Winter Haven Vacation Rentals
Amazing Themes * Avengers, Star Wars, Disney Princesses, Mickey & Harry Potter
6 Bedrooms
5 Bathrooms
5
57 reviews$283 - $816 / night (excl. fees & taxes)
Featured
Tropical Resort Near Disney! Next to Pool *No Cleaning Fee*
2 Bedrooms
2 Bathrooms
4.82
28 reviews$135 / night (excl. fees & taxes)
Cute & Cozy Guesthouse in Winter Haven
1 Bedroom
1 Bathroom
4.79
42 reviews$65 / night (excl. fees & taxes)
Winter Haven, Florida near LEGOLAND and near Disney.
3 Bedrooms
2 Bathrooms
$195 / night (excl. fees & taxes)
Pura Villa - Cozy Home Away From Home
2 Bedrooms
2 Bathrooms
4.82
11 reviews
Famous Bowling House
10 Bedrooms
10 Bathrooms
5
6 reviews$749 - $1495 / night (excl. fees & taxes)
4/3 House in West Haven Community
4 Bedrooms
3 Bathrooms
4.93
107 reviews$180 / night (excl. fees & taxes)
SUNNY SOUTH-FACING pool & spa, covered lanai, natural lake view; large outside sunbathing and dining areas, Games room with pool table & air hockey
5 Bedrooms
5 Bathrooms
5
4 reviews$180 - $265 / night (excl. fees & taxes)
Global Bowling Villa, sleeps 34
14 Bedrooms
11 Bathrooms
4.7
10 reviews$749 - $1495 / night (excl. fees & taxes)
NEW 14BR Resort Pool Villa - Disney, Theater
14 Bedrooms
11 Bathrooms
$929 / night (excl. fees & taxes)
Luxury Retreat: Davenport 5bd | Games | Pool Bliss
5 Bedrooms
5 Bathrooms
5
2 reviews$200 / night (excl. fees & taxes)
15% off until end of October! Sunset conservation view at Villa BellaRosa
5 Bedrooms
5½ Bathrooms
$139 - $385 / night (excl. fees & taxes)
Our 14BR Vacation Villa located at Solterra Resort can accommodate 30+ guests.
14 Bedrooms
11 Bathrooms
5
36 reviews$929 / night (excl. fees & taxes)
NEW 15BR Disney Villa-Pool, Game Room
10 Bedrooms
10 Bathrooms
5
15 reviews$1086 / night (excl. fees & taxes)
NEWLY Remodeled! 15BR 12BA Disney/Pool/Game Room/Theater 32+ Guests
15 Bedrooms
11 Bathrooms
5
5 reviews$979 / night (excl. fees & taxes)
14 BR 11 BA Villa/30+Resort/Pool/Spa - Near Disney
10 Bedrooms
10 Bathrooms
4.81
42 reviews$902 / night (excl. fees & taxes)
Private Pool, Water Park, Lazy River, Disney
5 Bedrooms
4 Bathrooms
4.73
63 reviews$245 - $550 / night (excl. fees & taxes)
VillaMaggiore,Watersong, Disney, SW pool,free view
5 Bedrooms
4½ Bathrooms
4.94
48 reviews$215 - $280 / night (excl. fees & taxes)
15% off this Fall - 5 Bed Modern Family & Dog Friendly Home - Conservation Views
5 Bedrooms
4½ Bathrooms
$132 - $315 / night (excl. fees & taxes)
Solterra Resort - Cozy Pool Townhouse near to Disney
5 Bedrooms
4½ Bathrooms
$114 - $396 / night (excl. fees & taxes)
Imagine waking up to glistening lake views, and plunging into your private south-facing pool for a refreshing dip, bathed in year-round sunshine...
5 Bedrooms
4½ Bathrooms
$200 / night (excl. fees & taxes)
Cosmos Villa - Luxury Watersong villa close to Disney!
4 Bedrooms
4 Bathrooms
4.83
12 reviews$150 - $310 / night (excl. fees & taxes)
Terms, Privacy, Currency & More
Save to Favorites
More filters
Beds & Baths
Bedrooms
0 +
Bathrooms
0 +More options
Pets
Managed by
Room Type
Property Type
Indoor Amenities
Outdoor Amenities
Languages