The Best Airbnb Deals in
Key West, Florida

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Key West, Florida. Enter your travel dates to find the best deals!

Search for a city
AirDNA Score: 79
$1497/night

Multi-day Catamaran Sailing Experience up to 6!

3 beds
3 baths
6 guests
Average Price:  
$1548
3% Cheaper
than normal
AirDNA Score: 79
$699/night

ALL INCLUSIVE! Snorkel/Sail/Spear Fish/Fishing/Fun

2 beds
1.5 baths
6 guests
Average Price:  
$759
8% Cheaper
than normal
AirDNA Score: 79
$1099/night

Duval St. Duplex w/Balcony W/ Parking (Adult Only)

2 beds
1 bath
8 guests
Average Price:  
$716
53% More
than normal
AirDNA Score: 78
$1444/night

Secret Villa II

3 beds
3 baths
6 guests
Average Price:  
$1351
7% More
than normal
AirDNA Score: 75
$324/night

Beautiful 43'' yachtfish in friendly quaint marina

4 beds
2 baths
6 guests
Average Price:  
$348
7% Cheaper
than normal
AirDNA Score: 73
$1003/night

The Collins on Duval by Brightwild

2 beds
1 bath
10 guests
Average Price:  
$720
39% More
than normal
AirDNA Score: 72
$325/night

Beautiful 45ft sailboat. 1 mile from Duval St.

2 beds
1.5 baths
4 guests
Average Price:  
$276
18% More
than normal
AirDNA Score: 72
$1444/night

Brisa Fresca @ The Annex - Private Home & Pool

3 beds
3 baths
8 guests
Average Price:  
$973
48% More
than normal
AirDNA Score: 72
$85/night

Blue Moonshine upgrades throughout modern finishes

2 beds
2 baths
6 guests
Average Price:  
$236
64% Cheaper
than normal
AirDNA Score: 71
$987/night

Old Town Suites - 2 Bedroom Suite

2 beds
1 bath
6 guests
Average Price:  
$555
78% More
than normal
AirDNA Score: 71
$482/night

The Bartlum | Luxury Studio In Prime Location!

1 bed
1 bath
4 guests
Average Price:  
$411
17% More
than normal
AirDNA Score: 69
$499/night

#205 Key West Suites

studio
1 bath
6 guests
Average Price:  
$364
37% More
than normal
AirDNA Score: 67
$941/night

Amazingly Transformed in 2022 Luxurious renovation

2 beds
2 baths
6 guests
Average Price:  
$529
78% More
than normal
AirDNA Score: 64
$706/night

Grand Marina Suite by Brightwild | Waterfront

2 beds
2.5 baths
6 guests
Average Price:  
$646
9% More
than normal
AirDNA Score: 64
$260/night

STUDIO / APARTMENT

1 bed
1 bath
3 guests
Average Price:  
$335
22% Cheaper
than normal
AirDNA Score: 56
$425/night

Private balcony, updated flooring, appliances

2 beds
2 baths
6 guests
Average Price:  
$389
9% More
than normal
AirDNA Score: 56
$605/night

Our Nautical Home in Key West is available for ama

2 beds
2 baths
6 guests
Average Price:  
$391
55% More
than normal
AirDNA Score: 51
$820/night

Margaret Truman Suite ~ Walk To Duval Street

2 beds
1 bath
5 guests
Average Price:  
$357
130% More
than normal
AirDNA Score: 51
$450/night

Open Water Home with Sunset Views Near Key West

2 beds
2 baths
4 guests
Average Price:  
$232
94% More
than normal
AirDNA Score: 51
$1101/night

Duval Square Courtyard Condo in Old Town

3 beds
2 baths
8 guests
Average Price:  
$460
139% More
than normal
AirDNA Score: 47
$2076/night

Real World MTV House Key West

10 beds
5.5 baths
16 guests
Average Price:  
$3156
34% Cheaper
than normal
AirDNA Score: 45
$556/night

Ocean Hideaway a Key West Nature retreat close to

2 beds
2 baths
6 guests
Average Price:  
$406
37% More
than normal
AirDNA Score: 44
$807/night

Duval Dream Loft by Brightwild | Right on Duval!

2 beds
1 bath
8 guests
Average Price:  
$692
17% More
than normal
AirDNA Score: 43
$439/night

Updated 2BR 1st-Floor | Balcony | Pool

2 beds
2 baths
6 guests
Average Price:  
$336
31% More
than normal
AirDNA Score: 43
$450/night

Cozy and fully equipped Apartment with pool #2

1 bed
1 bath
4 guests
Average Price:  
$328
37% More
than normal
AirDNA Score: 39
$1549/night

Historic Key West - Main House - Sleeps 8

4 beds
1.5 baths
8 guests
Average Price:  
$1767
12% Cheaper
than normal
AirDNA Score: 36
$784/night

Spectacular Ocean Front Condo on the Atlantic in K

2 beds
2 baths
6 guests
Average Price:  
$191
310% More
than normal
AirDNA Score: 33
$805/night

Harry Truman Suite ~ Walk To Duval Street

2 beds
1 bath
5 guests
Average Price:  
$359
124% More
than normal
AirDNA Score: 32
$300/night

Suzy Qs Boatel

2 beds
2 baths
4 guests
Average Price:  
$342
12% Cheaper
than normal
AirDNA Score: 30
$672/night

Martha Truman Suite ~ Walk To Duval Street

1 bed
1 bath
3 guests
Average Price:  
$272
147% More
than normal
AirDNA Score: 29
$450/night

Old Town Gem

2 beds
2 baths
4 guests
Average Price:  
$655
31% Cheaper
than normal
AirDNA Score: 24
$949/night

Historic Key West - Cigar House - Sleeps 4

2 beds
1 bath
4 guests
Average Price:  
$823
15% More
than normal
AirDNA Score: 21
$475/night

Key West Luxury Offshore Houseboat- Entire Boat

1 bed
1 bath
2 guests
Average Price:  
$495
4% Cheaper
than normal
AirDNA Score: 14
$2024/night

Villa Luxe ~privacy And Upscale Opulence Abound

3 beds
3.5 baths
7 guests
Average Price:  
$1597
27% More
than normal
AirDNA Score: 5
$1353/night

Beach House Retreat + Premium Amenities, 2BR Condo

2 beds
2 baths
6 guests
Average Price:  
$1058
28% More
than normal
AirDNA Score: 4
$894/night

Private Beach House Resort Oasis, 2-Bedroom Suite

2 beds
2 baths
6 guests
Average Price:  
$843
6% More
than normal
AirDNA Score: 4
$1074/night

2BR Private Beachfront Coconut Oasis

2 beds
2 baths
6 guests
Average Price:  
$764
41% More
than normal
AirDNA Score: 4
$2768/night

Heart of Old Town-Waterfront Sunset Harbor Retreat

2 beds
2 baths
6 guests
Average Price:  
$934
196% More
than normal