Hancock Bays, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Hancock Bays, Florida on RentalSaver.com!

Hancock Bays Rentals

From $467 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 $467 per night (USD)
VRBO
From $693 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 $693 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 $362 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 $362 per night (USD)
Expedia
From $975 per night (USD)
VRBO
10 Bedrooms/ 8 Bathrooms/ Windsor Kay (16260SK)
Bedrooms:
8
Bathrooms:
10
Sleeps:
25
• Community: Windsor Cay • 10 Bedrooms/ 8 Bathrooms/ Sleeps 25 • Disney (7.9 mi) SeaWorld (18.1 mi) Legoland (32.3 mi) • ...
From $975 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Luxurious Vacation Home w/Private Pool, BBQ, Arcade Game Room, Netflix & Wifi.
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Welcome to our stylish, family-friendly short-term rental, located in a peaceful neighborhood while still being centrall ...
From $368 per night (USD)
Expedia
From $344 per night (USD)
VRBO
The Coqui Cove near Disney Beautiful spacious Pool home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Featuring a private pool, upstairs balcony, and no back facing neighbors, we provide an outdoor oasis. Located right acr ...
From $344 per night (USD)
VRBO
From $210 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 $210 per night (USD)
Expedia
From $612 per night (USD)
VRBO
10 Bedroom/ 8 Bathroom/ Windsor Cay (16276SK)
Bedrooms:
8
Bathrooms:
10
Sleeps:
23
• Community: Windsor Cay • 10 Bedrooms/ 8 Bathrooms/ Sleeps 23 • Disney (7.9 miles) SeaWorld (18.1 miles) Legoland (32.3 ...
From $612 per night (USD)
VRBO
From $836 per night (USD)
Expedia
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 $836 per night (USD)
Expedia
From $291 per night (USD)
VRBO
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 $291 per night (USD)
VRBO
From $923 per night (USD)
Expedia
WOW! 10BR Pool Home w/Game & Theater – 16295
Bedrooms:
8
Bathrooms:
10
Sleeps:
22
Welcome to Your Ultimate Family Vacation Home in Windsor Cay, Clermont, FL! This 10-bedroom house is perfect for large g ...
From $923 per night (USD)
Expedia
From $315 per night (USD)
VRBO
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 $315 per night (USD)
VRBO
From $863 per night (USD)
Expedia
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 $863 per night (USD)
Expedia
From $616 per night (USD)
VRBO
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 $616 per night (USD)
VRBO
From $314 per night (USD)
Expedia
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 $314 per night (USD)
Expedia
From $408 per night (USD)
VRBO
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 $408 per night (USD)
VRBO
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 $657 per night (USD)
VRBO
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 $657 per night (USD)
VRBO
From $586 per night (USD)
Expedia
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 $586 per night (USD)
Expedia
From $226 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 $226 per night (USD)
VRBO
From $389 per night (USD)
Expedia
(16210) - Luxury Retreat-Pool Near Disney 20P/7BD
Bedrooms:
6
Bathrooms:
7
Sleeps:
20
Experience a magical getaway in this beautiful 7-bedroom home near Disney! With themed rooms, a private pool, and all th ...
From $389 per night (USD)
Expedia
From $776 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 $776 per night (USD)
VRBO
From $484 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 $484 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Amazing 5 Bed Townhome with Game Room and Splash Pool-1269BID
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Windsor Cay Resort - Clermont, Florida is a beautiful, family-friendly resort community in a prime location. Just a shor ...
From $297 per night (USD)
VRBO
From $470 per night (USD)
Expedia
Windsor Cay Resort 5 Bedroom Townhome with Pool
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Windsor Cay Resort Vacation Townhome (Standard Category) Our 5-bedroom, 4.5-bathroom, private vacation townhome is a g ...
From $470 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Exquisite 5 Bed Themed Townhome Splash Pool-1296BI
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Summary: Exquisite 5 Bed Themed Townhome Splash Pool-1296BID The Space: Windsor Cay Resort - Clermont, Florida is a bea ...
