
Family-friendly holiday rentals in Harbour Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Harbour Island
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Harbour Island family-friendly rentals
Family-friendly home rentals with a hot tub

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

Innisbrook Golf and Spa Resort
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!

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

Ultra Modern Pool Home w/ rooftop private HOT TUB
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

Historic Bungalow with Private Pool in Ybor City
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.

Rooms with a Pool
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!!

Beautiful and spacious condo centrally located
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.

Waterfront Oasis! Kayaks,Hot Tub
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

Hyde Park Tree House, Tampa, FL - Great location
Great place to stay. Clean and convenient to Hyde. Would def stay there again.

Pet Friendly | 5min Downtown | Safe+Parking | Apt1
Perfect place and location for small group on short stay visiting Tampa and the local area!

Tiny House Downtown St.Pete: Surprisingly Spacious
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.

Baby Bungalow close to Downtown!
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!!

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

Private & Cozy Tiny Home/Cottage
Everything was great! I loved the decorations! Thank you for having me!

Lovely Guesthouse
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!

Studio- Gulfport Art District - 1 Block from Beach
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

Carriage House in North St. Pete
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!

Tampa Events & Suite w/WtrFrt Bay & Sunset Views
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.

2 PM Checkin- Heated Pool and Private Balcony
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.

Spacious Modern Retreat for Family Fun Near Tampa!
This is the second time I have stayed here. Great location and the host is very responsive.

Historic Kenwood Studio with Pool
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!

Seminole Heights Riverside Paradise w/Pool
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!

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

Serene Tampa Getaway: Pool & Gardens Near Beaches
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.
Destinations to explore
- Tampa Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Holiday rentals
- Rentals with a patio Harbour Island
- Rentals with pools Harbour Island
- Fitness-friendly rentals Harbour Island
- Rentals with a hot tub Harbour Island
- Apartment rentals Harbour Island
- Rentals with a washing machine and dryer Harbour Island
- Family-friendly rentals Tampa
- Family-friendly rentals Hillsborough County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park