House vacation rentals in Longboat Key
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Top-rated house rentals in Longboat Key
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Longboat Key house rentals
House rentals with a pool
Home in Sarasota
☀Coastal Gem☀Heated pool & amazing location!☀
Home in Longboat Key
Longboat Key Beach House
Home in Sarasota
Private Siesta Beach House Oasis with Heated Pool.
Home in Sarasota
Cottage On Bay (private backyard, near beaches)
Home in Bradenton
Palm Retreat Gold: Luxury Edition of #1 Rental
Home in Bradenton
Endless Outdoor Fun-86°Pool-Game Room-Dog Friendly
Home in Bradenton Beach
Paradise! Steps2 Private Beach & Tropical Yard!
Home in Sarasota
Modern, Bright Downtown SRQ A-Frame West of Trail
Weekly house rentals
Home in Sarasota
Renovated Cozy Cottage "The Nest" Close to SIESTA
Home in Sarasota
Authentic Florida Bungalow near Downtown and Beach
Home in Laurel Park
The Sweet Spot! Walk to DT and Bayfront Sunsets!
Home in Holmes Beach
Anna Maria Island 2-bed/2 bath (side A of duplex)
Home in Longboat Key
Beautiful Beach House
Home in Sarasota
Centrally Located Cozy Home
Home in Bradenton
The "Love shack" Bungalow
Home in Bradenton Beach
Direct Beachfront/Sunset Views!Next to AMI Trolley
Private house rentals
Home in Sarasota
Siesta Key Fully-Renovated Unit 5 min to the beach
Home in Indian Beach-Sapphire Shores
Sunset Paradise by the Bay, Downtown & Beaches
Home in Anna Maria
Lamantin- 2 bed/2bath North End, beach 2 min walk
Home in Indian Beach-Sapphire Shores
Magical Secluded Retreat
Home in North Port
Simply Beautiful, Comfortable Home Awaiting You!
Home in Indian Beach-Sapphire Shores
Tropical Retreat w/ charming garden near downtown
Home in Downtown Sarasota
The Carriage House-walk downtown, old Florida glam
Home in Indian Beach-Sapphire Shores
Sunset retreat Indian Beach near downtown Sarasota
Quick stats about house rentals in Longboat Key
Total rentals
190 properties
Rentals with a pool
120 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
170 properties are a good fit for families
Total number of reviews
3K reviews
Nightly prices starting at
$30 before taxes and fees
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- Family travel hub Tips and inspiration
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