Winter Haven Vacation Rentals

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Peaceful, Pet Friendly Villa | Pool & Games Room
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Escape to our enchanting retreat nestled amidst the tranquil beauty of Florida Pines.

4 Bedrooms
3 Bathrooms
4.4IconIconIconIconIcon
15 reviews
$120 - $330 / night (excl. fees & taxes)
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Spacious Family Villa: 6 Bdr Large Pool, Spa & Resort Amenities!
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Welcome to your dream Disney vacation home, a blend of Florida's tropical charm and the best of Resort living.

6 Bedrooms
5 Bathrooms
4.86IconIconIconIconIcon
7 reviews
$145 - $326 / night (excl. fees & taxes)
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Shaboo's Villa
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Shaboo's Villa, Perfect Vacation Home, ALWAYS FUN!

4 Bedrooms
4 Bathrooms
4.67IconIconIconIconIcon
3 reviews
$135 - $210 / night (excl. fees & taxes)
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Feels Like Funshine - Championsgate
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Brand Spanking New Villa,Golf Course views, Salt💧Pool, GameRoom, Theater & More

8 Bedrooms
5 Bathrooms
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19 reviews
$405 - $927 / night (excl. fees & taxes)
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Flamingo Oasis at HR
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Flamingo Oasis Villa at Highlands Reserve Golf Course close to Disney

4 Bedrooms
3 Bathrooms
4.92IconIconIconIconIcon
78 reviews
$175 / night (excl. fees & taxes)
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Reunion Resort 3bdr Deluxe - DELETE
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Reunion Deluxe Resort 3bdr

3 Bedrooms
2 Bathrooms
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Happily Ever After Golf Villa
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Tranquil themed retreat on Highlands Reserve Golf Club 10 Mi SW of Disney

6 Bedrooms
3 Bathrooms
4.93IconIconIconIconIcon
44 reviews
$229 - $499 / night (excl. fees & taxes)
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Disavillatee
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Luxury Accessible Orlando Home with Private Pool and Hot Tub

5 Bedrooms
3 Bathrooms
$250 / night (excl. fees & taxes)
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Endless Summer Villa
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Near Disney Luxury Lakeside Villa with Hot Tub and Wireless Internet...

3 Bedrooms
2 Bathrooms
4.85IconIconIconIconIcon
26 reviews
$185 / night (excl. fees & taxes)
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Orlando Resort Home✦Sleeps 20
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Sleeps 20✦Free Pool Heat✦15 min to Disney✦Hot Tub

9 Bedrooms
6½ Bathrooms
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109 reviews
$152 - $1087 / night (excl. fees & taxes)
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SOLARA RESORT!! Sleeps 13 W/ Pool near Disney! 🎢
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SOLARA RESORT!! Sleeps 13 W/ Pool near Disney! 🎢

5 Bedrooms
4½ Bathrooms
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63 reviews
$193 - $368 / night (excl. fees & taxes)
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Magical 11 Bedroom Harry Potter Mansion Sleeps 30
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Magical 11 Bedroom Harry Potter Mansion Sleeps 30

10 Bedrooms
10 Bathrooms
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35 reviews
$468 - $1196 / night (excl. fees & taxes)
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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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Magic Moments
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Elegant Themed 9 BR Villa Near Resort Clubhouse + Disney w/Free Pool Heat + BBQ

9 Bedrooms
6 Bathrooms
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66 reviews
$251 - $1289 / night (excl. fees & taxes)
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Tropical Playground, Near Disney! No cleaning fee!
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Tropical Resort Near Disney! Next to Pool *No Cleaning Fee*

2 Bedrooms
2 Bathrooms
4.82IconIconIconIconIcon
28 reviews
$135 / night (excl. fees & taxes)
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417LaMirage @Regal Palms Resorts & Spa near Disney
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417LaMirage @Regal Palms Resorts & Spa near Disney

4 Bedrooms
3 Bathrooms
4.85IconIconIconIconIcon
79 reviews
$160 / night (excl. fees & taxes)
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Sunset Magic Villa
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Magical Family Retreat Close to Disney Universal Games Lake Views PoolSpa Resort

8 Bedrooms
6 Bathrooms
$200 - $600 / night (excl. fees & taxes)
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Orlando Resort Home✦Sleeps 21
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Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

7 Bedrooms
6½ Bathrooms
4.97IconIconIconIconIcon
79 reviews
$161 - $1191 / night (excl. fees & taxes)
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Townhouse at Regal Palms near Disney.
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4 bed/3 bath townhouse at Regal Palms - close to the pool and near Disney. Enjoy the resort pool, waterslide, jacuzzi, gym.

4 Bedrooms
3 Bathrooms
4.87IconIconIconIconIcon
110 reviews
$140 / night (excl. fees & taxes)
    61 – 80 Rentals