
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

Comfortable 2BR condo, walk to all sand beach
This condo was in a great location and has a lovely pool that is kept clean and only a few short steps away! Several beaches to choose from in close proximity. The condo was clean and stocked with everything one would need to feel at home! Greg was great and we definitely will rent from him again!

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms
The house was well stocked and very clean. The pool was at a perfect temperature and also clean. Location was great, close to many restaurants and beaches. Great for a family vacation with little ones. The host was very friendly and easy to communicate with. The only downside (to be expected) is the number of biting bugs in the morning/evening - there were no outdoor screened in areas, and there were a lot of raccoons that came into the backyard at night. Not a great place to spend nights outside, but this is discouraged by the host understandably, as the house is in a neighborhood with mostly locals. All in all it was a great experience and we would recommend it to friends/family, and stay 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.

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!

Waterfront Beach House Steps Away from #1 Beach!
Beautiful townhouse and accommodations were excellent! Very clean, close to the beach and surrounding stores and restaurants. Loved that we were able to use their wagon and beach chairs as well as the bikes to get around. Would definitely stay here again!

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-friendly home rentals with air conditioning

BEACHFRONT/Panoramic Views of the Gulf #201
This location and place was an amazing beach trip! Larry and Kelley were great at communication and making sure we had everything we needed! It’s right on the beach and had everything we could have wanted!

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.

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!!

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
Lyn is a wonderful host and the villa is just amazing! It looked just like the photos, right next to water, 2 minute walk to the beach, sparkling clean, has everything one needs for a wonderful vacation. Lyn was very kind to reach out in advance asking for coffee/cream preferences, and during the stay even offered to buy us dinner just to brighten our stay even more! She is super friendly and easy to talk to, and overall our stay could not have been better.

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+

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.
Family-friendly home rentals with Wifi

Madeira Beach Condo
Perfect spot for a beach vacation. Beautiful ocean view from balcony; crosswalk to public access for beach is steps from front door. Yelena has everything you will need for the beach and is a superb host. The pool is small with limited seating.

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

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

Casa de B.O.B ... Best on Beach
We came for our vacation 3 weeks after hurricanes Helene and Milton. Luckily, the condo was not damaged by either storm and Beth welcomed us with open arms! This beautiful dog friendly condo was perfect for myself, husband and elderly parents. There are a couple of grassy areas for the dogs to go potty. (I always worry about that while in a beach town). The stairs were easy for my parents to climb and the condo is only steps to the beach. The inside is beautifully decorated and the king size beds were so comfortable! The kitchen had everything I needed to cook with for the week. I left my Tiffany’s earrings in a nightstand drawer but Shannon, the property manager, got them for me and returned them the next day! Highly recommend this place and I will definitely stay there again! ⭐️⭐️⭐️⭐️⭐️.

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.

Madeira Bay Resort II & Marina
It was a great time and it’s a beautiful location!
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