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Family-friendly holiday rentals in Bayshore Gardens

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Bayshore Gardens family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Home in Sarasota
4.98 out of 5 average rating, 139 reviews

Gorgeous Home / Heated Pool and Spa

KathrynRating, 5 stars1 month ago
Just returned from another great stay at Kayla’s place. Everything was fantastic, the backyard pool and jacuzzi were amazing. We also really appreciate Kayla’s responsiveness. Looking forward to returning next year!
Superhost
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!
Top Guest favourite
Apartment in Longboat Key
4.95 out of 5 average rating, 103 reviews

Longboat Key-OCEAN FRONT- on the beach

JimRating, 5 stars3 weeks ago
Absolutely loved our stay! The place was spotless, beautifully decorated, and had everything we needed for a relaxing getaway. The location was perfect—just steps from the beach with stunning views and peaceful surroundings. Cindy was incredibly responsive and welcoming. We’ll definitely be back—highly recommend
Guest favourite
Island in Sarasota
4.97 out of 5 average rating, 327 reviews

Now NEW AUG Openings! Sarasota #1 Lux BEACH Villa

KaraRating, 5 stars1 week ago
We had a fantastic stay! The beach was just a short walk away and so easy to access, which made our days relaxing and stress-free. The private pool was a huge hit—our kids were entertained for hours, and it gave us plenty of time to unwind. Christopher was incredibly friendly and went above and beyond to make sure we had everything we needed. You can tell he truly cares about his guests’ experience. We would absolutely stay here again!
Top Guest favourite
Condo in St. Petersburg
4.98 out of 5 average rating, 268 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

SarahRating, 5 stars1 week ago
Just like the photos! Beautiful and comfortable for our stay… Love the location, close to everywhere we wanted to go! Comfortable bed, the couch could use some updating. The pool is very warm, but a nice spot to hang out. Didn’t get to see any dolphins 😞 Overall, enjoyed our stay, will definitely be back!
Superhost
Condo in St. Petersburg
4.86 out of 5 average rating, 464 reviews

Waterfront condo on top floor @ Boca Ciega Resort

KirstenRating, 5 stars2 weeks ago
We had a really nice stay. Well stocked home. Down to Q Tips and needed to purchase nothing in order to stay comfortably. Nice pool and hot tub and great work out room. Loved it!
Top Guest favourite
Guest suite in Riverview
4.99 out of 5 average rating, 142 reviews

The Guest House at Riverbend Retreat Fla.

DanielRating, 5 stars1 month ago
She was an amazing host, and the place was super nice and peaceful
Top Guest favourite
Guest suite in Largo
4.97 out of 5 average rating, 372 reviews

Private Pool, Jacuzzi, Walk to Beach.

JenniferRating, 5 stars3 weeks ago
Robert was a great host! Lots of great local recommendations. His place was extremely clean and had everything you could need. Well stocked with essentials. Close to Indian Shores Beach and Clearwater Beach. Had chairs, umbrella and cooler to use at the beach, great amenity!! You won’t be disappointed!! Highly recommend to stay at Roberts place and we plan to be back soon!!

Family- and pet-friendly home rentals

Guest favourite
Home in Holmes Beach
4.97 out of 5 average rating, 135 reviews

Twin Palms: Big House Steps to Beach w/Lush Pool

BrandonRating, 5 stars6 days ago
Staying a this Airbnb on Anna Maria island was nothing short of amazing. From the moment we arrived, everything exceeded our expectations. The location was unbeatable, just a short stroll to the beach, where we spent our mornings. The home itself was spotless, beautifully maintained, and had everything we needed. The private pol was a dream-crystal clear and perfect for relaxing after a day at the beach. It truly felt like our own personal oasis. What really made the experience stand out was the host. Communication was prompt, friendly, and thoughtful from start to finish. They went above and beyond to make sure we felt welcome and had everything we needed to enjoy our stay. If you're looking for a peaceful, beachside retreat with all the comforts at home- and then some- this is the place. Anytime we travel to this island this is the first place I will check to see if it is available.
Top Guest favourite
Guesthouse in Sarasota
4.99 out of 5 average rating, 117 reviews

Sarasota Pool House

DanRating, 5 stars1 month ago
This was our second time staying at Lubos pool house. We really enjoyed our stay and are already looking far time to escape back. Great location near restaurants, stores and beaches. Back yard and pool are a dream and very peaceful.
Superhost
Home in Bradenton
4.9 out of 5 average rating, 128 reviews

Sparkling Clean Pool Home near Gulf Beaches

GemmaRating, 5 stars5 days ago
We spent a relaxing weekend at this lovely Airbnb and couldn’t be happier with the experience. The place was exactly as described—clean, cozy, and thoughtfully decorated. The host was friendly and responsive, providing clear instructions for check-in and great recommendations for nearby restaurants and activities. We especially enjoyed the peaceful backyard patio—it was the perfect spot for morning coffee and evening wine. The location was ideal—quiet and private, but still just a short drive to everything we wanted to see and do. It made a great home base for our weekend adventures. We’d definitely stay here again. Highly recommend it for anyone looking for a stress-free and enjoyable escape!
Guest favourite
Townhouse in Sarasota
4.88 out of 5 average rating, 281 reviews

Duplex - just mins to Siesta Beach - Pet Friendly

JennyRating, 5 stars1 week ago
We had an absolutely wonderful stay at Sheila's place! The location was perfect, close to everything. Sheila was incredibly responsive and helpful throughout our stay, answering all our questions promptly. We highly recommend staying here!
Top Guest favourite
Home in Sarasota
4.97 out of 5 average rating, 100 reviews

"Chill Time” Great Location in Sarasota

AlexRating, 5 stars3 weeks ago
Perfect place for our stay. The location is very quiet and peaceful. There are parks and shops within walking distance or a quick drive away. The house was very clean and had everything we needed for a comfortable stay, for cooking and for grilling. The host was very nice and responsive and made us feel welcome and comfortable. Thank you for being a great host!
Top Guest favourite
Guesthouse in Sarasota
4.87 out of 5 average rating, 415 reviews

The Cottage, very close to Siesta Beach!

