
Holiday rentals near Osceola Performing Arts Center
We found 35,140 holiday rentals — enter your dates for availability
Choose the right private holiday rental that's close to Osceola Performing Arts Center. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as parking and a pool. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Osceola Performing Arts Center
Showing deals for:7 Nov - 14 Nov
Image gallery for Escape to Paradise!Luxury Waterfront Heated Pool House in Tranquil Neighborhood.

9.89.8 out of 10 rating
Exceptional
(19 reviews)
Escape to Paradise!Luxury Waterfront Heated Pool House in Tranquil Neighborhood.
Kissimmee, FL
11% off
Price is £1,400
£1,400
£200 per night
includes taxes & fees
Image gallery for AMAZING 3-bed resort apartment in enchanting Orlando with fitness room, AC, WiFi

1010 out of 10 rating
Exceptional
(18 reviews)
AMAZING 3-bed resort apartment in enchanting Orlando with fitness room, AC, WiFi
Orlando, FL
7% off
Price is £1,315
£1,315
£188 per night
includes taxes & fees
Image gallery for Peaceful home with Pool Dog friendly 4 Bedrooms 3 Bathrooms backyard view water.

9.89.8 out of 10 rating
Exceptional
(37 reviews)
Peaceful home with Pool Dog friendly 4 Bedrooms 3 Bathrooms backyard view water.
Davenport, FL
10% off
Price is £1,012
£1,012
£145 per night
includes taxes & fees
Image gallery for Spacious Family Retreat w Pool, BBQ & Ping Pong

8.68.6 out of 10 rating
Excellent
(7 reviews)
Spacious Family Retreat w Pool, BBQ & Ping Pong
Kissimmee, FL
7% off
Price is £1,813
£1,813
£259 per night
includes taxes & fees
Image gallery for Luxury large 6 Bed Villa, Pool and Spa. Make memories - 15 minutes from Disney

8.48.4 out of 10 rating
Very good
(132 reviews)
Luxury large 6 Bed Villa, Pool and Spa. Make memories - 15 minutes from Disney
Davenport, FL
7% off
Price is £1,360
£1,360
£194 per night
includes taxes & fees
Image gallery for OASIS PALM HAVEN – 20 minutes to the Disney/Universal theme Parks

9.69.6 out of 10 rating
Exceptional
(79 reviews)
OASIS PALM HAVEN – 20 minutes to the Disney/Universal theme Parks
Kissimmee, FL
7% off
Price is £1,030
£1,030
£147 per night
includes taxes & fees
Image gallery for Beautiful 6 Bedroom Home, 6 Miles from Disney World, South Facing Pool

1010 out of 10 rating
Exceptional
(176 reviews)
Beautiful 6 Bedroom Home, 6 Miles from Disney World, South Facing Pool
Kissimmee, FL
7% off
Price is £1,845
£1,845
£264 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
6% off
Price is £1,518
£1,518
£217 per night
includes taxes & fees
Image gallery for Zojo_ Lovely House Close TO Disney

1010 out of 10 rating
Exceptional
(13 reviews)
Zojo_ Lovely House Close TO Disney
Clermont, FL
7% off
Price is £1,020
£1,020
£146 per night
includes taxes & fees
Image gallery for 10 min to Disney, private pool home on luxury resort, brand new hardwood floors.

9.49.4 out of 10 rating
Exceptional
(48 reviews)
10 min to Disney, private pool home on luxury resort, brand new hardwood floors.
Kissimmee, FL
11% off
Price is £3,381
£3,381
£483 per night
includes taxes & fees
Image gallery for The Fountains at Champions Gate resort 3 bedroom 2.5 bath TH

9.29.2 out of 10 rating
Wonderful
(51 reviews)
The Fountains at Champions Gate resort 3 bedroom 2.5 bath TH
Davenport, FL
7% off
Price is £892
£892
£127 per night
includes taxes & fees
Image gallery for Fall and Holidays Special! Near Disney+Legoland

9.89.8 out of 10 rating
Exceptional
(43 reviews)
Fall and Holidays Special! Near Disney+Legoland
Davenport, FL
7% off
Price is £2,317
£2,317
£331 per night
includes taxes & fees
Image gallery for Minutes from Disney! Lake Buena Vista Resort 3 bed 2 bath. full kitchen/laundry

9.49.4 out of 10 rating
Exceptional
(100 reviews)
Minutes from Disney! Lake Buena Vista Resort 3 bed 2 bath. full kitchen/laundry
Orlando, FL
7% off
Price is £1,161
£1,161
£166 per night
includes taxes & fees
Image gallery for Welcome to Hollywood Villa, 3 miles from Disney World, southfacing pool/spa

9.49.4 out of 10 rating
Exceptional
(229 reviews)
Welcome to Hollywood Villa, 3 miles from Disney World, southfacing pool/spa
Kissimmee, FL
9% off
Price is £1,267
£1,267
£181 per night
includes taxes & fees
Image gallery for Spacious & Stylish Pool Home With Games Room On West Haven, Disney 11 miles!

