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!
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AirDNA Score: 81
$435/night
AirDNA Score: 81
$349/night
Sparklng clean, renovated, beautiful, and spacious
3 beds
3 baths
8 guests
Average Price:
$571
39% Cheaper
than normal
AirDNA Score: 79
$324/night
Spotlessly clean 3 bedroom/3 bathroom family home
3 beds
3 baths
8 guests
Average Price:
$522
38% Cheaper
than normal
AirDNA Score: 79
$300/night
Condo in Coral Hammock A Private Key West Retreat
2 beds
2.5 baths
7 guests
Average Price:
$414
28% Cheaper
than normal
AirDNA Score: 79
$849/night
Duval St. Duplex w/Balcony W/ Parking (Adult Only)
2 beds
1 bath
8 guests
Average Price:
$655
30% More
than normal
AirDNA Score: 78
$324/night
Key West Beachside 1400sf, 2 Bedroom Condo
2 beds
2 baths
6 guests
Average Price:
$596
46% Cheaper
than normal
AirDNA Score: 78
$1190/night
Secret Villa II
3 beds
3 baths
6 guests
Average Price:
$1340
11% Cheaper
than normal
AirDNA Score: 77
$662/night
Mango Cottage 2 bedroom 2 bath with private pool
2 beds
2 baths
6 guests
Average Price:
$711
7% Cheaper
than normal
AirDNA Score: 75
$315/night
Beautiful 43'' yachtfish in friendly quaint marina
4 beds
2 baths
6 guests
Average Price:
$343
8% Cheaper
than normal
AirDNA Score: 75
$313/night
AirDNA Score: 74
$333/night
Riviera Americana @ The Beach - Oceanfront Condo
3 beds
2 baths
8 guests
Average Price:
$530
37% Cheaper
than normal
AirDNA Score: 74
$1355/night
Absolutely Paradise - Old Town
3 beds
2.5 baths
8 guests
Average Price:
$1223
11% More
than normal
AirDNA Score: 74
$299/night
Sea Captain''s Haven @ The Annex - Luxury Villa
2 beds
2.5 baths
6 guests
Average Price:
$383
22% Cheaper
than normal
AirDNA Score: 74
$290/night
Saltwater Harmony @ The Annex - Charming Condo
2 beds
1 bath
4 guests
Average Price:
$368
21% Cheaper
than normal
AirDNA Score: 74
$147/night
Coral Palm by AvantStay | Month-Long Stays
3 beds
3 baths
6 guests
Average Price:
$242
39% Cheaper
than normal
AirDNA Score: 73
$348/night
Mango Hideaway steps off World Famous Duval street
1 bed
1 bath
3 guests
Average Price:
$462
25% Cheaper
than normal
AirDNA Score: 73
$269/night
La Petite Penthouse @ The Annex - Elegant Condo
2 beds
1 bath
4 guests
Average Price:
$359
25% Cheaper
than normal
AirDNA Score: 73
$336/night
Conch Adventure by AvantStay | Week-Long Stays
2 beds
1 bath
4 guests
Average Price:
$261
29% More
than normal
AirDNA Score: 73
$399/night
Banana Blossoms @ The Annex - Lush Villa
2 beds
2.5 baths
6 guests
Average Price:
$512
22% Cheaper
than normal
AirDNA Score: 72
$250/night
WALK TO BEACH, MALLORY SQUARE, DUVAL STREET
1 bed
1 bath
2 guests
Average Price:
$263
5% Cheaper
than normal
AirDNA Score: 72
$830/night
Salacia By The Sea Ocean view at the Key West
2 beds
2 baths
4 guests
Average Price:
$864
4% Cheaper
than normal
AirDNA Score: 72
$410/night
Shipyard Treasure by AvantStay | Week-Long Stays
2 beds
1 bath
4 guests
Average Price:
$349
17% More
than normal
AirDNA Score: 72
$860/night
Brisa Fresca @ The Annex - Private Home & Pool
3 beds
3 baths
8 guests
Average Price:
$923
7% Cheaper
than normal
AirDNA Score: 72
$381/night
AirDNA Score: 71
$478/night
Starr''s Suite - 2 person K Suite w/Private Spa!
studio
1 bath
2 guests
Average Price:
$442
8% More
than normal
AirDNA Score: 71
$400/night
Classic Yacht docked in beautiful private resort!
