Whether you're looking for a fun family vacation, a romantic getaway, or a recreational wonderland, you can't go wrong at Siesta Key, an island off the shores of Sarasota, Florida, in the Gulf of Mexico. Stretching eight miles in length, this warm-weather paradise is a beach lover's dream.

Top vacation rentals in Siesta Key

Speaks For Itself.
No Stress Here!
5.0
Outstanding(290 Reviews)
Cottage
 in Siesta Key
Across The Street From #1 Beach
2 guests · 1 bedroom · 1 bath
Pets allowed · Kitchen / Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Siesta Key, at $255 per night for your next great vacation.

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Looking Out at Waterway from Living Area
5.0
Outstanding(179 Reviews)
Condo
 in Sarasota
A Bayside Treasure - Outstanding Waterfront Views!!
4 guests · 2 bedrooms · 2 baths
Pool · Kitchen / Kitchenette · Air conditioner

Indulge in a peaceful retreat at A Bayside Treasure - Outstanding Waterfront Views!! , our elegant Condo in Siesta Key. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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4.2
Excellent(47 Reviews)
Condo
 in Siesta Key
Living the Dream by Beachside Management
Pets allowed · Kitchen / Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Siesta Key, at $428 per night for your next great vacation.

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4.0
Good(59 Reviews)
Villa
 in Siesta Key
Siesta Key Bay View
Garden · Pool · Kitchen / Kitchenette

This inviting Villa in Siesta Key can fit your needs for many types of vacations, at $242 per night.

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Vacation rentals with internet & wifi in Siesta Key

Amazing Kitchen and living area.
5.0
Outstanding(198 Reviews)
Condo
 in Siesta Key
Perfect Local In Village,1 1\/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun
4 guests · 1 bedroom · 1 bath
Garden · Pool · Kitchen / Kitchenette

Looking for the perfect place to call home during your trip to Siesta Key? This Condo offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

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Master bedroom
4.9
Outstanding(182 Reviews)
House
 in Siesta Key
Super clean comfortable Modern Townhouse, Steps From PRIVATE Beach. 3 night min
8 guests · 2 bedrooms · 3 baths
Garden · Pool · Kitchen / Kitchenette

This House in Siesta Key, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

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Heated Pool on the Bay Side (also large jacuzzi/hot tub and fishing pier)
4.8
Outstanding(224 Reviews)
Condo
 in Siesta Key
Top Rated Gulfside, White Sand Beach, 2 heated pools, pickleball\/tennis, hot tub
5 guests · 2 bedrooms · 2 baths
Pool · Kitchen / Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Siesta Key at Top Rated Gulfside, White Sand Beach, 2 heated pools, pickleball\/tennis, hot tub for $340 for your next trip.

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4.3
Excellent(553 Reviews)
Resort
 in Siesta Key
The Ringling Beach House
Garden · Pool · Pets allowed

Experience vacation in Siesta Key with our Resort, The Ringling Beach House. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

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Siesta Key

Siesta Key travel guide

Let us help you plan your perfect Siesta Key vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Siesta Key, and more.

Frequently asked questions

What are the most popular vacation rental amenities in Siesta Key?

  • Internet / Wifi
  • Kitchen / Kitchenette
  • Air conditioner

How many beaches are in Siesta Key?

Three different beaches deliver something for everyone.
  • Siesta Beach: Sunbathe, swim, fish, picnic, or play tennis or volleyball for a full day on the sand. For water adventure, navigate the warm, shallow waters along Siesta Beach by kayak.
  • Crescent Beach: If you're looking for a more serene setting, this is the beach for you. Snorkelers and divers enjoy Point of Rocks, an area located at the southern tip of the beach featuring colorful coral and marine life.
  • Turtle Beach: With a volleyball court and a horseshoe pit, Turtle Beach offers lots of active fun by land and sea. It also makes a great place to hunt for shells and petrified sharks' teeth.

What are the best neighborhoods to visit in Siesta Key, FL?

  • Siesta Village: Known for its excellent shopping, dining and nightlife, Siesta Village is the main hub of tourist activity in Siesta Key.
  • Crescent Beach: With its pristine white sand and shallow, crystal-clear waters, Crescent Beach is a favorite spot for beachgoers.
  • Turtle Beach: Located on the south end of Siesta Key, Turtle Beach is a popular spot for fishing, kayaking, and paddleboarding.

What are the most popular vacation rental amenities in Siesta Key, FL?