From $307 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Brand New Windsor Key 5 Br 5.5Bath
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Summary: Brand New beautiful home minutes away from Disney! 5 bedrooms, 4.5 bathrooms with private pool, luxury vacatio ...
From $251 per night (USD)
Expedia
From $232 per night (USD)
VRBO
NEW! Spacious 5 bedroom, 4.5-bath home with private pool, in excellent location.
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
This delightful townhome in Clermont offers 5 bedrooms with a variety of bed sizes to accommodate all guests. With 5 bat ...
From $232 per night (USD)
VRBO
From $1026 per night (USD)
Expedia
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 $1026 per night (USD)
Expedia
From $1046 per night (USD)
VRBO
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 $1046 per night (USD)
VRBO
From $159 per night (USD)
Expedia
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 $159 per night (USD)
Expedia
From $874 per night (USD)
VRBO
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 $874 per night (USD)
VRBO
$New Fabulous Luxury Dream Vacation Home Near Disney With Private Pool, 70\TV,Gym$
From $332 per night (USD)
Expedia
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)
Expedia
From $451 per night (USD)
VRBO
Luxury 7Bd Close to Disney with Pool and Spa at Windsor Cay 16218
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
Enjoy a magical stay at this 7-bedroom Windsor Cay home, perfect for up to 16 guests. Just minutes from Disney, it featu ...
From $451 per night (USD)
VRBO
From $377 per night (USD)
Expedia
Brand New Home! Private Pool & Game Room 212681!
Bedrooms:
4
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 $377 per night (USD)
Expedia
From $293 per night (USD)
VRBO
Windsor Cay 5BR Villa | Private Pool & Game Loft
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
"**Come stay in one of our Vacation Homes by MR Florida Vacation — welcome to *Blue Paradise*, a BRAND‑NEW 5‑bedroom / 4 ...
From $293 per night (USD)
VRBO
From $221 per night (USD)
VRBO
Brand New 4 Bedroom, 3 Bath Townhome, West-Facing Dip Pool, Disney 10 miles!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Brand new 4 bed/3 bath home with private west-facing dip pool, patio & new decor throughout. Access to a clubhouse, gym, ...
From $221 per night (USD)
VRBO
From $264 per night (USD)
VRBO
Jungle Junction- Heated Pool, Games, Disney Paradise
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to this family perfect 4-bed, 3-bath home with a heated pool! Located ideally between Orlando and Tampa, enjoy y ...
From $264 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Disney-Area 5BR Home 2 Master Suites • Private Pool, Spa, Game Room & Movie Room
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
WHERE MEMORIES BEGIN Welcome to Blissful Blue Oasis — a spacious retreat perfect for large groups and families. Why Cho ...
From $326 per night (USD)
Expedia
From $198 per night (USD)
VRBO
Fantastic 3 bedroom/3 bath home, dip pool, clubhouse pool & gym, Disney 10 miles
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful end-of-row 3 bedroom/3 bath townhome with private dip pool, patio, large balcony and located close to the club ...
From $198 per night (USD)
VRBO
From $217 per night (USD)
Expedia
Private Pool & Lanai: Disney Getaway in Clermont!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Access to Glenbrook Resort Amenities | Day Trip to St. Pete, Clearwater & Tampa Pack your swimsuit and sunscreen for a ...
From $217 per night (USD)
Expedia
From $201 per night (USD)
VRBO
Chic Home, Game Room, Themed Beds
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Step into this brand-new 5-bedroom home, designed with modern chic décor and ultimate comfort for up to 10 gues ...
From $201 per night (USD)
VRBO
From $245 per night (USD)
Expedia
Upstay Tranquility Townhome w Private Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Looking for a family-friendly vacation rental in Clermont, FL? This spacious 3-bedroom home is the perfect spot ...
