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Hancock Bays Rentals

From $161 per night (USD)
VRBO
Beautiful 4 Bed/3 Bath Villa + Disney&Golf + Large South-Facing private Pool/Spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This stunning property provides everything you require for an unforgettable vacation! With 4 bedrooms, 3 bathrooms, and ...
From $161 per night (USD)
VRBO
From $289 per night (USD)
VRBO
Close to Disney, with Pool, Spa, and Game Room, Sleeps 8!!!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy the best of both worlds when you come to Disney! Adventure by day and tranquility by night. Our 4 bedroom, 3.5 bat ...
From $289 per night (USD)
VRBO
From $266 per night (USD)
VRBO
Fabulous lake view 5 bed Villa south facing pool/spa 15 min from Disney & Wifi
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
WE ARE PLEASED TO OPEN OUR VILLA AGAIN TO SHORT TERM RENTALS - WE ARE BOOKING UP FAST FOR 2024 and have a few weeks al ...
From $266 per night (USD)
VRBO
From $267 per night (USD)
VRBO
4 Bed Orange Tree Villa
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Our Villa is a beautiful, luxury 4 bedroom, 3 bath, luxury villa situated at Orange Tree, a prestigious development surr ...
From $267 per night (USD)
VRBO
From $202 per night (USD)
VRBO
Dream Retreat w/private south facing pool/spa near Disney/Golf
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Designed and Maintained to Exceed your Expectations It is perfectly and simply written - “at the heart of every fantast ...
From $202 per night (USD)
VRBO
From $284 per night (USD)
Expedia
NEW - Luxury decorated villa with amazing view, private pool and spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
STOP looking for alternatives! This is what you deserve. Welcome to Villa Levi-Style with original Levi-Style Art at Ora ...
From $284 per night (USD)
Expedia
From $154 per night (USD)
VRBO
Pond View Villa with South-facing, Super-sized, Private Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to this beautiful villa located in most desired Glenbrook Resort community, which is internationally known for i ...
From $154 per night (USD)
VRBO
From $247 per night (USD)
VRBO
From usd150/week,Pool/SPA,Huge Lanai, No Rear Neighbors,8 TVs,WiFi,Club House
Bedrooms:
4
Bathrooms:
8
Sleeps:
20
Glenbrook, situated just 8 miles from Disney and close to all the major attractions, has to be the most relaxing way of ...
From $247 per night (USD)
VRBO
From $150 per night (USD)
VRBO
Stylish 3 bed 3 bath pool home with south-facing dip pool, Disney 9 miles!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Serenity, a beautiful and quiet community with resort facilities and only a short drive to Disney! This stunn ...
From $150 per night (USD)
VRBO
From $204 per night (USD)
VRBO
Amazing vacation home! 3 bed 3 bath, pool, balcony and wifi! Your best choice!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful 3 bedroom 3 bath town home with splash pool. Newly constructed. Modern, clean and stylish decor Living room, ...
From $204 per night (USD)
VRBO
From $221 per night (USD)
VRBO
Private Back Yard With Great View
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Disney’s Paradise View at Orange Tree, situated on an oversize lot. This 4 bedroom, 3 bathroom home comes wit ...
From $221 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Orlando Poolside Escape Near the Parks!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Magical Retreat: An Oasis near Orlando's Theme Parks! This stunning 4-bedroom, 3-bathroom single-family house ...
From $213 per night (USD)
Expedia
From $181 per night (USD)
VRBO
Cozy 4 Bedroom Villa with 3 Bathrooms and South facing Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This cozy 4 bedroom villa with 2 Master Bedrooms and en-suite bathrooms and 2 Twin Bedrooms with a hall bathroom in a ga ...
From $181 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Tucked Away Villa - Your Home Away from Home - Pool Heat incl.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to Tucked Away villa in the resort community of Glenbrook. This home is located on Highway 27 close to the W Ir ...
From $213 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Disney house “WITH SPLASH POOL”🌟8 guests🌟3 bedrooms🌟6 beds🌟3 baths
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Home is conveniently located in a quiet and prestigious area with Disney decoration. Close to all Disney attractions, an ...
