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
$499/night
Sparklng clean, renovated, beautiful, and spacious
3 beds
3 baths
8 guests
Average Price:
$601
17% Cheaper
than normal
AirDNA Score: 79
$269/night
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
studio
1 bath
4 guests
Average Price:
$447
40% Cheaper
than normal
AirDNA Score: 79
$325/night
Condo in Coral Hammock A Private Key West Retreat
2 beds
2.5 baths
7 guests
Average Price:
$398
18% Cheaper
than normal
AirDNA Score: 79
$750/night
ALL INCLUSIVE! Snorkel/Sail/Spear Fish/Fishing/Fun
2 beds
1.5 baths
6 guests
Average Price:
$759
1% Cheaper
than normal
AirDNA Score: 79
$892/night
Duval St. Duplex w/Balcony W/ Parking (Adult Only)
2 beds
1 bath
8 guests
Average Price:
$725
23% More
than normal
AirDNA Score: 79
$185/night
Modern studio half block from Duval with parking
1 bed
1 bath
2 guests
Average Price:
$273
32% Cheaper
than normal
AirDNA Score: 78
$1325/night
AirDNA Score: 77
$688/night
Mango Cottage, a charming Key West home ready for
studio
0 bath
6 guests
Average Price:
$836
18% Cheaper
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: 74
$939/night
A Royal Escape in Key West
3 beds
3 baths
10 guests
Average Price:
$1366
31% Cheaper
than normal
AirDNA Score: 74
$521/night
Coral Palm by AvantStay | Mins From DT Key West
3 beds
3 baths
6 guests
Average Price:
$666
22% Cheaper
than normal
AirDNA Score: 73
$400/night
The Collins on Duval by Brightwild
2 beds
1 bath
10 guests
Average Price:
$796
50% Cheaper
than normal
AirDNA Score: 73
$793/night
Windsor Townhomes #3
3 beds
3.5 baths
6 guests
Average Price:
$1355
41% Cheaper
than normal
AirDNA Score: 73
$538/night
Banana Blossoms @ The Annex - Lush Villa
2 beds
2.5 baths
6 guests
Average Price:
$572
6% Cheaper
than normal
AirDNA Score: 72
$1066/night
AirDNA Score: 72
$316/night
Key West Houseboat Paradise
1 bed
1 bath
4 guests
Average Price:
$335
6% Cheaper
than normal
AirDNA Score: 72
$313/night
Beautiful 45ft sailboat. 1 mile from Duval St.
2 beds
1.5 baths
4 guests
Average Price:
$309
1% More
than normal
AirDNA Score: 72
$321/night
Island Style - the only way to vacation!
1 bed
1 bath
4 guests
Average Price:
$439
27% Cheaper
than normal
AirDNA Score: 72
$380/night
Blue Moonshine upgrades throughout modern finishes
2 beds
2 baths
6 guests
Average Price:
$273
39% More
than normal
AirDNA Score: 72
$397/night
Truman's Hideaway by AvantStay | Week-Long Stays
2 beds
2 baths
5 guests
Average Price:
$349
14% More
than normal
AirDNA Score: 71
$271/night
AirDNA Score: 71
$171/night
Studio Blu - Key West, FL - Hip Studio in Old Town
1 bed
1 bath
2 guests
Average Price:
$291
41% Cheaper
than normal
AirDNA Score: 71
$622/night
Honeymoon Hideaway, King bed, Private Deck & Spa!
studio
1 bath
2 guests
Average Price:
$442
41% More
than normal
AirDNA Score: 71
$240/night
Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
1 bed
1 bath
2 guests
Average Price:
$303
21% Cheaper
than normal
AirDNA Score: 71
$469/night
Southernmost Palms @ The Annex - Villa Near Duval
2 beds
2.5 baths
6 guests
Average Price:
$519
10% Cheaper
than normal
AirDNA Score: 71
$139/night
The Green House ❀ Sunset
1 bed
1 bath
4 guests
Average Price:
$331
58% Cheaper
than normal
AirDNA Score: 71
$406/night
Mellow Macaw @ Old Town - Cozy Condo
2 beds
1 bath
6 guests
Average Price:
$463
12% Cheaper
than normal
AirDNA Score: 71
$294/night
The Green House ❀ Sunrise
1 bed
1 bath
4 guests
Average Price:
$328
10% Cheaper
than normal
AirDNA Score: 71
$125/night
AirDNA Score: 71
$527/night
*Sparkling new kitchen* 3 bedroom/3 bath home.
