Short-Term Rentals in Orlando Shakespeare Theater, FL: Compare 10+ Sites & Save

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743 Best Short-Term Rentals in Orlando Shakespeare Theater (Starting from $68)

Downtown Groovy Studio
Downtown Groovy Studio
Apartment
Orlando, FL, USA
0.9k from Orlando Shakespeare Theater center

Apartments, Cheap, Accommodations, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom4 Guests
8.7

Fabulous

15 reviews

$169
Average price / night
Check Availability
Modern 3BR Duplex | Kitchen, Wi-Fi & Pet-Friendly
Modern 3BR Duplex | Kitchen, Wi-Fi & Pet-Friendly
House
Orlando, FL, 32803, United States
0.7k from Orlando Shakespeare Theater center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$172
Average price / night
Check Availability
Roy's guest house
Roy's guest house
House
Orlando, FL, USA
1.0k from Orlando Shakespeare Theater center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
9.9

Exceptional

83 reviews

$117
Average price / night
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2BR Orlando Escape | Close to Disney + Pets
2BR Orlando Escape | Close to Disney + Pets
House
Orlando, FL, 32803, United States
0.8k from Orlando Shakespeare Theater center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$141
Average price / night
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Fire Pit + Grill + 2MI to DT Orlando
Fire Pit + Grill + 2MI to DT Orlando
House
Orlando, FL, USA
1.1k from Orlando Shakespeare Theater center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

3 Bedrooms6 Guests
8.0

Good

1 reviews

$349
Average price / night
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Cozy 2b/2b Duplex Home minutes from near Advent hospital & Rollins college
Cozy 2b/2b Duplex Home minutes from near Advent hospital & Rollins college
House
Orlando, FL, 32804, United States
0.8k from Orlando Shakespeare Theater center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Patio

2 Bedrooms4 Guests
New to Booking
$175
Average price / night
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Lovely Spacious Guesthouse in Mills 50 District
Lovely Spacious Guesthouse in Mills 50 District
House
Orlando, FL, USA
1.2k from Orlando Shakespeare Theater center

B&bs, Cheap, Accommodations, Guest houses, Homestays, Lodgings, Places to stay, Family, Self-catering

1 Bedroom2 Guests
9.7

Exceptional

3 reviews

$68
Average price / night
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3-bedroom Bungalow in Welcoming Winter Park with WiFi, AC
3-bedroom Bungalow in Welcoming Winter Park with WiFi, AC
House
Orlando, FL, 32803, United States
1.0k from Orlando Shakespeare Theater center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$450
Average price / night
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Cozy Vintage Bungalow @Mills50 District
Cozy Vintage Bungalow @Mills50 District
House
Orlando, FL, USA
1.4k from Orlando Shakespeare Theater center

Air Conditioner, Guest Services, Internet, Security/Safety, Parking, Child Friendly

1 Bedroom4 Guests
7.0

Good

3 reviews

$224
Average price / night
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Lovely Spacious Guesthouse in Mills 50 District, Orlando
Lovely Spacious Guesthouse in Mills 50 District, Orlando
Cottage
Orlando, FL, 32803, United States
1.1k from Orlando Shakespeare Theater center

AC, Dryer, Heater, Internet, Laundry, Microwave, No Smoking, TV, Washer

1 Bedroom2 Guests
9.0

Fabulous

8 reviews

$93
Average price / night
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2 MI to DT Orlando & Winter Park
2 MI to DT Orlando & Winter Park
House
Orlando, FL, USA
1.4k from Orlando Shakespeare Theater center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
9.0

Fabulous

4 reviews

$227
Average price / night
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Tiny home w/outdoor kitchen & studio suite
Tiny home w/outdoor kitchen & studio suite
House
Orlando, FL, 32804, United States
1.1k from Orlando Shakespeare Theater center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$396
Average price / night
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Luxury Tiny Home 2 Miles from Downtown Orlando
Luxury Tiny Home 2 Miles from Downtown Orlando
House
Orlando, FL, USA
1.4k from Orlando Shakespeare Theater center

Internet, Air Conditioner, Security/Safety, Parking, Fireplace/Heating, Child Friendly

1 Bedroom2 Guests
8.6

Fabulous

12 reviews

$165
Average price / night
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Private Luxury Pool / Smart-home
Private Luxury Pool / Smart-home
House
Orlando, FL, 32804, United States
1.1k from Orlando Shakespeare Theater center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
9.6

