
Holiday rentals near Winter Garden Heritage Museum
We found 25,535 holiday rentals — enter your dates for availability
If you are looking to stay near Winter Garden Heritage Museum, take a look at holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the amenities that you need and want, which might include a pool and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Winter Garden Heritage Museum
Showing deals for:14 Nov - 21 Nov
Image gallery for 14 Bedroom mansion that sleeps 40 people. Host your wedding reception here

9.89.8 out of 10 rating
Exceptional
(27 reviews)
14 Bedroom mansion that sleeps 40 people. Host your wedding reception here
Kissimmee, FL
7% off
Price is AU$11,982
AU$11,982
AU$1,712 per night
includes taxes & fees
Image gallery for Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly

9.29.2 out of 10 rating
Wonderful
(21 reviews)
Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly
Winter Park, FL
8% off
Price is AU$5,355
AU$5,355
AU$765 per night
includes taxes & fees
Image gallery for Ultimate 10 Bed Luxury Retreat with Epic Playroom

9.49.4 out of 10 rating
Exceptional
(10 reviews)
Ultimate 10 Bed Luxury Retreat with Epic Playroom
Clermont, FL
8% off
Price is AU$8,121
AU$8,121
AU$1,160 per night
includes taxes & fees
Image gallery for Unforgettable Escape: Private Pool, Smart TV, Dreamy Resort, Moments from Disney

1010 out of 10 rating
Exceptional
(37 reviews)
Unforgettable Escape: Private Pool, Smart TV, Dreamy Resort, Moments from Disney
Kissimmee, FL
7% off
Price is AU$2,697
AU$2,697
AU$385 per night
includes taxes & fees
Image gallery for Disney Dreams Villa Spacious 5 Bed 3 Bath Highland Reserve Near Disney Parks

1010 out of 10 rating
Exceptional
(21 reviews)
Disney Dreams Villa Spacious 5 Bed 3 Bath Highland Reserve Near Disney Parks
Davenport, FL
7% off
Price is AU$2,625
AU$2,625
AU$375 per night
includes taxes & fees
Image gallery for 🌟 Spacious 4BR Getaway 🏡 Pool, Privacy & Near Parks 🎢

1010 out of 10 rating
Exceptional
(8 reviews)
🌟 Spacious 4BR Getaway 🏡 Pool, Privacy & Near Parks 🎢
Davenport, FL
7% off
Price is AU$2,417
AU$2,417
AU$345 per night
includes taxes & fees
Image gallery for 10% Discount! 2 King Ensuite on First Floor with Very Private Pool 5BD/5BA

9.89.8 out of 10 rating
Exceptional
(40 reviews)
10% Discount! 2 King Ensuite on First Floor with Very Private Pool 5BD/5BA
Kissimmee, FL
7% off
Price is AU$4,226
AU$4,226
AU$604 per night
includes taxes & fees
Image gallery for Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins

9.69.6 out of 10 rating
Exceptional
(38 reviews)
Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins
Davenport, FL
7% off
Price is AU$1,833
AU$1,833
AU$262 per night
includes taxes & fees
Image gallery for Emerald Island Resort Community,Gated 4 bedrooms 3 baths Heated Pool and Spa

9.49.4 out of 10 rating
Exceptional
(118 reviews)
Emerald Island Resort Community,Gated 4 bedrooms 3 baths Heated Pool and Spa
Kissimmee, FL
7% off
Price is AU$2,285
AU$2,285
AU$326 per night
includes taxes & fees
Image gallery for Upstay Luxury Mansion w Pool, Hot tub and BBQ area

9.69.6 out of 10 rating
Exceptional
(8 reviews)
Upstay Luxury Mansion w Pool, Hot tub and BBQ area
Kissimmee, FL
8% off
Price is AU$14,022
AU$14,022
AU$2,003 per night
includes taxes & fees
Image gallery for Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool

9.89.8 out of 10 rating
Exceptional
(126 reviews)
Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool
Kissimmee, FL
8% off
Price is AU$3,605
AU$3,605
AU$515 per night
includes taxes & fees
Image gallery for 10min To Disney, Private Pool, Security Gated, Luxury stay in Kissimmee Orlando

9.49.4 out of 10 rating
Exceptional
(94 reviews)
10min To Disney, Private Pool, Security Gated, Luxury stay in Kissimmee Orlando
Kissimmee, FL
7% off
Price is AU$2,858
AU$2,858
AU$408 per night
includes taxes & fees
Image gallery for Welcome to your Perfect Getaway! 4 bed home with pool, spa, and games room

1010 out of 10 rating
Exceptional
(42 reviews)
Welcome to your Perfect Getaway! 4 bed home with pool, spa, and games room
Davenport, FL
7% off
Price is AU$2,811
AU$2,811
AU$402 per night
includes taxes & fees
Image gallery for Luxury 8 Bedroom Villa, Good for 18 to 20, Pool/Spa