3 beds
3 baths
6 guests
Average Price:
$551
4% Cheaper
than normal
AirDNA Score: 71
$971/night
MERMAID COVE- Funky Getaway on Duval
4 beds
4 baths
10 guests
Average Price:
$1163
17% Cheaper
than normal
AirDNA Score: 71
$589/night
Old Town Suites - 2 Bedroom Suite
2 beds
1 bath
6 guests
Average Price:
$555
6% More
than normal
AirDNA Score: 71
$337/night
Moonlight Paradise Upgraded Family oasis Tropical
2 beds
2 baths
6 guests
Average Price:
$258
31% More
than normal
AirDNA Score: 71
$470/night
Coral Hammock Poolside Home 3 bdrm 3 bath10 minute
3 beds
3 baths
8 guests
Average Price:
$241
95% More
than normal
AirDNA Score: 71
$191/night
The Bartlum | Luxury Studio In Prime Location!
1 bed
1 bath
4 guests
Average Price:
$448
57% Cheaper
than normal
AirDNA Score: 71
$375/night
Charming Key West Vacation Rental 3bedrm/3bath
3 beds
3 baths
7 guests
Average Price:
$461
19% Cheaper
than normal
AirDNA Score: 71
$436/night
Orange Blossom one half block off World Famous Duv
1 bed
1 bath
4 guests
Average Price:
$485
10% Cheaper
than normal
AirDNA Score: 70
$1450/night
AirDNA Score: 69
$460/night
Paradise on Porter
2 beds
2.5 baths
4 guests
Average Price:
$702
34% Cheaper
than normal
AirDNA Score: 69
$371/night
McCartney's Manor - Deluxe K Suite W/Pvt. Spa!
studio
1 bath
2 guests
Average Price:
$447
17% Cheaper
than normal
AirDNA Score: 68
$594/night
AirDNA Score: 68
$318/night
Hidden Oasis @ the Colony ~ Great location
studio
0 bath
4 guests
Average Price:
$493
35% Cheaper
than normal
AirDNA Score: 67
$787/night
Windsor Townhomes #5 with Private Pool
3 beds
3.5 baths
6 guests
Average Price:
$1368
42% Cheaper
than normal
AirDNA Score: 66
$115/night
Happy Harbor Walk Apartment • Old Town
1 bed
1 bath
2 guests
Average Price:
$168
32% Cheaper
than normal
AirDNA Score: 66
$479/night
Luxury Private Home w/ Heated Pool in Key West
4 beds
3 baths
10 guests
Average Price:
$378
27% More
than normal
AirDNA Score: 65
$599/night
Casa Cristol - Family Friendly Classic KW Charm
3 beds
3 baths
6 guests
Average Price:
$684
12% Cheaper
than normal
AirDNA Score: 65
$200/night
Caribbean Cottage - 2BR/2BA Sleeps 6, Heated Pools
2 beds
2 baths
6 guests
Average Price:
$463
57% Cheaper
than normal
AirDNA Score: 64
$277/night
La Casa De Luna near the Southernmost Point
1 bed
1 bath
4 guests
Average Price:
$477
42% Cheaper
than normal
AirDNA Score: 64
$139/night
Key West - Sunset ❀ The Green House
1 bed
1 bath
4 guests
Average Price:
$322
57% Cheaper
than normal
AirDNA Score: 64
$300/night
Grand Marina Suite by Brightwild | Waterfront
2 beds
2.5 baths
6 guests
Average Price:
$663
55% Cheaper
than normal
AirDNA Score: 63
$361/night
Treetop Studio @ the Eyebrow House
1 bed
1 bath
4 guests
Average Price:
$543
34% Cheaper
than normal
AirDNA Score: 58
$2191/night
Multi-home 6BR tropical paradise with large pool
6 beds
6.5 baths
16 guests
Average Price:
$2851
23% Cheaper
than normal
AirDNA Score: 58
$511/night
Elegant 2BR with patio & pool - walk to beaches
2 beds
2.5 baths
4 guests
Average Price:
$388
32% More
than normal
AirDNA Score: 57
$459/night
Key Wes't Best- Upgraded condo 5 mins to Smathers
2 beds
2 baths
6 guests
Average Price:
$308
49% More
than normal
AirDNA Score: 57
$388/night
Tranquility by Smathers and 10 minute bike downtow
2 beds
2 baths
6 guests
Average Price:
$264
47% More
than normal
AirDNA Score: 56
$380/night
Our Nautical Home in Key West is available for ama
2 beds
2 baths
