Tiny house vacation rentals in Sarasota

4.93 out of 5 average rating, 145 reviews

A scenic view along a pathway flanked by tall palm trees, leading to the waterfront. Benches are positioned along the path, inviting leisurely sits while taking in the coastal surroundings. The calm water and clear sky create a serene atmosphere.

Guest suite in Bradenton

studio suite with private entrance and a patio

This newly remodel private studio suite. Is stylish yet spacious in a beach feal decor. great for a guilt free, week or weekend stay To enjoyed Beautiful Anna maria island beaches. We are located the perfect spot In bradenton fl. 5 minute drive from the airport. We're close to all the major colleges in bradenton,like USF, SCF bradenton IMG. college with just a 10 minute drive to ana maria island beaches and fishing pears the perfect spot for work or a little peace and quiet. we wellcome you.

4.93 out of 5 average rating, 513 reviews

A wide sandy beach is displayed, featuring neatly groomed lines of white sand. The ocean is visible in the background, reflecting a bright blue sky with scattered clouds. A few people can be seen enjoying the beach near a colorful umbrella.

Guesthouse in Sarasota

La Casetta: "the little house" near to the beaches

La Casetta means, in Italian, little house. Set in a private, peaceful, mature Florida tropical garden, a real hideaway. I am proud of the cleanliness of our property, however in this new reality that we live in, we do carry out enhanced cleaning and sanitizing between guests. We also practice social distancing, insofar as guests have their own part of our luscious back garden as well as your own entrance. La Casetta has 1 queen sized bed, bathroom & kitchenette. Wifi & Netflix available.

4.94 out of 5 average rating, 192 reviews

A serene river scene captures several kayakers navigating the calm waters. Lush greenery lines the banks, with trees arching over the water. The vibrant colors of the kayaks contrast with the natural hues of the surroundings, creating an inviting atmosphere for outdoor activities.

Home in Bradenton

Peaceful Braden River Oasis: Cottage

Come get away to this river retreat just outside of Lakewood Ranch. This property has three separate rental units on it including this charming single bedroom cottage with access to the river. It comes with everything you need to enjoy a wonderful vacation! The other units on this property are the Guest House, a larger studio unit 1 bed/1 bath sleeps 2 (Search Peaceful Braden River Oasis: Guest House) and the Main House, a 2 bed/2 bath sleeps 7 (search Peaceful Braden River Oasis: Main House).

4.96 out of 5 average rating, 156 reviews

An evening gathering is depicted around a fire, with several individuals seated in lightweight chairs. The warm glow of the fire illuminates the scene, creating a relaxed atmosphere. The setting showcases a grassy area surrounded by trees, enhancing the sense of connection with nature.

Home in Sarasota

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.

4.89 out of 5 average rating, 216 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, 397 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!

Guesthouse in Downtown Sarasota

4.97 out of 5 average rating, 458 reviews

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.

Guesthouse in St. Petersburg

4.99 out of 5 average rating, 143 reviews

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

Guesthouse in Downtown Sarasota

A private outdoor area features a cozy swing sofa under a wooden pergola, surrounded by lush greenery. Several comfortable chairs are positioned around a small fire pit, creating a welcoming space for relaxation. Natural light filters gently through the surrounding trees.

4.89 out of 5 average rating, 123 reviews

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.

4.93 out of 5 average rating, 123 reviews

A compact kitchenette features light wooden cabinets and a granite countertop. Two bar stools are positioned at the counter, accompanied by a small refrigerator and a microwave. A coffee maker is included, and a large mirror reflects the space, enhancing the sense of openness.

Tiny home in Bradenton

Endless Summer Studio

This is a (small) space in my home (162 square feet), renovated, cozy and beautiful, Fully equipped so you can enjoy a pleasant and comfortable stay. Totally private and independent. Located in a very quiet and safe neighborhood, just 17 minutes from Anna Maria and other beautiful beaches, nature reserves and other attractions. ready for 1 or 2 people.( We have another beautiful stay for 2 people on the same property).

5 out of 5 average rating, 333 reviews

Home in Sarasota

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.

4.79 out of 5 average rating, 119 reviews

A modern kitchen is showcased, featuring wooden cabinetry and a combination of stainless steel appliances, including a refrigerator and a microwave. A granite countertop holds a coffee maker and a kettle, with a backlit backsplash adding depth to the space.

