Estia Villas - Vacation Rentals in Windwood Bay
Villa
6 Bedrooms
4 Bathrooms
9 Guests
-
Child Friendly -
Security/Safety
US $651
/Night
7 Nights - $4,557
House
9.2
(
18 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
3498.27 ft²
-
Private Pool -
Hot Tub -
Parking -
Pool
US $183
/Night
7 Nights - $1,280
Villa
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Hot Tub
-
Pool
-
Balcony/Terrace -
Kitchen
US $691
/Night
7 Nights - $4,838
Villa
4 Bedrooms
3 Bathrooms
8 Guests
3160 ft²
-
Private Pool
-
Pool
-
View -
Kitchen
US $146
/Night
7 Nights - $1,022
Villa
7.8
(
12 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
3203 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $488
/Night
7 Nights - $3,416
Villa
6.0
(
2 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
3470 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $228
/Night
7 Nights - $1,597
Villa
10.0
(
14 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2500 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $205
/Night
7 Nights - $1,434
Villa
9.6
(
55 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
-
Private Pool
-
Parking
-
Pool
-
Kitchen
US $167
/Night
7 Nights - $1,172
See More Windwood Bay Vacation Rentals
Luxury Places to Stay in Windwood Bay
Over 111+
Luxury Places to Stay in or Near Windwood Bay
House
20 Bedrooms
21 Bathrooms
62 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $3,349
/Night
7 Nights - $23,444
House
9.4
(
8 Reviews
)
4 Bedrooms
3 Bathrooms
9 Guests
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $684
/Night
7 Nights - $4,786
House
1 Bedroom
5 Bathrooms
16 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $599
/Night
7 Nights - $4,196
New
House
5 Bedrooms
4 Bathrooms
10 Guests
2204 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $503
/Night
7 Nights - $3,524
House
5 Bedrooms
5 Bathrooms
10 Guests
3029 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $500
/Night
7 Nights - $3,502
House
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Internet -
Pet Friendly
US $493
/Night
7 Nights - $3,449
House
10.0
(
5 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
1886 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $453
/Night
7 Nights - $3,172
New
House
4 Bedrooms
4 Bathrooms
8 Guests
1730 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $442
/Night
7 Nights - $3,091
See More Windwood Bay Luxury Vacation Rentals
Find More Windwood Bay Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Windwood Bay
Over 94+
Top-Rated Vacation Rentals with a Pool in or Near Windwood Bay
House
10.0
(
22 Reviews
)
5 Bedrooms
4 Bathrooms
17 Guests
3200 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $220
/Night
7 Nights - $1,541
House
10.0
(
13 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
1860 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $255
/Night
7 Nights - $1,785
House
10.0
(
10 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
1730 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $223
/Night
7 Nights - $1,559
House
10.0
(
5 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2672 ft²
-
Private Pool
-
Parking
-
Pool
-
Kitchen
US $267
/Night
7 Nights - $1,868
House
10.0
(
2 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
1905.21 ft²
-
Oceanfront -
Hot Tub
-
Parking
-
Pool
US $150
/Night
7 Nights - $1,052
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
9 Guests
2075 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $301
/Night
7 Nights - $2,107
House
10.0
(
1 Review
)
4 Bedrooms
4 Bathrooms
8 Guests
1732.99 ft²
-
Parking
-
Pool
-
View
-
Air Conditioner
US $282
/Night
7 Nights - $1,975
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
3 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $199
/Night
7 Nights - $1,394
Pet-Friendly Vacation Rentals in Windwood Bay
Over 23+
Pet-Friendly Vacation Rentals in or Near Windwood Bay
House
9.8
(
7 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
1910 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $247
/Night
7 Nights - $1,728
House
5 Bedrooms
4 Bathrooms
10 Guests
10.76 ft²
-
Hot Tub
-
Breakfast -
Parking
-
Pool
US $377
/Night
7 Nights - $2,639
House
Oversized Lanai, Fenced Yard, Private Pool, Game Room | Pet Friendly & No Rear Neighbors | Sleeps 10
9.0
(
24 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
2291 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $296
/Night
7 Nights - $2,074
House
8.8
(
24 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $198
/Night
7 Nights - $1,384
House
3 Bedrooms
2 Bathrooms
7 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $230
/Night
7 Nights - $1,609
House
9.6
(
10 Reviews
)
5 Bedrooms
5 Bathrooms
10 Guests
3102 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $376
/Night
7 Nights - $2,633
House
8.4
(
62 Reviews
)
4 Bedrooms
3 Bathrooms
9 Guests
2075 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $211
/Night
7 Nights - $1,479
House
8.4
(
9 Reviews
)
6 Bedrooms
5 Bathrooms
14 Guests
3504 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $487
/Night
7 Nights - $3,407
See More Pet-Friendly Vacation Rentals in Windwood Bay on PetFriendly.io
Large Vacation Homes & Villas in Windwood Bay
Over 52+
Large Vacation Homes & Villas in or Near Windwood Bay
House
9.4
(
58 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
2658 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $274
/Night
7 Nights - $1,918
House
7.0
(
1 Review
)
5 Bedrooms
4 Bathrooms
10 Guests
3401.4 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Air Conditioner
US $154
/Night
7 Nights - $1,078
Villa
1 Bedroom
1 Bathroom
-
Pool
-
Kitchen
-
Internet
-
Child Friendly
US $966
/Night
7 Nights - $6,762
House
9.4
(
3 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
3505 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $246
/Night
