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.

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, 126 reviews

Welcome to Gulf-Front Paradise!

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 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
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!

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.

Top guest favorite
Home in Treasure Island
5 out of 5 average rating, 18 reviews

Relaxing Retreat Near Treasure Island Beaches

⭐️⭐️⭐️⭐️⭐️ Exceptional Service & Accommodations Recently updated, this modern 3-bedroom, 2-bath home features a sleek, open kitchen with brand-new appliances, granite countertops, and a stylish breakfast bar—perfect for both everyday living and entertaining. Ideally located for beach lovers, this property is just a short stroll to Treasure Island’s sugar-white sands, as well as nearby restaurants, shops, and local attractions—making it the perfect coastal getaway.

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, 232 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.

Top guest favorite
Condo in Madeira Beach
4.96 out of 5 average rating, 27 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.

Top guest favorite
Two glasses with the phrases 'WHEN IN DOUBT POUR WINE' and 'EVERY HOUR IS HAPPY HOUR' are positioned on a wooden shelf. In the background, several white plates are neatly stacked, highlighting the kitchen's modern design.
Cottage in Treasure Island
5 out of 5 average rating, 221 reviews

Island Time Stay: Happy Hour

Thanks for checking out our large studio cottage located on Gulf Blvd in Treasure Island, FL. It is located less than 300 steps from the beautiful sand of Treasure Island Beach and 5 blocks from the world famous boardwalk, shopping and restaurants of John’s Pass Village in Madeira Beach. We have a crosswalk conveniently located in front of the property. You can stop traffic with the push of a button to safely walk across the street toward the boardwalk.

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.

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.