From $175 per night (USD)
VRBO
From $152 per night (USD)
Expedia
Zojo_ Lovely House Close TO Disney
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
<p>Located in Four Corners, this welcoming vacation home lets you experience it all. If you'd like to explore the area, ...
From $152 per night (USD)
Expedia
From $173 per night (USD)
VRBO
Modest Charmer W/ Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Clean and comfortable 3 bedroom, 2 bathroom home in the Greater Groves community in Clermont just off Hwy 27 with easy a ...
From $173 per night (USD)
VRBO
From $239 per night (USD)
VRBO
Headline
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Description
From $239 per night (USD)
VRBO
From $237 per night (USD)
VRBO
South facing four bedroom home, solar heated private pool, spa and games room.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
ASK ABOUT OUR 2026 SNOWBIRD DISCOUNT RATES! Our Disney home is located in the upscale community of Orange Tree, ideally ...
From $237 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Upgrades galore! Classy 4 bed home with private pool and spa.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
ASK ABOUT OUR 2026 SNOWBIRD DISCOUNT RATES! This beautifully presented home could be all yours to make your family vaca ...
From $241 per night (USD)
VRBO
From $258 per night (USD)
VRBO
Headline
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Description
From $258 per night (USD)
VRBO
From $201 per night (USD)
VRBO
Pool and Spa heat included limited offer! Sleeps 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
ASK ABOUT OUR 2026 SNOWBIRD DISCOUNT RATES! Pool and Spa heat included limited offer (maximum 3 nights) Sleeps 6 The Pr ...
From $201 per night (USD)
VRBO
From $167 per night (USD)
VRBO
Stylish 3 bed/3 bath end-of-row townhome, private south-facing dip pool, balcony
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Exceptional 3-bedroom 3-bathroom updated townhome with a south-facing private patio and dip pool, a large balcony and po ...
From $167 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Treat Yourself, Luxury Pool & Spa Private Home 16147
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
The home is on one-level giving easy access for all and comprises of 2 spacious living areas (one with access to pool de ...
From $253 per night (USD)
Expedia
From $130 per night (USD)
VRBO
Luxury Pool Villa: Serenity Haven, 3BR, Balcony - 17413
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Experience Pure Luxury at Our Exquisite Villa with a Private Pool! 🌟 Entire Villa Just for You 🌟 Indulge in the Ultim ...
From $130 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Beautiful family house with private pool. Close to Disney and Universal!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
We proudly introduce you to our warm and unique home, located in the City of Clermont. About 20 minutes from Disney and ...
From $260 per night (USD)
Expedia
From $406 per night (USD)
VRBO
3bd, Conservation Views, Resort Facilities Peace!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Priceless Peace at Serenity by Shine Villas. Sleeps 6. Find your peace here with tranquil conservation area views from ...
From $406 per night (USD)
VRBO
From $141 per night (USD)
Expedia
Distinctive Home, Private Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Discover Tranquility in Our 3BR Retreat with Private Pool. Spacious Living, Full Kitchen. Serenity Community Cl ...
From $141 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Beautiful 4/3 Pool Home FREE Spa Heat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Special Offer - Free Spa Heat for 2024 bookings. Come and stay at our beautiful family vacation home ‘Disney Haven’ on ...
From $159 per night (USD)
VRBO
Click For Pricing
Expedia
Disney Paradise with Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Disney Paradise with Pool The Space: Welcome to o Greater Groves community, just 9 miles from the magic of Dis ...
Click For Pricing
Expedia
From $144 per night (USD)
VRBO
Pond view pool home close to Disney TR17508PA - 3 bedrooms - 3 bath - waterview
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Please contact us for monthly specials (up to 3 months)!!! Welcome to our beautiful home. You will love the water view, ...
From $144 per night (USD)
VRBO
$Disney's 15-mile holiday getaway / 3 suites\n\n$
From $315 per night (USD)
Expedia
Disney's 15-mile holiday getaway / 3 suites\n\n
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
High-standard condominium near Disney and Universal Parks with: smart tv com streamings + wi-fi kitchen Equipped air-con ...
