Entire home
Luxury 5BR Home w/ Private Pool at Windsor Island
Photo gallery for Luxury 5BR Home w/ Private Pool at Windsor Island





Popular amenities
- Private pool
- Onsite parking available
- Kitchen
- Washer
- Air conditioning
- Outdoor furniture
Rooms & beds
5 bedrooms (sleeps 11)
Suite
1 King Bed
Suite
1 Queen Bed
Suite
1 Queen Bed
Triple
1 Twin Bunk Bed
Twin
1 Double Bed
4 bathrooms, 1 half bathroom
1/2 Bathroom
Bathroom
Bathroom
Bathroom
Bathroom
Spaces
Kitchen
Separate dining area
Dining area
About this property
Luxury 5BR Home w/ Private Pool at Windsor Island
Enjoy a premium vacation experience in this luxury 5-bedroom home at Windsor Island Resort, just minutes from Orlando’s top attractions. Featuring a private heatable pool, themed bedrooms, modern décor, and full access to resort amenities including clubhouse, lazy river, and water slides, it’s ideal for families and groups of up to 11 guests seeking comfort, fun, and convenience in a secure resort setting.
Welcome to a HoliStays home, where every stay feels seamless.
Managed by our local team specializing in Disney-area vacation homes, we ensure spotless cleaning, responsive 24/7 support in multiple languages, concierge assistance at no extra cost, and the comfort of a resort-style experience from check-in to check-out.
This elegant 5-bedroom home at Windsor Island Resort blends modern design, comfort, and entertainment, making it ideal for families and groups. Featuring a private heatable pool, themed bedrooms inspired by iconic characters, and full access to one of Orlando’s most complete resorts, it offers a truly elevated vacation experience.
- Ground floor
• Bright open living area
• Dining area
• Fully equipped kitchen
• Queen bedroom
• Full bathroom
• Patio with private heatable pool
- Second floor
• Family lounge area
• King master suite
• Mickey Mouse themed bedroom with two twin beds
• Harry Potter themed bedroom with bunk bed (full + twin)
• Star Wars themed queen suite
- Additional amenities
• Laundry room with washer and dryer
• Free Wi-Fi
• Complimentary parking
• Starter bathroom and kitchen supplies
(Replenishment of supplies is the guest’s responsibility. Pool heating and barbecue grill are paid services.)
Every HoliStays home is inspected before each arrival to guarantee the quality and comfort you deserve.
From the first message to your final day, our team is available to help with anything you need — dining tips, park guidance, transportation or special requests.
Book your stay with confidence and let us take care of the rest.
Guests have exclusive access to the entire home, including the private pool, as well as all Windsor Island Resort amenities.
Our local team is available 24/7 to provide support, answer questions, and assist throughout your stay.
Windsor Island Resort is a modern, gated, and secure community in Orlando, close to supermarkets, restaurants, and major attractions.
The location provides easy access to Orlando’s main highways, making it simple to reach parks, outlets, and airports. Free on-site parking is available.
Welcome to a HoliStays home, where every stay feels seamless.
Managed by our local team specializing in Disney-area vacation homes, we ensure spotless cleaning, responsive 24/7 support in multiple languages, concierge assistance at no extra cost, and the comfort of a resort-style experience from check-in to check-out.
This elegant 5-bedroom home at Windsor Island Resort blends modern design, comfort, and entertainment, making it ideal for families and groups. Featuring a private heatable pool, themed bedrooms inspired by iconic characters, and full access to one of Orlando’s most complete resorts, it offers a truly elevated vacation experience.
- Ground floor
• Bright open living area
• Dining area
• Fully equipped kitchen
• Queen bedroom
• Full bathroom
• Patio with private heatable pool
- Second floor
• Family lounge area
• King master suite
• Mickey Mouse themed bedroom with two twin beds
• Harry Potter themed bedroom with bunk bed (full + twin)
• Star Wars themed queen suite
- Additional amenities
• Laundry room with washer and dryer
• Free Wi-Fi
• Complimentary parking
• Starter bathroom and kitchen supplies
(Replenishment of supplies is the guest’s responsibility. Pool heating and barbecue grill are paid services.)
Every HoliStays home is inspected before each arrival to guarantee the quality and comfort you deserve.
From the first message to your final day, our team is available to help with anything you need — dining tips, park guidance, transportation or special requests.
Book your stay with confidence and let us take care of the rest.
Guests have exclusive access to the entire home, including the private pool, as well as all Windsor Island Resort amenities.
Our local team is available 24/7 to provide support, answer questions, and assist throughout your stay.
Windsor Island Resort is a modern, gated, and secure community in Orlando, close to supermarkets, restaurants, and major attractions.
The location provides easy access to Orlando’s main highways, making it simple to reach parks, outlets, and airports. Free on-site parking is available.
Our prices include all fees. No hidden fees.
Add dates for prices
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