2 beds
1 bath
5 guests
Average Price:
$599
33% Cheaper
than normal
AirDNA Score: 71
$333/night
Cielo Azul @ Beach Club - Oceanfront Condo
2 beds
2 baths
6 guests
Average Price:
$395
16% Cheaper
than normal
AirDNA Score: 71
$750/night
MERMAID COVE- Funky Getaway on Duval
4 beds
4 baths
10 guests
Average Price:
$1193
37% Cheaper
than normal
AirDNA Score: 71
$369/night
Southernmost Palms @ The Annex - Villa Near Duval
2 beds
2.5 baths
6 guests
Average Price:
$576
36% Cheaper
than normal
AirDNA Score: 71
$325/night
Mellow Macaw @ Old Town - Cozy Condo
2 beds
1 bath
6 guests
Average Price:
$376
14% Cheaper
than normal
AirDNA Score: 71
$678/night
Lennon''s Lodge, Luxury Accommodations for up to 6!
2 beds
1 bath
6 guests
Average Price:
$665
2% More
than normal
AirDNA Score: 71
$325/night
Blue Heron''s Cove @ The Annex - Luxury Villa
2 beds
2.5 baths
6 guests
Average Price:
$477
32% Cheaper
than normal
AirDNA Score: 71
$135/night
AirDNA Score: 71
$678/night
Family House, 2 K BR''s, Private Spa/Deck, 2 pools.
2 beds
1.5 baths
6 guests
Average Price:
$674
1% More
than normal
AirDNA Score: 71
$256/night
Old Town Suites - 2 Bedroom Suite
2 beds
1 bath
6 guests
Average Price:
$555
54% Cheaper
than normal
AirDNA Score: 71
$251/night
KW Luxury 2/2 Beachfront resort Tropical Oasis
2 beds
2 baths
6 guests
Average Price:
$539
53% Cheaper
than normal
AirDNA Score: 71
$194/night
Duval Balcony Spanky''s Retreat
1 bed
1 bath
4 guests
Average Price:
$299
35% Cheaper
than normal
AirDNA Score: 70
$149/night
#201 Key West Suites
studio
1 bath
6 guests
Average Price:
$406
63% Cheaper
than normal
AirDNA Score: 70
$1233/night
AirDNA Score: 70
$774/night
Cuban Club Suite - On Duval Street
2 beds
2 baths
8 guests
Average Price:
$813
5% Cheaper
than normal
AirDNA Score: 69
$290/night
Duval Sea Turtle by AvantStay | Home + Shared Pool
2 beds
2.5 baths
6 guests
Average Price:
$405
28% Cheaper
than normal
AirDNA Score: 69
$139/night
Updated Charming 2 Bed& 2 1/2 Bath Vacation Rental
2 beds
2.5 baths
7 guests
Average Price:
$205
32% Cheaper
than normal
AirDNA Score: 69
$149/night
#205 Key West Suites
studio
1 bath
6 guests
Average Price:
$392
62% Cheaper
than normal
AirDNA Score: 69
$625/night
Paradise on Porter 2 Bedrooms, 2 1/2 Baths
2 beds
2.5 baths
4 guests
Average Price:
$749
17% Cheaper
than normal
AirDNA Score: 69
$348/night
McCartney''s Manor - Deluxe K Suite W/Pvt. Spa!