Home in Venice

PERFECT FLORIDA GETAWAY !

Only 5min from Venice historic downtown and 10min from Venice beach ! Very well located, our vacation rental home offers everything you need to enjoy your stay. The apartment is a 1bedroom/1bathroom for 2 people. Totally separated from the main house. Restaurants and shops in beautiful historic Venice downtown. Close to many beaches and the Legacy Trail. About 7 miles from Siesta Key, America's #1 beach !

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Bungalows

Intimate homes. inviting architecture

Popular amenities for Sarasota tiny house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly tiny house rentals

Two kayaks are visible on calm water, one orange and one yellow. An adult is paddling the yellow kayak while a child sits behind, wearing a red life jacket. Surrounding greenery adds a natural backdrop.

Cottage in Englewood

4.74 out of 5 average rating, 139 reviews

Good after Milton -Free Kayaks! Steps to Beach-bb

Apartment in Madeira Beach

The exterior of the rental unit features a light blue facade with white trim. A teal door is framed by white overhangs and two windows with white shutters. Low-maintenance landscaping includes shrubs and gravel, while a wooden fence provides privacy.

4.9 out of 5 average rating, 262 reviews

Madeira Beach and John's Pass #2

An aerial view showcases a coastal neighborhood with a mix of homes surrounded by lush greenery. The Gulf of Mexico glimmers in the background, and the winding roads lead toward various properties, some featuring pools and tropical landscaping. Nearby structures are nestled under a clear blue sky.

Villa in Holmes Beach

4.66 out of 5 average rating, 38 reviews

1 Bedroom, Islands West Resort - Villa #5 Seashell

Guesthouse in Historic Old Northeast

A serene beach scene features several chairs positioned on the sand, facing a calm sea at sunset. Gentle waves lap against the shore, with soft colors painting the horizon. A distant structure, possibly a pier, is visible, enhancing the tranquil atmosphere.

4.78 out of 5 average rating, 96 reviews

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

A vibrant tiny house exterior showcases a bright yellow and green color scheme. Multiple windows, framed in contrasting colors, allow natural light to enter. The entry door is prominently featured, and a small staircase leads to the entrance, surrounded by lush tropical landscaping.

Tiny home in Sarasota

4.86 out of 5 average rating, 70 reviews

Tiny House Margarita - Sleeps 6

4.99 out of 5 average rating, 265 reviews

The cottage exterior features a light teal facade with white trim and multiple windows allowing natural light. A welcoming front porch includes a central entry door flanked by two large windows. The address is displayed prominently above the door. Lush greenery surrounds the base of the structure.

Cottage in Gulfport

Gulfport Art District - One Block From Beach!

Guesthouse in St. Petersburg

A bright studio space is shown, featuring a cozy sitting area with a patterned area rug. A pull-out trundle bed is accompanied by decorative cushions. The kitchenette includes a refrigerator and an inviting window, while a sliding barn door adds charm to the entrance to the private bath.

4.94 out of 5 average rating, 174 reviews

Casa O - Private In-Suite Studio in St. Pete

Apartment in Bradenton Beach

A spacious living area features a comfortable sectional sofa adorned with a yellow throw, paired with a circular white coffee table. The coastal-themed artwork and starfish-patterned rug enhance the relaxed atmosphere. Nearby, a dining area with colorful stools is visible, connecting to an enclosed porch.

4.84 out of 5 average rating, 109 reviews

Charming Beach Rental Walk 2 Beach & Bridge St

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Tiny house rentals with a patio

4.9 out of 5 average rating, 138 reviews

A cozy interior space features a daybed with a patterned cover and a wooden loft ladder leading to the sleeping area. Natural light filters through the windows, illuminating the wood accents and the kitchenette area with appliances visible in the background.

Farm stay in Arcadia

A lil country, A lil beach time

4.98 out of 5 average rating, 46 reviews

A wooden deck features a compact folding table and two matching chairs, positioned to overlook a serene waterway surrounded by lush greenery. The sun filters through the trees, reflecting gently off the calm surface of the water.

Tiny home in Arcadia

Riverfront Tiny House W/Kayaks

4.96 out of 5 average rating, 104 reviews

A heated stock tank pool is surrounded by a lush tropical landscape featuring a variety of green plants. An oversized umbrella provides shade, and a colorful bungalow is visible in the background, creating a serene outdoor retreat.