260 Windsor Island Resort - New 5 bd Resort home
Davenport
260 Windsor Island Resort - New 5 bd Resort home
Davenport
- Pool
- Hot tub
- Kitchen
- Washer

Stylish 5BR Retreat with Pool Near Disney
Davenport
Stylish 5BR Retreat with Pool Near Disney
Davenport
- Pool
- Hot tub
- Kitchen
- Washer
9.4 out of 10, Exceptional, (3 reviews)
9.4/10
Exceptional
(3 reviews)

Themed 5BR Home w/ Pool · Windsor Island Resort
Davenport
Themed 5BR Home w/ Pool · Windsor Island Resort
Davenport
- Pool
- Hot tub
- Kitchen
- Washer

Windsor Island Vacation Rental
Davenport
Windsor Island Vacation Rental
Davenport
- Pool
- Kitchen
- Washer
- Dryer
9.0 out of 10, Wonderful, (2 reviews)
9.0/10
Wonderful
(2 reviews)

Davenport 4BR House Heated Pool Games Room 165
Davenport
Davenport 4BR House Heated Pool Games Room 165
Davenport
- Pool
- Kitchen
- Washer
- Dryer
9.8 out of 10, Exceptional, (16 reviews)
9.8/10
Exceptional
(16 reviews)

Recently renovated 5BR/4BA villa with private pool&spa located in Hampton Lakes.
Davenport
Recently renovated 5BR/4BA villa with private pool&spa located in Hampton Lakes.
Davenport
- Pool
- Hot tub
- Kitchen
- Washer
9.6 out of 10, Exceptional, (93 reviews)
9.6/10
Exceptional
(93 reviews)

PROMO Beautiful 5 BR Home,Private Pool,Resort - by Blue Sky Villas
Davenport
PROMO Beautiful 5 BR Home,Private Pool,Resort - by Blue Sky Villas
Davenport
- Pool
- Hot tub
- Kitchen
- Washer
9.8 out of 10, Exceptional, (37 reviews)
9.8/10
Exceptional
(37 reviews)

Brand new townhouse w/private pool for up to 14 people - 5B/4.5B 5 min to Disney
Davenport
Brand new townhouse w/private pool for up to 14 people - 5B/4.5B 5 min to Disney
Davenport
- Pool
- Hot tub
- Kitchen
- Washer
10.0 out of 10, Exceptional, (6 reviews)
10/10
Exceptional
(6 reviews)

11 Mi to Disney: Home w/ Pool in Davenport!
Sunset Ridge
11 Mi to Disney: Home w/ Pool in Davenport!
Sunset Ridge
- Pool
- Kitchen
- Washer
- Dryer
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)

4BR Splendor: Private Pool - Sleeps 11 - Champions Gate - 392
Ridgewood Lakes
4BR Splendor: Private Pool - Sleeps 11 - Champions Gate - 392
Ridgewood Lakes
- Pool
- Hot tub
- Kitchen
- Washer
8.6 out of 10, Excellent, (4 reviews)
8.6/10
Excellent
(4 reviews)

