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

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671 Beach Home Rentals in Windwood Bay (Starting from $165)

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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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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8 Mi to Disney Home with Game Room in Davenport
8 Mi to Disney Home with Game Room in Davenport
House
Davenport, FL, USA
0.2k from Windwood Bay center

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

8 Bedrooms18 Guests
New to Booking
$297
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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Family Disney Home, Pool, Spa, near Champions Gate -283
Family Disney Home, Pool, Spa, near Champions Gate -283
House
Davenport, FL, USA
0.3k from Windwood Bay center

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

7 Bedrooms15 Guests
New to Booking
$288
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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The Citrus Splash Disney, Pool, Spa & Game Room
The Citrus Splash Disney, Pool, Spa & Game Room
House
Davenport, FL, USA
0.3k from Windwood Bay center

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

4 Bedrooms10 Guests
New to Booking
$188
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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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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 4 BDRM,GAME ROOM,2 MASTER BDRMS,2 LIV RMS.10MIN TO DISNEY. PRV POOL SUN ALL DAY
4 BDRM,GAME ROOM,2 MASTER BDRMS,2 LIV RMS.10MIN TO DISNEY. PRV POOL SUN ALL DAY
House
DAVENPORT, FL, 33896, United States
0.3k from Windwood Bay center

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

4 Bedrooms8 Guests
9.8

Exceptional

68 reviews

$180
Average price / night
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Near Disney and Golf Pet-Friendly Davenport Home!
Near Disney and Golf Pet-Friendly Davenport Home!
House
Davenport, FL, USA
0.4k from Windwood Bay center

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

5 Bedrooms10 Guests
New to Booking
$262
Average price / night
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DisneyAreaPlatinumVillas: Spacious 7BR/Sleeps14/Private Pool&SPA/HighSpeed Wi-Fi
DisneyAreaPlatinumVillas: Spacious 7BR/Sleeps14/Private Pool&SPA/HighSpeed Wi-Fi
House
Davenport, FL, 33896, United States
0.3k from Windwood Bay center

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

7 Bedrooms14 Guests
9.0

Fabulous

100 reviews

$524
Average price / night
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South Facing Pool & Spa - Fenced Yard - Game Room - Family Friendly - Near Disney
South Facing Pool & Spa - Fenced Yard - Game Room - Family Friendly - Near Disney
House
Davenport, FL, USA
0.4k from Windwood Bay center

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

5 Bedrooms10 Guests
New to Booking
$377
Average price / night
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Enjoy the Sun! South-Facing Pool & Spa for Ultimate Relaxation
Enjoy the Sun! South-Facing Pool & Spa for Ultimate Relaxation
House
Davenport, FL, 33896, United States
0.4k from Windwood Bay center

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

5 Bedrooms10 Guests
9.4

Superb

11 reviews

$336
Average price / night
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Florida Vacation Home with Sunny Private Pool - Game Room - Nr Disney
Florida Vacation Home with Sunny Private Pool - Game Room - Nr Disney
House
Davenport, FL, USA
1.0k from Windwood Bay center

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

4 Bedrooms9 Guests
8.5

Very Good

2 reviews

$212
Average price / night
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Spacious Family Home, private Pool/Spa, Covered Lanai, Forest View, near Disney
Spacious Family Home, private Pool/Spa, Covered Lanai, Forest View, near Disney
House
Davenport, FL, 33896, United States
0.4k from Windwood Bay center

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

7 Bedrooms16 Guests
7.0

Good

12 reviews

$273
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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Extravagant Resort styles  5 bedrooms / 5 baths/ pool and hot tub
Extravagant Resort styles 5 bedrooms / 5 baths/ pool and hot tub
House
Davenport, FL, 33896, United States
0.4k from Windwood Bay center

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

5 Bedrooms10 Guests
9.2

Superb

5 reviews

$302
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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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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#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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Salt Water Pool, Convenient to Disney, Universal, Golf, Restaurants, Shopping
Salt Water Pool, Convenient to Disney, Universal, Golf, Restaurants, Shopping
House
Davenport, FL, 33837, United States
0.7k from Windwood Bay center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

118 reviews

$165
Average price / night
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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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Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!
Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!
Villa
Davenport, FL, 33837, United States
0.9k from Windwood Bay center

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

5 Bedrooms12 Guests
9.8

Exceptional

210 reviews

$506
Average price / night
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✈ Solterra Resort - 5★ Clubhouse - Water Slides – Lazy River - Extended Pool ⛱
✈ Solterra Resort - 5★ Clubhouse - Water Slides – Lazy River - Extended Pool ⛱
House
Davenport, FL, 33837, United States
0.9k from Windwood Bay center

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

4 Bedrooms9 Guests
8.6

Fabulous

17 reviews

$249
Average price / night
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Executive Villa with lake views and south facing pool 4 bed 3 bath near parks
Executive Villa with lake views and south facing pool 4 bed 3 bath near parks
Villa
Davenport, FL, 33896, United States
0.9k from Windwood Bay center

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

4 Bedrooms9 Guests
9.2

Superb

38 reviews

$181
Average price / night
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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 Beach Rentals 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 Beach Rentals on the Map

Frequently Asked Questions

You can explore 671 verified beach rentals in Windwood Bay. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Windwood Bay vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $165 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Windwood Bay offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Windwood Bay welcome pets. Currently, 21 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Windwood Bay often include amenities designed for coastal living, such as View, Ocean View, and Pool. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.