Saint George Bermuda - Vacation Rentals in Key West

Amsterdam's Curry Mansion Inn From US $563
         

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8.8 (139 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Wicker Guesthouse From US $258
         

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8.6 (1007 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Conch style home in Oldtown with private pool AND dock! From US $1,175
         

Luxury Places to Stay in Key West

Over 5015+ Luxury Places to Stay in or Near Key West
6 Bedroom 6 Bath Guesthouse on Duval Street From US $6,002
         

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9.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Key West

Over 3650+ Top-Rated Vacation Rentals with a Pool in or Near Key West
Everything Key West has to offer @ Mango Cottage From US $661
         

Key West Rooster From US $395
         

10.0 (176 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Your Condo by the Beach with Ocean View From US $311
         

10.0 (167 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Enjoy More Privacy in a Truman Annex End Unit Townhome From US $379
         

Panoramic 3BR/3BA Condo - Direct Beach Ocean Front From US $785
         

10.0 (130 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Key West

Over 1559+ Pet-Friendly Vacation Rentals in or Near Key West
Green Mermaid From US $238
         

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New
House
  • Air Conditioner
  • Pet Friendly
  • Child Friendly
Parking, Heated Pool, Pet Friendly - Seagate House From US $1,797
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
GARDEN OASIS ~ Great Casa Marina Location with True Island Elegance! From US $491
         

See More Pet-Friendly Vacation Rentals in Key West on PetFriendly.io

Large Vacation Homes & Villas in Key West

Over 546+ Large Vacation Homes & Villas in or Near Key West
Harbor House Suite A From US $2,693
         

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10.0 (3 Reviews)
House
  • Security/Safety
  • Child Friendly
  • Internet

Wheelchair Accessible Vacation Homes in Key West

Over 1122+ Wheelchair Accessible Vacation Homes in or Near Key West
Point Break Suites From US $225
         

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7.3 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Hyatt Centric Key West Resort and Spa From US $312
         

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9.0 (1003 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Tropical Executive at The Truman Annex in Key West From US $449
         

GATED OCEANFRONT CONDO AT SMATHER'S BEACH From US $501
         

9.2 (150 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Steps To The Beach And The Sunrise From US $243
         

9.4 (118 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Key West Vacation Rentals and Airbnb Places to Stay Under $200

Over 360+ Key West Vacation Rentals and Airbnb Places to Stay Under $200
Hilton Garden Inn Key West/The Keys Collection From US $177
         

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8.0 (1256 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Blue Heaven at The Truman Annex in Key West From US $192
         

9.0 (51 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Alhambra at The Truman Annex in Key West From US $159
         

8.6 (63 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
AQUA OASIS at The Truman Annex in Key West From US $192
         

9.4 (36 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Marlin Blue at the Truman Annex in Key West From US $159
         

9.8 (35 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Green Spot at The Truman Annex in Key West From US $192
         

9.4 (28 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Key West

Over 3224+ Instantly Bookable Vacation Homes in or Near Key West
Parking, Pool & Waterfront - Springtide House From US $1,656
         

9.8 (40 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Unique Home with loft @ Truman Annex From US $286
         

9.8 (119 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

About Key West Vacation Rentals

With more than 5024 Key West vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Saintgeorgebermuda 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 Saintgeorgebermuda 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 766.27 ft² on average, with prices averaging US $745 a night.

Saintgeorgebermuda 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 2517
Holiday Apartments 612
Hotels 376
Resorts 242
Cottages 115
B&B 43
Villas 42
Cabin Rentals 7
Others 3
Hostels 2

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

Pro Tip: Saintgeorgebermuda makes it easy to compare the best listings on Saintgeorgebermuda homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Saintgeorgebermuda 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

Key West Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Key West?
How many vacation rentals are available in Key West?

Currently, the total number of properties listed in 2026 is over 5024 in the Key West area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Key West.