5799+ Vacation Home Rentals in Siesta Key |
  1. USA
  2. Florida
  3. Sarasota
  4. Siesta Key

Siesta Key Vacation Rentals & Ski-in/Ski-out Homes

About Siesta Key Vacation Rentals

Explore over 5799 vacation rentals in Siesta Key with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Siesta Key for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Siesta Key. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Siesta Key tailored to your preferences. On average, these rentals offer 964.76 ft² of space, and are priced at an average of US $574 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Siesta Key at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

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Things to Know Before You Visit Siesta Key

Siesta Key, a barrier island on Floridas West Coast, is a beach lovers paradise. Whether youre visiting for a week or just an afternoon, there are plenty of ways to enjoy the sights and sounds of this lively community. In fact ,there are so many possibilities that it can feel overwhelming as soon as you arrive at the Siesta Key beach.

To make it easy for you, here are 6 great things you should do while visiting Siesta Key.

  1. Greet the morning with a stroll on the beach.
  2. Take a yoga class on the beach or try out one of the other intown studios from something unique, like aerial yoga.
  3. Walk or run around Siesta Key Village to grab breakfast at one of the many cafu00e9s, restaurants, and coffee shops.
  4. Take a stroll along the bayside path to unwind. Rent rollerblades, bikes, or kayaks if youd a different way to get around. If youre not feeling active, walk through Roberts Bay Hammock Park instead. Its a lush oasis that will make you feel like youre somewhere else.
  5. Go beachcombing for shells and sand dollars at Roberts Bay Nature Park .
  6. Stroll down to the public beach access on Stickney Point Road before or after your Siesta Key sunset, which you wont want to miss! Then head over to one of the many outdoor dining options for food and drinks under the stars.
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Top Types of Ski Accommodations in Siesta Key

Type Count
Vacation Homes 1717
Holiday Apartments 562
Villas 384
Cottages 62
Ski Chalet Rentals 15
Unique Vacation Rentals 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Siesta Key

★ Pro Tip: Discover Your Ideal Vacation Rental in Siesta Key with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.

Weather in Siesta Key, FL

View the weather forecast for Siesta Key before booking your Siesta Key Vacation Rentals to confirm your best time to go.

December - February
High 79°F       Low 51°F
March - May
High 91°F       Low 53°F
June - August
High 92°F       Low 72°F
September - November
High 90°F       Low 57°F

Top Attractions Around Siesta Key, FL

Sunski offers a large selection of top attractions around Siesta Key . Research things to do on your vacation before you visit Siesta Key.


Siesta Key Beach
Turtle Beach
Crescent Beach
Siesta Key Marina
Point of Rocks
Shell Beach
St. Boniface Episcopal Church Labyrinth
Bay Island
Irma Beach
Jim Neville Marine Preserve
Lido Beach
Venice Beach
St. Armands Circle
IMG Academy
Nokomis Beach
Coquina Beach
Sarasota Jungle Gardens
Mote Marine Laboratory & Aquarium
Sarasota Memorial Hospital
John and Mable Ringling Museum of Art

Other Places to Stay in Siesta Key, FL


Siesta Key Marina 7,064 Properties
Crescent Beach 6,975 Properties
St. Boniface Episcopal Church Labyrinth 6,964 Properties
Point of Rocks 6,874 Properties
Siesta Key Beach 6,531 Properties
Irma Beach 5,863 Properties
Shell Beach 5,424 Properties
Siesta Key Village 3,981 Properties
Turtle Beach 3,684 Properties
Aloha Kai 92 Properties
Bay Island 43 Properties
Bay Isle 43 Properties

Complexes around Siesta Key, FL


Cs Sarasota 122 Properties
Beachcomber Longboat Key 69 Properties
Aloha Kai Apts 55 Properties
Cove 26 Properties
Anna Maria Island Beach 9 Properties
Runaway Bay Bradenton Beach 9 Properties
Anchorage Resort Beach Boat Dock 7 Properties
Crescent Arms 7 Properties
Crescent Beach 7 Properties
Harbor 5 Properties
Casa Blanca Villa 4 Properties
Siesta Dunes 4 Properties
Point Of Rocks 3 Properties
Beach Resort 2 Properties
Class The Anchorage 2 Properties
See More Complexes

Frequently Asked Questions About Siesta Key?

What are the top vacation rentals in Siesta Key?

When organizing your trip to Siesta Key, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Siesta Key. Peruse our collection of highly-rated properties and secure your reservation today.

How many vacation rentals have private pools in Siesta Key?

Uncover 921 vacation rentals boasting private pools near Siesta Key. Explore top-rated RBO homes offering access to a swimming pool:

Which vacation homes or resorts in Siesta Key are best for families?

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Siesta Key. Enjoy great views, locations and save money with SunSki Resorts.™

How many SunSkiResorts vacation rentals or resorts are available in Siesta Key?

Discover the ideal vacation rental in Siesta Key with SunSki Resorts™. We provide an extensive selection of over 5799 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Siesta Key.

Nearby Neighborhood (4) 
Neighborhood Property Count
Siesta Key Village Vacation Rentals in Sarasota, Florida 3981
South Sarasota Vacation Rentals in Sarasota, Florida 125
Aloha Kai Vacation Rentals in Sarasota, Florida 92
Bay Isle Vacation Rentals in Sarasota, Florida 43

People Also Ask

There are 5799 Siesta Key, FL Vacation Rentals

Recently Booked Vacation Rentals in Siesta Key