Tiny house vacation rentals in Pinellas County

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Top-rated tiny house rentals in Pinellas County

Guests agree: these tiny house rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Largo

4.99 out of 5 average rating, 301 reviews

Paradise Cottage Largo 2 miles to beach private+

We are PARADISE COTTAGE and the standards of super host are status quo! Come on down - we're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 plants, many trees, we live in a lush tropical "Paradise". Our guests' highest praises include the private, quiet, serene, safe and secluded attributes we're fortunate to claim, no neighbors while being so close to so much. Read on in the next section "The Space" to learn more

Jul 29 – Aug 5

R2,516 ZAR per night

Guest favorite

Guesthouse in Gulfport

4.92 out of 5 average rating, 729 reviews

graceful haven...

This boutique-sized, moon-drenched studio is more than just a place to lay your head. From the delicate metal birds swirling above your bed, to the tender light reflecting off the burnished aluminum countertop, your senses will be soothed and tickled by its quietly exuberant design & decor. Nestled in a lush tropical garden, the space is just a block away from Gulfport's Art Village with its sunset waterfront, delightful shops, and many fine restaurants. (or, see my “bohemian treat” listing)

Dec 28 – Jan 4

R2,103 ZAR per night

Guest favorite

Tiny home in Oldsmar

4.96 out of 5 average rating, 249 reviews

Louisa's Cottage

This Cottage is located in the heart of Oldsmar. Walking distance to many of Oldsmar’s main attractions, beaches and parks 3 blocks away &Amazing variety of restaurants ,This Private1BD/1BA Cottage is split down the middle you have your own entrance And private space to yourself. Don’s place is on your left and Louisa’s cottage is on your right side.This charming cottage was built in 1925 with great craftsmanship, from the wainscoting to crown mouldings .Relax and enjoy a key west Atmosphere.

Sep 30 – Oct 7

R1,917 ZAR per night

Guest favorite

Cottage in Palm Harbor

4.78 out of 5 average rating, 167 reviews

Crystal Beach Cottage #1

Original MCM bungalow located 1 blk from the Crystal Beach park. This property has original windows, AC window units, renovated bath and kitchen and every six month upgraded soft goods. It is appointed with all the travelers' needs for a quick get-away or a vacation. Located in a quaint neighborhood setting conveniently located by the Pinellas trail so cyclist, runners & walkers have immediate access. Close to local towns near by & Palm Harbor's Restaurant/bars, & 10 min all the best beaches.

Sep 7 – 14

R1,950 ZAR per night

Guest favorite

Guesthouse in Gulfport

4.95 out of 5 average rating, 191 reviews

A slice of paradise!

The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.

Oct 14 – 21

R2,030 ZAR per night

Guest favorite

Guest suite in Dunedin

4.94 out of 5 average rating, 204 reviews

Downtown Coastal Studio, 10 min. to the beach!

The studio has a bright and airy atmosphere, clean and cozy, it is the perfect place to rest and relax. Located in the heart of downtown Dunedin in walking distance to the Pinellas Trail and Main St. Simply park your car and enjoy town on foot or rent a bike and cruise around. We are close to Honeymoon Island and Clearwater Beach (ranked in the top 15 white sand beaches in the world), the marina, a park just across the street with a nice path to stroll along the water or take in the sunset.

Jul 2 – 9

R2,153 ZAR per night

Guest favorite

Ice dome in Largo

4.91 out of 5 average rating, 265 reviews

❌not a tent❌ Unique DOME 💜Blue Moon 💜

❌ THIS IS NOT A TENT ❗️ 🔆 UNIQUE DOME ❗️❗️❗️ Entire dome house to yourself! 7 minutes away from all the best restaurants, cafes, Indian Rocks beach , entertainments and a shopping center. Only 2 minutes walk to Florida Botanical Garden , Heritage Village Park. 2 minutes walking to Walsingham County Park, Fred Marquis Pinellas Trail . 5 minutes driving to the beautiful largo Central Park. Golf clubs.... Fresh air and cozy igloo house- where you are always Welcome 🤗

Jul 14 – 21

R2,236 ZAR per night

Guest favorite

Tiny home in Gulfport

4.94 out of 5 average rating, 144 reviews

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.

Dec 9 – 16

R2,243 ZAR per night

Guest favorite

Guesthouse in Clearwater

4.9 out of 5 average rating, 182 reviews

Cottage on Pinellas Bike Trail

This cottage on the trail is a gem. It is an easy one mile bicycle ride to downtown Dunedin and a quick stroll to waterfront Edgewater Park to watch sunsets or see the lights of Clearwater Beach across the intracoastal waterway. Circular driveway with a carport for off street parking. The cottage is equipped with a Keurig, microwave, mini fridge, as well as beach amenities and wifi. There's a fenced back patio for you to enjoy our beautiful weather!

Jan 10 – 17

R2,050 ZAR per night

Guest favorite

Tiny home in St. Petersburg

4.9 out of 5 average rating, 151 reviews

Unique & Exclusive TINY HOME ! Private HOT TUB !

Looking for a unique and special place? Escape from monotony and live a different experience? You just found it! Our beloved tiny home is very private, independent and quiet. Ideal for a romantic getaway, relieve a passion intensely and spend an unforgettable night. Perfect to disconnect from a hectic routine and connect with your being and essence. The energy in this place is something different! You have to live it and feel it!

Jul 21 – 28

R1,990 ZAR per night

Guest favorite

Guesthouse in Clearwater

4.98 out of 5 average rating, 192 reviews

Guest House close To Clearwater Beach

Welcome to Clearwater! Located just a short distance from a variety of restaurants, unique shops, and grocery stores, we offer convenient access to anything you might need during your stay. Our studio is 4 miles from Clearwater & 5 miles to Indian rocks Beach. There is no shortage of things to do in the area, local parks, museums, cruises, and a variety of nightlife. Enjoy jet skis, bike trails, tennis, parasailing, and pier fishing!

Jul 22 – 29

R2,141 ZAR per night

Guest favorite

Apartment in Madeira Beach

4.9 out of 5 average rating, 240 reviews

Madeira Beach and John's Pass #2

Beautiful new rental for your beach enjoyment. Brand new kitchens with granite counter tops and new appliances. Washer and dryers in each unit. Brand new Bathrooms with tiled showers. New tank less water heater. Private back patio with a gas grill for cooking all that fresh seafood from the Gulf of Mexico. Quiet street and walking distance to restaurants, entertainment and bike/kayak rentals and 1 block from beach.

Apr 20 – 27

R2,964 ZAR per night