Tiny house holiday rentals in Sarasota County

4.98 out of 5 average rating, 58 reviews

Cottage in Englewood

Waterfront! Sunset Views Nightly!

Welcome to Tiki In Paradise! Enjoy the tropical setting in this restored fishing cottage with direct Lemon Bay front cottage views! Sit back & relax and enjoy Lemon Bay water views from every window in our cottage! All the comforts you want and deserve. You will never find another property with the character, views & cleanliness like this special place. Completely remodeled. We are moments from Gulf front beaches, Historic Dearborn Street & fantastic restaurants! Private, Unique & Special!

4.96 out of 5 average rating, 168 reviews

Sarasota Florida -Wild Orchid Creek Cottage Home

Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

4.87 out of 5 average rating, 234 reviews

Tiny home in Sarasota

@Tiffanythetinyhome| island | netflix|bike|hammock

You are about to book a famous HGTV 270ft² / 25m² tiny home on a private 1.5-acre island! ☆ Walk to dining, nightlife, and shopping ☆ Fully equipped kitchen (K-cup) ☆ Backyard fire pit + BBQ ☆ Screened-in outdoor lounge w/ hammocks ☆ 415Mbps ☆ Smart TV w/ Netflix ☆ Memory foam bed ☆ FREE Bikes + kayaks + beach gear 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing) We use a compost toilet. Please read house rules for info.

4.89 out of 5 average rating, 418 reviews

Guest suite in Sarasota

Riverside Oasis

Beautifully elegant suite designed specifically for the relaxing and quiet get away that epitomizes a great vacation. Free parking, wifi, and streaming services are all provided. A microwave, toaster, fridge, and coffee maker are also included. Riverside Oasis is located right next to the river leading into Whitaker Bayou for a tranquil and relaxing getaway. Located only MINUTES from downtown Sarasota and Lido Key beach, it could not be more conveniently located! Come relax in our Oasis!

4.97 out of 5 average rating, 479 reviews

Guest house in Sarasota

Quick and Easy Walk Downtown - Tons of Amenities

Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfect place to use as a base camp while you explore the area and experience the best Sarasota has to offer. Quick and easy walk to dozens of casual restaurants, cool bars and unique shops. 5 minutes to Selby Gardens. 10 minutes to the Sarasota Bayfront. Main street is half a mile away. We provide tons of amenities including bikes, kayaks, beach chairs and umbrella.

4.86 out of 5 average rating, 7 reviews

Amazing Location! 30% off monthly stays!

This is a weekly rental with a 7 day minimum. No smoking permitted! Top-rated vacation resort is in the perfect location - not only within the resort (close to the entrance and amenities), but also for Sarasota! 20 min from the airport, 15 min from the beach, 5 min from incredible shopping and across the street from Cooper’s Hawk! SunOutdoors Sarasota is an award-winning vacation resort with indoor & outdoor pool, fitness center, mini golf, pickle ball - you name it!

4.78 out of 5 average rating, 107 reviews

Cute Bohemian House in quiet, gated community

This cute little house has 2 bedrooms as well as a sleeper sofa. There is also a pack n play for your little ones. All bed and bath linens are provided. There is a fully stocked kitchen with all the basic necessities As well as a dining area and sitting room. There is free wifi and ROKU TV. Guests are also welcome to use the washer and dryer. If you are looking for a fun getaway in a quiet, laid back community this is the perfect place for you.

4.89 out of 5 average rating, 131 reviews

Guest house in Sarasota

City Garden Cottage

City Garden Cottage is a cozy and comfortable cottage located in the quiet Laurel Park neighborhood in Sarasota, only a few blocks from downtown. The studio is surrounded by lush gardens and trees. Inside you will find a kitchenette, equipped with a coffee maker, toaster, refrigerator, and hot plate. The studio also has a flat-screen TV, a queen bed & private bathroom. There is also shared use a gas grill and fire pit included with the rental.

Campervan/Motorhome in Nokomis

4.79 out of 5 average rating, 219 reviews

Sleep Bird glamping trailer 5min to the beach

Every minute in this romantic home in nature is a pleasure... This little sleeping bird trailer is in the backyard of my house. It is equipped with a bunk bed with full and twin mattresses, refrigerator, coffee maker, electric kettle, microwave, air conditioning and kitchenware. There is also an outdoor wooden shower with a washbasin, a hanging tree swing, a gas grill and a fire pit. You can drive to Nokomis public beach in just 5 minutes.

4.78 out of 5 average rating, 360 reviews

Bungalow in Osprey

Osprey,Buttonwood Cottage.Hot tub -patio.Sublime !

Floridian Tiny Cottage! Buttonwood Cottage is wonderfully located central to the downtowns and beaches of Sarasota and Venice with a private patio space and hot tub. 15 minutes away for the number 1 beach in USA "Siesta Key" . You'll feel that you stepped back in time upon arrival to our charming homestead. I follow Airbnb’s enhanced cleaning protocol, which was developed with expert guidance. Here are a few highlights:

5 out of 5 average rating, 350 reviews

Stunning Luxe Casita- Gateway to Siesta Beach

Newly built and completed in 2019; this guest house is just a few minutes walk to one of the world's best beaches, Siesta Key. Your own private drive to this elegant secluded enclave is close to shopping, restaurants and all the fun Sarasota and Siesta Key offer. Tall ceilings, double pane windows, extraordinary insulation, beautiful finishes and furnishing details make this an unusually quiet and comfortable refuge.