studio
1 bath
2 guests
Average Price:
$426
18% Cheaper
than normal
AirDNA Score: 67
$424/night
Amazingly Transformed in 2022 Luxurious renovation
2 beds
2 baths
6 guests
Average Price:
$560
24% Cheaper
than normal
AirDNA Score: 66
$294/night
~ 2022 Remodel! Private Property W/ Heated Pool
4 beds
3 baths
10 guests
Average Price:
$322
9% Cheaper
than normal
AirDNA Score: 64
$589/night
Old Town Suites - 2 Bedroom Suite #2
2 beds
1 bath
6 guests
Average Price:
$509
16% More
than normal
AirDNA Score: 64
$299/night
Sparkling clean. Newly Updated Family Friendly
3 beds
3 baths
8 guests
Average Price:
$567
47% Cheaper
than normal
AirDNA Score: 64
$351/night
Anchor Drop modern elegance upgrades throughout vi
2 beds
2 baths
6 guests
Average Price:
$506
31% Cheaper
than normal
AirDNA Score: 64
$300/night
Grand Marina Suite by Brightwild | Waterfront
2 beds
2.5 baths
6 guests
Average Price:
$582
48% Cheaper
than normal
AirDNA Score: 64
$194/night
Duval Balcony - Suite Mischief
1 bed
1 bath
3 guests
Average Price:
$322
40% Cheaper
than normal
AirDNA Score: 63
$348/night
Atlantic Paradise Found modern luxury Best pool in
2 beds
2 baths
6 guests
Average Price:
$514
32% Cheaper
than normal
AirDNA Score: 63
$405/night
Treetop Studio Old Town Key West
2 beds
1 bath
4 guests
Average Price:
$508
20% Cheaper
than normal
AirDNA Score: 61
$662/night
Thalia`s Retreat at Duval Square-
2 beds
2.5 baths
6 guests
Average Price:
$783
15% Cheaper
than normal
AirDNA Score: 61
$549/night
AirDNA Score: 60
$100/night
Book today and enjoy our amazing discounts
2 beds
2 baths
6 guests
Average Price:
$259
61% Cheaper
than normal
AirDNA Score: 59
$427/night
Mar Y Sol a spectacular Ocean Front Oasis 10 minut
3 beds
2.5 baths
8 guests
Average Price:
$687
38% Cheaper
than normal
AirDNA Score: 59
$321/night
Papaya Place by AvantStay | Shared Pool & Hot Tub
2 beds
2 baths
6 guests
Average Price:
$395
19% Cheaper
than normal
AirDNA Score: 58
$386/night
Elegant Home with Patio & Shared Pool - Walk to Beaches & Duval Street
2 beds
2.5 baths
4 guests
Average Price:
$858
55% Cheaper
than normal
AirDNA Score: 57
$475/night
Stylish 2BR | Balcony | Pool | W/D
2 beds
2.5 baths
4 guests
Average Price:
$868
45% Cheaper
than normal
AirDNA Score: 57
$100/night
Tranquility by Smathers and 10 minute bike downtow
2 beds
2 baths
6 guests
Average Price:
$335
70% Cheaper
than normal
AirDNA Score: 57
$100/night
Key Wes''t Best- Upgraded condo 5 mins to Smathers
2 beds
2 baths
6 guests
Average Price:
$351
72% Cheaper
than normal
AirDNA Score: 56
$199/night
Private balcony, updated flooring, appliances
2 beds
2 baths
6 guests
Average Price:
$389
49% Cheaper
than normal
AirDNA Score: 56
$263/night
Our Nautical Home in Key West is available for ama
2 beds
2 baths
6 guests
Average Price:
$444
41% Cheaper
than normal
AirDNA Score: 56
$530/night
Downtown 2BR | Balcony | Pool |
2 beds
2.5 baths
6 guests
Average Price:
$670
21% Cheaper
than normal
AirDNA Score: 55
$459/night
Duval Square Retreat: A beautiful condo
2 beds
2.5 baths
4 guests
Average Price:
$459
0% Cheaper
than normal
AirDNA Score: 54
$247/night
Hemingways Atlantic Retreat overlooks Smathers Bea
2 beds
2 baths
6 guests
Average Price:
$533
54% Cheaper
than normal
AirDNA Score: 54
$886/night
Island Breeze | Ocean view
2 beds
2 baths
4 guests
Average Price:
$932
5% Cheaper
than normal
AirDNA Score: 52
$335/night
Key West Charming by AvantStay | Week-Long Stays
2 beds
1 bath
4 guests
Average Price:
$329
2% More
than normal
AirDNA Score: 52
