6340+ Luxury Vacation Rentals & Cabins in Siesta Key |
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Siesta Key Cabin Rentals

About Siesta Key Vacation Rentals

There are more than 6340 incredible getaway rentals that are available in Siesta Key. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.com and uncover great stays in Siesta Key.

Cabinns.com features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.com in Siesta Key, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.com vacation rentals, resorts, and Airbnb-style properties in Siesta Key. Places to stay near Siesta Key are 1025.45 ft² on average, with prices averaging $501 a night.

Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in Siesta Key. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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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 Cabin Rentals, Cottages, and Holiday Home Rentals in Siesta Key

Type Count
Vacation Homes 2005
Holiday Apartments 658
Villas 419
Cottages 63
Ski Chalet Rentals 17
Others 1

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

★ Pro Tip: Cabinns.com is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Siesta Key with Cabinns.com.

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

Activities Siesta KeyGuest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World Siesta KeyGuest Reviews Discover Top Attractions For Your Next Outdoor Adventure


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

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Siesta Key Marina 7,095 Properties
St. Boniface Episcopal Church Labyrinth 7,036 Properties
Crescent Beach 7,010 Properties
Point of Rocks 6,898 Properties
Siesta Key Beach 6,641 Properties
Irma Beach 5,967 Properties
Shell Beach 5,526 Properties
Siesta Key Village 4,301 Properties
Turtle Beach 3,518 Properties
Aloha Kai 165 Properties
Bay Island 47 Properties
Bay Isle 47 Properties

Complexes around Siesta Key, FL


Cs Sarasota 125 Properties
Beachcomber Longboat Key 69 Properties
Aloha Kai Apts 55 Properties
Cove 26 Properties
Anna Maria Island Beach 10 Properties
Anchorage Resort Beach Boat Dock 12 Properties
Runaway Bay Bradenton Beach 10 Properties
Crescent Beach 8 Properties
Crescent Arms 7 Properties
Harbor 5 Properties
Casa Blanca Villa 4 Properties
Point Of Rocks 4 Properties
Siesta Dunes 4 Properties
Beach Resort 2 Properties
Class The Anchorage 2 Properties
See More Complexes

Frequently Asked Questions About Siesta Key?

What are the top cabins, lake houses & summer homes in Siesta Key?

We provide an array of great vacation destinations in Siesta Key. If you are looking to stay in or around the Siesta Key area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Siesta Key:

How many cabin rentals and resorts have private pools in Siesta Key?

We have 1045 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Siesta Key. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which cabin rental, resort, or holiday home in Siesta Key is best for families?

Searching for a family-friendly cabin in Siesta Key? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Siesta Key?

Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2025 is over 6340 in the Siesta Key area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in Siesta Key.

Nearby Neighborhood (4) 
Neighborhood Property Count
Siesta Key Village Rental Cabins and Private Getaways in Sarasota, Florida 4301
Aloha Kai Rental Cabins and Private Getaways in Sarasota, Florida 165
South Sarasota Rental Cabins and Private Getaways in Sarasota, Florida 110
Bay Isle Rental Cabins and Private Getaways in Sarasota, Florida 47

People Also Ask

There are 23 hotels in Siesta Key 16 resorts, and 3082 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Siesta Key