
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
Pet-friendly beachfront home rentals

Sunny PaG Island rental w/bikes-just steps2beach

Stylish Beachfront Condo, Stunning Views

Saltwater Pool, Lanai, Office, 4min to Siesta Key

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Barefoot Boho- Bungalow on the Beach!

Townhome | Walk to Beach | Heated Pool | Elevator

Stunning Beach View: 2BR Condo with Pool

SolMate 2/2, boat slip, kayaks, beach, HGTV
Beachfront home rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Renovated Beach Paradise. Ground Floor unit 64

"Jewel At The Shores" Gulf Front, sleeps 5

Book Family Tides 7 Nts get 3 FREE~Pool~Beach view

3 BR Condo On Longboat Key Beach and Waterfront

Beach Retreat - Jamaica Royale Unit #52

Directly on Longboat Key Beach - Kid Friendly/SRQ1

Adorable Cozy Silver Sands Cottage on Siesta Key!!
Private beachfront home rentals

ON THE BEACH Balcony, BBQ Grill, Jacuzzi

Beachfront Getaway in Siesta Key

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Sunset Sensation

Amazing beach view! Entire unit renovated!

Oceanfront Boho Bungalow Breeze

Breathtaking Beachfront Views in Siesta Key

Sea Side Sunsets Unit C
Quick stats about beachfront rentals in Longboat Key
Total rentals
130 properties
Nightly prices starting at
$83 CAD 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
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Four Corners Vacation rentals
- Rentals with lake access Longboat Key
- Pet-friendly rentals Longboat Key
- Fitness-friendly rentals Longboat Key
- Rentals with a hot tub Longboat Key
- Rentals with pools Longboat Key
- Rentals with a kayak Longboat Key
- Villa rentals Longboat Key
- Beach condo rentals Longboat Key
- House rentals Longboat Key
- Rentals with outdoor seating Longboat Key
- Rentals with a fireplace Longboat Key
- Rentals with a washer and dryer Longboat Key
- Condo rentals Longboat Key
- Waterfront rentals Longboat Key
- Cottage rentals Longboat Key
- Rentals with a firepit Longboat Key
- Family-friendly rentals Longboat Key
- Townhouse rentals Longboat Key
- Rentals with a patio Longboat Key
- Rentals with an EV charger Longboat Key
- Beach house rentals Longboat Key
- Apartment rentals Longboat Key
- Rentals with beach access Longboat Key
- Beachfront rentals Manatee County
- Beachfront rentals Florida
- Beachfront rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Dunedin Beach
- Turtle Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Caspersen Beach
- Bean Point Beach
- Coquina Beach
- Anna Maria Public Beach
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Vinoy Park
- Gulfport Beach Recreation Area
- Streamsong Resort
- Jannus Live
- North Beach
- Manasota Key Beach
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park