Discover a selection of 1,000 vacation rentals in Siesta Key Village, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $129 per night, and houses and villas are popular options for a stay in Siesta Key Village. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Siesta Key Village
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What are the top vacation rentals in or near Siesta Key Village?

The heart wants what the heart wants, and right now that's a vacation. Now's the time to pack your bags and take off to one of these top vacation rentals in or near Siesta Key Village:

  • "A Bayside Treasure - Outstanding Waterfront Views" is a popular choice. Around 2 miles from Siesta Key Village, it has 2 bedrooms and loads of useful amenities, including a printer and air conditioning.
  • Alternatively, unpack your suitcase at "The Casa Coco | Coronado: Updated Home". Around 19 miles from the heart of Siesta Key Village, it has 2 bedrooms and comes with nearby birdwatching activities and high-speed internet services.

For even more great options, use the search bar at the top of the page to find the perfect Siesta Key Village vacation rental for you.

What are the best tiny house vacation rentals in or near Siesta Key Village?

Punching way above its weight when it comes to charm and ingenuity, a tiny house vacation rental in Siesta Key Village puts you on the doorstep of big adventure. Close down your devices and turn your focus to Mother Nature at one of these pint-sized escapes:

  • Leave the world behind and escape to "Mystic Sea Tiny House 4 Min To The Beach". This getaway in Englewood packs plenty of conveniences into its compact space, such as a microwave oven and a kitchenette.
  • Alternatively, make yourself at home at "Pinecraft Tiny Home 2 - New, Cozy And Clean". Located in Southgate, this little gem comes with WiFi and air conditioning.

What are the top-rated vacation rentals for weekend getaways in or near Siesta Key Village?

Clock out on Friday and then pack your overnight bag. If you're eager for some fun and relaxation, these retreats in and around Siesta Key Village promise the ideal weekend getaway:

  • "Cleaned To New Standards: 4bedroom" is a popular option around 1 mile southeast of central Siesta Key Village. You'll never have to go far to find something to keep you busy around this escape. Get outdoors and discover Dakin Dairy Farms and North Beach. Activities like cycling and water skiing will add an adventurous touch to your mini getaway.
  • "Waterfront Hideaway On Siesta Key In Sarasota" will also roll out the welcome mat for you. Around 4 miles southeast of Siesta Key Village, use it as a base to try some cycling or parasailing. Siesta Key Beach and Wingate Creek State Park should also be on your itinerary if you stay here.

Can I find studio apartments for rent in and around Siesta Key Village?

Usually small in size, easy on the hip pocket and well located, it's not difficult to be charmed by a studio apartment. Settle into one of these options and experience the culture of Siesta Key Village up close:

  • Toss your bags down and put your feet up at "Living The Dream Lido Available In October". Amenities including an iron and ironing board and coffee and tea making facilities will make you feel at home here.
  • "Cleaned To New Standards: Gorgeous Cottages Steps From Beach" is another attractive option. Settle in and take advantage of a restaurant dining guide, a kitchen and more.

When it's time to step foot outside your studio apartment and go exploring, there's loads to keep you on the move around Siesta Key Village. Enjoy cultural attractions? Plan a visit to Asolo Theatre for the Performing Arts and Marietta Museum of Art and Whimsy.

Can I find short term rentals in or near Siesta Key Village?

Sure can. Vrbo's short-term rentals in Siesta Key Village are a great alternative to a typical hotel stay. Offering many of the creature comforts of home, you'll easily shift into vacation mode the second you arrive. Try these incredible rentals on for size:

  • Conveniently located close to favorite attractions like Sarasota National Cemetery, "Living The Dream Lido Available In October" will make the ideal home away from home during your stay in Siesta Key Village.
  • Or maybe "Cleaned To New Standards: Gorgeous Cottages Steps From Beach" is more your style. Check out nearby sights such as Venetian Golf and River Club during the daytime and then kick back in your comfy digs at night.

What are the best romantic weekend getaways in or near Siesta Key Village?

