Vacation Rentals with Private Pool in Windwood Bay, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
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  4.  Florida
  5.  Orlando
  6.  Windwood Bay

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11665 Best Vacation Rentals with Private Pool in Windwood Bay (Starting from $162)

5 Bedroom Villa l 12 min to Disney l Themed Rooms l Orlando Area
5 Bedroom Villa l 12 min to Disney l Themed Rooms l Orlando Area
House
Davenport, FL, USA
0.2k from Windwood Bay center

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

5 Bedrooms12 Guests
9.4

Superb

14 reviews

$182
Average price / night
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4 Bedrooms, 3.5 bathrooms Townhouse
4 Bedrooms, 3.5 bathrooms Townhouse
House
Davenport, FL, 33896, United States
0.2k from Windwood Bay center

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

4 Bedrooms8 Guests
New to Booking
$293
Average price / night
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Solterra Resort Home - Waterslide and Lazy River
Solterra Resort Home - Waterslide and Lazy River
House
Davenport, FL, USA
0.9k from Windwood Bay center

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

6 Bedrooms14 Guests
6.2

Good

5 reviews

$342
Average price / night
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The Citrus Splash / Family-Friendly Retreat Near Disney & Universal w/ Pool, Spa & Game Room
The Citrus Splash / Family-Friendly Retreat Near Disney & Universal w/ Pool, Spa & Game Room
House
Davenport, FL, 33896, United States
0.2k from Windwood Bay center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

12 reviews

$330
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 Pool, Great for Kids, 12 Miles to Disney Dogs OK, Snowbirds Welcome
Private Pool, Great for Kids, 12 Miles to Disney Dogs OK, Snowbirds Welcome
House
Davenport, FL, 33896, United States
0.2k from Windwood Bay center

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

4 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$256
Average price / night
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5116 Disney Dreams in Solterra Resort 6BD
5116 Disney Dreams in Solterra Resort 6BD
House
Davenport, FL, USA
1.3k from Windwood Bay center

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

6 Bedrooms14 Guests
8.7

Fabulous

9 reviews

$331
Average price / night
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The Elegant and spacious Sunseekers Villa (Sleeps 10)
The Elegant and spacious Sunseekers Villa (Sleeps 10)
House
Davenport, FL, 33896, United States
0.2k from Windwood Bay center

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

4 Bedrooms10 Guests
9.4

Superb

118 reviews

$220
Average price / night
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Solterra Resort 779 - Hosted by Top Villas
Solterra Resort 779 - Hosted by Top Villas
Villa
Davenport, FL, USA
1.3k from Windwood Bay center

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

5 Bedrooms10 Guests
New to Booking
$209
Average price / night
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Beautiful 4 Bedroom home in the Champions Gate Area of Davenport, Florida.
Beautiful 4 Bedroom home in the Champions Gate Area of Davenport, Florida.
House
Davenport, FL, 33897, United States
0.2k from Windwood Bay center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, Pool

4 Bedrooms9 Guests
9.4

Superb

8 reviews

$580
Average price / night
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Resort Family Home w Pool Hot Tub and Games
Resort Family Home w Pool Hot Tub and Games
House
Davenport, FL, USA
1.4k from Windwood Bay center

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

5 Bedrooms11 Guests
New to Booking
$246
Average price / night
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5/4 Pool Home With THREE Master Suites In Coveted Windwood Bay Community
5/4 Pool Home With THREE Master Suites In Coveted Windwood Bay Community
House
Davenport, FL, 33896, United States
0.2k from Windwood Bay center

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

5 Bedrooms10 Guests
New to Booking
$340
Average price / night
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Perfect Disney Vacation! Private Pool & Spa Resort
Perfect Disney Vacation! Private Pool & Spa Resort
Villa
Davenport, FL, USA
1.4k from Windwood Bay center

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

6 Bedrooms14 Guests
New to Booking
$226
Average price / night
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Private Haven - 5 bedroom, 4.5 bath, Free Pool Heat, Free BBQ Grill
Private Haven - 5 bedroom, 4.5 bath, Free Pool Heat, Free BBQ Grill
House
Davenport, FL, 33896, United States
0.2k from Windwood Bay center

