Hotels Near
Bailey Hall

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Featured Bailey Hall Hotels

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
9/10 Wonderful! (4,402 reviews)
"Great stay"

Reviewed on Oct 4, 2025

Kompose Boutique Hotel
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (5,013 reviews)
"Awesome place to travel."

Reviewed on Oct 4, 2025

Tropical Beach Resorts
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West, Bradenton, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.4/10 Exceptional! (1,781 reviews)
"Amazing pool, not heated. rooms are nice but not my fav"

Reviewed on Oct 4, 2025

Compass Hotel by Margaritaville Anna Maria Sound
Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista, Sarasota, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.8/10 Exceptional! (2,040 reviews)
"Perfect.i would go againg.loved it The staf very nice"

Reviewed on Oct 3, 2025

Carlisle Inn
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive, Sarasota, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,095 reviews)
"It was just amazing."

Reviewed on Oct 4, 2025

The Westin Sarasota
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd., Siesta Key, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,039 reviews)
"Pet friendly resort. Beautiful suite with coastal decor. Bed was too firm. Outdoor lighting had to be fixed. Smell through AC vents not able to be fixed. Property grounds beautiful and well-cared for. Would stay again once all renovations have been completed since tropical hurricane."

Reviewed on Sep 27, 2025

Tropical Breeze Resort
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl, Sarasota, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.2/10 Very Good! (1,722 reviews)
"We were pleasantly surprised, the hotel was taken over and updated by Hilton from Best Western, the stay was great value, clean and facilities good. Pool bar and breakfast 👍 Next door was a lovely bar diner called Geckos. 5 minutes drive to great beaches. Definitely stay again."

Reviewed on Oct 4, 2025

Spark by Hilton Sarasota Siesta Key Gateway
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

4 out of 5
8009 15th Street E, Sarasota, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,445 reviews)
"The hotel was well kept we had an enjoyable stay."

Reviewed on Oct 4, 2025

DoubleTree by Hilton Sarasota Bradenton Airport
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 out of 5
202 North Tamiami Trail, Sarasota, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in ...
8.6/10 Excellent! (1,629 reviews)
"Enjoyed our stay for the week. Friendly staff all around. We loved the breakfast, happy hour, and restaurant. Everything you could want or need is in one spot. Short drive to the beach and shops
things to do. I would definitely recommend."

Reviewed on Oct 1, 2025

Embassy Suites by Hilton Sarasota, FL
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

5 out of 5
1601 Gulf Of Mexico Drive, Longboat Key, FL
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury hotel in Longboat Key. Enjoy a full-service spa, 3 restaurants, and a private beach. Popular attractions Lido Beach and St. Armands ...
9.6/10 Exceptional! (49 reviews)
"Absolutely beautiful property! Lovely pools and impeccable beach. Restaurants are good, housekeeping was the only miss - no turndown one night and had to request cleaning at 3 pm after having had the service sign on all day"

Reviewed on Sep 28, 2025

The St. Regis Longboat Key Resort
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl, Sarasota, FL
Fully refundable
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our ...
8.4/10 Very Good! (2,120 reviews)
"Relaxing and beautiful place! The garden and pool areas are very nice to exercise and practice yoga or meditation. The staff is super friendly! The rooms are great and you can park by your room. I feel at home at the Golden Host Resort. Thank you! 🙏😃💙"

Reviewed on Oct 4, 2025

Golden Host Resort - Sarasota
Extended Stay America Premier Suites - Bradenton

Extended Stay America Premier Suites - Bradenton

2.5 out of 5
4550 53rd Ave E, Bradenton, FL
Fully refundableReserve now, pay when you stay
Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mall at University Town Center and Rosedale Golf and ...
8.8/10 Excellent! (268 reviews)
"Room new and comfortable for one night"

Reviewed on Sep 29, 2025

Extended Stay America Premier Suites - Bradenton
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.

Hotels in Bailey Hall

Siesta Key is a city that has a lot going on, but you have your sights set on Bailey Hall. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Bailey Hall has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Bailey Hall hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Siesta Key so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Bailey Hall underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Bailey Hall city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Bailey Hall cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Bailey Hall at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $82
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Bailey Hall hotel you want, book it, and never look back. Because your great escape is ahead of you.