Family-friendly holiday rentals in Harbour Island

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Harbour Island family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Home in Tampa
5 out of 5 average rating, 188 reviews

Multi-Award Winning & Top 5% Rated on Airbnb 2025

TheresaRating, 5 stars2 weeks ago
Great location, Jason’s eye to detail was perfect. He was responsive to every call. The house was absolutely beautiful. It was a peaceful time and minutes from the stadium and Ybor
Guest favourite
Condo in Palm Harbor
4.79 out of 5 average rating, 58 reviews

Innisbrook Golf and Spa Resort

MaureenRating, 5 stars1 month ago
Couldn’t have found a better place to stay. The surroundings were beautiful, on site restaurants fun with good food, ample parking, great location, comfie bed and nice furnishings. Loved coming back to this space. Beach access is to local beaches not from the site, but that was the only disappointment. Communicating with the owner was quick and easy. I hope to come back!
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.
Guest favourite
Townhouse in Tampa
4.87 out of 5 average rating, 244 reviews

Ultra Modern Pool Home w/ rooftop private HOT TUB

JamesRating, 5 stars2 weeks ago
Great place to stay if you are heading to a BAESBALL game or an EVENT at RAYMOND JAMES STADIUM ! This is the PERFECT spot ! An easy walk
Guest favourite
Bungalow in Tampa
4.77 out of 5 average rating, 321 reviews

Historic Bungalow with Private Pool in Ybor City

StephenRating, 5 stars3 weeks ago
Great location, great character, great value. Pool was an excellent space to hang out at during the day and nice central location for everything else. Would stay again.
Guest favourite
Home in Tampa
4.92 out of 5 average rating, 211 reviews

Rooms with a Pool

About1AriesRating, 5 stars4 weeks ago
my husband and I took our 3 kids here for memorial day weekend. the house in a nice quiet and clean neighborhood which we loved. we only had one problem when we arrived which was the AC was out and in Florida that can be a huge problem. but we let the host know right away and they called someone to fix it. we cooled off in their beautiful pool until it was fixed and before we went to bed we had a cool house. so thank you for your prompt response in getting that fixed. other than that the house is truly a gem. very clean, great amenities and the guidebook was a wonderful addition! my kids really enjoyed the pool and hot tub and the place is very spacious where we had our room. they pretty much had everything you could think of product wise so we didn't need to get much for our stay. we are from Florida but we don't visit Tampa often but this is a place we know we will come to visit again for sure!!! thank you Aaron and Sophie for making my family vacay and wonderful one!!
Guest favourite
Condo in Tampa
4.8 out of 5 average rating, 117 reviews

Beautiful and spacious condo centrally located

CindyRating, 5 stars3 weeks ago
Alexandra was easy to communicate with, especially since I had made a change to the reservation. My daughter lives in the complex, and when there is overflow family visiting Tampa, I will definitely book this place again.
Superhost
Home in Tampa
4.77 out of 5 average rating, 123 reviews

Waterfront Oasis! Kayaks,Hot Tub

StevieRating, 5 stars2 weeks ago
This place exceeded our expectations! Feels private and secluded but really your right off a main road. Several stores just a block away for anything you need. Owners were super friendly and answered every question within minutes. If your looking for a place to just relax and clear your mind, just sit out on the dock for a few minutes. You'll never want to leave! What stood out the most to me though was the kitchen. Fully stocked with every dish, pot, pan, utensil and even basic spices! All right where I would put them if it were my kitchen😄

Family- and pet-friendly home rentals

Guest favourite
Guesthouse in Tampa
4.85 out of 5 average rating, 340 reviews

Hyde Park Tree House, Tampa, FL - Great location

WilliamRating, 5 stars1 month ago
Great place to stay. Clean and convenient to Hyde. Would def stay there again.
Superhost
Apartment in Tampa
4.84 out of 5 average rating, 183 reviews

Pet Friendly | 5min Downtown | Safe+Parking | Apt1

KeithRating, 5 stars2 months ago
Perfect place and location for small group on short stay visiting Tampa and the local area!
Guest favourite
Home in St. Petersburg
4.92 out of 5 average rating, 289 reviews

Tiny House Downtown St.Pete: Surprisingly Spacious

JanetRating, 5 stars1 month ago
Great stay at Alex's place. It was exactly as described. Walkable, safe area. I initially was concerned about the street parking, but Alex explained it completely and it was never a problem. I would definitely stay again.
Superhost
Home in St. Petersburg
4.88 out of 5 average rating, 184 reviews

Baby Bungalow close to Downtown!