Forget about roses and chocolates. Sometimes all you need is to escape for a weekend, just you and your sweetheart. At Vrbo, we've got romantic getaways in and around Siesta Key Village that would make even old Cupid envious. Here are some we think you'll be enamored with:

  • Put on some soft music and chill together at "A Bayside Treasure - Outstanding Waterfront Views". Around 2 miles from Siesta Key Village, this property has everything you need for a romantic getaway, including a nearby bay and a resort.
  • Another place where you can enjoy a few glorious days together is "The Casa Coco | Coronado: Updated Home". Around 19 miles from Siesta Key Village, beauty services and a nearby bay add to the ambiance here.

What are the best large group vacation rentals in or near Siesta Key Village?

Big groups mean enormous fun. They also mean finding someplace that'll effortlessly fit your whole gang. Check out our large group vacation rentals in or around Siesta Key Village and get everybody together under one roof:

  • You'll have ample space to enjoy yourselves at "Contemporary Beach House, 5bd, 4 Bath". Around 20 miles southeast of Siesta Key Village, this grand property has 5 bedrooms and sleeps up to 12 guests. Top amenities include a water park and a swimming pool.
  • Invite as many as 18 of your favorite people to "Stunning Home, Resort Pool Area W" and fill its spaces with laughter and love. This popular option has 7 bedrooms and is around 0.1 miles to the southwest of central Siesta Key Village. It's packed with features to keep large groups happy and comfortable, including a swimming pool and a kitchen.

What are the best houses for rent with a pool in or near Siesta Key Village?

From games of Marco Polo to leisurely afternoon dips, a pool promises hours of fun for both kids and adults. Earn some brownie points with family or friends by booking a house with a place to swim in or near Siesta Key Village:

  • Pool day can be every day at "Siesta Breeze Beach House: 3bed". A garden and cable/satellite TV services are some of the other amenities that help make this place so appealing.
  • Another top pick is "This House Is A 3 Bedroom - S - , 2 Bathrooms". There's loads to love about this retreat apart from its pool, such as a microwave oven and towels.

What are the best large family vacation rentals in or near Siesta Key Village?

It's always more fun to share the good times with the folks you love the most. Whether you're organizing a family trip or getting away with your best friends, we'll have a large vacation rental that's perfect for you. These are two of our best in and around Siesta Key Village:

  • Get your nearest and dearest under the same roof at "Cleaned To New Standards: 4bedroom", which has 3 bedrooms that sleep up to 7 guests. This getaway is around 1 mile to the southeast of Siesta Key Village and features amenities such as a kitchen island and coffee and tea making facilities.
  • "Beach Front 3bedroom 2 Ba Villa Near Siesta Key Village" is another popular option. It's about 0.1 miles to the southwest of Siesta Key Village, has 3 bedrooms and accommodates up to 8 guests. Handy amenities here include nearby birdwatching activities and a toaster.

If you're in the mood to do some sightseeing, there are loads of family-friendly attractions nearby to put on your itinerary. St. Armands Circle, Sarasota Jungle Gardens and Mote Marine Laboratory & Aquarium are excellent places to start.

What are the best large houses to rent with indoor pools in or near Siesta Key Village?

Nothing says "glamorous getaway" like having a pool inside your house. Pack your favorite swimwear and enjoy a dip in the comfort and privacy of one of these spacious vacation homes in or near Siesta Key Village:

  • With 3 bedrooms sleeping up to 9 people, "Sarasota Bay Haven" is the ideal place to take time out with family and friends. Take advantage of this getaway's range of amenities, including a garden and a swimming pool.
  • Another top option is "Gorgeous, Update Pool Home 5 Minutes To Siesta". With 3 bedrooms sleeping up to 8 guests, you can invite all your friends to hang out and swim. A swimming pool and a firepit are other amenities you'll find here.

If you'd like to see even more options, use the search bar at the top of the page and adjust the filters to find the Siesta Key Village vacation rental that's perfect for your needs.