Siesta Key Vacations from $392

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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.
Coral Reef Beach Resort

Coral Reef Beach Resort

3.5 out of 5
Save 100% on your flight
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
8.8/10 Excellent! (251 reviews)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Tampa (TPA)
9.2/10 Wonderful! (1,000 reviews)
It was quiet and easy to get to. Free parking and enough parking that we did not have to worry if there would be a spot when we returned. It was near what we need to be near. Pool is small but was not busy so was perfect for us. Only downfall is no balcony or place to sit outside. Bar and restaurant made good food. I would stay there again.

Reviewed on Jun 17, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Aug 3 - Aug 7
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
9.6/10 Exceptional! (485 reviews)
Very clean. Felt like a brand new property. I was very pleased with the accommodations. Beach views were wonderful from the oceanfront balcony. I do recommend asking for a suite away from the pool as there was some noise from children during summer break but that is expected at a resort during the peak months. I am in the vacation rental business and I was impressed with this property. Highly recommend.

Reviewed on Jun 18, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
9.6/10 Exceptional! (414 reviews)
The condo unit was very nice and with great views.

Reviewed on Jun 17, 2025

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Sarasota (SRQ)
9.2/10 Wonderful! (440 reviews)
Good place. Easy to access the beach.

Reviewed on Jun 9, 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
$215 nightly
The price is $243 total per night from Jun 23 to Jun 24
$243 total
Jun 23 - Jun 24
Total includes taxes and fees
9.2/10 Wonderful! (4,707 reviews)
"Walking to the beach was a short the walk and we were able to bring our own chairs, umbrella, and cooler with food/drinks. No Pets allowed but we saw a few small dogs at the beach so maybe we can bring our chihuahua next time."

Reviewed on Jun 18, 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
$271 nightly
The price is $307 total per night from Jun 30 to Jul 1
$307 total
Jun 30 - Jul 1
Total includes taxes and fees
8.8/10 Excellent! (1,011 reviews)
"What a great stay on Siesta key. Right down the street from stores and restaurants. Resort is so convenient to the beach and has great amenities like beach chairs, cooler and access to beach wagon. The only thing they don’t have is a beach umbrella so bring one or be prepared to purchase one at one ..."

Reviewed on Jun 19, 2025

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
$316 nightly
The price is $357 total per night from Jun 22 to Jun 23
$357 total
Jun 22 - Jun 23
Total includes taxes and fees
8.8/10 Excellent! (1,007 reviews)
"Great location and place was perfect"

Reviewed on Jun 16, 2025

Tropical Breeze Resort
See all 3,837 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 $392 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.