Siesta Key Village holiday homes

We found 1,146 holiday rentals — enter your dates for availability
Discover a selection of 120 homes, 26 apartments and other holiday rentals in Siesta Key Village that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the amenities that you need and want, which might include parking and a pool. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Siesta Key Village

Showing deals for:22 Jan - 29 Jan

Find the best place to stay - Siesta Key Village

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Find out more about Siesta Key Village

Why visit Siesta Key Village

  • Relaxed beach atmosphere: Enjoy the laid-back charm of Siesta Key Beach and its stunning white sand.
  • Family-friendly activities: Engage in various outdoor pursuits perfect for all ages, from beach games to picnics.
  • Local dining experiences: Savor delicious meals at a variety of eateries offering fresh seafood and local flavours.
  • Vibrant street life: Stroll through the village, exploring shops, galleries, and vibrant local culture.
  • Scenic marina views: Relax at the marina, ideal for boat watching and enjoying the coastal scenery.

Top attractions near Siesta Key Village

Siesta Key Village offers a delightful blend of beach, urban park, and marina experiences, perfect for family getaways. Enjoy sun, sand, and outdoor activities all within the village. The area caters to travellers seeking a city-themed holiday with plenty of local attractions to explore. Ideal for a relaxed yet vibrant break, this spot promises a memorable coastal adventure with plenty of opportunities for fun and discovery.

  • Siesta Key Beach: Enjoy a pristine stretch of white sand with a relaxed beach vibe, perfect for sunbathing and swimming, just 1km from Siesta Key Village.
  • St. Armands Circle: Experience a lively street scene with distinctive city vibes, offering boutique shopping and dining options, 5km away from Siesta Key Village.
  • Lido Beach: Discover a serene coastal retreat with inviting waters and a beach atmosphere, located 3km from Siesta Key Village.

Things to do recommended for couples

For a romantic getaway in Siesta Key Village, indulge in sunset beach walks along the powdery sands, enjoy a candlelit dinner at a local seafood restaurant, or take a scenic kayak tour through the mangroves. Embrace the tranquil vibes and create memorable moments together.

Things to do recommended for families

Enjoy family adventures at Siesta Key Village with activities like kayaking, paddleboarding, and beach picnics. Explore local shops and savor delicious local treats while soaking up the sun on pristine sands.

Things to do recommended for groups

Experience the thrill of the TreeUmph. Adventure Course, an exciting zipline and ropes course located 29km from Siesta Key Village. It's perfect for groups seeking outdoor adventure and a bit of adrenaline in a stunning natural setting.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Siesta Key Village

If you're travelling with a group, family, or pets, or if you're considering longer stays, it's important to filter your options based on your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Siesta Key Village with a group: Consider how many bedrooms you require, as well as features like a fully equipped kitchen or an alfresco area for group get-togethers. Luckily, Vrbo lets you refine your search to include these and many other options.
  • Traveling to Siesta Key Village with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Siesta Key Village: For many, a family holiday wouldn’t be the same without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels completely at home.
  • Planning for a long term stay visiting Siesta Key Village: If you're in search of holiday rentals with great deals for stays of a month or more, you've come to the right spot. By using the right filters, you can effortlessly discover and save on monthly rentals. Don't forget to include additional preferences in your search, such as a parking space, a well-equipped kitchen, or even a private pool.

Where to stay near Siesta Key Village

Siesta Key Village offers a vibrant, tropical retreat with its laid-back beachside charm. Enjoy the family-friendly atmosphere and relaxing vibes of Siesta Key Beach and Siesta Beach. The neighbourhood provides a perfect mix of city and beach experiences, ideal for a Kiwi holiday. Wander the streets, savour local flavours, and soak up the sun in a truly welcoming, scenic coastal setting.

  • Sarasota: Located a mere 8km from Siesta Key Village, Sarasota offers a vibrant city experience with a mix of beachside charm and urban amenities. This city is a favourite for families, providing access to shopping malls, various dining options, and recreational venues. The stunning local beaches invite visitors for sun-soaked days, while the lively town neighbourhoods offer cultural experiences, parks, and family-friendly attractions, making it a great spot for exploring with loved ones.
  • Siesta Key: Siesta Key, where Siesta Key Village is located, is a beautiful island renowned for its pristine beaches and outdoor activities. Travellers flock here for a quintessential beach experience, enjoying its soft white sands and crystal-clear waters. The village itself features a mix of boutique shops and dining options, perfect for a leisurely stroll. Additionally, recreational areas are available for various activities, catering to families and those seeking adventure alike. It's an idyllic place to unwind and connect with nature.
  • Lido Key: Just 5km from Siesta Key Village, Lido Key is another picturesque island that offers a blend of beach and city vibes. Visitors are drawn to its family-friendly atmosphere and urban parks, making it ideal for those travelling with children. The local shopping centres cater to all your retail needs, while the beaches provide a perfect backdrop for relaxation and water activities. Explore the scenic beauty of Lido Key and enjoy the vibrant atmosphere that this charming destination has to offer.

