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Family-friendly holiday rentals in Madeira Beach

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Quick stats about holiday rentals that are family-friendly in Madeira Beach

  • Total holiday rentals

    Explore 1,070 holiday rentals in Madeira Beach

  • Nightly prices starting at

    Madeira Beach holiday rentals start at $102 NZD per night before taxes and fees

  • Verified guest reviews

    Over 28,580 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 140 rentals that welcome pets

  • Holiday rentals with a pool

    950 properties feature pools

  • Rentals with dedicated workspaces

    780 properties have a dedicated workspace

  • Wi-Fi availability

    1,060 of Madeira Beach holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Madeira Beach rentals

  • 4.7 Average rating

    Madeira Beach stays receive an average rating of 4.7 out of 5 from guests

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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Top Guest favourite
Condo in Madeira Beach

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, there is still minor repairs being done around the building/town.

Indoor spacesFamilyHospitality

4.94 out of 5 average rating, 176 reviews
Top Guest favourite
The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.
Condo in Madeira Beach

Rincón Divino MB 2 Balconies, Ocean & Marina Views

EXCLUSIVE: Saturday checkout is at 5pm. This condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

FamilyKitchenWalkability

4.99 out of 5 average rating, 239 reviews
Guest favourite
Apartment in Madeira Beach

Bay & Blvd | Steps to Beach, Pool & John's Pass

Sun-soaked days & evening sunset skies, warm Gulf water & sugar-white sand right outside your door — welcome to Madeira Beach, one of America's most celebrated family beach destinations. This bright coastal condo puts you steps from the beach & a short walk to Johns Pass Village & Boardwalk. Heated pool, hot tub, fitness center, parking & beach gear all included — no hidden extras. Perfect for families, couples & friend groups. Just grab your sunscreen and go — we've got everything else covered!

Indoor spacesFamilyPool

4.79 out of 5 average rating, 161 reviews
Top Guest favourite
A comfortable living area features a round dining table set for four, surrounded by modern chairs. Two seating areas include plush armchairs and a sofa, complemented by a tropical plant. Large windows offer natural light and views of the outdoor scenery.
Condo in Madeira Beach

Penthouse Condo on Water Steps to Beach+Johns Pass

Escape to paradise at our gorgeous, 7th floor waterfront condo in the new Madeira Bay Resort in Madeira Beach. Perfectly located directly across the street from the beach, situated on a gorgeous waterfront marina, & just 1 block from John's Pass Village & Boardwalk, enjoy shopping, dining, bars, water sports, boat/bike rentals & more all in walking distance! Newly furnished & well-stocked w/all the comforts of home, enjoy stunning views of the sunrise, intracoastal waterways, & downtown skyline.

KitchenIndoor spacesCleanliness

4.97 out of 5 average rating, 102 reviews
Guest favourite
Cottage in Redington Beach

Entire home and yard 2 /1 with two sleep sofas

This lovely beach bungalow has all the updates, including a walk-in shower, on-demand hot water, quartz and stainless steel appliances. Comfortable, clean, and cozy. Two queen beds and two full sofa sleepers! The beach is just a short walk across Gulf Blvd and views of million-dollar homes, piers, and sunsets to die for! Great shell collecting. Fantastic location with lots to walk to. Groceries, Dollar store, bars, restaurants, and coffee are all walkable. Just under two miles to John's Pass.

FamilyIndoor spacesQuiet

4.81 out of 5 average rating, 283 reviews
Guest favourite
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

Villa Madeira

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

Indoor spacesFamilyTV

4.89 out of 5 average rating, 156 reviews
Top Guest favourite
The single-family beach cottage features a light yellow exterior with red accents and three prominent windows. Surrounding the home, palm trees and landscaping provide a lush atmosphere. A paved area holds several designated parking spaces in front of the cottage, with a stone picnic table nearby.
Cottage in Madeira Beach

Family Friendly Beach Cottage in Madeira Beach, FL

Mad Beach Cottage is a single family home in the Surf Song Resort on Madeira Beach 60 flip-flop steps to SAND! No streets, boardwalks or stairs! You'll enjoy a heated pool, 3 Weber grills, shuffleboard and sundeck with lounge chairs for gazing at spectacular sunsets every night. It's located across from famous John's Pass Fishing Village Boardwalk for shopping, dining, ice cream, coffee, live music, brew pubs, dolphin/fishing/sunset/pirate boat cruises, wave runner/kayak rentals. 5* LOCATION!

Indoor spacesKitchenBarbecue

4.87 out of 5 average rating, 175 reviews
Top Guest favourite
Bungalow in Indian Shores

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

KitchenFamilyShared spaces

4.97 out of 5 average rating, 200 reviews
Guest favourite
Condo in Madeira Beach

Villa Madeira 604 Luxury Gulf Beachfront Getaway

Villa Madeira #604 is a 3-bedroom, 2-bathroom beachfront condominium that blends comfort with breathtaking Gulf views. The unit features an open living and dining area with large sliding glass doors that lead out to a private balcony overlooking the sugar-white sands of Madeira Beach. With its prime sixth-floor location, this condo offers the perfect setting for enjoying spectacular sunsets each evening. Just a short distance away, you’ll find the famous John’s Pass Village and Boardwalk.

