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!

Search for a city
AirDNA Score: 79
$178/night

Just The Essentials, Longboat Key

1 bed
1 bath
2 guests
Average Price:  
$166
7% More
than normal
AirDNA Score: 72
$260/night

Longboat Key Beachfront Sea Pines

2 beds
2 baths
4 guests
Average Price:  
$246
6% More
than normal
AirDNA Score: 62
$265/night

Beach Side - Family or Couples 2 floors condo

3 beds
3 baths
6 guests
Average Price:  
$310
15% 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:  
$162
2% Cheaper
than normal
AirDNA Score: 56
$485/night

Longboat Key Retreat

3 beds
2 baths
5 guests
Average Price:  
$609
20% Cheaper
than normal
AirDNA Score: 52
$349/night

Amazing beachfront View & balcony on Long Boat Key

1 bed
1 bath
4 guests
Average Price:  
$252
38% More
than normal
AirDNA Score: 52
$215/night

Harbour Villa on Longboat Key w/beautiful bay view

2 beds
2 baths
4 guests
Average Price:  
$279
23% Cheaper
than normal
AirDNA Score: 51
$245/night

Charming Mid-Century Style Cottage on Canal

3 beds
2.5 baths
7 guests
Average Price:  
$291
16% Cheaper
than normal
AirDNA Score: 51
$220/night

Fall in love with Longboat Key!

3 beds
2 baths
8 guests
Average Price:  
$228
4% Cheaper
than normal
AirDNA Score: 51
$185/night

Seaplace- Waterfront- beautiful large modern 2/2

2 beds
2 baths
4 guests
Average Price:  
$159
16% More
than normal
AirDNA Score: 50
$399/night

BOOK NOW - BEAUTIFUL HOME, BEACH ACCESS!!

3 beds
3 baths
6 guests
Average Price:  
$707
44% Cheaper
than normal
AirDNA Score: 50
$125/night

Longboat Village Retreat - Upper Unit

2 beds
1 bath
5 guests
Average Price:  
$111
13% More
than normal
AirDNA Score: 47
$165/night

Directly on Longboat Key Beach - Kid Friendly/SRQ1

1 bed
1 bath
4 guests
Average Price:  
$179
8% Cheaper
than normal
AirDNA Score: 47
$69/night

COZY ISLAND RETREAT/MONTHLY AS LOW AS 59.00/PER/NT

4 beds
3 baths
8 guests
Average Price:  
$220
69% Cheaper
than normal
AirDNA Score: 45
$235/night

SRQ2/Longboat Key Beach - Kid Friendly/Romantic

2 beds
2 baths
6 guests
Average Price:  
$254
7% Cheaper
than normal
AirDNA Score: 39
$350/night

The Peachy Pineapple

2 beds
1 bath
4 guests
Average Price:  
$353
1% Cheaper
than normal
AirDNA Score: 36
$131/night

Silver Sands #255A: HOTEL / 1 BA Resort on Longboat Key by RVA, Sleeps 2

studio
1 bath
2 guests
Average Price:  
$231
43% Cheaper
than normal
AirDNA Score: 36
$311/night

Silver Sands #249: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6

2 beds
2 baths
6 guests
Average Price:  
$467
33% Cheaper
than normal
AirDNA Score: 36
$225/night

Cedars East- Newly Remodeled

2 beds
2.5 baths
4 guests
Average Price:  
$190
18% More
than normal
AirDNA Score: 36
$131/night

The Beach on Longboat Key #104: STUDIO / 1 BA Resort by RVA, Sleeps 4

studio
1 bath
4 guests
Average Price:  
$266
51% Cheaper
than normal
AirDNA Score: 34
$480/night

Longboat Key Sanctuary

3 beds
2 baths
5 guests
Average Price:  
$697
31% Cheaper
than normal
AirDNA Score: 30
$158/night

Accoglienza italiana, calore della costa east!!!!!

2 beds
2 baths
6 guests
Average Price:  
$167
5% Cheaper
than normal
AirDNA Score: 29
$260/night

Float Above The Waves In Paradise - Beach Front

2 beds
2 baths
6 guests
Average Price:  
$258
1% More
than normal
AirDNA Score: 29
$249/night

Country Club Home Longboat Key

3 beds
2 baths
6 guests
Average Price:  
$346
28% Cheaper
than normal
AirDNA Score: 24
$175/night

Cedars619, great value on the key!

1 bed
2 baths
4 guests
Average Price:  
$175
0% Cheaper
than normal
AirDNA Score: 21
$102/night

Longboat Key Condo w/Lanai, Walk to Beach & Shops

2 beds
1 bath
4 guests
Average Price:  
$121
16% Cheaper
than normal
AirDNA Score: 17
$229/night

Direct Gulf View on Beach.

1 bed
1 bath
4 guests
Average Price:  
$253
9% Cheaper
than normal
AirDNA Score: 14
$1850/night

Private Island Retreat

4 beds
4 baths
10 guests
Average Price:  
$1893
2% Cheaper
than normal
AirDNA Score: 0
$250/night

Beachfront Villa Casurina Longboat Key

2 beds
2 baths
6 guests
Average Price:  
$350
29% Cheaper
than normal