Holiday rentals near Orlando Shakespeare Theater
We found 12,060 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals within easy reach of Orlando Shakespeare Theater that can be your home away from home. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, such as Wi-Fi and cable TV. At the end of the day, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Orlando Shakespeare Theater
Showing deals for:26 Sept - 3 Oct
Image gallery for DISNEY LUXURIOUS /5BD/ POLL SONOMA WHITEROSE VILLA LUXURY MEETS AFFORDABILITY
9.09.0 out of 10 rating
Wonderful
(7 reviews)
DISNEY LUXURIOUS /5BD/ POLL SONOMA WHITEROSE VILLA LUXURY MEETS AFFORDABILITY
Kissimmee, FL
10% off
Price is AU$3,649
AU$3,649
AU$521 per night
includes taxes & fees
Image gallery for Escape to Paradise! Luxury Waterfront Heated Pool House in Tranquil Neighborhood
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Escape to Paradise! Luxury Waterfront Heated Pool House in Tranquil Neighborhood
Kissimmee, FL
12% off
Price is AU$2,795
AU$2,795
AU$399 per night
includes taxes & fees
Image gallery for THE CHLOE by EVRH
9.09.0 out of 10 rating
Wonderful
(60 reviews)
THE CHLOE by EVRH
Altamonte Springs, FL
7% off
Price is AU$2,891
AU$2,891
AU$413 per night
includes taxes & fees
Image gallery for Cozy Suite in the Heart of Orlando near Universal Hot Tub Spa
9.29.2 out of 10 rating
Wonderful
(16 reviews)
Cozy Suite in the Heart of Orlando near Universal Hot Tub Spa
Orlando, FL
16% off
Price is AU$993
AU$993
AU$142 per night
includes taxes & fees
Image gallery for Resort Like Private Pool Waterfront Retreat 4/2 Home in Orlando Weekly discounts
1010 out of 10 rating
Exceptional
(116 reviews)
Resort Like Private Pool Waterfront Retreat 4/2 Home in Orlando Weekly discounts
Orlando, FL
7% off
Price is AU$2,719
AU$2,719
AU$388 per night
includes taxes & fees
Image gallery for Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly
9.49.4 out of 10 rating
Exceptional
(17 reviews)
Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly
Winter Park, FL
8% off
Price is AU$3,233
AU$3,233
AU$462 per night
includes taxes & fees
Image gallery for Temporary living that feels like home where you can relax and be yourself.
1010 out of 10 rating
Exceptional
(142 reviews)
Temporary living that feels like home where you can relax and be yourself.
Maitland, FL
8% off
Price is AU$2,108
AU$2,108
AU$301 per night
includes taxes & fees
Image gallery for Salt Pool, cozy House near Downtown and International Airport
9.89.8 out of 10 rating
Exceptional
(77 reviews)
Salt Pool, cozy House near Downtown and International Airport
Orlando, FL
7% off
Price is AU$2,326
AU$2,326
AU$332 per night
includes taxes & fees
Image gallery for Luxury, Lakeview away from it all...
9.89.8 out of 10 rating
Exceptional
(102 reviews)
Luxury, Lakeview away from it all...
Orlando, FL
7% off
Price is AU$1,567
AU$1,567
AU$224 per night
includes taxes & fees
Image gallery for PRIVATE POOL/FREE RESORT ACCESS/CLOSE TO DISNEY/CLOSE TO RESTURANTS/MODERN STYLE
9.49.4 out of 10 rating
Exceptional
(34 reviews)
PRIVATE POOL/FREE RESORT ACCESS/CLOSE TO DISNEY/CLOSE TO RESTURANTS/MODERN STYLE
Lake Buena Vista, FL
6% off
Price is AU$4,504
AU$4,504
AU$643 per night
includes taxes & fees
Image gallery for Floating Cottage Summer and Fall Rates Reduced
1010 out of 10 rating
Exceptional
(157 reviews)
Floating Cottage Summer and Fall Rates Reduced
Sanford, FL
11% off
Price is AU$1,942
AU$1,942
AU$277 per night
includes taxes & fees
Image gallery for Spacious Vacation Home 20 min from Theme Parks!
9.49.4 out of 10 rating
Exceptional
(51 reviews)
Spacious Vacation Home 20 min from Theme Parks!
