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
$515/night
AirDNA Score: 79
$414/night
Private Key West 2 Bedroom Cottage
2 beds
2 baths
6 guests
Average Price:
$462
10% Cheaper
than normal
AirDNA Score: 79
$699/night
ALL INCLUSIVE! Snorkel/Sail/Spear Fish/Fishing/Fun
2 beds
1.5 baths
5 guests
Average Price:
$741
6% Cheaper
than normal
AirDNA Score: 77
$320/night
Sleep & Sail! 3 bedroom sailing yacht
3 beds
1 bath
6 guests
Average Price:
$290
10% More
than normal
AirDNA Score: 75
$299/night
Duval Street Apartment w/ Balcony and Parking
1 bed
1 bath
3 guests
Average Price:
$465
36% Cheaper
than normal
AirDNA Score: 75
$295/night
Beautiful 43'' yachtfish in friendly quaint marina
4 beds
2 baths
6 guests
Average Price:
$284
4% More
than normal
AirDNA Score: 74
$850/night
**THE COMMODORE''S MANOR @ PARADISE HARBOR** Waterfront Home & Pool + LAST KEY SERVICES...
5 beds
4 baths
14 guests
Average Price:
$1690
50% Cheaper
than normal
AirDNA Score: 74
$999/night
AirDNA Score: 74
$932/night
Absolutely Paradise - Old Town
3 beds
2.5 baths
8 guests
Average Price:
$1304
29% Cheaper
than normal
AirDNA Score: 74
$1449/night
Pilar`s Secret - An oasis right off Duval Street - Sleeps up to 8
3 beds
2 baths
8 guests
Average Price:
$1722
16% Cheaper
than normal
AirDNA Score: 74
$486/night
**RIVIERA AMERICANA @ THE BEACH** Ocean Views + LAST KEY SERVICES...
3 beds
2 baths
8 guests
Average Price:
$727
33% Cheaper
than normal
AirDNA Score: 73
$774/night
Windsor Townhome #6
3 beds
3.5 baths
6 guests
Average Price:
$1354
43% Cheaper
than normal
AirDNA Score: 73
$386/night
Neptune''s Penthouse at The Beach - Oceanfront
2 beds
2 baths
6 guests
Average Price:
$551
30% Cheaper
than normal
AirDNA Score: 73
$307/night
Smooth Sailing at The Beach - Ocean Condo, Pool &
2 beds
2 baths
6 guests
Average Price:
$443
31% Cheaper
than normal
AirDNA Score: 73
$682/night
The Collins- Two Story Loft w/ Balcony on Duval St
2 beds
1 bath
10 guests
Average Price:
$636
7% More
than normal
AirDNA Score: 73
$1420/night
Windsor Townhome #3 - Green Gecko
3 beds
3.5 baths
6 guests
Average Price:
$1321
7% More
than normal
AirDNA Score: 72
$1113/night
AirDNA Score: 72
$300/night
AirDNA Score: 71
$356/night
The Bartlum- Luxurious Studio w/ King Bed!
1 bed
1 bath
4 guests
Average Price:
$439
19% Cheaper
than normal
AirDNA Score: 71
$525/night
Coral Hammock Poolside Home
3 beds
3 baths
6 guests
Average Price:
$611
14% Cheaper
than normal
AirDNA Score: 71
$408/night
Honeymoon Hideaway, King bed, Private Deck & Spa!
studio
1 bath
2 guests
Average Price:
$438
7% Cheaper
than normal
AirDNA Score: 71
$375/night
Old Town Suites - 2 Bedroom Suite
2 beds
1 bath
6 guests
Average Price:
$520
28% Cheaper
than normal
AirDNA Score: 71
$200/night
EcoLodging at 5-Star Resort: No resort fees!
