partner
  • 5 BR
  • 3 BA
  • 2558 sq. ft.
avg/night
House #4750838
3

Winter Haven Holiday Homes & Villas (300+)

 

Recent Reviews

5 stars for this home!!!

5 of 5
This beautiful private pool home is everything you will ever need! We loved everything about it and it accommodated our large family perfectly! It was clean, spacious and it had everything we could need. The price was very reasonable and in a great gated community. Our 5 kids absolutely loved the pool. Glyn is a absolute pleasure to work with and he answered every question I had in a prompt and timely manner. He made me completely at ease with everything, as well as giving me some helpful hints and tips to help with my planning. I have booked through VRBO on 3 other occasions and never had this "customer service" as I have just experienced. There is a Walmart Supercenter just mins from the house, where we did most of our groceries, shopping etc.... Parks are all a short drive and lots of outlets to shop shop shop! I would lastly say we are planning another trip back down to Florida in a year or two and will be only be staying here! Thank you Glyn for allowing us to use your beautiful home.
  • Review Submitted: Jan 29, 2018
  • Date of Stay: Jan 2018

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