Skip to content
300+ stays

Stays in Longboat Key

Showing you results for "Longboat Key, Florida"
Review COVID-19 travel restrictions before you book.
Learn more
Entire villa in Longboat Key
WATERFRONT LONGBOAT KEY FLORIDA 1000 FEET TO BEACH
3 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
Rating 4.83 out of 5;6 reviews
Price:$64 / night
SUPERHOST
Entire condominium in Longboat Key
Beachfront Oasis Ocean View Longboat Key
4 guests1 bedroom2 beds1 bath
PoolWifiKitchenAir conditioning
Rating 5.0 out of 5;7 reviews
Price:$139 / night
Entire condominium in Longboat Key
Cozy Canal Condo w/ boat dock and walk to beach
2 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
Price:$83 / night
Entire cottage in Longboat Key
Whitney Beach Cottage your tropical escape.
4 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
Price:$99 / night
Entire condominium in Longboat Key
Beach Front 2 Bed 2 Bath Condo
6 guests2 bedrooms4 beds2 baths
PoolWifiKitchenAir conditioning
Rating 5.0 out of 5;5 reviews
Price:$137 / night
SUPERHOST
Entire apartment in Longboat Key
Just The Essentials, Longboat Key
2 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
Rating 4.96 out of 5;180 reviews
Price:$119 / night
SUPERHOST
Entire condominium in Sarasota
5209A Calle Menorca - Condo in a Perfect Location in Siesta Key Village with a New Pool and Newly Remodeled Interior
4 guests2 bedrooms3 beds2 baths
PoolWifiKitchenAir conditioning
Rating 4.90 out of 5;20 reviews
Price:$133 / night
Entire cottage in Longboat Key
Palm Cottage in North Longboat Key
4 guests2 bedrooms2 beds2 baths
WifiKitchenAir conditioning
Rating 4.90 out of 5;10 reviews
Price:$85 / night
Entire house in Anna Maria
Beachfront Oasis - Elegant beach front home! Views for days, private pool, beach access!
10 guests3 bedrooms5 beds3 baths
PoolWifiKitchenAir conditioning
Rating 5.0 out of 5;3 reviews
Price:$492 / night
SUPERHOST
Entire condominium in Sarasota
5213A Calle Menorca - Pet Friendly Condo Conveniently Located in Siesta Key Village with Brand New Pool and Interior
4 guests2 bedrooms3 beds2 baths
PoolWifiKitchenAir conditioning
Rating 4.97 out of 5;30 reviews
Price:$133 / night

Sparkling clean stays

Guests say these places are sparkling clean.

