Tiny house vacation rentals in Sarasota

A shared pool area is enclosed with a screened structure, featuring a clear blue pool surrounded by greenery. Two lounge chairs with decorative cushions are positioned near the water, inviting relaxation in a serene outdoor space.

4.94 out of 5 average rating, 295 reviews

Lovely Guest Studio • 6 Miles to Siesta Key Beach

Welcome to your peaceful retreat.Unplug and relax in this bright, cozy studio just minutes from everything Sarasota has to offer. Whether you’re here for business or leisure, this serene space is designed to help you feel calm, refreshed, and right at home. Comfortable queen-bed , Kitchenette with fridge, microwave, and essentials, Full private bathroom and Private entrance, 100 ft from the main house Prime location near restaurants, shops, beaches & downtown quiet enough to relax. Shared pool

4.94 out of 5 average rating, 194 reviews

The charming cottage is enveloped by lush greenery, featuring a welcoming front patio with a small table and chairs. A swing sits nearby under a canopy of trees, adding to the serene outdoor space. The entrance showcases large windows, inviting natural light.

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).

A charming cottage is nestled among lush greenery, surrounded by tall trees and palms. A gravel pathway curves gently around the property, enhancing the serene outdoor setting. Sunlight filters through the foliage, creating dappled light across the landscape.

4.96 out of 5 average rating, 163 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.

4.89 out of 5 average rating, 406 reviews

A cozy seating area features a blue couch adorned with patterned pillows, complemented by a round glass coffee table. A small kitchenette is visible with a coffee maker, and a rustic wooden door leads to the bathroom area, enhancing the suite's tranquil aesthetic.

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!

4.96 out of 5 average rating, 359 reviews

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

Guesthouse in Downtown Sarasota

An outdoor common area features a decorative umbrella over a bistro table, surrounded by potted plants. A wooden deck leads to a staircase, with warm lights illuminating the setting. A grill is positioned nearby, creating an inviting outdoor space for relaxation.

4.97 out of 5 average rating, 464 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.

4.91 out of 5 average rating, 223 reviews

A modern kitchen area is highlighted with wooden countertops and white cabinetry. A stove, microwave, and tea kettle are visible, alongside open shelving displaying glassware and decorative items. Natural light enters through a window, illuminating the space, which leads to a cozy sleeping area.

Tiny home in Gulfport

Pelican's Nest - Pet Friendly

The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile from Gulfport's beach blvd. Where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or the St Pete pier.

A charming house exterior is showcased, featuring large windows that allow ample natural light. A screened porch provides a comfortable entrance, and palm trees surround the property, enhancing the tropical ambiance. The well-maintained driveway leads to the front door of the inviting residence.

4.77 out of 5 average rating, 102 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.

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, 126 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.

Cottage in Bradenton Beach

A charming cottage is surrounded by vibrant palm trees and native tropical plants. The front entrance features a welcoming white door, with large windows allowing natural light to fill the space. A brick pathway leads to the entrance, creating an inviting pathway to the home.

4.97 out of 5 average rating, 143 reviews

Darling Old Florida Beach Cottage Steps From Gulf!

Completely Remodeled! Welcome to Cottage By The Sea, a newly remodeled charming retreat just steps from the pristine Gulf of Mexico beaches on Anna Maria Island, nestled in the serene area of Bradenton Beach. This delightful getaway blends the nostalgic charm of one of the only "Old Florida" cottages left, with modern updates, featuring bright and sunny décor. It's time to leave your worries behind and embrace the tranquility of paradise!

An open-concept living space features a leather sofa and a rustic coffee table. The kitchen, equipped with modern appliances, includes a gray countertop and wooden bar stools. Soft overhead lighting enhances the warm ambiance created by the wood-paneled ceiling.

5 out of 5 average rating, 342 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.

4.79 out of 5 average rating, 121 reviews

An outdoor seating area features four woven lounge chairs arranged around a small table, set on a stone patio. Lush greenery, including tall plants, surrounds the space, providing a sense of privacy. Natural light filters through the windows of the adjacent building.

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

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

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

A bright red tiny house with a metal roof stands surrounded by lush greenery. A small patio features a table and chairs under an umbrella. Nearby, a yellow structure adds a playful contrast, while decorative elements like a life preserver and fishing net suggest a coastal theme.

4.87 out of 5 average rating, 69 reviews

Red Lifeguard Stand - pet freindly

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, 141 reviews

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

A quaint green house is situated in a sunny outdoor area, featuring a welcoming porch with steps leading up. A shaded dining table with four chairs and a large umbrella is positioned nearby, surrounded by lush greenery and a white fence.

4.76 out of 5 average rating, 99 reviews

Tiny House Green Lifeguard Stand - sleeps 5

The open living area showcases a refreshing color palette with wall-mounted shelving displaying decorative items. A plush sofa is paired with a round coffee table and dining table set for four. Large windows allow natural light to fill the space, highlighting the modern kitchen with stainless steel appliances.

