
Tiny house holiday rentals in Pinellas County
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Top-rated tiny home rentals in Pinellas County
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Family-friendly tiny home rentals

Madeira Beach and John's Pass #2
Our stay could not have been any better. The unit was in perfect shape with everything we wanted. There were beach chairs, an umbrella, cooler and beach bag in the unit for our short walk to the beach. Plenty of pans to cook with and all appliances appeared to be brand new. Central location to great restaurants you can walk or take a short drive. Would definitely stay here again and will recommend to all!

The Bitchin' Beach House
My husband, 3 kiddos and I had the best time at the bitchin beach house!!!! We felt right at home. Loved the private back yard..we all enjoyed squirrel watchin! 🤣 great host, great place, can’t wait to go back! Also, honeymoon island is a short 25 minute drive, $8 to park, beautiful natural beaches and less crowded than the public beach! <we spent most of our days there ❤️

Casa O - Private In-Suite Studio in St. Pete
Bebe's Casa O is at a quiet neighborhood with tranquility all around. Well maintained guest house, clean and cozy with a hospitable host. Looking forward to returning.

Castle Keep Guest House
Tim and Jeannie are the best hosts ever! Communication and local recommendations are top notch! If you are like us, you’ll be on the go because Saint Petersburg offers so much with arts, culture and outdoor recreation that most of the time was being out and about. However, when you get back, you’ll feel like you’re at home and everything you need is right there! Sleep in and eat breakfast at the cottage, come back early and watch a movie or hit the hot tub or just do another load of laundry and hit the beach one more time! It’s so convenient and the best location ever! Thank you Tim and Jeannie :)

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
I had an amazing stay at this cozy studio in St. Pete! The space is small but exactly what you need for one person—clean, comfortable, and thoughtfully equipped with a mini kitchen. The private patio was a perfect spot to relax with a morning coffee or unwind in the evening. The location couldn’t have been better—just steps from the downtown action but still so peaceful and quiet. Everything was within walking distance, making it easy to explore local restaurants, shops, and the waterfront. One of my favorite moments was going on a sunrise run to the pier, watching the city slowly wake up—it was absolutely beautiful. Lisa was responsive and proactive with providing all the details to make checking in and out seamless and make the experience even more relaxing. I would highly recommend this spot to anyone looking for a serene and convenient getaway in St. Pete. It was the perfect place to stay while house hunting for my forever home.

Tiny house style!
Cute little place! Felt private and was a good location. Had everything we needed. Stayed cool at night. Regina was responsive and friendly. Would Absolutely stay here again.

Bungalow life!
My wife and I stayed for Christmas week and it was the perfect place to rest and recharge amid the festivities. We loved everything about this charming bungalow and felt very much at home. We especially appreciated the proximity to Crescent Lake for walks with our pup Stanley! Just can’t say enough good things about the experience—clean, cozy, well-stocked with all the essentials, warm and very relaxing. The proximity to I-275 and US-19 makes getting to Tampa and Clearwater easy and the gulf beaches are a short drive west. Best of all, host Gina is a gem of a human! Cathy, Stanley and I give it 4 thumbs and 4 paws up!l 👍🏼👍🏼👍🏼👍🏼🐾🐾 and would love to visit again!

Gulfport Art District - One Block From Beach!
Whenever I visit Gulfport, Uncle Finley’s is the first place I check for availability. The house is well situated with all the right touches to make you feel at home. There have been some recent improvements to the inside and outside of the home that add even more value to the stay.
Tiny home rentals with a patio

Shipwreck Bungalow
such an awesome place! they really went all out to make it feel like your personal oasis! the outdoor shower steals the show with beautiful orchids and plants throughout it. check in was easy and Sarah is very on top of things and accommodating.

Little bit cute Tiny home
I stayed at 5055 Emerson Avenue South, Unit B in St. Petersburg, FL for a few days leading up to my triathlon in Saint Pete, and it couldn't have been more perfect. The stand-up shower was absolutely fantastic — great water pressure and a clean, modern design that made it incredibly refreshing after long training sessions. The entire place was spotless. You can tell a lot of care goes into maintaining it; everything was organized beautifully, and every item and piece of furniture seemed intentional — nothing felt cluttered or out of place. It created a calm, functional space that was exactly what I needed to focus and prepare for race day. I highly recommend this Airbnb for anyone looking for a clean, well-thought-out place to stay in St. Pete. Whether you're visiting for an event or just a getaway, you'll appreciate the attention to detail and comfort it offers. I’ll definitely be booking again next time I'm in town!

