
Condo vacation rentals in Longboat Key
Find and book unique condos on Airbnb
Top-rated condo rentals in Longboat Key
Guests agree: these condos 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 condo rentals
Condo rentals with a pool

Steps to Beach on Anna Maria | 2 Pools & Hot Tub

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

1 block from beach + pool - Cayman Cay #102

Sandcastle Dreams

Chambre 303-Great Beachfront Condo!

Steps to the beach! Updated Condo at The Terrace

Siesta Key Beach Front Condo

Quiet Canal Front 1 Bedroom- 2 Supyaks -Htd Pool
Weekly condo rentals

Barefoot Mermaid 4, steps to the beach

Foxtail Palm: *Location *Pool *Steps to Beach

Beachfront Dream Condo

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Spacious 2BR 2nd floor Siesta Key condo - GBB 1274

Amazing beach view! Entire unit renovated!

Breathtaking Beachfront Views in Siesta Key

Gertrude's Siesta | Oceanview 20-steps to Beach!
Pet-friendly condo rentals

Sunshine house +6 min. from Siesta +heated pool

Stylish Beachfront Condo, Stunning Views

Seasalt Breeze private unit No hidden fees

Summer Penthouse, Private Balcony, Beach View #602

Waterside Studio in the heart of TI, walk to beach

Siesta Village Short Walk to Beach w heated Pool

Beach Chill Inn #3 - Studio

Beachfront Newly Remodeled 2/1 -On the sand!
Quick stats about condo rentals in Longboat Key
Total rentals
420 properties
Nightly prices starting at
R1,069 ZAR before taxes and fees
Total number of reviews
3.9K reviews
Family-friendly rentals
320 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
390 properties have a pool
Destinations to explore
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- Anna Maria Island
- Siesta Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Anna Maria Public Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Amalie Arena
- Lido Key Beach
- Cortez Beach
- Coquina Beach
- Gulfport Beach Recreation Area
- Fort De Soto Park
- Vinoy Park
- Jannus Live
- Manasota Key Beach
- North Beach
- Streamsong Resort
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park