KitchenFamilyCheck-in

5.0 out of 5 average rating, 5 reviews
Top Guest favourite
The aerial view displays a modern four-story condo building with a mix of orange and white façades. Balconies extend from each level, and a marina with boats is visible at the base, along with beach access in the background.
Condo in Madeira Beach

Steps to beach with Marina Sunsets – 3 -Bed condo

Steps from Madeira Beach! Enjoy this spacious 3-bedroom , 2-bath newer condo with beautiful marina views, a private balcony, and room for 6 ! 1 min walk to John’s Pass for dining, shopping, fishing, and entertainment. Includes free Wi-Fi, 3 Smart TVs, a full kitchen, washer/dryer in unit , and free parking for one car —everything you need for a relaxing Florida vacation! Watch the boats in the marina while having your morning coffee ! We look forward to hosting you !

Indoor spacesKitchenAir conditioning

4.84 out of 5 average rating, 129 reviews
Guest favourite
Villa in Madeira Beach

Couples retreat•5 Min Walk Beach. Endless Sunsets

Fall in love with Flipper’s at Mad Beach, a private, newly renovated coastal oasis designed for romantic getaways. Located just a few steps from the sugary sands of Madeira Beach, this intimate retreat offers the perfect blend of modern luxury and relaxed beach vibes. It is the ultimate hidden gem for couples seeking a peaceful, private, and memorable vacation by the ocean.

Indoor spacesKitchenCheck-in

4.92 out of 5 average rating, 152 reviews
Guest favourite
The beachfront condo complex is positioned along a scenic coastline, showcasing vibrant pastel-colored buildings. Palm trees and parked vehicles are visible in the surrounding areas, with clear blue skies and ocean waves in the background, emphasizing the inviting coastal environment.
Condo in Madeira Beach

Amazing Beachfront Complex Close To Johns Pass!

Beach Place is one of the most sort after condos on Madeira Beach! Beach Place Condominiums are located on the beach! and are the closest complex to world-famous John's Pass Village and Boardwalk. Amenities include free WiFi throughout the complex, a beachfront lounge area with tiki huts, a large heated beachside pool, and 3 BBQ grills for cooking your catch!

FamilyIndoor spacesBeach

4.79 out of 5 average rating, 177 reviews

Popular amenities for Madeira Beach family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
Condo in Madeira Beach

COASTAL CHIC! Luxury Apartment with Oceanviews

KitchenFamilyGetting around

4.96 out of 5 average rating, 167 reviews
Superhost
The exterior of the Ocean Club building is showcased, featuring a modern design with a white façade and large balconies. Palm trees line the front, enhancing the tropical setting. A welcoming entrance is visible, set against a backdrop of a bright sky with soft clouds.
Condo in Treasure Island

Beachfront Condo in Exclusive Resort

KitchenFamilyBarbecue

4.86 out of 5 average rating, 669 reviews
Guest favourite
A cozy living area features a gray sectional sofa adorned with cushions, complemented by a round wooden coffee table. Light filters through multiple windows, highlighting the soft blue and neutrals in the decor. A ceiling fan is overhead, and a potted plant adds a touch of greenery.
Houseboat in Madeira Beach

40ft Floating Bungalow with Resort Perks

FamilyKitchenHeating

4.92 out of 5 average rating, 162 reviews
Top Guest favourite
A comfortable seating area features a woven hanging chair, positioned on a balcony overlooking the ocean. The view reveals a sandy beach and calm waters, extending to the horizon under a clear blue sky.
Apartment in Madeira Beach

Oceanfront Luxury paradise

FamilyIndoor spacesNearby

4.92 out of 5 average rating, 101 reviews
Top Guest favourite
An aerial view showcases a vibrant coastal landscape, featuring a marina filled with boats. The sandy beach extends alongside the tranquil blue waters of the Gulf of Mexico, bordered by colorful buildings. The road leads to the beach, highlighting the proximity to waterfront activities.
Condo in Madeira Beach

Penthouse Water View, Pool, @ Johns Pass!

Indoor spacesKitchenCheckout

4.97 out of 5 average rating, 184 reviews
Top Guest favourite
A modern kitchen area features a large island with seating, complemented by white cabinetry and gleaming countertops. Natural light floods the space through expansive sliding glass doors, which lead to a private terrace with ocean views. A comfortable seating area is arranged nearby.
Condo in Treasure Island

Luxury Seashell Oceanfront Condo with Pool

Indoor spacesKitchenLocation

4.91 out of 5 average rating, 117 reviews
Top Guest favourite
A private balcony showcases a stunning sunset view, framed by palm trees. The spacious area features a green chair and overlooks the resort's pool and surrounding buildings, creating a serene outdoor space for relaxation.
Condo in Treasure Island