From $245 per night (USD)
Expedia
From $194 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 $194 per night (USD)
VRBO
From $168 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 $168 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Private Pool Oasis Near Disney | Sleeps 8
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
✨ Sapphire Sky Villa – Modern Family Retreat Near Disney, Clermont Welcome to Sapphire Sky Villa with White Rose Villas ...
From $238 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Disney Escape | 4BR Villa w/ Pool, Spa & Fun Games Room in Clermont
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to "Morningside Vista" with White Rose Villas Our beautiful vacation home, just a short drive from Disney, ensu ...
From $203 per night (USD)
Expedia
From $201 per night (USD)
VRBO
Modern with Pool Home close to Disney - 7 guests
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Be among the first to enjoy this beautifully styled home, expertly designed by a top interior decorator for both comfort ...
From $201 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Luxury Private Pool Themed Rooms Close to Disney 1282
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Escape to this stylish 5BR, 4.5BA townhome in Windsor Cay Resort—perfect for up to 12 guests! Enjoy a private screened p ...
From $320 per night (USD)
Expedia
From $269 per night (USD)
VRBO
Great 5BDR and 5BATH home at New Windsor Cay
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
<p>Close to scuba diving, windsurfing, and more, this smoke-free vacation home brings it all within reach. Jump into you ...
From $269 per night (USD)
VRBO
From $512 per night (USD)
Expedia
Dluxx Stunning Pool Home minutes from Disney 12
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
• Luxurious Mario Bross 5-bedroom, 4.5-bathroom townhome at Windsor Cay Resort • Sleeps up to 12 guests • Fully equipped ...
From $512 per night (USD)
Expedia
From $532 per night (USD)
VRBO
5 Bedrooms / 5.5 Bathrooms / Windsor Cay (15948CC)
Bedrooms:
5
Bathrooms:
5
Sleeps:
13
• Community: Windsor Cay • 5 Bedrooms/ 5.5 Bathrooms/ Sleeps 13 • Disney (8.2 miles) SeaWorld (18.5 miles) Legoland (31. ...
From $532 per night (USD)
VRBO
From $322 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 $322 per night (USD)
Expedia
From $219 per night (USD)
VRBO
South west facing pool with privacy fence
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
ASK ABOUT OUR 2026 SNOWBIRD DISCOUNT RATES! The open plan layout of this four bedroom, three bathroom home will appeal ...
From $219 per night (USD)
VRBO
From $533 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 $533 per night (USD)
Expedia
From $1068 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 $1068 per night (USD)
VRBO
From $767 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 $767 per night (USD)
VRBO
From $518 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 $518 per night (USD)
VRBO
From $95 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 $95 per night (USD)
Expedia
From $396 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 Clermont retreat – a spacious home built for connection, relaxation & fun: - Sleeps 16+ | 6 bedrooms | ...
From $396 per night (USD)
VRBO
From $236 per night (USD)
Expedia
⭐⭐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 $236 per night (USD)
Expedia
From $264 per night (USD)
VRBO
Siesta Villa Vacation Pool Home | Mins. from Disney & Theme Parks W/AC Game Room
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to your Florida getaway - a family-friendly home designed for comfort, fun & relaxation near top attractions! - ...
From $264 per night (USD)
VRBO
From $644 per night (USD)
Expedia
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 $644 per night (USD)
Expedia
From $342 per night (USD)
VRBO
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 $342 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Family-Friendly 5BR with BBQ & Resort Perks
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: 》Hit '♡ Save' and plan your getaway to this spacious 5-bedroom townhouse in a gated resort near Orlando! ✦ Ful ...
From $225 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Epic 5BD Stay Pool BBQ Game Room and Free Resort
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Be our guest in this magical home for 12! With two incredible themed rooms (Mickey Mouse and the Mad Hatter) your guests ...
From $356 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Serenity Townhome Getaway: 4 bed 3 bath home near Disney in Clermont FL!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
✨ Spacious 4BR Pool Home Near Disney – Perfect for Families! ✨ Welcome to your perfect getaway in Clermont, FL! This sp ...
