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
$635/night

Hidden Beach Duplex, Best Place in Key West

1 bed
1.5 baths
2 guests
Average Price:  
$539
18% More
than normal
AirDNA Score: 79
$1297/night

Multi-day Catamaran Sailing Experience up to 6!

3 beds
3 baths
6 guests
Average Price:  
$1229
6% More
than normal
AirDNA Score: 79
$218/night

Private Key West 2 Bedroom Cottage

2 beds
2 baths
6 guests
Average Price:  
$445
51% 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:  
$604
16% More
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:  
$342
5% Cheaper
than normal
AirDNA Score: 79
$139/night

Modern studio half block from Duval with parking

studio
1 bath
2 guests
Average Price:  
$278
50% Cheaper
than normal
AirDNA Score: 79
$428/night

Sunset Suite-2 BR, Sleeps 6 w/Q sl. sofa, Spa!

2 beds
1.5 baths
6 guests
Average Price:  
$638
33% Cheaper
than normal
AirDNA Score: 79
$185/night

STAY, SPLASH, PLAY! Good memories here

2 beds
0 bath
2 guests
Average Price:  
$212
13% Cheaper
than normal
AirDNA Score: 79
$289/night

Duval Street Duplex w/ Balcony and Parking

2 beds
1 bath
8 guests
Average Price:  
$738
61% Cheaper
than normal
AirDNA Score: 78
$449/night

Key West Beachside 1400sf, 2 Bedroom Condo

2 beds
2 baths
6 guests
Average Price:  
$531
15% Cheaper
than normal
AirDNA Score: 78
$400/night

3/3 Tropical Key West Home Get Away

3 beds
3 baths
6 guests
Average Price:  
$403
1% Cheaper
than normal
AirDNA Score: 77
$130/night

Great location 1/2 block from Duval st No parking

1 bath
2 guests
Average Price:  
$259
50% 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: 76
$333/night

**PUERTA CORALINA @ OLD TOWN** Cottage Near Duval + LAST KEY SERVICE...

2 beds
3 baths
6 guests
Average Price:  
$647
49% Cheaper
than normal
AirDNA Score: 75
$750/night

**ENDLESS SUMMER @ OLD TOWN** New Villa & Pool + LAST KEY SERVICES...

5 beds
5 baths
12 guests
Average Price:  
$1360
45% Cheaper
than normal
AirDNA Score: 75
$219/night

Duval Street Apartment w/ Balcony and Parking

1 bed
1 bath
3 guests
Average Price:  
$477
54% Cheaper
than normal
AirDNA Score: 74
$662/night

Absolutely Paradise - Old Town

3 beds
2.5 baths
8 guests
Average Price:  
$1305
49% Cheaper
than normal
AirDNA Score: 74
$1112/night

Pilar`s Secret - An oasis right off Duval Street - Sleeps up to 8

3 beds
2 baths
8 guests
Average Price:  
$1600
30% Cheaper
than normal
AirDNA Score: 74
$909/night

Royal Escape

3 beds
3 baths
10 guests
Average Price:  
$1276
29% Cheaper
than normal
AirDNA Score: 74
$352/night

**SEA CAPTAIN''S HAVEN @ THE ANNEX** Luxury Villa & Pool + LAST KEY SERVICES...

2 beds
2.5 baths
6 guests
Average Price:  
$604
42% Cheaper
than normal
AirDNA Score: 74
$328/night

**SALTWATER HARMONY @ THE ANNEX** Charming Condo & Pool + LAST KEY SERVICES...

2 beds
1 bath
4 guests
Average Price:  
$504
35% Cheaper
than normal
AirDNA Score: 73
$662/night

Windsor Townhome #6

3 beds
3.5 baths
6 guests
Average Price:  
$1268
48% Cheaper
than normal
AirDNA Score: 73
$265/night

Bahamian Reed by AvantStay | Walk to Everything! w/ Community Pool | Week Long Stays Only

2 beds
1.5 baths
5 guests
Average Price:  
$450
41% Cheaper
than normal
AirDNA Score: 73
$352/night

The Collins- Two Story Loft w/ Balcony on Duval St

2 beds
1 bath
8 guests
Average Price:  
$720
51% Cheaper
than normal
AirDNA Score: 73
$308/night