Rating 4.83 out of 5;6 reviews
  1. Entire villa
  2. Longboat Key
WATERFRONT LONGBOAT KEY FLORIDA 1000 FEET TO BEACH
Price:$64 / night
SUPERHOST
Rating 5.0 out of 5;7 reviews
  1. Entire condominium
  2. Longboat Key
Beachfront Oasis Ocean View Longboat Key
Price:$139 / night
SUPERHOST
Rating 4.96 out of 5;180 reviews
  1. Entire apartment
  2. Longboat Key
Just The Essentials, Longboat Key
Price:$119 / night
SUPERHOST
Rating 4.90 out of 5;20 reviews
  1. Entire condominium
  2. Sarasota
5209A Calle Menorca - Condo in a Perfect Location in Siesta Key Village with a New Pool and Newly Remodeled Interior
Price:$133 / night
Rating 5.0 out of 5;3 reviews
  1. Entire house
  2. Anna Maria
Beachfront Oasis - Elegant beach front home! Views for days, private pool, beach access!
Price:$492 / night
SUPERHOST
Rating 4.97 out of 5;30 reviews
  1. Entire condominium
  2. Sarasota
5213A Calle Menorca - Pet Friendly Condo Conveniently Located in Siesta Key Village with Brand New Pool and Interior
Price:$133 / night
SUPERHOST
Rating 4.96 out of 5;26 reviews
  1. Entire condominium
  2. Longboat Key
Best views of the beach from your balcony
Price:$198 / night
SUPERHOST
Rating 4.98 out of 5;192 reviews
  1. Island
  2. Sarasota
*TOP RATED LUXERY BEACHFRONT! SARASOTA'S SECRET!*
Price:$388 / night
SUPERHOST
Rating 4.90 out of 5;10 reviews
  1. Entire condominium
  2. Longboat Key
Beachfront Resort, Ocean View, Pool, Fitness Club
Price:$161 / night
Rating 4.67 out of 5;12 reviews
  1. Entire apartment
  2. Bradenton Beach
Cabin at Captain's Quarters - luxury 1 bd with POOL + SPA, walk to beach and Bridge Street!
Price:$85 / night
SUPERHOST
Rating 4.84 out of 5;84 reviews
  1. Entire condominium
  2. Longboat Key
Beachfront condo at prestigious Longboat Key Club resort
Price:$214 / night
SUPERHOST
Rating 4.83 out of 5;88 reviews
  1. Entire apartment
  2. Longboat Key
~ OCEAN FRONT CONDO ~
Price:$121 / night
SUPERHOST
Rating 4.96 out of 5;80 reviews
  1. Entire house
  2. Holmes Beach
Luxury 3BR/3BA, Private Heated Pool, Beach
Price:$199 / night
SUPERHOST
Rating 4.96 out of 5;26 reviews
  1. Entire apartment
  2. Longboat Key
Longboat Key Condo Waterfront #206
Price:$179 / night
SUPERHOST
Rating 4.90 out of 5;69 reviews
  1. Entire condominium
  2. Siesta Key
Beachfront Condo! Shown on HGTV! Renovated in 2020
Price:$92 / night
Entire condominium in Longboat Key
Longboat Key Home on the Beach
5 guests2 bedrooms4 beds2 baths
PoolWifiKitchenAir conditioning
Price:$100 / night
Entire condominium in Siesta Key
Comfy Siesta Key Condo
6 guests2 bedrooms3 beds2 baths
PoolWifiKitchenAir conditioning
Price:$60 / night
Entire condominium in Longboat Key
Longboat Key Getaway
6 guests3 bedrooms4 beds2 baths
WifiKitchenAir conditioning
Price:$165 / night
SUPERHOST
Entire condominium in Longboat Key
Best views of the beach from your balcony
6 guests1 bedroom1 bed1 bath
PoolWifiKitchenAir conditioning
Rating 4.96 out of 5;26 reviews
Price:$198 / night
Entire condominium in Longboat Key
Longboat Key Getaway
6 guests3 bedrooms4 beds2 baths
PoolWifiKitchenAir conditioning
Price:$174 / night
SUPERHOST
Entire townhouse in Longboat Key
Beach Escape to Longboat Key
4 guests2 bedrooms3 beds1.5 baths
WifiKitchenAir conditioning
Rating 4.89 out of 5;19 reviews
Price:$99 / night
SUPERHOST
Island in Sarasota
*TOP RATED LUXERY BEACHFRONT! SARASOTA'S SECRET!*
5 guests2 bedrooms3 beds1 bath
PoolWifiKitchenAir conditioning
Rating 4.98 out of 5;192 reviews
Price:$388 / night
Entire house in Longboat Key
Beautiful Home boasting a private pool and private beach access!
8 guests3 bedrooms6 beds3 baths
PoolWifiKitchenAir conditioning
Price:$210 / night
SUPERHOST
Entire condominium in Longboat Key
Sunset and beach view from your balcony.
6 guests1 bedroom4 beds1 bath
PoolWifiKitchenAir conditioning
Rating 4.87 out of 5;23 reviews
Price:$180 / night
Entire cottage in Longboat Key
Old Florida-style beach cottage on Longboat Key
4 guests1 bedroom1 bed1 bath
PoolWifiKitchenAir conditioning
Price:$142 / night
234515
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.