From $271 per night (USD)
Expedia
Click For Pricing
VRBO
Beautiful 5 Bed Townhome with Private Pool and Themed Rooms-1296BP
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Windsor Cay Resort - Clermont, Florida is a beautiful, family-friendly resort community in a prime location. Just a shor ...
Click For Pricing
VRBO
From $213 per night (USD)
Expedia
3-bedroom en suites townhome in welcoming Clermont with splash pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This is a CORNER UNIT with a PRIVATE SCREENED-IN POOL. Inside, features a SPACIOUS and functional KITCHEN with newer app ...
From $213 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Private house with private pool, near all famous attractions!!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
You will love this cozy vacation home because now you can finally relax. This villa comes with a fully equipped kitchen ...
From $328 per night (USD)
VRBO
From $222 per night (USD)
Expedia
1605 - Modern 3BR Townhome w/ Heated Pool Near Disney
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy a relaxing stay at Serenity at Silver Creek! This modern 3-bedroom townhome features a private heated pool and scr ...
From $222 per night (USD)
Expedia
From $190 per night (USD)
VRBO
373 - Stunning 4 Bedroom Villa with own Private SE Facing Pool, Games Room
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our fabulous 4 bedroom family home is ideally positioned in the prestigious community of Orange Tree, Clermont. Orange T ...
From $190 per night (USD)
VRBO
From $688 per night (USD)
Expedia
WOW! 10BR Pool Home w/Game & Theater – 16356
Bedrooms:
8
Bathrooms:
10
Sleeps:
24
Welcome to this incredible 10-bedroom, 8-bathroom vacation home located in the sought-after Windsor Cay Resort in Clermo ...
From $688 per night (USD)
Expedia
Click For Pricing
VRBO
Last Minute Disney! Private Pool, Game Room & Themed Bedrooms. Book Now! #124845
Bedrooms:
7
Bathrooms:
10
Sleeps:
24
Welcome to Windsor Cay 69, a magnificent vacation home nestled in the heart of Orlando. This expansive 10-bedroom, 7- ...
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VRBO
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Expedia
Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #128723
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Experience the ultimate getaway at this luxurious 8-bedroom villa in the charming town of Clermont, Orlando. Windsor ...
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Expedia
Click For Pricing
VRBO
Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #124493
Bedrooms:
7
Bathrooms:
10
Sleeps:
22
Windsor Cay 16 is the ultimate retreat for large families or groups, offering a spacious 10-bedroom, 7-bathroom villa ...
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VRBO
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Expedia
Last Minute Disney! Private Pool, Hot Tub, Game Room & Themed Bedrooms. Book Now! #120881
Bedrooms:
8
Bathrooms:
10
Sleeps:
24
Welcome to Windsor Cay 6, a delightful haven nestled in the sunny town of Orlando, Florida. This sprawling vacation r ...
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Expedia
From $167 per night (USD)
VRBO
Beautiful home with private pool and space for the whole family
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Serenity Cove Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $167 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Beautiful home with private pool and space for the whole family
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Serenity Stay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $190 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Deluxe Getaway/ Themed Room & Private Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Be among the first to experience the excitement of the new Epic Universe park this May 22nd — book your stay wi ...
From $270 per night (USD)
VRBO
From $235 per night (USD)
Expedia
9 Mi to Disney World: Family Home w/ Private Pool!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Pet Friendly w/ Fee | BBQ Ready | Near Golf Courses Get ready to soak up the Florida sun at this 4-bedroom, 2-bath vaca ...
From $235 per night (USD)
Expedia
From $419 per night (USD)
VRBO
10 BED | 8 BATH Ultimate Luxury Villa Gamesroom & Pool 16248Saint
Bedrooms:
8
Bathrooms:
10
Sleeps:
24
• Community: Windsor Cay • Gated Community • 10 Bedrooms/ 8 Bathrooms/ Sleeps 26 Distances : • Walmart (1.2 miles - 5mi ...