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

5 Bedrooms17 Guests
10.0

Exceptional

22 reviews

$202
Average price / night
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Solterra Resort 5 Bedroom Vacation Home with Pool 1604
Solterra Resort 5 Bedroom Vacation Home with Pool 1604
House
Davenport, FL, USA
1.4k from Windwood Bay center

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

5 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$162
Average price / night
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Spacious pool home with games room and hot tub (heating included)
Spacious pool home with games room and hot tub (heating included)
House
Davenport, FL, 33896, United States
0.2k from Windwood Bay center

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

5 Bedrooms10 Guests
9.4

Superb

3 reviews

$271
Average price / night
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Walk to Pool, 12 Mi to Disney Solterra Retreat!
Walk to Pool, 12 Mi to Disney Solterra Retreat!
House
Davenport, FL, USA
1.4k from Windwood Bay center

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

6 Bedrooms12 Guests
9.0

Fabulous

1 reviews

$164
Average price / night
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5 Bedroom Villa l 10 min to Disney l Themed Rooms
5 Bedroom Villa l 10 min to Disney l Themed Rooms
House
davenport, FL, 33896, United States
0.2k from Windwood Bay center

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

5 Bedrooms12 Guests
9.0

Fabulous

17 reviews

$196
Average price / night
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Solterra Sanctuary in Orlando w pool and game room
Solterra Sanctuary in Orlando w pool and game room
Villa
Windwood Bay, Davenport, Florida, USA
1.4k from Windwood Bay center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

5 Bedrooms11 Guests
7.6

Good

6 reviews

$456
Average price / night
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Near Disney, Private Pool, Game Room | Pet Friendly & No Rear Neighbors
Near Disney, Private Pool, Game Room | Pet Friendly & No Rear Neighbors
House
Davenport, FL, 33896, United States
0.2k from Windwood Bay center

AC, Arcade, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
9.0

Fabulous

23 reviews

$260
Average price / night
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Solterra Resort 564 - Hosted by Top Villas
Solterra Resort 564 - Hosted by Top Villas
Villa
Davenport, FL, USA
1.5k from Windwood Bay center

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

5 Bedrooms10 Guests
New to Booking
$338
Average price / night
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Lanai & Game Room: Vacation Home in Davenport!
Lanai & Game Room: Vacation Home in Davenport!
House
Davenport, FL, 33896, United States
0.2k from Windwood Bay center

AC, Crib, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Microwave

5 Bedrooms12 Guests
6.0

Review score

18 reviews

$249
Average price / night
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 Home with Private Heated Pool 10 Mi to Disney World and other Major Parks!
Home with Private Heated Pool 10 Mi to Disney World and other Major Parks!
House
Davenport, FL, 33896, United States
0.2k from Windwood Bay center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$443
Average price / night
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Charming family retreat w/ Pool and amenities. Near Disney & Top Attractions
Charming family retreat w/ Pool and amenities. Near Disney & Top Attractions
House
Davenport, FL, 33896, United States
0.3k from Windwood Bay center

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

4 Bedrooms8 Guests
9.4

Superb

3 reviews

$201
Average price / night
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Spacious villa with private pool, hot tub and games room
Spacious villa with private pool, hot tub and games room
House
Davenport, FL, 33896, United States
0.3k from Windwood Bay center

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

4 Bedrooms10 Guests
6.0

Review score

1 reviews

$216
Average price / night
Check Availability
4 Bedroom games room hot tub & pool close to Parks
4 Bedroom games room hot tub & pool close to Parks
House
Davenport, FL, 33896, United States
0.3k from Windwood Bay center

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

4 Bedrooms8 Guests
New to Booking
$265
Average price / night
Check Availability
Gorgeous private home, dog-friendly, private pool & close to parks
Gorgeous private home, dog-friendly, private pool & close to parks
House
Davenport, FL, 33896, United States
0.3k from Windwood Bay center

AC, Arcade, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area

4 Bedrooms8 Guests
New to Booking
$240
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 Vacation Rentals with Private Pool in Windwood Bay.

Stay Near Windwood Bay's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Windwood Bay Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 11665 verified vacation rentals with a private pool in Windwood Bay. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Windwood Bay vary depending on the property size, location, and travel season. Rates typically start from around $162 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Windwood Bay also welcome pets. Currently, 22 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Windwood Bay often include additional features such as Pool, Private Pool, and Wellness Facilities. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Windwood Bay include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.