Siesta Key Vacations from $684

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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

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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

Stay near popular Siesta Key attractions

What to do 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
$174 nightly
The price is $197 total per night from Dec 3 to Dec 4
$197 total
Dec 3 - Dec 4
Total with taxes and 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
$208 nightly
The price is $235 total per night from Nov 16 to Nov 17
$235 total
Nov 16 - Nov 17
Total with taxes and fees
9.2/10 Wonderful! (1,198 reviews)
"This was our first time here and we very much enjoyed it! Facility was very nice. Rooms were clean updated pool area was nice. I would recommend."

Reviewed on Nov 10, 2026

Siesta Key Beach Resort and Suites
Cottages at Siesta Key Inn

Cottages at Siesta Key Inn

3 out of 5
1105 Point of Rocks Rd Siesta Key FL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $121 total per night from Dec 10 to Dec 11
$121 total
Dec 10 - Dec 11
Total with taxes and fees
Cottages at Siesta Key Inn
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

Things to do in and around Siesta Key

Siesta Key is perfect for family vacations, offering stunning beaches and outdoor activities. Popular attractions include recreational areas, resorts, and shopping centers. For an unforgettable experience, consider exploring the best vacation packages, joining a kayak tour, or playing on the tennis courts. Don’t miss the sightseeing opportunities and the chance to discover hidden beaches that make Siesta Key a unique destination.

Shopping

The Siesta Key Farmers Market offers a charming local vibe, perfect for unique gifts. For a larger shopping experience, Gulf Gate Mall is just 3 miles away, featuring various stores and entertainment options. Bay Isles Shopping Center, located 4 miles from Siesta Key, also provides a variety of shopping choices.

Recreation

Experience the vibrant culture at Van Wezel Performing Arts Hall with captivating shows just 5 miles from Siesta Key. Enjoy a day of sports at Ed Smith Stadium, 6 miles away, or embrace the outdoors at Gulf Gate Golf Club, located 4 miles from the beach.

Adventure

Explore the scenic Sarasota BayWalk, a hiking trail 4 miles from Siesta Key, or enjoy family fun at Astro Skate and Fun Center, located 13 miles away. For tennis enthusiasts, Payne Park Tennis Center offers adventurous activities 5 miles from Siesta Key, perfect for a day of outdoor excitement.

Nightlife

Siesta Key's nightlife features vibrant beach bars and live music venues. Check out the Siesta Key Oyster Bar for great seafood and local bands. For a laid-back vibe, visit The Beach Club, where you can dance the night away with ocean views and refreshing cocktails.

*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 family vacations, offering beautiful beaches and outdoor activities. Explore popular attractions like Siesta Key Beach, Siesta Key Palms, and local urban parks. Whether you’re interested in relaxing by the water or enjoying a vibrant city experience, there are plenty of options to ensure a memorable visit. Don't miss out on the marina for additional recreational opportunities.

  • Siesta Key Beach: Famous for its powdery white sands and crystal-clear waters, Siesta Key Beach offers a laid-back atmosphere perfect for sunbathing, swimming, and beach volleyball. The vibrant sunset views make it a must-visit for beach lovers.
  • St. Armands Circle: A charming shopping and dining district located 3 miles from Siesta Key, St. Armands Circle boasts a unique blend of upscale boutiques, art galleries, and diverse eateries. Enjoy the lively city vibes while exploring this picturesque area.
  • Marina Jack: Just 4 miles away, Marina Jack is a waterfront paradise offering boating, dining, and outdoor activities. Experience adventure on the water or relax at the marina while enjoying stunning views of Sarasota Bay.

Best time to go to Siesta Key

The best time to visit Siesta Key is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 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

