Find Hotels with a Pool in Longboat Key, FL

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Top Longboat Key Hotels with a Pool

Zota Beach Resort

4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (1004)
"Lovely poolside lanai area off room & white sandy beach"
United States
Courtney
The price is ¥35,571
¥47,216 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Zota Beach Resort

Silver Sands: Open Christmas!

Longboat Key
10.0 out of 10, Exceptional, (83)
"The perfect beach cottage for our wedding anniversary. We had everything we needed including beautiful weather ."
United States
Julie Q.
The price is ¥27,183
¥54,172 total
includes taxes & fees
Dec 11 - Dec 12
Silver Sands: Open Christmas!

Relax at Gulf – Silver Sands Resort #232, Longboat

Longboat Key
9.2 out of 10, Wonderful, (71)
"Great location "
United Kingdom
Lawrence M.
The price is ¥23,626
¥51,135 total
includes taxes & fees
Dec 9 - Dec 10
Relax at Gulf – Silver Sands Resort #232, Longboat

Beachfront Studio – Cabana #5B by RVA

Longboat Key
8.2 out of 10, Very Good, (73)
"Wonderful spot. Highly recommend. "
United States
Regina T.
The price is ¥23,610
¥31,853 total
includes taxes & fees
Dec 20 - Dec 21
Beachfront Studio – Cabana #5B by RVA

Drift & Dune – Longboat Beachfront #101 RVA

Longboat Key
8.6 out of 10, Excellent, (74)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Condo is well appointed and spacious. Amenities galore! This unit can sleep five but we were only two so we had plenty of space. Comfortable bed and plenty of beach towels. Had some trouble working the tv’s but eventually got it sorted."
United States
Jim &.
The price is ¥19,991
¥51,166 total
includes taxes & fees
Dec 9 - Dec 10
Drift & Dune – Longboat Beachfront #101 RVA

Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Longboat Key
8.6 out of 10, Excellent, (59)
"Clean, cozy and right in the beach!! Was a perfect little getaway! "
United States
Michelle M.
The price is ¥24,231
¥51,858 total
includes taxes & fees
Dec 12 - Dec 13
Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Renovated Beach Paradise. Ground Floor unit 64

Longboat Key
10.0 out of 10, Exceptional, (61)
"Beach is beautiful and condo is convient to all. Condo is very comfortable and as shown and described. We will definitely stay again."
United States
Kim S.
The price is ¥20,193
¥54,397 total
includes taxes & fees
Dec 11 - Dec 12
Renovated Beach Paradise. Ground Floor unit 64

Affordable Beach Studio – Silver Sands #257A by RVA

Longboat Key
9.6 out of 10, Exceptional, (74)
"Great place on the beach. Quiet and relaxing."
United States
Jane J.
The price is ¥21,669
¥48,479 total
includes taxes & fees
Dec 9 - Dec 10
Affordable Beach Studio – Silver Sands #257A by RVA

Silver Sands #245A Resort by RVA

Longboat Key
8.8 out of 10, Excellent, (59)
"They are still recovering a bit from the storms past but longboat is a great local get away and this little place was very quiet and nice."
United States
Kimberly P.
The price is ¥22,787
¥49,973 total
includes taxes & fees
Dec 9 - Dec 10
Silver Sands #245A Resort by RVA

Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

Longboat Key
8.8 out of 10, Excellent, (42)
"Enjoyed our stay"
United States
Susan C.
The price is ¥25,583
¥53,631 total
includes taxes & fees
Dec 9 - Dec 10
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
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.

Top Longboat Key Hotel Reviews

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Frequently asked questions

What's it like visiting Longboat Key?
If lounging by a pool is your idea of the perfect getaway, you may want to consider relaxing Longboat Key, which offers 6 places to stay with pools. During your visit, you can explore sights such as Lido Beach and Siesta Key Beach, and then relax and unwind poolside at one of the accommodations in Longboat Key that guests like for their pools.
What are some accommodations with pools in Longboat Key?
The St. Regis Longboat Key Resort: Hotel located near Mote Marine Laboratory & Aquarium. Features a private beach, an outdoor pool, and a lazy river. Zota Beach Resort: Offers a private beach, an outdoor pool, and cabanas (surcharge). The Resort at Longboat Key Club: Resort, 14-minute walk from Mote Marine Laboratory & Aquarium. Provides a private beach, an outdoor pool, and 6 restaurants. Sea Club I Beach Resort: Features free self parking, an outdoor pool, and complimentary wireless internet access. THE BEACH CONDO #107 BEACHFRONT FULL VIEW: Offers sun loungers, a pool, and complimentary wireless internet access.
How many hotels with pools will I be able to find in Longboat Key?
Expedia has 6 hotels in Longboat Key for your poolside break.
What is there to see and do in Longboat Key?
Explore places like Lido Beach and Siesta Key Beach while you're in the area. The picturesque setting of Longboat Key Beaches and Jewfish Key showcase the area's natural beauty. Visitors to Longboat Key speak highly of the natural attractions, including the beautiful beaches.
When is the best time to book a hotel with a pool in Longboat Key?
You may want to consider a place to stay with an outdoor pool if you plan to visit Longboat Key in the driest months of February, November, or March when the average rainfall is 2 inches. Lodging with an indoor pool may be the way to go if you come to town during the rainiest months of August, July, and September when the average rainfall is 8 inches.