Sarasota County Vacations & Trips from $767

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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.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $1,276, price is now $767 per person
$767
per person
Apr 30 - May 6
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9/10 Wonderful! (1,156 reviews)
Staff really were accommodating. The location was perfect and the rooms were clean and quiet. We enjoyed the pool and beach.

Reviewed on Feb 10, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,908, price is now $1,089 per person
$1,089
per person
May 1 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (712 reviews)
Whole property was AMAZING!!

Reviewed on Feb 15, 2026

Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Save 100% on your flight
Price was $5,896, price is now $3,384 per person
$3,384
per person
Mar 21 - Mar 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (45 reviews)
Un lugar maravilloso que invita a disfrutar

Reviewed on Feb 15, 2026

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,553, price is now $908 per person
$908
per person
Apr 21 - May 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (4,624 reviews)
Very modern room, exceptionally clean. Really nice breakfast. Staff is very friendly.

Reviewed on Feb 16, 2026

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Price was $3,198, price is now $1,922 per person
$1,922
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (294 reviews)
Everything stood out Fabulous location,exceptional staff, villa was perfect

Reviewed on Feb 15, 2026

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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
Fully refundableReserve now, pay when you stay
$349 nightly
The price is $395 total per night from Feb 18 to Feb 19
$395 total
Feb 18 - Feb 19
Total with taxes and fees
9.2/10 Wonderful! (5,290 reviews)
It was perfect location it was beautiful clean hotel I would definitely at least stay there again

Reviewed on Feb 10, 2026

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
$237 nightly
The price is $268 total per night from Feb 18 to Feb 19
$268 total
Feb 18 - Feb 19
Total with taxes and fees
8.2/10 Very Good! (1,904 reviews)
Staff was nice. Breakfast was convenient. Rooms were clean. Overall a great stay.

Reviewed on Feb 9, 2026

Spark by Hilton Sarasota Siesta Key Gateway
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd. Siesta Key FL
Fully refundableReserve now, pay when you stay
$362 nightly
The price is $409 total per night from Feb 17 to Feb 18
$409 total
Feb 17 - Feb 18
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
Great location. Room was very clean.

Reviewed on Feb 12, 2026

Tropical Breeze Resort
See all 8,984 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 $767, 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.