
Tiny house holiday rentals in Pinellas County
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Top-rated tiny house rentals in Pinellas County
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Popular amenities for Pinellas County tiny house rentals
Family-friendly tiny house rentals

Madeira Beach and John's Pass #2
The location was perfect super close to the beach. The unit was clean and everything we expected.

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.

Tiny house style!
Regina was super friendly and extremely helpful throughout our stay! The loft was such a cute fun spot to relax in after a busy day exploring downtown St. Pete!! Perfect mix of comfort and cute! Highly recommend as a home base for anyone curious abt exploring the city, with the added ease of a walkable distance to so many things right downtown! Thank you so much for hosting us!

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
Super cute and comfortable. I can’t wait to stay again. Perfect walking distance to the pier and Dali museum.

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!
Absolutely perfect Airbnb in every way! The location could not be better. We laughed because we had dinner reservations at Pia’s Italian restaurant and realized it was right across the street. Talk about convenience! This was hands down the cleanest Airbnb we’ve ever stayed in. Uncle Finley left us a thoughtful welcome package with a bottle of wine, beer, water, orange juice, and more. It’s clear he’s put real care into every detail to make the stay extra comfortable. Phone chargers were exactly where you needed them (no hunting for outlets), there were doggie bowls and doggie bags for our pup, Uncle Finley was super responsive to questions and genuinely committed to taking care of both his guests and this beautiful home. We’d come back in a heartbeat. Don’t hesitate just book it! Tip: In addition to Pia’s homemade pasta with pesto sauce, I’d also highly recommend the restaurant Pearl by Chef Karim for an unforgettable meal! The Pearl is a testament to culinary excellence.
Tiny house rentals with a patio

Driftwood Surf Shack
Very cute and comfortable! only a 20 minute walk to the historic Greek downtown area and sponge market.

Unique & Exclusive TINY HOME ! Private HOT TUB !
This was a little one day getaway with my partner. We were looking for something convenient and it was just this. Loved the atmosphere of this tiny house and both hosts were super nice and responded very fast when either of us had questions.

New Tiny House Close to Airport
Mario was very responsive and accommodating. Place was clean and affordable. Thank you!

Sunset Bungalows Lil Green: Heated Pool, Beach, DT
100% worth the price! Perfect size for two guests. Wouldn’t recommend anymore.

Beach Pool Home w/Cabana Lounge & Tikibar
We stayed in a well-maintained home with a beautiful pool and a fully shaded gazebo—perfect for relaxing outdoors. The home was thoughtfully stocked with towels and other essentials to accommodate all the guests I had with me. There were plenty of fun things to do in the area, from beaches and shopping to sightseeing. The neighbors were very friendly, which made the stay even more enjoyable. A big plus: Walmart was within walking distance, making it super convenient for quick trips! Me and the family will be back very soon!!

Buckwheat’s Bungalow
Such a cute little bungalow. If you’re looking for a convenient location to crash, this is perfect. Clean with an amazing super soft bed and for equally amazing pillows. And everything you needed and it was nice and quiet on a residential street. I will be back when visiting Tampa.

Tiny Paradise ~ 6 min. to beach!
Tonya’s place was cute & quiet. Tonya was very responsive. She allowed my friend & I to check-in early which was a plus. Her place is very private for being in her backyard. I did cross paths with her once or twice but that was no problem for me. I would definitely stay here again.

Luxury Modern Tiny Home
I loved this tiny home. It was just like the pictures. Very cozy and had all the amenities I needed. Easy to access and close to plenty of restaurants and stores off the highway. Beach was only 25 minutes a way which was great. Host was amazing and very accommodating. 10/10 would 100% recommend!
Tiny house rentals with outdoor seating

8 min to TPA Airport Backyard Apartment
The humble personal parking space does not give justice to the sweet, cultivated oasis of their rental space. Their instructions are well thought out, which makes checking in for the first time feel routine and straightforward. It is exactly as the picture shows: the birds and lizards abound. I spent my entire visit in the rental, so I can attest to the quiet neighborhood and rental area. Peaceful outside and comfortable inside. I appreciated the many little details they had for their guests. Including an umbrella, which I did not need but thought was a nice touch. I am a local who was looking for a personal retreat, and it was exactly what I hoped for. As a local, it is 10-20 minutes from many of Tampa's treasures and 10 minutes to two of our three bridges to get to the beaches. Yes, I recommend any one of their three rentals.

Cozy Studio w/ jacuzzi 5 mi to Beach - with yard
Stephen was great! He was extremely responsive and on top of everything! We had a situation arise out of his control and he took the initiative to contact Airbnb for us so we did not have to and could enjoy the rest of our vacation! Would love to stay again if I come back to the area!

A slice of paradise!
We had a great stay at John and Pam's place. The room was clean and had all the amenities we needed for a relaxing beach vacation. The pool was awesome to come back to after being out all day. The place is close to the beach and is walking distance to Gulfport downtown! We'd definitely recommend their 'slice of paradise'!

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!

"Sweet Harbor Cottage" Walk to Downtown
The most coziest, CLEAN, beautiful place to stay. It’s a small space, but the amazing skylights on the ceiling and the windows that give natural lighting make the space feel so much bigger. The neighborhood is quiet & peaceful. Really enjoyed how everything was walking distance. Loved going out & coming back feeling like I was right at home. Would definitely love to come back & stay here again.

Acorn Cottage * Downtown * Tropical Yard
The Acorn Cottage is a quiet place to stay, walkable to downtown Tarpon and to the Sponge Docks - about 10 minutes to downtown and about 15 minutes to the Sponge Docks. The place is clean and tidy. About a 5 minutes walk to the closest restaurants and bars. There is great Greek dining at Katarina's Cucina on Pinellas Avenue - no more than a 5 minute walk.

Relaxing Historic Uptown St. Pete Surfer’s Retreat
Our air BnB got canceled when we were literally at the airport flying to Tampa for a holiday weekend. Danielle and Sam took us at the absolute last minute and were wonderful and accommodating. We had an excellent stay and highly recommend this spot. We actually had plans already set in a different part of FL that we drove to but we should have changed plans and hung out in Saint Petersburg. What a beautiful town! I am excited to come back and explore more. I would absolutely stay here again.

Mins to Beach/Studio Home/walk to dwtn/FreeParking
I did enjoy my stay and really appreciated what they had there to help get us started, like coffee, toilet paper , garbage sacks etc. it was nice I didn’t t have to run out right away after being exhausted. Loved the kitchen for a studio apt it was awesome. Will be staying at one of your locations in the future.
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- Anna Maria Island
- Siesta Beach
- Weeki Wachee Springs
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Vinoy Park
- Jannus Live
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
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