Gulfbluevacations - Vacation Rentals in Key West Historic District

Property Image From $563
         

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8.8 (139 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,852
         

10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Property Image From $258
         

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9.5 (19 Reviews)
House
  • Air Conditioner
  • Pool
  • View
Property Image From $1,687
         

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10.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • Pool
Property Image From $277
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Internet
Property Image From $1,447
         

10.0 (1 Review)
Apartment
  • Pet Friendly
  • Pool
  • Balcony/Terrace
Property Image From $244
         

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New
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Property Image From $238
         

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New
House
  • Air Conditioner
  • Pet Friendly
  • Child Friendly

Luxury Places to Stay in Key West Historic District

Over 720+ Luxury Places to Stay in or Near Key West Historic District
Property Image From $6,002
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $5,694
         

Property Image From $5,686
         

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New
Apartment
  • Security/Safety
  • Child Friendly
Property Image From $5,594
         

New
House
  • Parking
  • Balcony/Terrace
  • Barbecue/Outdoor Cooking
Property Image From $5,550
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $5,186
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $4,655
         

New
House
  • Parking
  • Balcony/Terrace
  • Entertainment

Top-Rated Vacation Rentals with a Pool in Key West Historic District

Over 513+ Top-Rated Vacation Rentals with a Pool in or Near Key West Historic District
Property Image From $232
         

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10.0 (1011 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $671
         

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10.0 (4 Reviews)
Apartment
  • Parking
  • Pool
  • Accessibility
Property Image From $695
         

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10.0 (3 Reviews)
House
  • Pool
  • Accessibility
  • Security/Safety
Property Image From $2,969
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,658
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $3,012
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $2,907
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $2,730
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Key West Historic District

Over 269+ Pet-Friendly Vacation Rentals in or Near Key West Historic District
Property Image From $364
         

10.0 (3 Reviews)
House
  • Pet Friendly
  • Security/Safety
  • Child Friendly
Property Image From $707
         

10.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • Pool
Property Image From $830
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety
Property Image From $608
         

2.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • Pool
Property Image From $535
         

10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Property Image From $3,160
         

New
House
  • Parking
  • Pet Friendly
  • Barbecue/Outdoor Cooking
Property Image From $2,129
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,896
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Key West Historic District

Over 99+ Large Vacation Homes & Villas in or Near Key West Historic District
Property Image From $1,450
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $875
         

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10.0 (1 Review)
Apartment
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
Property Image From $1,555
         

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9.8 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $346
         

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9.7 (379 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Property Image From $2,581
         

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9.6 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $349
         

9.4 (136 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Pool
  • View
Property Image From $437
         

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9.4 (132 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Key West Historic District

Over 86+ Wheelchair Accessible Vacation Homes in or Near Key West Historic District
Property Image From $225
         

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7.3 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $263
         

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8.4 (1008 Reviews)
House
  • Air Conditioner
  • Pool
  • TV
Property Image From $276
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $264
         

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8.2 (819 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Property Image From $1,688
         

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9.5 (508 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Property Image From $381
         

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9.8 (569 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $432
         

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9.3 (674 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Property Image From $320
         

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9.3 (430 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Pool
  • View

Key West Historic District Varoom and Airbnb Places to Stay Under $200

Over 46+ Key West Historic District Varoom and Airbnb Places to Stay Under $200
Property Image From $148
         

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9.8 (414 Reviews)
Bed & Breakfast
  • Air Conditioner
  • TV
  • View
Property Image From $199
         

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9.0 (1414 Reviews)
Bed & Breakfast
  • Air Conditioner
  • View
  • Balcony/Terrace
Property Image From $162
         

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9.6 (189 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $191
         

8.8 (370 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $109
         

9.4 (905 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Property Image From $136
         

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8.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • View
Property Image From $196
         

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7.6 (633 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Key West Historic District

Over 15+ Instantly Bookable Vacation Homes in or Near Key West Historic District
Property Image From $1,797
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,656
         

9.8 (40 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,667
         

9.8 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,725
         

9.8 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,885
         

9.6 (33 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $2,080
         

9.6 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Key West Historic District Vacation Rentals

With more than 729 Key West Historic District vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Gulfbluevacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Key West Historic District.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Gulfbluevacations Key West Historic District, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Key West Historic District. Places to stay near Key West Historic District are 759.63 ft² on average, with prices averaging $887 a night.

Gulfbluevacations makes it easy and safe to find and compare vacation rentals in Key West Historic District with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Key West Historic District

Type Count
Vacation Homes 344
Holiday Apartments 195
Hotels with Suites 106
B&B 36
Resorts 26
Villas 6
Cottages 3
Hostels 2

Use these Quick Filters to Find a Vacation Rental in Key West Historic District

Pro Tip: Gulfbluevacations makes it easy to compare the best listings on Gulfbluevacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Gulfbluevacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Key West Historic District.

Weather in Key West Historic District

View the weather forecast for Key West Historic District before booking your Key West Historic District Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F