From $315 per night (USD)
Expedia
From $226 per night (USD)
VRBO
Discover Serenity in Our Elegant Townhouse Retreat steps away from Disney!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to your dream vacation home in the heart of Orlando. This luxurious townhouse offers the perfect blend of comfor ...
From $226 per night (USD)
VRBO
From $362 per night (USD)
Expedia
Amazing, Brand New 10BD/8BR for Up to 28 Guests
Bedrooms:
8
Bathrooms:
10
Sleeps:
28
Welcome to the brand-new 4,382 sq. ft. home nestled in Windsor Cay, the epitome of luxury and relaxation. This stunning ...
From $362 per night (USD)
Expedia
From $372 per night (USD)
VRBO
Upstay—Modern 4BR Family Townhome w Private Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: Looking for a serene escape with the fam to the sunshine state? Book your stay with Upstay at this beautiful 4 ...
From $372 per night (USD)
VRBO
From $770 per night (USD)
Expedia
Last Minute Disney! Private Pool, Game Room & Themed Bedrooms. Book Now! #121869
Bedrooms:
7
Bathrooms:
10
Sleeps:
24
Discover the ultimate family retreat at Windsor Cay 3. Boasting 10 themed bedrooms and 7 bathrooms, this luxurious ho ...
From $770 per night (USD)
Expedia
From $810 per night (USD)
VRBO
Last Minute Disney! Private Pool, Hot Tub & Themed Bedrooms. Book Now! #119731
Bedrooms:
7
Bathrooms:
10
Sleeps:
22
This luxurious 10-bedroom villa offers a unique and stylish retreat for up to 22 guests. It features spacious open-pl ...
From $810 per night (USD)
VRBO
From $602 per night (USD)
Expedia
Brand NEW 10Bdrms At Windsor Cay
Bedrooms:
7
Bathrooms:
10
Sleeps:
22
Our vacation homes will bring you to experience beyond a simple stay. You will be near the most famous themed parks in t ...
From $602 per night (USD)
Expedia
From $616 per night (USD)
VRBO
Brand NEW 10Bdrms At Windsor Cay
Bedrooms:
8
Bathrooms:
10
Sleeps:
24
Our vacation homes will bring you to experience beyond a simple stay. You will be near the most famous themed parks in t ...
From $616 per night (USD)
VRBO
From $268 per night (USD)
Expedia
HF-17528 - 4BR/3BA Modern Home | Private Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Hidden Forest, a peaceful family-friendly community with easy access to Orlando's main attractions and a full ...
From $268 per night (USD)
Expedia
Click For Pricing
VRBO
1431 ❤ 3B 3B with Private Pool Near *Disney*
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
🏠 The Retreat, Clermont - Your Perfect Vacation Home! 3 BEDROOMS AND 3 BATHROOMS ☆ Private Pool ☆ Unlimited and Free ...
Click For Pricing
VRBO
From $599 per night (USD)
Expedia
Brand NEW 10Bedrooms At Windsor Cay
Bedrooms:
7
Bathrooms:
10
Sleeps:
24
Our vacation homes will bring you to experience beyond a simple stay. You will be near the most famous themed parks in t ...
From $599 per night (USD)
Expedia
From $155 per night (USD)
VRBO
Peaceful 3BR Oasis: Private Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Escape to this cozy, family-friendly 3-bedroom, 2-bathroom vacation home with a private pool. Perfect for relaxing and c ...
From $155 per night (USD)
VRBO
From $497 per night (USD)
Expedia
7 Bedrooms/ 5.5 Bathrooms/ Windsor Cay (1301ER)
Bedrooms:
5
Bathrooms:
7
Sleeps:
19
• Community: Windsor Cay • 7 Bedrooms/ 5.5 Bathrooms/ Sleeps 19 • Disney World® (8.1 miles) SeaWorld (18.3 miles) • Con ...
From $497 per night (USD)
Expedia
From $698 per night (USD)
VRBO
10 Bedrooms/ 8 Bathrooms/ Windsor Cay (16392 SK)
Bedrooms:
8
Bathrooms:
10
Sleeps:
23
• Community: Windsor Cay • 10 Bedrooms/ 8 Bathrooms/ Sleeps 23 • Disney (7.9 mi) SeaWorld (18.1 mi) Legoland (32.3 mi) • ...