Sunset Nest: Two Bedroom Condo with Sunset Views

Indoor spacesKitchenLong stay

4.98 out of 5 average rating, 164 reviews
Top Guest favourite
A serene beachfront view is captured under a clear blue sky. The vivid turquoise water reflects sunlight, creating a shimmering pathway across the calm sea. Gentle waves roll onto the soft sandy shore, where a person is seen walking along the beach.
Condo in North Redington Beach

Toes in the Sand Beachfront penthouse condo

Indoor spacesKitchenAmenities

4.92 out of 5 average rating, 130 reviews

Family- and pet-friendly home rentals

Guest favourite
A wooden walkway leads through a natural landscape, flanked by tropical vegetation and palm trees. The pathway extends toward the horizon, inviting visitors to the nearby ocean. Soft clouds fill the sky, enhancing the serene setting of Madeira Beach.
Condo in Madeira Beach

Beach Chill Inn #3 - Studio

Indoor spacesKitchenLocation

4.77 out of 5 average rating, 490 reviews
Guest favourite
Home in Redington Beach

Easy Walk to Beach! 3 BR/2 BATH! Pets OK!

Indoor spacesFamilyNearby

4.88 out of 5 average rating, 112 reviews
Guest favourite
A modern three-story home is illuminated at night, highlighting its unique architectural features. The exterior is surrounded by lush greenery, and large windows offer glimpses of the interior. Balconies on the upper levels provide outdoor seating, enhancing the inviting aesthetic.
Home in Madeira Beach

Luxury Living on Madeira Beach

KitchenFamilyCheckout

4.92 out of 5 average rating, 146 reviews
Top Guest favourite
Bungalow in Redington Beach

Single Family Home One Level ~ Walk to the Beach!

KitchenIndoor spacesAccess

4.93 out of 5 average rating, 269 reviews
Superhost
Apartment in Madeira Beach

Beachside Escape | 2 min walk to Shore · Sleeps 7

Indoor spacesFamilySleep quality

4.91 out of 5 average rating, 108 reviews
Guest favourite
An aerial view showcases a spacious backyard featuring a heated pool surrounded by colorful lounge chairs. A mini golf area, a basketball court, and a jungle gym with slides are also visible, along with a patio set under umbrellas, creating an inviting outdoor entertainment space.
Home in Seminole

WOW Clearwater Resort! Heated Pool, Pickleball

FamilyKitchenPets

4.89 out of 5 average rating, 140 reviews
Guest favourite
A spacious open-concept living area includes a sleek kitchen with modern appliances and ample counter space. A dining table with six chairs and a pool table provide options for entertainment. Bright overhead lights create a welcoming atmosphere, with light-colored cabinets complementing the room.
Condo in Redington Beach

Penthouse,intercoastal, 3/3 views/heated pool

KitchenIndoor spacesCheckout

4.94 out of 5 average rating, 118 reviews
Guest favourite
A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.
Cottage in Indian Shores

Beautiful Beachfront Cottage on the Water

FamilyKitchenBarbecue

4.95 out of 5 average rating, 202 reviews

Family-friendly home rentals with a pool

Guest favourite
Condo in Madeira Beach

Beach Front at “The Shore”

FamilyIndoor spacesLong stay

4.95 out of 5 average rating, 111 reviews
Guest favourite
A spacious living area features large windows allowing natural light and offering ocean views. Comfortable sofas are arranged around a central coffee table, while a flat-screen TV is mounted on the wall. A beach-themed artwork adds a colorful touch to the room.
Apartment in Madeira Beach

Beachfront Retreat w/ Panoramic Views and Pool

Indoor spacesFamilyHospitality

5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Madeira Beach

Gulf Gardens Madeira Beach Studio Cottage

FamilyNearbyBeach

5.0 out of 5 average rating, 14 reviews
Guest favourite
Condo in Madeira Beach

Renovated 2-Bedroom Condo by Waterway

FamilyKitchenPool

5.0 out of 5 average rating, 7 reviews
Guest favourite
Condo in Madeira Beach

Bay-View 2BR / Heated Pool, Steps to Madeira Beach

Indoor spacesFamilyNearby

4.95 out of 5 average rating, 19 reviews
Superhost
Apartment in Madeira Beach

Beachfront Condo | On Sand | 3 Room | Heated POOL

KitchenFamilyWalkability

4.86 out of 5 average rating, 14 reviews
Top Guest favourite
Condo in Madeira Beach

Direct Beachfront Corner 3BR|GulfView Pool|Madeira

Indoor spacesFamilyHospitality

4.95 out of 5 average rating, 38 reviews
Top Guest favourite
Condo in Madeira Beach

Modern Condo | Remodeled, Beach Access, Sleeps 6

FamilyIndoor spacesCondition

5.0 out of 5 average rating, 17 reviews

When is the best time to visit Madeira Beach?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$378 NZD$489 NZD$565 NZD$462 NZD$400 NZD$422 NZD$397 NZD$339 NZD$326 NZD$338 NZD$358 NZD$387 NZD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

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