The Best Airbnb Deals in
Longboat Key, Florida

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

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AirDNA Score: 79
$129/night

Just The Essentials, Longboat Key

1 bed
1 bath
2 guests
Average Price:  
$179
28% Cheaper
than normal
AirDNA Score: 73
$165/night

A vacation condo that feels like home, only nicer.

2 beds
2.5 baths
5 guests
Average Price:  
$220
25% Cheaper
than normal
AirDNA Score: 73
$208/night

Best views of the beach from your balcony Unit 301

1 bed
1 bath
6 guests
Average Price:  
$312
33% Cheaper
than normal
AirDNA Score: 70
$199/night

Gulfront Views! BEACHFRONT BARGAIN HUNT NOMINATED

studio
1 bath
4 guests
Average Price:  
$220
10% Cheaper
than normal
AirDNA Score: 63
$445/night

Summer House longboat key

3 beds
3 baths
8 guests
Average Price:  
$634
30% Cheaper
than normal
AirDNA Score: 57
$159/night

LBK -Walk to private Gulf beach, Bay dock & shops

2 beds
2 baths
6 guests
Average Price:  
$203
22% Cheaper
than normal
AirDNA Score: 56
$485/night

Longboat Key Retreat

3 beds
2 baths
5 guests
Average Price:  
$592
18% Cheaper
than normal
AirDNA Score: 52
$199/night

Amazing beachfront View & balcony on Long Boat Key

1 bed
1 bath
4 guests
Average Price:  
$349
43% Cheaper
than normal
AirDNA Score: 52
$212/night

Secluded Bayside Gem with beautiful bay views

2 beds
2 baths
4 guests
Average Price:  
$273
22% Cheaper
than normal
AirDNA Score: 51
$275/night

Charming Mid-Century Style Cottage on Canal

3 beds
2.5 baths
7 guests
Average Price:  
$405
32% Cheaper
than normal
AirDNA Score: 45
$235/night

SRQ2/Longboat Key Beach - Kid Friendly/Romantic

2 beds
2 baths
6 guests
Average Price:  
$276
15% Cheaper
than normal
AirDNA Score: 45
$229/night

The Beach Condo Unit #107 Beachfront

studio
1 bath
4 guests
Average Price:  
$266
14% Cheaper
than normal
AirDNA Score: 44
$135/night

Gulf to Bay Resort - 1 BR

1 bed
2 baths
5 guests
Average Price:  
$139
3% Cheaper
than normal
AirDNA Score: 36
$195/night

Cedars East- Newly Remodeled

2 beds
2.5 baths
4 guests
Average Price:  
$236
17% Cheaper
than normal
AirDNA Score: 36
$225/night

Perfect Place on LBK and dog friendly!

2 beds
2.5 baths
6 guests
Average Price:  
$284
21% Cheaper
than normal
AirDNA Score: 34
$480/night

Longboat Key Sanctuary

3 beds
2 baths
5 guests
Average Price:  
$592
19% Cheaper
than normal
AirDNA Score: 15
$195/night

Peace & Security on LBK. OMG!

2 beds
1.5 baths
4 guests
Average Price:  
$204
4% Cheaper
than normal
AirDNA Score: 14
$1950/night

Private Island Beachfront Home

4 beds
4 baths
12 guests
Average Price:  
$2004
3% Cheaper
than normal
AirDNA Score: 14
$200/night

Awe-inspiring Views of Sarasota Bay.

2 beds
2 baths
5 guests
Average Price:  
$200
0% Cheaper
than normal