What types of vacation packages are available in Siesta Key?
Siesta Key is primarily a beach destination, and vacation packages can be tailored to several travel styles:
  • Budget package: Siesta Key Inn, rated 8.7 out of 10 by travelers, offers a comfortable stay with a kitchen and outdoor pool, with travelers noting its lovely location and spacious rooms. Twin Palms at Siesta, rated 9.3 out of 10, provides kitchenettes and an outdoor pool, praised for its clean pool and super cute rooms.
  • Pet-friendly package: Tropical Breeze Resort, rated 7.9 out of 10 by travelers, welcomes pets and features a hot tub and outdoor pool, with guests often highlighting its super quiet location and nice pool. Turtle Beach Resort, a 3.5-star property rated 9.3 out of 10, also offers pet-friendly accommodations and an outdoor pool.
  • Beach package: Turtle Beach Resort, rated 9.3 out of 10 by travelers, provides a relaxing stay with an outdoor pool, and travelers frequently praise its great location and well-kept overall atmosphere. Siesta Palms By the Beach, a 3.5-star property rated 9 out of 10, features a hot tub and outdoor pool.
  • Family package: The Capri at Siesta, rated 9.2 out of 10 by travelers, offers family rooms and an outdoor pool, with travelers often mentioning its perfect overall experience and great facilities. Cottages at Siesta Key Inn, rated 8.3 out of 10, is another strong choice with family rooms, a kids club, and an outdoor pool.
  • Couples package: Turtle Beach Resort, rated 9.3 out of 10 by travelers, provides a serene setting with an outdoor pool. Tropical Breeze Resort, rated 7.9 out of 10, offers amenities like a hot tub and outdoor pool, making it easy for couples to unwind.
How can I save money on a Siesta Key vacation package?
When you bundle, you can save up to 30%*. To save money on a Siesta Key package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
How much does a Siesta Key vacation package cost?
A Siesta Key vacation package typically costs around $1,300 per adult for a week-long trip. Lower-priced options start around $700 per adult, while premium packages can reach up to $2,150.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How do I find cheap Siesta Key vacation package deals?
The cheapest Siesta Key vacation package deals can be as low as around $600 per adult for weekend trips. Separately, September and October typically have the lowest average monthly prices, around $960 to $1,000 per adult, typically for a 4-day trip. Bundling flights and hotel together also typically saves money on a week-long trip — nearly all Siesta Key packages include some savings versus booking separately, typically around $130 per adult. Longer, two-week trips can save even more, often around $255 per adult. Browse cheap vacation packages in Siesta Key on Expedia for current deals.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
What is the best time to go to Siesta Key?
The best time to go for a Siesta Key vacation package depends on whether you prefer peak activity or more affordable prices.

Siesta Key sees its highest demand in July and March, which are also peak booking months alongside February and June. During these times, the destination is bustling, and you can expect lively beaches and a vibrant atmosphere.

For a more budget-friendly Siesta Key vacation, consider traveling in September, October, or August. These months typically offer lower package prices, with September being the cheapest month for a trip.
What's included in a Siesta Key vacation package?
A Siesta Key vacation package lets you combine round-trip flights, a hotel stay, and a rental car. As a beach destination, Siesta Key offers many properties with convenient access to the sand and surf. Some hotels offer airport shuttle service, and some properties include free breakfast, giving you a relaxed start to each day without extra planning.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
What's the best vacation package for Siesta Key?
Families planning a Siesta Key vacation package can consider a stay at The Capri at Siesta. This property, rated 9.2 out of 10 by travelers, offers family rooms and an outdoor pool, making it a comfortable base for those traveling with children. Travelers frequently praise its perfect overall experience, great facilities, and amazing staff.

For couples seeking a romantic getaway, a package built around Turtle Beach Resort is a strong choice. This 3.5-star resort, rated 9.3 out of 10, provides a relaxing atmosphere with an outdoor pool and kitchens in its units. Travelers often highlight the attentive staff, great location, and well-kept overall atmosphere.

Travelers looking for a great value Siesta Key vacation package might consider Siesta Key Inn. Rated 8.7 out of 10, this inn offers amenities like a kitchen and an outdoor pool, costing around $220 per night. Travelers note its lovely location, spacious rooms, and nice pool.

*Package availability and prices may change depending on dates and demand.
Is Siesta Key better suited for a beach vacation or a cultural trip?
Siesta Key is primarily a beach destination, making it ideal for a relaxing Siesta Key vacation focused on sun and sand. The area is renowned for its beautiful shores, including Siesta Key Beach, often rated among the best in the U.S., and nearby Lido Beach and Crescent Beach. Nearly a third of package hotels here offer ocean views, enhancing the coastal experience.

While the destination has a rich history, a Siesta Key vacation package is best suited for travelers seeking outdoor activities and scenic views.
Is Siesta Key a good choice for a family vacation package?
Siesta Key is a strong choice for family vacation packages, offering a relaxed beach environment and family-friendly accommodations. Some bookings here are family trips, and many hotels cater to families with amenities like family rooms, outdoor pools, and even kids clubs. For example, The Capri at Siesta, rated 9.2 out of 10 by travelers, offers family rooms and an outdoor pool, with guests praising its facilities and staff.

