A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.

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20 Sept - 21 Sept
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21 Sept - 22 Sept
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25 Sept - 27 Sept
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Top Longboat Key Hotel Reviews

The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

10/10 Excellent
"This is an outstanding property with an incredible staff! One of our favorite locations!"
Austin 2-night trip
Posted 1 day ago
The St. Regis Longboat Key Resort
The Resort at Longboat Key Club

The Resort at Longboat Key Club

10/10 Excellent
"Wonderful beach place to stay"
Sergio 3-night trip
Posted 2 days ago
The Resort at Longboat Key Club
End-of-summer sale ready for a luxury 5-floor penthouse 60 ft from water,

End-of-summer sale ready for a luxury 5-floor penthouse 60 ft from water,

10/10 Excellent
"It was the best experience we have had with a vacation rental! The host was incredibly helpful and responsive. The penthouse was immaculate and the view was perfect. We will rent again and I am so grateful for this vacation!"
Libby Q. S. 3-night trip
Posted 4 days ago
End-of-summer sale ready for a luxury 5-floor penthouse 60 ft from water,
Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

10/10 Excellent
"This beachfront condo is wonderful! The kitchen was well equipped, the unit very clean and very comfortable. The host was very responsive and easy to work with. Longboat Key is a beautiful area and we loved the location of this unit-quiet beach with an amazing view! I will book again, and highly recommend!"
Karen C. 1-night trip
Posted 6 days ago
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
End of summer sale Take a peek awesome reviews 50 feet from sand

End of summer sale Take a peek awesome reviews 50 feet from sand

10/10 Excellent
"What a view! It was just breathtaking! Jim is wonderful to work with and communicates very efficiently and promptly. We arrived a little early, and I checked to see if the condo would possibly be cleaned and ready. Since it was we were we were able to check right in. Big thank you for that! We would definitely stay here again!"
Denise C. 4-night trip
Posted 10 days ago
End of summer sale Take a peek awesome reviews 50 feet from sand
Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA

8/10 Good
"Great location and enough space for a couple and kids. I was on a studio with a king bed and a sofa bed. Kitchen had enough stuff. Bathroom doesn’t have shampoo and conditioner. It was ok but i didn’t take mine so i had to go buy it. Publix is very close so that’s also very convenient"
Dioskora 2-night trip
Posted 13 days ago
Oceanfront Oasis – Longboat Key 226 by RVA
Cute canal front Cottage with dock & boat lift and pool ,short walk to the beach

Cute canal front Cottage with dock & boat lift and pool ,short walk to the beach

10/10 Excellent
"Beautiful canal front home with a pool. Highly recommend staying here."
Tina T. 7-night trip
Posted 2 weeks ago
Cute canal front Cottage with dock & boat lift and pool ,short walk to the beach
Island Time!

Island Time!

10/10 Excellent
"Great condo literally on the gulf!Clean and beautiful property!We’ll be back for sure"
Michael V. 1-night trip
Posted 2 weeks ago
Island Time!
THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

10/10 Excellent
"Very good"
Graciela Maria 2-night trip
Posted 3 weeks ago
THE BEACH CONDO #107 BEACHFRONT FULL VIEW

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