Siesta Key, FL is a popular vacation spot due to its stunning beaches, vibrant culture, and fun attractions. To make the most of your stay in Siesta Key, there are a few amenities that can significantly enhance your experience. Here are some of the most popular amenities in this city:

  • Pool access: Many vacation rentals in Siesta Key include access to a private pool, perfect for cooling off in the hot Florida sun.
  • Outdoor space: Many rentals come with outdoor decks and patios, perfect for enjoying the warm weather and picturesque views.
  • Air conditioning: Beat the heat with air conditioning throughout your stay.
  • Fully equipped kitchen: Enjoy the convenience of cooking meals in your own rental, equipped with all the necessary cookware and utensils.
  • Washer and dryer: Doing laundry at home has never been more convenient.

What are the must-visit tourist attractions in Siesta Key, FL?

Siesta Key, FL is a popular tourist destination with plenty of attractions to explore. Here are some of the must-visit tourist attractions in Siesta Key, FL:

  • Siesta Key Beach
  • Siesta Key Village
  • Point of Rocks
  • Crescent Beach

Siesta Key Beach is a great spot to relax and soak up the sun, while Siesta Key Village has plenty of shops, restaurants, and bars to explore. Point of Rocks is a great spot for snorkeling and Crescent Beach is known for its stunning sunsets.

How can I get around in Siesta Key, FL?

You can get around Siesta Key, FL in a variety of ways:

  • By car or bike
  • By public transportation, such as the SCAT bus system
  • By taxi

You can also enjoy the beautiful scenery by taking a leisurely stroll!

Where can I find affordable accommodation in Siesta Key, FL?

Siesta Key, FL offers a variety of affordable accommodation options. These include:

  • Siesta Key Condo Rentals
  • Tropical Beach Resorts
  • Siesta Inn & Suites
  • Turtle Beach Resort

Siesta Key Condo Rentals offers visitors a variety of options ranging from beachfront villas to high-rise condos. Tropical Beach Resorts is located directly on the beach, and offers a variety of amenities and activities. Siesta Inn & Suites is a budget-friendly option and provides comfortable accommodations with a beach-style atmosphere. Turtle Beach Resort is located near the bay and offers a variety of amenities, including a heated outdoor pool.

What is the culture like in Siesta Key, FL?

Siesta Key, FL is a charming barrier island located just off the coast of Sarasota. With its vibrant culture, beautiful beaches, and laid-back atmosphere, it is the perfect destination for anyone looking for a relaxed, sun-filled vacation. Here are five aspects of the culture in Siesta Key that make it a unique and special place:

  • A vibrant art scene – Siesta Key boasts an abundance of art galleries, performing arts centers, and theatrical performances.
  • A lively nightlife – With its many bars, clubs, and restaurants, Siesta Key is the perfect place to enjoy a night out with friends.
  • A plethora of outdoor activities – From fishing to kayaking, there’s no shortage of activities to fill up your days in Siesta Key.
  • A laid-back atmosphere – Enjoy the beach, explore the local culture, and relax in the sun without feeling rushed or stressed.
  • A strong sense of community – Siesta Key has a small-town feel with friendly locals, a tight knit community, and plenty of local businesses.

Is Siesta Key, FL safe to travel to?

Siesta Key, FL is generally safe to travel to. Here are some tips to keep in mind:

  • Stay in well-lit, populated areas.
  • Be aware of your surroundings.
  • Keep an eye on your belongings.

What are the popular shopping destinations in Siesta Key, FL?

Siesta Key, FL is a popular shopping destination. Here are some of the most popular places to shop:

  • Siesta Key Village
  • Siesta Key Outlet Mall
  • St. Armands Circle

Whether you're looking for high-end boutiques, unique souvenirs, or beachwear, Siesta Key has something for everyone.

Where is Siesta Key, FL?

Siesta Key, FL is located on the Gulf Coast of Florida, just south of Sarasota. It is a barrier island that is home to a variety of activities, such as swimming, fishing, and boating. The area is also known for its stunning white sand beaches and crystal clear waters.

What are the top things to do in Siesta Key, FL?

Siesta Key, FL is a beautiful beach town with plenty of activities to keep you entertained. Here are the top four things to do in Siesta Key:

  • Visit the Siesta Key Public Beach
  • Explore Turtle Beach
  • Take a boat tour of the mangroves
  • Go shopping at the Siesta Key Village

No matter what you choose to do, Siesta Key is sure to provide a wonderful experience. Enjoy!

What do I need to know before visiting Siesta Key, FL?

Before visiting Siesta Key, FL, it's important to know about the weather, attractions, and safety.

  • The average temperature ranges from the mid-50s to the mid-80s.
  • Popular attractions include Siesta Beach, Turtle Beach, and Crescent Beach.
  • It is important to be aware of your surroundings and practice good safety habits.

What is the price range for rentals in Siesta Key?

Vacation rentals in Siesta Key have a price range between $39-$20,000. The average price for rentals in Siesta Key is $281 per night.

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