Accommodations in Key West Historic District, FL: Compare 10+ Sites & Save

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1820 Best Accommodations in Key West Historic District (Starting from $156)

Boat House by AvantStay Character Cottage Central Location w Shared Pool Month Long Stays
Boat House by AvantStay Character Cottage Central Location w Shared Pool Month Long Stays
House
Key West, FL, USA
0.0k from Key West Historic District center

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

1 Bedroom2 Guests
New to Booking
$248
Average price / night
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Old Town 4 /4.5 house with private pool and 2 poolside cottages + outdoor shower
Old Town 4 /4.5 house with private pool and 2 poolside cottages + outdoor shower
House
Key West, FL, 33040, United States
0.0k from Key West Historic District center

AC, Balcony, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$574
Average price / night
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Casa Azul-Open Concept Home With Pool
Casa Azul-Open Concept Home With Pool
House
Key West, FL, USA
0.1k from Key West Historic District center

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

2 Bedrooms4 Guests
New to Booking
$343
Average price / night
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little bodega in Key West
little bodega in Key West
House
Key West, FL, 33040, United States
0.0k from Key West Historic District center

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

1 Bedroom3 Guests
9.6

Exceptional

4 reviews

$484
Average price / night
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Midnight Cowboy by AvantStay 3 Artistic Spaces
Midnight Cowboy by AvantStay 3 Artistic Spaces
House
Key West, FL, USA
0.1k from Key West Historic District center

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

4 Bedrooms8 Guests
New to Booking
$406
Average price / night
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Truman House - Private Pool Home in the Heart of Old Town Key West!
Truman House - Private Pool Home in the Heart of Old Town Key West!
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

AC, Balcony, Barbecue, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
9.4

Superb

9 reviews

$1391
Average price / night
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Tennessee Williams by AvantStay Funky Design Pool
Tennessee Williams by AvantStay Funky Design Pool
House
Key West, FL, USA
0.1k from Key West Historic District center

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

1 Bedroom4 Guests
New to Booking
$269
Average price / night
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Escape to \"Casa Escondida\"
Escape to \"Casa Escondida\"
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

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

2 Bedrooms4 Guests
New to Booking
$474
Average price / night
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Casa Del Sol
Casa Del Sol
House
Key West, FL, USA
0.1k from Key West Historic District center

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

4 Bedrooms12 Guests
New to Booking
$393
Average price / night
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Charming 2-bedroom House in Historic Key West with Pool
Charming 2-bedroom House in Historic Key West with Pool
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

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

2 Bedrooms4 Guests
New to Booking
$209
Average price / night
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Green Mermaid
Green Mermaid
House
Key West, FL, USA
0.1k from Key West Historic District center

Air Conditioner, Pet Friendly, Laundry, Hot Tub, Internet, Child Friendly

2 Bedrooms4 Guests
New to Booking
$238
Average price / night
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Chic 1BR wonderful porches, heart of Old Town Key West. Total renovation.
Chic 1BR wonderful porches, heart of Old Town Key West. Total renovation.
Apartment
KEY WEST, FL, 33040, United States
0.1k from Key West Historic District center

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

1 Bedroom2 Guests
8.0

Good

1 reviews

$156
Average price / night
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Passover Cottage
Passover Cottage
House
Key West, FL, USA
0.2k from Key West Historic District center

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

2 Bedrooms4 Guests
New to Booking
$980
Average price / night
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Windsor Blue Private Pool and Off Street Parking
Windsor Blue Private Pool and Off Street Parking
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

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

2 Bedrooms4 Guests
New to Booking
$363
Average price / night
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NUMBER ELEVEN at Scarlet Mango Inn Key West
NUMBER ELEVEN at Scarlet Mango Inn Key West
House
Key West, FL, USA
0.2k from Key West Historic District center

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

1 Bedroom2 Guests
New to Booking
$524
Average price / night
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The Kaleidoscope House - A Colorful Key West Hideaway w Pool & Jacuzzi
The Kaleidoscope House - A Colorful Key West Hideaway w Pool & Jacuzzi
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

AC, Barbecue, Dryer, Hot Tub, Internet, Living Area, No Smoking, Outdoor Space, Pool

3 Bedrooms6 Guests
New to Booking
$424
Average price / night
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GOLDEN NUGGET at Scarlet Mango Inn Key West
GOLDEN NUGGET at Scarlet Mango Inn Key West
House
Key West, FL, USA
0.2k from Key West Historic District center

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

1 Bedroom2 Guests
New to Booking
$395
Average price / night
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Bohemian island home full of color and modern amenities - in a great location
Bohemian island home full of color and modern amenities - in a great location
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

2 Bedrooms6 Guests
New to Booking
$315
Average price / night
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JULIE at Scarlet Mango Inn Key West
JULIE at Scarlet Mango Inn Key West
House
Key West, FL, USA
0.2k from Key West Historic District center

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

1 Bedroom2 Guests
New to Booking
$417
Average price / night
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~ POINCIANA PARADISE ~ Casual duplex 2 blocks from Duval Street!
~ POINCIANA PARADISE ~ Casual duplex 2 blocks from Duval Street!
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

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

2 Bedrooms6 Guests
10.0

Exceptional

22 reviews

$646
Average price / night
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~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street!
~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street!
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

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

1 Bedroom3 Guests
9.6

Exceptional

158 reviews

$421
Average price / night
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~POINCIANA GARDEN~ Casual 1st floor duplex 2 blocks from Duval Street!
~POINCIANA GARDEN~ Casual 1st floor duplex 2 blocks from Duval Street!
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

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

1 Bedroom3 Guests
9.6

Exceptional

175 reviews

$397
Average price / night
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Southard Love: 2.5 Blocks to Duval, beach & historic seaport. 4 Beds, 3 Baths
Southard Love: 2.5 Blocks to Duval, beach & historic seaport. 4 Beds, 3 Baths
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

AC, Balcony, Barbecue, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms7 Guests
10.0

Exceptional

3 reviews

$916
Average price / night
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Tropical Seclusion On Old Town Lane With Pool And Detached Bungalow. Sleeps 6
Tropical Seclusion On Old Town Lane With Pool And Detached Bungalow. Sleeps 6
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$431
Average price / night
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~ MY HAPPY PLACE ~ A charmingly beautiful treasure in a perfect location!
~ MY HAPPY PLACE ~ A charmingly beautiful treasure in a perfect location!
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

9 reviews

$361
Average price / night
Check Availability
QUEEN OF SOL ~ 3 Bed, 2 Bath in Peaceful Neighborhood with Dip Pool!
QUEEN OF SOL ~ 3 Bed, 2 Bath in Peaceful Neighborhood with Dip Pool!
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
8.4

Very Good

10 reviews

$420
Average price / night
Check Availability
New Listing-  Modern & spacious historic home with private pool and parking
New Listing- Modern & spacious historic home with private pool and parking
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$531
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 Accommodations in Key West Historic District.

Where to stay in Key West Historic District? Best neighborhoods & areas

Stay Near Key West Historic District's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Key West Historic District Accommodations on the Map

Frequently Asked Questions

You can explore 1820 verified accommodations in Key West Historic District, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Key West Historic District vary based on property type, location, and travel dates. Rates typically start from around $156 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Key West Historic District.

Yes, Key West Historic District offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 40 listings in Key West Historic District are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Key West Historic District, booking several months ahead can help secure your preferred property.

Accommodations in Key West Historic District commonly include amenities such as Internet, Pool, and Laundry. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Key West Historic District focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Key West Historic District.