Cottage vacation rentals in Madeira Beach

Everything was LOVELY! The kitchen was fully stocked with everything needed, much appreciated! The home was super clean and peaceful. The pool was warm and clean ... the shower outside was amazing! Our stay was truly amazing and peaceful ... a home away from home.

The Yachtsman is a charming cottage in a perfect location, with a lovely view of the ocean. Open the front door and you're right on the beach to go for a walk, sit on the patio and see a beautiful sunset every night. It was impressive how quickly and well the Management restored everything after the hurricanes. Staying at The Yachtsman was a special and unique experience; I would do it again in a heartbeat if I could.

We had such a great time during our stay! The location was perfect—just a short walk to the beach and close to everything we needed, from restaurants to shops. The neighborhood felt safe and walkable, which made getting around super easy. The space was comfortable allowing for a relaxing stay.

I stayed in this unit after the 1BR unit. 1BR is much bigger and better if you are going to stay longer. (Too bad we were on a tighter budget!!) The Studio unit was also nice, clean and cozy. The mini kitchen surved us well and sufficiently during our nearly four-week stay! My dog enjoyed the daily neighborhood walks and other guests and their pooches were nice too. The host team responded to my communications very promptly and I felt ease to stay here. The cleaning team does an amazing job to keep the unit clean, and they were always nice when we met outside or at the laundry room. I highly recommend this place to those who wishes to spend time in Safety Harbor. It's a cute city in Pinellas, Florida🥰

We loved our stay here. All pics and amenities were as described. If you want a beach getaway without being in the heart of all the vacation craziness this is perfect. Also, if you have small children this is a good fit.We loved how close we were to the beach and the fact all the beach stuff is provided for us. And if the beach wasn’t in the cards that day, we had a wonderful private pool right outside the door with shallow places to lounge. We definitely will be back!

Great place to stay with pets. Great backyard.

If you’re looking for a quiet space to enjoy both the beach and a pool, this is it. The well kept grounds have a small shared pool space but there is plenty room for all guests. A short block away are several public beach access points with this section of beach being less busy than areas further south. The nearby French bakery is a must go to! The bungalow has cold AC and a well appointed kitchen, including a Keurig and a drip pot. Great place to stay, we’ll be back next time we need a beach weekend.

It's a great value. It's a motel but because you're renting via this platform they go above and beyond making sure you're happy and making it feel like you're renting from a home owner. It's right on the beach and the location is amazing. The room itself was ok, it was a good value. I did expect it to be owned by someone which usually those places are kept in better condition and cleaner since it's more personal. However, I have no complaints. Yes I will stay there again. The front desk clerk was great to us. Right before check-in, expect to receive a link from The Molloy motel asking you to provide some details including a picture of your DL.

Philippe & Stefani’s place has been one of my favorite stays on Airbnb so far. It’s thoughtful, cozy, serene, and peaceful. I absolutely loved it here and wished I could have stayed longer! I’ll definitely look for this place the next time I’m in the area.

This was our second stay at Clearwater Cottages and it was just as great as the first. We love the old Florida charm and it is in a great location that is walkable to the best restaurants. Also walkable to many bars and shopping. The free parking is nice too. As he mentions in the listing, the building is older and has some quirks, but the cottage is adorable and you really are steps from the beach. We also love that we can bring our dogs and the location is near the dog friendly part of the beach. It was a great stay!

Beautiful home, nice & spacious kitchen, and all beach amenities provided. Our family really enjoy our stay, perfect location with really short walk to the beach. Paula was a great host and quick to response. Thank you for our wonderful stay and we will be back.

beautiful getaway for a couple! the hot tub is an absolute must when looking for airbnb’s. close to downtown and a few stores and restaurants to explore. walmart and publix are within 10 minute drive.

A quaint beach cottage ! This is truly “old Clearwater Beach” living! The kitchen was spotless and the beds were super comfortable. We brought our superstar dog, Sadie, and they were just wonderful with her💕 The beach access is just a few steps from the parking lot outside our front door which made things nice. The beach here and North of the public Clearwater Beach is dog friendly as well. If you have any kids, they will love the cottages as they are decorated what doing a fun beach theme. Enjoy your stay and welcome to the beach!!

