Siesta Key Vacations from $273

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Your Siesta Key Vacation

Its laid-back lifestyle, laid-back lifestyle and beaches are just the start of the reasons to book a vacation package to Siesta Key. No matter your reason for coming to this Gulf of Mexico city, you're sure to have a fantastic experience. If taking in sights is part of the program during your trip to Siesta Key, visit top attractions like Siesta Key Beach, St. Armands Circle and Mote Marine Laboratory & Aquarium. Don't delay your visit to this destination any longer. Your perfect Siesta Key vacation is only a few clicks away with Expedia.

The Latest Siesta Key Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Highland Down Town Tampa

Highland Down Town Tampa

3.5 out of 5
Old Seminole Heights
Save 100% on your flight
per person
Dec 5 - Dec 10
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
No reviews
Motel 6 Spring Hill, FL - Weeki Wachee

Motel 6 Spring Hill, FL - Weeki Wachee

2 out of 5
Weeki Wachee
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
6.8/10 (1,010 reviews)
I didn’t care for the blanket. That’s the only complaint I have. Excellent, friendly and professional staff.

Reviewed on Oct 28, 2024

Economy Suites

Economy Suites

2 out of 5
per person
Jan 17 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
4.8/10 (302 reviews)
The room size and cleanliness was great!

Reviewed on Oct 28, 2024

Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee

Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee

2 out of 5
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.4/10 Very Good! (1,010 reviews)
Very clean, breakfast in the morning, tea and coffee all day.

Reviewed on Oct 27, 2024

Tampa Inn - Near Busch Gardens

Tampa Inn - Near Busch Gardens

2 out of 5
Temple Crest
per person
Jan 20 - Jan 24
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
4.6/10 (1,009 reviews)
Great stay, conveniently located and close to everything

Reviewed on Oct 22, 2024

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

4.5/5(282 area reviews)

Tropical colored buildings, lots of sandy beaches and a compact shopping area make this village a good choice to visit and stay. Enjoy an on-going social life too.

Find hotel + flight trips in Siesta Key Village

Siesta Key Beach Vacation

It's time to slow things right down and enjoy a cocktail by the sea on a Siesta Key vacation. Beautiful coastal vistas are bountiful on a trip to Siesta Key — Siesta Key Public Beach (1 mile (1 km) away) is an excellent example. You'll love being able to walk there from your hotel. If you're looking for other options, many travelers also take advantage of Siesta Key vacation packages in the vicinity of Turtle Beach and Siesta Key Beach.

Things You Should Know About Siesta Key

  • Listening to the soothing sounds of lapping waves is one of life's small pleasures. See what you can find among our Siesta Key beach hotels and get ready to relax.
  • Condos are also popular with visitors to this area. Gulf Holiday by Beachside Management and Siesta Beach House #210 Beautiful Updated Unit 2 Bedroom Condo are good examples of what you can expect from this accommodation style.
  • Alternatively, let one of our All-Inclusive hotels in Siesta Key take care of all the finer details. That means more time for you to focus on the pressing task of relaxing.
  • Want to know what Siesta Key has to offer? It's hard to go past local knowledge. After you arrive, chat to one or two of the 6,600 people who call this place home. Check out our handy Siesta Key things to do page, too.
  • Save big bucks on unforgettable experiences with our Siesta Key vacation deals. Visit Siesta Key Public Beach, as well as other top attractions, with the extra dollars in your wallet.

Find the Best Siesta Key Vacation Packages

Siesta Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Sarasota-Bradenton Intl. Airport (SRQ)
Population
6,600
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Siesta Key Beach, Lido Beach and Turtle Beach

Ready to book your vacation to Siesta Key?

 

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Siesta Key Hotel Deals

Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
9.2/10 Wonderful! (4,532 reviews)
"The stay at the hotel was good. Issue was if you didn’t purchase their chair and umbrella then you were forced to sit at the end where the beach area is not kept nice. You’re spending the same money as everyone else to stay at resort. Should have the same right to sit where you want on the ..."

