The Best Longboat Key, FL Chalets from $1,383

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Our top choices for Longboat Key chalets

A balcony with outdoor seating, including a sofa and chairs, and a small table.

1. Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr

Siesta Key Village

Diane B.

$1,234 nightly

Nov 22 - Nov 23

Total with taxes and fees

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Top Longboat Key Hotel Reviews

Zota Beach Resort

10/10 Excellent

"Todo súper bueno y tranq un lugar q trasmite paz"

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

8/10 Good

"Perfect location! You can walk right out to the beach from the property. The view was stunning, we had the most breathtaking views from our lanai every night. Close to Publix for ease of grocery shopping.Would stay again!"

Fall sale ready for a luxury 5-floor penthouse 60 ft from water,

10/10 Excellent

"My Husband and I stayed here at this beautiful oceanfront condo at Longboat Key the last week of October 2026. It was perfect in every way. The space was just right for us. We Loved waking up to the Oceanfront views and being right on the water made it extra special. It was comfortable, inviting and the perfect place to unwind and enjoy the beauty of Longboat Key. We couldn't have asked for a better stay and would happily return. Highly recommend!"

Take a peek at awesome reviews 50 feet from the sand

10/10 Excellent

"The condo was clean and tastefully furnished. The bedroom was luxurious with a comfortable mattress and high-end bedding. The view was stunning and we were steps from the beach and the pool as well. We loved how peaceful Longboat Key is. Our host was helpful and communicative. We would definitely stay at this property again!"

Direct Oceanview: Open October 26th - 29th!

10/10 Excellent

"Heidi was the best VRBO host we’ve ever had. She has thought of every comfort on property and her communication is superb, always friendly, caring and helpful. We loved the second floor balcony for viewing the gulf and the ease of being on the beach and near the pool. We hope to stay at one of her properties on Longboat Key again."

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

8/10 Good

"The ocean front balcony and the property location was excellent, as well as the regularly maintained grounds left everything very clean and neat. The inside of the rental was much smaller than anticipated and proved very difficult to place our luggage and unpack anything. The bed was extremely hard and bery cramped. On a plus side, the private balcony views and the water pressure in the shower were amazing! Communication, the parking lot and check-in were also great."

Find out more about Longboat Key

Longboat Key Chalets information

Number of reviews	10
Accommodation	0 Chalets
Lowest Price	$1,383
Highest Price	$1,383

Room 1

Check prices for these dates

Our top choices for Longboat Key chalets

1. Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr

Find vacation rentals that suit your style

Top Longboat Key Hotel Reviews

Zota Beach Resort

Step from the Beach.Renovated ground Floor unit 63

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Fall sale ready for a luxury 5-floor penthouse 60 ft from water,

Take a peek at awesome reviews 50 feet from the sand

Direct Oceanview: Open October 26th - 29th!

Sea Club I Beach Resort

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

Find out more about Longboat Key

Longboat Key Chalets information

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