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: 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
$220/night

Modern studio half block from Duval with parking

1 bed
1 bath
2 guests
Average Price:  
$273
19% Cheaper
than normal
AirDNA Score: 79
$195/night

Old Town - Room Opens to Pool and Garden

1 bed
1 bath
2 guests
Average Price:  
$286
32% Cheaper
than normal
AirDNA Score: 79
$796/night

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

2 beds
1 bath
8 guests
Average Price:  
$725
10% More
than normal
AirDNA Score: 75
$200/night

Duval St Apartment w/ Balcony w/parking Adult Only

1 bed
1 bath
3 guests
Average Price:  
$431
54% Cheaper
than normal
AirDNA Score: 75
$318/night

Beautiful 43'' yachtfish in friendly quaint marina

4 beds
2 baths
6 guests
Average Price:  
$348
9% Cheaper
than normal
AirDNA Score: 74
$1082/night

Absolutely Paradise, so why look any further

3 beds
2.5 baths
8 guests
Average Price:  
$1292
16% Cheaper
than normal
AirDNA Score: 74
$1056/night

A Royal Escape in Key West

3 beds
3 baths
10 guests
Average Price:  
$1366
23% Cheaper
than normal
AirDNA Score: 73
$957/night

Windsor Townhomes #6

3 beds
3.5 baths
6 guests
Average Price:  
$1400
32% Cheaper
than normal
AirDNA Score: 73
$531/night

Darling of Duval @ Old Town - Adorable Cottage

2 beds
2 baths
4 guests
Average Price:  
$622
15% Cheaper
than normal
AirDNA Score: 73
$422/night

The Collins on Duval by Brightwild

2 beds
1 bath
10 guests
Average Price:  
$796
47% 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
$995/night

Casa Loca

3 beds
2.5 baths
8 guests
Average Price:  
$1408
29% Cheaper
than normal
AirDNA Score: 72
$436/night

A Place In Paradise by AvantStay | Week-Long Stays

2 beds
2.5 baths
6 guests
Average Price:  
$422
3% More
than normal
AirDNA Score: 72
$275/night

Beautiful 45ft sailboat. 1 mile from Duval St.

2 beds
1.5 baths
4 guests
Average Price:  
$309
11% Cheaper
than normal
AirDNA Score: 72
$611/night

Blue Moonshine upgrades throughout modern finishes

2 beds
2 baths
6 guests
Average Price:  
$273
124% 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: 72
$346/night

Shipyard Treasure by AvantStay | Week-Long Stays

2 beds
1 bath
4 guests
Average Price:  
$494
30% Cheaper
than normal
AirDNA Score: 71
$443/night

Mellow Macaw @ Old Town - Cozy Condo

2 beds
1 bath
6 guests
Average Price:  
$463
4% Cheaper
than normal
AirDNA Score: 71
$405/night

The Bartlum | Luxury Studio In Prime Location!

1 bed
1 bath
4 guests
Average Price:  
$448
10% Cheaper
than normal
AirDNA Score: 71
$249/night

The Green House ❀ Sunrise

1 bed
1 bath
4 guests
Average Price:  
$328
24% 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
$559/night

Old Town Suites - 2 Bedroom Suite

2 beds
1 bath
6 guests
Average Price:  
$555
1% More
than normal
AirDNA Score: 71
$119/night

Duval Balcony Spanky's Retreat

1 bed
1 bath
4 guests
Average Price:  
$333
64% Cheaper
than normal
AirDNA Score: 69
$449/night

Charming Key West Vacation Rental 2 Bedroom

2 beds
2.5 baths
7 guests
Average Price:  
$397
13% More
than normal
AirDNA Score: 69
$432/night

Paradise on Porter

2 beds
2.5 baths
4 guests
Average Price:  
$702
38% Cheaper
than normal
AirDNA Score: 69
$359/night

McCartney's Manor - Deluxe K Suite W/Pvt. Spa!

studio
1 bath
2 guests
Average Price:  
$447
20% Cheaper
than normal
AirDNA Score: 68
$433/night

