Siesta Key Vacations from $435

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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.
Homewood Suites by Hilton Sarasota

Homewood Suites by Hilton Sarasota

3 out of 5
Save 100% on your flight
per person
Aug 2 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
8.2/10 Very Good! (898 reviews)
needs curtains that block out light .

Reviewed on Jun 16, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
9.6/10 Exceptional! (499 reviews)
We enjoyed the immaculate unit which offered all the amenities that we could possibly ask for. It was tastefully decorated with comfortable furnishings. All the personnel we spoke with were friendly and eager to help with any questions we had. A very enjoyable stay!!

Reviewed on Jun 29, 2025

Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
Save 100% on your flight
per person
Aug 1 - Aug 8
found 2 days ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
8.8/10 Excellent! (1,945 reviews)
Staff is very friendly and helpful. The only downside was the elevators under construction but that means they’ll be back better than before.

Reviewed on Jun 30, 2025

Barsala At The Wayland Condos

Barsala At The Wayland Condos

4 out of 5
per person
Sep 6 - Sep 12
found 22 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
7.8/10 Good! (9 reviews)
My little getaway was amazing!!! The studio was beautiful, had everything we needed I wasn't expecting a full kitchen with baking utensils as well. We had a blast the view was incredible. I loved the outside setup near the pool as well. Will definitely be booking another getaway real soon!!

Reviewed on Jun 10, 2025

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
9.2/10 Wonderful! (445 reviews)
My family and I had a wondeful stay here, beds were comfortable, ac worked well, friendly and attentive staff, etc. Definitely recommend staying here and will be back soon.

Reviewed on Jun 20, 2025

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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)

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 hotels in Siesta Key Village

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

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
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 relaxing area.

Crescent Beach

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

Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

$55
per adult
88% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
Private Luxury Boat Charter

Private Luxury Boat Charter

$375
per traveler
100% of travellers recommend
Private Luxury Boat Charter
4 Hour Inshore Fishing Charter Sarasota Siesta Key Bradenton

#1 Top Rated - Calm Water Inshore Fishing Charter In Your Area

$599
per traveler
#1 Top Rated - Calm Water Inshore Fishing Charter In Your Area
See all activities in Siesta Key

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
$198 nightly
The price is $223 total per night from Jul 6 to Jul 7
$223 total
Jul 6 - Jul 7
Total includes taxes and fees
9.2/10 Wonderful! (4,728 reviews)
"We had a wonderful stay at Tropical Beach Resorts! This is a nice, family-like resort that truly makes you feel at home from the moment you arrive. The location is great—just a 2-minute walk to the beach, and only 5 minutes walking distance to local restaurants, shops, and cafes. The staff was amazing ..."

Reviewed on Jun 24, 2025

Tropical Beach Resorts
Tropical Breeze Resort
Tropical Breeze Resort
3 out of 5
140 Columbus Blvd., Siesta Key, FL
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $282 total per night from Jul 2 to Jul 3
$282 total
Jul 2 - Jul 3
Total includes taxes and fees
8.8/10 Excellent! (1,017 reviews)
"The staff went above and beyond to make our stay so pleasant. I can't wait to come back and this will"

Reviewed on Jun 28, 2025

Tropical Breeze Resort
Siesta Key Beach Resort and Suites
Siesta Key Beach Resort and Suites
2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
$253 nightly
The price is $286 total per night from Jul 2 to Jul 3
$286 total
Jul 2 - Jul 3
Total includes taxes and fees
8.8/10 Excellent! (1,026 reviews)
"Great place"

Reviewed on Jun 30, 2025

Siesta Key Beach Resort and Suites
See all 3,821 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.

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 (1 mile 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 in 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 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

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Frequently asked questions

How much does a Siesta Key vacation package cost?
Offering great value package deals from $435 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?
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 your dates: The things you'd like to do in Siesta Key and your preferred season can help you decide when to travel.
  2. Plan your budget wisely: Besides the cost of your stay, you should factor in other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that may arise during your trip to Siesta Key.
  3. Organize your Siesta Key getaway with Expedia's trip planning tool: Look for and book hotels and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Siesta Key together.
  4. Decide how many days away: Start by making a list of all the sights and activities you'd like to get to in Siesta Key. Then, estimate how long you'll need for each, along with any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Siesta Key vacation package.
  6. Add on excursions and experiences: Take a look at our travel guide to find some awesome things to do in Siesta Key. Book tickets or make reservations as soon as you can to save time and avoid 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.