Book 5 Star Hotels in Gillespie Park

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Sep 29 - Sep 30
Tonight
Check prices in Gillespie Park for tonight, Sep 29 - Sep 30
Sep 30 - Oct 1
Tomorrow night
Check prices in Gillespie Park for tomorrow night, Sep 30 - Oct 1

Featured Gillespie Park 5 Stars Hotels

Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 out of 5
202 North Tamiami Trail, Sarasota, FL
Free Cancellation
Reserve now, pay when you stay
0.77 mi from Gillespie Park
$184 nightly
The price is $208 total per night
$208 total
Sep 30 - Oct 1
Total with taxes and fees
Guests staying at Embassy Suites by Hilton Sarasota, FL enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is available for USD 40 per night. Front-desk staff can answer questions 24/7, and assist with securing valuables, concierge services, and luggage storage. Additional amenities include a business center, express check-in, and express check-out.
Pool
Breakfast included
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive, Sarasota, FL
Free Cancellation
Reserve now, pay when you stay
0.86 mi from Gillespie Park
$166 nightly
The price is $187 total per night
$187 total
Sep 30 - Oct 1
Total with taxes and fees
Guests of The Westin Sarasota enjoy a full-service spa, an outdoor pool, and a 24-hour gym. Valet parking is available for USD 50 per day, and there's also an area shuttle. Multilingual staff at the 24-hour front desk can assist with tours or tickets, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this spa hotel include a rooftop terrace, meeting rooms, and a conference center.
Pool
Spa
Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista, Sarasota, FL
Free Cancellation
Reserve now, pay when you stay
2.81 mi from Gillespie Park
$135 nightly
The price is $153 total per night
$153 total
Sep 30 - Oct 1
Total with taxes and fees
At Carlisle Inn, guests enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has staff standing by to help with securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include meeting rooms, a conference center, and a 24-hour business center.
Pool
Breakfast included
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Free Cancellation
Reserve now, pay when you stay
2.96 mi from Gillespie Park
$67 nightly
The price is $76 total per night
$76 total
Sep 30 - Oct 1
Total with taxes and fees
At Kompose Boutique Hotel, guests enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is offered for USD 5.35 per night. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and luggage storage. Additional amenities include a hot tub, a 24-hour business center, and a microwave in a common area.
Pool
Hot Tub
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

4 out of 5
8009 15th Street E, Sarasota, FL
Free Cancellation
Reserve now, pay when you stay
3.91 mi from Gillespie Park
$118 nightly
The price is $133 total per night
$133 total
Oct 5 - Oct 6
Total with taxes and fees
At DoubleTree by Hilton Sarasota Bradenton Airport, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking, along with a free airport shuttle during limited hours. The front desk is staffed 24/7 to help with luggage storage, concierge services, and dry cleaning/laundry. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd., Siesta Key, FL
Free Cancellation
Reserve now, pay when you stay
4.93 mi from Gillespie Park
$210 nightly
The price is $237 total per night
$237 total
Sep 30 - Oct 1
Total with taxes and fees
2 outdoor pools, free WiFi in public areas, and a hot tub are featured at Tropical Breeze Resort. If you drive, put free parking to good use. Front-desk staff can assist with luggage storage and tours/tickets. Other amenities at this beach hotel include coffee/tea in a common area, free use of bicycles, and a terrace.
Pool
Hot Tub
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl, Sarasota, FL
Free Cancellation
Reserve now, pay when you stay
5.77 mi from Gillespie Park
$93 nightly
The price is $105 total per night
$105 total
Sep 30 - Oct 1
Total with taxes and fees
Guests staying at Spark by Hilton Sarasota Siesta Key Gateway enjoy an outdoor pool, free WiFi in public areas, and a hot tub. You can take advantage of free parking, along with a free beach shuttle. The 24-hour front desk has multilingual staff ready to assist with securing valuables and luggage storage. Additional amenities include coffee/tea in a common area, express check-out, and free newspapers.
Pool
Hot Tub
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Free Cancellation
Reserve now, pay when you stay
6.45 mi from Gillespie Park
$159 nightly
The price is $180 total per night
$180 total
Sep 30 - Oct 1
Total with taxes and fees
At Tropical Beach Resorts, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. If you drive, put free parking to good use. A multilingual staff is on hand to assist with luggage storage, tours or tickets, and securing valuables. Other amenities at this beach aparthotel include a library, free newspapers, and laundry facilities.
Pool
Kitchen
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West, Bradenton, FL
Free Cancellation
Reserve now, pay when you stay
14.19 mi from Gillespie Park
$177 nightly
The price is $200 total per night
$200 total
Sep 30 - Oct 1
Total with taxes and fees
At Compass Hotel by Margaritaville Anna Maria Sound, guests enjoy features like an outdoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has multilingual staff ready to assist with luggage storage, securing valuables, and concierge services. Additional amenities include conference space, coffee/tea in a common area, and a microwave in a common area.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Gillespie Park
View all properties
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.

Best 5 star hotels in Gillespie Park

Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Gillespie Park. After all, treating yourself to the finer things is what vacations are about. 

What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These Gillespie Park hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.

What amenities can I expect at a 5 star hotel?
Gillespie Park 5 star hotels and resorts typically offer luxury amenities such as:

  • Gourmet restaurant
  • Full-service fitness center with pool
  • Luxury spa 
  • Welcome gifts upon arrival
  • Top-of-the-line beds and linens 
  • Designer personal care products
  • Premium cable, free Wi-Fi and device docking stations

How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in Gillespie Park with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place: 

  • Search hotels by price, ranging from $76 to $237
  • Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
  • Choose from 14,155 5 star hotels in Gillespie Park!

Gillespie Park hotels essential information

Accommodation
14,155 hotels
Lowest Price
$76
Highest Price
$237
Popular hotels
Kompose Boutique Hotel, Tropical Beach Resorts, Compass Hotel by Margaritaville Anna Maria Sound, Carlisle Inn, Spark by Hilton Sarasota Siesta Key Gateway, The Westin Sarasota, Tropical Breeze Resort, DoubleTree by Hilton Sarasota Bradenton Airport, Embassy Suites by Hilton Sarasota, FL

Recent Reviews

Tropical Beach Resorts

Tropical Beach Resorts

5/5 Excellent
"This was my favorite vacation and vacation spot ever! First, the front desk person was extremely nice. She showed me a map of the grounds, where the beach was, and some suggestions for places to eat and things to do. This was greatly appreciated as it was my first time in the Siesta area. The room was incredibly clean and even came with 4 beach towels that we could exchange for new towels at any time. We were a leisurely 3 minute walk from the beach. That was super great. The location itself has laundry on premesis, as well as TWO separate pools. One is a more updated fancy looking pool with waterfalls and many places to sit or lay out. The other, older, pool is a basic rectangle but goes to about 8 ft deep. We took advantage of both of these pools and they were both great and a comfortable temperature. Within walking distance was about 10-15 restaurants, a few ice cream places, a donut place, a convenience store, and a bus stop for the free trolly/bus that goes up to Siesta Beach and to downtown Sarasota. It runs every 15 mins or so. I cannot thank this property, its friendly staff, and its great cleaning folks enough. Thank you so much for a great vacation. "
A verified traveler stayed at Tropical Beach Resorts
Posted 2 days ago
Tropical Beach Resorts

More to Explore

More to Explore