Winter Haven Vacation Rentals

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Special offer
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5mi Disney* Immersive Themes* Outdoor Pool & Movie
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Amazing Themes * Avengers, Star Wars, Disney Princesses, Mickey & Harry Potter

6 Bedrooms
5 Bathrooms
3 Guides
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57 reviews
$283 - $793 / night (excl. fees & taxes)
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Featured
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Themed House Free Heated Pool close Disney 5br 9bd
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Themed House Free Heated Pool close Disney 5br 9bd

5 Bedrooms
2½ Bathrooms
3 Guides
4.83IconIconIconIconIcon
87 reviews
$25 - $590 / night (excl. fees & taxes)
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Cute & Cozy Guesthouse in Winter Haven
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Cute & Cozy Guesthouse in Winter Haven

1 Bedroom
1 Bathroom
3 Guides
4.79IconIconIconIconIcon
42 reviews
$65 / night (excl. fees & taxes)
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Newly remodeled Vacation Home with Saltwater Pool
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Winter Haven, Florida near LEGOLAND and near Disney.

3 Bedrooms
2 Bathrooms
3 Guides
$195 / night (excl. fees & taxes)
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Pura Villa - Cozy Home Away From Home
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Pura Villa - Cozy Home Away From Home

2 Bedrooms
2 Bathrooms
3 Guides
4.82IconIconIconIconIcon
11 reviews
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Famous Bowling House
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Famous Bowling House

10 Bedrooms
10 Bathrooms
3 Guides
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6 reviews
$749 - $1495 / night (excl. fees & taxes)
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Disney Area Charming house with private pool
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4/3 House in West Haven Community

4 Bedrooms
3 Bathrooms
3 Guides
4.93IconIconIconIconIcon
107 reviews
$180 / night (excl. fees & taxes)
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SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
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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
3 Guides
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4 reviews
$180 - $265 / night (excl. fees & taxes)
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Global Bowling Villa, sleeps 34
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Global Bowling Villa, sleeps 34

14 Bedrooms
11 Bathrooms
3 Guides
4.7IconIconIconIconIcon
10 reviews
$749 - $1495 / night (excl. fees & taxes)
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NEW 14BR Resort Pool Villa - Disney, Theater
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NEW 14BR Resort Pool Villa - Disney, Theater

14 Bedrooms
11 Bathrooms
3 Guides
$929 / night (excl. fees & taxes)
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Luxury Retreat: Davenport 5bd | Games | Pool Bliss
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Luxury Retreat: Davenport 5bd | Games | Pool Bliss

5 Bedrooms
5 Bathrooms
3 Guides
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2 reviews
$200 / night (excl. fees & taxes)
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Villa BellaRosa
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15% off until end of October! Sunset conservation view at Villa BellaRosa

5 Bedrooms
5½ Bathrooms
3 Guides
$139 - $385 / night (excl. fees & taxes)
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14BR/30 Guests-Pool/Spa
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Our 14BR Vacation Villa located at Solterra Resort can accommodate 30+ guests.

14 Bedrooms
11 Bathrooms
3 Guides
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36 reviews
$929 / night (excl. fees & taxes)
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NEW 15BR Disney Villa-Pool, Game Room
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NEW 15BR Disney Villa-Pool, Game Room

10 Bedrooms
10 Bathrooms
3 Guides
5IconIconIconIconIcon
15 reviews
$1086 / night (excl. fees & taxes)
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SALE! 15BR Themed Disney Pool
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NEWLY Remodeled! 15BR 12BA Disney/Pool/Game Room/Theater 32+ Guests

15 Bedrooms
11 Bathrooms
3 Guides
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5 reviews
$979 / night (excl. fees & taxes)
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14 BR 11 BA Villa/30+Resort/Pool/Spa - Near Disney
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14 BR 11 BA Villa/30+Resort/Pool/Spa - Near Disney

10 Bedrooms
10 Bathrooms
3 Guides
4.81IconIconIconIconIcon
42 reviews
$902 / night (excl. fees & taxes)
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Perfect Disney Relaxation
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Private Pool, Water Park, Lazy River, Disney

5 Bedrooms
4 Bathrooms
3 Guides
4.73IconIconIconIconIcon
63 reviews
$245 - $550 / night (excl. fees & taxes)
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VillaMaggiore,Watersong, Disney, SW pool,free view
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VillaMaggiore,Watersong, Disney, SW pool,free view

5 Bedrooms
4½ Bathrooms
3 Guides
4.94IconIconIconIconIcon
48 reviews
$220 - $280 / night (excl. fees & taxes)
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Spirit of Adventure FL
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15% off until Feb - 5 Bed Modern Family & Dog Friendly Home - Conservation Views

5 Bedrooms
4½ Bathrooms
3 Guides
$132 - $307 / night (excl. fees & taxes)
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SR7424 - ♥LUXURY BRAND NEW Cozy Pool Townhouse near to Disney♥
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Solterra Resort - Cozy Pool Townhouse near to Disney

5 Bedrooms
4½ Bathrooms
3 Guides
$109 - $375 / night (excl. fees & taxes)
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Sunset Palm Villa at Watersong Resort near Disney
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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
3 Guides
$200 / night (excl. fees & taxes)
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Cosmos Villa
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Cosmos Villa - Luxury Watersong villa close to Disney!

4 Bedrooms
4 Bathrooms
3 Guides
4.83IconIconIconIconIcon
12 reviews
$150 - $310 / night (excl. fees & taxes)
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