South Sarasota Vacation Packages

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Top Holiday Package Deals in South Sarasota

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Tampa Westshore - Airport Area by IHG

Holiday Inn Tampa Westshore - Airport Area by IHG

Westshore
CA $765
per person
Dec 4 - Dec 11
found 13 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.4/10 Very good! (1,482 reviews)
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Downtown Tampa
CA $1,204
per person
Dec 4 - Dec 11
found 13 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.6/10 Excellent! (958 reviews)
The wide site isn’t clear on parking. Plan on paying for parking, whether it’s a parking lot nearby or valet. There are walkable eateries and bars nearby.

Reviewed on Oct 23, 2026

CW Resort

CW Resort

Save 100% on your flight
CA $3,281
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Tampa (TPA)
9.4/10 Exceptional! (255 reviews)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $1,963
per person
Dec 30 - Jan 4
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,252 reviews)
Nice hotel

Reviewed on Oct 25, 2026

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

CA $1,210
per person
Dec 18 - Dec 24
found 10 hours ago
Roundtrip flight included
Hamilton (YHM) to Tampa (TPA)
8.8/10 Excellent! (2,471 reviews)
AC unit is very loud and there is no blackout blinds over windows so its very bright. Bed is very hard. Rooms need to be renovated

Reviewed on Oct 26, 2026

Where to stay in South Sarasota

Find the best South Sarasota areas and neighborhoods for the activities you enjoy most. Learn more about South Sarasota
A sandy beach path with people walking, a wooden fence, and a clear blue sky with clouds.

Lido Key

Traverse a winding woodland path and spend the afternoon on this island’s secluded beaches before ending at a beachside bar to enjoy a spectacular sunset.

A waterfront with palm trees, a dock, and a clear blue sky.

Central Sarasota

1 out of top 10 points of interest in this area

Gardens, art galleries, and theaters are some highlights of Central Sarasota. Make a stop by Sarasota Opera House or Marina Jack while you're exploring.

A wooden pier extending into a body of water with a cloudy sky above.

Downtown Sarasota

If you're spending some time in Downtown Sarasota, Sarasota Opera House and Regal Hollywood - Sarasota are top sights worth seeing.

A beach with clear water, rocks, and a sunset.

Palmer Ranch

When in Palmer Ranch, you can plan a visit to Stoneybrook Golf & Country Club and Turtle Beach, some noteworthy sights in the nearby area.

A coastal cityscape at dusk with illuminated buildings, a bridge, and a marina.

Southgate

When in Southgate, you can plan a visit to Lido Beach and Siesta Key Beach, some noteworthy sights in the nearby area.

South Sarasota Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
CA $72
CA $112 total
Oct 28 - Oct 29
includes taxes & fees
Kompose Boutique Hotel
Tropical Beach Resorts

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
CA $186
CA $247 total
Oct 27 - Oct 28
includes taxes & fees
Tropical Beach Resorts
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
CA $205
CA $271 total
Nov 4 - Nov 5
includes taxes & fees
9.4/10 Exceptional! (2,637 reviews)
"We got to stay here only one night and was sorry to do so. This hotel is definitely worth the money. Parking is easy. Front desk is super helpful. Rooms are so nice and updated. Breakfast and coffee. I cannot say one bad word. Would stay here again anytime."

Reviewed on Oct 25, 2026

Compass Hotel by Margaritaville Anna Maria Sound
See all 14,622 properties in South Sarasota
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 South Sarasota vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in South Sarasota from just CA $765. And the more you bundle, the more cash you save. The vacation of your dreams has never been so affordable.
How do I get a cheap travel package to South Sarasota?
Browse and book everything in the one place with our South Sarasota vacation packages. You'll find deals on hotels, flights, tours and more that'll keep your wallet happy and your adventurous spirit busy. And, with more than 550 airlines and 1,000,000 hotels globally to select from, you'll have the flexibility to mix and match however you please.
Where should I stay in South Sarasota?
Urban explorers come from far and wide to experience St. Armands Circle and Mote Marine Laboratory & Aquarium in South Sarasota. Book a hotel within walking distance of these popular attractions to make sightseeing a breeze.
What are the top hotels in South Sarasota?
If it's your very first time in South Sarasota, book a room at 4 - Tropical Paradise With Saltwater Heated Pool 10 Min To Siesta Key Beach or Bright Sarasota Bungalow - 5 Mi To Siesta Beach. Both hotels have good amenities and are favorites with many savvy travelers.
How far in advance should I book my South Sarasota vacation?
You'll be rewarded with the widest variety at the lowest prices by booking your South Sarasota adventure nice and early. Airlines typically release tickets anywhere up to 12 months in advance, so start locking things in as soon as you can. That said, Expedia is dedicated to giving you the best deals around, so it's never a bad time to book your dream vacation!
What does an Expedia South Sarasota travel package include?
Flights, hotels and rental cars, or any combination of the three — the choice is yours. Whether you're headed to South Sarasota with the family or traveling by yourself, there's a bundle to fit your style and budget. Once you've made your booking, why not add on one or two activities?
What should I know before booking a South Sarasota travel package?
You'll save big with an Expedia travel package. Combine your flights, rental cars and hotels and unlock great discounts. You're not limited to hotels, however. We've got oceanfront condos, mountain cabins and even treehouses and ranches!
Can I choose my airline with a South Sarasota Expedia vacation package?
You can, and with more than 550 airlines to select from all over the world, you have plenty of choice. Take a look at the available options and see which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my South Sarasota vacation package?
Yes, it's possible to cancel your South Sarasota booking if your plans have been upended. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Stay near popular South Sarasota attractions

The Landings

7.4/10 (3 reviews)
You can find the perfect gifts to bring home at The Landings during your stay in Sarasota. Attend a sporting event or simply enjoy the lively bars while you're in the area.
See properties

Things to do

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

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

CA $91
per adult
86% of travellers recommend
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
Taking in the views of another epic Siesta Key sunset!

Siesta Key Electric Bike Sunset Tour

CA $100
per adult
96% of travellers recommend
Siesta Key Electric Bike Sunset Tour
Mangroves, Manatees & a Hidden Beach Kayak Tour

Mangrove Tunnel & Manatee Kayak Eco-Tour

CA $83
per adult
96% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-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.