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: 87
$465/night
Hidden Beach unit 2, The Perfect Place To Stay
1 bed
1 bath
2 guests
Average Price:
$464
0% Cheaper
than normal
AirDNA Score: 79
$1397/night
Multi-day Catamaran Sailing Experience up to 6!
3 beds
3 baths
6 guests
Average Price:
$1021
37% More
than normal
AirDNA Score: 78
$1500/night
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
$315/night
Entire Cottage Old Town Key West self check in.
1 bed
1 bath
2 guests
Average Price:
$146
116% More
than normal
AirDNA Score: 74
$700/night
**THE COMMODORE''S MANOR @ PARADISE HARBOR** Waterfront Home & Pool + LAST KEY SERVICES...
5 beds
4 baths
14 guests
Average Price:
$1912
63% Cheaper
than normal
AirDNA Score: 74
$351/night
**SEA CAPTAIN''S HAVEN @ THE ANNEX** Luxury Villa & Pool + LAST KEY SERVICES...
2 beds
2.5 baths
6 guests
Average Price:
$661
47% Cheaper
than normal
AirDNA Score: 74
$354/night
**SALTWATER HARMONY @ THE ANNEX** Charming Condo & Pool + LAST KEY SERVICES...
2 beds
1 bath
4 guests
Average Price:
$524
32% Cheaper
than normal
AirDNA Score: 73
$455/night
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
2 beds
2 baths
4 guests
Average Price:
$939
52% Cheaper
than normal
AirDNA Score: 73
$454/night
BAHAMIAN REED Spacious condo, Shared Pool, Truman Annex, Downtown Key West
2 beds
1.5 baths
5 guests
Average Price:
$440
3% More
than normal
AirDNA Score: 73
$331/night
**LA PETITE PENTHOUSE @ THE ANNEX** Elegant Condo & Pool + LAST KEY SERVICES...
2 beds
1 bath
4 guests
Average Price:
$588
44% Cheaper
than normal
AirDNA Score: 73
$514/night
**BANANA BLOSSOMS @ THE ANNEX** Lush Villa by Beach + Pool + LAST KEY SERVICES
2 beds
2.5 baths
6 guests
Average Price:
$828
38% Cheaper
than normal
AirDNA Score: 73
$401/night
CONCH ADVENTURE Condo in Truman Annex, shared pool, Downtown Key West
2 beds
1 bath
4 guests
Average Price:
$363
10% More
than normal
AirDNA Score: 72
$401/night
LAVENDER JUNGLE Condo Large Outdoor Space, Shared Pool, Downtown Key West
2 beds
1 bath
4 guests
Average Price:
$381
5% More
than normal
AirDNA Score: 72
$209/night
**VILLA CUBANA @ OLD TOWN** Comfy Cottage Near Duval + LAST KEY SERVICES...
2 beds
2 baths
4 guests
Average Price:
$579
64% Cheaper
than normal
AirDNA Score: 72
$600/night
Heart of Key West, house + cottage = Resort FUN!!!
4 beds
3.5 baths
8 guests
Average Price:
$953
37% Cheaper
than normal
AirDNA Score: 72
$401/night
BAYVIEW HARBOR Condo, Large Outdoor Patio, Shared Pool, Walk to Duval Street
2 beds
1 bath
5 guests
Average Price:
$391
3% More
than normal
AirDNA Score: 72
$481/night
TRUMAN''S HIDEAWAY Condo, Truman Annex, Shared Pool, Family Fun + Sunset View
2 beds
2 baths
5 guests
Average Price:
$472
2% More
than normal
AirDNA Score: 72
$454/night
SOUTHARD GETAWAY Condo, Truman Annex, Shared pool, Downtown KW, Walk to All!
2 beds
1.5 baths
5 guests
Average Price:
$442
3% More
than normal
AirDNA Score: 72
$630/night
**AMERICANA TROPICALE @ OLD TOWN** Home & Pool by Duval + LAST KEY SERVICES...
4 beds
4.5 baths
10 guests
Average Price:
$1824
65% Cheaper
than normal
AirDNA Score: 71
$499/night
AirDNA Score: 71
$389/night
**BLUE HERON''S COVE @ THE ANNEX** Luxury Villa by Duval + LAST KEY SERVICES...
2 beds
2.5 baths
6 guests
Average Price:
$667
42% Cheaper
than normal
AirDNA Score: 71
$510/night
**PROMENADE TO PARADISE** Ocean Condo & Pool + LAST KEY SERVICES...
2 beds
2 baths
5 guests
Average Price:
$778
34% Cheaper
than normal
AirDNA Score: 71
$528/night
Starr''s Suite - 2 person K Suite w/Private Spa!
studio
1 bath
2 guests
Average Price:
$474
11% More
than normal
AirDNA Score: 71
$220/night
Charming Key West Vacation Rental 3bedrm/3bath
3 beds
3 baths
7 guests
Average Price:
$353
38% Cheaper
than normal
AirDNA Score: 71
$1297/night
**SEVENTH HEAVEN @ THE ANNEX** Elegant Private Home & Pool + LAST KEY SERVICES…
4 beds
3 baths
8 guests
Average Price:
$1880
31% Cheaper
than normal
AirDNA Score: 70
$1350/night
AirDNA Score: 68
$1608/night
Key West Hideaway, Sleeps 10, 4BR/4BA, Q Sl. Sofa!