Reviewed on Oct 12, 2024

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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
8.6/10 Excellent! (1,001 reviews)
"Close to beach"

Reviewed on Oct 23, 2024

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Siesta Key Beach Resort and Suites
Tropical Breeze Resort
Tropical Breeze Resort
3 out of 5
140 Columbus Blvd., Siesta Key, FL
8.8/10 Excellent! (1,001 reviews)
"A very quaint quiet place to stay. We loved our stay and hope they recover quickly from the Hurricanes they experienced. We loved the main pool and had it to ourselves every evening. One important and unusual fact, the mattress was as comfortable as ours at home. We are looking forward to our next ..."

Reviewed on Oct 22, 2024

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Tropical Breeze Resort
See all 3,827 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Siesta Key vacation package cost?
Offering great value package deals from $273 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?
You can typically find reduced prices and greater availability in September, October and December. Take a look at our cheap Siesta Key vacation packages and you could score some excellent off-season deals.
How many days is enough for Siesta Key?
With around 4 days, you’ll have enough time to enjoy popular neighborhoods like Central Sarasota and Newtown during your Siesta Key vacation. Remember to also add Shell Beach and Irma Beach to your sightseeing list. Up for some more adventures? Consider exploring outside of Siesta Key on day trips and tours.
Is it worth booking a vacation package to Siesta Key?
Well known for its coastal beaches and home to popular attractions like Siesta Key Beach, a Siesta Key vacation is bound to impress. Another top sight worth exploring? Don’t miss Crescent Beach.
How to find the best Siesta Key package deals?
Begin your search for a Siesta Key package deal by entering your destination and preferred travel dates under our “Packages” tab. Then select some filters, like “Property type” and “Guest rating,” to fine-tune the results to your exact needs. You can also sort by “Package discount” and browse offers that come with unbeatable savings. If you don’t find the ideal Siesta Key package deal right away, simply tweak 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 underway.
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?
Score incredible bargains by reserving your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Siesta Key escape.
How to plan a trip to Siesta Key?

  1. Choose when to get away: Check your schedule and get your bags packed. Your preferred season and the type of activities available will also help you decide when to vacation in Siesta Key.
  2. Set your budget: Factor in expenses like flights, meals and transportation when calculating how much to set aside for your trip to Siesta Key. Then, select a hotel that works with your budget, whether that’s an affordable stay or a more upscale getaway.
  3. Organize your Siesta Key getaway with Expedia’s trip planning tool: Search for and book stays and experiences all in one place. You can also collaborate with your group to plan an unforgettable trip to Siesta Key together.
  4. Decide how long to go away for: Now that you’re up to speed on Siesta Key, you can work out the ideal length of your break. Put together a rough itinerary and allocate enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Siesta Key vacation package.
  6. Add on experiences and excursions: Have a look at our travel guide to find some fun things to do in Siesta Key in Siesta Key. Book tickets or make reservations before you go to save time and skip the hassle of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Siesta Key vacation packages?
If you’re like us, you love going away but don’t love the big price tag that can sometimes come with it. That’s why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Siesta Key trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

Discover the most popular places to visit in Siesta Key

Image for Siesta Key Beach

Siesta Key Beach

4.5/5(1,425 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.

Siesta Key Beach
Image for Crescent Beach

Crescent Beach

4.5/5(146 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 quaint area.

Crescent Beach
Image for Point of Rocks

Point of Rocks

4.5/5(31 reviews)

Enjoy the beautiful sunsets and explore Point of Rocks, a lovely green space in Siesta Key. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Point of Rocks

What to do in Siesta Key

Image for Mangroves, Manatees, and a Hidden Beach: Kayak Tour

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

$55
Per adult
88% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
Image for Siesta Key Electric Bike Sunset Tour

Siesta Key Electric Bike Sunset Tour

$71
Per adult
98% of travellers recommend
Siesta Key Electric Bike Sunset Tour
Image for Siesta Key Guided Eco Tour

Siesta Key Guided Eco Tour

$59
Per adult
100% of travellers recommend
Siesta Key Guided Eco Tour
See all activities in Siesta Key

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.