Siesta Key Vacations from ￥205,830

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The Latest Siesta Key Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sarasota (SRQ)
8.8/10 Excellent! (1,978 reviews)
Only thing was elevator. Due to flood only 1 elevator workoing but made best of it

Reviewed on Jul 30, 2025

The Pointe Condos by Barsala

The Pointe Condos by Barsala

4.5 out of 5
Port Tampa City
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sarasota (SRQ)
9/10 Wonderful! (151 reviews)
The insulation was awful. We could hear everything going on above us. It sounded like they were stomping and moving furniture. When the air conditioner kicked on you had to turn the tv up quite a bit to hear it

Reviewed on Jun 10, 2025

Hampton Inn Tampa Downtown Channel District

Hampton Inn Tampa Downtown Channel District

3 out of 5
Downtown Tampa
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sarasota (SRQ)
9.4/10 Exceptional! (1,683 reviews)
Very nice hotel for the price. Have stayed at this location multiple times.

Reviewed on Jul 29, 2025

DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
Rocky Point
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sarasota (SRQ)
8.2/10 Very Good! (1,001 reviews)
Setting aside the $25/night parking and additional $22-26/person for breakfast the hotel was very comfortable, staff was very friendly, the pool and bay view were very nice as well.

Reviewed on Jul 22, 2025

Home2 Suites by Hilton Tampa Downtown Channel District

Home2 Suites by Hilton Tampa Downtown Channel District

3 out of 5
Downtown Tampa
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sarasota (SRQ)
9.4/10 Exceptional! (1,006 reviews)
The only issue I had was the cross contamination of the food at breakfast. As a person who has a egg allergy, allowing people to mix the spoon has deadly consequences for me.

Reviewed on Jul 30, 2025

Where to stay in Siesta Key

Find the best Siesta Key areas and neighborhoods for the activities you enjoy most. Learn more about Siesta Key
Siesta Key Village

Siesta Key Village

1 out of top 10 points of interest in this area
4.5/5(282 area reviews)

Travelers to Siesta Key Village praise its stunning beaches. If you've got some more time to explore, be sure to make a stop by Siesta Key Beach and Siesta Key Farmers Market.

Find hotels in Siesta Key Village

Find the Best Siesta Key Vacation Packages

Siesta Key Beach Vacation

Unwind on the shore while you gaze at the sunlight sparkling on the water during your Siesta Key vacation. If you're yearning for a complete beach experience, a trip to Siesta Key certainly delivers. There's a good chance you've heard of Siesta Key Beach (2 kilometers away). We suggest finding accommodations close by. However, plenty of visitors also opt for Siesta Key vacation packages that are closer to Crescent Beach or Shell Beach, two other superb nearby options.

Things You Should Know About Siesta Key

  • Spend your getaway by the water and let the stresses and strains of daily life drift away with the sea breeze. Check out our Siesta Key beach hotels and discover beachside bliss.
  • Our condos, like Hyatt Siesta Key Beach and Siesta Key Inn, are popular with visitors of all sorts. Consider the amenities and get ready for your stay in Siesta Key!
  • Be sure to visit our Siesta Key things to do page for some trip planning inspiration. With a population of 6,600 inches Siesta Key, we're sure there'll be one or two locals who'll be happy to give you some extra advice!
  • Turtle Beach, Crescent Beach and Crescent Beach are just some of the attractions that should be on your travel schedule. With our Siesta Key vacation deals, you'll have more money in your pocket to explore.

Siesta Key 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
The price is ￥21,329 per night from Aug 3 to Aug 4
￥21,329
￥27,458 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (4,802 reviews)
"Super limpio, trankilo y exelente para descanzar"

Reviewed on Jul 28, 2025

Tropical Beach Resorts
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
8.8/10 Excellent! (1,020 reviews)
"The location is excellent, with easy access to the beach and within walking distance to restaurants and shopping."

Reviewed on Jul 27, 2025

Get rates
Siesta Key Beach Resort and Suites
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd., Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is ￥36,618 per night from Aug 29 to Aug 30
￥36,618
￥46,344 total
Aug 29 - Aug 30
includes taxes & fees
8.8/10 Excellent! (1,027 reviews)
"Siesta Key Oyter Bar and The Cottage 1.Quality Foods 2.Affordable prices 3.Service is great"

Reviewed on Jul 28, 2025

Tropical Breeze Resort
See all 3,873 properties in Siesta Key
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.

Discover the most popular places to visit in Siesta Key

Southwest Florida featuring general coastal views and a beach as well as a large group of people

Siesta Key Beach

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.

Siesta Key Beach

What to do in Siesta Key

Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

￥8,062
per adult
88% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
Private Luxury Boat Charter

Private Luxury Boat Charter

￥54,971
per traveler
100% of travellers recommend
Private Luxury Boat Charter
Siesta Key Guided Eco Tour

Siesta Key Guided Eco Tour

￥8,649
per adult
100% of travellers recommend
Siesta Key Guided Eco Tour
See all activities in Siesta Key

Frequently asked questions

How much does a Siesta Key vacation package cost?
Offering great value package deals from ￥205,830 on Expedia, you'll be surprised at how little a vacation to Siesta Key costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Siesta Key?
September, October and November are the best times to look for cheap Siesta Key vacation packages. Traveling in less busy periods means you can typically find reduced prices on accommodations and flights.
How many days is enough for Siesta Key?
Dedicate around 4 days for your Siesta Key vacation to really take in all that makes this destination unique. Stroll around key neighborhoods, including Central Sarasota and Siesta Key Village. Then head to the major sights like Shell Beach and Irma Beach. With a good itinerary, you can keep busy with room for some rest time too. Want to venture beyond Siesta Key? Consider an excursion or two.
Is it worth booking a vacation package to Siesta Key?
Boasting a host of highlights starting with its amazing coastal beaches, Siesta Key is a good vacation destination. Whether you'd like to discover attractions like Bay Island and Siesta Key Beach or take the road less traveled, you'll have plenty to see and do on your Siesta Key vacation.
How to find the best Siesta Key package deals?
Start your search for a Siesta Key package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Siesta Key package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Siesta Key escape off to a flying start.
Is it cheaper to book a Siesta Key vacation as a package?
You can enjoy significant savings on your next Siesta Key escape by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Siesta Key?
If you have your Siesta Key travel dates finalized, book as soon as you can to score some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Siesta Key?

  1. Choose when to get away: Check your calendar and get your bags packed. Your favorite time of year and the available activities will also help you decide when to escape to Siesta Key.
  2. Calculate your budget: Make sure you have enough money to pay for everything from meals and transportation to airfares and activities. Your accommodations will likely be the largest expense during your trip to Siesta Key.
  3. Determine how many days away: Start by making a list of all the activities and attractions you want to experience in Siesta Key. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized Siesta Key vacation package.

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