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Vacation rentals in Johns Pass

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Top-rated vacation rentals in Johns Pass

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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
4.9 out of 5 average rating, 63 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 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 out of 5 average rating, 23 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

Top guest favorite
Apartment in Madeira Beach
5 out of 5 average rating, 70 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.

Guest favorite
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
4.93 out of 5 average rating, 159 reviews

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**

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, 173 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
Home in Madeira Beach
5 out of 5 average rating, 14 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.

Superhost
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.
Condo in Treasure Island
4.89 out of 5 average rating, 212 reviews

Beachfront Condo Resort on Treasure Island

Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

Guest favorite
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
5 out of 5 average rating, 29 reviews

Beachfront Retreat w/ Panoramic Views and Pool

Enjoy stunning ocean views from this beautiful 2-bedroom, 2-bathroom beachfront condo. Just steps from the sand, this modern and fully furnished condo offers the perfect blend of comfort and convenience. Relax on your private balcony while watching the waves roll in, or take a short stroll to local shops, restaurants, and attractions. Inside, you'll find spacious living areas, a fully equipped kitchen, and cozy bedrooms designed for relaxation. Book your stay today!!!

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, 237 reviews

Rincón Divino MB 2 Balconies, Ocean & Marina Views

This luxury 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.

Top guest favorite
Condo in Madeira Beach
4.96 out of 5 average rating, 28 reviews

Updated Beachfront Condo at Madeira Norte Unit 307

***IMPORTANT POOL NOTICE*** The community pool is currently CLOSED for repairs. There is no confirmed reopening date at this time. Welcome to our piece of paradise in Madeira Beach! Our 3rd floor unit is located in a beachfront building with amazing views of both the Gulf of Mexico and Boca Ciega Bay. You will have the quiet beach with warm waves in one direction and the #1 Gulf Coast attraction, John's Pass Village and Boardwalk, in the other direction.

Guest favorite
Condo in Madeira Beach
4.91 out of 5 average rating, 57 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
Condo in Madeira Beach
5 out of 5 average rating, 15 reviews

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

🌊 Welcome to Sandy Shores at John's Pass - Your Ultimate Beachfront Retreat! 🌊 Get ready to unwind and relax in paradise at Sandy Shores #204! This spacious one-bedroom, one-bath condo sleeps six and is located in the heart of Madeira Beach, offering breathtaking views of the Gulf and Madeira Beach directly from your private beachfront balcony. 💲✨ Discounts: 5% Off Weekly / 10% Off Monthly Stays 💥💲

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.