Family-Friendly rentals near John&#x27;s Pass

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.

4.99 out of 5 average rating, 239 reviews

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.

4.79 out of 5 average rating, 161 reviews

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!

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.

4.97 out of 5 average rating, 102 reviews

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.

A direct view of the Gulf shoreline is visible from the balcony, showcasing a sandy beach with beach chairs and umbrellas. A private pool is located below, surrounded by a patio area with several lounge chairs, creating an inviting setting for relaxation.

4.9 out of 5 average rating, 128 reviews

Million Dollar Gulf-Front View!

This Gorgeous 1st floor, Direct Gulf-Front condo is located on the South end of beautiful Madeira Beach, directly across the street from World Famous John's Pass Village & Boardwalk. Enjoy this 1/1 + premium queen pull-out sleeper sofa with full-sized kitchen, private heated Pool, Outdoor Grills w/ Tiki Huts on one of the Top 10 Beaches in the US. Best Attractions: Dining, Shopping, Boating, Fishing, Dolphin tours, Jet skiing, Paragliding - ALL w/in Walking Distance! Free covered parking GND FL

Aerial view of a beachfront building located near Madeira Beach, showcasing proximity to the ocean and nearby establishments. The scene includes colorful structures along the coast, palm trees lining the street, and a clear blue sky reflecting sunlight over the water.

4.93 out of 5 average rating, 112 reviews

Beachfront building across from Johns Pass Village

Beachfront building - head downstairs to enjoy the white sand beaches of Madeira Beach! Partial beach view from the large balcony. Updated 2-bedroom condo with contemporary furniture. Prepare your meals in the fully equipped kitchen or walk across the street to John's Pass Village & Boardwalk which offers restaurants, retail stores, ice cream shops, sunset cruises, jet ski rentals and more! The condo offers walkability and beach access downstairs. The pool is currently closed due to a leak.

Houseboat in Madeira Beach

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.

40ft Floating Bungalow with Resort Perks

Unmatched Scenic Serenity: Imagine waking up to stunning sunrises and gentle ocean breezes. Your houseboat becomes a floating oasis, providing the comforts of a hotel but floating. Exclusive access to the resort across the street on the beach. Where you can use the heated pool and hot tub. Outdoor grilling area with corn hole boards are available to entertain you while you cook at the Beach Resort. No Grill on the Boat. *Boat is stationary at dock. **MOTION SICKNESS?? PLEASE DO NOT BOOK**

4.92 out of 5 average rating, 162 reviews

4.87 out of 5 average rating, 175 reviews

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!

A vibrant orange bungalow is framed by tropical landscaping, including lush green plants and colorful flowers. A stone pathway leads to the entrance, guiding guests towards a welcoming atmosphere. The clear blue sky complements the lively exterior, enhancing the inviting appearance of the property.

4.94 out of 5 average rating, 125 reviews

#4 -Sea Turtle Bungalows @John's Pass 1B/1B

Our cozy Bungalow is for 2 to 4 ppl, and provides you with everything you need to enjoy your visit. In the bedroom is a King size bed and a spa styled bathroom. The living space has a sofa that converts into a queen size bed and a 55” Smart HDTV. The kitchen is fully equipped with new SS appliances, a Keriug coffee maker and comp. coffee. This unit has a personal patio for relaxing and is located in the heart of John’s Pass, steps from the boardwalk/village and a short walk to the beach.

4.88 out of 5 average rating, 303 reviews

Poolside Cozy Corner-Steps to Madeira Beach

Your poolside Cozy Corner Studio. Just steps from everything that makes Madeira Beach unforgettable. Enjoy the convenience of crosswalk directly to the beach, only minutes from your door-soft white sand, warm Gulf waters, and sunsets that will stay with you long after your stay. Short, easy walk to John's Pass Village, finding dining, live entertainment, shopping and more to explore. Spend mornings on the beach, afternoons by the pool, and evening soaking in the Gulf Coast Sunsets.

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.

4.84 out of 5 average rating, 129 reviews

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 !

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.

4.97 out of 5 average rating, 184 reviews

Penthouse Water View, Pool, @ Johns Pass!

Penthouse corner unit with stunning water view from the living room, bedrooms and balcony! This waterfront condo is in prime location. A block away from Johns Pass Boardwalk (#1 tourist destination in the county) and RIGHT across from the pristine white sands & sunsets of the Gulf of Mexico. The property offers a heated pool, hot tub, fitness room & event center. Our condo has everything you need including fully stocked kitchen, laundry in unit, high speed wifi & beach equipment.

4.96 out of 5 average rating, 167 reviews

COASTAL CHIC! Luxury Apartment with Oceanviews

Welcome to our Gulf View Condo SEASIDE #1604 at the "Madeira Bay Resort" - just steps from the beautiful white-sanded Beach and famous John's Pass! Built in 2020, you will enjoy brand new amenities, luxurious furnishings, memory foam beds, an electric fireplace, a gourmet kitchen and all beach essentials, so you only have to pack your flip flops and come on over!

Popular amenities for family-friendly rentals near John's Pass

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A light-filled living area showcases large windows that offer views of the outside. A comfortable sofa is positioned next to a wooden coffee table. A dining table with four chairs sits nearby, accompanied by a lamp on a side table, enhancing the space's functionality.

4.89 out of 5 average rating, 209 reviews

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

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.