Key West On My Mind, Ocean Views, Renovated Kitche

2 beds
2 baths
6 guests
Average Price:  
$418
4% More
than normal
AirDNA Score: 68
$535/night

Fleming-O

studio
0 bath
6 guests
Average Price:  
$747
28% Cheaper
than normal
AirDNA Score: 67
$803/night

Windsor Townhomes #5 with Private Pool

3 beds
3.5 baths
6 guests
Average Price:  
$1368
41% Cheaper
than normal
AirDNA Score: 66
$120/night

Happy Harbor Walk Apartment • Old Town

1 bed
1 bath
2 guests
Average Price:  
$168
29% Cheaper
than normal
AirDNA Score: 65
$799/night

Windsor Townhomes #4

3 beds
3.5 baths
6 guests
Average Price:  
$1354
41% 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
$183/night

The Green House ❀ Garden

1 bed
1 bath
4 guests
Average Price:  
$327
44% Cheaper
than normal
AirDNA Score: 64
$212/night

Nassau Suite just steps to Duval Tropical oasis q

1 bed
1 bath
4 guests
Average Price:  
$260
18% Cheaper
than normal
AirDNA Score: 64
$307/night

La Casa De Luna near the Southernmost Point

1 bed
1 bath
4 guests
Average Price:  
$477
36% Cheaper
than normal
AirDNA Score: 64
$210/night

Duval Balcony - Street Suite

studio
1 bath
2 guests
Average Price:  
$331
37% Cheaper
than normal
AirDNA Score: 63
$552/night

Atlantic Paradise Found modern luxury Best pool in

2 beds
2 baths
6 guests
Average Price:  
$555
1% Cheaper
than normal
AirDNA Score: 63
$414/night

Treetop Studio @ the Eyebrow House

1 bed
1 bath
4 guests
Average Price:  
$543
24% Cheaper
than normal
AirDNA Score: 61
$550/night

La Casa Cubana @ Cuban Club Suites

1 bed
1.5 baths
6 guests
Average Price:  
$634
13% Cheaper
than normal
AirDNA Score: 61
$532/night

Thalia's Retreat in Duval Square

studio
0 bath
6 guests
Average Price:  
$816
35% Cheaper
than normal
AirDNA Score: 60
$193/night

Dog Friendly 1BR | Pool | Easy Beach Access

1 bed
1.5 baths
4 guests
Average Price:  
$337
43% Cheaper
than normal
AirDNA Score: 56
$576/night

Downtown 2BR | Balcony

2 beds
2.5 baths
6 guests
Average Price:  
$635
9% Cheaper
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
$373/night

Casa Atlantica: Overlooking the Atlantic shoreline

1 bed
1 bath
2 guests
Average Price:  
$386
3% Cheaper
than normal
AirDNA Score: 55
$185/night

Studio Apartment in Friendly Marina

studio
1 bath
2 guests
Average Price:  
$201
8% Cheaper
than normal
AirDNA Score: 55
$514/night

Cuban Paradise @ Cuban Club

2 beds
2 baths
6 guests
Average Price:  
$856
40% Cheaper
than normal
AirDNA Score: 55
$420/night

Duval Square Retreat: A beautiful condo

2 beds
2.5 baths
4 guests
Average Price:  
$480
12% Cheaper
than normal
AirDNA Score: 54
$415/night

Hemingways Atlantic Retreat overlooks Smathers Bea

2 beds
2 baths
6 guests
Average Price:  
$490
15% Cheaper
than normal
AirDNA Score: 52
$121/night

Queen Studio

studio
1 bath
2 guests
Average Price:  
$233
48% Cheaper
than normal
AirDNA Score: 51
$714/night

Tropical Dreaming by AvantStay | 4 Blocks to Beach

2 beds
2.5 baths
6 guests
Average Price:  
$729
2% Cheaper
than normal
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
$649/night

Margaret Truman Suite ~ Walk To Duval Street

2 beds
1 bath
5 guests
Average Price:  
$357
82% 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
$2958/night

