Family-friendly vacation rentals in Clearwater Beach Island

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Clearwater Beach Island family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
The exterior of the house is showcased, featuring a combination of light stone and bold pink accents. A spacious driveway leads to a two-car garage, while a well-maintained lawn with greenery complements the inviting entrance.
Home in Largo
4.79 out of 5 average rating, 425 reviews

Spacious Home Solar-Heated Pool and Spa

ValerieRating, 5 stars2 months ago
Great value!! We loved the pool area and very quiet neighborhood!
Superhost
The heated pool area captures a vibrant sunset with hues of pink and orange reflecting on the water's surface. Surrounding palm trees are silhouetted against the sky, while lounge chairs and pool umbrellas create a relaxing atmosphere for guests.
Condo in Madeira Beach
4.81 out of 5 average rating, 129 reviews

The Old Man & the Sea-Seaview 101

LuisRating, 5 stars1 month ago
Amazing time! Great location! Will definitely be back!
Top guest favorite
The exterior view features a well-maintained landscape with palm trees and lush greenery. A brick border outlines a mulched garden bed, enhancing the curb appeal. The entrance is flanked by a two-car garage, offering convenient parking. Sunlight brightens the scene on a clear day.
Home in Largo
4.97 out of 5 average rating, 131 reviews

Crescent Beach House Pet friendly

HeatherRating, 5 stars1 month ago
This was the perfect location for our family. We loved the proximity to the beach and restaurants. The place was clean and well stocked. Would love to come back.
Guest favorite
A contemporary living area features a light-colored sectional sofa positioned on a textured rug. A glass coffee table complements the sofa, while a large artwork adorns the wall. The dining area is visible in the background, showcasing a modern table set for eight.
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 favorite
A serene beach scene stretches across the horizon, featuring soft, sandy shores against a calm, azure ocean. Gentle waves lap the beach, while a few people walk along the water's edge, under a clear blue sky.
Condo in Redington Shores
4.83 out of 5 average rating, 251 reviews

Beach Front Condo 3 bathrooms 3 bedrooms/5 beds

MaritzaRating, 5 stars4 weeks ago
I loved the apartment very well equipped for everything you need to cook. The apartment has an amazing view, location is great, close to everything from restaurants, grocery stores, pharmacies, etc. I loved it!
Top guest favorite
A screened lanai surrounds a clear salt-water pool, featuring a floating pink flamingo. Colorful lounge chairs are positioned nearby on a sunlit deck, with tropical greenery visible in the background, enhancing the private outdoor space.
Home in Tampa
4.99 out of 5 average rating, 281 reviews

Pool + Park + Private = Perfect Place

SharonRating, 5 stars3 weeks ago
This is the second time we've been able to book this home and if it's available I will book it again when we return. There is a park and walking trails across the street. The trails go along the Hillsborough River where you can see all the fun Florida birds. The accommodations are fantastic. It is clear the hosts care about details, including fluffy towels and sample shampoos and conditioners in the bathroom. I also appreciate the water pressure and quickness of the hot water tank to heat the water in the shower. This kitchen has everything you need if you want to cook. There are beach towels to use for the pool, as well comfortable deck chairs and floats. The hosts were very responsive, and asked if they could come over to clean the pool after an unusually heavy rain. Our family would love to stay there again when we visit Tampa.
Guest favorite
A heated pool is enclosed by a screened lanai, featuring a unique shape with a brick border. Lounge seating is present around the pool, while a hammock is visible in the background. The tranquil area is surrounded by high wooden fencing for privacy.
Home in Tampa
4.92 out of 5 average rating, 211 reviews

Rooms with a Pool

About1AriesRating, 5 stars1 month 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 favorite
A balcony area features a round wooden table surrounded by two chairs, one woven and one metal. A decorative piece is displayed on the wall, with two fishing poles leaning against the balcony railing overlooking the water and marina.
Apartment in St. Petersburg
4.9 out of 5 average rating, 172 reviews

The Oasis

KeriRating, 5 stars1 day ago
Russell's Oasis was exactly as described. The setting was peaceful and the condo was very clean! If we are back in the area, we would definitely stay here again.

