The Best Hotels in Bay Island, Siesta Key - 2026 Updated Prices

A sunset over a body of water with a dock and palm trees.

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Where to stay in Bay Island

Find the best Bay Island areas for the activities you enjoy most.

A large, beige colonial-style building with columns, surrounded by palm trees and dense vegetation.

South Village

If you're spending some time in South Village, Safe Harbor Siesta Key and Crescent Beach are top sights worth seeing.

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A vibrant building with a purple facade, a sign reading "Siesta," and a staircase leading to the entrance.

Siesta Key Village

Siesta Key Village is known for its stunning beaches, and with sights like Siesta Key Beach and Siesta Key Farmers Market, you won't get bored spending a day wandering around this part of Siesta Key.

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Aloha Kai

While there might not be top attractions in Aloha Kai, you can explore the larger area and discover places like Siesta Key Beach and Crescent Beach.

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Bailey Hall

Bailey Hall might not have many top sights, but Siesta Key Beach and Lido Beach are two attractions nearby that you can check out.

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Point of Rocks

While Point of Rocks isn't home to many top sights, Siesta Key Beach and Point of Rocks are some notable places to visit nearby.

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Top Bay Island Hotel Reviews

Cottages at Siesta Key Inn

10/10 Excellent

"The Cottages were sold to Azul Resorts which has another similar location around the corner. The entire complex went through a renovation in December of 2025. Expedia still shows it under the old name, and that was a little confusing when I arrived. It looked very clean and new for the most part. I booked the Studio unit with a King size bed. The bed was comfortable and the pillows were great. There is a 65" TV on the wall. It was exactly the same as the one I have at home which was great because I didn't have to learn how to work it. :-) The location is about 250 ft. from the beach access entrance (#13), which is another 200 foot walking path to the sand. The path leaves you about 150 feet from the water (low tide), and about 100 feet from the water (high tide). So if walking is difficult for you, know that you will walk approximately 550 feet before you can wet your toes in the Gulf of America. Regarding the location, it is about 4 miles South of the Sarasota Village downtown, 3 miles South of the main Sarasota Beach public parking area, but there are plenty of restaurant and tiki bars within 1 or 2 miles of the Azul Resort. The only cons I found were that the pool wasn't heated, and someone operates a chair and umbrella rental service that blocks a huge part of the beach area. There is room to the left of the path, or you can go to the right of the blocked off area. They also leave a small strip in front of the blocked area. We didn't have a problem finding room on d'sand."

DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent

"The room was clean and bed was very comfortable. We got a leak under the sink and the staff was very prompt in fixing it, cleaning the water up and giving us fresh towels. They were in and out of there in a very short time. We were very happy with their service"

Pelican Post at Anna Maria Island Inn

10/10 Excellent

"The place was clean, well kept and offered everything you need to be close to bridge street and the beach with a nice pool and very convenient parking and access to the key band which is also nice because you simply put it on your wrist, although a code with a keypad is also very nice would seem to make sense given it can be programmed. We stayed one night on a Saturday so perhaps my judgement of the cost is a bit stern. However, I can stay at the Perry Hotel in Naples for less, my only point. Nice bed, very comfortable, great communication, not sure why I needed to leave a card for incidentals unless its if there was damage to the room. I was unable to find local channels/Cable unless I missed something, no instructions for internet, if I were there for more time it might have been more important. Perhaps there was instructions on their website not sure, something future guests might want to know. Overall I gave a great rating."

The Retreat at Anna Maria Island Inn

8/10 Good

"My concern is safety. The beautifully decorated room was a slippery hazard from the beginning. The walk in shower needs a safety bar. The tile on the floor remained damp due to the humidity. The composite decking and rails were wet. I realize that much of that is beachfront location and out of human control. I'm an agile senior and felt that there was a risk."

Frequently asked questions

What is Bay Island like?

Travellers will be sure to enjoy their time in Siesta Key's Bay Island neighbourhood.

How many hotels should I expect to find in the Bay Island area?

When you want to put your feet up after a day of exploring the sights in Siesta Key, you can choose from 13 Expedia hotels and other accommodation options in Bay Island.

If I need to cancel my hotel reservation in Bay Island, will I receive a refund?

Yes, most hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of your booking. Plug in your dates, click on "Search", then filter by "fully refundable" to review the top deals on offer in Bay Island.

What can I see and do in this Siesta Key neighbourhood?

Lido Beach and Siesta Key Beach are some popular places to visit in the area around Bay Island. Shell Beach and South Lido Lookout Bridge are also worth a visit when you're out sightseeing in Siesta Key.

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Our top choices for Bay Island hotels

1. The Westin Sarasota

2. Embassy Suites by Hilton Sarasota, FL

3. Art Ovation Hotel, Autograph Collection

4. Lido Beach Resort

5. Cirque St. Armands Beachside

6. Aloft by Marriott Sarasota

7. Carlisle Inn

8. voco Sarasota by IHG

9. Spark by Hilton Sarasota Siesta Key Gateway

10. DoubleTree by Hilton Sarasota Bradenton Airport

11. Kompose Boutique Hotel

12. Tropical Breeze Resort

13. Siesta Key Beach Resort and Suites

14. Hampton Inn & Suites Sarasota/Bradenton-Airport, FL

15. The Resort at Longboat Key Club

16. Hyatt Place Sarasota/Bradenton Airport

17. Caretta Landing Sarasota, an Ascend Collection Hotel

18. The Sarasota Modern, a Tribute Portfolio Hotel

19. Tropical Beach Resorts

20. Home2 Suites by Hilton Sarasota - Bradenton Airport, FL

Where to stay in Bay Island

South Village

Siesta Key Village

Aloha Kai

Bailey Hall

Point of Rocks

Top Bay Island Hotel Reviews

Cottages at Siesta Key Inn

Frequently asked questions