Winter Haven Vacation Rentals

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Windsor Westside villa 8 BD/6 BA - Sleeps 22
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Eight bedroom private villa located at Windsor at Westside Resort. Nearby to all of the Orlando attractions.

8 Bedrooms
6 Bathrooms
4.83IconIconIconIconIcon
54 reviews
$279 - $700 / night
(excl. fees & taxes)
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Discover Paradise Villa
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Discover Beautiful and Quiet Paradise Located 20 Mins from Disney

3 Bedrooms
3 Bathrooms
4.53IconIconIconIconIcon
17 reviews
$150 / night
(excl. fees & taxes)
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Disney Villa, Luxury 10 bd/ba, Pool, Resort Access
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Luxury 10 bd/10ba villa, Private Pool with Complimentary Resort Access, Close to Disney!

10 Bedrooms
10 Bathrooms
4.88IconIconIconIconIcon
58 reviews
$450 - $1421 / night
(excl. fees & taxes)
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SALE! 8BR 6BA 5 Star Resort/Pool/Spa/Games Disney!
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SALE! 8BR 6BA 5 Star Resort/Pool/Spa/Games Disney!

8 Bedrooms
6 Bathrooms
4.83IconIconIconIconIcon
95 reviews
$409 / night
(excl. fees & taxes)
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Brand New 7BR Home in Windsor Island Resort
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2 Kings, 3 Queens, 5 twins (including bunk beds), 1 Full. Sleeps 18 guests comfortably.

7 Bedrooms
5½ Bathrooms
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29 reviews
$329 - $625 / night
(excl. fees & taxes)
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Disney Area Attractive house with private pool
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Attractive 4BD 3 Bath house with private pool

4 Bedrooms
3 Bathrooms
4.74IconIconIconIconIcon
39 reviews
$180 / night
(excl. fees & taxes)
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Aloha Oasis- Windsor Island Resort
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Aloha Oasis @ Windsor Island! Prime Proximity: Disney, Universal & Orlando! Private Pool! No Back, Neighbors! Resort Amenities & King Beds!

5 Bedrooms
5½ Bathrooms
5IconIconIconIconIcon
9 reviews
$169 - $375 / night
(excl. fees & taxes)
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Magical Villa w/ Escape Room, Themed Rooms + Pool
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Magical Villa w/ Escape Room, Themed Rooms + Pool

9 Bedrooms
8 Bathrooms
5IconIconIconIconIcon
1 review
$329 - $1775 / night
(excl. fees & taxes)
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Disney Serenity-Luxe 8BR*Pool*Hot Tub*Privacy
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Luxe 8 Bedroom Villa with private pool, hot tub, game room, private backyard, minutes from Disney and Universal

8 Bedrooms
6 Bathrooms
5IconIconIconIconIcon
81 reviews
$250 - $1020 / night
(excl. fees & taxes)
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Disney 5 mile Private Pool, Massage Chair, Tennis!
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Disney 5 mile Private Pool, Massage Chair, Tennis!

6 Bedrooms
3 Bathrooms
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36 reviews
$174 - $349 / night
(excl. fees & taxes)
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Sunshine Getaway
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Welcome to Sunshine Getaway! This is a spacious home with a pool and a spa. It sleeps 10 and is close to Disney World.

5 Bedrooms
3 Bathrooms
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5 reviews
$215 - $248 / night
(excl. fees & taxes)
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Movie room,5 bed, Pool , Spa, Pickleball close by
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Movie room,5 bed, Pool , Spa, Pickleball close by

5 Bedrooms
3 Bathrooms
4.6IconIconIconIconIcon
53 reviews
$281 - $365 / night
(excl. fees & taxes)
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Disney Playhouse, everything you need
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Disney Playhouse, everything you need

3 Bedrooms
2 Bathrooms
4.87IconIconIconIconIcon
77 reviews
$186 - $385 / night
(excl. fees & taxes)
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Mickey's Funhouse, very cute and lots of fun
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Mickey's Funhouse, very cute and lots of fun

3 Bedrooms
2 Bathrooms
4.74IconIconIconIconIcon
42 reviews
$159 - $385 / night
(excl. fees & taxes)
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Cinderella's Castle   4/2   4m to  Disney!
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Cinderella's Castle 4/2 4m to Disney!

4 Bedrooms
2 Bathrooms
4.95IconIconIconIconIcon
58 reviews
$219 / night
(excl. fees & taxes)
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Mickey's Hideaway Haven with Pool and Jacuzzi
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Fantastic 4-bedroom, 3-bathroom home, freshly painted and floored, conveniently located near Disney World, exciting attractions and dining spots!

4 Bedrooms
3 Bathrooms
4.67IconIconIconIconIcon
46 reviews
$225 / night
(excl. fees & taxes)
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Windsor Disney Castle
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5 Star Disney themed Villa with ultra-private s/w facing pool 3 miles from parks

6 Bedrooms
3½ Bathrooms
4.86IconIconIconIconIcon
7 reviews
$239 - $550 / night
(excl. fees & taxes)
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King Palm Villa
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"King Palm Villa" at Windsor Palms Resort"

3 Bedrooms
2 Bathrooms
4.87IconIconIconIconIcon
54 reviews
$195 / night
(excl. fees & taxes)
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Be Our Guest Vacation Villa
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Super clean! 5 mins to Disney. Themed fun for old and young! Private SPA/POOL

6 Bedrooms
4 Bathrooms
4.94IconIconIconIconIcon
185 reviews
$299 - $359 / night
(excl. fees & taxes)
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7 BR Villa w pool -in Kissimmee   Disney Universal
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Beautiful 7 bedroom 4.5 bath waterfront home located in the highly desired Emerald Island resort minutes to Disney and Universal Studios. Kissimmee FL

7 Bedrooms
4½ Bathrooms
4.95IconIconIconIconIcon
21 reviews
$220 - $869 / night
(excl. fees & taxes)
    21 – 40 Rentals