Family- and pet-friendly home rentals

Guest favorite
A single-story cottage features a pink exterior with large windows allowing natural light. A landscaped garden with decorative stones is visible in the front. White chairs are placed near the entrance, and ample parking spaces are provided in the driveway.
Cottage in Indian Rocks Beach
4.9 out of 5 average rating, 297 reviews

Vintage Florida Beach Cottage B

GabrielaRating, 5 stars2 days ago
Great stay!!! We stayed with our 4 year old here and it was awesome. Easy to walk to places/beach. It was extremely clean. I definitely would recommend this place. Eric was welcoming and helpful
Superhost
A covered swimming pool area features a clear and inviting pool, surrounded by a spacious patio with tiled flooring. Large glass doors allow natural light to flood the space, while lounge chairs are positioned nearby, offering a comfortable spot to relax.
Home in Dunedin
4.78 out of 5 average rating, 129 reviews

House of Relaxation

GracieRating, 5 stars1 month ago
Great home with everything we needed, we really enjoyed our stay!!
Top guest favorite
A dining area is showcased with a white table set for four, featuring floral tableware and a decorative centerpiece. A large window allows natural light to illuminate the space, which is complemented by a cozy seating area in the background and a TV mounted on the wall.
Cottage in Dunedin
4.96 out of 5 average rating, 208 reviews

Adorable Dog-Friendly Cottage in Quaint Dunedin

KikiRating, 5 stars3 weeks ago
We absolutely love staying at this property! It is our third time booking. The cottage is always impeccably clean and in a very safe area. It is stocked with everything you need. We love Coral Cottage! And Barbara is very friendly and so responsive. Dunedin is an amazing, quaint little town with so many wonderful food choices. Cafe' Alfresco is our personal favorite. Barbara's cottage is just a couple blocks from downtown Dunedin and only a 15 minute drive to Honeymoon Island State Park or Clearwater beach. I always pick up a piece of jewelry as a memento when we go on a trip. Just kitty-corner from the Airbnb is a charming jewelry store filled with beautiful, unique pieces that are reasonably priced. Romantique Jewelers. Just ask for Kimber, she's a doll! Don't hesitate to book this property for your next trip!!!
Superhost
The spacious studio cabin features wooden accents and high ceilings with exposed beams. Large windows allow natural light to fill the room. A comfortable sofa, a flat-screen TV, and a queen bed are present, alongside a small side table and two chairs.
Apartment in Dunedin
4.91 out of 5 average rating, 213 reviews

Downtown Dunedin B&B - Rustic Cabin with Pool

HadenRating, 5 stars2 weeks ago
Great place with a huge pool and the walk to downtown and surrounding shops was a stones throw away. The host answered with any questions we had promptly and provided my girlfriend and I was an outstanding stay! I would love to stay with you guys again as soon as I can! Thanks for a great weekend in Dunedin! What an awesome little town!!
Top guest favorite
A spacious saltwater pool is framed by a tiled deck, with seating options including lounge chairs and colorful adirondack chairs. The tiki bar offers a shaded space with additional seating, while the bungalows can be glimpsed in the background, creating an inviting outdoor atmosphere.
Home in Seminole
4.97 out of 5 average rating, 196 reviews

4BR/3BA Pool Home 7mins to Madeira Beach-Sleeps 14

KerriRating, 5 stars4 days ago
This house was great and we would stay here again! We even had a 6 month old with us and one of the bungalows was big enough for mom/dad and a pack n play! The air was perfect and cold like we liked it and the extra bed in the room with the king was perfect to kick the snoring husband to after a full day in the sun. Such a great idea, that I came home and instantly thought about doing the same set up to our master bedroom nook, lol! Just brilliant! Everything was supplied, TV’s everywhere, enough beach chairs for everyone and the chairs were in great shape also! Easy to find, close to beach and shopping! We will definitely stay in one of Stephanie’s homes in the future. Thanks for a lovely weeks vacation! Had a blast!
Superhost
A shaded lounging area features a comfortable chair with a patterned cushion, facing a serene waterfront view. In the background, a dock extends into the calm water, surrounded by lush greenery and decorative plants.
Condo in Indian Rocks Beach
4.96 out of 5 average rating, 121 reviews