1 bed
1 bath
4 guests
Average Price:
$214
7% Cheaper
than normal
AirDNA Score: 71
$325/night
Mellow Macaw in Old Town - Cozy Condo Near Duval
2 beds
1 bath
6 guests
Average Price:
$374
13% Cheaper
than normal
AirDNA Score: 71
$219/night
Duval Balcony Spanky''s Retreat
1 bed
1 bath
4 guests
Average Price:
$345
37% Cheaper
than normal
AirDNA Score: 71
$1000/night
**THE LIME & THE COCONUT @ OLD TOWN** Unique 6BR/6BA Compound + LAST KEY SERVICES…
6 beds
6.5 baths
16 guests
Average Price:
$2553
61% Cheaper
than normal
AirDNA Score: 71
$448/night
Orange Blossom one half block off World Famous Duval Street
1 bed
1 bath
4 guests
Average Price:
$435
3% More
than normal
AirDNA Score: 70
$499/night
AirDNA Score: 69
$499/night
AirDNA Score: 69
$398/night
McCartney''s Manor - Deluxe K Suite W/Pvt. Spa!
studio
1 bath
2 guests
Average Price:
$409
3% Cheaper
than normal
AirDNA Score: 68
$1089/night
Key West Hideaway, Sleeps 10, 4BR/4BA, Q Sl. Sofa!
4 beds
4 baths
10 guests
Average Price:
$1561
30% Cheaper
than normal
AirDNA Score: 68
$348/night
Fleming-O in Old Town close to Duval
2 beds
1 bath
6 guests
Average Price:
$616
44% Cheaper
than normal
AirDNA Score: 67
$689/night
The Grande Vista 432 · The Grande Vista
2 beds
2 baths
6 guests
Average Price:
$562
23% More
than normal
AirDNA Score: 67
$730/night
Windsor Townhome #5 with Private pool
3 beds
3.5 baths
6 guests
Average Price:
$1331
45% Cheaper
than normal
AirDNA Score: 65
$195/night
Sleep on the Water
2 beds
2 baths
4 guests
Average Price:
$224
13% Cheaper
than normal
AirDNA Score: 64
$380/night
Old Town Suites - 2 Bedroom Suite #2
2 beds
1 bath
6 guests
Average Price:
$502
24% Cheaper
than normal
AirDNA Score: 64
$290/night
Nassau Suite Key West
1 bed
1 bath
4 guests
Average Price:
$338
14% Cheaper
than normal
AirDNA Score: 64
$639/night
Grand Marina Suite- Stock Island Yacht Club
2 beds
2.5 baths
6 guests
Average Price:
$759
16% Cheaper
than normal
AirDNA Score: 64
$269/night
Duval Balcony - Suite Mischief
1 bed
1 bath
3 guests
Average Price:
$362
26% Cheaper
than normal
AirDNA Score: 63
$491/night
Treetop Studio Old Town Key West
1 bed
1 bath
4 guests
Average Price:
$468
5% More
than normal
AirDNA Score: 61
$436/night
Thalia`s Retreat at Duval Square-
2 beds
2.5 baths
6 guests
Average Price:
$754
42% Cheaper
than normal
AirDNA Score: 61
$459/night
AirDNA Score: 58
$389/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
$474/night
Sunrise on the Atlantic Key West
2 beds
2 baths
6 guests
Average Price:
$567
16% Cheaper
than normal
AirDNA Score: 56
$224/night
Private balcony, updated flooring, appliances
2 beds
2 baths
6 guests
Average Price:
$381
41% Cheaper
than normal
AirDNA Score: 56
$396/night
Romantic dog-friendly cottage w/shared pool, tropical decor, & easy beach access
1 bed
1.5 baths
4 guests
Average Price:
$431
8% Cheaper
than normal
AirDNA Score: 56
$574/night
Colorful Condo with Deck, Balcony, & Pool - Near Downtown & Beaches
2 beds
2.5 baths
6 guests
Average Price:
$685
16% Cheaper
than normal
AirDNA Score: 55
$549/night
Cuban Paradise - On Duval St
2 beds
2 baths
6 guests
Average Price:
$744
26% Cheaper
than normal
AirDNA Score: 53
$629/night
AirDNA Score: 52
$1113/night
Casa Margarita in Old Town Key West
3 beds
3 baths
8 guests
Average Price:
$1555
28% Cheaper
than normal
AirDNA Score: 52
$227/night
AirDNA Score: 52
$1466/night
Chick-a-Pea Cottage - Nightly Rental
4 beds
2.5 baths
8 guests
Average Price:
$1762
17% Cheaper
than normal
AirDNA Score: 52
$1064/night
~GRAND MAISON~Lrg home on Duval St-Pool-4 ensuites
4 beds
4.5 baths
8 guests
Average Price:
$1465
27% Cheaper
than normal
AirDNA Score: 51
$672/night
Poinciana Treetop - Nightly Rental
1 bed
1 bath
3 guests
Average Price:
$589
14% More
than normal
AirDNA Score: 50
$1312/night
Poinciana Paradise - Group Rental
2 beds
2 baths
6 guests
Average Price:
$1015
29% More
than normal
AirDNA Score: 50
$331/night
Condo on Duval Street - Walk to Beach & Southernmost Point, Dogs OK
1 bed
1 bath
3 guests
Average Price:
$330
0% Cheaper
than normal
AirDNA Score: 50
$439/night
Dog-friendly Sunrise Suites Condo w/ Private Balcony, Views, Shared Pool/Hot Tub
2 beds
2 baths
4 guests
Average Price:
$394
11% More
than normal
AirDNA Score: 50
$526/night
Old town condo with hot tub and pool access - a quick away from Duval Street
2 beds
2.5 baths
6 guests
Average Price:
$661
20% Cheaper
than normal
AirDNA Score: 50
$210/night
Glamping on your boat out on the water
2 beds
0 bath
4 guests
Average Price:
$298
30% Cheaper
than normal
AirDNA Score: 49
$550/night
Key West Conch Style Condo
2 beds
1 bath
4 guests
Average Price:
$519
6% More
than normal
AirDNA Score: 49
$572/night
La Casa de Luces-
2 beds
2 baths
6 guests
Average Price:
$616
7% Cheaper
than normal
AirDNA Score: 48
$499/night
#203 Key West Suites
studio
1 bath
6 guests
Average Price:
$453
10% More
than normal
AirDNA Score: 48
$452/night
Latitude Penthouse Key West
2 beds
2 baths
6 guests
Average Price:
$561
19% Cheaper
than normal
AirDNA Score: 47
$1999/night
Real World MTV House Key West
10 beds
5.5 baths
16 guests
Average Price:
$3372
41% Cheaper
than normal
AirDNA Score: 47
$350/night
Southern Cross - 32 ft sailboat, beautiful marina
1 bed
1 bath
3 guests
Average Price:
$312
12% More
than normal
AirDNA Score: 47
$380/night
Atlantic Oasis on the Ocean
2 beds
2 baths
6 guests
Average Price:
$494
23% Cheaper
than normal
AirDNA Score: 47
$209/night
Sail Boat Catamaran/House Boat/ Key west
3 beds
3 baths
1 guest
Average Price:
$441
53% Cheaper
than normal
AirDNA Score: 46
$1719/night
Cloud 9 - Nightly Rental
3 beds
3 baths
7 guests
Average Price:
$1755
2% Cheaper
than normal
AirDNA Score: 44
$660/night
Duval Dream Loft- Pvt. Balcony Overlooking Duval!
2 beds
1 bath
8 guests
Average Price:
$693
5% Cheaper
than normal
AirDNA Score: 44
$445/night
Key West Downtown Treasure #2
2 beds
1 bath
4 guests
Average Price:
$486
8% Cheaper
than normal
AirDNA Score: 44
$459/night
AirDNA Score: 44
$435/night
Bimini Key West Penthouse
2 beds
2 baths
6 guests
Average Price:
$518
16% Cheaper
than normal
AirDNA Score: 43
$314/night
Family Friendly - Shared Pool, Hot Tub, Tennis, Parking, Full Kitchen - Dogs OK
2 beds
2 baths
6 guests
Average Price:
$388
19% Cheaper
than normal
AirDNA Score: 43
$352/night
Lovely Condo w/ Pool & Hot Tub, Right by the Beach - Family Friendly, Dogs OK
2 beds
2 baths
6 guests
Average Price:
$388
9% Cheaper
than normal
AirDNA Score: 43
$324/night
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
2 beds
2 baths
6 guests
Average Price:
$413
22% Cheaper
than normal
AirDNA Score: 43
$1273/night
**AVALYNN HOUSE @ THE ANNEX** Lush Home by Beach & Duval + LAST KEY SERVICES...
5 beds
3.5 baths
8 guests
Average Price:
$2081
39% Cheaper
than normal
AirDNA Score: 43
$318/night
Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views
2 beds
2 baths
6 guests
Average Price:
$391
19% Cheaper
than normal
AirDNA Score: 43
$256/night
Studio Suite with Shared Hot Tubs, Patio, Kitchenette - Steps from Beach, Dogs OK
studio
1 bath
4 guests
Average Price:
$332
23% Cheaper
than normal
AirDNA Score: 43
$318/night
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
2 beds
2 baths
6 guests
Average Price:
$385
17% Cheaper
than normal
AirDNA Score: 43
$318/night
Resort Condo with Pool & Hot Tub, Private Parking - Dog OK, Family-Friendly
2 beds
2 baths
6 guests
Average Price:
$384
17% Cheaper
than normal
AirDNA Score: 43
$245/night
Y Knot Charters - a superb charter
2 beds
1 bath
6 guests
Average Price:
$291
16% Cheaper
than normal
AirDNA Score: 43
$299/night
Sunshine Suite Condo Enjoy outdoor Hot tub & Pool
2 beds
2 baths
6 guests
Average Price:
$373
20% Cheaper
than normal
AirDNA Score: 43
$200/night
Cozy and fully equipped Apartment with pool #2
1 bed
1 bath
4 guests
Average Price:
$342
42% Cheaper
than normal
AirDNA Score: 42
$367/night
Amazing condo with pool & hot tub - ideal for exploring Key West
2 beds
2 baths
4 guests
Average Price:
$395
7% Cheaper
than normal
AirDNA Score: 42
$239/night
Dog-Friendly Beach Suite w/ Kitchenette, Patio, & Shared Hot Tubs
studio
1 bath
4 guests
Average Price:
$366
35% Cheaper
than normal
AirDNA Score: 42
$549/night
AirDNA Score: 41
$391/night
Sunny Condo with WiFi, Shared Pool & Entertainment - Central Location
1 bed
1 bath
2 guests
Average Price:
$478
18% Cheaper
than normal
AirDNA Score: 41
$499/night
#204 Key West Suites
studio
1 bath
6 guests
Average Price:
$514
3% Cheaper
than normal
AirDNA Score: 40
$549/night
AirDNA Score: 40
$312/night
Cozy Dog-Friendly Suite with WiFi, Balcony, Hot Tub, Pool, & Private Parking
2 beds
2 baths
6 guests
Average Price:
$379
18% Cheaper
than normal
AirDNA Score: 39
$1599/night
Historic Key West - Main House - Sleeps 8
4 beds
1.5 baths
8 guests
Average Price:
$1719
7% Cheaper
than normal
AirDNA Score: 39
$367/night
Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking
2 beds
2 baths
6 guests
Average Price:
$439
16% Cheaper
than normal
AirDNA Score: 39
$753/night
Solaris Garden - Nightly Rental
1 bed
1 bath
2 guests
Average Price:
$527
43% More
than normal
AirDNA Score: 37
$800/night
Poinciana Garden - Nightly Rental
1 bed
1 bath
3 guests
Average Price:
$564
42% More
than normal
AirDNA Score: 37
$316/night
Cozy condo with free WiFi & fantastic location in central Key West
1 bed
1 bath
2 guests
Average Price:
$382
17% Cheaper
than normal
AirDNA Score: 36
$332/night
Tropical Cottage with Shared Pool, Private Hot Tub, WiFi, AC, & Street Parking
1 bed
1 bath
4 guests
Average Price:
$384
14% Cheaper
than normal
AirDNA Score: 36
$450/night
2 bdrm, 2 bth condo with private balcony
2 beds
2 baths
6 guests
Average Price:
$434
4% More
than normal
AirDNA Score: 36
$578/night
Sundown Refuge by AvantStay | Great Location w/ Patio, Outdoor Dining, BBQ & Shared Pool! | Week Long Stays
2 beds
2 baths
5 guests
Average Price:
$461
25% More
than normal
AirDNA Score: 36
$233/night
Dog-Friendly Suite with Shared Hot Tubs, Grill, & Patio Space to Relax
studio
1 bath
4 guests
Average Price:
$332
30% Cheaper
than normal
AirDNA Score: 36
$207/night
Comfy Dog-Friendly Retreat with Shared Hot Tubs, Patio - Great Old Town Location
studio
1 bath
4 guests
Average Price:
$324
36% Cheaper
than normal