$112/night
AirDNA Score: 51
$600/night
Oceanfront Key West Condo
2 beds
2 baths
6 guests
Average Price:
$780
23% Cheaper
than normal
AirDNA Score: 51
$459/night
Duval Square Courtyard Condo in Old Town
3 beds
2 baths
8 guests
Average Price:
$459
0% Cheaper
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: 50
$648/night
Christmas in Key West Condo
2 beds
2 baths
6 guests
Average Price:
$232
179% More
than normal
AirDNA Score: 50
$450/night
Sunrise Suite 203-
2 beds
2 baths
6 guests
Average Price:
$458
2% Cheaper
than normal
AirDNA Score: 50
$589/night
Cristol Condo - Sublime Oasis in a Sea of Chaos
4 beds
4 baths
10 guests
Average Price:
$1016
42% Cheaper
than normal
AirDNA Score: 49
$455/night
Shelley''s Rooftop Hideaway
2 beds
2.5 baths
4 guests
Average Price:
$474
4% Cheaper
than normal
AirDNA Score: 48
$482/night
AirDNA Score: 48
$100/night
Top floor Ocean Views, Spacious 2 Bedroom Condo, V
2 beds
2 baths
6 guests
Average Price:
$311
68% Cheaper
than normal
AirDNA Score: 47
$1549/night
Real World MTV House Key West
10 beds
5.5 baths
16 guests
Average Price:
$3118
50% Cheaper
than normal
AirDNA Score: 47
$250/night
Octopus''s Garden @ Coral Hammock - Spacious Home
3 beds
3 baths
8 guests
Average Price:
$401
38% Cheaper
than normal
AirDNA Score: 47
$100/night
Atlantic Oasis on the Ocean
2 beds
2 baths
6 guests
Average Price:
$311
68% Cheaper
than normal
AirDNA Score: 45
$448/night
AirDNA Score: 45
$259/night
Brisa Del Mar by AvantStay | Ocean Front Community
2 beds
2 baths
6 guests
Average Price:
$379
32% Cheaper
than normal
AirDNA Score: 45
$283/night
Ocean Hideaway a Key West Nature retreat close to
2 beds
2 baths
6 guests
Average Price:
$535
47% Cheaper
than normal
AirDNA Score: 44
$395/night
Key West Downtown Treasure #2
2 beds
1 bath
4 guests
Average Price:
$392
1% More
than normal
AirDNA Score: 44
$597/night
AirDNA Score: 44
$202/night
Paradise Place by AvantStay | Condo w/ Shared Pool
1 bed
1 bath
4 guests
Average Price:
$301
33% Cheaper
than normal
AirDNA Score: 44
$100/night
Frost Free in Cayo Hueso
2 beds
2 baths
6 guests
Average Price:
$346
71% Cheaper
than normal
AirDNA Score: 44
$92/night
Caribbean Conch 5 Minutes to Smathers Beach & 10 m
2 beds
2 baths
6 guests
Average Price:
$312
71% Cheaper
than normal
AirDNA Score: 43
$291/night
Sunny 2BR 2nd-Floor | Balcony | Pool
2 beds
2 baths
4 guests
Average Price:
$352
17% Cheaper
than normal
AirDNA Score: 43
$285/night
Cozy 2BR 3rd-Floor | Pool | Dog Friendly
2 beds
2 baths
6 guests
Average Price:
$349
18% Cheaper
than normal
AirDNA Score: 43
$351/night
Walkable 1BR | Deck | Pool | Dog Friendly
1 bed
1.5 baths
4 guests
Average Price:
$433
19% Cheaper
than normal
AirDNA Score: 43
$350/night
Villa Bahama @ The Annex - Villa Near Duval
2 beds
2.5 baths
6 guests
Average Price:
$430
19% Cheaper
than normal
AirDNA Score: 43
$289/night
Updated 2BR 1st-Floor | Balcony | Pool
2 beds
2 baths
6 guests
Average Price:
$356
19% Cheaper
than normal
AirDNA Score: 43
$99/night
Small furnished efficiency, walk to Duval St.
studio
1 bath
1 guest
Average Price:
$131
24% Cheaper
than normal
AirDNA Score: 43
$250/night
Cozy and fully equipped Apartment with pool #2
1 bed
1 bath
4 guests
Average Price:
$328
24% Cheaper
than normal
AirDNA Score: 42
$352/night
2BR Getaway | Pool Hot tub | Explore Key West
2 beds
2 baths
4 guests
Average Price:
$394
11% Cheaper
than normal
AirDNA Score: 42
$310/night
2BR 4th-Floor | Balcony | Pool |
2 beds
2 baths
6 guests
Average Price:
$375
17% Cheaper
than normal