Apartment
10.0(24 Reviews)
2 Bedrooms
1 Bath
6 Guests
Balcony/Terrace
Kitchen
Air Conditioner
Internet
US $365/Night
7 Nights - US $2,556
Key West Resorts
10.0
House
7.3(13 Reviews)
3 Bedrooms
2 Baths
8 Guests
1194.79 ft²
Parking- Balcony/Terrace
View- Air Conditioner
US $205/Night
7 Nights - US $1,435
US $60/Night
7 Nights - US $423
Cabin
10.0(19 Reviews)
1 Bedroom
1 Bath
2 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
US $318/Night
7 Nights - US $2,226
House
3 Bedrooms
2 Baths
6 Guests
2002.09 ft²
Breakfast- Parking
- Air Conditioner
- Internet
US $347/Night
7 Nights - US $2,429
Cabin
10.0(11 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $366/Night
7 Nights - US $2,563
House
1 Bedroom
2 Baths
10 Guests
2002.09 ft²
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $174/Night
7 Nights - US $1,218
Cabin
10.0(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Air Conditioner
- Internet
- Pet Friendly
US $371/Night
7 Nights - US $2,595
House
1 Bedroom
1 Bath
2 Guests
441.32 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $97/Night
7 Nights - US $677
Cabin
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Air Conditioner
- Internet
- Pet Friendly
US $371/Night
7 Nights - US $2,595
Hotel
6.9(838 Reviews)
7 Baths
361.36 ft²
Oceanfront- Breakfast
Pool
Skiing
US $77/Night
7 Nights - US $538
House
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1600 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $235/Night
7 Nights - US $1,642
Why Choose Rent By Owner for your Key West Resorts?
What makes our Resorts special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Key West
How to Book Your Key West Resorts
What's our booking process?
Our platform allows you to browse a curated selection of resorts. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Common Resorts Amenities
What amenities can you expect?
Our Resorts are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Key West Resorts Frequently Asked Questions
1. What are the top Resorts in Key West?
There are a lot of options in Key West. If you plan on staying in the Key West area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Resorts in Key West:
- Cozy Log Cabin with Hot Tub & Only 5 Miles from Downtown!
- Comfortable and convenient 2 bedroom home with an office and off-street parking
- Between Sundown & Chestnut Ski Resorts & 30 min from the Field of Dreams.
- Lorelei Cabins Edelweiss
- Lorelei Cabins Aster
- Lorelei Cabins: 'Not just a place, but an experience!' The Aster
- Not Just a Place, But an Experience! The Aster at Lorelei Cabins
- New South Grandview Townhome. Centrally Located!
- Jacuzzi tub - fireplace - Self check-in- off street parking!
2. How many Resorts are available in Key West?
Currently, the total number of properties listed by RBO in 2026 is over 33 in the Key West area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Key West.
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10.0(109 Reviews)
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