Vacation rentals with a pool in Madeira Beach

We came for a bachelorette trip and it was the absolute perfect space! Very accommodating, quiet neighborhood and tons of space. Definitely worth booking this house!

What a beautiful home! Never a dull moment in this home. We appreciated the vintage arcade, the awesome pool, and the mini golf in the backyard, as well as the ample space to watch our shows and movies. Super clean and lots of room. This is a great stay either if you by yourself, your partner or family and friends. Also it was great to be able to have the laundry machines at our disposal. 100 out of 10.

We had a wonderful stay at Dayanna’s place— the space was absolutely perfect for our family of five, including three energetic kids (one of whom is a teen!). The decor had a fun (some may say "girly") flair and the covered pool and the huge selection of family games always provided something to do. The location was super convenient, with shops just a short drive away. We also made a day trip to Clearwater Beach, which was an easy 45-minute ride and totally worth it.

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!

This place was great, perfect for 6 people and 2 small dogs! Loved the pool and the Cabana! My Wife and I enjoyed the cottage in back, that was special! All the Amenities were great, nothing we needed from the beginning!! Thanks Stephanie and Crew!!!

House was super cute. The hosts thought of everything and had everything labeled as well as a guide book. Everything was clean. The only thing I would say was inconvenient was that we had to clean the pool frequently because of the foliage. A pool guy was supposed to come but we never saw anyone come clean the pool. That’s just a minor thing though and overall we loved our stay and would stay again!

Loved the house, location, pool, and hot tub! Short walk to the beach. Dinner was delivered our first night which was incredibly thoughtful and convenient after traveling all day! Overall a great experience! Would definitely recommend

This Airbnb was a perfect location for a beach trip! Super close to several great locations, food, and fun. The hosts are very responsive and welcoming.

We had a really lovely stay at the beach. The space was clean, well equipped, and exactly as described. The beach is just across the street. We had a minor WiFi issue that was quickly addressed and everything else was smooth sailing. I would for sure stay here again.

What a beautiful place! Everything you need for a comfortable stay is provided in the condo. The balcony, which overlooks the Pacific and the pool, is equipped with lounge chairs and a dining set for relaxing sunset viewing. The photos acurately depict the space, current decor and surroundings, though they can't do justice to this prime location. Speaking of location, John's Pass boardwalk is just steps away. There are bars and restaurants, cute shops and tour booking offices within a 4-minute walk of the room, all with stunning marina views. I would recommend this place and would happily book again.

Wow great place and great hosts!! Conrad had no problem adjusting checkout time because we lost two days of our trip because of Tropical Storm Debbie and our plane was to leave much later that day. They also got in touch with us to see if we were doing well and if we needed anything because of the storm. Place was well equipped. We were 6 and it was great to have a shower that had its own door so that others could get ready in the bathroom. There was a half bathroom downstairs too! Just minutes to the beach, Dollar Tree, liquor store and Winn Dixie!! We would definitely stay here again!!

The condo was very clean and had everything we needed from plenty of toiletries to a beach umbrella, chairs, and a wagon. There was even a small amount of sunscreen to hold us over until we could get to the store. The exterior of the condo was all clean, painted, and repaired with the exception of a small area of pavers near the other building. The pool was beautiful, clean, and warm. As far as the Redington Beach area, I would say 80-85% of the outward appearances have been repaired and cleaned, although you could tell that several places had work continuing on the inside. The majority of businesses were open, and everything felt clean and new.

Great location and a nice space. My family loved the big pool area and that it was right next to the beach.

My family had an amazing stay at Daniel’s condo! The location was ideal, easy walk right down to the beautiful beach as well as to John’s Pass where we enjoyed the restaurants and shopping. It was the perfect location for a young family! My kids loved the pool as well. The condo itself was pristine and very well appointed. Had everything we needed. Would definitely stay here again!

My husband and I just got back from the Royal Orleans staying in Marina's unit. This is our 2nd trip to the area, and we love more each time. Marina was very responsive, and flexible as they switched our flights a few times. The unit is very clean, very nice bedding, and towels! Towels were nicer then some hotels we've stayed at! Unit had everything we needed for the week!

This place was very cute and a short walk to the beach. Host was very quick to respond with any questions we had!