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 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
4.97 out of 5 average rating, 101 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.

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
4.94 out of 5 average rating, 156 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, 172 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!

Top guest favorite
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.
Apartment in Madeira Beach
4.94 out of 5 average rating, 124 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.

Guest favorite
Apartment in Treasure Island
5 out of 5 average rating, 6 reviews

The Blue Palm | Treasure Island | Pet Friendly |

Enjoy an unforgettable getaway in this cozy apartment, located just a few minutes' walk from the beautiful Treasure Island Beach. - Palm Beach-inspired style - Pet-friendly — bring your furry friend along - Comfortably sleeps up to 4 guests - 1 bedroom | 1 full bathroom - Queen-size sleeper sofa - Fully equipped kitchen - Only a 6-minute walk to Gulf Boulevard - Fast, reliable WiFi - Fresh towels & linens provided - Convenient shared laundry area with washer & dryer - Flat-screen TV

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.

Guest favorite
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
4.86 out of 5 average rating, 659 reviews

Beachfront Condo in Exclusive Resort

The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

Top guest favorite
An open-concept living area features a light-colored, patterned sofa paired with a wooden coffee table. A large flat-screen TV is mounted on the wall, and a serene window nook offers natural light, enhancing the coastal charm of the space.
Condo in Treasure Island
4.97 out of 5 average rating, 231 reviews

*Shore Thing* Walk to Beach | Intercoastal Views

🏖️ Shore Thing Condo 🏖️ Escape to pure coastal paradise at this chic Treasure Island condo. You are mere footsteps from sugar-sand beaches, refreshing salt air, and unmatched sunsets. Keep an eye on the water as dolphins and manatees drift right by! 🐬🌅 Indoors, unwind in elevated, modern coastal design. From cooking in the upscale kitchen to swimming in the heated pool, our signature service guarantees your peace of mind is the top priority. Book 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, 236 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.

Guest favorite
A scenic view captures the sparkling pool below, surrounded by sun loungers and palm trees, with the beach and Gulf waters visible in the background. The clear blue sky complements the inviting atmosphere of this beachfront setting.
Condo in Madeira Beach
4.85 out of 5 average rating, 33 reviews

Beachfront Condo. Best Location in Madeira Beach.

Welcome to your perfect beachfront retreat in beautiful Madeira Beach, Florida! This cozy one-bedroom condo offers breathtaking views of the Gulf of Mexico and direct access to pristine white sands just steps from your door. With stylish, comfortable furnishings, a private balcony overlooking the water, and all the modern amenities you need, this condo provides the ideal spot for a relaxing seaside escape.

Top guest favorite
Condo in Madeira Beach
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 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.