9.69.6 out of 10 rating
Exceptional
(52 reviews)
Spacious & Stylish Pool Home With Games Room On West Haven, Disney 11 miles!
Davenport, FL
5% off
Price is £1,192
£1,192
£170 per night
includes taxes & fees
Image gallery for CYBER WEEK WAS 180 NOW 175 Near Disney World: 4BR/2BA Pool Home + Free Internet

9.89.8 out of 10 rating
Exceptional
(145 reviews)
CYBER WEEK WAS 180 NOW 175 Near Disney World: 4BR/2BA Pool Home + Free Internet
Kissimmee, FL
12% off
Price is £857
£857
£122 per night
includes taxes & fees
Image gallery for My Destination Home Orlando - ChampionsGate 8 Bdrm

1010 out of 10 rating
Exceptional
(51 reviews)
My Destination Home Orlando - ChampionsGate 8 Bdrm
Davenport, FL
7% off
Price is £3,078
£3,078
£440 per night
includes taxes & fees
Image gallery for Every Amenity! 2 Theaters, Private Gym, Pool, Baby Equip FREE, Outdoor Grill

9.49.4 out of 10 rating
Exceptional
(50 reviews)
Every Amenity! 2 Theaters, Private Gym, Pool, Baby Equip FREE, Outdoor Grill
Kissimmee, FL
14% off
Price is £6,432
£6,432
£919 per night
includes taxes & fees
Image gallery for Lakeview Storey Lake 10BR/5BA-Pool/Spa/Rec-Close to Disney/Universal Studios

9.89.8 out of 10 rating
Exceptional
(46 reviews)
Lakeview Storey Lake 10BR/5BA-Pool/Spa/Rec-Close to Disney/Universal Studios
Kissimmee, FL
7% off
Price is £3,360
£3,360
£480 per night
includes taxes & fees
Image gallery for 7 Bed, 5 Bath. 15 Mins From Closest Disney Attractions

9.09.0 out of 10 rating
Wonderful
(32 reviews)
7 Bed, 5 Bath. 15 Mins From Closest Disney Attractions
Davenport, FL
6% off
Price is £1,238
£1,238
£177 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
(153 reviews)
Luxury 8 Bedroom Villa, Good for 18 to 20, Pool/Spa
Kissimmee, FL
7% off
Price is £1,550
£1,550
£221 per night
includes taxes & fees
Image gallery for Welcome to The Yesterday Villa, 3 miles from Disney World, Southfacing Pool

9.89.8 out of 10 rating
Exceptional
(218 reviews)
Welcome to The Yesterday Villa, 3 miles from Disney World, Southfacing Pool
Kissimmee, FL
9% off
Price is £1,446
£1,446
£207 per night
includes taxes & fees
Image gallery for Beautiful Villa, Private Pool facing SW, Spa, Games Room, 20 min from Parks.

9.29.2 out of 10 rating
Wonderful
(58 reviews)
Beautiful Villa, Private Pool facing SW, Spa, Games Room, 20 min from Parks.
Davenport, FL
5% off
Price is £1,262
£1,262
£180 per night
includes taxes & fees
Image gallery for Tropical Oasis - Windsor at Westside - NEW 7 Bedroom, 5.5 Bath, Pool/Spa/WiFI

