Sarasota County Vacations & Trips from $757

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Your Sarasota County Vacation

With a Sarasota County vacation package, you can forget about the stress of planning and focus on experiencing what this thrilling destination has to offer. With so much to explore on a trip to Sarasota County, it can be tricky to know where to begin. Kick off your travels in Sarasota at Bay Island and Siesta Key Beach — two much-loved attractions here. Another top city worthy of a spot on your itinerary is North Port. Be sure not to miss Sarasota National Golf Course and Port Charlotte Town Center. From the moment you book your Sarasota County vacation to the second you come back home, Expedia has your back every step of the way.

Top destinations in Sarasota County

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

Siesta Key

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

Sarasota

Sarasota
A beach with colorful umbrellas, lounge chairs, and a pier in the background.

Venice

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

Longboat Key

Longboat Key
A coastal residential area with a beach, roads, and a marina.

Englewood

Englewood
A sign for Venetian Golf & River Club with a fountain and palm trees in the background.

Nokomis

Nokomis
An aerial view of a sports complex with multiple fields, buildings, and surrounding forest.

North Port

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

Osprey

Osprey

The Latest Sarasota County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
Save 100% on your flight
$757
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,282 reviews)
We only book for 1 night which was a bad mistake but you live and learn, next time longer. This is a great hotel and the staff were great and it had everything close. Love the bed it was very comfortable, every room was clean and spacious with the convenience of a washer and dryer. It was right at the beach with easy access as well as the pool. Lots of parking outside and in the garage, nice.

Reviewed on Oct 26, 2026

CW Resort

CW Resort

$997
per person
Jan 4 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (255 reviews)
We enjoyed the location and the property. Very new and clean. Beds were comfortable. We would definitely stay at the CW again.

Reviewed on Oct 26, 2026

La Tortuga Historic Downtown Pass A Grille

La Tortuga Historic Downtown Pass A Grille

Pass-a-Grille
$1,043
per person
Jan 13 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (36 reviews)
Such a beautiful place!!! My only recommendation is they need to lock the gates at the pool! We left at 3:30 am and there were 3 people swimming in the pool… they took off running away when they saw us, so definitely not guests!!! The property is so beautiful and well cared for that I’d hate to see someone destroy something!

Reviewed on Oct 18, 2026

The Avalon Club

The Avalon Club

$1,324
per person
Jan 4 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (608 reviews)
Much more spacious than we expected. Very clean, entire staff were very friendly and knowledgeable. A nice scent was all over the hotel, a nice touch. Definitely would recommend this hotel.

Reviewed on Oct 23, 2026

Stylish Treasure Island Escape

Stylish Treasure Island Escape

Sunshine Beach
$5,209
per person
Jan 13 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
No reviews

Find the Best Sarasota County Vacation Packages

Sarasota County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Sarasota-Bradenton Intl. Airport (SRQ)
Top Sights
Siesta Key Beach, Lido Beach and Venice Beach

Sarasota County Hotel Deals

Tropical Beach Resorts

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
$156 nightly
$176 total
Oct 27 - Oct 28
Total with taxes and fees
Tropical Beach Resorts
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL
$232 nightly
$262 total
Nov 1 - Nov 2
Total with taxes and fees
Siesta Key Beach Resort and Suites
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
$110 nightly
$125 total
Oct 29 - Oct 30
Total with taxes and fees
8.2/10 Very Good! (2,507 reviews)
"not recommended unless nothing else available, no breakfast but a bagel cereal and milk"

Reviewed on Oct 26, 2026

Spark by Hilton Sarasota Siesta Key Gateway
See all 9,562 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 vacation package cost?
Our Sarasota County packages, which begin at just $757, are the perfect way to save big bucks. All you have to do is choose your preferred flights, hotels and rental cars to create your perfect itinerary.
How do I get a cheap travel package to Sarasota County?
Browse and lock in everything in one place with our Sarasota County vacation packages. You'll discover bargains on flights, hotels and more that'll keep your bank account happy and your adventurous spirit alive. And, with more than 550 air carriers and 1,000,000 hotels worldwide to choose from, you'll have the flexibility to mix and match all you want.
How far in advance should I book my Sarasota County vacation?
Reward yourself with the widest variety at the lowest prices by booking your trip to Sarasota County nice and early. Air carriers generally release flights around a year before departure, so start locking things in as soon as you can. That said, Expedia is committed to giving you the best bargains around, so there's never a bad time to book your dream vacation!
What does an Expedia Sarasota County travel package include?
From airfares and hotels to car rentals, Expedia can help you create a Sarasota County package that's ideal for you. Vacationing for a while? Look into a hotel, flight and rental car bundle. If you're taking a short break, a hotel and flight deal may suit you better. Activities can also be added once you've made your booking. Our packages make it a cinch to plan and save.
What should I know before booking a Sarasota County travel package?
You'll enjoy terrific savings when you combine your hotels, flights and rental cars into a package. Not just that, booking everything in one place just makes things easier. So why waste your time or money? Whether you're putting together a ritzy romantic getaway or a low-cost family break, explore our package deals today.
Can I choose my airline with a Sarasota County Expedia vacation package?
With a vacation package, you're the boss. Whether you want to fly to Sarasota County in economy or first class, simply select from the available airline options. Expedia has access to more than 550 airline partners all over the world.
Does Expedia offer Book Now, Pay Later Sarasota County vacation packages?
If you're eager to get away but can't afford to pay upfront, Expedia can help with a simple payment plan. Thanks to our partnership with online lender Affirm, you can Book Now, Pay Later and start planning your adventure today.
If I'm not able to travel, can I cancel my Sarasota County vacation package?
Don't worry if you're rethinking your Sarasota County vacation package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We understand life can sometimes throw you a curveball, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.

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)
Visit a beach not far from an upscale shopping area. The warm waters are as inviting as the white sand.
See properties
An aerial view of a city intersection with a central green space surrounded by roads and buildings.

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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A beach with a lifeguard tower, a parked car, and people relaxing under umbrellas.

Venice Beach

9.2/10 (2,687 reviews)
Beachside bliss awaits at a Florida coastal gem where you can swim, fish and hunt for ancient fossils in the sand and beneath the waves.
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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 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.
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A sandy beach with people sunbathing and umbrellas, clear blue sky, and calm sea.

Turtle Beach

9.0/10 (1,163 reviews)
If a restful vacation is part of your travel plans, Turtle Beach might be the perfect place to seek out during your trip to Siesta Key. Wander the seaside or discover the sunsets in this relaxing area.
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A blue building with a sign that reads "MOTE AQUARIUM" and "Marine Mammal Research and Rehabilitation Center".

Mote Science Education Aquarium

9.0/10 (1,099 reviews)
See hungry sharks and delicate seahorses at this research aquarium that specializes in the sea life that flourishes on Florida’s central west coastline.
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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 carefree afternoon at Crescent Beach during your travels in Siesta Key? Stroll along the seaside or discover the sunsets in this relaxing area.
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What to do in Sarasota County

Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
88% of travellers recommend
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
Manatee Discovery Anna Maria Island

Manatee Discovery Anna Maria Island

$55
per adult
Manatee Discovery Anna Maria Island
Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

$109
per adult
100% of travellers recommend
Anna Maria Island & Bradenton Beach Parasailing Tour
See all activities in Sarasota County
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Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.