Villa Al Golfo Pristine Waterfront Oasis

RhondaRating, 5 stars2 weeks ago
We honestly couldn’t have picked a better place to celebrate our birthdays. From the moment we arrived, the owners were so warm and inviting. They surprised us with a few welcome goodies, which was such a thoughtful touch and really made us feel at home right away. The unit was beautiful—clean, spacious, and honestly felt like a little slice of luxury. The bed was super comfortable, and the towels and bedding were incredibly soft and fresh—you can tell they really take pride in keeping everything in top shape. The view of the bay was amazing, and we got to watch dolphins swim by from the unit, which was just magical. They had canoes available for us to use, which made for a fun and peaceful afternoon out on the water. The location was perfect—just a short walk to the beach, shops, and restaurants. They gave us some great local restaurant recommendations too, and we ended up trying a few that we might have otherwise missed. Can’t wait to come back. Thanks Lyn & Frank
Guest favorite
Bungalow in Indian Shores
4.9 out of 5 average rating, 205 reviews

Private Beach Bungalow 1BR *Heated POOL**PETS ok

Josh and Sarah Rating, 5 stars3 weeks ago
We recently wrapped up an AMAZING stay at The Lobster Beach Bungalow. Everything was as described- charming ‘old Florida’ feel and close proximity to the beach (50 steps). It felt like a miniature resort. We got to meet other vacationers staying at the other bungalows, which was pretty cool. We were even able to enjoy the pool on a day where the gulf waters were a little rougher. There are a lot of eateries within walking distance. We tried a different coffee shop every morning- yum! The bungalow itself was comfortable and had everything we needed for a great stay. The kitchen had we could have desired should we have decided to eat in. Too many yummy local eateries for that for us though! We also loved being able to have our fur babies with us, as no vacation is complete without our whole family. We look forward to returning next year with some extended family to experience this peaceful paradise. Thank you, Liz, for creating a place that feels like home away from home!
Guest favorite
A cozy cottage is showcased, featuring a yellow exterior with white shutters. A white picket fence borders the front yard, which is adorned with green grass and shrubs. Two blue chairs are positioned on the porch, inviting relaxation.
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

Family-friendly home rentals with a pool

Guest favorite
A heated pool features a clear blue surface surrounded by tropical landscaping and lounge chairs. The courtyard is bordered by yellow buildings, with the sun illuminating the area and palm trees adding a serene touch.
Condo in Redington Beach
4.9 out of 5 average rating, 164 reviews

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA

KimRating, 5 stars2 weeks ago
The condo has everything you need to have a great holiday and not spend a fortune doing it. The cooker works well and the hob is very fast. We prepared our own meals most nights and ate outside overlooking the pool. The bathroom is well set out and the shower hot and powerful. What really appealed to us when booking was the access to a pool and not having to drive to, or pay for parking at a beach. It’s less than a five minute walk across Gulf Boulevard and Joy supplies chairs and an umbrella. The pool was clean and not at all busy. The area is safe and pleasant with easy access to Indian Rocks beach too. We had a day out to Universal Studios, an easy two hour dive away. Locally there are a few restaurants and cafes within walking distance, the Conch Grill is particularly good with a very generous happy hour from 11am - 7pm. We would like to return and highly recommend this accommodation.
Guest favorite
A bright dining area features a large white table set for eight, accompanied by white chairs. Large windows showcase natural light and views of palm trees outside. Soft lighting from pendant fixtures adds a cozy touch to the space.
Cottage in Clearwater
4.91 out of 5 average rating, 57 reviews

