Vacation Homes in Siesta Key, FL

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Top Vacation Homes in Siesta Key

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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.

Top hotels in Siesta Key

Find the Best Vacation Homes in Siesta Key

Why book a vacation home in Siesta Key?

Vacation homes in Siesta Key make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Siesta Key?

Private Siesta Key rental homes range between $214 - $972 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Siesta Key vacation home rentals. You might look for Siesta Key rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Siesta Key offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Siesta Key?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Siesta Key. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Siesta Key hotels and vacation homes that best suit your stay. We also have deals for flights, and Siesta Key car rentals. You’ll save even more when you bundle your items into a Siesta Key vacation package!

How many vacation homes are available to book in Siesta Key?

There are 804 rental homes in Siesta Key. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Siesta Key?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

Siesta Key Vacation Homes essential information

Accommodation
804 Vacation Homes
Lowest Price
$214
Highest Price
$972
Popular accommodation
Siesta Key Island Rentals, SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND, Close to Beach Access #7, Short Walk to the Village, Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village, SKV 315 - Pool, Walk to Village, Beach, Restaurants, Bars, Shops!!, Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.), Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts, Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool, SKV 311 - Pool, Walk to Village, Beach, Bars, Restaurants !!, Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows, Siesta beach....one and only, Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to Beach