
Kid-friendly holiday rentals in Clearwater Beach Island
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Top-rated family-friendly rentals in Clearwater Beach Island
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Clearwater Beach Island family-friendly rentals
Kid-friendly house rentals

Fun Funky Pool Fire Pit 4m to Beach
Ashley has a great spot!! Very fun and comfortable, perfect location for an easy drive to the beach or downtown. We’d stay again!

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

Heated pool-Hot tub-Close to Beaches-All Amenities
This place was very cute, we did have trouble with the hot tub a lot of the nights but the owners messaged us very fast how to fix it

Mango Tree Cottage: bike trail
Absolutely loved the place. The host was very cooperative with everything during my stay. Highly recommended.

Clearwater Cottage # 1
We enjoyed staying at this place. It was clean and it smelled nice. Worth every penny!

Heated Pool | 2BD 2BA | Home near Beaches
We had a great experience at Vito’s Airbnb. The home was clean and spacious, beds were comfortable, the neighborhood was quiet. The pool was wonderful. We especially loved that the pool and patio were screened in. Loved the large dining room table. The garage had a wagon, chairs, and toys to take to the beach. Plenty of pool inflatables. Washer/Dryer including laundry detergent. We cook most of our meals so it was nice to have a good selection of pots, pans, and cooking utensils. The home was stocked with toilet paper, paper towels, trash bags, dishwasher tabs, dish soap, hand soap, cleaning supplies, toiletries (shampoo/conditioner/soap), even beach/pool towels. Would absolutely stay here again!

Heated Pool | Hot tub | Movie night | Golf + more
Fantastic spot with so many amenities. I’d rent this place out again if I needed to. Quick drive to the beach. Lots of space and activities for a group.

Oasis Paradise Unit
Great place, clean, convenient. Gabriel is very responsive.
Family-friendly apartment rentals

Welcome to your cozy studio!
Great listing and will continue to return here when visiting St. Pete/Tampa area. Ramon has been great, and I love the large shower & Murphy style bed.

Anchors UP #3, WALK to Beach, 1 bed/1 bath
Great location! Easy access for boating. Highly recommend staying there!

Tuska Villa Retreat
Location was easy to get to. Area was super quiet and peaceful. Central to all the activities we had planned. Would stay there again.

The Coastal Retreat
The moment we parked we knew that the place is exactly what we're wanting for our stay in Dunedin. It's charming, peaceful and quiet. We slept soundly and felt comfortable from Mon to Friday. Aside from the basic necessities provided, there are available beach towels, a cooler and a beach umbrella that made our trip to Honeymoon Island easier. Thank you for hosting us Carole! Til next time!

Studio-Sleeps 6-Fun In The Clearwater Sun-Pool
it was a beautiful place to stay. Just a short walk to the beach and all restaurants. perfect location. really appreciated the beach gear.

Beautiful, Modern & Bright 1 BR, Beach & Downtown
We had a wonderful stay with Juli and Brian. They were actively ready to help and assist us at any time, and were truly friendly. They provided many useful amenities, such as the bikes, which truly helped us get around and explore Clearwater. The unit had a very home-like feeling and was truly welcoming. As for the location, it was perfect for us as it was right next to everything. It was a 5-minute walk from the grocery store, as well as a 5-minute walk from a trolley that travels down to Clearwater Beach, as well as St.Pete Beach. Additionally, there were a lot of fun locations to bike to in the area. Absolutely would stay again!

The Breezeway #8 only a 2 min walk to the Beach!
This is the perfect location!! Larry and Bibisch did an amazing job with the property and we're so accommodating and friendly. My girlfriend and I definitely plan to stay at this location the next time we are in clearwater.

Comfy Guesthouse # 1 - 4 miles to Clearwater Beach
I stayed at Jeremy's for about a week and had a great experience! The property is just as it is described, and the keyless entry is easy. I picked it for the location as I have family that lives nearby and I was able to walk down the Pinellas trail which is just about a block away. As for food, I found a nice cafe around the corner (Wildflower) which is really good. The property is super clean, nice kitchen, and comfy bed. Excellent communication with Jeremy/Mia. I would definitely stay here again!
Family-friendly apartment rentals

Key West Retreat, 2 Bdrm, A+ Pool, 2.9 mi to Beach
I had an amazing experience staying at this Airbnb! From the moment I arrived, everything was just as described (if not better). The place was spotless, well-decorated, and thoughtfully stocked with everything I needed — from fresh towels to kitchen essentials. The bed was super comfortable, and the entire space had a warm, cozy feel that made it easy to relax. The location was perfect. The check-in process was seamless, and the host was incredibly responsive, kind, and helpful throughout my stay. I would absolutely stay here again and recommend it to anyone looking for a great place to stay in Clearwater! Thank you for such a memorable experience!

Clearwater Beach condo
This condo was a great stay for our group! The location was perfect, only a short walk to the beach and lots of restaurants and shops nearby. We loved having so much space and enjoyed the balcony. Pinlan was very responsive to any questions or issues we had!

Seasalt Breeze private cozy unit
Margaret’s place was beautiful and spotless, the pool is amazing at the Avalon as well

Bright and Spacious 1Bed/1Bath condo.
Daniel‘s condo was the perfect little stay for us. It is quiet and private. The people at the pool were so friendly. It’s one of the most comfortable beds in the world. We found a very nice authentic restaurant Mexican close by and shopping was within walking distance. The condo was neat and clean and had everything we needed.

Dock of the Bay, Coastal Elegance | Walk to Beach!
Perfect! Beautiful condo, fully equipped with everything you could possibly require. 5 minute walk to the stunning Clearwater Beach. Great hosts, going over and above with what they provided: Beach Towels, Beach Chairs/Parasol. Would love to return some day. Would highly recommend to anybody.

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES
The location was close to the places we attended for a wedding. Host was very informative and provided recommendations of places to go and things to do. We will be repeat guests.

Avalon Sunshine: Summer Special + Free Parking
So pleased with the condo. Had everything we needed (and more). Bed super comfy along with linens! Host and husband were very pleasant…even came to give us more coffee and a couple more towels (without us asking!). Host responds quickly to questions and has a pleasant demeanor. We will definitely consider staying at one of their units again. The unit is so nicely located; the beaches are just minutes away by car (and also reachable by bike if you’re into riding).

POOL VIEW IN A MODERN CONDO - Feel at Home
We loved our stay! The hosts were great at communicating with us. Very clear instructions. Place was just like the photos. Very enjoyable stay!
Destinations to explore
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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
- 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
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club
- North Beach At Fort DeSoto Park