HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

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.

Viewed 25 times in the last 48 hours
Wonderful! 4.9/5
(8 reviews)
avg/night
8
Viewed 19 times in the last 48 hours
Excellent! 4.4/5
(43 reviews)
avg/night
43
Viewed 10 times in the last 48 hours
Wonderful! 4.8/5
(35 reviews)
avg/night
35
Viewed 11 times in the last 48 hours
Excellent! 4.3/5
(21 reviews)
avg/night
21
Viewed 11 times in the last 48 hours
Wonderful! 4.9/5
(16 reviews)
avg/night
16
Viewed 6 times in the last 48 hours
avg/night
2
Viewed 7 times in the last 48 hours
Exceptional! 5/5
(8 reviews)
avg/night
8
Viewed 5 times in the last 48 hours
Exceptional! 5/5
(11 reviews)
avg/night
11
Exceptional! 5/5
(7 reviews)
avg/night
7
Excellent! 4.6/5
(5 reviews)
avg/night
5
Viewed 13 times in the last 48 hours
avg/night
3
Viewed 11 times in the last 48 hours
Excellent! 4.6/5
(13 reviews)
avg/night
13
View details for price
Exceptional! 5/5
(7 reviews)
avg/night
7
Viewed 11 times in the last 48 hours
Wonderful! 4.8/5
(10 reviews)
avg/night
10
Viewed 12 times in the last 48 hours
avg/night
avg/night
Viewed 8 times in the last 48 hours
avg/night
1
avg/night
Exceptional! 5/5
(6 reviews)
avg/night
6
avg/night
Viewed 95 times in the last 48 hours
Exceptional! 5/5
(11 reviews)
avg/night
11
Viewed 119 times in the last 48 hours
Wonderful! 4.9/5
(17 reviews)
avg/night
17
Viewed 58 times in the last 48 hours
Excellent! 4.7/5
(23 reviews)
avg/night
23
Viewed 40 times in the last 48 hours
Wonderful! 4.8/5
(30 reviews)
avg/night
30
Viewed 29 times in the last 48 hours
Wonderful! 4.9/5
(7 reviews)
avg/night
7
Viewed 42 times in the last 48 hours
Exceptional! 5/5
(37 reviews)
avg/night
37
Viewed 19 times in the last 48 hours
Wonderful! 4.9/5
(43 reviews)
avg/night
43
Viewed 22 times in the last 48 hours
Wonderful! 4.8/5
(8 reviews)
avg/night
8
avg/night
2
Viewed 22 times in the last 48 hours
Wonderful! 4.9/5
(127 reviews)
avg/night
127
Viewed 14 times in the last 48 hours
Wonderful! 4.8/5
(18 reviews)
avg/night
18
Viewed 47 times in the last 48 hours
Wonderful! 4.9/5
(11 reviews)
avg/night
11
Viewed 11 times in the last 48 hours
avg/night
1
Viewed 14 times in the last 48 hours
Exceptional! 5/5
(20 reviews)
avg/night
20
Viewed 62 times in the last 48 hours
Excellent! 4.6/5
(37 reviews)
avg/night
37
Viewed 8 times in the last 48 hours
Exceptional! 5/5
(23 reviews)
avg/night
23
Viewed 16 times in the last 48 hours
Excellent! 4.5/5
(16 reviews)
avg/night
16
Viewed 12 times in the last 48 hours
Good! 3.7/5
(6 reviews)
avg/night
6
Viewed 10 times in the last 48 hours
Exceptional! 5/5
(23 reviews)
avg/night
23
Viewed 27 times in the last 48 hours
Wonderful! 4.9/5
(48 reviews)
avg/night
48
Wonderful! 4.8/5
(23 reviews)
avg/night
23
Viewed 35 times in the last 48 hours
Wonderful! 4.8/5
(33 reviews)
avg/night
33
Viewed 19 times in the last 48 hours
Wonderful! 4.8/5
(13 reviews)
avg/night
13
Viewed 10 times in the last 48 hours
avg/night
4
Wonderful! 4.8/5
(36 reviews)
avg/night
36
Viewed 26 times in the last 48 hours
Exceptional! 5/5
(76 reviews)
avg/night
76
Viewed 8 times in the last 48 hours
Wonderful! 4.8/5
(5 reviews)
avg/night
5
Wonderful! 4.8/5
(23 reviews)
avg/night
23
Viewed 37 times in the last 48 hours
Exceptional! 5/5
(8 reviews)
avg/night
8

Winter Haven Holiday Homes & Villas (300+)

 

Recent Reviews

Fantastic villa

5 of 5
The villa itself is wonderful, a very good size, beautifully decorated and appointed. The kitchen is well equipped with all that you would need including an ice cube maker which was incorporated into the fridge freezer. The two living areas were great with huge flat screen TV's, all double bedrooms had full size TV's which was really nice. The pool area was lovely too, with pool and jacuzzi. The location is great too, close enough to the parks and attractions but not too close. All in all just a great villa, we have rented on 8 occasions now and this was by far the best. Catherine was also very friendly and helpful, we'd rent again for sure.
  • Review Submitted: Sep 09, 2017
  • Date of Stay: Aug 2017

Brilliant villa excellent location

5 of 5
We spent 2 weeks at this villa it was very clean , had everything we needed , good location nice gated estate. Would choose this villa again .
  • Review Submitted: Sep 06, 2017
  • Date of Stay: Aug 2017