Holiday houses in Johns Pass

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Top-rated holiday rentals in Johns Pass

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Guest favourite
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, 61 reviews

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

ATTENTION - POOL IS NOT AVAILABLE FROM MAY 4TH 2026 - JULY 30TH 2026! 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 an

Top Guest favourite
A private balcony offers a serene view of the ocean, featuring a table and chairs for relaxation. The sunrise casts a warm light across the scene, highlighting the tranquil waters and surrounding greenery.
Condo in Madeira Beach
4.97 out of 5 average rating, 34 reviews

Sunset Serenity, Beachfront Condo by Johns Pass

***PLEASE NOTE: Pool is closed for repairs. Reopening date TBA*** Escape to our beautifully renovated beachfront condo, where modern comfort meets breathtaking Gulf views. Located directly on the beach, this bright third-floor retreat features a private balcony overlooking the ocean, direct beach access, and everything you need for a relaxing getaway. Just a short walk from John's Pass Village, you'll be close to waterfront dining, boutique shopping, live entertainment, and local attractions.

Top Guest favourite
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, 150 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 favourite
Apartment in Madeira Beach
5.0 out of 5 average rating, 63 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 favourite
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
4.93 out of 5 average rating, 123 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 favourite
Home in Madeira Beach
5.0 out of 5 average rating, 11 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 favourite
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, 233 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 favourite
Condo in Madeira Beach
4.96 out of 5 average rating, 26 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.

Superhost
Condo in Madeira Beach
5.0 out of 5 average rating, 11 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 💥💲

Guest favourite
The beachfront condo complex is positioned along a scenic coastline, showcasing vibrant pastel-colored buildings. Palm trees and parked vehicles are visible in the surrounding areas, with clear blue skies and ocean waves in the background, emphasizing the inviting coastal environment.
Condo in Madeira Beach
4.79 out of 5 average rating, 175 reviews

Amazing Beachfront Complex Close To Johns Pass!

Beach Place is one of the most sort after condos on Madeira Beach! Beach Place Condominiums are located on the beach! and are the closest complex to world-famous John's Pass Village and Boardwalk. Amenities include free WiFi throughout the complex, a beachfront lounge area with tiki huts, a large heated beachside pool, and 3 BBQ grills for cooking your catch!

Superhost
Home in St. Petersburg
5.0 out of 5 average rating, 4 reviews

Island pool home min. to DT St. Pete & Beaches

Kick back and relax in this calm, stylish space. Enjoy all this upscale home has to offer. This home is close to the bay, within a few min. from downtown St. Pete, & about 25 min to most major beaches. Whether it's down by the tropical pool or up on the large upper deck, this space provides a quiet & peaceful space to hang out with friends and family.

Top Guest favourite
Apartment in Treasure Island
5.0 out of 5 average rating, 30 reviews

Ocean Escape | 3-Min Walk | Chairs & Tent Incl.

Welcome to your perfect beach escape in beautiful Treasure Island, Florida! This fully renovated 1-bedroom, 1-bath vacation rental offers the ideal blend of modern comfort and coastal charm. Just a 3-minute walk from the pristine white sand beach and breathtaking Gulf sunsets and a 5 minute walk to John's Pass to enjoy the restaurants and shops.

Popular amenities for Johns Pass holiday rentals

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Treasure Island
  6. Johns Pass