Relaxing Historic Uptown St. Pete Surfer’s Retreat
I recently had the pleasure of staying at a wonderful house in St. Petersburg, Florida, and I couldn't be happier with my experience. The house was exactly as advertised: impeccably clean, surprisingly affordable, and situated in a prime location. (P.S. This is my first experience with a 'personal AI'. I suspect that 'Gemini' must have stayed at this location at one time, also. They described the "Surfer's Retreat" just as if I had written it myself.)

Beach Pool Home w/Cabana Lounge & Tikibar
We stayed for a bachelorette weekend and everyone LOVED it. The decor was amazing, the house was very clean, the beds were comfortable enough, and we were supplied with PLENTY of towels, and supplies needed to get through the weekend. The outside area was a big hit. The pool area was gorgeous. We almost didn’t want to leave the house. The host was also very helpful and responsive 10/10.

Buckwheat’s Bungalow
Jeremy’s place is fantastic!! My husband and I had a wonderful stay and I was super excited to meet buckwheat. I’d also like to mention all the excellent touches Jeremy added(bottled water snacks shampoo & conditioner ect.) from now on this will be the only place I will stay when cruising from Tampa. Thanks again Jermey!!

Tiny Paradise ~ 6 min. to beach!
Loved this tiny paradise. The yard of the house and pool area, plants etc were very tropical. Fully equipped

Luxury Modern Tiny Home
I really enjoyed my stay! Thank you John!

Prvt Surf Shack close to beach
Heck yeah! Perfect place for the two of us traveling. Loved the patio for a glass of wine and relaxation. Took a spin on the bikes to the beach. Easy bike path and locks to use when we got there. He gave amazing food recommendations for all our locations we visited. Delish! Great location overall and perfect for two travelers that wanted to see the sights. Super clean and well maintained place.
Tiny home rentals with outdoor seating

Beautiful New Luxury Tiny Home !
Luis is a great host. He always communicated immediately, was proactive , made everything simple and easy. The place is a very clean, well appointed Tiny Home that's just really easy to find, get in and out of and everything is new and clean. Couldn't be any better

King Bed Studio | Extra Clean | Outdoor Kitchen
The place was as pictured, very clean, smelled cleaned. beautiful outside gathering pavilion outback. everything is practically brand new, very nice!

8 min to TPA Airport Backyard Apartment
We loved our weekend trip (2 weeks ago… late post). Jorge & Nery’s place was a great, peaceful and relaxing place to rest. We felt right at home with how it was so nice and cozy. Also loved the fact that there was a coffee section because Lord knows I gotta have my coffee in the mornings! Lol … and everything me and my love wanted to do wasn’t too far from the house. Definitely would recommend, and would rent again should we go back to visit Tampa! 😊

A little Piece of Paradise!
Super accommodating and friendly while also giving us our space! Easy check-in, awesome location being it's only about 20ish minutes from any major city/area. We had an amazing time and had no problems with the hosts' or the property!! We would 100% come back to stay again 😊

A slice of paradise!
Awesome my wife and I stayed there before. John and Pam are awesome people we will be coming back Perfect place for a couple to stay and enjoy gulf port

Sunset Bungalows Lil Green: Heated Pool, Beach, DT
This was honestly my first Airbnb experience. I travel often for work to many locations, and our home office is located in Clearwater. I get tired of staying at the same hotel every trip, and after exploring options I decided to try Airbnb and this place. Cheaper and much more private than a stay in a hotel. The host was very responsive and the home was easily accessible for my late night/early morning arrival. A short 12 minute drive to Clearwater Beach, a 20-25 minute drive to Clearwater in morning traffic. The setting is nice and secluded, and the interior decor is pleasant. Overall, I was very pleased with my stay and will most likely book again on my June trip to Clearwater.

Rustic Tiny Cabin @ Sweetwater Farm
Chris and Cindy were very helpful and informative. Whenever I had a question they always had an answer. If you love animals, you’ll never miss a beautiful butterfly sighting, or an adorable little feline while walking the premises. I got to met several different cats and they were all super friendly and approachable. Getting around the area can be confusing, but the people on the grounds were very helpful with directing you around to the right spot. If I’m ever looking to stay in the Tampa area again, I’d love to come back!

Acorn Cottage * Downtown * Tropical Yard
Lauren’s listing accurately described the place and she was a great communicator. Loved the convenience of the place to downtown tarpon springs. Walked every night to downtown and was extremely convenient and safe. Loved the place!
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Dunedin Beach
- Weeki Wachee Springs
- Crescent Beach
- John's Pass
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- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
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- Raymond James Stadium
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- North Beach
- Coquina Beach
- Vinoy Park
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
- Jannus Live
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