
Family-friendly vacation rentals in Clearwater Beach Island
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Top-rated family-friendly rentals in Clearwater Beach Island
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Popular amenities for Clearwater Beach Island family-friendly rentals
Family-friendly home rentals with a hot tub

Spacious Home Solar-Heated Pool and Spa
Great value!! We loved the pool area and very quiet neighborhood!

The Old Man & the Sea-Seaview 101
Amazing time! Great location! Will definitely be back!

Crescent Beach House Pet friendly
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.

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

Beach Front Condo 3 bathrooms 3 bedrooms/5 beds
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!

Pool + Park + Private = Perfect Place
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.

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!!

The Oasis
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

Vintage Florida Beach Cottage B
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

House of Relaxation
Great home with everything we needed, we really enjoyed our stay!!

Adorable Dog-Friendly Cottage in Quaint Dunedin
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!!!

Downtown Dunedin B&B - Rustic Cabin with Pool
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!!

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

Villa Al Golfo Pristine Waterfront Oasis
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

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

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
Family-friendly home rentals with a pool

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA
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.

Seashell Cottage
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

Private access, modern condo. No cleaning fees
Great place to stay! Margaret was very communicative and the place was so clean.

Comfortable , mins. to the beach, pool
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.

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/
Great location, and host provided everything we could need whether it’s at the apartment or at the beach.

A12- Villas of Clearwater Beach | Gulf-front condo
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)

Charming Bungalow w/ Heated Pool - 10 min to beach
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!

1 BR direct gulf front!
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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- 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
- Lido Key Beach
- Cortez 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