filters

Search results; Over 1,000 homes in Winter Haven

Top guest favorite
Home in Winter Haven
Spectacular Waterfront Home in Winter Haven
4 bedrooms, 5 beds, 3.5 private baths
Aug 12 – 17
,
4.98 out of 5 average rating, 138 reviews
Top guest favorite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
5 bedrooms, 7 beds
Nov 16 – 21
4.98 out of 5 average rating, 121 reviews
Top guest favorite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds
Aug 12 – 17
5.0 out of 5 average rating, 42 reviews
Guest favorite
Guesthouse in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed
Aug 15 – 20
4.98 out of 5 average rating, 125 reviews
Guest favorite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds
Aug 12 – 17
5.0 out of 5 average rating, 15 reviews
Top guest favorite
Apartment in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds
Aug 17 – 22
4.98 out of 5 average rating, 44 reviews
Top guest favorite
Condo in Winter Haven
Waterfront Condo | Pool & Dock | Near Legoland
2 bedrooms, 2 beds
Aug 12 – 17
4.89 out of 5 average rating, 9 reviews
Guest favorite
Home in Davenport
The Ultimate Family Getaway Near Disney
3 bedrooms, 4 beds
Aug 15 – 20
4.94 out of 5 average rating, 17 reviews
Guest favorite
Home in Winter Haven
Cozy Castle
2 bedrooms, 3 beds
Nov 23 – 28
4.96 out of 5 average rating, 24 reviews
Guest favorite
Guesthouse in Auburndale
The Auburndale Cottage―Game Room―Central Florida
2 bedrooms, 3 beds
Aug 18 – 23
5.0 out of 5 average rating, 8 reviews
Top guest favorite
Home in Davenport
Sunny-All-Day Pool Vacation Home
3 bedrooms, 4 beds
Aug 19 – 24
4.95 out of 5 average rating, 101 reviews
Guest favorite
Room in Winter Haven
Peace and Love Room 1B Private Entrance
1 queen bed
Aug 21 – 26
4.87 out of 5 average rating, 31 reviews
Top guest favorite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds
Aug 12 – 17
4.98 out of 5 average rating, 44 reviews
Home in Lakeland
Lake House - Beautiful Views, Spacious & Modern
4 bedrooms, 5 beds
Aug 16 – 21
Villa in Haines City
Fairway Oasis - Southern Dunes - Golf Course
4 bedrooms, 6 beds
Aug 12 – 17
Top guest favorite
Home in Davenport
Large Pool & Spa Near Disney | Big Family Memories
4 bedrooms, 6 beds
Aug 23 – 28
5.0 out of 5 average rating, 20 reviews
Home in Davenport
Davenport Disney Destination w/Pool
3 bedrooms, 4 beds
Sep 19 – 24
5.0 out of 5 average rating, 5 reviews
Top guest favorite
Home in Winter Haven
Lovely Home on Lilac Lane - Winter Haven
3 bedrooms, 3 beds
Sep 11 – 16
4.96 out of 5 average rating, 26 reviews
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds
Oct 5 – 10
5.0 out of 5 average rating, 3 reviews