
Family-friendly vacation rentals in Madeira Beach
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Top-rated family-friendly rentals in Madeira Beach
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Popular amenities for Madeira Beach family-friendly rentals
Family-friendly home rentals with a pool

Good Times and Tan Lines @ #105intercoastal
Excellent beach place! Very spacious and quiet and clean! Easy access to the beach and the pool was an added bonus! Host has everything you would need for a great beach getaway!! Fully stocked with beach chairs, umbrella, cart, and beach toys. Even equipped with beach towels. Great location for a little quiet but close to many restaurants and bars. While a staycation for us since my own beach home was destroyed by Hurricane Helene, this was a perfect place to feel right at home.

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!

Ocean Dreaming: Waterfront Home with Heated Pool,
We would go back in a heartbeat! The house and location was perfect! Our kids loved the pool and being able to kayak and paddle board right from the dock was amazing! We saw dolphins multiple times a day and had fun fishing. The golf cart was perfect for getting to the beach and plenty of restaurants, including an ice cream shop! I would totally recommend this place!

BEACHFRONT Condo - Belleair Beach Club - RENOVATED
Mathew's place was exactly what I needed. Calm, quiet and very peaceful. I didn't hear the neighbors the whole time I was there. The beach was literally right out the window. So getting down there was very easy. Having a beach chair, cooler and bag in the condo was very convenient. The condo was very clean and homey. I liked being able to cook for myself and never having to leave the complex. I will definitely stay here again!!

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens
Overall our stay was great! Jeff was very responsive, and left us a lot of recommendations for local restaurants. The house was very clean and the pictures accurately reflected how to house looked. The only downsides were the large bugs that somehow got in the home. There were 3 occasions this happend but they seemed harmless. The net around the pool had a tear in it allowing spiders and lizards inside of the pool area but they stayed around the outside of the pool so we could avoid them.

Barefoot Beach Resort Indian Shores
The perfect place for a family beach vacation - we could not have asked for more! Ewa’s condo at Barefoot Beach Resort was spotless, well appointed and perfect for our family beach vacation. Her kitchen was stocked, she had every beach accessory imaginable and the beds and linens were extremely comfortable. Ewa was a great host and we cannot wait to go back!

Tropical Paradise
Perfect oasis for a tropical getaway! Everything was just as described. Really enjoyed the use of bikes and Honeymoon Island is absolute paradise! Lori ands Gary were very attentive and quickly handled anything we needed!

"Sunsational" Indian Shores Getaway!
Great stay and exactly what we had hoped for. Very relaxing!
Family-friendly home rentals with air conditioning

Steps to the Beach - Modern & Updated 2 BR Condo
We thoroughly enjoyed our stay at Veronika’s place. Everything was clean and so well appointed inside. Literally steps to the beach with everything you could possibly need during your stay. Walkable to our two favorite restaurants, and CVS. Exceeded all expectations and we look forward to coming back.

Amazing water front view home newly renovated
Amazing host, along with an amazing place to stay. Beautiful home with a view worth the price.

Special August 25'- All Rooms Direct Beach Front
Great location and a nice space. My family loved the big pool area and that it was right next to the beach.

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 Apt/3miles from beaches/Treehouse.like
I stayed at Karens place for about a week while working and visiting family. It was beautiful and exceptionally clean. Check in very easy with the button lock box, and located nearby Walsingham park is good for walks and quiet views. Karen was really responsive with communication. Would happily stay here again. A+

#1 - 3 min walk to the beach
Great stay at Vanessa’s place very clean and quiet easy walk to beach

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

Paradise Cottage Largo Beaches 1 mile $89 private
There are so many things I could say about our stay at Paradise Cottage and our hosts Michael and Ron. There are not enough adjectives to describe how nice, kind, wonderful and accomodating the property was. My sister and I spent several days there helping my nephew move into an apartment nearby. The cottage was very quaint and well appointed. The towels in the bathroom were plush and had all the supplies we needed. The added touches of the oranges, coffee, bagels were a pleasant surprise. They even had beach gear for us to use. I cannot say enough about how wonderful our hosts were and they really made us feel welcome. We hope to come back and visit them soon.
Family-friendly home rentals with Wifi

Beach Retreat III
We had a great time at this conveniently located unit. Very walkable area with a great beach across the street that isn’t crowded. Great restaurants for breakfast, lunch, & dinner within walking distance. The patio of the unit is a great place to have coffee or enjoy a meal!

BOCA CIEGA Condo - 107
This place is extremely beautiful! The other tenants are so kind which adds to the experience!

Madeira Bay Resort 311 condo sleeps 7 w/ Amenities
My family and I had a great time at the Madeira Bay Resort! Check-in was easy and our stay was very comfortable - everything was as described. The boardwalk was a short walk away, the building was a short walk to the beach, and the pool was just adjacent to the building! All in all, we'll definitely consider staying here again if we come back to the area!!

Updated Beachfront Condo, Pool, walk to Johns Pass
I brought a group of teenagers for a girls week at the beach, and we loved this place! Steps from our room to the beach and directly across the street from John’s Pass, where the girls enjoyed the shops and water sports activities. The beds were super comfy, and we had plenty of space - more than enough - for the 5 of us. Alex was super helpful in getting us checked in early as our flight had us arriving well before check in time. We would definitely come back!

Tampa Bay/St Petersburg Condo
Great place to stay! It was exactly the way it was described in the listing. Kamil was super responsive and answered any questions quickly! Highly recommend!

AWESOME PENTHOUSE CONDO ON GULF OF MEXICO
This is our second time staying here in one year and both times were fantastic. Perfect location and beautiful condo. We will definitely stay again!! David & Robin

Beach Front, Ocean & Gulf views ~ Las Brisas 506
Beautiful beautiful venue - beach right outside the door. Balcony great for just sitting and listening and watching the water. Host very receptive and helpful. Great restaurants right across the street. We found it very restful and relaxing.

Beachfront Bliss! Directly on Gulf with pool!
We had a great time with our 3 young children. Everything we needed was there- chairs, umbrella, toys, a wagon. Bliss was very accessible and responsive to all texts. The location of the condo, right on the beach, was so convinient which isn’t always the case when traveling with kids. The beds and pillows were so comfortable! We will definitely be back if we ever have the opportunity again.
Quick stats about vacation rentals that are family-friendly in Madeira Beach
Total rentals
840 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
20K reviews
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
710 properties have a pool
Rentals with dedicated workspaces
580 properties have a dedicated workspace
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- Anna Maria Island
- Siesta Beach
- Dunedin Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Bean Point Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
- Splash Harbour Water Park
- Adventure Island