We had an amazing experience at Laura’s cottage. The property was exactly as described—clean, comfortable, and fully equipped with everything we needed. The location was perfect, close to beaches, shops, and restaurants, yet in a quiet and peaceful neighborhood. The host was incredibly responsive and made sure we felt welcome. Check-in and check-out were seamless, and we really appreciated the photo shoot areas around the house. We would definitely stay here again and highly recommend it to anyone visiting the area!

Anna was extremely helpful and accommodating for our last-minute trip with the kids. Her place was super cute and very clean and well kept and we would be happy to recommend it to friends and family or return ourselves. Thank you so much, Anna!

My boyfriend and I had a wonderful 5 night stay at Amy's for my first visit to Florida. The space was clean, the bed was comfortable, the kitchen was well stocked and the outside space was a peaceful area to spend our mornings. The hot tub in the evening was a perfect way to end the day of exploring. Short driving distance to the beach and other lovely neighbourhoods. We would absolutely recommend, and would be happy to stay again.

I had a pleasant stay at Dallas’ little cottage. I was traveling alone with my medical foster and felt incredibly safe, even after arriving pretty late. There were guests in the house up front, but were quiet and respectful. The size is perfect for solo or a couple. The decor was tasteful, house was clean (no pet smell) and having a fence was convenient. Loved how walkable the neighborhood was too! It is an older house with typical character-filled imperfections, but I love that vibe and the warmth it gives. As a heads up to anyone unsteady on their feet, the floor does slope in some areas. The only star I knocked for description was for the additional pet rules posted in the house that weren’t in the online listing at the time of booking/stay. Biggest one to note is that pets are not permitted to be on the furniture (understandable, but a surprise). With a velcro dog, that put me in a predicament. If your needs match with the rules, it is a solid choice!

We really liked Bob’s place. So much we tried to book it for Christmas but it was already booked. We didn’t do any cooking as we were visiting with our boys and their family. Our pup loved exploring the backyard. Thank you again Bob for sharing your home.

Lisa was a great host, and paradise by the beach is an awesome place to stay. My family of 4 (2 adults and our older teens) just loved being able to have a lot of space (compared to the hotel rooms on st Pete beach) and a full kitchen and a close walk to the beach. The kids loved riding the bikes to get an ice cream at night, and it was so easy and convenient to pack up the chairs and umbrella and walk over to the beach. The walk is actually shorter than the resorts we have stayed at on spb. It was kind of like settling into our home by the beach—very comfy and convenient with everything we needed. Lots of tvs, lots of space, easy to get around. I also liked having a fully equipped kitchen—only made dinner one night, but everything we needed was there! We’d definitely again and prefer it to the other resorts we have stayed at. It’s less expensive, more convenient, and a lot more space. Thank you so much, Lisa! We hope your space is available next time we come down!

Had a great stay ! Fishing was fun and right across the street Would stay again for sure !

Wonderful place in a quiet, walkable neighborhood. Not our first time staying here and hopefully not our last! Looks exactly like the pictures, and had everything we could have possibly needed. Super close to the beach and the Kooky Coconut, our favorite little beach shack ice cream place. Highly recommend staying here, you won’t be disappointed 😊

Barbara was a great host. She responded so quickly to my questions. Her cottage was immaculate, organized and had everything you would need to feel like you were at home. Location was walking distance to downtown and the Pinellas County Trail was across the street. It was great to be able to have our dog with us. Fenced in area to let him out. Barbara even had dog treats!!

Beautiful little house, only a 1 block walk to the beach. Many restaurants, bars, shopping areas all within walking distance. The sound of the pickle ball players and laughter in the park while sitting on the back patio was a very nice touch! Overall fantastic experience, we will be back!!

Whenever I visit Gulfport, Uncle Finley’s is the first place I check for availability. The house is well situated with all the right touches to make you feel at home. There have been some recent improvements to the inside and outside of the home that add even more value to the stay.