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

Secret Villa II

3 beds
3 baths
6 guests
Average Price:  
$1226
22% More
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
$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

1 bedroom Cottage

1 bed
1 bath
4 guests
Average Price:  
$365
37% More
than normal
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

Secret Villa I

3 beds
3 baths
6 guests
Average Price:  
$1261
7% More
than normal
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

Queen Studio

studio
1 bath
2 guests
Average Price:  
$270
33% More
than normal
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