Holiday rentals near Orlando Shakespeare Theater
We found 11,722 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:8 Aug - 15 Aug
Image gallery for Family Friendly 4 Bd w Game Room Near Disney 5103
9.49.4 out of 10 rating
Exceptional
(20 reviews)
Family Friendly 4 Bd w Game Room Near Disney 5103
Kissimmee, Florida
8% off
Price is NZ$2,294
NZ$2,294
NZ$328 per night
includes taxes & fees
Image gallery for Dream Vacation Getaway next to Disney with Private Pool --10BD/5BA
9.89.8 out of 10 rating
Exceptional
(56 reviews)
Dream Vacation Getaway next to Disney with Private Pool --10BD/5BA
Kissimmee, FL
7% off
Price is NZ$6,101
NZ$6,101
NZ$872 per night
includes taxes & fees
Image gallery for Elegant 2br 2ba Villa Resort close to Theme Parks
1010 out of 10 rating
Exceptional
(6 reviews)
Elegant 2br 2ba Villa Resort close to Theme Parks
Orlando, FL
8% off
Price is NZ$3,209
NZ$3,209
NZ$458 per night
includes taxes & fees
Image gallery for Spacious 5-Bed Retreat with Private Pool in Storey Lake Resort! Near Disney!
9.29.2 out of 10 rating
Wonderful
(15 reviews)
Spacious 5-Bed Retreat with Private Pool in Storey Lake Resort! Near Disney!
Kissimmee, FL
6% off
Price is NZ$3,681
NZ$3,681
NZ$526 per night
includes taxes & fees
Image gallery for Upstay - Patio Paradise w Pool Spa Games & TikiBar
8.88.8 out of 10 rating
Excellent
(5 reviews)
Upstay - Patio Paradise w Pool Spa Games & TikiBar
Kissimmee, Florida
8% off
Price is NZ$14,522
NZ$14,522
NZ$2,075 per night
includes taxes & fees
Image gallery for Luxury, Lakeview away from it all...
9.89.8 out of 10 rating
Exceptional
(100 reviews)
Luxury, Lakeview away from it all...
Orlando, FL
8% off
Price is NZ$1,695
NZ$1,695
NZ$242 per night
includes taxes & fees
Image gallery for Our Retro Mod Pod-Disney & Old Town Minutes Away!
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Our Retro Mod Pod-Disney & Old Town Minutes Away!
Kissimmee, FL
10% off
Price is NZ$1,355
NZ$1,355
NZ$194 per night
includes taxes & fees
Image gallery for King bd / Charming 2 story cottage w/ Private Yard
1010 out of 10 rating
Exceptional
(14 reviews)
King bd / Charming 2 story cottage w/ Private Yard
Orlando, FL
11% off
Price is NZ$4,686
NZ$4,686
NZ$669 per night
includes taxes & fees
Image gallery for Orlando Happy Guest House by Universal Studios
1010 out of 10 rating
Exceptional
(8 reviews)
Orlando Happy Guest House by Universal Studios
Orlando, FL
8% off
Price is NZ$2,001
NZ$2,001
NZ$286 per night
includes taxes & fees
Image gallery for Wyndham Bonnet Creek Resort | 2BR/2BA King Bed
1010 out of 10 rating
Exceptional
(5 reviews)
Wyndham Bonnet Creek Resort | 2BR/2BA King Bed
Orlando, Florida
14% off
Price is NZ$3,115
NZ$3,115
NZ$445 per night
includes taxes & fees
Image gallery for This is an ideal home for families and convention travelers visiting Orlando
1010 out of 10 rating
Exceptional
(89 reviews)
This is an ideal home for families and convention travelers visiting Orlando
Orlando, FL
8% off
Price is NZ$4,195
NZ$4,195
NZ$599 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
(113 reviews)
Resort Like Private Pool Waterfront Retreat 4/2 Home in Orlando Weekly discounts
Orlando, FL
7% off
Price is NZ$2,988
NZ$2,988
NZ$427 per night
includes taxes & fees
Image gallery for Summer Kitchen, Pvt Pool & Themed Bedrooms, on Int. Drive near Universal Studios
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Summer Kitchen, Pvt Pool & Themed Bedrooms, on Int. Drive near Universal Studios
Orlando, FL
6% off
Price is NZ$7,380
NZ$7,380
NZ$1,054 per night
includes taxes & fees
Image gallery for 2BD/Orlando - Near Disney! w/Pools, Game Room, and Activities!