Best time to go to Siesta Key Village

If you're planning a trip to Siesta Key Village, it's a good idea to check both the weather and property rates. The warmest month is August.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January62.6°F (17.0°C)Light RainMostly Sunny
February65.1°F (18.4°C)No Rain (Dry)Mostly Sunny
March68.0°F (20.0°C)No Rain (Dry)Sunny
April73.4°F (23.0°C)Light RainMostly Sunny
May77.7°F (25.4°C)Light RainMostly Sunny
June81.7°F (27.6°C)Light RainMostly Sunny
July82.9°F (28.3°C)Light RainMostly Sunny
August83.3°F (28.5°C)Light RainMostly Sunny
September81.5°F (27.5°C)Light RainMostly Sunny
October77.2°F (25.1°C)Light RainMostly Sunny
November70.7°F (21.5°C)No Rain (Dry)Mostly Sunny
December66.6°F (19.2°C)No Rain (Dry)Mostly Sunny

Booking with Vrbo is simple

Looking to cut costs on your next adventure? Being flexible with your travel dates can really pay off, as rates often fluctuate. You might also unlock great savings by opting for a longer stay. To locate a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's clever Trip Board offers you a convenient way to plan your travels, allowing you to start new trips, pick up right where you left off, or manage your existing plans. You can easily find the properties you've saved and booked under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently Asked Questions

When is the best time to visit Siesta Key Village for a holiday rental?

The best time to visit Siesta Key Village for a holiday rental is during the peak season from January to March. This period attracts sun-seekers and beach lovers keen to enjoy the warm, inviting weather, with temperatures typically ranging from 15 to 25 degrees Celsius. The beaches are vibrant, and the charming village buzzes with activity, offering a great blend of relaxation and fun.


January, in particular, is a fantastic time to visit as it brings mild temperatures and a lively option. The stunning white sands of Siesta Key Beach are ideal for sunbathing, swimming, and various water sports, while the nearby shops and restaurants provide plenty of opportunities for exploration and indulgence.


If you're looking for a more budget-friendly option, consider planning your trip in November. While this month is outside the peak tourist season, it still offers pleasant weather and a more tranquil experience, allowing you to enjoy the natural beauty and local charm without the crowds.

What are the top attractions in Siesta Key Village, Florida, United States of America?

In Siesta Key Village, visitors can enjoy a variety of attractions that highlight the area's charm and natural beauty. The famous Siesta Key Beach, known for its powdery white sand and crystal-clear waters, is a major draw, great for sunbathing, swimming, and beach volleyball. Close to the beach, the village itself offers a delightful selection of shops, restaurants, and cafes, creating a lively option for leisurely strolls.


The Siesta Key Village frequently hosts local events, such as art fairs and live music performances, providing a vibrant community experience. Additionally, the nearby Point of Rocks on the southern end of Siesta Key Beach is a popular spot for snorkelling, where visitors can explore marine life in the shallows. For those interested in outdoor activities, the village's proximity to the scenic Legacy Trail offers opportunities for biking and walking through beautiful landscapes.

Are all fees included in the Siesta Key Village holiday homes prices shown on Bookabach?

Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

Are there any Siesta Key Village holiday homes with parking?

Bookabach offers a wide selection of holiday homes in Siesta Key Village with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

Are there any discounts for Siesta Key Village holiday homes?

You can find great discounts on holiday homes in Siesta Key Village on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I change or cancel my Siesta Key Village holiday home booking on Bookabach?

To find Siesta Key Village holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.

Can I find long-stay holiday homes in Siesta Key Village?

A long-stay holiday home in Siesta Key Village is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Can I plan a group trip on Bookabach?

Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.

How early should I book a Siesta Key Village holiday home?

Book your Siesta Key Village holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.

How much does it cost to rent a holiday home in Siesta Key Village?

Prices for holiday homes in Siesta Key Village vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Siesta Key Village to more spacious homes.

What can I expect from Bookabach customer service and Bookabach Care™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

What is Bookabach Care™ and how does it work?

Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

Why should I join Bookabach as a host?

Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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