EmilyRating, 5 stars1 month ago
This adorable bungalow was perfect for a long weekend getaway! They have all of the amenities, it is centrally located, it's clean, and they communicated very well. I will definitely come again and recommend your place!!
Guest favourite
Guesthouse 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
Guest favourite
Guesthouse in St. Petersburg
4.85 out of 5 average rating, 845 reviews

Private & Cozy Tiny Home/Cottage

HadleyRating, 5 stars3 weeks ago
Everything was great! I loved the decorations! Thank you for having me!
Top Guest favourite
Guesthouse in Gulfport
4.93 out of 5 average rating, 296 reviews

Lovely Guesthouse

KarenRating, 5 stars1 month ago
Loved our stay at this charming cottage. Very happy with the choice of this airbnb. We recommend it highly. I'm a tv lover...and the Direct TV was a bonus. Thanks for your hospitality!
Top Guest favourite
Apartment in Gulfport
4.99 out of 5 average rating, 172 reviews

Studio- Gulfport Art District - 1 Block from Beach

JillRating, 5 stars10 months ago
Great place and great location! The place was exactly as described and the host was very responsive. Great attention to detail with amenities. There’s a great coffee shop just down the street and Pia’s Italian restaurant was so good we ate there twice! Lots of cute shops along the street. Would definitely stay again!

Family-friendly home rentals with a pool

Top Guest favourite
Guesthouse in St. Petersburg
4.9 out of 5 average rating, 326 reviews

Carriage House in North St. Pete

GraceRating, 5 stars1 month ago
We had a wonderful stay here! It was very close to everything we wanted to do and their hospitality was phenomenal. We hope to come back and stay again sometime!
Guest favourite
Condo in Tampa
4.93 out of 5 average rating, 400 reviews

Tampa Events & Suite w/WtrFrt Bay & Sunset Views

SheilaRating, 5 stars1 month ago
Such an awesome place to stay with amazing views. Clean and had extra essentials which makes it nice. Loved the fan and TV above the bed and the large shower. I traveled alone and felt completely safe. I would definitely stay again.
Superhost
Apartment in Tampa
4.77 out of 5 average rating, 108 reviews

2 PM Checkin- Heated Pool and Private Balcony

MichelleRating, 5 stars2 months ago
Christina was very helpful as we were in town for a cruise and they kick you off the ship at 8 am and Christina accommodated us in every way. Loved the place and the balcony. At night they start a fire and light the tiki lights and you can sit out there and listen to the sound of the waves hitting the rocks will your toes in sand. If I’m ever in Tampa I would stay again.
Guest favourite
Home in Riverview
4.81 out of 5 average rating, 186 reviews

Spacious Modern Retreat for Family Fun Near Tampa!

ChiriseRating, 5 stars3 weeks ago
This is the second time I have stayed here. Great location and the host is very responsive.
Top Guest favourite
Guest suite in St. Petersburg
4.96 out of 5 average rating, 226 reviews

Historic Kenwood Studio with Pool

AbbeyRating, 5 stars1 month ago
Kenneth’s place is a true gem. Perfect location, amazing surroundings, quiet and safe. The pool area was so serene and inviting, such a lovely little oasis. Kenneth was friendly and available, such a great host. We will definitely return!
Guest favourite
Guesthouse in Tampa
4.86 out of 5 average rating, 925 reviews

Seminole Heights Riverside Paradise w/Pool

AlyssaRating, 5 stars1 day ago
Ryan’s place was great! The bed was so comfortable and we enjoyed the muffins, orange juice, and beer that were provided upon arrival. Perfect location, being only about 15 mins from everything we wanted to do! We were able to go down to Clearwater and St. Pete Beach as well and it was only about 40 mins away! The pool and kayaks were also a plus and Ryan helped us get the kayaks out and ready for us to use!
Superhost
Condo in Brandon
4.73 out of 5 average rating, 66 reviews

1 Bed 1 Bath Condo, Quiet and clean, Hidden Gem

RobertRating, 5 stars1 month ago
Enjoyed our stay at the condo. Loved the pool. Also very quiet and a good location. Kitchen is tight but had everything we needed and worked for us. Would definitely stay again.
Top Guest favourite
Home in Tampa
4.98 out of 5 average rating, 55 reviews

Serene Tampa Getaway: Pool & Gardens Near Beaches

Jill & AnriRating, 5 stars1 day ago
The kitchen had all the utensils and ingredients to cook. We slept great in the beds and the temperature was perfect for sleeping that was programmed. My husband really enjoyed playing the different instruments. There was plenty of towels for the pool or beach. Plus, toys for the beach. All the family photos and heirlooms that made us feel welcomed and like extended family. We hope to stay again when in the area with our family and friends.

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