Villa Rentals in Windwood Bay, FL: Compare 10+ Sites & Save

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5063 Best Villa Rentals in Windwood Bay (Starting from $162)

325 Home with Private Pool-HOT TUB-WiFi-15 Min to Disney
325 Home with Private Pool-HOT TUB-WiFi-15 Min to Disney
Villa
Davenport, FL, USA
0.3k from Windwood Bay center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis

6 Bedrooms14 Guests
New to Booking
$604
Average price / night
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Executive 6-bedroom luxury villa with a pool
Executive 6-bedroom luxury villa with a pool
Villa
Davenport, FL, 33896, United States
0.1k from Windwood Bay center

No Smoking

6 Bedrooms9 Guests
New to Booking
$538
Average price / night
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World Showcase at Windwood Bay by Shine Villas villa
World Showcase at Windwood Bay by Shine Villas villa
Villa
Davenport, FL, USA
0.4k from Windwood Bay center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms10 Guests
New to Booking
$333
Average price / night
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Greenviews, pool, spa and games room
Greenviews, pool, spa and games room
Villa
Davenport, FL, 33896, United States
0.3k from Windwood Bay center

AC, Arcade, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
7.8

Good

12 reviews

$542
Average price / night
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World Showcase At Windwood Bay By Shine Villas
World Showcase At Windwood Bay By Shine Villas
Villa
Davenport, FL, USA
0.4k from Windwood Bay center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

5 Bedrooms10 Guests
New to Booking
$328
Average price / night
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Greenview Bliss By Shine Villas #031 5 Bedroom Villa
Greenview Bliss By Shine Villas #031 5 Bedroom Villa
Villa
133 Bayleafe Lane, Davenport, FL, 33896, United States
0.3k from Windwood Bay center

Dryer, Fitness Equipment, Heater, Internet, No Smoking, Outdoor Space, Pool, Washer

8.0

Good

1 reviews

$795
Average price / night
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Ospreys Landing At Solterra Resort
Ospreys Landing At Solterra Resort
Villa
Davenport, FL, USA
0.9k from Windwood Bay center

Spa, Parking, Fireplace/Heating, Wellness Facilities, Pool, Security/Safety, Laundry

6 Bedrooms18 Guests
8.5

Very Good

4 reviews

$291
Average price / night
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The Palace! Near Disney And all Parks-Holds 14 guests -7bedrooms-4.5Bathrooms
The Palace! Near Disney And all Parks-Holds 14 guests -7bedrooms-4.5Bathrooms
Villa
Davenport, FL, 33896, United States
0.5k from Windwood Bay center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

7 Bedrooms16 Guests
New to Booking
$664
Average price / night
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Solterra Resort 5 bedrooms w pool near Disney
Solterra Resort 5 bedrooms w pool near Disney
Villa
Davenport, FL, USA
1.0k from Windwood Bay center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

5 Bedrooms12 Guests
6.0

Review score

4 reviews

$463
Average price / night
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Family Villa 12mi from Disney
Family Villa 12mi from Disney
Villa
Davenport, FL, 33896, United States
0.6k from Windwood Bay center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms8 Guests
New to Booking
$171
Average price / night
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Sunshine Retreat: Villa W/Pool & close to Disney
Sunshine Retreat: Villa W/Pool & close to Disney
Villa
Davenport, FL, USA
1.0k from Windwood Bay center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$265
Average price / night
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Private Tropical Pool Retreat
Private Tropical Pool Retreat
Villa
Davenport, FL, 33896, United States
0.6k from Windwood Bay center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms7 Guests
New to Booking
$364
Average price / night
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820 BRIARGROVE AVE DAVENPORT 4BED
820 BRIARGROVE AVE DAVENPORT 4BED
Villa
Davenport, FL, USA
1.0k from Windwood Bay center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom8 Guests
New to Booking
$301
Average price / night
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Luxury Designer 4BD Villa with heated pool& Spa near Disney
Luxury Designer 4BD Villa with heated pool& Spa near Disney
Villa
Davenport, FL, 33837, United States
0.6k from Windwood Bay center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry, Living Area

4 Bedrooms12 Guests
New to Booking
$535
Average price / night
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4164 Oaktree Drive Villa #221596 Villa
4164 Oaktree Drive Villa #221596 Villa
Villa
Davenport, FL, USA
1.0k from Windwood Bay center

Air Conditioner, Parking, Internet, Hot Tub, Pool, Child Friendly

6 Bedrooms12 Guests
New to Booking
$236
Average price / night
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Pluto's Palace Florida Villa with a private South Facing Pool
Pluto's Palace Florida Villa with a private South Facing Pool
Villa
Davenport, FL, 33896, United States
0.6k from Windwood Bay center

