
Family-friendly holiday rentals in Bayshore Gardens
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Top-rated family-friendly rentals in Bayshore Gardens
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Bayshore Gardens family-friendly rentals
Family-friendly home rentals with a hot tub

Gorgeous Home / Heated Pool and Spa
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!

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

Longboat Key-OCEAN FRONT- on the beach
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

Now NEW AUG Openings! Sarasota #1 Lux BEACH Villa
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!

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
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!

The Oasis
Russell’s place was just as described. The bay of the bay was beautiful! This condo was within short driving distances of many great local beaches and restaurants. It had all the amenities, linens, and other items needed to make our stay perfect. Russell checked in with us prior to our stay, during and after.

Waterfront condo on top floor @ Boca Ciega Resort
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!

Private Pool, Jacuzzi, Walk to Beach.
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

Open Water Home Bring your boat! No storm issues.
Beautiful home with an amazing view. My boyfriend had a blast fishing all weekend. We caught some catfish and even saw dolphins swimming. 10/10!

2bed/2bath with POOL house, close by SIESTA KEY!!!
La casa estuvo muy acogedora, limpia y cómoda. Había todo lo necesario para ir a la playa, sillas, toldo, toallas, cava… Estaba a muy poca distancia de la playa y de otros lugares de interés. En la cocina tuvimos incluso más de lo que se pudiera esperar para este tipo de alojamientos, por lo que, te podías sentir como en casa. La piscina estaba realmente limpia. En cuanto a este último punto, les recomiendo que sean más claros en cuanto al horario de uso de la piscina y de la BBQ. Entendemos que es un vecindario tranquilo, sin embargo, también deben considerar que no todos los huéspedes son personas ruidosas, también viajamos familias y personas decentes que respetamos las reglas, pero el anuncio debe ser claro y honesto para que uno pueda decidir correctamente. Dicen que las luces encienden y apagan automáticamente PERO NO DICEN QUE UNO NO TIENE CONTROL SOBRE ELLAS. Llegamos de la playa luego de ver el ocaso 8:30PM a hacer BBQ y de repente todo quedó oscuro ESO ESTUVO MUY MAL.

Private Siesta Beach House Oasis with Heated Pool.
Great place, we enjoyed the house so much, my wife and I really enjoyed it but our 15 yr old dog got a post vacation depression after being at this house. He was so happy and so were we. Great location, the house has everything you need to disconnect and enjoy few days by the pool. Andrew is a very quick responsive host. Perfect place, perfect days!

Sarasota Sandpiper: 4 Bed/3 bath + Pool
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

Duplex - just mins to Siesta Beach - Pet Friendly
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!

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

Private & Cozy Tiny Home/Cottage
Everything was great! I loved the decorations! Thank you for having me!

Las Palmas Beach Rentals unit 2
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

Super Clean! 2/2 condo Walk to SKey!
This place was perfect for two couples and close to the beach etc The beds were comfortable and check in and check out easy. We would stay here again

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

"Charming Pool Home 1 Mile from Siesta Key"
The house was really great as were the hostesses. There were a few things like the air having to be set to 73 and no lower that seemed a bit odd for a summer day in Florida, but there were a ton of ceiling fans that helped keep things cool. The back yard and pool were a perfect little escape and it was a quick uber ride to some nice restaurants. If you want to be walking distance to the beach/water this may not be what you are looking for but Siesta Key is still less than a 20 minute car ride. Overall I would definitely stay with this group again. Instructions were clear and responsiveness/attentiveness was on point!

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!

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!
My stay at Stephanie's property was very pleasant. I never had to call her. Everything at her property is excellent. The house is spectacular, the pool was GREAT!!!, and the fire pit was the best. I have no hesitation in recommending her property. Thank you, Stephanie!

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!

☼ BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES
We enjoyed our stay here ! There was a lot of room for the 5 of us. Everything you will need is in the home. The gated community felt safe. The area is perfect only a 7 minute drive to beach ! The pool was beautiful and nice. Do note this condo is on the 3rd floor and has stairs only. It was not a issue for us ! Parking was not a issue , plenty of spaces. Check in and out was easy no issues. We would definitely book with Agnes and Paul again in the future :)

Relaxing Condo Retreat Minutes from Siesta Key
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!
Quick stats about holiday rentals that are family-friendly in Bayshore Gardens
Total rentals
110 properties
Nightly prices starting at
$101 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
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
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- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
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- Amalie Arena
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- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
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- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park