Siesta Key Beach Vacations

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Escape to the pristine white sands of Siesta Key

Siesta Key, located in Florida, is a haven for beach lovers seeking a tropical getaway. With its pristine white sand beaches and breathtaking sunsets, it's the perfect place to unwind and relax. The small town atmosphere offers a charming escape from the hustle and bustle of city life. Visitors can enjoy live music, dancing, and a vibrant entertainment scene. For sports enthusiasts, Siesta Key offers a range of activities such as swimming, snorkeling, and beach volleyball. Whether you're looking for a fun-filled adventure or a peaceful retreat, Siesta Key has something for everyone.

4 Night Beach vacations in Siesta Key

Price found within the past 48 hours. Click for updated prices.
The Capri at Siesta
Captiva Beach Resort
Siesta Palms By the Beach
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Top reasons for your vacation to Siesta Key

  • Pristine White Sand Beaches: Siesta Key is renowned for its pristine white sand beaches, perfect for beach activities like volleyball and soccer. Take romantic walks along the shore and admire breathtaking sunsets. Birdwatchers can spot various species, and art lovers can appreciate sand sculptures.
  • Trendy Crescent Beach: Enjoy stunning sunsets and crystal-clear seas at Crescent Beach. Surfing enthusiasts can catch some waves, while birdwatchers can observe diverse bird species. Explore nearby natural parks and savor delicious seafood dishes at local restaurants.
  • Lively Shell Beach: Shell Beach offers a vibrant atmosphere with live music and dancing. Experience stunning sunsets and engage in various sports activities. Immerse yourself in the small-town charm and entertainment while relaxing in the tropical surroundings.
  • Small Town Charm: Siesta Key's small town atmosphere provides a charming escape from city life. Visitors can enjoy live music, dancing, and a vibrant entertainment scene. Indulge in delicious seafood and immerse yourself in the tropical vibes of Siesta Key.
  • Range of Activities: Siesta Key caters to sports enthusiasts with activities like swimming, snorkeling, and beach volleyball. Whether you seek a fun-filled adventure or a peaceful retreat, Siesta Key has something for everyone to create unforgettable memories.

Book a Package and Save Money on Your Siesta Key Vacation

A travel package combines flights with hotels or flights with car rental, making it convenient to book everything you need for your Siesta Key beach getaway in one place. It helps you save money and offers customization options to suit your preferences and budget. Expedia's price and theme filters ensure you find a great deal.

Booking a package in Siesta Key for your beach vacation is the perfect idea. With its stunning beaches, breathtaking sunsets, lively dancing scene, and live music, Siesta Key offers the ideal tropical getaway. You can relax, enjoy water sports, and be entertained by the small-town charm and vibrant entertainment options. Don't miss out on this unforgettable experience!

How to Save Money on a Vacation to Siesta Key

  • Utilize public transportation or ride-sharing services like Uber or Lyft instead of renting a car to save money on local transport.
  • Take advantage of the Expedia OneKey program to earn points and save money on bookings for accommodations and activities in Siesta Key.
  • Look for deals and discounts on attractions and sightseeing activities in Siesta Key, such as discounted tickets or group packages.
  • Pack your own snacks and drinks for the beach to avoid spending money on expensive beachside vendors.
  • Consider booking a vacation rental or staying in a budget-friendly hotel instead of a luxury resort to save money on accommodations.

Explore the best places to visit in Siesta Key

Siesta Key offers the perfect beach getaway vacation with its stunning beaches, breathtaking sunsets, and vibrant atmosphere. You can relax on the pristine white sands, enjoy live music and dancing, and indulge in delicious seafood. This small town also offers various sports and entertainment options, ensuring there's something for everyone. Immerse yourself in the tropical vibes and create unforgettable memories in Siesta Key.