Fun 5BD/5.5BA Home w/Game Room, Pool & Free Resort Access near Disney
Davenport
Fun 5BD/5.5BA Home w/Game Room, Pool & Free Resort Access near Disney
Davenport
- Pool
- Hot tub
- Kitchen
- Washer
9.0 out of 10, Wonderful, (6 reviews)
9.0/10
Wonderful
(6 reviews)

Elegant Townhome, Private Splash Pool, Near Theme Parks!
Davenport
Elegant Townhome, Private Splash Pool, Near Theme Parks!
Davenport
- Pool
- Hot tub
- Kitchen
- Washer
9.2 out of 10, Wonderful, (17 reviews)
9.2/10
Wonderful
(17 reviews)

NEW! 5 BR, 4.5 baths Villa at Windsor Island Resort, Heated Pool, FREE BBQ!
Davenport
NEW! 5 BR, 4.5 baths Villa at Windsor Island Resort, Heated Pool, FREE BBQ!
Davenport
- Pool
- Hot tub
- Kitchen
- Washer
9.6 out of 10, Exceptional, (9 reviews)
9.6/10
Exceptional
(9 reviews)

Pool, Games & Disney Magic! Epic Family Oasis
Davenport
Pool, Games & Disney Magic! Epic Family Oasis
Davenport
- Pool
- Kitchen
- Washer
- Dryer
9.6 out of 10, Exceptional, (8 reviews)
9.6/10
Exceptional
(8 reviews)

Just Listed! 5BR Luxury Stay @ Lazy River Resort w/ Pool — Book 7 Nights & Save!
Davenport
Just Listed! 5BR Luxury Stay @ Lazy River Resort w/ Pool — Book 7 Nights & Save!
Davenport
- Pool
- Air conditioning
- Gym
- Parking available
10.0 out of 10, Exceptional, (17 reviews)
10/10
Exceptional
(17 reviews)

NO Carpet House! Private Pool & Spa Cozy 4 bedrooms/3 bathrooms Home by Disney
Tuscan Ridge
NO Carpet House! Private Pool & Spa Cozy 4 bedrooms/3 bathrooms Home by Disney
Tuscan Ridge
- Pool
- Hot tub
- Kitchen
- Washer
9.8 out of 10, Exceptional, (39 reviews)
9.8/10
Exceptional
(39 reviews)

Family Luxury Villa w/ Private Pool. Near Disney + Water Park Access.
Davenport
Family Luxury Villa w/ Private Pool. Near Disney + Water Park Access.
Davenport
- Pool
- Kitchen
- Washer
- Dryer

5BR Home in Waterpark Resort Minutes to Disney and Parks
Davenport
5BR Home in Waterpark Resort Minutes to Disney and Parks
Davenport
- Pool
- Kitchen
- Washer
- Dryer
10.0 out of 10, Exceptional, (3 reviews)
10/10
Exceptional
(3 reviews)

Stylish 5-BR Townhouse, PVT Pool, Just Walk to the Clubhouse!
Davenport
Stylish 5-BR Townhouse, PVT Pool, Just Walk to the Clubhouse!
Davenport
- Pool
- Hot tub
- Kitchen
- Washer
9.8 out of 10, Exceptional, (15 reviews)
9.8/10
Exceptional
(15 reviews)

PROMO Lovely 5 BR Villa, Private Pool,Resort - by Blue Sky Villas
Davenport
PROMO Lovely 5 BR Villa, Private Pool,Resort - by Blue Sky Villas
Davenport
- Pool
- Hot tub
- Kitchen
- Washer
9.6 out of 10, Exceptional, (24 reviews)
9.6/10
Exceptional
(24 reviews)

Spacious 5-bedroom villa near Disney, South Facing Pool!
Davenport
Spacious 5-bedroom villa near Disney, South Facing Pool!
Davenport
- Pool
- Hot tub
- Kitchen
- Washer
9.0 out of 10, Wonderful, (11 reviews)
9.0/10
Wonderful
(11 reviews)