8.48.4 out of 10 rating
Very good
(65 reviews)
Tropical Oasis - Windsor at Westside - NEW 7 Bedroom, 5.5 Bath, Pool/Spa/WiFI
Kissimmee, FL
6% off
Price is £1,471
£1,471
£210 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Osceola Performing Arts Center
FLASH SALE! Lovely Condo Just 1 Mile From Disney w/ Resort Pool, WiFi & More
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
682 reviews(682 reviews)
The Ultimate 10,350 sq ft Orlando Estate - Your Private Resort Near Disney
Sleeps 28 · 8 bedrooms · 9+ bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Vacation Village at Parkway
Sleeps 8 · 2 bedrooms · 2 bathrooms
8.68.6 out of 10
Excellentexcellent
2,712 reviews(2,712 reviews)
Spacious Bowling Villa, Lake Views, 14 Bdr/14bath, close to Disney, Sleeps 38
Sleeps 38 · 14 bedrooms · 14+ bathrooms
1010 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
Lakeview Luxury Villa with Everything
Sleeps 19 · 8 bedrooms · 5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
379 reviews(379 reviews)
Close to Attractions! Comfy Unit, Pool, Shuttle to Parks, Parking, Breakfast
Sleeps 4 · 1 bedroom · 1 bathroom
6.86.8 out of 10
196 reviews(196 reviews)
Top rated rentals - Osceola Performing Arts Center
Perfect location
1010 out of 10
Exceptionalexceptional
266 reviews(266 reviews)
Great property, in a nice neighbourhood. Loads of restaurants and shops near by. Short drive to the Disney parks. Approx 5 - 10 mins. Universal parks approx 20 - 25 mins. Anthony was a great host. Would definitely stay here again!
Christian b.
Stayed Apr 2025
Wonderful house
1010 out of 10
Exceptionalexceptional
111 reviews(111 reviews)
Everything was provided to make our stay as perfect as possible. The owners have thought of everything even a cool box to take food out with us the house was super clean too thank you
Wendy E.
Stayed Apr 2025
Great place to relax and easily access attractions
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Lovely house to relax in and base yourself as an easy drive or Uber to the theme parks. The pool area gets the sun from about 11am right through until sunset so its perfect for enjoying during the day and dining at night. Few things to make things even better, there's only 2 sun loungers for a house that sleeps 10 even though the marketing picture has many more (be great if they were put back). There are lots of chairs to site on but that's more of an evening use.Only 1 tea towel and no cleaning products for a house this size just doesn't work. Guests will always keep things clean if you give them a little help by providing products.The estate is security controlled so feels really safe. Keep an eye out for the visiting birds on the lake, Black Vulture, Osprey, Egret, Belted Kingfisher, Ibis, Cormorant and many more.
Stuart B.
Stayed Mar 2025
Amazing property
1010 out of 10
Exceptionalexceptional
96 reviews(96 reviews)
Jessie...what a perfect host - excellent clean property, excellent facilities and excellent communication....we will be back for more!
Clive H.
Stayed Feb 2024
Wonderful stay!
1010 out of 10
Exceptionalexceptional
173 reviews(173 reviews)
The house is exactly as listed, very spacious, clean and comfortable. Great communication with the owner, very grateful for her help and all the extras already in the home- most of necessities catered for so saved us having to buy. Windsor Hills is a well managed and safe feeling community and everyone was very friendly. Only recommendations would be (not a criticism at all) would be for Windsor Hills to have a bar area at main pool as we thought there was one- you buy premixed cocktails from the shop. Also would recommend a shelf in showers of the house for shampoos and stuff and hooks in bathroom areas to hang towels after use.
We all really enjoyed the house and pool and all agreed we would definitely stay again!
Colleen P.
Stayed Aug 2023
Wonderful stay in a great location
1010 out of 10
Exceptionalexceptional
138 reviews(138 reviews)
We have just returned from this property where we had a lovely two weeks. The property was the best in Windsor Palms that we have stayed in: spacious, well equipped and quiet. The owner was very responsive and dealt with any small issues we had quickly. Would highly recommend
hayley H.
Stayed May 2023
Great, highly recommend.
1010 out of 10
Exceptionalexceptional
249 reviews(249 reviews)
My family and I have loved staying at this villa. Lots of room for us, great pool and the themed rooms went down a treat with my kids.
Close to restaurants and shops on 27 and 192. Many nice extra touches such as the prams, car seats, cool box etc to use.
Quiet neighbourhood and the pool was really private.
About 20/25 minutes drive from Disney.
I would definitely recommend staying here. However I wouldn’t recommend staying here in July as that is when I am most likely to return next year and don’t want the villa to be booked by someone else. Keith was very good to deal with and made sure everything was ok for us.
See you again soon hopefully, Be Our Guest house. Missing you already.
David W.
Stayed Jul 2019
Stayed April 2019 Paul & Gel from London
1010 out of 10
Exceptionalexceptional
224 reviews(224 reviews)
Property was as described. There was everything we needed and more. Grandparents, Children and Grandchildren all enjoyed the facilities only wished we had stayed longer. Could not fault anything would like to return sometime in the future.
Paul H.
Stayed Apr 2019
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