
Beachfront vacation rentals in Longboat Key
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Longboat Key
Guests agree: these beachfront homes 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 beachfront rentals
Beachfront home rentals with a pool

Island Chic 1st FL 2 BR/2 Bath On the Beach w/Pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Beach Front Penthouse with Views

7/26 wk avail BIG sale!beach view!Near Restaurants

Sandcastle Dreams

Sea Side Sunsets Unit C

'Walk on the Beach" heated pool North End AMI

Location! Beach Access + Restaurants + Trolley!
Pet-friendly beachfront home rentals

Sunny PaG Island rental w/bikes-just steps2beach

Newly Remodeled Beachfront Studio - On the sand!

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Amazing views on beachfront

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥

Beach Haven B4 Secluded Beachfront Striking Views

Surfside Villas - Apartment B

Townhome | Walk to Beach | Heated Pool | Elevator
Private beachfront home rentals

Cheerful Oasis on Anna Maria Island

Beachfront Condo with Stunning Sunset Views

Beachfront Getaway in Siesta Key

Three Palms

Chambre 303-Great Beachfront Condo!

Amazing beach view! Entire unit renovated!

Shady Nook Beachfront Cottage

Breathtaking Beachfront Views in Siesta Key
Quick stats about beachfront rentals in Longboat Key
Total rentals
130 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
100 properties are a good fit for families
Rentals with a pool
120 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Destinations to explore
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- Rentals with outdoor seating Longboat Key
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- Rentals with a fireplace Longboat Key
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- Rentals with pools Longboat Key
- Townhouse rentals Longboat Key
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- Rentals with lake access 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
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Fort De Soto Park
- Vinoy Park
- North Beach
- Manasota Key Beach
- Jannus Live
- Streamsong Resort
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Family travel hub Tips and inspiration
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes