Sarasota County Vacations & Trips from $240

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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

Siesta Key Public Beach showing a sandy beach
FlightsFlightsHotelsHotels

Siesta Key

Siesta Key

The Latest Sarasota County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Delray House With Hot tub & Game Room

Delray House With Hot tub & Game Room

3.5 out of 5
Palm River-Clair Mel
Save 100% on your flight
Price was $463, price is now $240 per person
$240
per person
Jan 30 - Feb 1
found 1 day ago
Roundtrip flight included
New York (NYC) to Sarasota (SRQ)
4/10 (2 reviews)
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Price was $1,029, price is now $465 per person
$465
per person
Jan 27 - Feb 1
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
4/10 (4 reviews)
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
Price was $1,844, price is now $939 per person
$939
per person
Feb 6 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
18.8/10 Exceptional! (1,843 reviews)
The manatees in the Marina were an awesome touch!

Reviewed on Nov 25, 2025

Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $994, price is now $518 per person
$518
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
18/10 Exceptional! (1,156 reviews)
The room was one of the cleanest I have ever seen. Everything sparkled. Staff was kind and helpful. From the description I thought it was directly on the beach; disappointed in that.

Reviewed on Nov 24, 2025

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Save 100% on your flight
Price was $1,989, price is now $1,056 per person
$1,056
per person
Feb 6 - Feb 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Punta Gorda Airport (PGD)
18.4/10 Exceptional! (1,612 reviews)
Absolutely perfect resort!!! One of the best vacations I have ever had! The pool was amazing, properly was clean and gorgeous, and the staff was very helpful and accommodating! We will definitely go back!

Reviewed on Nov 24, 2025

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Limited-time deals: Save up to 50% on select hotels.
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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

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
$124 nightly
The price is $140 total per night from Nov 30 to Dec 1
$140 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (5,110 reviews)
The staff was so helpful & friendly. The room was clean & the amenities were awesome.

Reviewed on Nov 23, 2025

Tropical Beach Resorts
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl Sarasota FL
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $126 total per night from Dec 2 to Dec 3
$126 total
Dec 2 - Dec 3
Total with taxes and fees
8.2/10 Very Good! (1,846 reviews)
Nice place to stay with family, the only thing I would recommend to put microwave in rooms. Thanks

Reviewed on Nov 23, 2025

Spark by Hilton Sarasota Siesta Key Gateway
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

2.5 out of 5
1650 South Tamiami Trail Osprey FL
Fully refundableReserve now, pay when you stay
$183 nightly
The price is $207 total per night from Nov 30 to Dec 1
$207 total
Nov 30 - Dec 1
Total with taxes and fees
8.6/10 Excellent! (1,084 reviews)
Room was clean, staff friendly

Reviewed on Nov 24, 2025

Casey Key Resorts - Mainland
See all 8,833 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Sarasota County vacation package cost?
Our Sarasota County packages, which begin at just $240, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.