From $698 per night (USD)
VRBO
From $226 per night (USD)
VRBO
Distinctive Home, Private Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover Tranquility in Our 3BR Retreat with Private Pool. Spacious Living, Full Kitchen. Serenity Community Club - Pool ...
From $226 per night (USD)
VRBO
From $177 per night (USD)
VRBO
'Morning Star Villa Spacious 4 bed with Salt Water Pool & Games Room!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
We invite you to relax and unwind in this beautifully decorated 4 bedroom, 3 1/2 bath home in Glenbrook Resort. Luxury, ...
From $177 per night (USD)
VRBO
From $391 per night (USD)
Expedia
3BR | Near Disney Serenity Townhomes BBQ, Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Cozy townhouse fully equipped with a private pool, BBQ grill, and themed bedrooms is located at the fabulous Se ...
From $391 per night (USD)
Expedia
From $195 per night (USD)
VRBO
Magical Castle Near Theme Parks
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Summary: Upgrade your vacation! Give yourself and your loved ones the gift of an unforgettable stay in a magical-themed ...
From $195 per night (USD)
VRBO
Click For Pricing
Expedia
Dream Pool House 8 guest/Disney
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Brand new townhouse in new resort Beautiful 4 bedrooms, 3 bathrooms townhome fits 8! This wonderful home is located just ...
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Expedia
Click For Pricing
VRBO
Greatest Grove - 4 bedroom villa with sunny private pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Greatest Grove 4 bedrooms - NEW LISTING! A spacious 4 bedroom villa with large private pool facing west onto conservati ...
Click For Pricing
VRBO
From $316 per night (USD)
Expedia
20 mins Disney, Secluded Pool & Spa, Games Room, WiFi, Spacious, Good for Groups
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
After a busy day at the theme parks, our spacious, well equipped villa is the perfect place for you to relax. With two m ...
From $316 per night (USD)
Expedia
From $230 per night (USD)
VRBO
Clermont Vacation Rental w/ Pool: 11 Mi to Disney
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Your next rejuvenating Florida retreat awaits with this 4-bedroom, 3-bathroom vacation rental in Clermont as your home b ...
From $230 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Comfortable 4 BR with pool close to Disney and attractions
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Spacious and comfortable home minutes away from Disney parks and other attractions. This house has 4 bedrooms and 2 1/2 ...
From $177 per night (USD)
Expedia
Click For Pricing
VRBO
Be still and relax
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Come and enjoy a quiet and relaxing villa, with a lot of entertainment and restaurants minutes away. 20 minutes from the ...
Click For Pricing
VRBO
From $533 per night (USD)
Expedia
Glenbrook Vacation Pool/Spa Home Near Disney
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to your perfect family retreat just minutes from Disney! - 4BR home features Toy Story & Star Wars-themed rooms. ...
From $533 per night (USD)
Expedia
From $585 per night (USD)
VRBO
Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #127921
Bedrooms:
8
Bathrooms:
10
Sleeps:
20
Welcome to Windsor Cay 37, a magnificent family retreat nestled in Clermont, Florida, just a short drive from the mag ...
From $585 per night (USD)
VRBO
From $722 per night (USD)
Expedia
Last Minute Disney! Private Pool, Hot Tub & Themed Bedrooms. Book Now! #118375
Bedrooms:
8
Bathrooms:
10
Sleeps:
25
Discover the enchanting Windsor Cay 24, a luxurious retreat located in the heart of Orlando, offering a perfect blend ...
From $722 per night (USD)
Expedia
From $147 per night (USD)
VRBO
4-bedroom house in cool Clermont with AC, WiFi. Enjoy your stay
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Consider this house your home away from home while you visit Clermont. This marvelous property boasts 4 bedrooms, includ ...
From $147 per night (USD)
VRBO
From $724 per night (USD)
Expedia
Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #117883
Bedrooms:
8
Bathrooms:
10
Sleeps:
23
Experience the ultimate in comfort and style at this spacious 10-bedroom villa, accommodating up to 23 guests. The op ...
