Villas near to Windsor Island Resort

Villas near to Windsor Island Resort

Listing Villas in:
Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Gated Community
★ Gated community with clubhouse, communal pool and sports court
★ Publix supermarket and shops nearby at Berry Town
★ Restaurants at ChampionsGate
★ Vineland Premium Outlets (25-45 mins)
★ Walt Disney World Resort (10-25 mins), Seaworld (30-50mins) and Universal Studios (30-55 mins)

When searching for specific dates and nightly rates for your dates have been entered, then an estimated price to book will be shown alongside. Where you've not selected dates, then the lowest nightly rate for the villa will be shown. These prices are for renting the villa (not per person) and inclusive of local taxes, but will exclude any discounts or optional extras e.g. pool heating. Where you find an ideal villa for your Florida holiday, simply send an enquiry direct to the owner of the villa. They will confirm the price, answer any questions you may have about the villa and help you book.

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#121  Epic Orlando Getaway•Arcade• Pool• ESCAPE ROOM & Resort - Sleeps 25

US27
10 Bedrooms, sleeps 30
• 4 Ensuite, 5 Double and 1 Twin
• 8 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Cot and Stroller Wheelchair Accessible 360° Video Tour Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Gated Community Payment accepted in US Dollars
Book this villa
From US$448 per night
🏡 Newly advertised villa
Villas near to Windsor Island Resort
These villas are located near to Windsor Island Resort, so you will still have the same supermarkets, restaurants and routes to the attractions.

#443  Superior Villa with Extended Pool and Deck

US27
5 Bedrooms, sleeps 10
• 2 Ensuite, 1 Double and 2 Twin
• 3 Bathrooms
• Private Pool
• Community Clubhouse
Private Pool Ownership Verified Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Borders Golf Course Payment accepted in Sterling
Book this villa
From £136 per night
😎🤩😍 20+ Bookings for this villa

#120  Executive 5 Bed Villa in exclusive gated community of The Shire, West Haven

US27
5 Bedrooms, sleeps 10
• 2 Ensuite, 1 Double and 2 Twin
• 4 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room 360° Video Tour Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Gated Community Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £192 / US$244 per night

#330  Manor Palms Villa - Beautiful Home, Great Location on Disney's Doorstep

US27
4 Bedrooms, sleeps 8
• 2 Ensuite and 2 Twin
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Cot and Stroller Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Gated Community Payment accepted in Sterling
Book this villa
From £151 per night

#399  Brookbank Villa - our home from home

US27
4 Bedrooms, sleeps 8
• 2 Ensuite and 2 Twin
• 3.5 Bathrooms
• Private Pool
• Games Room
• Community Clubhouse
Private Pool Ownership Verified Wi-Fi Internet Games Room Cot and Stroller Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Gated Community Payment accepted in Sterling
Book this villa
From £144 per night
🏡 Newly advertised villa

#211  Fully Disney Themed with Tron Game Room, South Facing Pool & Spa, Connected Kids Rooms, and 2 Spacious Living Rooms

US27
6 Bedrooms, sleeps 13
• 3 Ensuite, 1 Double and 2 Twin
• 6 Bathrooms
• Private Pool with Spa / Hot Tub
• Barbecue
• Games Room
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller 360° Video Tour Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Borders Golf Course Gated Community Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £205 / US$289 per night

#505  Luxury Orlando Villa Rental, Private Pool, close to Disney, Golf, Shopping

US27
Thanksgiving - 1 - 30 November 2025  ★  Discount for 14 Nights or more  ★  LATE DEAL  ★
4 Bedrooms, sleeps 8
• 1 Ensuite and 3 Double
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Barbecue
• Games Room
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller Shops Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Payment accepted in US Dollars
Book this villa
From US$190 per night
🏡 Newly advertised villa

#151  Executive 4 bed villa. Wonderful pool & spa with Conservation area views!

US27
4 Bedrooms, sleeps 8
• 4 Ensuite
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Cot and Stroller Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Gated Community Payment accepted in Sterling
Book this villa
From £160 per night

#477  Luxury 4 Bed Villa with pool and spa

US27
4 Bedrooms, sleeps 8
• 1 Ensuite, 1 Double and 2 Twin
• 2.5 Bathrooms
• Private Pool with Spa / Hot Tub
• Barbecue
• Games Room
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller Shops Nearby Restaurants Nearby Tennis / Sports Courts Payment accepted in Sterling
Book this villa
From £121 per night
😎 5+ Bookings for this villa

#470  ORLANDO MAGS DEN VILLA - 4 BEDROOM WITH PRIVATE POOL

US27
4 Bedrooms, sleeps 8
• 2 Ensuite and 2 Twin
• 3 Bathrooms
• Private Pool
• Barbecue
• Games Room
Private Pool Ownership Verified Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller Wheelchair Accessible 360° Video Tour Shops Nearby Restaurants Nearby Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £121 / US$157 per night
😎🤩 10+ Bookings for this villa

#406  STUNNING 4 BEDROOM 3 BATH VILLA

US27
4 Bedrooms, sleeps 8
• 2 Ensuite and 2 Twin
• 3 Bathrooms

• Community Clubhouse
Ownership Verified Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Gated Community Payment accepted in Sterling
Book this villa
From £121 per night
😎🤩 10+ Bookings for this villa

#380  5 Bedroom / 4 Bathroom Luxurious Villa with Pool and Spa.

US27
5 Bedrooms, sleeps 10
• 2 Ensuite, 1 Double and 2 Twin
• 4 Bathrooms
• Private Pool with Spa / Hot Tub
• Barbecue
• Games Room
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Community / Resort Pool Tennis / Sports Courts Payment accepted in Sterling
Book this villa
From £125 per night
🏡 Newly advertised villa

#498  7 Beds Spacious villa Golf course views Extended Pool Deck /Spa/Games room

US27
7 Bedrooms, sleeps 14
• 2 Ensuite and 5 Double
• 3.5 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
• Community Clubhouse
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Community / Resort Pool Clubhouse Tennis / Sports Courts Borders Golf Course Payment accepted in Sterling
Book this villa
From £196 per night

BOOKING A VILLA: Where you are flexible with your dates, check dates either side for potentially more villas and a better deal. Filter villas by the number of bedrooms you need and any preferences. Shortlist those villas which are ideal for your holiday, so that you can compare availability, location, amenities and price. Adding a villa to your shortlist will not contact the owners of a villa. For more information or to book a specific villa, simply enquire. You can send an enquiry to a specific villa owner, multiple villas and even to all villas to check availability. The villa owners will respond with the price for your dates and provide you more details about booking. You are under no obligation to book a villa which you enquire about.

If you have rented a Florida villa in the past five years then you will know prices have increased. Florida has seen above inflation price increases since re-opening after the US Travel Ban in 2021, which have resulted in villa owner costs increasing considerably. Such increases have seen many villas sold, so the demand for villas at peak periods now exceeds availability. However with no service fee to pay when booking through this website, you will not find the same villa cheaper on other websites. Private holiday villas still offer fantastic value and will work out cheaper than booking multiple hotel rooms. Not forgetting your private pool and privacy of your own bedroom.