6 guests
Average Price:
$397
4% Cheaper
than normal
AirDNA Score: 56
$371/night
Casa Atlantica: Overlooking the Atlantic shoreline
1 bed
1 bath
2 guests
Average Price:
$386
4% Cheaper
than normal
AirDNA Score: 56
$613/night
Downtown 2BR | Balcony
2 beds
2.5 baths
6 guests
Average Price:
$635
3% Cheaper
than normal
AirDNA Score: 55
$489/night
Namaste: A blissful one bedroom cottage
1 bed
2 baths
2 guests
Average Price:
$498
2% Cheaper
than normal
AirDNA Score: 55
$497/night
Cuban Paradise @ Cuban Club
2 beds
2 baths
6 guests
Average Price:
$856
42% Cheaper
than normal
AirDNA Score: 55
$392/night
Duval Square Retreat: A beautiful condo
2 beds
2.5 baths
4 guests
Average Price:
$480
18% Cheaper
than normal
AirDNA Score: 52
$1135/night
Casa Margarita - Steps to the historic seaport
3 beds
3 baths
8 guests
Average Price:
$1462
22% Cheaper
than normal
AirDNA Score: 52
$457/night
Stay at Hidden Treasure for a relaxing vacation!
studio
0 bath
6 guests
Average Price:
$778
41% Cheaper
than normal
AirDNA Score: 52
$316/night
Key West Charming by AvantStay | Week-Long Stays
2 beds
1 bath
4 guests
Average Price:
$409
23% Cheaper
than normal
AirDNA Score: 52
$171/night
AirDNA Score: 51
$420/night
A Touch of Bermuda in Key West
2 beds
2 baths
4 guests
Average Price:
$409
3% More
than normal
AirDNA Score: 51
$707/night
Margaret Truman Suite ~ Walk To Duval Street
2 beds
1 bath
5 guests
Average Price:
$357
98% More
than normal
AirDNA Score: 51
$763/night
Duval Square Courtyard Condo in Old Town
3 beds
2 baths
8 guests
Average Price:
$559
36% More
than normal
AirDNA Score: 50
$850/night
Old Town's Most Luxurious Compound
6 beds
6.5 baths
12 guests
Average Price:
$970
12% Cheaper
than normal
AirDNA Score: 50
$3123/night
The Truman Suites ~ Perfect Place For Wedding Grp
7 beds
5 baths
16 guests
Average Price:
$1559
100% More
than normal
AirDNA Score: 50
$323/night
Sunrise Suite 203
2 beds
2 baths
6 guests
Average Price:
$534
40% Cheaper
than normal
AirDNA Score: 49
$118/night
La Casa de Luces
2 beds
2 baths
6 guests
Average Price:
$654
82% Cheaper
than normal
AirDNA Score: 49
$702/night
Lovely dog-friendly 3BR with private pool
3 beds
3 baths
8 guests
Average Price:
$914
23% Cheaper
than normal
AirDNA Score: 49
$455/night
Shelley's Rooftop Hideaway
2 beds
2.5 baths
4 guests
Average Price:
$605
25% Cheaper
than normal
AirDNA Score: 48
$325/night
AirDNA Score: 48
$446/night
Top floor Ocean Views, Spacious 2 Bedroom Condo, V
2 beds
2 baths
6 guests
Average Price:
$257
74% More
than normal
AirDNA Score: 48
$407/night
Secret Courtyard Cottage
2 beds
2 baths
4 guests
Average Price:
$727
44% Cheaper
than normal
AirDNA Score: 48
$420/night
Central location Studio 1st-Floor | Deck
studio
1 bath
2 guests
Average Price:
$285
47% More
than normal
AirDNA Score: 47
$1618/night
Real World MTV House Key West - 18 to 22 guests
10 beds
5.5 baths
16 guests
Average Price:
$3152
49% Cheaper
than normal
AirDNA Score: 46
$300/night
Porchside Paradise @ Conch Republic Cottages
1 bed
1 bath
4 guests
Average Price:
$422
29% Cheaper
than normal
AirDNA Score: 46
$478/night
Southard Comfort ~ Feel The Key West Vibe
3 beds
2.5 baths
6 guests
Average Price:
$1012
53% Cheaper
than normal
AirDNA Score: 45
$297/night
Orchid Suite @ the Old Town Villas, steps from
studio
0 bath
4 guests
Average Price:
$540
45% Cheaper
than normal
AirDNA Score: 44
$345/night
Duval Dream Loft by Brightwild | Right on Duval!
