Beach Home Rentals in Red Barn Theater, FL: Compare 10+ Sites & Save

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  2. Beach Rentals
  3.  USA

  4.  Florida

  5.  Key West
  6.  Red Barn Theater

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1005 Beach Home Rentals in Red Barn Theater (Starting from $279)

Rose Lane Villas
Rose Lane Villas
Villa
Key West, FL, USA
0.1k from Red Barn Theater center

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

10 Bedrooms26 Guests
8.4

Very Good

299 reviews

$345
Average price / night
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Pilar Cottage | Spectacular Studio w/ Shared Pool
Pilar Cottage | Spectacular Studio w/ Shared Pool
Apartment
Key West, FL, 33040, United States
0.0k from Red Barn Theater center

AC, Internet, Living Area, Microwave, No Smoking, Pool, TV

1 Bedroom4 Guests
9.0

Fabulous

14 reviews

$460
Average price / night
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La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection
Resort
Key West, FL, USA
0.2k from Red Barn Theater center

Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Places to stay, Accessible hotels

12 Bedrooms31 Guests
8.3

Very Good

54 reviews

$306
Average price / night
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3 Bedroom Key West Home - Perfect Location & Private Pool
3 Bedroom Key West Home - Perfect Location & Private Pool
House
Key West, FL, 33040, United States
0.1k from Red Barn Theater center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.6

Exceptional

5 reviews

$1394
Average price / night
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Opal Key Resort & Marina
Opal Key Resort & Marina
Resort
Key West, FL, USA
0.3k from Red Barn Theater center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Hot tubs

188 Bedrooms106 Guests
8.6

Fabulous

1178 reviews

$716
Average price / night
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Rose Petal Petite Suite - Near Duval Street
Rose Petal Petite Suite - Near Duval Street
Apartment
Key West, FL, 33040, United States
0.1k from Red Barn Theater center

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

1 Bedroom2 Guests
10.0

Exceptional

5 reviews

$710
Average price / night
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Pier House Resort & Spa
Pier House Resort & Spa
Resort
Key West, FL, USA
0.4k from Red Barn Theater center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Pet-friendly, 4-star, Lodgings

140 Bedrooms62 Guests
8.3

Very Good

664 reviews

$534
Average price / night
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Coastal Rose - Private Pool & Near Duval
Coastal Rose - Private Pool & Near Duval
Apartment
Key West, FL, 33040, United States
0.1k from Red Barn Theater center

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

1 Bedroom4 Guests
9.4

Superb

6 reviews

$725
Average price / night
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Ocean Key Resort & Spa, a Noble House Resort
Ocean Key Resort & Spa, a Noble House Resort
Resort
Key West, FL, USA
0.4k from Red Barn Theater center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, 4-star, Lodgings, Jacuzzis

97 Bedrooms46 Guests
8.7

Fabulous

116 reviews

$578
Average price / night
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Rose Key Cottage - Private Pool & Near Duval
Rose Key Cottage - Private Pool & Near Duval
House
Key West, FL, 33040, United States
0.1k from Red Barn Theater center

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

2 Bedrooms6 Guests
5.6

Review score

4 reviews

$1929
Average price / night
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Garden of Emma by Last Key Realty
Garden of Emma by Last Key Realty
House
Key West, FL, USA
0.5k from Red Barn Theater center

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

4 Bedrooms8 Guests
New to Booking
$1893
Average price / night
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Shared Pool & Parking - The Cottage at James House
Shared Pool & Parking - The Cottage at James House
House
Key West, FL, 33040, United States
0.1k from Red Barn Theater center

AC, Balcony, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

1 Bedroom3 Guests
8.8

Fabulous

9 reviews

$555
Average price / night
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Galleon Resort and Marina
Galleon Resort and Marina
Resort
Red Barn Theater, Key West, Florida, USA
0.5k from Red Barn Theater center

Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Beach, Jacuzzis, Places to stay

84 Bedrooms20 Guests
7.1

Good

111 reviews

$603
Average price / night
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Atocha Cottage at Harbor Walk Hideaways | 2 Blocks From Duval!
Atocha Cottage at Harbor Walk Hideaways | 2 Blocks From Duval!
Apartment
Key West, FL, 33040, United States
0.1k from Red Barn Theater center

AC, Internet, Kitchen, Microwave, No Smoking, Pool, TV

2 Bedrooms6 Guests
9.6

Exceptional

31 reviews

$726
Average price / night
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Hyatt Centric Key West Resort & Spa
Hyatt Centric Key West Resort & Spa
Resort
Key West, FL, USA
0.5k from Red Barn Theater center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Pet-friendly, 4-star, Lodgings

