Hotels Near
Gillespie Park

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Featured Gillespie Park Hotels

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 ...
8.2/10 Very Good! (1,713 reviews)
Great!
"Great!"

Reviewed on Feb 18, 2025

Golden Host Resort - Sarasota
Hyatt Regency Sarasota
Hyatt Regency Sarasota
4 out of 5
1000 Blvd Of The Arts, Sarasota, FL
Fully refundableReserve now, pay when you stay
Book a stay at this eco-certified hotel in Sarasota. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
8/10 Very Good! (1,011 reviews)
Long weekend Getaway.
"The service, cleanliness, and amenities are excellent. The hotel is also walking distance from restaurants and activities. Unfortunately, the construction next to the hotel work us up at 5:00 am. The noise was nonstop. It also ruined our plans to relax by the pool before heading home."

Reviewed on Feb 17, 2025

Hyatt Regency Sarasota
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, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
8.8/10 Excellent! (3,630 reviews)
Don’t let close to the airport fool you, this is a
"Hands down would stay here again. The restaurant is the best kept secret in Sarasota and it shouldn’t be! Great space!"

Reviewed on Feb 18, 2025

Kompose Boutique Hotel
Palmetto Marriott Resort & Spa
Palmetto Marriott Resort & Spa
4.5 out of 5
600 US HIGHWAY 41, Palmetto, FL
Fully refundableReserve now, pay when you stay
Stay at this 4.5-star luxury hotel in Palmetto. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Popular attractions LECOM Park and Palmetto Historical ...
9.2/10 Wonderful! (82 reviews)
"Everything was great … except the $45/night for resort fee and parking"

Reviewed on Feb 16, 2025

Palmetto Marriott Resort & Spa
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 WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
8.2/10 Very Good! (1,164 reviews)
"Good"

Reviewed on Feb 11, 2025

Spark by Hilton Sarasota Siesta Key Gateway
The St. Regis Longboat Key Resort
The St. Regis Longboat Key Resort
5 out of 5
1601 Gulf Of Mexico Drive, Longboat Key, FL
Stay at this 5-star luxury hotel in Longboat Key. Enjoy a full-service spa, 3 restaurants, and a private beach. Popular attractions St. Armands Circle and Lido ...
10/10 Exceptional! (13 reviews)
"Darin and the staff at the beach, pool, valet, housekeeping, butler, FD, restaurants were all fabulous. loved nightly turndown service. room was clean and comfortable. balcony large. food at CW prime, Aura were excellent as was breakfast at Riva and the coffee/baked goods at Carolinas. loved the ..."

Reviewed on Feb 6, 2025

The St. Regis Longboat Key Resort
Carlisle Inn
Carlisle Inn
3.5 out of 5
3727 Bahia Vista, Sarasota, FL
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! (1,727 reviews)
Pinecraft
"The hotel was very nice. Very well maintained. The interior and room was nicer than I expected."

Reviewed on Feb 18, 2025

Carlisle Inn
Siesta Key Beach Resort and Suites
Siesta Key Beach Resort and Suites
2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
Book a stay at this beach motel in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (1,000 reviews)
"We have stayed here many times. We love the location, right in the heart of the village and close access to the beach. We were worried because we had read about all the damage that Siesta Key suffered during the hurricane - but we were pleasantly surprised. The village looks great and the hotel looks ..."

Reviewed on Feb 17, 2025

Siesta Key Beach Resort and Suites
Siesta Key Palms Resort
Siesta Key Palms Resort
4 out of 5
1800 Stickney Point Rd, Sarasota, FL
Stay at this 4-star hotel in Sarasota. Enjoy 2 outdoor pools, free bicycles on site, and a garden. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,000 reviews)
"A hidden gem! Easy walk to Siesta Key, property was cute, beautifully landscaped and full of lounges, hammocks, fire pits - all sorts of spaces to socialize or enjoy quiet time alone. Rooms were cute and comfortable and well-equipped. Facial tissues would have been nice to have. Staff were friendly ..."

Reviewed on Feb 14, 2025

Siesta Key Palms Resort
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! (1,282 reviews)
"Great marina and island vibe"

Reviewed on Feb 14, 2025

Compass Hotel by Margaritaville Anna Maria Sound
Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
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! (4,553 reviews)
"property was well kept and room was clean"

Reviewed on Feb 18, 2025

Tropical Beach Resorts
Anna Maria Beach Resort
Anna Maria Beach Resort
3.5 out of 5
6306 Gulf Dr, Holmes Beach, FL
Stay at this 3.5-star beach aparthotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (187 reviews)
"All stay was friendly, very clean. Rooms cleaned daily. Would rate 5"

Reviewed on Feb 9, 2025

Anna Maria Beach Resort
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 Gillespie Park

Sarasota is a city that has a lot going on, but you have your sights set on Gillespie Park. 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 Gillespie Park 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 Gillespie Park 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 Sarasota 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 Gillespie Park underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Gillespie Park 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 Gillespie Park 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 Gillespie Park 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 $154
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

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