Gulfbluevacations - Vacation Rentals in Key West

Property Image From $563
         

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8.8 (139 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $258
         

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9.5 (19 Reviews)
House
  • Air Conditioner
  • Pool
  • View
Property Image From $277
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Internet
Property Image From $1,852
         

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

Over 841+ Luxury Places to Stay in or Near Key West
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 $5,347
         

Property Image From $5,186
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Key West

Over 621+ Top-Rated Vacation Rentals with a Pool in or Near Key West
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

Pet-Friendly Vacation Rentals in Key West

Over 300+ Pet-Friendly Vacation Rentals in or Near Key West
Property Image From $364
         

10.0 (3 Reviews)
House
  • Pet Friendly
  • Security/Safety
  • Child Friendly
Property Image From $1,687
         

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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 $1,447
         

10.0 (1 Review)
Apartment
  • Pet Friendly
  • Pool
  • Balcony/Terrace
Property Image From $535
         

10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Property Image From $707
         

10.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • Pool
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
See More Pet-Friendly Vacation Rentals in Key West on PetFriendly.io

Large Vacation Homes & Villas in Key West

Over 110+ Large Vacation Homes & Villas in or Near Key West
Property Image From $2,730
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
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 $1,476
         

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9.7 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,672
         

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9.6 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Key West

Over 106+ Wheelchair Accessible Vacation Homes in or Near Key West
Property Image From $225
         

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7.3 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $174
         

9.4 (968 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Property Image From $276
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $263
         

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8.4 (1008 Reviews)
House
  • Air Conditioner
  • Pool
  • TV
Property Image From $1,688
         

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9.5 (508 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Property Image From $264
         

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8.2 (819 Reviews)
Condo
  • 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 Varoom and Airbnb Places to Stay Under $200

Over 56+ Key West 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

Over 17+ Instantly Bookable Vacation Homes in or Near Key West
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 Vacation Rentals

With more than 850 Key West 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.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Gulfbluevacations Key West, 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. Places to stay near Key West are 785.52 ft² on average, with prices averaging $894 a night.

Gulfbluevacations makes it easy and safe to find and compare vacation rentals in Key West 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

Type Count
Vacation Homes 427
Holiday Apartments 208
Hotels with Suites 123
B&B 39
Resorts 28
Cottages 6
Villas 6
Hostels 2

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

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.

Weather in Key West

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

December - February
High 81°F       Low 67°F
March - May
High 87°F       Low 70°F
June - August
High 91°F       Low 80°F
September - November
High 90°F       Low 73°F