From $419 per night (USD)
VRBO
From $184 per night (USD)
Expedia
Charming 3-bedroom house with WiFi and AC in Clermont
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Escape to our 3-bed, 3-bath home just 10 miles from Disney! Enjoy a private screened pool for relaxing after theme park ...
From $184 per night (USD)
Expedia
From $163 per night (USD)
VRBO
TR17406SB - New 3BR Villa w/ Pool | 17min Disney
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Contact us for monthly specials (up to 3 months)! Welcome to your perfect getaway near Disney and all major other attra ...
From $163 per night (USD)
VRBO
From $218 per night (USD)
Expedia
NEW House - 4 bed / Private pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This cozy and beautiful four-bedroom house has a spacious living area and a fully equipped kitchen. It also includes a b ...
From $218 per night (USD)
Expedia
From $287 per night (USD)
VRBO
6 bed near Disney, with conservation views and sun all day on extended deck
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Welcome Step in, kick off your shoes and relax! This beautifully appointed 6 bedroom villa offers over 2,200 sq ft of sp ...
From $287 per night (USD)
VRBO
From $246 per night (USD)
Expedia
Spacious 5BR Villa w/ South-Facing Pool, Spa & Game Room Near Disney
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to your Florida vacation getaway! This spacious 5-bedroom, 4-bath villa in Clermont’s sought-after Orange Tree c ...
From $246 per night (USD)
Expedia
From $340 per night (USD)
VRBO
New Ownership - 7BR - close to Disney
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
Summary: Calling kids and adults alike! Welcome to Palm Spring Oasis, a charming, family-friendly abode set in the tropi ...
From $340 per night (USD)
VRBO
From $159 per night (USD)
Expedia
Chic 3BR Retreat w/ Pool • Near Disney Magic
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stylish 3BR shared home just 12 miles from Disney! Enjoy a heated pool, smart TVs, fully equipped kitchen, and private m ...
From $159 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Family-friendly spacious 4bedroom house in Clermont with WiFi, AC & private pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Your home away from home in Clermont with 4 bedrooms family-friendly. This terrific house offers a serene atmosphere, pe ...
From $186 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Ref 114. Modern family villa own pool, near Disney
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
<p>Welcome to our superb 5-bedroom 4-bathroom villa, located in the community of Silver Creek in Clemont, just off Highw ...
From $223 per night (USD)
Expedia
From $216 per night (USD)
VRBO
This single family home offers everything you need for the perfect vacation!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This luxury single family home offers everything you need for the perfect Disney Family vacation! We have 2,000+ SQFT of ...
From $216 per night (USD)
VRBO
From $447 per night (USD)
Expedia
Beautiful home with private pool and space for the whole family
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Palm Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $447 per night (USD)
Expedia
From $183 per night (USD)
VRBO
15 Mi to WDW: House in Clermont Resort Community!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Families Welcome | Dog Friendly w/ Fee | On-Site Fitness Center Access Dreaming of a fun-filled Florida getaway? This 4 ...
From $183 per night (USD)
VRBO
From $211 per night (USD)
Expedia
Family Friendly w Pool near Disney @ Orlando 1420
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Summary: Create unforgettable family memories at this 3BR townhome in Serenity Resort! Accommodating up to 9 guests, it ...
From $211 per night (USD)
Expedia
From $433 per night (USD)
VRBO
2025 Brand New 05 Bedrooms At Windsor Cay
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
*The Space * Accommodates: 13 * Bathrooms: 4 * Bedrooms: 5 WINDSOR CAY RESORT AMENITIES * Community Room for Meeting ...
From $433 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Upstay-Luxury 3BR Home w Private Pool & Games Room
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Summary: Escape to your own resort retreat—just 17 miles from Disney! Splash in the private screened-in pool, unwind in ...
From $329 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Ref 113. Modern family villa, own private pool, near Disney.
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to our superb 5-bedroom 4-bathroom villa, located in the community of Silver Creek in Clemont, just off Highway ...
From $262 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Tropical Orlando Oasis
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 $195 per night (USD)
Expedia

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Results: 434 Rentals