Kid-friendly holiday rentals in Madeira Beach

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Top-rated family-friendly rentals in Madeira Beach

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

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Superhost

Guest house in St. Petersburg

4.89 out of 5 average rating, 517 reviews

Private Guest House sleeps 4 w/POOL & near beach!

This adorable pool house is light and airy with plenty of room for 4. There’s a king size bed, queen pullout sofa, dining area, efficiency kitchen perfect for light cooking, oversized closet and a newly remodeled bathroom. Guests have private entrance with small yard and patio of their own, and are encouraged to use the pool and backyard anytime, which we enjoy along with our sweet dogs, Frog and Bella. 3 miles from beach and downtown, lots of restaurants and shopping centers within 1.5 miles.

Guest favourite

Apartment in Redington Beach

4.9 out of 5 average rating, 164 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 favourite

Home in Treasure Island

4.84 out of 5 average rating, 167 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 favourite

Guest house in Seminole

4.96 out of 5 average rating, 193 reviews

Quiet & Cozy Guesthouse minutes to the beach.

Newly remodeled, quiet and cozy guest house on a cul de sac. Great location close to shopping/restaurants, 4 miles to Gulf Blvd where you will find many beautiful beaches, Clearwater, St Pete etc. 1 Bedroom, queen bed, and sofa bed in living room which pulls out to a queen bed. Full kitchen with all the extras. Cable TV, WiFi, 1 private parking spot (can accommodate 2 or recreational vehicle just need a heads up). Access to washer/dryer for stays 4 nights or more. No pets, no children under 8.

Guest favourite

Guest suite in St. Petersburg

4.91 out of 5 average rating, 255 reviews

Sweet & Simple guest suite Close to Everything.

Keep it sweet & simple at this peaceful and centrally-located private room close to downtown and the beaches. The room has it's own entryway from outside and boasts, TV, Wi-Fi, a full private bathrooms. The walk in closet space functions as a breakfast nook with mini-stovetop, refrigerator, microwave, and the necessary basic breakfast utensils. The room is also pet-friendly and close to major highways and transportation hubs. Come and call this space home for your stay in Saint Petersburg.

Superhost

Flat in Madeira Beach

4.77 out of 5 average rating, 102 reviews

Ideal Madeira Beach Retreat~ Family Friends &Fido!

Keep it beachy fun at this super 2 bedroom 1 bath condo. Catch a sunset sitting on the balcony with a view of the boats in the marina below. This smartly furnished condo is designed with all the comforts of home. A Master King Suite attaches to a shared bath with the Queen Bedroom. Open kitchen, living & dining with ample seating & a pull out sofa bed. A year round heated pool and spa with a sun shelf & Madeira Beach is across the street! We provide beach towels, chairs, umbrella & buggy.

Guest favourite

Cottage in Indian Shores

4.96 out of 5 average rating, 155 reviews

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Guest favourite

Apartment in Madeira Beach

4.91 out of 5 average rating, 22 reviews

Beachfront 1BR w/ Balcony in Madeira Beach

Escape to this cozy beachfront 1-bedroom apartment in Madeira Beach, perfect for couples or small families. Nestled along the Gulf of Mexico, enjoy direct beach access, a private oceanfront balcony, and a full kitchen for convenient home-cooked meals. The unit features a queen bed, full-size Murphy bed, washer and dryer, and one bathroom. Discover nearby attractions like John's Pass Village or enjoy sunsets from your patio. A peaceful and convenient getaway with everything you need!

Guest favourite

Apartment in Madeira Beach

4.87 out of 5 average rating, 163 reviews

2nd story, high-n-dry, new WiFi, cable tv, no pool

Currently no pool. Come visit the gem of Madeira Beach, and discover the charm that has visitors coming back for decades. Please note there may be construction noise as some units rebuild after the storms. Enjoy the tropical, old Florida feel that's hard to find outside this sought after beach community. Our visitors appreciate the attention to detail the owners put into making Gulf Gardens a special place they want to visit year after year. The white sands await you.

Top guest favourite

Flat in St. Petersburg

4.99 out of 5 average rating, 109 reviews

Cozy Gem Near Madeira Beach

This cozy studio unit with its own screened-in large private patio is the perfect getaway for up to 2 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cal-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive to the famous John's Pass Village and Boardwalk.

Guest favourite

Apartment in Madeira Beach

4.95 out of 5 average rating, 130 reviews

Stunning Views Beach Front Condo

Beautifully updated 4th floor 3 bedroom beach front condo! Enjoy gorgeous views of the Gulf of Mexico from a large screened in balcony! Gulf view from both the living room and master bedroom. A large updated kitchen is perfect for the whole family. This condo sleeps 6 comfortably. Cable and WIFI are available as well as beach necessities. A view of the Bay from the front door. Walking distance to John’s Pass. Due to the hurricane, our pool is unavailable through June.

Top guest favourite

Apartment in Madeira Beach

4.95 out of 5 average rating, 135 reviews

Madeira Beach Cottage steps from Gulf.

Madeira Beach has been a sought out destination for decades. Enjoy an amazingly cute & cozy efficiency located in famous Madeira Beach at Gulf Gardens. The cottage is quiet, boasts ice cold AC and is directly across the street from the public beach access. Guests appreciate the immaculate landscaping and the friendly accommodations. You will come back year after year. I will work hard to ensure your 5 star review. Please reach out with any Q’s.