Family-friendly vacation rentals in Bay Pines

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Popular amenities for Bay Pines family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
The exterior of a charming blue beach house is surrounded by lush palm trees and vibrant landscaping. A spacious front yard features a green lawn and neatly trimmed bushes, while a driveway accommodates parked vehicles. Sunlight filters down, creating a warm atmosphere.
Home in Clearwater Beach
4.98 out of 5 average rating, 120 reviews

THE HOUSE - 32 Steps to the Beach - Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.

LaurenRating, 5 stars5 days ago
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.
Superhost
An aerial view of a modern two-story home surrounded by lush greenery and palm trees, with a backdrop of tranquil water. The property's landscaping features a paved driveway leading to the entrance, while nearby boats are docked along the shoreline.
Home in Seminole
4.95 out of 5 average rating, 295 reviews

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

ClaireRating, 5 stars1 week ago
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!
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 stars3 weeks 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 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 stars3 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!
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 stars4 weeks 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!!
Top guest favorite
A modern kitchen showcases white cabinetry with marble countertops and stainless steel appliances. Natural light floods through large windows, highlighting decorative accents and elegant floral arrangements. A central island is surrounded by bar stools, complemented by stylish area rugs beneath.
Townhouse in Clearwater Beach
5 out of 5 average rating, 122 reviews

Waterfront Beach House Steps Away from #1 Beach!

MariannaRating, 5 stars3 weeks ago
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!!
Guest favorite
The setting sun casts a warm glow over the beach, reflecting off the calm water. Silhouettes of individuals can be seen walking along the shore, while gentle waves lap at their feet. The sky features soft pastel colors, enhancing the tranquil atmosphere.
Condo in Indian Shores
4.94 out of 5 average rating, 105 reviews

Bay Shores Yacht & Tennis Club Indian Shores FL

AndreaRating, 5 stars3 weeks ago
Great location! Easy walk to the beach. Property has desired amenities. Inside had everything we needed.

Family- and pet-friendly home rentals

Guest favorite
A rectangular swimming pool is visible, surrounded by a paved area with lounge chairs and tropical landscaping. Palm trees provide shade, and a balcony railing frames the view, enhancing the sense of openness to the outdoors. Nearby buildings are visible in the background.
Condo in Redington Shores
4.82 out of 5 average rating, 153 reviews

Beach Studio 5

BriannaRating, 5 stars11 months ago
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!
Guest favorite
A serene beach view captures gentle waves lapping against a white sandy shore. The clear blue-green water extends into the horizon, with a few distant figures enjoying the sun. Light clouds drift across a bright sky, creating a calm and inviting atmosphere.
Bungalow in Treasure Island
4.85 out of 5 average rating, 150 reviews

STEPS TO THE BEACH FROM, 'COZY BEACH COTTAGE

AleksandrRating, 5 stars1 month ago
Great location.Everything in the house is perfectly clean.There is everything you need for a holiday.Will come back again.
Superhost
A wooden bench sits along a sandy path leading to the beach, surrounded by patches of grass. The ocean is visible in the distance, with colorful beach equipment arranged along the shore under a clear sky.
Condo in Madeira Beach
4.78 out of 5 average rating, 436 reviews

Beach Chill Inn #4 - Studio

KarenRating, 5 stars1 week ago
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.
Guest favorite
An enclosed pool area features a sparkling blue pool surrounded by tiled decking. Lush greenery lines the fenced perimeter, providing privacy. Outdoor seating is available under a covered area, creating a shaded space for relaxation or dining, complemented by decorative lighting overhead.
Home in St. Petersburg
4.91 out of 5 average rating, 111 reviews

Cozy Dream FL Vacation Home Pool is heated!

ColleenRating, 5 stars1 month ago
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!
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 living area features a patterned futon and a wooden coffee table. Bright artwork depicting flowers hangs on the wall, complemented by soft lighting from a nearby lamp. A view into the kitchenette reveals a modern setup with light-colored cabinetry.
Home in St. Petersburg
4.92 out of 5 average rating, 289 reviews

Tiny House Downtown St.Pete: Surprisingly Spacious

JanetRating, 5 stars1 month ago
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.
Superhost
A charming blue house is framed by two large windows, with greenery adorning the front. The cement pathway leads to the entrance, which features a decorative awning. The surrounding area is peaceful, showcasing a well-maintained garden and ample outdoor space.
Home in St. Petersburg
4.88 out of 5 average rating, 184 reviews

Baby Bungalow close to Downtown!

EmilyRating, 5 stars1 month ago
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

Top guest favorite
A private pool is surrounded by a spacious deck, featuring a light blue surface. The two-story guest house is visible in the background, equipped with a spiral staircase leading to the upper level. Lush green trees provide a natural backdrop.
Guesthouse in St. Petersburg
4.9 out of 5 average rating, 326 reviews

Carriage House in North St. Pete

GraceRating, 5 stars1 month ago
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!
Guest favorite
A tranquil outdoor space features a private pool surrounded by lush greenery. Paved stone pathways lead to comfortable seating areas, while tropical plants add a natural ambiance. The area offers a serene setting for relaxation and leisure.
Condo in Indian Rocks Beach
4.96 out of 5 average rating, 116 reviews

Renovated Condo! Across the Street From The Beach

RachaelRating, 5 stars1 month ago
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.
Guest favorite
A private tiki hut features a thatched roof, ambient lighting, and a large television. Seating is provided by several lounge chairs and a unique wicker chair, arranged around a stone floor. Lush greenery surrounds the area, enhancing the outdoor experience.
Bungalow in Indian Rocks Beach
4.88 out of 5 average rating, 121 reviews

Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach

GregRating, 5 stars1 week ago
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!
Guest favorite
A serene outdoor space features a heated community pool surrounded by white lounge chairs. Lush greenery is visible in the background, with a light-colored fence providing privacy. A storage shed sits nearby, and a multi-story building is partially seen to the left.
Condo in Indian Shores
4.96 out of 5 average rating, 137 reviews

Indian Shores "Rustic" Beach Condo! 2Br/2Ba

AndrewRating, 5 stars1 week ago
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.
Top guest favorite
Guest suite in Historic Kenwood
4.96 out of 5 average rating, 226 reviews

Historic Kenwood Studio with Pool

AbbeyRating, 5 stars1 month ago
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!
Guest favorite
Condo in Indian Shores
4.88 out of 5 average rating, 153 reviews

Cozy condo at Belleview Gulf

PeggyRating, 5 stars11 months ago
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
Guest favorite
A balcony view features a decorative string of shells and a sign reading 'The Beach.' In the background, well-maintained landscaping and a sparkling swimming pool are visible, with a two-story condo complex providing a pleasant backdrop under a clear blue sky.
Condo in Clearwater
4.93 out of 5 average rating, 120 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

CassandraRating, 5 stars3 weeks ago
We loved our stay! The hosts were great at communicating with us. Very clear instructions. Place was just like the photos. Very enjoyable stay!
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!

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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