Longwood Run Holidays

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  • Better together

    Save up to €185 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Where to stay in Longwood Run

Find the best Longwood Run areas and neighborhoods for the activities you enjoy most. Learn more about Longwood Run
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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

Top hotels in Longwood Run

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (4,702 reviews)
The room was clean and very comfortable, The staff was very friendly .

Reviewed on 26 Nov 2025

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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
The price is €121 per night from 3 Dec to 4 Dec
€121
3 Dec - 4 Dec
includes taxes & fees
9.2/10 Wonderful! (5,114 reviews)
Not what I expected, smallish motel like. But nice and clean rooms with good ac and nice kitchenette. Small but cozy little pool. Beach very close. Is good for the price tbh.

Reviewed on 26 Nov 2025

Tropical Beach Resorts
Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista Sarasota FL
Fully refundableReserve now, pay when you stay
The price is €166 per night from 10 Dec to 11 Dec
€166
10 Dec - 11 Dec
includes taxes & fees
9.8/10 Exceptional! (2,113 reviews)
Our stay was just one night, and we were disappointed that all of Pinecraft was shut di

Reviewed on 27 Nov 2025

Carlisle Inn
See all 13,883 properties in Longwood Run
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.

Frequently asked questions

How much does a Longwood Run holiday package cost?
The most affordable Longwood Run holiday package is , so the trip of your dreams can become a reality — without the high price tag. Bundle flights, hotels and car rentals to build a package suited to your travelling style.
How do I get a cheap travel package to Longwood Run?
You'll save piles of cash if you bundle your flights, car rentals and hotels into a Longwood Run travel package. Sometimes cheap packages mean fewer choices. But that's not the case with Expedia. We offer over 550 airlines and 1,000,000 properties worldwide, so you'll always have plenty of variety to choose from. Want to save even more? Add some fun activities to your package deal to unlock even bigger discounts! After all, travel is about more than just getting to your destination.
Where should I stay in Longwood Run?
Most people who visit Longwood Run put both St. Armands Circle and Mote Marine Laboratory & Aquarium on their bucket lists. Why not choose a hotel within walking distance of these iconic attractions?
How far in advance should I book my Longwood Run holiday?
Reward yourself with the widest variety and the cheapest prices by booking your holiday to Longwood Run nice and early. Air carriers tend to advertise flights anywhere up to 12 months in advance, so start your planning as soon as you can. That being said, Expedia is committed to giving you the best deals around, so there's never a bad time to book your dream holiday!
What does an Expedia Longwood Run travel package include?
Choose from any combination of rental cars, flights and hotels. Once you've made your booking, you can add tours and experiences. Want to pick your fare class? That's also easy to do. The choice is all yours when it comes to arranging your dream Longwood Run trip.
What should I know before booking a Longwood Run travel package?
Booking all the parts of your holiday together is a smart way to save. Combine your car rentals, flights and hotels into one package. But hotels aren't your only option. Expedia has all types of properties, including holiday rentals like beachfront villas and city apartments. You've got loads of choices!
Can I choose my airline with a Longwood Run Expedia holiday package?
Yes, and with more than 550 airlines to choose from throughout the world, you have loads of choice. Take a look at the available options and find out which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Longwood Run holiday package?
Whether it's your hotel, flight or rental car, yes, you can amend or cancel it. Locked in your Longwood Run holiday package in the last 24 hours? You may be able to make changes for free. If it's been longer than that, you may incur a fee from your airline, hotel or car rental company. For further information, visit our Customer Service Portal. We'll help you every step of the way.

Popular places to visit

Lido Beach

Lido Beach

4.5/5(31 reviews)

Nothing says holiday like spending a lazy day at Lido Beach, a popular beach in Sarasota. Wander the picturesque gardens or discover the area's beautiful sunsets.

Lido Beach
St. Armands Circle which includes a statue or sculpture

St. Armands Circle

4.5/5(23 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
Mall at University Town Center

Mall at University Town Center

4.5/5(10 reviews)

You can find the perfect gifts to bring home at Mall at University Town Center during your trip to Sarasota. Attend a sporting event or discover the beautiful sunsets in this family-friendly area.

Mall at University Town Center

Things to do

Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

€51
per adult
90% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
City Sightseeing Trolley Tour of Sarasota

City Sightseeing Trolley Tour of Sarasota

€63
per adult
94% of travellers recommend
City Sightseeing Trolley Tour of Sarasota
Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

€86
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.