2 beds
1 bath
8 guests
Average Price:
$781
56% Cheaper
than normal
AirDNA Score: 44
$68/night
Sunny 1BR 2nd-Floor | Balcony | Washer/Dryer
1 bed
1 bath
4 guests
Average Price:
$380
82% Cheaper
than normal
AirDNA Score: 44
$584/night
Eyebrow Suite @ Eyebrow House
2 beds
1.5 baths
4 guests
Average Price:
$747
22% Cheaper
than normal
AirDNA Score: 44
$375/night
Frost Free in Cayo Hueso
2 beds
2 baths
6 guests
Average Price:
$261
44% More
than normal
AirDNA Score: 43
$346/night
Sunny 2BR 2nd-Floor | Balcony | Pool
2 beds
2 baths
4 guests
Average Price:
$355
3% Cheaper
than normal
AirDNA Score: 43
$258/night
2BR Condo | Pool | Hot Tub | Dog Friendly | Tennis
2 beds
2 baths
6 guests
Average Price:
$358
28% Cheaper
than normal
AirDNA Score: 43
$222/night
3BR | Pool | Balcony | Gym | Gated Community
3 beds
3 baths
6 guests
Average Price:
$474
53% Cheaper
than normal
AirDNA Score: 43
$245/night
Y Knot Charters - a superb charter
2 beds
1 bath
6 guests
Average Price:
$254
4% Cheaper
than normal
AirDNA Score: 43
$342/night
Sunrise Suites Condo with Balcony - Shared Pool,
2 beds
2 baths
6 guests
Average Price:
$446
23% Cheaper
than normal
AirDNA Score: 43
$99/night
Small furnished efficiency, walk to Duval St.
studio
1 bath
1 guest
Average Price:
$110
10% Cheaper
than normal
AirDNA Score: 43
$270/night
Updated 2BR 1st-Floor | Balcony | Pool
2 beds
2 baths
6 guests
Average Price:
$347
22% Cheaper
than normal
AirDNA Score: 43
$214/night
Suite | Walk to Beach | Hot Tub | Dog Friendly
1 bed
1 bath
4 guests
Average Price:
$302
29% Cheaper
than normal
AirDNA Score: 43
$342/night
Luxury 2/2 1/2- Parking, Bikes, WI-FI, Big Pool
2 beds
2.5 baths
6 guests
Average Price:
$468
27% Cheaper
than normal
AirDNA Score: 42
$403/night
2BR Getaway | Pool Hot tub | Explore Key West
2 beds
2 baths
4 guests
Average Price:
$380
6% More
than normal
AirDNA Score: 42
$234/night
Charming 2BR | Deck | Great In-Town Location
2 beds
2 baths
6 guests
Average Price:
$272
14% Cheaper
than normal
AirDNA Score: 41
$395/night
Sunny 1BR | Deck | Pool | Kitchenette| W/D
1 bed
1 bath
2 guests
Average Price:
$410
4% Cheaper
than normal
AirDNA Score: 40
$350/night
The Fleming Suite at the Bayview House
1 bed
1 bath
4 guests
Average Price:
$308
14% More
than normal
AirDNA Score: 39
$1095/night
Historic Key West - Main House - Sleeps 8
4 beds
1.5 baths
8 guests
Average Price:
$1797
39% Cheaper
than normal