From $724 per night (USD)
Expedia
$New Fabulous Luxury Dream Vacation Home Near Disney With Private Pool, 70\TV,Gym$
From $332 per night (USD)
VRBO
New Fabulous Luxury Dream Vacation Home Near Disney With Private Pool, 70\"TV,Gym
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Abosolutely You Will Love This New Luxury Stylish Dream Vacation Home With 4 Spacious Bedrooms, 3 Full Baths, 75'' TV + ...
From $332 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Upstay - Modern Home New Development w Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Planning a sun-filled family vacation? This 4-bedroom, 3-bathroom home by Upstay has everything you need. Enjoy ...
From $391 per night (USD)
Expedia
From $581 per night (USD)
VRBO
Fun and Relax, 10 Bed Home, Pool, Themed Rooms
Bedrooms:
8
Bathrooms:
10
Sleeps:
22
Get ready for nonstop fun and relaxation in this brand-new 10-bedroom home at Windsor Cay Resort, designed to accommodat ...
From $581 per night (USD)
VRBO
From $357 per night (USD)
Expedia
New Themed House w/Pvt Pool&Game Room 2159871!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Get ready for an amazing stay! Our house comes with a private pool (optional heater available for an additional $49.90 p ...
From $357 per night (USD)
Expedia
From $657 per night (USD)
VRBO
10 Bedrooms/ 8 Bathrooms/ Windsor Cay (16340 SK)
Bedrooms:
8
Bathrooms:
10
Sleeps:
22
• Community: Windsor Cay • 10 Bedrooms/ 8 Bathrooms/ Sleeps 22 • Disney (7.9 mi) SeaWorld (18.1 mi) Legoland (32.3 mi) • ...
From $657 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Upstay - Townhouse with Private Pool and Foosball
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Summary: Relax in style in this 3-bedroom modern townhouse presented by Upstay! You'll love the back patio sundeck, with ...
From $349 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Luxury 5Bd Near Disney w/ Pool @ Windsor Cay 1285
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Discover the perfect blend of luxury and comfort in this brand-new 5-bedroom, 4.5-bathroom townhome at Windsor ...
From $215 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Unwind in Your 5-Bedroom, Private Oasis
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
This stunning single-family home offers five generously sized bedrooms, perfect for families or groups seeking to make l ...
From $255 per night (USD)
Expedia
From $471 per night (USD)
VRBO
Private Pool | Game Room | WiFi | Near Disney
Bedrooms:
6
Bathrooms:
8
Sleeps:
18
Summary: - Private enclosed lanai with a heatable pool & whirlpool, outdoor dining & seating - In-home game room, WiF ...
From $471 per night (USD)
VRBO
From $639 per night (USD)
Expedia
10 Bedrooms / 8 Bathrooms / Windsor Cay (16328SK)
Bedrooms:
8
Bathrooms:
10
Sleeps:
24
• Community: Windsor Cay • 10 Bedrooms/ 8 Bathrooms/ Sleeps 27 • Disney (7.9 mi) SeaWorld (18.1 mi) Legoland (32.3 mi) • ...
From $639 per night (USD)
Expedia
From $212 per night (USD)
VRBO
Morning Star Villa- Stunning 4 bed /2 Bath /Situated in Glenbrook community
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our charming villa located in the Glenbrook community of Orlando, just minutes away from the magic of Disney ...
From $212 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Upstay—Modern Family Home w Private Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Looking for sun-filled family vacation? Then book this beautiful home with 4 bedrooms, and 3 bathrooms, present ...
From $391 per night (USD)
Expedia
From $516 per night (USD)
VRBO
8 Bedrooms/ 6 Bathrooms/ Windsor Cay(16311SK)
Bedrooms:
6
Bathrooms:
8
Sleeps:
24
• Community: Windsor Cay • 8 Bedrooms/ 6 Bathrooms/ Sleeps 24 • Disney (7.9 miles) SeaWorld (18.1 miles) Legoland (32.3 ...
From $516 per night (USD)
VRBO
From $226 per night (USD)
Expedia
5 Bedroom 5 Bathroom Windsor Cay 1289
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
NEW NEW LISTING! Wonderful brand new home with beautiful themed rooms and game room. A location that can't be beaten ...