8.68.6 out of 10 rating
Excellent
(154 reviews)
Luxury 8 Bedroom Villa, Good for 18 to 20, Pool/Spa
Kissimmee, FL
7% off
Price is AU$3,140
AU$3,140
AU$449 per night
includes taxes & fees
Image gallery for Arcades, Bocce, Haunted Mansion Theater, Cabana, Enchanted Forest: Great Escape

1010 out of 10 rating
Exceptional
(6 reviews)
Arcades, Bocce, Haunted Mansion Theater, Cabana, Enchanted Forest: Great Escape
Kissimmee, FL
7% off
Price is AU$8,196
AU$8,196
AU$1,171 per night
includes taxes & fees
Image gallery for 7BRThemed - Poolside BBQ - Pool Heat - Near Disney

9.89.8 out of 10 rating
Exceptional
(6 reviews)
7BRThemed - Poolside BBQ - Pool Heat - Near Disney
Kissimmee, FL
7% off
Price is AU$4,576
AU$4,576
AU$654 per night
includes taxes & fees
Image gallery for Pet-Friendly 5BR Single Level Home with Private Pool & Lake View | Near Disney | Game Room & Spa

8.68.6 out of 10 rating
Excellent
(53 reviews)
Pet-Friendly 5BR Single Level Home with Private Pool & Lake View | Near Disney | Game Room & Spa
Clermont, FL
12% off
Price is AU$2,707
AU$2,707
AU$387 per night
includes taxes & fees
Image gallery for King size🛏Ste, Fireplace, Pool, Lazy River, Kid-Friendly, close to Disney

9.29.2 out of 10 rating
Wonderful
(47 reviews)
King size🛏Ste, Fireplace, Pool, Lazy River, Kid-Friendly, close to Disney
Davenport, FL
14% off
Price is AU$1,943
AU$1,943
AU$278 per night
includes taxes & fees
Image gallery for Dora Splash Pad

9.89.8 out of 10 rating
Exceptional
(114 reviews)
Dora Splash Pad
Mount Dora, FL
12% off
Price is AU$3,638
AU$3,638
AU$520 per night
includes taxes & fees
Image gallery for Welcome home—Exceptional 5Bed 4Bath house 3 miles from Disney!

9.49.4 out of 10 rating
Exceptional
(120 reviews)
Welcome home—Exceptional 5Bed 4Bath house 3 miles from Disney!
Kissimmee, FL
7% off
Price is AU$3,062
AU$3,062
AU$437 per night
includes taxes & fees
Image gallery for Orlando Villa near Disney, free Private Heated Pool, free Grill and free WiFi

9.89.8 out of 10 rating
Exceptional
(91 reviews)
Orlando Villa near Disney, free Private Heated Pool, free Grill and free WiFi
Davenport, FL
7% off
Price is AU$1,864
AU$1,864
AU$266 per night
includes taxes & fees
Image gallery for Family-sized townhouse with Pool and lazy river

9.29.2 out of 10 rating
Wonderful
(33 reviews)
Family-sized townhouse with Pool and lazy river
Davenport, FL
6% off
Price is AU$1,937
AU$1,937
AU$277 per night
includes taxes & fees
Image gallery for Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community

9.69.6 out of 10 rating
Exceptional
(66 reviews)
Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community
Kissimmee, FL
7% off
Price is AU$3,088
AU$3,088
AU$441 per night
includes taxes & fees
Image gallery for Relaxing Lake Front House near the Mouse

9.69.6 out of 10 rating
Exceptional
(107 reviews)
Relaxing Lake Front House near the Mouse
Kissimmee, FL
6% off
Price is AU$2,444
AU$2,444
AU$349 per night
includes taxes & fees
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Find the best place to stay - Winter Garden Heritage Museum
5 BED | 4.5 BATH TH w/ POOL Solara Resort 2190Flem
Sleeps 10 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Disney house “WITH SPLASH POOL”🌟8 guests🌟3 bedrooms🌟6 beds🌟3 baths
Sleeps 8 · 3 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
134 reviews(134 reviews)
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Sleeps 12
8.88.8 out of 10
Excellentexcellent
1,557 reviews(1,557 reviews)
Fun-Filled Oasis near Disney Springs: Pools, Dining, Shuttle
Sleeps 4 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
47 reviews(47 reviews)
Storey Lake-CLOSEST RESORT TO DISNEY-FREE RESORT FACILITIES -MODERN-FREE WIFI
Sleeps 13 · 5 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Amazing Reunion Resort Vacation Villa With Pool
Sleeps 10 · 5 bedrooms · 5 bathrooms
8.88.8 out of 10
Excellentexcellent
38 reviews(38 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value