Families can enjoy the soft sands of Siesta Key Beach, or head to Turtle Beach, about 5 miles from central Siesta Key, for kayaking and searching for seashells and shark teeth. Lido Beach, also about 1 mile from central Siesta Key, provides another great option for a family beach day.
What's included in a Siesta Key beach vacation package?
Siesta Key beach vacation packages typically combine flights with a hotel stay, offering convenient access to the area's renowned beaches. Hotels like the 3.5-star Turtle Beach Resort, rated 9.3 out of 10, which features an outdoor pool and is about 4 miles from Siesta Key Beach, are popular choices. Another option is The Capri at Siesta, rated 9.2 out of 10, offering an outdoor pool and located about 2 miles from Siesta Key Beach, with travelers noting the rooms are a quick walk to the beach. Specific inclusions like meals, drinks, or water sports depend on the hotel and the rate you select for your Siesta Key vacation package.
Which Siesta Key vacation packages include an ocean view?
Many Siesta Key vacation packages include hotels with ocean-view room options, with nearly a third of package hotels offering this amenity. The 3.5-star Turtle Beach Resort, rated 9.3 out of 10 by travelers, is about 4 miles from Siesta Key Beach and may offer rooms with ocean views. Another choice is Tropical Breeze Resort, rated 7.9 out of 10, which is about 1 mile from Siesta Key Beach. The availability of an ocean view depends on the specific room category and rate booked within your Siesta Key vacation package.
What is the best time to book a Siesta Key vacation package?
Book your Siesta Key vacation package around 5 weeks in advance. It gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 2 and 9 weeks out.

February, March, and July are the most popular months for Siesta Key packages, so booking earlier is advisable if you're traveling during those times.
What are the top things to do in Siesta Key?
A Siesta Key vacation offers a variety of activities, from relaxing on world-famous beaches to exploring the local area:

Browse and book things to do in Siesta Key on Expedia.
How many days do you need for a Siesta Key vacation?
Most Siesta Key vacation packages last around 4 days, which is a good amount of time to enjoy the area's main attractions. This allows you to relax on Siesta Key Beach, explore the shops and restaurants at St. Armands Circle, and perhaps take a Siesta Key Guided Eco Tour.

While nearly a third of travelers opt for weekend trips, most choose week-long trips to fully experience the destination. A select few also enjoy extended stays of around two weeks, allowing for more leisurely exploration and day trips to nearby beaches like Venice Beach or Turtle Beach.
Is Siesta Key a good destination for a weekend vacation?
Siesta Key is a good destination for a weekend vacation package, especially if you're looking for a relaxing beach getaway. Nearly a third of travelers choose weekend trips here, making it a popular choice for shorter stays. In 1 to 3 days, you can easily enjoy the famous quartz sands of Siesta Key Beach, explore the shops and dining at St. Armands Circle, and soak up the sun. While most travelers opt for week-long trips to explore more, a weekend still offers a refreshing escape.
Do you need to rent a car in Siesta Key, or is public transport enough?
For a Siesta Key vacation package, a rental car offers the most flexibility, especially if you plan to explore beyond your immediate resort area. While many hotels are conveniently located near beaches, attractions like Venice Beach (about 12 miles away) or Fort De Soto Park (about 18 miles away) are best reached by car. This allows you to easily visit different beaches and local sights at your own pace.

Siesta Key is served by several airports, including Sarasota-Bradenton International Airport (SRQ) and Tampa International Airport (TPA), which is about 51 miles from central Siesta Key. You'll need to arrange transportation from the airport, which can be done via local taxis, ride-share apps, or pre-booked shuttle services. However, if your Siesta Key beach vacation packages focus primarily on relaxing at your hotel and the closest beach, local taxis or ride-share apps can cover shorter distances. Many resorts also offer on-site dining and activities, reducing the need to venture out daily.
Are Siesta Key vacation package hotels conveniently located?
Siesta Key vacation package hotels offer a range of convenient locations, with many properties situated close to the main beach areas.

Siesta Key Beach Resort and Suites is particularly well-located, about a 5-minute walk from central Siesta Key and about 1 mile from Siesta Key Beach. Other options like The Capri at Siesta and Twin Palms at Siesta are about 3 miles from central Siesta Key, placing them a short drive from the main attractions.

Whether you prefer to be steps from the village or a short drive from the sand, you can find a package hotel that suits your travel style.
Can I change or cancel my Siesta Key vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Siesta Key vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Siesta Key vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Siesta Key vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Siesta Key?
To find last-minute vacation packages to Siesta Key, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Siesta Key vacation packages?
Free cancellation on a Siesta Key vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Siesta Key vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Siesta Key getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Siesta Key vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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