Seashell Cottage

SherriRating, 5 stars2 months ago
We loved the Seashell cottage! My family has stayed in the Mermaid cottage several times and thought it was the perfect “beachy” cottage but the Seashell is even bigger and better. Decorated adorably and has everything you need. Kitchen is fully stocked-all you have to do is bring your groceries. Bathrooms have plenty of towels-hairdryer also. Washer/dryer Outside patio is the perfect place to have coffee in the morning or wine in the evening. It’s plenty big with a picnic table and other chairs One of my grandkids favorite was the delicious pizza place on the corner-I believe they got one every night. We love the Shoreline cottages and I know your family will also. OH-forgot the best part-steps from the beach!! This end is less crowded and it’s perfect
Top guest favorite
Condo in Clearwater
4.96 out of 5 average rating, 80 reviews

Private access, modern condo. No cleaning fees

LauraRating, 5 stars1 week ago
Great place to stay! Margaret was very communicative and the place was so clean.
Guest favorite
Condo in Clearwater
4.9 out of 5 average rating, 41 reviews

Comfortable , mins. to the beach, pool

StacieRating, 5 stars3 weeks ago
The condo was perfect! The complex is very nice and centrally located making it easy to get to Honeymoon Island or St Pete. The condo is very cozy, we enjoyed breakfast and the cozy couches, and a bonus that the two bedrooms are on opposite sides of the condo to give more privacy.
Guest favorite
A heated swimming pool is surrounded by lounge chairs, with splashes of water cascading from three jets. The clear blue water reflects sunlight, creating a refreshing ambiance for relaxation.
Condo in Clearwater
4.94 out of 5 average rating, 141 reviews

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/

AlecRating, 5 stars3 weeks ago
Great location, and host provided everything we could need whether it’s at the apartment or at the beach.
Superhost
An oceanfront balcony offers expansive views of the sandy beach and the clear blue Gulf waters. Sunlight reflects off the water, creating a serene atmosphere. Comfortable seating arrangements are visible on the balcony, providing a space to relax and enjoy the surroundings.
Condo in Clearwater Beach
4.69 out of 5 average rating, 32 reviews

A12- Villas of Clearwater Beach | Gulf-front condo

HenningRating, 5 stars7 months ago
Very nice place! Direct beach access, nice pool, lots of space and lots of beach toys and amenities at the house. Also, have us a couple hours of late check out for free which was nice but also expected since the place wasn’t book the next night. Will come again! (small downer was that the elevator was broken - but we could work around this)
Superhost
A serene sleeping area features a spacious bed adorned with crisp linens and decorative pillows, with soft light filtered through nearby curtains. An inviting pool area with a clear blue water reflects surrounding greenery, while the exterior showcases a charming house framed by a well-maintained lawn.
Bungalow in Largo
4.85 out of 5 average rating, 132 reviews

Charming Bungalow w/ Heated Pool - 10 min to beach

AndreaRating, 5 stars1 week ago
We had a great time in this lovely home! Great location, close to the beach, and the pool was great when we didn’t feel like leaving!
Superhost
A heated swimming pool is depicted with clear blue water, surrounded by a spacious patio. Beach chairs and umbrellas are visible in the background, along with a view of the beach and ocean under a bright sky. Sun loungers are arranged neatly beside the pool.
Condo in Indian Shores
4.92 out of 5 average rating, 159 reviews

1 BR direct gulf front!

SusanRating, 5 stars6 months ago
Due to the hurricanes there was still some work going on at the Condo and on the beach. We completely understood and knew this might be the case coming in. Our goal was to relax and unwind and that is what we did! We loved the location - the ocean view from the deck and the short walk to the beach. The bed was relatively comfortable - not too hard. There were plenty of things in the kitchen to make using it easy. We walked and hung out on the beach a lot which was our plan. The pool is small but was nice. There are restaurants and stores within relatively close driving distance. When we had a question everyone was quick to get back to us. Overall a truly wonderful experience!

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