From $226 per night (USD)
Expedia
From $525 per night (USD)
VRBO
FOUND IT! Perfect 10BR Family Home – 16295
Bedrooms:
8
Bathrooms:
10
Sleeps:
20
🌟 **Welcome to Your Ultimate Family Vacation Home in Windsor Cay, Clermont, FL!** 🌟 This **10-bedroom house** is pe ...
From $525 per night (USD)
VRBO
From $294 per night (USD)
Expedia
Incredible NEW 5BD Home All suites with Pool and BBQ Grill!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Escape to an unforgettable vacation for up to 12 guests! Immerse yourself in a magical retreat, where two beautifully th ...
From $294 per night (USD)
Expedia
From $655 per night (USD)
VRBO
10 Bedrooms/ 8 Bathrooms/ Windsor Cay (16024 SC)
Bedrooms:
8
Bathrooms:
10
Sleeps:
23
• Community: Windsor Cay • 10 Bedrooms/ 8 Bathrooms/ Sleeps 23 • Disney (8.3 miles) SeaWorld (18.5 miles) Epic Universe ...
From $655 per night (USD)
VRBO
From $633 per night (USD)
Expedia
2025 Brand NEW 10Bedrooms At Windsor Cay
Bedrooms:
7
Bathrooms:
10
Sleeps:
23
Our vacation homes will bring you to experience beyond a simple stay. You will be near the most famous themed parks in t ...
From $633 per night (USD)
Expedia
From $267 per night (USD)
VRBO
Your incredible vacation home Windsor Cay Resort
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Discover the perfect home for your vacation! Our incredible space has 5 bedrooms, including 2 themed ones inspired by yo ...
From $267 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Incredible 7BD House Windsor Cay – Family Friendly
Bedrooms:
5
Bathrooms:
3
Sleeps:
16
This incredible 7-bedroom house at Windsor Cay Resort is perfect for families and groups of up to 16 people. Featuring a ...
From $424 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Luxurious Retreat with Private Pool – Your Dream Getaway in Orlando Awaits!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to luxury near Disney in this stunning 4BD/3BA Clermont townhouse with a private pool! Fully furnished with chic ...
From $384 per night (USD)
VRBO
From $684 per night (USD)
Expedia
2025 Brand NEW 10Bdrms At Windsor Cay
Bedrooms:
7
Bathrooms:
10
Sleeps:
22
Our vacation homes will bring you to experience beyond a simple stay. You will be near the most famous themed parks in t ...
From $684 per night (USD)
Expedia
From $585 per night (USD)
VRBO
5 Bedrooms/ 5.5 Bathrooms/ Windsor Cay (16219 TW)
Bedrooms:
5
Bathrooms:
5
Sleeps:
16
• Community: Windsor Cay • 5 Bedrooms/ 5.5 Bathrooms/ Sleeps 16 • Disney (8.2 miles) SeaWorld (18.3 miles) Legoland (29. ...
From $585 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Stunning Villa w/ Solar Heated Pool Near Disney
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A lovely home in a fantastic location. Located close to Disney World, this 4 bedroom 3 bathroom home has everything you ...
From $176 per night (USD)
Expedia
From $385 per night (USD)
VRBO
Joyful and Bright 4 Bedroom 3 Bathroom Pool Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Joyful and filled with delight, we invite you to our lovely home. Located less than 20 miles from Disney parks, you wil ...
From $385 per night (USD)
VRBO
From $674 per night (USD)
Expedia
10 Bedrooms/ 8 Bathrooms/ Windsor Cay (16307 SK)
Bedrooms:
8
Bathrooms:
10
Sleeps:
24
• Community: Windsor Cay • 10 Bedrooms/ 8 Bathrooms/ Sleeps 24 • Disney (7.9 mi) SeaWorld (18.1 mi) Legoland (32.3 mi) • ...
From $674 per night (USD)
Expedia
From $174 per night (USD)
VRBO
Serenity's place near Disney
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
BRAND NEW HOME - Our newly built home is located in a new eco-friendly subdivision and has a private splash pool and acc ...