**LA PETITE PENTHOUSE @ THE ANNEX** Elegant Condo & Pool + LAST KEY SERVICES...

2 beds
1 bath
4 guests
Average Price:  
$534
42% Cheaper
than normal
AirDNA Score: 73
$467/night

**BANANA BLOSSOMS @ THE ANNEX** Lush Villa by Beach + Pool + LAST KEY SERVICES

2 beds
2.5 baths
6 guests
Average Price:  
$789
41% Cheaper
than normal
AirDNA Score: 73
$662/night

Windsor Townhome #3 - Green Gecko

3 beds
3.5 baths
6 guests
Average Price:  
$1272
48% Cheaper
than normal
AirDNA Score: 72
$399/night

**CASA SERENDIPITY @ OLD TOWN** Historic 3BR/2BA Home & Pool + LAST KEY SERVICES...

3 beds
2 baths
6 guests
Average Price:  
$837
52% Cheaper
than normal
AirDNA Score: 72
$1225/night

Casa Loca

3 beds
2.5 baths
8 guests
Average Price:  
$1359
10% Cheaper
than normal
AirDNA Score: 72
$185/night

WALK TO BEACH, MALLORY SQUARE, DUVAL STREET

1 bed
1 bath
2 guests
Average Price:  
$215
14% Cheaper
than normal
AirDNA Score: 72
$482/night

Salacia at Key West Beach Club Ocean View

2 beds
2 baths
4 guests
Average Price:  
$681
29% Cheaper
than normal
AirDNA Score: 72
$250/night

Paradise Inn 2BR Apartment with Extras Included

2 beds
1 bath
6 guests
Average Price:  
$299
16% Cheaper
than normal
AirDNA Score: 72
$752/night

**BRISA FRESCA @ THE ANNEX** Airy Home by Duval & Beach + LAST KEY SERVICES...

3 beds
3 baths
8 guests
Average Price:  
$1380
46% Cheaper
than normal
AirDNA Score: 72
$189/night

Key West Houseboat Paradise

1 bed
1 bath
4 guests
Average Price:  
$373
49% Cheaper
than normal
AirDNA Score: 72
$225/night

Shipyard Treasure by AvantStay | Communal Pool | Gated Community | Great Location | Week Long Stays

2 beds
1 bath
4 guests
Average Price:  
$395
43% Cheaper
than normal
AirDNA Score: 72
$258/night

La Dolce Vita -

1 bed
1 bath
4 guests
Average Price:  
$338
24% Cheaper
than normal
AirDNA Score: 72
$430/night

Blue Moonshine on the Atlantic

2 beds
2 baths
6 guests
Average Price:  
$560
23% Cheaper
than normal
AirDNA Score: 71
$138/night

La Dolce Vita, Old Town!Steps to Duval! 3 blks bch

1 bed
1 bath
4 guests
Average Price:  
$335
59% Cheaper
than normal
AirDNA Score: 71
$225/night

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval

1 bed
1 bath
2 guests
Average Price:  
$290
22% Cheaper
than normal
AirDNA Score: 71
$478/night

Honeymoon Hideaway, King bed, Private Deck & Spa!

studio
1 bath
2 guests
Average Price:  
$467
2% More
than normal
AirDNA Score: 71
$196/night

The Green House ❀ Sunrise

1 bed
1 bath
4 guests
Average Price:  
$320
39% Cheaper
than normal
AirDNA Score: 71
$150/night

1 bedroom Cottage

1 bed
1 bath
4 guests
Average Price:  
$379
60% Cheaper
than normal
AirDNA Score: 71
$543/night

Family House, 2 K BR''s, Private Spa/Deck, 2 pools.

2 beds
1.5 baths
6 guests
Average Price:  
$674
19% Cheaper
than normal
AirDNA Score: 71
$255/night

The Bartlum- Luxurious Studio w/ King Bed!

