Winter Haven Vacation Rentals

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Famous Music City Bowling Villa, sleeps 40
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Famous Music City Bowling Villa, sleeps 40

10 Bedrooms
10 Bathrooms
$795 - $1495 / night
(excl. fees & taxes)
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Magical Portal House: Fully Disney Themed Villa
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Tron Game Room | Connected Moana & Black Panther Kids Bedrooms | Two Big Screen Family Rooms | Private Pool & Spa | Resort Access | Near Disney & Golf

6 Bedrooms
6 Bathrooms
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41 reviews
$259 - $800 / night
(excl. fees & taxes)
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9092HS - New Listing! 9 bedroons and Private Pool
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9092HS - New Listing! 9 bedroons and Private Pool

9 Bedrooms
5 Bathrooms
$258 - $1050 / night
(excl. fees & taxes)
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2 Homes,steps away from each other-up to 51 guest
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2 Homes,steps away from each other-up to 51 guest

18 Bedrooms
10 Bathrooms
$258 - $1050 / night
(excl. fees & taxes)
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Stunning Resort home with private heated pool and amenities
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Stunning Resort home with private heated pool and amenities

4 Bedrooms
3 Bathrooms
$139 - $645 / night
(excl. fees & taxes)
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Magical Memories Retreat Disney FL
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Disney Villa-Game&Movie Room-WaterPark Resort-Golf

7 Bedrooms
6 Bathrooms
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2 reviews
$247 - $824 / night
(excl. fees & taxes)
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1554OL - New Listing! 9 bedroons and Private Pool
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1554OL - New Listing! 9 bedroons and Private Pool

9 Bedrooms
5 Bathrooms
$265 - $1193 / night
(excl. fees & taxes)
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9081HS - New Listing! 9 bedroons and Private Pool
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9081HS - New Listing! 9 bedroons and Private Pool

9 Bedrooms
5 Bathrooms
$251 - $1100 / night
(excl. fees & taxes)
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Your Dream Escape
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Prime Location (Just behind the Clubhouse!) book now!

8 Bedrooms
5 Bathrooms
4.95IconIconIconIconIcon
19 reviews
$425 / night
(excl. fees & taxes)
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Crofton Villa
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Crofton Villa

6 Bedrooms
5 Bathrooms
$425 / night
(excl. fees & taxes)
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1457BT - New Listing! 6 bedroons and Private Pool
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1457BT - New Listing! 6 bedroons and Private Pool

6 Bedrooms
6 Bathrooms
$237 - $1010 / night
(excl. fees & taxes)
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Luxury Villa 8 beds, 5 bath, 15 mins to Disney
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★ Free access to Oasis Resort Style Club with amazing inclusive facility ★ PRIVATE Pool and spa ★ Spacious appx 4000 square feet of living space

8 Bedrooms
5 Bathrooms
$220 - $1050 / night
(excl. fees & taxes)
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Great family vacation house
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Great family vacation house

4 Bedrooms
3 Bathrooms
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3 reviews
$180 / night
(excl. fees & taxes)
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Disney Area Cozy house with pool and spa
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3/3 House in Pines West Community

3 Bedrooms
3 Bathrooms
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63 reviews
$169 / night
(excl. fees & taxes)
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Deluxe Villa with Pool, Arcade near Disney & Golf
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Luxury Escape! 6br deluxe (premium furnishings and double-master suites) villa w pool, arcade, and privacy near Disney and golf.

6 Bedrooms
4 Bathrooms
4.86IconIconIconIconIcon
14 reviews
$240 - $540 / night
(excl. fees & taxes)
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⭐️PREMIUM 5 Bed, 4 Bath Villa w/Pool, Near Disney⭐
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PREMIUM 5 bed, 4 bath villa with games room, themed kids rooms and private pool, near Disney, shopping, and restaurants.

5 Bedrooms
4 Bathrooms
4.83IconIconIconIconIcon
58 reviews
$165 / night
(excl. fees & taxes)
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Happy Oak Villa
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Orlando BeachHouse ❤️ Expanded pool deck & HotTub Recent renos, close to Disney!

4 Bedrooms
2 Bathrooms
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2 reviews
$155 - $230 / night
(excl. fees & taxes)
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Breezy Oak Villa
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Unbeatable pool privacy ❤️ in a hidden tropical oasis close to Disney!

4 Bedrooms
2 Bathrooms
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61 reviews
$155 - $230 / night
(excl. fees & taxes)
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Lakeview Luxury Villa w/ Pool Heat available
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Nemo & Moana Luxury Lakeview Villa near Disney! MANY activities for kids including a game room equipped with PlayStation, basketball, & hockey table!

5 Bedrooms
3 Bathrooms
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27 reviews
$175 - $300 / night
(excl. fees & taxes)
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Pleasant Oak Villa
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HUGE Pool Deck 15 mins 2 Disney!❤️360º Sun, Privacy-Games-Chef’s Kitchen +More!

4 Bedrooms
2 Bathrooms
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42 reviews
$155 - $230 / night
(excl. fees & taxes)
    21 – 40 Rentals