AC, Arcade, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.4

Superb

3 reviews

$182
Average price / night
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4159 -Private Pool&Spa at Resort-slides
4159 -Private Pool&Spa at Resort-slides
Villa
Davenport, FL, USA
1.0k from Windwood Bay center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

5 Bedrooms12 Guests
7.2

Good

15 reviews

$183
Average price / night
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Palatial FOURTEEN-Bedrooms piece of art in Solterra Resort, close to Disney!
Palatial FOURTEEN-Bedrooms piece of art in Solterra Resort, close to Disney!
Villa
Davenport, FL, 33837, United States
0.8k from Windwood Bay center

AC, Dryer, Heater, Internet, Kitchen, Laundry, No Smoking, Pool, Toys

14 Bedrooms40 Guests
New to Booking
$2394
Average price / night
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#350-Stunning Villa with Modern Decor, West Facing Pool Overlooking Private Conservation Land
#350-Stunning Villa with Modern Decor, West Facing Pool Overlooking Private Conservation Land
Villa
Davenport, FL, USA
1.0k from Windwood Bay center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

5 Bedrooms10 Guests
9.2

Superb

5 reviews

$235
Average price / night
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Last Minute Disney! Private Pool, Hot Tub & Themed Bedrooms. Book Now! #65531
Last Minute Disney! Private Pool, Hot Tub & Themed Bedrooms. Book Now! #65531
Villa
Orlando, FL, 33837, United States
0.8k from Windwood Bay center

AC, Arcade, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

7 Bedrooms22 Guests
New to Booking
$583
Average price / night
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Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #115917
Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #115917
Villa
Orlando, FL, 33837, United States
0.8k from Windwood Bay center

AC, Arcade, Barbecue, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms13 Guests
New to Booking
$369
Average price / night
Check Availability
Family-Friendly Villa near Disney! Private Pool & Spa • Gated Resort Community
Family-Friendly Villa near Disney! Private Pool & Spa • Gated Resort Community
Villa
Davenport, FL, 33837, United States
0.8k from Windwood Bay center

AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet

6 Bedrooms12 Guests
9.6

Exceptional

129 reviews

$291
Average price / night
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Stunning 6 bed modern home on resort community with private pool and spa
Stunning 6 bed modern home on resort community with private pool and spa
Villa
Davenport, FL, 33837, United States
0.8k from Windwood Bay center

AC, Arcade, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$392
Average price / night
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Spacious 3 bedroom villa with private pool, Close To Champions Gate. Open aspect
Spacious 3 bedroom villa with private pool, Close To Champions Gate. Open aspect
Villa
Davenport, FL, 33837, United States
0.8k from Windwood Bay center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
8.6

Fabulous

8 reviews

$162
Average price / night
Check Availability
Family Vacation @ Resort with Private Pool, 6Bdrm
Family Vacation @ Resort with Private Pool, 6Bdrm
Villa
Davenport, FL, 33837, United States
0.9k from Windwood Bay center

AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

6 Bedrooms14 Guests
9.4

Superb

22 reviews

$336
Average price / night
Check Availability
Last Minute Disney Getaway! Private Pool, Hot Tub & Game Room. Book Now! #119375
Last Minute Disney Getaway! Private Pool, Hot Tub & Game Room. Book Now! #119375
Villa
Orlando, FL, 33837, United States
0.9k from Windwood Bay center

AC, Arcade, Balcony, Barbecue, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

6 Bedrooms12 Guests
New to Booking
$355
Average price / night
Check Availability
Last Minute Disney Getaway! Luxury Villa with Private Pool. Book Now! #119451
Last Minute Disney Getaway! Luxury Villa with Private Pool. Book Now! #119451
Villa
Orlando, FL, 33837, United States
0.9k from Windwood Bay center

AC, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

5 Bedrooms10 Guests
New to Booking
$424
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Villa Rentals in Windwood Bay.

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Frequently Asked Questions

You can currently explore 5063 verified villa rentals in Windwood Bay. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Windwood Bay vary depending on the season, location, and amenities. Rates typically start from around $162 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Windwood Bay are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Windwood Bay.

Yes, Windwood Bay offers a wide range of villas ideal for group stays. Many properties include 14 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Windwood Bay villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Windwood Bay often include highly sought-after amenities such as Fireplace/Heating, Wellness Facilities, and Pool. These features enhance comfort and convenience, making them especially popular among travelers visiting Windwood Bay.

To discover top-rated villas in Windwood Bay, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.