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Family-friendly vacation rentals in Madeira Beach

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Madeira Beach family-friendly rentals

Family-friendly home rentals with a pool

Guest favorite
A wooden walkway leads directly to a sandy beach, framed by tall grasses on either side. The beach stretches out under a clear sky, with gentle waves visible in the distance. A sign is positioned to the left, indicating the beach entrance.
Condo in St. Pete Beach
4.91 out of 5 average rating, 103 reviews

Comfortable 2BR condo, walk to all sand beach

KarlaRating, 5 stars6 days ago
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!
Guest favorite
A three-story home is showcased beside a private heated pool and spa. Lush landscaping surrounds the area, highlighting the inviting turquoise waters. Outdoor seating is visible under a covered patio, with stairs leading to the upper levels of the home.
Home in Seminole
4.95 out of 5 average rating, 293 reviews

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

AbigailRating, 5 stars1 month ago
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.
Superhost
A private heated pool is surrounded by a spacious deck featuring lounge chairs and a dining area. Palm trees provide shade while boats are visible at the dock. String lights overhead create a relaxed ambiance, and the tranquil water reflects the blue sky.
Home in Indian Rocks Beach
4.97 out of 5 average rating, 116 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

MelissaRating, 5 stars2 months ago
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!
Superhost
A balcony view that captures the tranquil beach scene, featuring soft pastel hues in the sky. A round table with intricate design sits next to two woven chairs. Below, umbrellas dot the sandy beach, while gentle waves touch the shore.
Apartment in Belleair Beach
4.7 out of 5 average rating, 460 reviews

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

MichelleRating, 5 stars2 weeks ago
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!!
Top guest favorite
A spacious living area is furnished with a large sectional sofa and additional seating, centered around a rustic coffee table. Large windows provide natural light, while a ceiling fan adds comfort. An open layout connects to a dining area and kitchen in the background.
Home in Tarpon Springs
4.96 out of 5 average rating, 362 reviews

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

DavidRating, 5 stars2 weeks ago
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.
Superhost
A heated hot tub is positioned next to a larger swimming pool, both surrounded by a stone patio. Thatched-roof cabanas and lounge chairs provide shaded seating areas. The space is well-lit, creating a welcoming ambiance for relaxation.
Condo in Redington Shores
4.83 out of 5 average rating, 250 reviews

Beach Front Condo 3 bathrooms 3 bedrooms/5 beds

MaritzaRating, 5 stars2 weeks ago
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!
Guest favorite
A spacious outdoor pool area features a large swimming pool and a inviting hot tub. Palm trees provide shade, and waterways with lush vegetation are visible in the background. Loungers surround the pool for relaxation under the clear blue sky.
Townhouse in Clearwater Beach
5 out of 5 average rating, 121 reviews

Waterfront Beach House Steps Away from #1 Beach!

RyanRating, 5 stars3 weeks ago
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!
Guest favorite
A spacious pool area with a clear blue water invites relaxation. Lounge chairs are arranged around the pool, and a fence separates the pool from the scenic view of the Intracoastal Waterway and surrounding greenery.
Condo in Indian Shores
4.94 out of 5 average rating, 105 reviews

Bay Shores Yacht & Tennis Club Indian Shores FL

AndreaRating, 5 stars2 weeks ago
Great location! Easy walk to the beach. Property has desired amenities. Inside had everything we needed.

Family-friendly home rentals with air conditioning

Guest favorite
A balcony features a small round table with two folding chairs, providing a view of the sandy beach and clear blue waters. The horizon stretches across the image, with gentle waves lapping at the shore and glimpses of beachgoers in the distance.
Condo in Indian Rocks Beach
4.93 out of 5 average rating, 128 reviews

BEACHFRONT/Panoramic Views of the Gulf #201

RobertRating, 5 stars1 month ago
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!
Guest favorite
An aerial view captures the Aqua Beach Condo location, highlighting proximity to both the Intracoastal Waterway and the beach. Lush greenery and the vibrant blue waters contrast with the nearby buildings, while the sandy shoreline stretches along the coast under a clear sky.
Condo in Independence Square
4.94 out of 5 average rating, 206 reviews

Steps to the Beach - Modern & Updated 2 BR Condo

DawnRating, 5 stars2 weeks ago
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.
Superhost
A balcony view features a metal flamingo sculpture and a scenic waterway lined with boats. Lush greenery and a manicured lawn are visible below, with buildings reflecting the blue sky in the background. The overall setting conveys a peaceful outdoor space.
Condo in Madeira Beach
4.87 out of 5 average rating, 55 reviews

Madeira Bay Resort 311 condo sleeps 7 w/ Amenities

NisantRating, 5 stars1 month ago
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!!
Guest favorite
A spacious wooden dock extends over calm waters, flanked by moored boats under a clear blue sky. The dock features sturdy railings and provides an inviting access point to the waterfront scenery.
Home in Indian Rocks Beach
4.85 out of 5 average rating, 250 reviews

