Tiny house holiday rentals in Hillsborough County

Find and book unique tiny home rentals on Airbnb

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Popular amenities for tiny home rentals in Hillsborough County

Family-friendly tiny home rentals

Top guest favourite
Flat in Madeira Beach
4.9 out of 5 average rating, 267 reviews

Madeira Beach and John's Pass #2

WandaRating, 5 stars1 day ago
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!
Superhost
Guest house in St. Petersburg
4.78 out of 5 average rating, 97 reviews

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

MandolyneRating, 5 stars1 month ago
Super cute and comfortable. I can’t wait to stay again. Perfect walking distance to the pier and Dali museum.
Guest favourite
Guest house in Tampa
4.85 out of 5 average rating, 967 reviews

Charming private guest house.

ElisaRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Tampa
4.97 out of 5 average rating, 404 reviews

Ybor Roost - Cozy, Urban Farmhouse Retreat

YardenRating, 5 stars1 month ago
Great location for the enthusiasts! Really enjoyed my work trip and stay away time.
Top guest favourite
Cottage in Gulfport
4.99 out of 5 average rating, 267 reviews

Gulfport Art District - One Block From Beach!

RobbiRating, 5 stars1 week ago
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.
Guest favourite
Hotel room in Clearwater
4.74 out of 5 average rating, 293 reviews

Bay Apartment with Water View 6b

TraciRating, 5 stars1 week ago
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!
Guest favourite
Guest house in St. Petersburg
4.94 out of 5 average rating, 174 reviews

Casa O - Private In-Suite Studio in St. Pete

TomRating, 5 stars2 months ago
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.
Guest favourite
Guest house in Pinellas Park
4.87 out of 5 average rating, 270 reviews

pet friendly on an equestrian farm

RoslynRating, 5 stars2 months ago
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

Guest favourite
Shipping container in Tampa
4.93 out of 5 average rating, 153 reviews

Tiny Container Home Oasis Near Bush Gardens

KellyRating, 5 stars1 week ago
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 :)
Superhost
Tiny home in Tampa
4.83 out of 5 average rating, 160 reviews

Private Tiny Home • Central Spot • Pet Friendly

ChayceRating, 5 stars2 weeks ago
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.
Top guest favourite
Tiny home in Gulfport
4.95 out of 5 average rating, 111 reviews

Shipwreck Bungalow

MeganRating, 5 stars1 day ago
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.
Superhost
Shipping container in Tampa
4.85 out of 5 average rating, 107 reviews

The Heights Bamboo Retreat

NathaliaRating, 5 stars2 weeks ago
Beautiful and cozy stay! Loved the hammock and the bathroom tho small it was so cute. Definitely will book again
Guest favourite
Tiny home in St. Petersburg
4.9 out of 5 average rating, 251 reviews

Unique & Exclusive TINY HOME ! Private HOT TUB !

ChristianRating, 5 stars3 weeks ago
Such a nice little place felt so comfy would book again
Top guest favourite
Tiny home in Tampa
4.98 out of 5 average rating, 124 reviews

Buckwheat’s Bungalow

loriRating, 5 stars6 days ago
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.
Guest favourite
Guest house in Tampa
4.94 out of 5 average rating, 168 reviews

The Highland Hideaway - Private Guest House

TitaniaRating, 5 stars10 months ago
My next visit to Tampa,I will definitely try to get this same Airbnb..I loved everything about it.
Guest favourite
Tiny home in Tampa
4.91 out of 5 average rating, 131 reviews

Tampa Little House Castilla

AngelRating, 5 stars1 month ago
Excellent stay! very private

Tiny home rentals with outdoor seating

Guest favourite
Tiny home in Tarpon Springs
4.88 out of 5 average rating, 251 reviews

Driftwood Surf Shack

MarloRating, 5 stars1 week ago
Very cute and comfortable! only a 20 minute walk to the historic Greek downtown area and sponge market.
Top guest favourite
Guest house in Gulfport
4.95 out of 5 average rating, 221 reviews

A slice of paradise!

SidRating, 5 stars3 weeks ago
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'!
Top guest favourite
Cottage in Safety Harbor
5 out of 5 average rating, 57 reviews

"Sweet Harbor Cottage" Walk to Downtown

AlexisRating, 5 stars2 weeks ago
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.
Superhost
Tiny home in Tampa
4.63 out of 5 average rating, 118 reviews

LOFT TINY HOUSE in TAMPA WITH GOATS

EmmaRating, 5 stars2 weeks ago
such a cutie little place. goats were so fun. perfect for a short trip and a lil adventure
Guest favourite
Tiny home in Tampa
4.91 out of 5 average rating, 287 reviews

Heights Cedar Cottage

MaiRating, 5 stars2 weeks ago
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.
Superhost
Home in Tarpon Springs
4.78 out of 5 average rating, 144 reviews

Mins to Beach/Studio Home/walk to dwtn/FreeParking

ShelbyRating, 5 stars3 weeks ago
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.
Guest favourite
Tiny home in Brandon
5 out of 5 average rating, 6 reviews

WATERFRONTTiki; Small pet ok,Kayak,FirePit, Laundr

DemitriRating, 5 stars1 week ago
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.
Guest favourite
Guest house in Tampa
4.99 out of 5 average rating, 140 reviews

ONE Guest Tiny Ybor Mustard House

HeatherRating, 5 stars2 months ago
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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