9.69.6 out of 10 rating
Exceptional
(13 reviews)
2BD/Orlando - Near Disney! w/Pools, Game Room, and Activities!
Orlando, FL
8% off
Price is NZ$3,150
NZ$3,150
NZ$450 per night
includes taxes & fees
Image gallery for The comfort & luxury of this unit makes it the ideal stay in Orlando!
1010 out of 10 rating
Exceptional
(59 reviews)
The comfort & luxury of this unit makes it the ideal stay in Orlando!
Orlando, FL
8% off
Price is NZ$4,195
NZ$4,195
NZ$599 per night
includes taxes & fees
Image gallery for 3Bedroom Townhouse Vista Cay, Next to OC Convention Center, Close to Attractions
9.49.4 out of 10 rating
Exceptional
(53 reviews)
3Bedroom Townhouse Vista Cay, Next to OC Convention Center, Close to Attractions
Orlando, FL
8% off
Price is NZ$3,544
NZ$3,544
NZ$506 per night
includes taxes & fees
Image gallery for Family Paradise: 5BR Kissimmee Home with Private Pool and Pet Friendly
9.09.0 out of 10 rating
Wonderful
(13 reviews)
Family Paradise: 5BR Kissimmee Home with Private Pool and Pet Friendly
Kissimmee, FL
6% off
Price is NZ$3,338
NZ$3,338
NZ$477 per night
includes taxes & fees
Image gallery for #LakeBeachKayaksHotTub
1010 out of 10 rating
Exceptional
(11 reviews)
#LakeBeachKayaksHotTub
Orlando, FL
8% off
Price is NZ$5,684
NZ$5,684
NZ$812 per night
includes taxes & fees
Image gallery for There's space for everyone in this gorgeous 3-Story Townhome near the theme park
9.89.8 out of 10 rating
Exceptional
(97 reviews)
There's space for everyone in this gorgeous 3-Story Townhome near the theme park
Orlando, FL
8% off
Price is NZ$4,195
NZ$4,195
NZ$599 per night
includes taxes & fees
Image gallery for *Travel Themed Property with Backyard Oasis*
9.89.8 out of 10 rating
Exceptional
(24 reviews)
*Travel Themed Property with Backyard Oasis*
Maitland, Florida
12% off
Price is NZ$5,279
NZ$5,279
NZ$754 per night
includes taxes & fees
Image gallery for Special Discount Spacious 3BR in Vista Cay Isles near Universal & Disney World
9.49.4 out of 10 rating
Exceptional
(36 reviews)
Special Discount Spacious 3BR in Vista Cay Isles near Universal & Disney World
Orlando, FL
7% off
Price is NZ$3,665
NZ$3,665
NZ$524 per night
includes taxes & fees
Image gallery for WATER VIEW*4 Bedroom/Elevator/5 Star Condo* DISNEY Area
9.89.8 out of 10 rating
Exceptional
(27 reviews)
WATER VIEW*4 Bedroom/Elevator/5 Star Condo* DISNEY Area
Kissimmee, FL
7% off
Price is NZ$2,368
NZ$2,368
NZ$338 per night
includes taxes & fees
Image gallery for Tropical Oasis - Heated Luxury Pool - Game Room
1010 out of 10 rating
Exceptional
(15 reviews)
Tropical Oasis - Heated Luxury Pool - Game Room
Longwood, FL
8% off
Price is NZ$5,102
NZ$5,102
NZ$729 per night
includes taxes & fees
Image gallery for Luxury 3-Bed Condo in Storey Lake Resort - 3131
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Luxury 3-Bed Condo in Storey Lake Resort - 3131
Kissimmee, FL
6% off
Price is NZ$2,764
NZ$2,764
NZ$395 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Orlando Shakespeare Theater
Charming 3-bedroom house in Orlando with beautiful full kitchen, AC and WiFi
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Downtown Cottage
Sleeps 6 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
King bd / Charming 2 story cottage w/ Private Yard
Sleeps 13 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando
Sleeps 6 · 2 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
8 reviews(8 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