
Family-friendly vacation rentals in Bay Pines
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Top-rated family-friendly rentals in Bay Pines
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Popular amenities for Bay Pines family-friendly rentals
Family-friendly home rentals with a hot tub

THE HOUSE - 32 Steps to the Beach - Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.
We had a great time staying here in Clearwater. SO close to the beach. Their place was clean and was ready for a family to stay. We look forward to coming back.

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms
This home was the perfect place to stay for our family vacation. Charlie was responsive and provide incredible recommendations anytime we asked. The yard was private and secure and the neighborhood was quiet. The home has everything we needed! We didn't have to travel more than 30 minutes to beaches, delicious restaurants and ice cream. I would absolutely stay here again!

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.

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!

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!!

Waterfront Beach House Steps Away from #1 Beach!
We absolutely loved this space! We do an annual girls trip to Florida and we were so incredibly happy with the house, layout, amenities, cleanliness and location. Instructions were clear and posting is exactly as described. Can walk to everything in Clearwater from here. We cannot wait to go back!!

Bay Shores Yacht & Tennis Club Indian Shores FL
Great location! Easy walk to the beach. Property has desired amenities. Inside had everything we needed.
Family- and pet-friendly home rentals

Beach Studio 5
Such a beautiful stay and so close to the beach! The place was equipped with everything you could need! Will definitely be staying here again!

STEPS TO THE BEACH FROM, 'COZY BEACH COTTAGE
Great location.Everything in the house is perfectly clean.There is everything you need for a holiday.Will come back again.

Beach Chill Inn #4 - Studio
Anne Marie’s place was amazing! We were in unit #4. It was an end unit with lots of windows with perfect roll up shades. There’s no way to describe how close you are to the beach. The parking is right at the door and we loved that since my husband is disabled. Supplies were plentiful. There were beach chairs and beach towels for our use. Highly recommend the Beach Chill Inn for a quiet and peaceful stay on Madeira Beach! You will be pleased with this location. Close to John’s Pass and less than 30 minute drive to Clearwater and St. Pete Beach.

Cozy Dream FL Vacation Home Pool is heated!
We stayed at this wonderful home for my daughter’s graduation from Eckerd College, and it couldn’t have been more perfect! The location is unbeatable—literally right across the street from the Eckerd College, which made everything so convenient. The house itself was spotless and incredibly comfortable. It truly felt like a home away from home. The pool was a highlight—clean, refreshing, and such a relaxing space for our family to enjoy some downtime. Nan, our host, was absolutely amazing. She was kind, responsive, and went out of her way to make sure we had everything we needed. She made us feel so welcome, and by the end of our stay, I truly felt like I had made a friend. Highly recommend this place for anyone visiting Eckerd or looking for a relaxing and well-cared-for stay in the St. Pete area!

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!

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!!
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!

Renovated Condo! Across the Street From The Beach
being 7 months pregnant this place was perfect for a quick baby moon! the beach is just a walk across the street, plenty of restaurants less than a 5 minute drive and had everything we needed for the beach as well.

Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach
We were looking for a quick family vacation at the Gulf of America and we found this little gem at Indian Rocks Beach. The location was perfect and only 30 min from the airport. With all equipment provided to be at the beach and only a short walk across the street, it was just what we needed. There's a cool little ice cream and sandwich shop right across the street Kooky Coconuts offering the best Cuban sandwich in Florida and great ice-cream. Sleeps 4 comfortably and has a great tiki bar in the back. If your looking for relaxation, great restaurants and beach, this is the place. Owners are awesome and where always available if we needed anything. Definitely will be back!

Indian Shores "Rustic" Beach Condo! 2Br/2Ba
This was our 2nd stay. Great as was the last time. It’s an easy stroll to the ocean and plenary of room for us to stretch out once we get back from any of the nearby activities.

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!

Cozy condo at Belleview Gulf
Nothing super fancy, but clean and comfortable in a great location. Fishing right out the back door, and the beach just across the street. Great restaurants and bars in walking distance. Great value. Will DEFINITELY stay there again

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!

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!
Quick stats about vacation rentals that are family-friendly in Bay Pines
Total rentals
160 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
7.1K reviews
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
110 properties have a dedicated workspace
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- Anna Maria Island
- Siesta Beach
- 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
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Splash Harbour Water Park