Siesta Key vacation rentals

Chic villas, quirky treehouses and cozy cottages — everyone's dream getaway is different. Whatever you're into, you're sure to find something you love among these top vacation rentals in Siesta Key:

• "A Bayside Treasure - Outstanding Waterfront Views": This Gulf Coast rental comes with 2 bedrooms and is rated highly among visitors. Amenities such as an ice maker and a heated pool will help you feel right at home.
• "Cleaned To New Standards: 4bedroom": Stay a week or so at this escape in Siesta Key Village and you'll have access to a dishwasher, a fenced pool and more. It has 3 bedrooms to accommodate your favorite people.

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

Punching way above its weight when it comes to charm and character, a tiny house vacation rental in Siesta Key provides a front-row seat to big adventure. Shut off all your gadgets and switch your focus to nature at one of these pocket-sized escapes:

• Leave the everyday behind and disappear to "Mystic Sea Tiny House 4 Min To The Beach". This retreat in Englewood packs plenty of conveniences into its small space, such as nearby ecotour services and air conditioning.
• "Pinecraft Tiny Home 2 - New, Cozy And Clean" offers plenty of conveniences, including air conditioning and a TV. Located in Southgate, you'll be able to live large in this small yet comfy home.

Forget about catching up on chores, because weekends were made for fun. Book one of these weekend getaways in and near Siesta Key and enjoy all the terrific things to do nearby:

• Located 1 mile to the southeast of central Siesta Key, "Cleaned To New Standards: 4bedroom" is a favorite among adventurous types and nature lovers. Stay busy by exploring nearby attractions, such as North Jetty Beach and River Run Golf Links. If it's activities you're interested in, try water skiing or sailing.
• Alternatively, enjoy a slower pace of life at "Waterfront Hideaway On Siesta Key In Sarasota". Approximately 4 miles southeast of Siesta Key, fun activities around here include kayaking and parasailing. More into sightseeing? Make a detour to Lemon Bay Park and Caspersen Beach.

Usually compact, inexpensive and conveniently located, it's hard not to succumb to the charms of a studio apartment. Make yourself comfortable in one of these vacation rentals and get acquainted with Siesta Key up close:

• Explore the world around you from "Living The Dream Lido Available In October". This property is an excellent base for seeing the sights and comes with amenities including a restaurant dining guide and a free nearby fitness center.
• "Cleaned To New Standards: Gorgeous Cottages Steps From Beach" is another top choice. Get comfy and take advantage of a garden, an outdoor pool and more.

When it's time to step outside your studio apartment and discover the highlights, there's plenty to keep you occupied around Siesta Key. Into culture? Pencil in a visit to Historic Spanish Point and Asolo Theatre for the Performing Arts.

You can. Vrbo's short-term rentals in Siesta Key provide an excellent alternative to your typical cookie-cutter hotel room. Offering many creature comforts of home, you'll be able to switch into vacation mode the minute you arrive. Try one of these fantastic rentals on for size:

• Conveniently situated close to favorite attractions like Sarasota National Cemetery, "Living The Dream Lido Available In October" will make an ideal home away from home during your short stay in Siesta Key.
• "Cleaned To New Standards: Gorgeous Cottages Steps From Beach" is another fabulous property that welcomes short-term guests. Make the most of your swift visit by exploring local hot spots, including Venetian Golf and River Club.

Whether spent in a cottage, a cabin or a condo, a romantic weekend getaway is one of the best ways to spice up your love life. Whisk your special someone off for a couple of leisurely days at one of these sought-after escapes in or near Siesta Key:

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

Big groups mean big fun. They also mean finding a place that'll easily fit your entire crew. Check out our large group vacation rentals in or around Siesta Key and get everyone together under the one roof:

• A range of amenities including a swimming pool and a water park make "Contemporary Beach House, 5bd, 4 Bath" a top pick. This spacious property has 5 bedrooms and sleeps up to 12 people. From the heart of Siesta Key, it's around 20 miles away to the southeast.
• Invite up to 16 of your best friends to "Tropical Oasis - Private Heated Pool" and fill its spaces with love and laughter. This popular option has 7 bedrooms and is around 0.1 miles to the west of central Siesta Key. It's crammed with features to keep your group occupied, including a swimming pool and a kitchen.

Now and again you just want to get away from it all … with, oh, 30 or more of your nearest and dearest. Whether you're searching for someplace to stay with the extended family or you're planning a big ol' shindig, we have large vacation rentals in and around Siesta Key that'll house your whole party:

• "Siesta Key Bungalows - On Water": With 10 bedrooms housing up to 40 people, there's room enough for all. You and your guests will have access to amenities including a water view and a kitchen.
• "8 Steps To Beach Path Of #1 Beach In The Country": Offering privacy, space and comfort, this impressive home houses as many as 32 people in its 8 bedrooms. A kitchen and a garden will help keep your team content.

A pool is often an all-important amenity when choosing where to stay, especially if you're bringing the kids along. Browse these houses with a pool in or near Siesta Key and spend your days splashing about:

• Treat the gang to an unforgettable break at "Siesta Breeze Beach House: 3bed". There's a lot to love about this escape besides its pool, such as coffee and tea making facilities and a toaster.
• Alternatively, enjoy a change of scenery at "This House Is A 3 Bedroom - S - , 2 Bathrooms". Along with an invigorating pool, you'll also have use of cable/satellite TV services and a TV.

Siesta Key has a humid subtropical climate, with average summertime temperatures fluctuating between 80 ºF and 90 ºF. But you don't have to wait until summertime to visit. Check out the search bar at the top of the page and adjust the filters to find the ideal Siesta Key vacation rental and organize your getaway for any time of year.

You'll always have more fun sharing wonderful times with the ones you care about the most. Whether you're organizing a family trip or taking time out with good friends, Vrbo has a large vacation rental that suits you. These are two of our best in and around Siesta Key:

• Get everyone together at "Cleaned To New Standards: 4bedroom", which has 3 bedrooms sleeping up to 7 guests. This escape is around 1 mile to the southeast of Siesta Key and features amenities such as a garden and coffee and tea making facilities.
• Another top choice is "Beach Front 3bedroom 2 Ba Villa Near Siesta Key Village". This property is 0.1 miles west of Siesta Key and features a DVD player, a nearby laundromat and more. With 3 bedrooms accommodating up to 8 people, you won't need to leave anyone off your guest list.

When it's time to leave the house and explore, there are loads of family-friendly attractions in the area to keep everyone entertained. St. Armands Circle, Sarasota Jungle Gardens and Mote Marine Laboratory & Aquarium should be at the top of your agenda.