Cherokee Park Vacations from $350

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Your Cherokee Park Vacation

Reserving a Cherokee Park vacation package is a wonderful way to become familiar with this unique neighborhood. From its hot spots to its lesser-known delights, a world of discovery is waiting. When it's time to get out and explore, you'll find plenty of popular attractions nearby including St. Armands Circle, Marie Selby Botanical Gardens and Lido Beach. Visit one, two (or even all!) during your trip to Cherokee Park. Don't just think about it — make it happen! Lock in your ideal Cherokee Park vacation with Expedia and enjoy traveling your way.

The Latest Cherokee Park Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Palm Villa Hostel

Palm Villa Hostel

1 out of 5
Tampa Heights
Save 100% on your flight
Price was $572, price is now $350 per person
$350
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9/10 Wonderful! (29 reviews)
Good place for budget minded travelers!

Reviewed on Sep 29, 2025

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Save 100% on your flight
Price was $1,057, price is now $550 per person
$550
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
2/10 (3 reviews)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,065, price is now $610 per person
$610
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
9.6/10 Exceptional! (635 reviews)
Clean, nice staff just could add more activity’s

Reviewed on Oct 1, 2025

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $818, price is now $477 per person
$477
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,003 reviews)
A nice hotel with a European flare. Very close to the center of town with lots of restaurants.

Reviewed on Oct 1, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,846, price is now $1,769 per person
$1,769
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (456 reviews)
Everything was awesome!

Reviewed on Sep 28, 2025

Where to stay in Cherokee Park

Find the best Cherokee Park areas and neighborhoods for the activities you enjoy most. Learn more about Cherokee Park
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South Sarasota

While visiting South Sarasota, you might make a stop by sights like The Landings and Coconuts Family Entertainment Center.

Find hotels in South Sarasota

Cherokee Park Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $80 total per night from Oct 5 to Oct 6
$80 total
Oct 5 - Oct 6
Total with taxes and fees
9/10 Wonderful! (4,433 reviews)
"The pool and hot tub were awesome. The customer service was wonderful and the location and decor was great! I will stay there again."

Reviewed on Sep 29, 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
$147 nightly
The price is $166 total per night from Oct 5 to Oct 6
$166 total
Oct 5 - Oct 6
Total with taxes and fees
9.2/10 Wonderful! (5,008 reviews)
"Rooms very clean. Close to lots of places to eat."

Reviewed on Oct 1, 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
$203 nightly
The price is $229 total per night from Oct 5 to Oct 6
$229 total
Oct 5 - Oct 6
Total with taxes and fees
9.4/10 Exceptional! (1,776 reviews)
"Nice pool and staff. Beautiful view out to the marina and close to Anna Maria."

Reviewed on Oct 2, 2025

Compass Hotel by Margaritaville Anna Maria Sound
See all 13,380 properties in Cherokee Park
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Cherokee Park

Lido Beach showing general coastal views and a sandy beach

Lido Beach

4.5/5(1,225 reviews)

Visit a beach not far from an upscale shopping area. The warm waters are as inviting as the white sand.

Lido Beach
Mall at University Town Center

Mall at University Town Center

4.5/5(363 reviews)

You can search for that perfect souvenir at Mall at University Town Center during your visit to Sarasota. Attend a sporting event or discover the beautiful sunsets in this family-friendly area.

Mall at University Town Center
St. Armands Circle featuring a statue or sculpture

St. Armands Circle

4.5/5(1,234 reviews)

Consider this area as a circular outdoor mall. Like any mall, you can shop, dine, browse or just people-watch. Unlike most malls, this one never closes to walkers.

St. Armands Circle

Things to do

Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

$55
per adult
88% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
74% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

$99
per adult
Anna Maria Island & Bradenton Beach Parasailing Tour
See all activities in Sarasota
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.