2-night or Vacation 5-Bedroom Orlando Townhouse w/ Clubhouse and Heated Pool
Davenport
2-night or Vacation 5-Bedroom Orlando Townhouse w/ Clubhouse and Heated Pool
Davenport
- Pool
- Kitchen
- Washer
- Dryer
9.0 out of 10, Wonderful, (30 reviews)
9.0/10
Wonderful
(30 reviews)

Spacious 5BR Home w/ Private Pool+Spa in Scenic Davenport Location
Calabay Parc
Spacious 5BR Home w/ Private Pool+Spa in Scenic Davenport Location
Calabay Parc
- Pool
- Kitchen
- Washer
- Dryer
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)

PROMO Captivating 5 BR Villa with Pool,Resort - by Blue Sky Villas
Davenport
PROMO Captivating 5 BR Villa with Pool,Resort - by Blue Sky Villas
Davenport
- Pool
- Hot tub
- Kitchen
- Washer
9.8 out of 10, Exceptional, (42 reviews)
9.8/10
Exceptional
(42 reviews)

3862WI - 5 Bed townhome at Windsor Island
Davenport
3862WI - 5 Bed townhome at Windsor Island
Davenport
- Pool
- Kitchen
- Washer
- Dryer
7.6 out of 10, Good, (5 reviews)
7.6/10
Good
(5 reviews)

Spacious 4-bedroom Sunshine Oasis Getaway in fantastic Davenport with AC and gym
Bridgeford Crossing
Spacious 4-bedroom Sunshine Oasis Getaway in fantastic Davenport with AC and gym
Bridgeford Crossing
- Washer
- Dryer
- Pet friendly
- Air conditioning

Family 5 Bdr Disney Villa w/ Private Pool & Resort
Davenport
Family 5 Bdr Disney Villa w/ Private Pool & Resort
Davenport
- Pool
- Hot tub
- Kitchen
- Dryer

Heroes and Princess Brand New 5 bedrooms with private pool at Windsor Island Resort!
Davenport
Heroes and Princess Brand New 5 bedrooms with private pool at Windsor Island Resort!
Davenport
- Pool
- Kitchen
- Washer
- Dryer
7.6 out of 10, Good, (9 reviews)
7.6/10
Good
(9 reviews)

Luxury 5BR Townhome: Private Pool & Resort Fun - 117 JW
Davenport
Luxury 5BR Townhome: Private Pool & Resort Fun - 117 JW
Davenport
- Pool
- Hot tub
- Kitchen
- Washer
9.4 out of 10, Exceptional, (10 reviews)
9.4/10
Exceptional
(10 reviews)

Cozy Townhome Windsor Island 5Bd-4.5 Bath-private Pool
Davenport
Cozy Townhome Windsor Island 5Bd-4.5 Bath-private Pool
Davenport
- Pool
- Kitchen
- Washer
- Dryer
About the neighborhood
Davenport
Four Corners is home to this villa. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Disney Springs™. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Walt Disney World® Resort, a top attraction not to be missed.

Davenport, FL
What's nearby
- Northeast Regional Park - 2 min drive - 2.8 km
- Walt Disney World® Resort - 12 min drive - 15.7 km
- Disney's Animal Kingdom® Theme Park - 17 min drive - 18.7 km
- Disney Springs™ - 22 min drive - 31.0 km
- Magic Kingdom® Park - 22 min drive - 29.1 km
Getting around
- Kissimmee Station - 31 min drive
- Kissimmee, FL (ISM-Kissimmee Gateway) - 45 min drive
Restaurants
- McDonald's - 12 min walk
- 7-Eleven - 4 min drive
- Circle K - 4 min drive
- Twistee Treat Berry Town - 11 min walk
- Dutch Bros Coffee - 18 min walk
Tell us how we can improve our siteShare feedback