The Truman Suites ~ Perfect Place For Wedding Grp

7 beds
5 baths
16 guests
Average Price:  
$1559
90% More
than normal
AirDNA Score: 49
$363/night

La Casa de Luces

2 beds
2 baths
6 guests
Average Price:  
$654
44% 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
$535/night

Top floor Ocean Views, Spacious 2 Bedroom Condo, V

2 beds
2 baths
6 guests
Average Price:  
$257
108% More
than normal
AirDNA Score: 48
$428/night

Central location Studio 1st-Floor | Deck

studio
1 bath
2 guests
Average Price:  
$285
50% More
than normal
AirDNA Score: 47
$1966/night

Real World MTV House Key West - 18 to 22 guests

10 beds
5.5 baths
16 guests
Average Price:  
$3152
38% Cheaper
than normal
AirDNA Score: 44
$77/night

Sunny 1BR 2nd-Floor | Balcony | Washer/Dryer

1 bed
1 bath
4 guests
Average Price:  
$380
80% Cheaper
than normal
AirDNA Score: 44
$302/night

Duval Dream Loft by Brightwild | Right on Duval!

2 beds
1 bath
8 guests
Average Price:  
$781
61% Cheaper
than normal
AirDNA Score: 44
$325/night

Key West Downtown Treasure #2

2 beds
1 bath
4 guests
Average Price:  
$487
33% Cheaper
than normal
AirDNA Score: 44
$586/night

Eyebrow Suite @ Eyebrow House

2 beds
1.5 baths
4 guests
Average Price:  
$747
22% Cheaper
than normal
AirDNA Score: 44
$452/night

Caribbean Conch 5 Minutes to Smathers Beach & 10 m

2 beds
2 baths
6 guests
Average Price:  
$249
82% More
than normal
AirDNA Score: 44
$372/night

Frost Free in Cayo Hueso

2 beds
2 baths
6 guests
Average Price:  
$261
43% More
than normal
AirDNA Score: 43
$345/night

Sunny 2BR 2nd-Floor | Balcony | Pool

2 beds
2 baths
4 guests
Average Price:  
$355
3% Cheaper
than normal
AirDNA Score: 43
$253/night

Suite | Walk to Beach | Hot Tub | Dog Friendly

1 bed
1 bath
4 guests
Average Price:  
$302
16% Cheaper
than normal
AirDNA Score: 43
$275/night

2BR Condo | Pool | Hot Tub | Dog Friendly | Tennis

2 beds
2 baths
6 guests
Average Price:  
$358
23% Cheaper
than normal
AirDNA Score: 43
$388/night

Sunrise Suites Condo with Balcony - Shared Pool,

2 beds
2 baths
6 guests
Average Price:  
$446
13% 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
$245/night

Y Knot Charters - a superb charter

2 beds
1 bath
6 guests
Average Price:  
$254
4% Cheaper
than normal
AirDNA Score: 42
$400/night

2BR Getaway | Pool Hot tub | Explore Key West

2 beds
2 baths
4 guests
Average Price:  
$380
5% More
than normal
AirDNA Score: 42
$247/night

Serene Suite | Hot Tub | Dog-Friendly | Walkable

1 bed
1 bath
4 guests
Average Price:  
$347
29% Cheaper
than normal
AirDNA Score: 42
$220/night

2BR Gem | Pool | Hot Tub | Tennis | Dog Friendly

2 beds
2 baths
6 guests
Average Price:  
$319
31% Cheaper
than normal
AirDNA Score: 41
$384/night

Sunny 1BR | Deck | Pool | Kitchenette| W/D

1 bed
1 bath
2 guests
Average Price:  
$410
6% Cheaper
than normal
AirDNA Score: 41
$206/night

#204 Key West Suites

studio
1 bath
6 guests
Average Price:  
$373
45% 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
$1135/night

Historic Key West - Main House - Sleeps 8

4 beds
1.5 baths
8 guests
Average Price:  
$1797
37% Cheaper
than normal
AirDNA Score: 39
$550/night

Coral Villa by AvantStay| Close 2 DT Key West!

