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Compare 133 Vacation Homes in Longboat Key with updated reviews, rates, and availability.

Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
9.6 out of 10, Exceptional, (17)

Island Living on Longboat Key 3 minute walk to the beach!
Island Living on Longboat Key 3 minute walk to the beach!
10.0 out of 10, Exceptional, (14)

Beautiful Beach Longboat Key Townhouse
Beautiful Beach Longboat Key Townhouse
10.0 out of 10, Exceptional, (17)

Silver Sands #243A Resort by RVA
Silver Sands #243A Resort by RVA
8.6 out of 10, Excellent, (50)

Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 5
Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 5
10.0 out of 10, Exceptional, (17)

Waterfront home with private beach, a private pool, and water activities! Moku
Waterfront home with private beach, a private pool, and water activities! Moku
10.0 out of 10, Exceptional, (2)

Longboat Key Vacation Rental - Steps From Beach & Restaurants
Longboat Key Vacation Rental - Steps From Beach & Restaurants

4-bedroom house on Longboat Key with private beach access only 150 yards away.
4-bedroom house on Longboat Key with private beach access only 150 yards away.
10.0 out of 10, Exceptional, (1)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Longboat Key

Sea Club I Beach Resort
Sea Club I Beach Resort
9.0 out of 10, Wonderful, (302)

Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
9.8 out of 10, Exceptional, (137)

Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
9.6 out of 10, Exceptional, (17)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Longboat Key hotels
Recent reviews of Longboat Key hotels

Oceanside Condo on LBK!
5/5 Excellent
Perfect Vacation
"This was a perfect vacation for us. The property was beautiful, right on the beach, and we could walk to some great bars and restaurants. The owner was very kind and communicated often to see if we needed anything. We would definitely stay here again!"
A verified traveler from Hilliard, Ohio stayed at Oceanside Condo on LBK!
Posted 2 days ago