7 Nights - $1,725
New
House
6.0
(
19 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
3500 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $284
/Night
7 Nights - $1,989
House
6.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
10 Guests
2676 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $241
/Night
7 Nights - $1,690
House
6 Bedrooms
6 Bathrooms
12 Guests
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $402
/Night
7 Nights - $2,816
House
9.4
(
102 Reviews
)
5 Bedrooms
5 Bathrooms
10 Guests
3200 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $216
/Night
7 Nights - $1,509
See More Family Vacation Rentals in Windwood Bay on FVR
Wheelchair Accessible Vacation Homes in Windwood Bay
Over 3+
Wheelchair Accessible Vacation Homes in or Near Windwood Bay
House
5.0
(
2 Reviews
)
7 Bedrooms
6 Bathrooms
18 Guests
3500 ft²
-
Private Pool
-
Oceanfront
-
Pool
-
Ocean View
US $315
/Night
7 Nights - $2,205
House
4 Bedrooms
3 Bathrooms
8 Guests
2680.21 ft²
-
Parking
-
Pool
-
Internet
-
Child Friendly
US $135
/Night
7 Nights - $945
House
4.1
(
20 Reviews
)
5 Bedrooms
5 Bathrooms
13 Guests
3229 ft²
-
Private Pool
-
Pool
-
View
-
Kitchen
US $146
/Night
7 Nights - $1,022
Windwood Bay Vacation Rentals and Airbnb Places to Stay Under $200
Over 21+
Windwood Bay Vacation Rentals and Airbnb Places to Stay Under $200
House
4.7
(
15 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
2672 ft²
-
Private Pool
-
Hot Tub
-
Pool
-
Kitchen
US $155
/Night
7 Nights - $1,085
House
5.0
(
2 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
1959.03 ft²
-
Parking
-
Pool
-
Air Conditioner
-
Internet
US $150
/Night
7 Nights - $1,050
US $184
/Night
7 Nights - $1,286
House
4.2
(
4 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
1886 ft²
-
Private Pool
-
Pool
-
Kitchen
-
Air Conditioner
US $137
/Night
7 Nights - $959
House
3.9
(
20 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
1736 ft²
-
Private Pool
-
Pool
-
Kitchen
-
Air Conditioner
US $159
/Night
7 Nights - $1,113
House
1.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
8 Guests
1960 ft²
-
Private Pool
-
Pool
-
Kitchen
-
Air Conditioner
US $174
/Night
7 Nights - $1,218
House
4 Bedrooms
3 Bathrooms
8 Guests
2676 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $199
/Night
7 Nights - $1,390
House
4 Bedrooms
3 Bathrooms
10 Guests
1960 ft²
-
Private Pool
-
Parking
-
Pool
-
Kitchen
US $194
/Night
7 Nights - $1,356
See More Windwood Bay Vacation Rental Deals
Instantly Bookable Vacation Homes in Windwood Bay
Over 37+
Instantly Bookable Vacation Homes in or Near Windwood Bay
House
4 Bedrooms
3 Bathrooms
8 Guests
27448 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $272
/Night
7 Nights - $1,901
House
1 Bedroom
1 Bathroom
-
Private Pool
-
Hot Tub
-
Pool
-
Balcony/Terrace
US $250
/Night
7 Nights - $1,750
House
4 Bedrooms
3 Bathrooms
8 Guests
1800 ft²
-
Private Pool
-
Parking
-
Pool
-
Kitchen
US $257
/Night
7 Nights - $1,800
New
House
4 Bedrooms
3 Bathrooms
8 Guests
2700 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $229
/Night
7 Nights - $1,606
House
9.0
(
30 Reviews
)
8 Bedrooms
4 Bathrooms
18 Guests
3900 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $405
/Night
7 Nights - $2,837
House
10.0
(
3 Reviews
)
5 Bedrooms
5 Bathrooms
10 Guests
3470 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $276
/Night
7 Nights - $1,933
House
10.0
(
1 Review
)
8 Bedrooms
4 Bathrooms
18 Guests
3600 ft²
-
Child Friendly
US $385
/Night
7 Nights - $2,692
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
8 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $224
/Night
7 Nights - $1,567
About Windwood Bay Vacation Rentals
With more than 12 Windwood Bay vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Windwood Bay.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Windwood Bay, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Windwood Bay. Places to stay near Windwood Bay are 1483.5 ft² on average, with prices averaging US $390 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Windwood Bay with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Use these Quick Filters to Find a Vacation Rental in Windwood Bay
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Windwood Bay.
Weather in Windwood Bay
View the weather forecast for Windwood Bay before booking your Windwood Bay Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Complexes around Windwood Bay, FL
Windwood Bay Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Windwood Bay?
There are a lot of options in Windwood Bay. If you plan on staying in the Windwood Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windwood Bay:
- 5 Bedroom Villa l 10 min to Disney l Themed Rooms
- Executive 6-bedroom luxury villa with a pool
- Family Villa in Orlando Near Disney with Private Pool and Game Room
- 2 storey Big Disney Villa - Pool/spa has Woodland View - close to Disney & Golf
- Villa with Private Pool,Jacuzzi, Conservation View, WIFI, All phone calls free
- Greenview Bliss By Shine Villas #031 5 Bedroom Villa
- Greenviews, pool, spa and games room
- World Showcase 5 Bedrooms at Windwood Bay
- World Showcase At Windwood Bay By Shine Villas 5 Bedroom Villa
- NEW 5-star hotel like upscale home has everything
How many vacation rentals have private pools in Windwood Bay?
There are 28 vacation rentals with private pools near Windwood Bay. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Windwood Bay are best for families?
If you are looking for a family-friendly vacation home in Windwood Bay, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windwood Bay:
How many vacation rentals are available in Windwood Bay?
Currently, the total number of properties listed in 2026 is over 12 in the Windwood Bay area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Windwood Bay.