4 beds
4 baths
10 guests
Average Price:
$1460
10% More
than normal
AirDNA Score: 66
$192/night
The Eagle’s Nest (w/ heated pool)
1 bed
1 bath
4 guests
Average Price:
$221
13% Cheaper
than normal
AirDNA Score: 65
$200/night
Luxurious, beautiful house with large pool
2 beds
2 baths
3 guests
Average Price:
$394
49% Cheaper
than normal
AirDNA Score: 65
$200/night
Sleep on the Water
2 beds
2 baths
4 guests
Average Price:
$224
11% Cheaper
than normal
AirDNA Score: 65
$935/night
The Maloney // Modern Luxury Penthouse Located Steps From Duval St
3 beds
2 baths
6 guests
Average Price:
$954
2% Cheaper
than normal
AirDNA Score: 65
$24999/night
Luxury Island Gem A109
2 beds
2 baths
6 guests
Average Price:
$204
12154% More
than normal
AirDNA Score: 64
$255/night
Yacht in Paradise: 5-Star Luxury Marina Resort
1 bed
1 bath
2 guests
Average Price:
$265
4% Cheaper
than normal
AirDNA Score: 64
$785/night
Grand Marina Suite // Stock Island Yacht Club with heated pool, private beach & onsite dining!
2 beds
2.5 baths
6 guests
Average Price:
$809
3% Cheaper
than normal
AirDNA Score: 64
$200/night
**SUNDRENCHED REFLECTIONS @ SUNSET MARINA** Bayfront Condo + LAST KEY SERVICES...
3 beds
2 baths
6 guests
Average Price:
$314
36% Cheaper
than normal
AirDNA Score: 64
$750/night
The Palm Villa, Island Oasis steps from Duval
2 beds
2 baths
4 guests
Average Price:
$765
2% Cheaper
than normal
AirDNA Score: 60
$347/night
Contemporary Dog-Friendly Cottage with Easy Beach Access & Shared Pool
1 bed
1.5 baths
4 guests
Average Price:
$438
21% Cheaper
than normal
AirDNA Score: 58
$2456/night
Secluded Big Multi-Home Property with Shared Heated Pool & Wraparound Sundeck
6 beds
6.5 baths
16 guests
Average Price:
$2717
10% Cheaper
than normal
AirDNA Score: 58
$547/night
Elegant Home with Patio & Shared Pool - Walk to Beaches & Duval Street
2 beds
2.5 baths
4 guests
Average Price:
$928
41% Cheaper
than normal
AirDNA Score: 58
$363/night
Alluring corner unit w/ full kitchen & pool - close to beach/ nightlife!
2 beds
1 bath
4 guests
Average Price:
$468
22% Cheaper
than normal
AirDNA Score: 58
$285/night
Sunny Tropical Condo with WiFi & Pool - Close to Beachside Action
2 beds
1 bath
4 guests
Average Price:
$354
19% Cheaper
than normal
AirDNA Score: 57
$887/night
Stylish Condo with Swimming Pool - Minutes from Popular Attractions
2 beds
2.5 baths
4 guests
Average Price:
$835
6% More
than normal
AirDNA Score: 56
$594/night
Colorful Condo with Deck, Balcony, & Pool - Near Downtown & Beaches
2 beds
2.5 baths
6 guests
Average Price:
$657
10% Cheaper
than normal
AirDNA Score: 56
$420/night
Casa Atlantica: A one bedroom condo on the Atlantic shore of Key West
1 bed
1 bath
2 guests
Average Price:
$409
3% More
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: 55
$484/night
Namaste : A blissful one bedroom cottage designed with relaxation in mind.
1 bed
2 baths
2 guests
Average Price:
$535
10% Cheaper
than normal
AirDNA Score: 55
$459/night
Duval Square Retreat: A beautiful condo steps from the action
2 beds
2.5 baths
4 guests
Average Price:
$511
10% Cheaper
than normal
AirDNA Score: 55
$1077/night
Tropical family-friendly home w/private pool, 1/2 block from Duval St. - dogs ok
3 beds
3.5 baths
8 guests
Average Price:
$998
8% More
than normal
AirDNA Score: 55
$362/night
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
2 beds
1 bath
6 guests
Average Price:
$480
25% Cheaper
than normal
AirDNA Score: 54
$2473/night
Spacious family friendly home w/ back patio, and awesome location!