Kissimmee, FL
7% off
Price is AU$2,583
AU$2,583
AU$369 per night
includes taxes & fees
Image gallery for CountryClub Lakeview Home Away from Home
9.29.2 out of 10 rating
Wonderful
(61 reviews)
CountryClub Lakeview Home Away from Home
Orlando, FL
7% off
Price is AU$1,567
AU$1,567
AU$224 per night
includes taxes & fees
Image gallery for Home away from Home Luxury 2 bed/2bath Country Club Condo
9.69.6 out of 10 rating
Exceptional
(56 reviews)
Home away from Home Luxury 2 bed/2bath Country Club Condo
Orlando, FL
7% off
Price is AU$1,567
AU$1,567
AU$224 per night
includes taxes & fees
Image gallery for THE OLIVIA by EVRH
8.68.6 out of 10 rating
Excellent
(31 reviews)
THE OLIVIA by EVRH
Altamonte Springs, FL
7% off
Price is AU$2,617
AU$2,617
AU$374 per night
includes taxes & fees
Image gallery for Charming 1920's House - pet friendly, 45 minutes from beach & attractions!
1010 out of 10 rating
Exceptional
(12 reviews)
Charming 1920's House - pet friendly, 45 minutes from beach & attractions!
Sanford, FL
16% off
Price is AU$2,618
AU$2,618
AU$374 per night
includes taxes & fees
Image gallery for The Launch Pad with a pool! King bed and private backyard
9.29.2 out of 10 rating
Wonderful
(45 reviews)
The Launch Pad with a pool! King bed and private backyard
Orlando, FL
7% off
Price is AU$2,245
AU$2,245
AU$321 per night
includes taxes & fees
Image gallery for Lake Front Suite -Close to all Attractions
9.49.4 out of 10 rating
Exceptional
(73 reviews)
Lake Front Suite -Close to all Attractions
Apopka, FL
8% off
Price is AU$1,011
AU$1,011
AU$144 per night
includes taxes & fees
Image gallery for Family Friendly home with Fenced in Backyard to enjoy with kids & pets
1010 out of 10 rating
Exceptional
(145 reviews)
Family Friendly home with Fenced in Backyard to enjoy with kids & pets
Maitland, FL
7% off
Price is AU$2,076
AU$2,076
AU$297 per night
includes taxes & fees
Image gallery for Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford
Sanford, FL
8% off
Price is AU$1,816
AU$1,816
AU$259 per night
includes taxes & fees
Image gallery for 6-bedroom 3bath "Clue" Themed home near parks
9.09.0 out of 10 rating
Wonderful
(9 reviews)
6-bedroom 3bath "Clue" Themed home near parks
Orlando, FL
11% off
Price is AU$3,137
AU$3,137
AU$448 per night
includes taxes & fees
Image gallery for Upstay Luxury Mansion w Pool, Hot tub and BBQ area
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Upstay Luxury Mansion w Pool, Hot tub and BBQ area
Kissimmee, Florida
8% off
Price is AU$8,052
AU$8,052
AU$1,150 per night
includes taxes & fees
Image gallery for Spacious Family Retreat w Pool, BBQ & Ping Pong
8.48.4 out of 10 rating
Very good
(6 reviews)
Spacious Family Retreat w Pool, BBQ & Ping Pong
Kissimmee, Florida
7% off
Price is AU$2,607
AU$2,607
AU$372 per night
includes taxes & fees
Image gallery for Tranquil 3-bedroom house in Sanford with AC, WiFi
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Tranquil 3-bedroom house in Sanford with AC, WiFi
Sanford, FL
8% off
Price is AU$1,933
AU$1,933
AU$276 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Orlando Shakespeare Theater
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
640 reviews(640 reviews)
Luxury Villa Estate w/ One-of-a-kind Theme Bedrooms at Reunion Resort
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
2,292 reviews(2,292 reviews)
Lakeview Luxury Villa with Everything
Sleeps 19 · 8 bedrooms · 5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
363 reviews(363 reviews)
Lake Buena Vista Resort Village & Spa
Sleeps 8 · 1 bedroom
8.48.4 out of 10
Very goodvery good
8,874 reviews(8,874 reviews)
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Sleeps 12
8.88.8 out of 10
Excellentexcellent
1,441 reviews(1,441 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
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