Tiny home in Gulfport

Shipwreck Bungalow

Tiny home in St. Petersburg

A private outdoor area features a clean hot tub shaded by a large umbrella, surrounded by artificial grass. Two woven chairs are positioned nearby, complemented by a decorative arrangement of balloons that marks a special occasion.

4.9 out of 5 average rating, 246 reviews

Unique & Exclusive TINY HOME ! Private HOT TUB !

4.98 out of 5 average rating, 118 reviews

A spacious outdoor area features a saltwater pool surrounded by tropical landscaping. The tiki cabana, with thatched roof, includes sitting areas and overlooks the pool. Several lounge chairs are placed around the pool, providing ample space for relaxation.

Home in St. Petersburg

Beach Pool Home w/Cabana Lounge & Tikibar

4.9 out of 5 average rating, 63 reviews

A vibrant yellow exterior wall is adorned with various decorative signs and artwork. Lush greenery and potted plants frame a small display area. A shaded section provides protection from the sun, enhancing the inviting ambiance of this outdoor space.

Tiny home in Seminole

Tiny Paradise ~ 6 min. to beach!

4.95 out of 5 average rating, 119 reviews

The exterior of the cozy home features a metal roof and a welcoming porch that leads to the entrance. Flanking the path are lush banana plants and a small garden area. A wooden bench sits on the porch, providing a space to relax outdoors.

Tiny home in Punta Gorda

CozyTiny Home

4.97 out of 5 average rating, 29 reviews

The exterior of the tiny home is showcased at night, featuring a well-lit deck with seating options. The home displays modern design elements, with windows allowing natural light to shine through. Surrounding greenery and safety lights are visible, providing a welcoming atmosphere.

Tiny home in Bradenton

Tiny Treasures

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Tiny house rentals with outdoor seating

Guesthouse in Pinellas Park

A spacious backyard features a private pool surrounded by paver stones. Lounge chairs are arranged neatly near the water, and a putting green is framed by decorative stones and small plants. A vibrant mural adorns the wall of the guest suite in the background.

4.95 out of 5 average rating, 111 reviews

A little Piece of Paradise!

4.94 out of 5 average rating, 81 reviews

A quaint cottage is nestled among lush greenery, featuring a light-colored exterior and a sloped roof. Two chairs are positioned near the entrance, inviting outdoor relaxation. The setting emphasizes privacy with natural landscaping, creating a serene atmosphere close to the lush garden.

Cottage in Englewood

Private garden cottage

Tiny home in Bayshore Gardens

An exterior view of the tiny house is presented at dusk, highlighting the well-lit porch and expansive windows. The house features a dark exterior with white trim and a railing. Soft lighting from the ground illuminates the pathway, creating an inviting entry.

4.72 out of 5 average rating, 25 reviews

tiny house in paradise

4.85 out of 5 average rating, 87 reviews

A well-appointed living space is observed, featuring a comfortable couch adorned with decorative pillows. A wooden coffee table occupies the center, complemented by a mounted television across from the seating area. Stairs lead to the loft, with an entry door visible to the right.

Cottage in Bokeelia

The Bokeelia Cottage

Guesthouse in St. Petersburg

A tranquil outdoor space features a wooden lounge chair adorned with tropical-patterned fabric, surrounded by lush greenery and palm trees. A stone path leads to a wooden bar area with three stools, set against a backdrop of the vibrant garden.

4.95 out of 5 average rating, 56 reviews

Relaxing Historic Uptown St. Pete Surfer’s Retreat

4.85 out of 5 average rating, 53 reviews

A cozy sleeping area features a wooden bed frame with a patterned blue and white duvet. A chair and a side table with a lamp are positioned beside the bed. Sunlight filters through the two windows adorned with blinds, illuminating the space.

Cottage in Bradenton

Cabin 4 - Old World Waterside Double

Tiny home in St. Petersburg

A compact interior space features a kitchenette with modern appliances, including a microwave and coffee machine. Adjacent, a seating area with a light-colored sofa is positioned near a queen bed, which is covered with soft linens. Natural light enters through windows adorned with light blinds.

4.81 out of 5 average rating, 69 reviews

NEW! Private Studio Retreat! Tiny and adorable!