8 beds
7 baths
16 guests
Average Price:
$2189
13% More
than normal
AirDNA Score: 53
$920/night
A Key West gem w/ a private pool - close to shops & restaurants, dog-friendly
2 beds
2 baths
6 guests
Average Price:
$758
21% More
than normal
AirDNA Score: 53
$328/night
Family Friendly Condo with Pool, Hot Tub, Tennis, & Parking Space
2 beds
2 baths
6 guests
Average Price:
$412
20% Cheaper
than normal
AirDNA Score: 52
$1837/night
Spacious Dog-Friendly Rental with Three Hot Tubs - Near Duval Street & the Beach
6 beds
6 baths
16 guests
Average Price:
$2147
14% Cheaper
than normal
AirDNA Score: 52
$401/night
KEY WEST CHARMING in The Truman Annex, Downtown Key West, Community pool
2 beds
1 bath
4 guests
Average Price:
$378
6% More
than normal
AirDNA Score: 52
$600/night
Sunshine Daydream: Private Home -Old Town Key West
2 beds
2 baths
4 guests
Average Price:
$506
19% More
than normal
AirDNA Score: 52
$359/night
AirDNA Score: 52
$985/night
Chick-a-Pea Cottage - Nightly Rental
4 beds
2.5 baths
8 guests
Average Price:
$1872
47% Cheaper
than normal
AirDNA Score: 51
$225/night
Morning Star, beautiful conch house
1 bed
1 bath
2 guests
Average Price:
$244
8% 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: 51
$668/night
TROPICAL DREAMING Private Home with Private Pool, Patio + BBQ, Pet Friendly!
2 beds
2.5 baths
6 guests
Average Price:
$639
5% More
than normal
AirDNA Score: 51
$1126/night
Restored historic home w/ private pool & reserved off-street parking - Dogs OK!
3 beds
2 baths
8 guests
Average Price:
$1085
4% More
than normal
AirDNA Score: 50
$450/night
Key West Paradise
3 beds
3.5 baths
6 guests
Average Price:
$512
12% Cheaper
than normal
AirDNA Score: 50
$1157/night
Family and dog-friendly island condo w/ full kitchen and a great location!
4 beds
4 baths
12 guests
Average Price:
$781
48% More
than normal
AirDNA Score: 50
$899/night
Significant Discount! 40'' Yacht & Sunset Cruises!
3 beds
2 baths
7 guests
Average Price:
$694
30% More
than normal
AirDNA Score: 50
$913/night
Poinciana Paradise - Group Rental
2 beds
2 baths
6 guests
Average Price:
$1015
10% Cheaper
than normal
AirDNA Score: 50
$558/night
Old Town Condo with Private Hot Tub & Shared Pool - Walk to Duval Street
2 beds
2.5 baths
6 guests
Average Price:
$686
19% Cheaper
than normal
AirDNA Score: 50
$220/night
Bright Condo with Homey Feel, Entertainment & Private Parking - Beach Nearby
1 bed
1 bath
4 guests
Average Price:
$317
31% Cheaper
than normal
AirDNA Score: 49
$550/night
Key West Conch Style Condo
2 beds
1 bath
4 guests
Average Price:
$498
10% More
than normal
AirDNA Score: 49
$1101/night
Dog-friendly home w/ private pool - walk to the beach and restaurants!
3 beds
2.5 baths
8 guests
Average Price:
$1073
3% More
than normal
AirDNA Score: 49
$978/night
Lovely Dog-Friendly Home w/ Guest Cottage - Great Location, Private Pool
3 beds
3 baths
8 guests
Average Price:
$1128
13% Cheaper
than normal
AirDNA Score: 48
$399/night
Key West Suites #203
studio
1 bath
6 guests
Average Price:
$411
3% Cheaper
than normal
AirDNA Score: 48
$158/night
Studio Condo w/ Entertainment, Full Kitchen & Private Parking - Central Location
studio
1 bath
2 guests
Average Price:
$279
43% Cheaper
than normal
AirDNA Score: 47
$150/night
Southern Cross - 32 ft sailboat, beautiful marina
1 bed
1 bath
3 guests
Average Price:
$310
52% Cheaper
than normal
AirDNA Score: 47
$395/night
Sail Boat Catamaran/House Boat/ Key west
3 beds
3 baths
6 guests
Average Price:
$436
9% Cheaper
than normal
AirDNA Score: 46
$384/night
Beautiful top-floor room in historic inn w/ a shared pool & a semi-private deck!
studio
1 bath
2 guests
Average Price:
$272
41% More
than normal
AirDNA Score: 45
$345/night
Studio condo w/ shared courtyard & pool - walk to everything - dogs welcome!