1 bed
1 bath
4 guests
Average Price:  
$460
45% Cheaper
than normal
AirDNA Score: 71
$380/night

Moonlight Paradise

2 beds
2 baths
6 guests
Average Price:  
$534
29% Cheaper
than normal
AirDNA Score: 71
$525/night

Coral Hammock Poolside Home

3 beds
3 baths
6 guests
Average Price:  
$599
12% Cheaper
than normal
AirDNA Score: 71
$487/night

**PROMENADE TO PARADISE** Ocean Condo & Pool + LAST KEY SERVICES...

2 beds
2 baths
5 guests
Average Price:  
$727
33% Cheaper
than normal
AirDNA Score: 71
$196/night

The Green House ❀ Sunset

1 bed
1 bath
4 guests
Average Price:  
$326
40% Cheaper
than normal
AirDNA Score: 71
$335/night

KW Luxury 2/2 Beachfront resort Tropical Oasis

2 beds
2 baths
6 guests
Average Price:  
$529
37% Cheaper
than normal
AirDNA Score: 71
$433/night

**SOUTHERNMOST PALMS @ THE ANNEX** Villa Near Duval & Beach + LAST KEY SERVICES...

2 beds
2.5 baths
6 guests
Average Price:  
$657
34% Cheaper
than normal
AirDNA Score: 71
$129/night

Duval Balcony Spanky''s Retreat

1 bed
1 bath
4 guests
Average Price:  
$353
63% 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
$1352/night

**SEVENTH HEAVEN @ THE ANNEX** Elegant Private Home & Pool + LAST KEY SERVICES…

4 beds
3 baths
8 guests
Average Price:  
$1786
24% Cheaper
than normal
AirDNA Score: 71
$2091/night

**THE ROYAL COMPOUND @ THE ANNEX** Lush Estate & Pool + LAST KEY SERVICES...

5 beds
4 baths
8 guests
Average Price:  
$2574
19% Cheaper
than normal
AirDNA Score: 71
$500/night

The Zesty Lime in Old Town - Beautifully Restored Home, Pool + Last Key Services…

3 beds
3.5 baths
8 guests
Average Price:  
$797
37% Cheaper
than normal
AirDNA Score: 71
$268/night

Orange Blossom one half block off World Famous Duval Street

1 bed
1 bath
4 guests
Average Price:  
$426
37% Cheaper
than normal
AirDNA Score: 70
$349/night

Key West Suites #201

studio
1 bath
6 guests
Average Price:  
$447
22% Cheaper
than normal
AirDNA Score: 70
$529/night

Beach Club Ocean Front 2BR Condo

2 beds
2.5 baths
4 guests
Average Price:  
$786
33% Cheaper
than normal
AirDNA Score: 69
$349/night

Key West Suites #205

studio
1 bath
6 guests
Average Price:  
$455
23% Cheaper
than normal
AirDNA Score: 67
$662/night

Windsor Townhome #5 with Private pool

3 beds
3.5 baths
6 guests
Average Price:  
$1253
47% Cheaper
than normal
AirDNA Score: 67
$1000/night

**CASA VICTORIA @ OLD TOWN** Historic 5BR Home & Pool + LAST KEY SERVICES...

5 beds
5.5 baths
12 guests
Average Price:  
$2358
58% Cheaper
than normal
AirDNA Score: 65
$741/night

Windsor Townhome #4

3 beds
3.5 baths
6 guests
Average Price:  
$1284
42% 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: 65
$135/night

Luxury Island Gem

2 beds
2 baths
6 guests
Average Price:  
$280
52% Cheaper
than normal
AirDNA Score: 64
$365/night

Condo 2 br, Balcony, Private covered parking

2 beds
2 baths
6 guests
Average Price:  
$432
16% Cheaper
than normal
AirDNA Score: 64
$196/night

Key West - Sunset ❀ The Green House

1 bed
1 bath
4 guests
Average Price:  
$316
38% Cheaper
than normal
AirDNA Score: 64
$360/night

Grand Marina Suite- Stock Island Yacht Club

2 beds
2.5 baths
6 guests
Average Price:  
$823
56% Cheaper
than normal
AirDNA Score: 64
$285/night

Yacht in Paradise: 5-Star Luxury Marina Resort

1 bed
1 bath
2 guests
Average Price:  
$278
3% More
than normal
AirDNA Score: 64
$196/night

Key West - Sunrise ❀ The Green House

1 bed
1 bath
4 guests
Average Price:  
$317
38% Cheaper
than normal
AirDNA Score: 64
$290/night