Exceptional

77 reviews

$392
Average price / night
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Tiny Cottage - 3 MI to Downtwn w Grill & Hammocks
Tiny Cottage - 3 MI to Downtwn w Grill & Hammocks
House
Orlando, FL, USA
1.6k from Orlando Shakespeare Theater center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom2 Guests
7.3

Good

3 reviews

$151
Average price / night
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2/1 with private backyard in the heart of Ivanhoe
2/1 with private backyard in the heart of Ivanhoe
House
Orlando, FL, 32804, United States
1.2k from Orlando Shakespeare Theater center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms8 Guests
7.0

Good

7 reviews

$272
Average price / night
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Tiny Home w MIL suite - 3 MI to DT
Tiny Home w MIL suite - 3 MI to DT
House
Orlando, FL, USA
1.6k from Orlando Shakespeare Theater center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms7 Guests
New to Booking
$478
Average price / night
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Pineapple Express @ Orlando
Pineapple Express @ Orlando
House
Orlando, FL, 32803, United States
1.2k from Orlando Shakespeare Theater center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
8.4

Very Good

5 reviews

$188
Average price / night
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Winter Park Gem 2BR Near Parks 3MI to Downtown
Winter Park Gem 2BR Near Parks 3MI to Downtown
House
Orlando, FL, USA
1.7k from Orlando Shakespeare Theater center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

2 Bedrooms4 Guests
New to Booking
$286
Average price / night
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Cozy lakeside cottage in the heart of Orlando.
Cozy lakeside cottage in the heart of Orlando.
Cottage
Orlando, FL, 32803, United States
1.3k from Orlando Shakespeare Theater center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Laundry, No Smoking, Outdoor Space

3 Bedrooms6 Guests
9.6

Exceptional

10 reviews

$450
Average price / night
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Private Patio College Park Cottage in Orlando!
Private Patio College Park Cottage in Orlando!
House
Orlando, FL, USA
1.7k from Orlando Shakespeare Theater center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms4 Guests
New to Booking
$68
Average price / night
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Cozy 2-bedroom house in gorgeous Orlando with AC
Cozy 2-bedroom house in gorgeous Orlando with AC
House
Orlando, FL, 32804, United States
1.3k from Orlando Shakespeare Theater center

AC, Dryer, Heater, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$337
Average price / night
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Modern Mediterranean Oasis
Modern Mediterranean Oasis
House
Winter Park, FL, 32789, United States
1.3k from Orlando Shakespeare Theater center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
New to Booking
$253
Average price / night
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Eclectic 1 Bedroom Apt in Downtown Orlando. 15mins from Airport & UCF.
Eclectic 1 Bedroom Apt in Downtown Orlando. 15mins from Airport & UCF.
House
Orlando, FL, 32803, United States
1.4k from Orlando Shakespeare Theater center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, TV

1 Bedroom3 Guests
10.0

Exceptional

1 reviews

$209
Average price / night
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Elegant & Spacious Historic Winter Park Home with Pool + Spa
Elegant & Spacious Historic Winter Park Home with Pool + Spa
House
Winter Park, FL, 32789, United States
1.4k from Orlando Shakespeare Theater center

AC, Dryer, Extra Bed, Fireplace, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$271
Average price / night
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Stylish 2BR home w/ private entrance
Stylish 2BR home w/ private entrance
House
Orlando, FL, 32804, United States
1.4k from Orlando Shakespeare Theater center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
6.8

Good

8 reviews

$279
Average price / night
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Bungalow Near Downtown Orlando, Winter Park, Major Hospitals, and Disney!
Bungalow Near Downtown Orlando, Winter Park, Major Hospitals, and Disney!
Apartment
Orlando, FL, 32804, United States
1.4k from Orlando Shakespeare Theater center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom2 Guests
9.6

Exceptional

5 reviews

$223
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Orlando Shakespeare Theater.

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Orlando Shakespeare Theater Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 743 verified short-term rentals in Orlando Shakespeare Theater, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Orlando Shakespeare Theater vary depending on location, property size, and travel dates. Rates typically start from around $68 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Orlando Shakespeare Theater include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Orlando Shakespeare Theater, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Orlando Shakespeare Theater often include amenities such as Fireplace/Heating, Bedding/Linens, and Laundry, providing a comfortable and convenient stay.

Short-term rentals in Orlando Shakespeare Theater are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.