From $174 per night (USD)
VRBO
From $175 per night (USD)
Expedia
New Pool Home close to Disney
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Freshly Designed Home – This brand-new property has been beautifully styled by a professional interior designer. Don’t ...
From $175 per night (USD)
Expedia
From $469 per night (USD)
VRBO
5BR Oasis Retreat Near Disney
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
The Space Bedrooms: Bedroom 1: King-size bed with a spacious walk-in closet—your private retreat for restful nights. B ...
From $469 per night (USD)
VRBO
From $579 per night (USD)
Expedia
2025 Brand NEW 08 Bedrooms At Windsor Cay
Bedrooms:
6
Bathrooms:
8
Sleeps:
22
*The Space * Accommodates: 22 * Bathrooms: 6 * Bedrooms: 8 * Property type: Luxury Villa * Location: Windsor Cay Bedr ...
From $579 per night (USD)
Expedia
From $596 per night (USD)
VRBO
Modern Resort Home w/ Pool, Spa & Arcade Access
Bedrooms:
6
Bathrooms:
8
Sleeps:
20
🏡 Welcome to Your Luxurious Retreat at Windsor Cay! Discover the charm of this brand new vacation home, perfectly situ ...
From $596 per night (USD)
VRBO
From $747 per night (USD)
VRBO
Ultimate Family Fun Retreat 10-Bedroom Luxury Home
Bedrooms:
9
Bathrooms:
10
Sleeps:
28
🏡 **Welcome to Your Luxurious Retreat at Windsor Cay!** Discover the charm of this brand new vacation home, perfectly ...
From $747 per night (USD)
VRBO
From $491 per night (USD)
VRBO
8 Bedrooms / 6 Bathrooms / Windsor Cay (15989CC)
Bedrooms:
6
Bathrooms:
8
Sleeps:
18
• Community: Windsor Cay • 8 Bedrooms/ 6 Bathrooms/ Sleeps 18 • Disney (8.2 miles) SeaWorld (18.5 miles) Legoland (31.0 ...
From $491 per night (USD)
VRBO
From $102 per night (USD)
Expedia
Cozy 1-bedroom home with AC, pool, club house, and fitness room in Clermont
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover this delightful 1-bedroom gem in Clermont. This enchanting mobile home features a cozy living room with a queen ...
From $102 per night (USD)
Expedia
From $646 per night (USD)
VRBO
Under The Sea Vacation Pool/Spa Home W/AC Game Room & Near Theme Parks
Bedrooms:
4
Bathrooms:
6
Sleeps:
18
Welcome to your dream getaway! - Spacious 6-bedroom retreat is ideal for families and groups, featuring themed bedroom ...
From $646 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Entire Orlando Home with a Private pool, Movie Theatre, Game Loft
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Your Florida adventure begins at this one of a kind THEMED 5 Bedroom, 4 Bathroom Luxury Home located in Clermont FL, at ...
From $290 per night (USD)
Expedia
From $250 per night (USD)
VRBO
⭐⭐Beautiful 4 Bed 3 Bath Villa with Stunning Lake View from Private Pool Deck⭐⭐
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
**WE HAVE BEEN AWARDED THE ACCOLADE OF A VRBO PREMIER HOST FOR QUALITY PROPERTY, RATES, SECURE & RELIABLE BOOKINGS & GRE ...
From $250 per night (USD)
VRBO
From $536 per night (USD)
Expedia
Siesta Villa Vacation Pool Home | Mins. from Disney & Theme Parks W/AC Game Room
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to your perfect Florida getaway! This spacious 4BR family-friendly home offers fun, comfort, and style. - Enjo ...
From $536 per night (USD)
Expedia
From $617 per night (USD)
VRBO
Incredible 10Bd SummerKitchen Windsor Cay
Bedrooms:
8
Bathrooms:
10
Sleeps:
28
This increduble house with 10 Bedroom 8 Bathroom, 4376 Sq.Ft. home with private splash pool is perfectly located, just ...
From $617 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Beautiful, peaceful, and cozy neighborhood – perfect for quality family time
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
If you're looking for a cozy home away from home, this is the perfect choice! Located in a peaceful residential communit ...
From $330 per night (USD)
Expedia

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Results: 437 Rentals