Family-friendly vacation rentals in Madeira Beach

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Madeira Beach

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Bungalow in Indian Shores

4.9 out of 5 average rating, 205 reviews

Private Beach Bungalow 1BR *Heated POOL**PETS ok

PRIVATE BEACH OPEN! ENJOY your own bungalow! (NOT a condo / hotel - no crowded elevators, halls) Barrett Beach Bungalows preserves the traditional Florida beach endearments in style with 4 charming bungalows. Why spend your Florida vacation in a busy hotel, crowded elevator & parking lots? LOBSTER BUNGALOW is ONLY 40 steps to beach, sits right behind beachfront bungalow (not beachfront). ALL guests enjoy Heated pool, lounge chairs, umbrellas, firepit, volleyball, toys. Fully equipped, CLEAN!

Guest favorite

A heated pool features a clear blue surface surrounded by tropical landscaping and lounge chairs. The courtyard is bordered by yellow buildings, with the sun illuminating the area and palm trees adding a serene touch.

Condo in Redington Beach

4.9 out of 5 average rating, 163 reviews

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA

Great beach living with lush views, a heated pool & a low-key atmosphere. Access to the Gulf of Mexico across the street. This CLEAN studio has a full kitchen, a queen bed, WiFi & TV, plus a sleeper sofa. This is great HOLIDAY living. Dine outdoors on the balcony overlooking the courtyard. EnJOY the recreation park next door, w/views, a workout station & a picnic area. Parking is onsite. Close to St. Pete, Clearwater, & St.John's. Owner is considering selling but not currently on the market.

Guest favorite

The beachfront property is surrounded by sandy areas and lush greenery. A spacious patio features lounge chairs and is set against a backdrop of tall trees. The ocean can be seen in the distance, emphasizing the tranquil setting of this coastal home.

Home in Treasure Island

4.84 out of 5 average rating, 165 reviews

Eiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets

BEACHFRONT HOUSE Private Heated Pool & Spa, Pets OK *** Photos updated Jan 26th 2025 Enjoy amazing sunsets & white sandy beaches from this unique property. About 1/4 acre, beach front property directly on the Gulf of Mexico. Located on a quiet street in Treasure Island, just a few blocks to John's Pass shops. ENJOY great family times, never ending views of sunsets, boating, dolphins, sea birds. Great location walk to John's Pass for great shopping, restaurants, boat rentals, fishing trips.

Top guest favorite

The outdoor space features a tropical saltwater pool surrounded by a screened-in enclosure. Comfortable loungers are positioned beside the pool, with several chairs visible in the background. Lush greenery and a spacious covered entertainment area enhance the inviting atmosphere.

Home in St. Petersburg

4.9 out of 5 average rating, 376 reviews

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

Vibrant 2BR/1Bath home sleeps 8 guests with a magical outdoor space designed to create beautiful memories! A tropical saltwater pool and large covered entertainment area complete with a TV—perfect for relaxing and enjoying a cocktail. The interior is colorfully curated to embody the essence of a vacation! Located just 5 minutes from the beach and 25 minutes to downtown. We have 16 Airbnb homes (family-owned and operated), and we're dedicated to finding the perfect fit for your getaway.

Guest favorite

A view through a screened balcony showcases a sandy beach with individuals enjoying the sun. Colorful beach umbrellas and towels are positioned on the sand, and the calm ocean stretches into the distance under a clear blue sky.

Townhouse in Madeira Beach

4.91 out of 5 average rating, 142 reviews

Villa Madeira

Property Type Condominium Unit Code VM204 Beds 1 king bed, 1 queen bed, 2 twin beds Bathrooms 2 bathrooms Rooms Sleeps 6 Reserved Parking Pets No pets allowed. Living Air Conditioning, Central Air, High Speed Internet, Ironing Board, Linens, Washer & Dryer Business Nearby ATM, Nearby Bank, Nearby Internet Cafe Kitchen Coffee Maker, Cookware, Full Kitchen, Entertainment Cable TV, DVD Outdoor Balcony, Beach, Outdoor Shower, Shared Pool Geographic Close to Town and John's Pass, On Beach

Guest favorite

The image shows a view of the beach, with smooth, sandy shores leading to a row of modern condo buildings in the background. The condos are designed with balconies, featuring multiple stories and large windows, under a clear blue sky.

