The Best Airbnb Deals in
Summerland Key, Florida

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Summerland Key, Florida. Enter your travel dates to find the best deals!

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AirDNA Score: 65
$160/night

Snowscape a house in paradise! Enjoy the Keys!

3 beds
2 baths
6 guests
Average Price:  
$167
4% Cheaper
than normal
AirDNA Score: 59
$129/night

WATERFRONT PARADISE AT VENTURE OUT+ BIKES & KAYAKS

2 beds
2 baths
6 guests
Average Price:  
$320
60% Cheaper
than normal
AirDNA Score: 57
$375/night

Newly Renovated Oceanside House with Pool

2 beds
3 baths
6 guests
Average Price:  
$424
12% Cheaper
than normal
AirDNA Score: 57
$783/night

Palms Resort at Sugarloaf / Green House

2 beds
2.5 baths
8 guests
Average Price:  
$1361
42% Cheaper
than normal
AirDNA Score: 56
$279/night

Paradise place

2 beds
1 bath
6 guests
Average Price:  
$350
20% Cheaper
than normal
AirDNA Score: 51
$609/night

Water front home near down town Key West

4 beds
3 baths
10 guests
Average Price:  
$859
29% Cheaper
than normal
AirDNA Score: 51
$565/night

Blue Palms Retreat

3 beds
2 baths
8 guests
Average Price:  
$603
6% Cheaper
than normal
AirDNA Score: 51
$200/night

Open Water Home with Sunset Views Near Key West

2 beds
2 baths
4 guests
Average Price:  
$228
12% Cheaper
than normal
AirDNA Score: 44
$529/night

Large, Dog-Friendly Home on Three Secluded Acres with Balconies, Deck, and Views

5 beds
3.5 baths
10 guests
Average Price:  
$615
14% Cheaper
than normal
AirDNA Score: 36
$229/night

Florida Keys Cottage #13

2 beds
1 bath
4 guests
Average Price:  
$257
11% Cheaper
than normal
AirDNA Score: 30
$229/night

Florida Keys Cottage in Oceanfront Property #14

2 beds
1 bath
4 guests
Average Price:  
$250
8% Cheaper
than normal
AirDNA Score: 29
$290/night

Hogfish Hideout with volleyball pool

3 beds
2 baths
8 guests
Average Price:  
$268
8% More
than normal
AirDNA Score: 29
$355/night

Blue Vacation Home. Free cancelation see details.

4 beds
2 baths
8 guests
Average Price:  
$583
39% Cheaper
than normal
AirDNA Score: 29
$294/night

Pefect Family Vacation home SAVE!

2 beds
3 baths
6 guests
Average Price:  
$456
36% Cheaper
than normal
AirDNA Score: 27
$200/night

Judy''s Place

2 beds
1 bath
4 guests
Average Price:  
$246
19% Cheaper
than normal
AirDNA Score: 26
$160/night

ConchTails & Dreams waterfront on canal w/dock

3 beds
1.5 baths
6 guests
Average Price:  
$329
51% Cheaper
than normal
AirDNA Score: 25
$250/night

Fabulous Florida Keys!

2 beds
2 baths
6 guests
Average Price:  
$263
5% Cheaper
than normal
AirDNA Score: 25
$250/night

3 Bedroom Pool House On Cudjoe Key

3 beds
1.5 baths
8 guests
Average Price:  
$411
39% Cheaper
than normal
AirDNA Score: 21
$225/night

Canal front in Cudjoe Key, a boater’s paradise!

3 beds
2 baths
6 guests
Average Price:  
$234
4% Cheaper
than normal
AirDNA Score: 21
$158/night

Cozy, Perfect Conch Cottage!

1 bed
1 bath
4 guests
Average Price:  
$183
14% Cheaper
than normal
AirDNA Score: 16
$299/night

Summerland Key Cove (Private Airstrip)

3 beds
2 baths
6 guests
Average Price:  
$578
48% Cheaper
than normal
AirDNA Score: 15
$180/night

Perfect time to visit the warm Florida Keys

3 beds
1 bath
6 guests
Average Price:  
$196
8% Cheaper
than normal
AirDNA Score: 14
$258/night

5 Pirate''s Hideaway

3 beds
2.5 baths
7 guests
Average Price:  
$280
8% Cheaper
than normal
AirDNA Score: 14
$665/night

Fandango

5 beds
3 baths
12 guests
Average Price:  
$724
8% Cheaper
than normal