Sarasota County Holidays

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Top destinations in Sarasota County

A beach with a wooden pier extending into the turquoise sea, palm trees, and people walking on the pier.

Sarasota

Sarasota
A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

Siesta Key

Siesta Key
A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.

Longboat Key

Longboat Key
A marina with boats docked, a man walking on a path, and a building with red roofs in the background.

Osprey

Osprey

Our pick of the best Sarasota County Hotel Deals

Tropical Beach Resorts

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
NZ$286
23 Aug - 24 Aug
includes taxes & fees
9.4/10 Exceptional! (5,775 reviews)
"This is my Every Year.."

Reviewed on 20 Aug 2026

Tropical Beach Resorts
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

6600 S Tamiami Trl Sarasota FL
Fully refundableReserve now, pay when you stay
NZ$186
25 Aug - 26 Aug
includes taxes & fees
8.2/10 Very good! (2,357 reviews)
"Was not a fancy place but was affordable, clean and friendly. Love Siesta Key area but it's a little pricey and this was perfect for the price, just across the bridge and 10 minutes down the road to the beach to take in the sunset. We are local from central FL we were just looking for a overnight ..."

Reviewed on 19 Aug 2026

Spark by Hilton Sarasota Siesta Key Gateway
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL
NZ$354
23 Aug - 24 Aug
includes taxes & fees
9/10 Wonderful! (1,187 reviews)
"Fabulous place to stay! Owen and the office staff were welcoming, pleasant, and helpful. Hotel provides everything you need; beach chairs, towels, cooler, and wagon. Resort and rooms look just like they are shown on the website. We stayed in the pool area which was tranquil and quiet. Excellent location ..."

Reviewed on 19 Aug 2026

Siesta Key Beach Resort and Suites
See all 9,265 properties in Sarasota County
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 Sarasota County holiday package cost?
From just . Yes, you read that right. Our Sarasota County packages are the quickest way to make your budget stretch further. Bundle your hotels, flights and rental car and get out and see this wonderful destination.
How do I get a cheap travel package to Sarasota County?
Book everything in the one place with our Sarasota County holiday packages. You'll discover deals on hotels, flights and more that'll keep your hip pocket happy and your adventurous side busy. And, with more than 550 airlines and 1 000 000 properties worldwide to pick from, you'll have endless opportunities to mix and match as you want.
Where should I stay in Sarasota County?
Sarasota is a wonderful place to explore. It attracts many people who come to take a look at its biggest sights, such as Siesta Key Beach and St. Armands Circle.
What are the top hotels in Sarasota County?
For hotels in Sarasota with friendly service and cosy beds, look up Kompose Boutique Hotel and Embassy Suites by Hilton Sarasota, FL. If you're swinging by Venice as well, you can look forward to a good night's sleep at Tropical Beach Resorts or The Westin Sarasota.
How far in advance should I book my Sarasota County holiday?
Get rewarded with the biggest variety and the lowest prices by booking your Sarasota County adventure nice and early. Airlines typically advertise flights around a year before departure, so reserve your spot ASAP. Having said that, Expedia is dedicated to providing you with the best bargains around, so it's always a good time to book your dream holiday!
What does an Expedia Sarasota County travel package include?
That depends on what kind of trip you have in mind. Sarasota County travel deals can include hotels, flights and car rentals. You can mix and match to create the travel package that suits you. You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a Sarasota County travel package?
A travel package can be customized for your circumstances and is a fantastic way to make your money go further. How little or much you include is your call. Hotels, rental cars and flights — come up with a combination that works with your plans.
Can I choose my airline with a Sarasota County Expedia holiday package?
With a holiday package, you're the one in charge. Whether you're looking to fly to Sarasota County in economy or business class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines throughout the world.
If I'm not able to travel, can I cancel my Sarasota County holiday package?
Whether it's your hotel, flight or rental car, yes, you can cancel or amend it. Booked your Sarasota County holiday package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings older than that, you may be charged a fee by your airline, hotel or car rental company. For more information, visit our Customer Service Portal. We're here to help you every step of the way.

Stay near popular Sarasota County attractions

A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.

Siesta Key Beach

9.6/10 (4,113 reviews)
The soft, white sand on Siesta Key’s award-winning family-friendly beach is perfect for relaxing under a sun umbrella and taking part in a game of volleyball.
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A beach with lifeguard towers, clear turquoise water, and people sunbathing.

Lido Beach

9.4/10 (6,329 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.
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A crowded beach with people swimming and walking along the shore.

Venice Beach

9.2/10 (2,687 reviews)
Nothing says holiday like spending a lazy day at Venice Beach, a popular beach in Venice Island.
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A statue in a plaza with palm trees, a building with a red-tiled roof, and a white building with a green awning.

St. Armands Circle

9.4/10 (5,556 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.
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The Mall at the University Town Center with a modern building, palm trees, and a clear sky.

Mall at University Town Center

9.0/10 (2,156 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.
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A sunset over the ocean with silhouettes of people and tall grasses.

Crescent Beach

9.4/10 (815 reviews)
Why not spend a care-free afternoon at Crescent Beach during your travels in Siesta Key? Stroll along the seaside or discover the sunsets in this quaint area.
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A beach with a red umbrella, rocky shoreline, and palm trees.

Caspersen Beach

9.2/10 (623 reviews)
If a restful holiday is part of your travel plans, Caspersen Beach might be the perfect place to visit during your trip to Venice. Attend a sporting event in the area or seek out the cycling trails.
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What to do in Sarasota County

Taking in the views of another epic Siesta Key sunset!

Siesta Key Electric Bike Sunset Tour

NZ$124
per adult
98% of travellers recommend
Siesta Key Electric Bike Sunset Tour
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

NZ$95
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

NZ$189
per adult
100% of travellers recommend
Anna Maria Island & Bradenton Beach Parasailing Tour
See all activities in Sarasota County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.