Amazing water front view home newly renovated

WilfredoRating, 5 stars3 days ago
Amazing host, along with an amazing place to stay. Beautiful home with a view worth the price.
Guest favorite
A vibrant sunset casts warm orange and yellow hues across the sky, reflecting on the tranquil Gulf waters. Silhouetted palm trees frame the scene, enhancing the coastal ambiance. The horizon showcases the sun gradually setting, providing a serene view for relaxation.
Condo in Madeira Beach
4.85 out of 5 average rating, 84 reviews

Special August 25'- All Rooms Direct Beach Front

SarahRating, 5 stars1 week ago
Great location and a nice space. My family loved the big pool area and that it was right next to the beach.
Superhost
A shaded lounging area features a comfortable chair with a patterned cushion, facing a serene waterfront view. In the background, a dock extends into the calm water, surrounded by lush greenery and decorative plants.
Condo in Indian Rocks Beach
4.96 out of 5 average rating, 120 reviews

Villa Al Golfo Pristine Waterfront Oasis

SashaRating, 5 stars4 weeks ago
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.
Top guest favorite
A spacious yard is presented under the shade of mature trees, featuring a colorful swing set and a hanging basket chair. Lush green grass covers the ground, and a light-colored house is seen in the background, enhancing a peaceful outdoor environment.
Guesthouse in Seminole
4.95 out of 5 average rating, 245 reviews

Private Apt/3miles from beaches/Treehouse.like

RichardRating, 5 stars4 weeks ago
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+
Top guest favorite
A neatly made king bed features decorative pillows and a soft throw blanket. A tray with a cup and cookies rests atop the bed. Fresh roses are arranged in a vase beside a seashell. A large window offers a view of the ocean and allows natural light to fill the room.
Condo in Madeira Beach
4.88 out of 5 average rating, 60 reviews

Beach Front, Ocean & Gulf views ~ Las Brisas 506.

JeanmarieRating, 5 stars2 weeks ago
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

Superhost
A sunset view over the Gulf of Mexico is captured, showcasing a gradient of colors ranging from orange to purple. The sun is positioned on the horizon, casting a gentle light across the water, reflecting the soft waves of the sea.
Condo in Madeira Beach
4.85 out of 5 average rating, 46 reviews

Madeira Beach Condo

DaveRating, 5 stars2 months ago
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.
Top guest favorite
The image showcases a pool area overlooking a serene waterway, bordered by palm trees. Sunbeds are positioned around the pool, and lush greenery is visible in the foreground. A tranquil sky with scattered clouds enhances the view of the water, creating a peaceful atmosphere.
Condo in St. Petersburg
4.96 out of 5 average rating, 28 reviews

BOCA CIEGA Condominium - 107

LindsayRating, 5 stars1 week ago
This place is extremely beautiful! The other tenants are so kind which adds to the experience!
Top guest favorite
A modern kitchen arrangement features sleek stainless steel appliances, including a stove, microwave, and dishwasher. Light-colored cabinetry is paired with a large stone countertop. The open space is well-lit with recessed lighting, and views of the balcony area are visible through the nearby sliding glass doors.
Condo in Madeira Beach
4.97 out of 5 average rating, 31 reviews

Updated Beachfront Condo, Pool, walk to Johns Pass

ElizaRating, 5 stars5 days ago
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!
Guest favorite
The living area features a leather couch facing a coffee table, complemented by a ceiling fan and high ceilings. A bar area with stools is visible, along with an airy kitchen space. Decor elements include wall art and acoustic guitars, contributing to a creative ambiance.
Condo in Seminole
4.96 out of 5 average rating, 26 reviews

Tampa Bay/St Petersburg Condo

AmandaRating, 5 stars1 week ago
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!
Superhost
A view from the balcony showcases the pool area and adjacent beach. Lounge chairs surround the rectangular pool, with shaded umbrellas and tables positioned nearby. The sandy beach extends toward the horizon, framed by the gentle waves of the Gulf of Mexico under a partly cloudy sky.
Condo in Indian Shores
4.88 out of 5 average rating, 57 reviews

AWESOME PENTHOUSE CONDO ON GULF OF MEXICO

DavidRating, 5 stars1 month ago
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
Superhost
A balcony view extends toward the Gulf of Mexico, with a sandy beach and gentle waves visible. Lush greenery lines the shore, while the horizon is adorned with soft clouds and blue skies. Two figures can be seen enjoying the beach in the distance.
Condo in Indian Shores
4.8 out of 5 average rating, 92 reviews

Casa de B.O.B ... Best on Beach

ShannonRating, 5 stars7 months ago
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! ⭐️⭐️⭐️⭐️⭐️.
Top guest favorite
Condo in Indian Rocks Beach
5 out of 5 average rating, 28 reviews

Beachfront Bliss! Directly on Gulf with pool!

KelseyRating, 5 stars4 weeks ago
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.
Guest favorite
An aerial view captures the Madeira Bay Resort, featuring a six-story building with orange-roofed balconies. The ocean is seen in the distance, alongside a marina filled with boats. Lush greenery surrounds the area, creating a serene atmosphere near the beach.
Condo in Madeira Beach
4.92 out of 5 average rating, 93 reviews

Madeira Bay Resort II & Marina

KyaraRating, 5 stars1 month ago
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

Destinations to explore