
Tiny house holiday rentals in Hillsborough County
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Top-rated tiny home rentals in Hillsborough County
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Popular amenities for tiny home rentals in Hillsborough County
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Madeira Beach and John's Pass #2
We had a fantastic stay at this beach Airbnb! The location was perfect—just steps from the sand with beautiful ocean views and calming sea breezes. The home was spotless, beautifully decorated, and had everything we needed for a comfortable and relaxing stay. The host was responsive, kind, and made check-in seamless. Highly recommend for anyone looking for a peaceful beach getaway!

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.

Charming private guest house.
The guesthouse was perfect for my trip, I was traveling alone and in town to help a family member move in to their new home. I was busy during the day and it was nice to come back to the guesthouse in the evenings. The neighborhood is beautiful and quiet. There are a few restaurants and shops within short walking distance. Everything was very clean and the space is minimally furnished with just the bare necessities for a short stay.

Ybor Roost - Cozy, Urban Farmhouse Retreat
Great location for the enthusiasts! Really enjoyed my work trip and stay away time.

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.

Bay Apartment with Water View 6b
The place was exactly as the pictures looked and the location was great. Would definitely stay again. The only issue was the lack dish towels in the kitchen and not a lot of kitchen supplies for cooking. We needed to wash dishes but no sponges or dish cloths provided and only one towel. Other than that, absolutely loved our stay!

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.

pet friendly on an equestrian farm
As a solo 74 year old gal with an English cocker, safety is most important. I was very comfortable and felt safe. there. Just a lovely place and nice people
Tiny home rentals with a patio

Tiny Container Home Oasis Near Bush Gardens
Awesome place to stay in Tampa! The shipping container may be small but has all you need. Great little place to stay and totally worth the value :)

Private Tiny Home • Central Spot • Pet Friendly
Leaving 5 star… but WiFi kept cutting out once sometimes twice a day was a little annoying cause I work remote so this was causing issues. Otherwise I was pretty happy with the stay, nice area nice yard, nice accommodation.

Shipwreck Bungalow
This place was absolutely adorable for a couples weekend getaway. Lots of privacy and it was hard to choose if we wanted to spend our time indoors or out. The patio area was a whole vibe with all the pristine gardening all around everywhere and the soaking pool. There was a huge outdoor shower which was a very nice addition. Overall great place to stay at for a relaxing getaway. 1000/10 would stay again.

The Heights Bamboo Retreat
Beautiful and cozy stay! Loved the hammock and the bathroom tho small it was so cute. Definitely will book again

Unique & Exclusive TINY HOME ! Private HOT TUB !
Such a nice little place felt so comfy would book again

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.

The Highland Hideaway - Private Guest House
My next visit to Tampa,I will definitely try to get this same Airbnb..I loved everything about it.

Tampa Little House Castilla
Excellent stay! very private
Tiny home rentals with outdoor seating

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

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'!

"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.

LOFT TINY HOUSE in TAMPA WITH GOATS
such a cutie little place. goats were so fun. perfect for a short trip and a lil adventure

Heights Cedar Cottage
Very cute place in a great neighborhood. Walking distance from some of Tampa's best restaurants and conveniently located near downtown and the highway. The place is small, so probably better for a solo traveler.

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.

WATERFRONTTiki; Small pet ok,Kayak,FirePit, Laundr
Great stay! It’s cozy and has everything you need. Right on the water with the best views of the river. It’s also close to tons of different places for day trips, definitely recommend.

ONE Guest Tiny Ybor Mustard House
I enjoyed visiting Tampa and that I could bring my cat, Piper. The tiny house is pretty much a straight shot to a trolly stop & the trolly is frequent free which is great. Plenty of snacks and breakfast items were provided, which I really appreciated. The host even brought me a container of milk.
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- Rentals with an accessible-height bed Hillsborough County
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Public Beach
- Dunedin Beach
- John's Pass
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Reunion West
- Gulfport Beach Recreation Area
- ChampionsGate Golf Club
- North Beach
- Fort De Soto Park
- Island H2O Water Park
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
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