Villa in Holmes Beach

4.69 out of 5 average rating, 42 reviews

1 Bedroom, Islands West Resort - Villa #5 Seashell

Four white lounge chairs are positioned on a green lawn beside the calm waters of the Venice Inlet. The scene is framed by lush greenery along the shoreline, and a boat is seen navigating in the distance.

Resort in Nokomis

3.83 out of 5 average rating, 6 reviews

Waterfront 1 Bedroom Bungalow w/Private Beach -11

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.

4.86 out of 5 average rating, 74 reviews

Tiny House Margarita - Sleeps 6

An exterior view of a vibrant blue home showcases a large turtle mural, depicting a sea turtle gliding through water. Lush green grass surrounds the base, and two pink flamingo decorations are visible in the foreground, adding a playful touch to the setting.

4.68 out of 5 average rating, 38 reviews

Sea Turtle- Full Sized living at Tiny House Siesta

4.99 out of 5 average rating, 271 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!

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Tiny house rentals with a patio

4.9 out of 5 average rating, 147 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

4.96 out of 5 average rating, 117 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

5 out of 5 average rating, 30 reviews

A cozy sleeping area is presented with a spacious bed featuring soft bedding. Custom-built booths with plush green cushions are positioned along large windows, allowing ample natural light. The warm wood ceiling complements the wooden cabinetry, enhancing the overall serene ambiance.

Tiny home in Bradenton

Romantic Luxe Tiny Home+ Hot Tub

4.94 out of 5 average rating, 157 reviews

A comfortable sleeping area features a spacious bed dressed in light blue bedding, complemented by a serene coastal-themed artwork. Nightstands with modern lamps flank the bed, while a white wardrobe adds storage. A pair of soft ottomans sit at the foot of the bed.

Guest suite in Bradenton

studio suite with private entrance and a patio

5 out of 5 average rating, 9 reviews

A decorative mermaid statue is positioned beside a small table set with two wine glasses and a bottle, overlooking the river. The outdoor decking features a mix of wood and stone materials, while lush greenery is visible in the background under a bright blue sky.

Guest suite in Ruskin

The little house!

5 out of 5 average rating, 67 reviews

The exterior of the bungalow is shown, featuring a light-colored facade with a blue front door. A sign indicating guest parking is visible. Lush greenery surrounds the entrance, and a pathway leads towards the front porch, complemented by trees in the background.

Farm stay in Parrish

Spotless & Tranquil Bungalow (Allergen Friendly)

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

4.96 out of 5 average rating, 85 reviews

A comfortable sleeping area is featured, showcasing a queen-sized bed with light beige striped bedding. Two bedside tables with lamps are positioned on either side of the bed. A wall-mounted television is visible, and a door leads to the bathroom area.

Guesthouse in Bradenton

Modern-Fully Equipped Near Beaches, Downtown & IMG

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Tiny house rentals with outdoor seating

4.98 out of 5 average rating, 50 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

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

4.95 out of 5 average rating, 221 reviews

A charming pool area is surrounded by lush tropical foliage. The turquoise saltwater pool is framed with light stone paving. A small cottage with a red door is visible in the background, while lounge chairs and a colorful beach ball provide inviting accents to the outdoor space.

Guesthouse in Gulfport

A slice of paradise!

4.79 out of 5 average rating, 218 reviews

An outdoor seating area is presented with a glass-top table adorned with a vase of fresh flowers. Colorful patterned cushions decorate the two wicker chairs. In the background, a black trailer and a small shed are visible, surrounded by greenery.

Camper/RV in Nokomis

Sleep Bird glamping trailer 5min to the beach

4.95 out of 5 average rating, 20 reviews

A newly remodeled tiny home presents a charming exterior, featuring a covered porch with large windows. Two chairs are placed outside under an awning, surrounded by manicured grass and tropical landscaping, including palm trees. The property is bordered by a decorative gravel walkway.

Tiny home in Punta Gorda

Charming Happy Tiny Home

4.95 out of 5 average rating, 62 reviews

A spa with ambient lighting is positioned on a covered patio, overlooking a relaxed outdoor seating area. A grill is situated nearby, surrounded by a spacious deck that offers ample room for gatherings. Trees are subtly visible in the background, creating a peaceful environment.

Home in Bradenton

A case of paradise

4.95 out of 5 average rating, 82 reviews

The exterior of a cottage features light-colored siding and a turquoise door, framed by shade from a large oak tree. The entrance is surrounded by white gravel, with lounge chairs and beach equipment visible. Bright sunlight illuminates the scene, enhancing the tropical atmosphere.

Cottage in Siesta Key

Surf Shack- Walk to Village/Boat Dock Included