Search Results - Vacation Rentals

Siesta Key, Florida Vacation Rentals

197 listings found
About Siesta Key, Florida

Where the Gulf of Mexico greets you with an embracing tropical breeze, that’s where your Siesta Key vacation begins! A barrier island off the central western coast of Florida, Siesta Key is located between Sarasota Bay and the Gulf. With a panoramic view of paradise at every turn, Siesta Key resort offers a secluded tropical getaway with white sandy beaches and some of the most stunning natural surroundings in the region—a wondrous location for your Siesta Key rental.

Siesta Key Condo Rental near Top 10 Beaches

Ranked as one of the top 10 beaches in the United States by a host of travel guides, your Siesta Key vacation rental is located right alongside some of the most stunning ocean vistas in the world. White sandy beaches, warm Gulf waters and an amazing array of seashells has made Siesta Key a favorite romantic getaway as well as a family destination for generations of tourists.  On the island’s east side, visitors will discover Sarasota Bay and Florida’s Intracoastal Waterway, including a scenic trail of mangrove forests. On the island’s west side, sink your toes into the white sandy beaches and claim your own tropical spot. Whether you choose east or west, the right Siesta Key condo or vacation house in Siesta Key is waiting on you.

Enjoy Action and Adventure during Your Siesta Key House Rental

If you are looking for action and adventure on your Siesta Key vacation, you will be amazed at the water sports opportunities on the island. From pontoon boats to parasailing to jet ski rental and kayaking, Siesta Key resort provides an active way to spend your time on the water. A Siesta Key vacation rental is also in close proximity to many land adventures too! From riding your bike or taking a relaxing walking tour, the island offers perfect ways to soak up the sun and get back to nature.

Fine Dining Meets Casual Cuisine Right near Your Siesta Key Condo Rental

On the south end of Siesta Key, you will discover something everyone loves to find—good food! From fine dining to open-air restaurants, Siesta Key Village is only a short walk or ride from your Siesta Key house rental or Siesta Key condominium. And no matter what kind of cuisine you discover in the village, you will find that the dress is always casual. From island natives to annual residents to the first time tourist, you will share in the low key, relaxed feeling of island life at Siesta Key resort, making your condominium in Siesta Key your new favorite place to be.

Shopping near Your Condominium in Siesta Key

Although the dress is casual on your Siesta Key vacation rental, you will be amazed at the high-end boutique and unique retail available on the island. With a wide assortment of unique storefront concepts, you can choose from fashion and specialty stores to art galleries and antique stores. Colorful independent stores are near to most any Siesta Key rental and a short drive into Sarasota will fulfill any shopping need—or bag—you ever had!

A Vacation House in Siesta Key is Close to Major Sarasota Attractions

With Sarasota just a short drive from your Siesta Key rental or vacation house in Siesta Key, you will discover an active, urban city that offers many cultural and entertainment options—just a short distance from any Siesta Key rental. At the Ringling Museum of Art, view the large collections of Rubens masterpieces or take in the joyous memorabilia of the Ringling Circus Museum. Sarasota’s Opera House offers nationally recognized programming and the city also plays host to stunning theatre and ballet companies as well as a world-renown symphony.  From the sandy beaches of your Siesta Key condo rental to the thrill of live cultural events, you will find something to entertain and sustain you on your visit to Siesta Key. Besides Sarasota, there are many other day trips to other unique towns near your condominium in Siesta Key. From Venice to Osprey and nearby Nokomis, each town has a unique tropical vibe and welcomes tourists to soak up the sun as well as a little local culture.

A Siesta Key House Rental Will Refresh and Renew

So whether your are planning to rent a vacation house in Siesta Key or take advantage of one of the many lovely Siesta Key condos, your perfect vacation awaits you in one of the most charming and ideal locations along the Gulf Coast. See the Gulf as it was meant to be seen, feel the wind the way it was supposed to be felt and find your inner peace while gazing at one of the most marvelous vacation destinations in Florida.

Rate & Availability Disclaimer
Base rates (EXCLUDING any applicable taxes, fees, and promotions) are displayed as provided by rental managers and are not guaranteed. Rates are based on the start date or arrival date selected in the search and may vary on subsequent days. Properties marked ‘Available’ or ‘Booked’ are done so based on information provided by the rental manager and are not guaranteed. For completed details (including minimum stay length, full availability information, approved arrival days and other booking rules for the property) select ‘Book Now” (on available properties) or ‘Check Availability’ (booked properties) to be directed to the rental manager’s website or click “Contact” to send them a specific request.
Scroll to load more Loading more results... That's all!

No properties found.

Access Your FREE Vacation Specialist!

Provide your information below and a Vacation Finder travel specialist will provide you with additional information.

Check-Out Only
Check-In Only
Select some dates

Share by Link

Share by Email

Separate multiple addresses with commas

Properties in List





Are you sure you want to remove this property?
  • ${list.property_count}
  • Need an account? Sign Up
    Forgot your password? Use a Login Link
    Already have an account? Login