Vacation rentals in Johns Pass

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Top-rated vacation rentals in Johns Pass

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Top guest favorite
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
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.

Guest favorite
A wide view of Madeira Beach showcases soft white sands meeting the turquoise waters of the Gulf. Sunbathers lounge on colorful beach chairs under a clear blue sky, while gentle waves lap at the shore's edge. Dunes with greenery are visible in the foreground.
Apartment in Madeira Beach
4.91 out of 5 average rating, 65 reviews

Amazing Ocean View, Pool @ Mad. Beach- John's Pass

ATTENTION - POOL IS NOT AVAILABLE AT THIS MOMENT! Welcome to Saltwater Breeze! You'll be greeted by a panoramic vista of Madeira Beach, where the golden sun slowly dips below the horizon, painting the sky with beautiful hues of orange, pink, and purple. Experience perfect days in this fully equipped 2 beds/2 baths apartment. Walk to the beach under the morning sun, relax in the pool enjoying a drink. Close the day strolling in John's Pass Village and Boardwalk for a meal and shopping. Paradi

Top guest favorite
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.
Apartment in Madeira Beach
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

Top guest favorite
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.
Apartment in Madeira Beach
5.0 out of 5 average rating, 24 reviews

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

Modern 2BR/2BA Condo w/ Balcony & Side Ocean View 🛏 Sleeping Arrangements: Bedroom 1: King-size bed Bedroom 2: One Queen bed + one twin bed 1 queen air mattress- sleeps 2 1 portable crib/basinet for babies Sleeps up to 7 guests comfortably 🌊 Highlights: Private balcony with side ocean view – enjoy morning coffee or evening sunsets Fully equipped kitchen with modern appliances Smart TV, fast Wi-Fi, fresh linens, and beach essentials included On-site amenities include pool, BBQ, parking

Guest favorite
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.
Condo in Madeira Beach
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.

Top guest favorite
Apartment in Madeira Beach
5.0 out of 5 average rating, 73 reviews

Gulf View Penthouse | Steps to Beach + Johns Pass

Your Penthouse Paradise awaits at our Gorgeous, 7th-floor Gulf-View Condo in the new Madeira Bay Resort! Enjoy sweeping views of the beach, Gulf of Mexico, & miles of pristine coastline. Just steps from the sand & 1 block from John’s Pass Village & Boardwalk. Walk to dining, shopping, bars, & water sports. Come experience the best of Madeira Beach & make unforgettable memories in our newly furnished, well-stocked, luxury retreat w/all the comforts of home. Perfect for groups or families alike.

Top guest favorite
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
4.87 out of 5 average rating, 174 reviews

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!

Guest favorite
The entrance to the bungalow is lined with a stone pathway and surrounded by tropical landscaping. Colorful plants and shrubs frame the orange exterior of the building, which features two doors leading to separate units. A sign indicates the name of the property.
Apartment in Madeira Beach
4.91 out of 5 average rating, 116 reviews

#3-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.

Guest favorite
Home in Madeira Beach
5.0 out of 5 average rating, 16 reviews

Beachfront Getaway with Resort-Style Pool

🌴 Escape to your own slice of beachfront paradise at Madeira Beach. This cozy 1BR studio features two queen beds, a private patio overlooking the ocean, and direct beach access just steps away. This unit is located on the 1st floor of the building. Elevator access is available. Enjoy a fully equipped kitchen, fast WiFi, and access to a pool and BBQ grill. With free parking and everything you need to relax and unwind, it’s the perfect getaway for couples, friends, or small families.

Guest favorite
Condo in Madeira Beach
4.92 out of 5 average rating, 59 reviews

Waterfront Escape - Steps to Beach, Dining & Shops

Rest, relax and unwind with family or friends- you're on beach time. Wake up to the serene sunrise over the marina from your private balcony. Soak up the sun on the white powder sand of Madeira beach located directly across the street. Make a splash in the on site outdoor swimming pool or relax in the jacuzzi. Visit famous John's Pass village just a 2 minute walk to vibrant music, delicious food and drinks, and fun water adventures.

Guest favorite
A view from the top-floor balcony captures the surrounding beachfront buildings and the expanse of the sky. Sunlight reflects off the ocean in the distance, with palm trees framed below, creating a serene atmosphere.
Condo in Madeira Beach
4.96 out of 5 average rating, 25 reviews

Top-Floor, Beachfront, Heated Pool, Location!

Experience the ultimate coastal retreat in this top-floor, two-bedroom, two-bath condo located in Sandy Shores, a beachfront building just steps from the sugar-white sands and crystal-clear waters of Madeira Beach and the Gulf of Mexico. Perfectly positioned across the street from the vibrant John’s Pass Village, you’ll be just a short stroll away from an array of charming shops, delicious dining options, and exciting water activities.

Guest favorite
Cottage in Treasure Island
4.91 out of 5 average rating, 33 reviews

Upstairs cottage, 3-min walk to the sand.

Stay on the beach side of Gulf Blvd—no busy road to cross. This private second-floor cottage is about a 3-minute walk from the sand and sleeps four in one queen bedroom and a second bedroom with two twin beds. You’ll have assigned parking, self check-in, Wi-Fi, a full kitchen, beach towels, chairs, an umbrella and a boogie board. The covered patio, grill, sundeck and outdoor shower are shared with neighboring cottages.

Popular amenities for Johns Pass vacation rentals

Frequently Asked Questions

  • Where is Johns Pass located?

    Johns Pass is situated along the Gulf Coast of Florida, in the community of Madeira Beach. It is known for a wooden boardwalk, waterfront attractions, and a lively atmosphere.

  • When is the best time to visit Johns Pass?

    Many guests explore Johns Pass during spring or fall for warm, comfortable weather and lighter crowds. Summers are popular for water activities, with higher rainfall and temperatures near 91°F (33°C).

  • How old is Johns Pass?

    Johns Pass formed in the mid-1800s after a significant storm created a waterway between barrier islands. The area gradually developed into a fishing and trading hub over subsequent decades.

  • Why was Johns Pass built?

    Johns Pass was not constructed by people; it resulted from natural changes to the coastline due to a hurricane. Its growth as a destination came as locals expanded fishing, commerce, and recreation along the waterway.

  • What are some things to do near Johns Pass?

    Guests often explore waterfront shopping, try local seafood, or join fishing and boating tours at Johns Pass Village and Boardwalk. Nearby beaches and opportunities for dolphin watching are also frequently suggested.

  • How is the weather near Johns Pass?

    Expect mild winters around 53–74°F (12–23°C) and warm, humid summers near 91°F (33°C) with more rainfall. Spring and fall often bring pleasant temperatures and moderate humidity.

  • How was Johns Pass built?

    Johns Pass was created by natural forces when a hurricane reshaped the local coastline, cutting a new pass between islands. Over time, people developed the area for boating, fishing, and commerce.

  • What is the history of Johns Pass?

    Johns Pass was formed after a hurricane in the 19th century and became a hub for fishing and local trade. Over time, the area grew into a destination known for its boardwalk, maritime culture, and community events.