118 Bedrooms30 Guests
8.2

Very Good

545 reviews

$387
Average price / night
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~Hibiscus Cottage~ 18+ Adult Only cottage near Duval St
~Hibiscus Cottage~ 18+ Adult Only cottage near Duval St
Cottage
Key West, FL, 33040, United States
0.1k from Red Barn Theater center

AC, Internet, Living Area, Microwave, No Smoking, Pool, TV

2 Bedrooms4 Guests
9.8

Exceptional

16 reviews

$736
Average price / night
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Key West Villas
Key West Villas
Villa
Key West, FL, USA
0.5k from Red Barn Theater center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis

9 Bedrooms28 Guests
9.7

Exceptional

379 reviews

$345
Average price / night
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~FLAMINGO COTTAGE~ 18+ Adult Only cottage near Duval St
~FLAMINGO COTTAGE~ 18+ Adult Only cottage near Duval St
Cottage
Key West, FL, 33040, United States
0.1k from Red Barn Theater center

AC, Internet, Living Area, Microwave, No Smoking, Pool, TV

2 Bedrooms4 Guests
9.2

Superb

5 reviews

$626
Average price / night
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The Island Suite at KW Vacation
The Island Suite at KW Vacation
Apartment
Key West, FL, USA
0.5k from Red Barn Theater center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

1 Bedroom4 Guests
9.6

Exceptional

36 reviews

$395
Average price / night
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~GARDENIA COTTAGE~18+ Adult Only cottage near Duval St
~GARDENIA COTTAGE~18+ Adult Only cottage near Duval St
Cottage
Key West, FL, 33040, United States
0.1k from Red Barn Theater center

AC, Internet, Living Area, Microwave, No Smoking, Pool, TV

2 Bedrooms4 Guests
9.6

Exceptional

4 reviews

$655
Average price / night
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Tranquillity Guest House
Tranquillity Guest House
Apartment
Key West, FL, USA
0.6k from Red Barn Theater center

Apartments, Cheap, Accommodations, Pools, Serviced apartments, 3-star, Lodgings, Places to stay

16 Bedrooms4 Guests
8.2

Very Good

255 reviews

$514
Average price / night
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Amsterdam's Curry Mansion Inn
Amsterdam's Curry Mansion Inn
House
511 Caroline St, Key West, FL, 33040, United States
0.1k from Red Barn Theater center

AC, Business Services, Elevator, Heater, Internet, Laundry, Outdoor Space, Pool, TV

8.2

Very Good

1004 reviews

$279
Average price / night
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Westwinds Inn
Westwinds Inn
House
Key West, FL, USA
0.6k from Red Barn Theater center

B&bs, Accommodations, Pools, Guest houses, Homestays, Romantic, Lodgings, Vacation rentals, Places to stay

27 Bedrooms28 Guests
8.8

Fabulous

732 reviews

$475
Average price / night
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**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
Cottage
Key West, FL, 33040, United States
0.1k from Red Barn Theater center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

152 reviews

$966
Average price / night
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Courtney's Place Historic Cottages & Inns
Courtney's Place Historic Cottages & Inns
House
Red Barn Theater, Key West, Florida, USA
0.6k from Red Barn Theater center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Romantic, Pet-friendly, Lodgings

18 Bedrooms72 Guests
8.8

Fabulous

1291 reviews

$738
Average price / night
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Rose Lane Villas - Villa Aqua - 2 King Bedrooms - Downtown Key West
Rose Lane Villas - Villa Aqua - 2 King Bedrooms - Downtown Key West
Condo
Key West, FL, 33040, United States
0.1k from Red Barn Theater center

AC, Free Parking, Internet, Kitchen, Microwave, No Smoking, Patio, Pool, TV

2 Bedrooms4 Guests
9.8

Exceptional

154 reviews

$774
Average price / night
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Rose Lane Villas - Villa Vista - 2 bedrooms - Downtown Key West
Rose Lane Villas - Villa Vista - 2 bedrooms - Downtown Key West
Condo
Key West, FL, 33040, United States
0.1k from Red Barn Theater center

AC, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio, Pool

2 Bedrooms4 Guests
9.8

Exceptional

138 reviews

$768
Average price / night
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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 Beach Rentals in Red Barn Theater.

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Frequently Asked Questions

You can explore 1005 verified beach rentals in Red Barn Theater. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Red Barn Theater vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $279 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Red Barn Theater offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Red Barn Theater welcome pets. Currently, 48 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Red Barn Theater often include amenities designed for coastal living, such as Ocean View, View, and Oceanfront. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.