Siesta Key Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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

Things to do in and around Siesta Key

Siesta Key is an ideal destination for family beach holidays, offering a variety of activities such as guided eco tours and fun tours. Visitors can indulge in a relaxing spa day, explore the recreational areas, or enjoy the local shopping mall centre. With its beautiful beaches and outdoor attractions, Siesta Key promises a delightful vacation experience for all.

Shopping

For a delightful shopping experience in Siesta Key, visit the Siesta Key Farmers Market for local goods and crafts. Gulf Gate Mall, only 4.8km away, offers a variety of shops and entertainment. If you're up for a drive, explore Artisans' World Marketplace, a charming store 6.4km from Siesta Key.

Recreation

Ed Smith Stadium, a vibrant sports venue, offers an energetic atmosphere perfect for sports enthusiasts. Van Wezel Performing Arts Hall, with its romantic and cultural vibes, presents a delightful array of performances. Stoneybrook Golf & Country Club invites you to enjoy the outdoors and indulge in a round of golf amidst stunning scenery.

Adventure

Embark on a scenic hike at Sarasota BayWalk, located 6.4km from Siesta Key, where adventure awaits in nature's embrace. Enjoy a thrilling match at the Payne Park Tennis Center, 8.0km away, or unleash your inner child at the Astro Skate and Fun Center, 20.9km away, perfect for family fun.

Nightlife

Siesta Key boasts a vibrant nightlife with venues like The Cottage, where you can enjoy live music and cocktails. For a lively atmosphere, visit Daiquiri Deck, famous for its frozen drinks and beachy vibe. Don’t miss the stunning sunset views along the shore to start your evening perfectly.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Siesta Key

Siesta Key is perfect for a beach and outdoor family holiday, offering a range of attractions such as the renowned Siesta Key Beach, urban parks, and marinas. Visitors can enjoy outdoor activities and explore the top sights in the area, making it an ideal destination for those seeking both relaxation and city experiences. Be sure to visit the key beach and discover places similar to Siesta Key Beach for a memorable stay.

  • Siesta Key Beach: Renowned for its powdery white sand and crystal-clear waters, Siesta Key Beach offers a laid-back atmosphere perfect for sunbathing, swimming, and beach volleyball. The stunning sunsets create a picturesque backdrop, making it an ideal spot for relaxation and socialising.
  • St. Armands Circle: A vibrant hub just 4.8km from Siesta Key, St. Armands Circle boasts an array of boutique shops, art galleries, and gourmet restaurants. The lively atmosphere and beautifully landscaped streets make it a delightful place for leisurely strolls and dining al fresco.
  • Marie Selby Botanical Gardens: Situated 6.4km from Siesta Key, this enchanting botanical garden features lush tropical plants and vibrant flowers. Perfect for a romantic day out or a family adventure, the gardens offer stunning views of Sarasota Bay, creating a tranquil escape.

Best time to go to Siesta Key

The best time to visit Siesta Key can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Siesta Key falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Siesta Key falls in January, visitor numbers are moderately high and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January62.6°F (17.0°C)Light RainMostly SunnyModerately HighAverage
February65.1°F (18.4°C)No RainMostly SunnyAverageSlightly High
March68.0°F (20.0°C)No RainSunnyModerately HighSlightly High
April73.4°F (23.0°C)Light RainMostly SunnyAverageSlightly High
May77.7°F (25.4°C)Light RainMostly SunnyAverageAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
July82.9°F (28.3°C)Light RainMostly SunnyModerately HighAverage
August83.3°F (28.5°C)Light RainMostly SunnyAverageSlightly Low
September81.5°F (27.5°C)Light RainMostly SunnyAverageSlightly Low
October77.2°F (25.1°C)Light RainMostly SunnyModerately LowAverage
November70.7°F (21.5°C)No RainMostly SunnyModerately LowSlightly Low
December66.6°F (19.2°C)No RainMostly SunnyModerately LowAverage

Tips to save on your trip to Siesta Key

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically August to September and November) for more affordable package holidays to Siesta Key.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Siesta Key Beach Holiday

Unwind on the shore while you gaze at the sunlight sparkling on the water during your Siesta Key holiday. 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 kilometres away). We suggest finding accommodation close by. However, plenty of visitors also opt for Siesta Key holiday 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 holiday deals, you'll have more money in your pocket to explore.

Top hotels in Siesta Key

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 €174 per night from 10 Aug to 11 Aug
€174
10 Aug - 11 Aug
includes taxes & fees
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
The price is €222 per night from 12 Aug to 13 Aug
€222
12 Aug - 13 Aug
includes taxes & fees
9/10 Wonderful! (1,162 reviews)
"Pool was amazing, staff was amazing! Room and amenities (beach chairs, cooler, complimentary water, snacks in room) were great. Will definitely be back."

Reviewed on 24 Jul 2026

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 €219 per night from 19 Aug to 20 Aug
€219
19 Aug - 20 Aug
includes taxes & fees
Tropical Breeze Resort
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.

Stay near popular Siesta Key attractions

What to do in Siesta Key

Frequently asked questions

How much does a Siesta Key holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday 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 holiday packages. Travelling in less busy periods means you can typically find reduced prices on accommodation and flights.
How many days is enough for Siesta Key?
Dedicate around 4 days for your Siesta Key holiday to really take in all that makes this destination unique. Stroll around key neighbourhoods, 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 holiday package to Siesta Key?
Boasting a host of highlights starting with its amazing coastal beaches, Siesta Key is a good holiday 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 holiday.
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 holiday as a package?
You can enjoy significant savings on your next Siesta Key escape by booking a tailored holiday 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 holiday 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 favourite 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 accommodation 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 customised Siesta Key holiday package.

Explore a world of travel with Expedia

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