Nassau Suite Key West

1 bed
1 bath
4 guests
Average Price:  
$333
13% Cheaper
than normal
AirDNA Score: 64
$450/night

Anchor Drop Key West

2 beds
2 baths
6 guests
Average Price:  
$559
19% Cheaper
than normal
AirDNA Score: 64
$245/night

La Casa de Luna

1 bed
1 bath
4 guests
Average Price:  
$417
41% Cheaper
than normal
AirDNA Score: 64
$145/night

2 Bedroom Waterfront Penthouse Condo PET FRIENDLY

2 beds
1 bath
4 guests
Average Price:  
$151
4% Cheaper
than normal
AirDNA Score: 64
$129/night

Duval Balcony - Suite Mischief

1 bed
1 bath
3 guests
Average Price:  
$356
64% Cheaper
than normal
AirDNA Score: 64
$119/night

Duval Balcony - Street Suite

studio
1 bath
2 guests
Average Price:  
$332
64% 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:  
$257
22% Cheaper
than normal
AirDNA Score: 61
$380/night

La Casa Cubana

1 bed
1.5 baths
6 guests
Average Price:  
$554
31% Cheaper
than normal
AirDNA Score: 61
$392/night

Thalia`s Retreat at Duval Square-

2 beds
2.5 baths
6 guests
Average Price:  
$717
45% Cheaper
than normal
AirDNA Score: 60
$308/night

Paradise Found Cayo Hueso

2 beds
2 baths
6 guests
Average Price:  
$499
38% Cheaper
than normal
AirDNA Score: 59
$670/night

Mar Y Sol Ocean Front

3 beds
2.5 baths
8 guests
Average Price:  
$741
10% Cheaper
than normal
AirDNA Score: 57
$875/night

Stylish Condo with Swimming Pool - Minutes from Popular Attractions

2 beds
2.5 baths
4 guests
Average Price:  
$949
8% Cheaper
than normal
AirDNA Score: 57
$380/night

Tranquility by the Beach

2 beds
2 baths
6 guests
Average Price:  
$505
25% Cheaper
than normal
AirDNA Score: 57
$474/night

@@ Sunrise on the Atlantic @@

2 beds
2 baths
6 guests
Average Price:  
$607
22% Cheaper
than normal
AirDNA Score: 56
$149/night

Private balcony, updated flooring, appliances

2 beds
2 baths
6 guests
Average Price:  
$395
62% Cheaper
than normal
AirDNA Score: 56
$450/night

C126 · Nautical Adventure in Paradise

2 beds
2 baths
6 guests
Average Price:  
$508
11% 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
$595/night

Colorful Condo with Deck, Balcony, & Pool - Near Downtown & Beaches

2 beds
2.5 baths
6 guests
Average Price:  
$691
14% Cheaper
than normal
AirDNA Score: 55
$195/night

Studio Apartment in Friendly Marina

studio
1 bath
2 guests
Average Price:  
$202
3% Cheaper
than normal
AirDNA Score: 55
$281/night

Cuban Paradise - On Duval St

2 beds
2 baths
6 guests
Average Price:  
$755
63% 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: 54
$530/night

Hemingways Atlantic Retreat

2 beds
2 baths
6 guests
Average Price:  
$595
11% Cheaper
than normal
AirDNA Score: 54
$408/night

Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis!

2 beds
2 baths
6 guests
Average Price:  
$496
18% 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: 52
$225/night

Key West Charming by AvantStay | Communal Pool | Gated Community | Near Fort Zachary Taylor Park | Week Long Stays

2 beds
1 bath
4 guests
Average Price:  
$395
43% Cheaper
than normal
AirDNA Score: 52
$909/night

Casa Margarita in Old Town Key West

3 beds
3 baths
8 guests
Average Price:  
$1365
33% Cheaper
than normal
AirDNA Score: 52
$1075/night

82'' Luxury Yacht | Private Marina | Charters

4 beds
4 baths
8 guests
Average Price:  
$1156
7% Cheaper
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
$418/night

Queen Studio

studio
1 bath
2 guests
Average Price:  
$272
54% More
than normal
AirDNA Score: 52
$701/night

Chick-a-Pea Cottage - Nightly Rental

4 beds
2.5 baths
8 guests
Average Price:  
$1762
60% 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