3 beds
3 baths
8 guests
Average Price:  
$321
71% More
than normal
AirDNA Score: 39
$354/night

Lovely 2BR | Pool | Hot Tub| Tennis | Dog Friendly

2 beds
2 baths
6 guests
Average Price:  
$425
17% Cheaper
than normal
AirDNA Score: 37
$478/night

Bess Truman Suite ~ Luxury Suite Steps to Duval

1 bed
1 bath
3 guests
Average Price:  
$279
71% More
than normal
AirDNA Score: 37
$196/night

Key West House Rental w/ Pool & Boat Dock

3 beds
2 baths
6 guests
Average Price:  
$333
41% Cheaper
than normal
AirDNA Score: 37
$498/night

Duval Breeze by AvantStay | Week-Long Stays

2 beds
2.5 baths
6 guests
Average Price:  
$608
18% Cheaper
than normal
AirDNA Score: 37
$266/night

Tropical 1BR Gem | Hot Tub | Pool | Washer/dryer

1 bed
1 bath
4 guests
Average Price:  
$339
22% Cheaper
than normal
AirDNA Score: 36
$654/night

Comfy Suite | Patio | Kitchenette

1 bed
1 bath
4 guests
Average Price:  
$350
87% More
than normal
AirDNA Score: 36
$405/night

Harvey's Haven Studio at the Hollinsed House

1 bed
1 bath
2 guests
Average Price:  
$475
15% Cheaper
than normal
AirDNA Score: 36
$350/night

The Elizabeth Suite at the Bayview House Unit 1

1 bed
1 bath
4 guests
Average Price:  
$308
14% More
than normal
AirDNA Score: 36
$414/night

Renovated 2BR 3rd-Floor | Balcony | Pool

2 beds
2 baths
6 guests
Average Price:  
$476
13% Cheaper
than normal
AirDNA Score: 36
$564/night

Affordable Beachfront Luxury Condo Sleeps 6

2 beds
2 baths
6 guests
Average Price:  
$590
4% Cheaper
than normal
AirDNA Score: 34
$663/night

Spacious 3BR | Pool | Balcony | W/D

3 beds
2 baths
6 guests
Average Price:  
$803
17% Cheaper
than normal
AirDNA Score: 33
$638/night

Harry Truman Suite ~ Walk To Duval Street

2 beds
1 bath
5 guests
Average Price:  
$359
78% More
than normal
AirDNA Score: 31
$225/night

Historic Suite | Patio | Kitchenette

1 bed
1 bath
4 guests
Average Price:  
$329
32% Cheaper
than normal
AirDNA Score: 31
$114/night

2BR | Full Kitchen | Walkable | Near Beach

2 beds
1 bath
4 guests
Average Price:  
$456
75% Cheaper
than normal
AirDNA Score: 31
$424/night

Casabella @ Duval Square

2 beds
2.5 baths
6 guests
Average Price:  
$448
5% Cheaper
than normal
AirDNA Score: 30
$534/night

Martha Truman Suite ~ Walk To Duval Street

1 bed
1 bath
3 guests
Average Price:  
$272
96% More
than normal
AirDNA Score: 29
$249/night

Spacious Dog-friendly Suite | Hot Tubs | Patio

1 bed
1 bath
4 guests
Average Price:  
$337
26% Cheaper
than normal
AirDNA Score: 29
$471/night

Charming 2BR | Hot Tub | Deck | W/D

2 beds
1 bath
6 guests
Average Price:  
$515
9% Cheaper
than normal
AirDNA Score: 29
$614/night

Key West Sunset Suite and Suite Dreams Inn

2 beds
1 bath
6 guests
Average Price:  
$810
24% Cheaper
than normal
AirDNA Score: 29
$157/night

Key West Morning reflections, Balmy Ocean Breezes,

2 beds
2 baths
4 guests
Average Price:  
$105
50% More
than normal