PaulRating, 5 stars2 weeks ago
Fair price. Great Location. Awesome / quick communication.
Guest favourite
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
Guest favourite
Apartment in Bradenton Beach
4.87 out of 5 average rating, 378 reviews

Las Palmas Beach Rentals unit 2

MelissaRating, 5 stars2 weeks ago
cute little beach apartment. clean and comfortable. We loved being super close to the beach. and the outdoor hose and shower was handy. nice of them to provide some beach items too like chairs, a boogie board and beach towels. AC gets very cold, which my husband was happy about. We will definitely be back to Ana Maria Island! its an amazing beach.

Family-friendly home rentals with a pool

Top Guest favourite
Condo in Siesta Key
4.92 out of 5 average rating, 239 reviews

Sea Club 2-Relaxing Siesta Key Condo-Siesta Sky

KassandraRating, 5 stars1 week ago
Such a beautiful stay with all the amenities, clear instructions and a clean place with everything you need surrounding you. Beautiful home, I appreciate the stay!
Guest favourite
Hotel room in Venice
4.86 out of 5 average rating, 223 reviews

Near Downtown/Beach | Tropical Villas Venice Beach

DanielRating, 5 stars3 days ago
Honestly, one of our best trips. The location, price, amenities, ease. Couldn't have asked for a better place. Martin and his staff were amazing. Even had a lavender candle gift left for our anniversary. Would love to go back. Between my wife and I, I can say this was one of our best Florida vacations.
Superhost
Apartment in Clearwater Beach
4.84 out of 5 average rating, 272 reviews

Seaside Chic #3 Waterfront Clearwater Beach

MichaelRating, 5 stars3 days ago
Lina's place was wonderfully decorated and we felt very at home. The beach was only 2 blocks away and the host provided umbrellas, chairs, cooler and wagon, making our beach day a breeze. There's also pickleball and park nearby. Overall we enjoyed our stay and hope to be back again.
Top Guest favourite
Home in Anna Maria
4.94 out of 5 average rating, 177 reviews

Discount 33% June 3-Day and July 4-Day w/Dock-Pool

AlfredoRating, 5 stars1 week ago
My family and I absolutely loved our experience!! The hosts were attentive and quick to respond with clear instructions. House was cleaned and amply stocked with everything you need for a family of five. The pool was amazing and we definitely saved some money by having a fully functioning kitchen and grill for dinner and lunch. Very close to the beach. Two scoops ice cream is amazing with quick service as it is very busy and the general store was only a quick drive to get anything else we needed or forgot to pack. Bean Point beach is where you want to be if you don’t like overcrowded beaches, however, parking is limited so I recommend getting there early!! Also recommend renting a golf cart for extended stays and if you have kids like I did. Plenty of options around the island. I would recommend 100% and we definitely will be back!!
Top Guest favourite
Home in Sarasota
4.98 out of 5 average rating, 105 reviews

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!

MattRating, 5 stars2 weeks ago
Great place, very clean and had everything we needed. Instructions very clear and the pie waiting for us in the fridge was much appreciated! The beach gear was a nice touch, just a pity the weather wasn’t kind to us.
Superhost
Townhouse in Sarasota
4.78 out of 5 average rating, 358 reviews

Relaxing Condo Retreat Minutes from Siesta Key

WrenRating, 5 stars1 week ago
I enjoyed my stay. David is very responsive and gives detailed instructions on how to get into the house. The area is convenient, the neighborhood is peaceful, and the unit is clean. I recommend booking this place!
Guest favourite
Home in Sarasota
4.93 out of 5 average rating, 170 reviews

Sarasota Sandpiper: 4 Bed/3 bath + Pool

LeeRating, 5 stars4 days ago
We had 3 adult dads and 3 teenage sons stay for 5 nights to compete at the US Rowing Youth Nationals at Nathan Benderson Park and the house was perfect. Yvonne was very attentive to our last minute booking. Bedrooms were perfect for the amount of people, kitchen was well stocked to handle 6 people plus more. We grilled out one night and the propane grill was perfect. We hit the pool once and was the perfect size. Bathrooms were very clean and neighborhood was quiet at night. House was in close proximity to the park as well as other restaurants so worked out for the back and forth daily driving that we did. Highly recommend Yvonne’s home for future groups/families
Top Guest favourite
Townhouse in Clearwater Beach
5 out of 5 average rating, 122 reviews

Waterfront Beach House Steps Away from #1 Beach!

MariannaRating, 5 stars2 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!!

Quick stats about holiday rentals that are family-friendly in Bayshore Gardens

  • Total rentals

    110 properties

  • Nightly prices starting at

    $100 NZD before taxes and fees

  • Total number of reviews

    3.7K reviews

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    70 properties have a pool

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

Destinations to explore