Siesta Key Vacation Packages

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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.

Top Siesta Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel
The Barrymore Hotel Tampa Riverwalk
FUSION Resort Waterfront Suites
Ocean Club Treasure Island Hotel
Hotel Tampa Riverwalk

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, Florida, is perfect for family vacations, offering stunning beaches and outdoor activities. Visitors can enjoy a variety of adventure activities, explore area attractions, and indulge in golf vacations. The destination features recreational areas, resorts, and shopping mall centres, ensuring there's something for everyone. Whether you're seeking relaxation or adventure, Siesta Key has a range of activities and trips to make your visit memorable.

Shopping

The Siesta Key Farmers Market offers a charming local vibe and is perfect for fresh produce and unique gifts. For more shopping, Gulf Gate Mall is only 4.8km away, boasting various family-friendly shops and entertainment. If you're up for a drive, Artisans' World Marketplace is 6.4km away, featuring unique artisan goods.

Recreation

Experience the vibrant arts at Van Wezel Performing Arts Hall, just 8.0km from Siesta Key, where culture meets entertainment. For sports enthusiasts, Ed Smith Stadium, 9.7km away, buzzes with energy, while Stoneybrook Golf & Country Club, 11.3km distant, offers a serene outdoor golfing experience.

Adventure

Sarasota BayWalk offers a scenic hiking trail that immerses you in the natural beauty of the area, located 6.4km from Siesta Key. For some energetic fun, visit Payne Park Tennis Center, 8.0km away, where you can engage in thrilling tennis matches amidst adventure vibes.

If you're looking for family-friendly excitement, head to Astro Skate and Fun Center, 20.9km from Siesta Key. This arcade adventure zone promises hours of fun with various games and activities, making it a perfect spot for both kids and adults seeking adventure.

Nightlife

Siesta Key offers a vibrant nightlife with beach bars like the Siesta Key Oyster Bar, perfect for live music and fresh seafood. For a lively atmosphere, visit The Beach Club, where you can dance the night away. Enjoy a laid-back evening at Daiquiri Deck with 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, Florida, is perfect for beach lovers and families seeking outdoor adventures. With a variety of attractions, including Siesta Key Village, Siesta Key Beach, and local marinas, visitors can enjoy a delightful mix of relaxation and urban experiences. Whether you're lounging on the sand or exploring nearby parks, Siesta Key offers something for everyone looking to unwind in a beautiful setting.

  • Siesta Key Beach: Renowned for its powdery white sands and stunning turquoise waters, Siesta Key Beach offers a quintessential beach experience. Relax under the sun, enjoy beach volleyball, or take a leisurely stroll along the shore while soaking in the vibrant atmosphere.
  • St. Armands Circle: A charming shopping and dining destination located 4.8km from Siesta Key, St. Armands Circle features a mix of upscale boutiques, cafes, and art galleries. Experience the lively city vibes while indulging in gourmet dining and unique shopping.
  • Marie Selby Botanical Gardens: Situated 6.4km from Siesta Key, these gardens provide a romantic and tranquil escape. Wander through lush tropical landscapes, enjoy the stunning orchid collection, and create lasting memories with family amidst the beauty of nature.

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 to Siesta Key during the low season (August to September and November) for more affordable options.
  • 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 (2 kilometres 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 16,764 cm 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.

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
The price is CA $256 per night from Apr 22 to Apr 23
CA $256
CA $325 total
Apr 22 - Apr 23
includes taxes & fees
9.4/10 Exceptional! (5,420 reviews)
Parking was very tricky, but worked out fine. It’s a lovely well care for resort resort. Don’t have a single complaint about it… The pool area was a gorgeous jungle and the beach was beautiful and the room was excellent.

Reviewed on Apr 15, 2026

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
The price is CA $301 per night from May 12 to May 13
CA $301
CA $381 total
May 12 - May 13
includes taxes & fees
9/10 Wonderful! (1,019 reviews)
Great location and friendly staff!!

Reviewed on Apr 15, 2026

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
The price is CA $331 per night from Apr 30 to May 1
CA $331
CA $451 total
Apr 30 - May 1
includes taxes & fees
9/10 Wonderful! (1,094 reviews)
Corner room terrible loud and staff were trying to work as we were trying to enter our room blocked by kitchen Waiter forgot to put our order in waited forever and never got our food or appetizer then it made my husband sick would not eat at the restaurant there

Reviewed on Apr 14, 2026

Siesta Key Beach Resort and Suites
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.

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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.