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: 87
$120/night

Beaches, Pool, Tiki Bar, Bikes and fun in the sun!

2 beds
2.5 baths
6 guests
Average Price:  
$178
33% Cheaper
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: 72
$299/night

Sleepy Lagoon Bungalow

3 beds
2.5 baths
6 guests
Average Price:  
$259
15% More
than normal
AirDNA Score: 62
$250/night

Beach Side - Family or Couples 2 floors condo

3 beds
3 baths
6 guests
Average Price:  
$310
19% 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:  
$176
10% Cheaper
than normal
AirDNA Score: 56
$485/night

Longboat Key Retreat

3 beds
2 baths
5 guests
Average Price:  
$628
23% Cheaper
than normal
AirDNA Score: 56
$165/night

SRQ/Longboat Key Beach - kid friendly/romantic B1

1 bed
1 bath
4 guests
Average Price:  
$192
14% Cheaper
than normal
AirDNA Score: 52
$189/night

Amazing beachfront View & balcony on Long Boat Key

1 bed
1 bath
4 guests
Average Price:  
$271
30% 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: 50
$125/night

Longboat Village Retreat

2 beds
1 bath
5 guests
Average Price:  
$118
6% More
than normal
AirDNA Score: 45
$235/night

SRQ2/Longboat Key Beach - Kid Friendly/Romantic

2 beds
2 baths
6 guests
Average Price:  
$263
11% Cheaper
than normal
AirDNA Score: 45
$170/night

The Beach Condo Unit #107 Beachfront

studio
1 bath
4 guests
Average Price:  
$252
33% Cheaper
than normal
AirDNA Score: 44
$135/night

Gulf to Bay Resort - 1 BR

1 bed
2 baths
5 guests
Average Price:  
$124
9% More
than normal
AirDNA Score: 36
$131/night

Silver Sands #255A: HOTEL/1BA-LongboatKey-Sleeps 4

1 bed
1 bath
2 guests
Average Price:  
$222
41% Cheaper
than normal
AirDNA Score: 36
$195/night

Cedars East- Newly Remodeled

2 beds
2.5 baths
4 guests
Average Price:  
$208
6% Cheaper
than normal
AirDNA Score: 36
$288/night

Silver Sands #249: 2 BR / 2 BA Resort on Longboat

2 beds
2 baths
6 guests
Average Price:  
$455
37% Cheaper
than normal
AirDNA Score: 34
$480/night

Longboat Key Sanctuary

3 beds
2 baths
5 guests
Average Price:  
$670
28% Cheaper
than normal
AirDNA Score: 29
$260/night

Float Above The Waves In Paradise - Beach Front

2 beds
2 baths
6 guests
Average Price:  
$260
0% Cheaper
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: 29
$342/night

Silver Sands #238: 3BR/2BA- Longboat Key, Sleeps 8

3 beds
2 baths
8 guests
Average Price:  
$483
29% 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: 15
$500/night

Longboat Key - Blue Oasis Home by the Gulf

3 beds
2.5 baths
8 guests
Average Price:  
$573
13% 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
$1850/night

Private Island Retreat

4 beds
4 baths
12 guests
Average Price:  
$1927
4% Cheaper
than normal
AirDNA Score: 0
$250/night

Beachfront Villa Casurina Longboat Key

2 beds
2 baths
6 guests
Average Price:  
$312
20% Cheaper
than normal