4.92 out of 5 average rating, 101 reviews

Oceanfront Luxury paradise

A spacious balcony is visible, featuring white outdoor chairs. The view includes a clear blue sky, ocean waves, and the sandy beach. The surrounding area shows a neighborhood with several buildings and a street leading to the beach.

4.88 out of 5 average rating, 111 reviews

Ocean Sunset View, Steps to Beach

The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.

4.89 out of 5 average rating, 214 reviews

Beachfront Condo Resort on Treasure Island

A balcony features two wicker chairs with orange cushions, overlooking a stunning sunset over the Gulf. The horizon displays soft hues of orange and pink, while buildings and palm trees are visible below, creating a serene coastal atmosphere.

4.85 out of 5 average rating, 176 reviews

Gulf View Condo, Sleeps 6, Pool, Steps to Beach

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.

4.91 out of 5 average rating, 117 reviews

Luxury Seashell Oceanfront Condo with Pool

A well-lit living area features a round dining table surrounded by four white chairs. A comfortable sofa and armchair are positioned near large windows, offering views of the outdoors. Light-colored walls and soft furnishings enhance the bright, airy ambiance.

4.91 out of 5 average rating, 141 reviews

2/2 Newly remodeled Beach Front - Sunset Vistas

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.

4.98 out of 5 average rating, 164 reviews

Sunset Nest: Two Bedroom Condo with Sunset Views

Family- and pet-friendly home rentals

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.

4.77 out of 5 average rating, 490 reviews

Beach Chill Inn #3 - Studio

4.91 out of 5 average rating, 108 reviews

Beachside Escape | 2 min walk to Shore · Sleeps 7

An inviting pool area is framed by lush tropical plants, overlooking a calm waterway. The scene is enriched by a vibrant sunset, reflecting shades of pink and orange across the sky and water. Lounge chairs are positioned near the pool, providing a perfect spot for relaxation.

4.74 out of 5 average rating, 214 reviews

Beach-steps away! Waterfront Pool View!5

4.98 out of 5 average rating, 189 reviews

Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

An outdoor seating area is shown with a glass-top table surrounded by four blue chairs. Two charcoal grills are positioned nearby under palm trees, with a view of the water in the background. The screened cabana features a thatched roof, providing a relaxing atmosphere.

4.91 out of 5 average rating, 218 reviews

Waterside Studio in the heart of TI, walk to beach

4.93 out of 5 average rating, 147 reviews

SolMate 2/2, kayaks, beach, views, boat slip

4.9 out of 5 average rating, 187 reviews

A welcoming living area features light-colored seating with orange and gray accents. A wooden coffee table is centered on a decorative rug. Natural light filters through the vertical blinds, illuminating the room's neutral tones, complemented by a potted plant and wall-mounted lighting.

Home in St. Petersburg

Hibernate in our Bear Creek Home

4.97 out of 5 average rating, 242 reviews

Home in St. Petersburg

Coastal Pool Retreat *5 Min to Madeira Beach Sand

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 176 reviews

Stunning Views Beach Front Condo

4.97 out of 5 average rating, 235 reviews

*Shore Thing* Walk to Beach | Intercoastal Views

5.0 out of 5 average rating, 16 reviews

Home in Madeira Beach

Beachfront Getaway with Resort-Style Pool

A private beachfront balcony offers a view of the ocean, with lounge chairs and umbrellas visible on the sandy beach below. A small round table with two coffee mugs is positioned on the balcony, complemented by two light chairs. Palm trees frame the scene, enhancing the relaxed atmosphere.

4.86 out of 5 average rating, 21 reviews

Beachfront ~Pool~ Private Balcony Perfect Sunsets

Townhouse in Madeira Beach

Condo - BeachFront - John’s Pass - Madeira Beach

4.95 out of 5 average rating, 19 reviews

5.0 out of 5 average rating, 16 reviews

Sandy Shores #204 - John's Pass, Pool, Gulf front!

A modern living area features a comfortable reclining sofa and a stylish armchair, positioned next to a wooden TV unit. Large sliding glass doors allow natural light to fill the space, leading to a balcony. Light-colored walls and wood-like flooring create a welcoming ambiance.

5.0 out of 5 average rating, 24 reviews

2 bedroom/2 bath Condo on beach - side ocean view

The beachfront view features two multi-story buildings alongside a sandy shore. Palm trees provide shade, and thatched umbrellas are positioned near the water's edge. The clear blue sky and scattered clouds create a serene backdrop.

4.73 out of 5 average rating, 70 reviews

Beach Condo at John's Pass

Family-friendly home rentals with Wifi

Cottage in Treasure Island

Upstairs cottage, 3-min walk to the sand.

4.91 out of 5 average rating, 33 reviews

4.96 out of 5 average rating, 28 reviews

Updated Beachfront Condo at Madeira Norte Unit 307

4.94 out of 5 average rating, 17 reviews

New Listing! | Steps to Beach & John’s Pass

4.88 out of 5 average rating, 49 reviews

Wave + Stay | Beachfront | JOHN’S PASS | Pool+Spa

5.0 out of 5 average rating, 14 reviews

Home in Madeira Beach

Gulf Gardens Madeira Beach Studio Cottage

4.85 out of 5 average rating, 13 reviews

Beachside Condo - Across to Johns Pass Village

The exterior of the building is displayed, featuring a modern design with multiple balconies and a combination of white and orange accents. Lush greenery surrounds the entrance, and a clear blue sky provides a bright backdrop.

4.74 out of 5 average rating, 72 reviews

1605 Madeira Bay Waterfront Condo Near Beach