Condo in Indian Shores

4.91 out of 5 average rating, 382 reviews

Indian Shores Gulf Front Rental

Beautiful 2 bed 1 bath luxury condo on the Gulf of Mexico. We are steps from the beach. Unit has partial water view. Beautiful state of the art kitchen and luxurious furnishings. Everything you need for your perfect vacation. Totally non-smoking unit. Come and stay with us. This is a second floor walk up condo. There are 27 steps. May not be suitable for the elderly or small children. Check in 3pm. Check out 10am Our maximum occupancy is 4 people including children.

Guest favorite

A cozy dining area is framed by large windows, offering a direct view of the beach and ocean. Two light-colored chairs surround a round wooden table. Outside, lounge chairs are positioned on the sand, with stunning sunset colors reflecting on the water.

Cottage in Indian Shores

4.88 out of 5 average rating, 191 reviews

*GROUND FLOOR DIRECT BEACHFRONT COTTAGE!!*

Step out the door and into the sand! Ground floor DIRECT beachfront one- bedroom/one-bath cottage nestled in the sand directly on the Gulf of Mexico with awesome amenities for the perfect Gulf Beach getaway! Enjoy a cozy bedroom, living/dining area, fully-equipped kitchen, beachfront patio and private beach area with lounge chairs. Conveniently located near a trolley stop for easy access to local restaurants, shops, and attractions. Book now for an unforgettable beach vacation!l

Superhost

The open living area showcases a mix of light and neutral tones, featuring a spacious cream-colored sofa with an accompanying ottoman. A dining table with multiple chairs is positioned nearby, while large windows allow natural light to fill the space, highlighting the modern flooring.

Home in Madeira Beach

4.72 out of 5 average rating, 335 reviews

Beach Side STEPS TO BEACH!

Cozy 2nd flr unit of beach duplex. No busy street to cross to access the beach. 30 steps to 132nd st. public access to sugar sand beaches and crystal blue waters of Gulf of Mexico. Walk 1 block to over 100 merchants including many restaurants, fishing tours, and more! There is a king, queen. full size and sofa bed. Full kitchen with granite countertops and stainless steel appliances. Outdoor shower and deck area. Security cameras are in the front and back of the property.

Top guest favorite

A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.

Condo in St. Petersburg

4.98 out of 5 average rating, 268 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

Top guest favorite

The exterior of the rental unit features a light blue facade with white trim. A teal door is framed by white overhangs and two windows with white shutters. Low-maintenance landscaping includes shrubs and gravel, while a wooden fence provides privacy.

Apartment in Madeira Beach

4.9 out of 5 average rating, 266 reviews

Madeira Beach and John's Pass #2

Beautiful new rental for your beach enjoyment. Brand new kitchens with granite counter tops and new appliances. Washer and dryers in each unit. Brand new Bathrooms with tiled showers. New tank less water heater. Private back patio with a gas grill for cooking all that fresh seafood from the Gulf of Mexico. Quiet street and walking distance to restaurants, entertainment and bike/kayak rentals and 1 block from beach.

Superhost

The heated pool area captures a vibrant sunset with hues of pink and orange reflecting on the water's surface. Surrounding palm trees are silhouetted against the sky, while lounge chairs and pool umbrellas create a relaxing atmosphere for guests.

Condo in Madeira Beach

4.81 out of 5 average rating, 129 reviews

The Old Man & the Sea-Seaview 101

Gorgeous 2 bedroom condo directly on the Gulf of Mexico with a double patio overlooking the view. The pool is heated and there is a hot tub and they are both located directly on the gulf overlooking the water. It is close to John's Pass and in between Clearwater Beach and St. Pete beach. There are shops and restaurants within walking distance. A great place to getaway and relax! .

Superhost

A spacious balcony offers water views featuring palm trees and lounge furniture. The exterior of the building showcases a light-colored facade. A living area is furnished with a soft couch and a dining set, bathed in natural light from large windows. A pool area is visible with lounge chairs and palm trees lining the water's edge.

Condo in St. Petersburg

4.86 out of 5 average rating, 463 reviews

Waterfront condo on top floor @ Boca Ciega Resort

Great view of water. Especially beautiful sunsets! Top floor end unit for privacy. Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking the intercoastal or stay indoors and enjoy puzzles and games.