
House holiday rentals in Longboat Key
Find and book unique houses on Airbnb
Top-rated house rentals in Longboat Key
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Longboat Key
House rentals with a pool

Pool, Spa, & Private Gym in the Heart of Sarasota

Modern coastal downtown home w/saltwater pool

Becker's Beach Bungalow by A Shore Thing Vacations

Luxury Downtown Home+Spa & Pool+Near Beaches

The Peachy Beach House, steps to the gulf

2440 Arlington Park Luxury House

Private Luxurious Ground Level Home

Walk to Lido Beach &St. Armands -grill/HEATED POOL
Weekly house rentals

Retreat by the Bay-Heated Saltwater Pool

Magical Secluded Retreat

Coastal Retreat near Siesta Key Beach and Downtown

Perfect Hideaway- Post Storms Better Than Ever!

Luxury Home Steps to Quiet Beach on 78th St

Cozy Cottage - close to Manatee River

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Right on the bay! Heated pool! King bed
Private house rentals

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Island in the Sun, luxury beach house,private pool

Cedar Sunsets - 4 bed, 4 bath, Beach Block

Historic Downtown Sarasota - Gem I

Eileen’s House - Steps to the beach.

Boutique Rental Near AMI Beaches+IMG • Renovated

Sea Shack - 2bd/2ba POOL Home

Beachfront Bungalow w/ Pool & Hot Tub in IRB
Quick stats about house rentals in Longboat Key
Total rentals
220 properties
Nightly prices starting at
$38Â SGD before taxes and fees
Total number of reviews
3.9K reviews
Family-friendly rentals
190 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
140 properties have a pool
Destinations to explore
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- Fitness-friendly rentals Longboat Key
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- Family-friendly rentals Longboat Key
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park