studio
1 bath
2 guests
Average Price:
$219
58% More
than normal
AirDNA Score: 45
$452/night
Ocean Hideaway on the Atlantic A206
2 beds
2 baths
6 guests
Average Price:
$495
9% Cheaper
than normal
AirDNA Score: 44
$736/night
Duval Dream Loft // Private Balcony in the Hub of Downtown Key West
2 beds
1 bath
8 guests
Average Price:
$737
0% Cheaper
than normal
AirDNA Score: 44
$395/night
Key West Downtown Treasure #2
2 beds
1 bath
4 guests
Average Price:
$504
22% Cheaper
than normal
AirDNA Score: 44
$401/night
A BAREFOOT RETREAT Tropical Condo, Truman Annex, Shared Pool, Walk to Duval
2 beds
1 bath
4 guests
Average Price:
$383
5% More
than normal
AirDNA Score: 44
$334/night
PARADISE PLACE Cozy & Romantic, Pet Friendly Condo, Dipping Pool + Grill
1 bed
1 bath
4 guests
Average Price:
$328
2% More
than normal
AirDNA Score: 43
$427/night
LINGER LONGER Private Condo, Steps to Pool, Family Friendly, Walk to Duval!
2 beds
1.5 baths
5 guests
Average Price:
$440
3% Cheaper
than normal
AirDNA Score: 43
$751/night
**BAHAMIAN BAMBOO @ THE ANNEX** Chic Home By Duval & Beach + LAST KEY SERVICES...
3 beds
3 baths
6 guests
Average Price:
$1322
43% Cheaper
than normal
AirDNA Score: 43
$331/night
Dog-friendly studio in historic building w/ shared pool - beach nearby!
studio
1 bath
2 guests
Average Price:
$225
47% More
than normal
AirDNA Score: 43
$332/night
Comfortable, dog-friendly studio w/ shared pool, patio & nearby beach access!
studio
1 bath
2 guests
Average Price:
$223
49% More
than normal
AirDNA Score: 43
$325/night
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
2 beds
2 baths
6 guests
Average Price:
$425
24% Cheaper
than normal
AirDNA Score: 43
$330/night
Family Friendly - Shared Pool, Hot Tub, Tennis, Parking, Full Kitchen - Dogs OK
2 beds
2 baths
6 guests
Average Price:
$426
23% Cheaper
than normal
AirDNA Score: 43
$334/night
Lovely Condo w/ Pool & Hot Tub, Right by the Beach - Family Friendly, Dogs OK
2 beds
2 baths
6 guests
Average Price:
$405
18% Cheaper
than normal
AirDNA Score: 43
$1199/night
**AVALYNN HOUSE @ THE ANNEX** Lush Home by Beach & Duval + LAST KEY SERVICES...
5 beds
3.5 baths
8 guests
Average Price:
$2339
49% Cheaper
than normal
AirDNA Score: 43
$382/night
Gorgeous condo w/ scenic views, shared pool & hot tub, balcony, & parking!
2 beds
2 baths
4 guests
Average Price:
$327
17% More
than normal
AirDNA Score: 43
$376/night
Great for families! Cozy condo with private patio, shared pool & hot tub!
2 beds
2 baths
6 guests
Average Price:
$349
8% More
than normal
AirDNA Score: 43
$327/night
Cozy studio condo w/ shared pool & courtyard - easy beach access! Dogs OK!
studio
1 bath
2 guests
Average Price:
$227
44% More
than normal
AirDNA Score: 43
$232/night
Stylish Dog-Friendly Condo with Balcony - In Heart of the Historic District
1 bed
1 bath
4 guests
Average Price:
$388
40% Cheaper
than normal
AirDNA Score: 43
$318/night
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
2 beds
2 baths
6 guests
Average Price:
$413
23% Cheaper
than normal
AirDNA Score: 43
$321/night
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking
2 beds
2 baths
6 guests
Average Price:
$448
28% Cheaper
than normal
AirDNA Score: 43
$331/night
Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views
2 beds
2 baths
6 guests
Average Price:
$408
19% Cheaper
than normal
AirDNA Score: 43
$331/night
Cozy Dog-Friendly Condo w/ Shared Pool, Hot Tub, Private Deck & Parking
2 beds
2 baths
6 guests
Average Price:
$435
24% Cheaper
than normal
AirDNA Score: 43
$326/night
Tropical Getaway with Private Balcony, Shared Pool & Hot Tub - Dogs OK
2 beds
2 baths
6 guests
Average Price:
$405
20% Cheaper
than normal
AirDNA Score: 43
$552/night
Historic, dog-friendly cottage in the heart of Key West w/ private hot tub
2 beds
1 bath
6 guests
Average Price:
$340
62% More
than normal