  • Siesta Key Beach: This beach offers a unique experience with its pristine white sand, perfect for sports activities like volleyball and beach soccer. Enjoy breathtaking sunsets and romantic walks along the shore. Birdwatching enthusiasts can spot various species of birds, while art lovers can admire the sand sculptures created by talented artists. Nature lovers can explore the wildlife and beautiful marine life.
  • Crescent Beach: This trendy beach is known for its stunning sunsets and crystal-clear sea. Surfing enthusiasts can catch some waves, while birdwatchers can observe a variety of bird species. Take excursions to nearby natural parks and indulge in delicious seafood dishes at local restaurants.
  • Shell Beach: This beach offers a lively atmosphere with its live music and dancing. Enjoy the stunning sunsets and take part in various sports activities. Immerse yourself in the small-town charm and entertainment. Relax in the tropical surroundings and soak up the vibrant energy of Siesta Key.

Best months to visit Siesta Key

Siesta Key boasts a year-around average temperature of 72.9°F, peaking at 82.4°F in July, its warmest month, and dipping to an average low of 61.3°F in January, the coolest. Rainfall averages at 112.2mm annually, with August seeing the heaviest showers and November being the driest month.


MonthTemperature (Fahrenheit)Rainfall (mm)
January61.363.2
February63.368.6
March66.698.0
April71.162.0
May76.556.1
June80.8190.8
July82.4202.7
August82.2232.2
September81.3180.3
October76.379.2
November69.349.0
December63.564.3

Find your perfect Siesta Key beach vacation

How do I book the best Siesta Key beach vacation packages?

Life’s a beach when you dive into our brilliant Siesta Key beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Siesta Key?

A rental steps from the shore creates an amazingly affordable Siesta Key beach vacation. Seaside sojourns during low season start from $630. Prices and availability are subject to change. Additional terms may apply.

When should I book a Siesta Key beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Siesta Key?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Siesta Key beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Siesta Key vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Siesta Key beach vacation deals?

Sort your search results by deals to delight in amazing Siesta Key beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Siesta Key beach trip with free cancellation and/or flexible dates?

Just like the Siesta Key tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Siesta Key beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Siesta Key. (OK, maybe not that last part.)

Top Beach Siesta Key Hotels

Siesta Key Beachside Villas

Siesta Key Beachside Villas

2.5 out of 5
124 Columbus Blvd Siesta Key FL
  • 16 min walk from Siesta Key Beach
Make the most of this fantastic location, as you'll be close to Siesta Key Beach with a vacation at this hotel. Amenities at Siesta Key Beachside Villas include ...
8.8/10 Excellent! (912 reviews)

Travelers like: close to beach, beach towels, outdoor pool

Travelers say...
What a great place to stay in this great beach town. The staff is amazing and so friendly! Everything is very clean. I have no complaints but our villa was small but I still I would suggest hooks to hang wet towels and bathing suits. We had 4 people in a 2 bedroom villa. My son

Reviewed on Jan 15, 2026

Siesta Key Beachside Villas
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd. Siesta Key FL
  • 17 min walk from Siesta Key Beach
Make the most of this fantastic location, as you'll be close to Siesta Key Beach when booking a stay at this hotel. 2 outdoor pools, a hot tub, and beach towels ...
9/10 Wonderful! (1,009 reviews)

Travelers like: close to beach, sun loungers, beach umbrellas, beach towels

Travelers say...
Everything about this resort is great. The staff were friendly and quick. The resort is beautiful, the location is even better and the room is excellent.

Reviewed on Jan 24, 2026

Tropical Breeze Resort
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
915 Seaside Drive Siesta Key FL
  • 27 min walk from Siesta Key Beach
Make the most of this fantastic location, as you'll be within walking distance of Siesta Key Beach when booking a getaway at this hotel. A private beach, free ...
9.6/10 Exceptional! (308 reviews)

Travelers like: on the beach, cabanas, beach umbrellas, beach towels

Travelers say...
This hotel is by far exceptional! Everyone was friendly. The entire suite was clean fully stocked with amenities and offered a very comforting environment for my family of five. We all had plenty of space and privacy to relax and unwind especially when the weather wasn’t cooperating for outdoor activities. ...

Reviewed on Jan 28, 2026

The Residences at Siesta Key Beach by Hyatt Vacation Club
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.