Waterfront holiday rentals near John's Pass

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Top-rated waterfront rentals near John's Pass

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
An aerial view captures the beachfront landscape, highlighting an inviting shoreline bordered by a mix of residential and commercial properties. The water showcases varying shades of blue, while the sandy beach stretches invitingly. Identifiable structures are situated near the coast, establishing a vibrant neighborhood.
Flat in Madeira Beach
4.87 out of 5 average rating, 124 reviews

MadeiraC2 Waterfront & 2-3 minutes Walktothe Beach

Maderia Beach WATERFRONT & 2-3 minutes' walk to the beach. A great LOCIATION! A short drive from John's Pass Boardwalk & Johns' Pass Village. Feel the breeze, relaxing & enjoy the fishing on the docks right at our back yard! Everything you need, including 2 beds (1 Queen bed in bedroom & 1 twin sofa bed), well-equipped kitchen, parking permit, WIFI, Roku TVs, beach towels & chairs, umbrella. Restaurants, bars, shopping, Dolphin tours, fishing tours, boat & ski rentals ...are in walking distance.

Top guest favourite
An aerial view captures the waterfront community, highlighting the proximity to the beach and nearby amenities. Serene blue waters of the canal intertwine with the residential buildings, while the expansive shoreline stretches in the background, offering a picturesque setting for relaxation and exploration.
Apartment in Treasure Island
4.98 out of 5 average rating, 149 reviews

Beach, dolphin/manatee sightings, fishing, sunsets

Welcome to the newly remodeled condo in the Heart of Treasure Island. This bright and modern retreat is perfect for relaxing and avoiding the crowds. Perfect location for beach lovers and wildlife watchers alike with waterfront views of the canal from the living room, kitchen and bedroom windows and beautiful sunsets. Just 2 blocks or a 5 minute walk to the beautiful white sandy beach and a few feet from the canal and pool. Visit nearby great restaurants, John's Pass Boardwalk and live music.

Guest favourite
A vibrant blue bungalow is surrounded by lush green palm trees and colorful plants. A well-maintained lawn features a stone pathway leading to the entrance, with a covered porch visible. The bright blue exterior creates a welcoming appearance against the clear blue sky.
Flat in Madeira Beach
4.92 out of 5 average rating, 105 reviews

#1 -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
The aerial view displays a modern four-story condo building with a mix of orange and white façades. Balconies extend from each level, and a marina with boats is visible at the base, along with beach access in the background.
Apartment in Madeira Beach
4.81 out of 5 average rating, 110 reviews

Steps to beach with Marina Sunsets – 3 -Bed condo

Beautiful , New 3 bedroom Condo - directly across from the Beach . Gorgeous marina views from 2 of the 3 bedrooms . Walk straight to sugar-white sands, enjoy dinner on the patio overlooking boats — perfect for couples, families, or groups. Located next to John's Pass Village (Restaurants and Shops) . The condo features 2 full bathrooms and a pull out sofa and can accommodate up to 8 guests. WIFI , 3 smart TV's in the Unit. Washer/ dryer Free parking for one vehicle onsite

Guest favourite
Cottage in Treasure Island
4.91 out of 5 average rating, 138 reviews

Historic Holly House on Treasure Island

This charming Beach Cottage is located in the Coney Island area of Treasure Island. This unique set of Key West Style beach cottages are on the beach block only STEPS to the beach! This awesome beach cottage, known as The Historic Holly House, has some unique history. In 1961 the New York Yankees rented out all the cottages in this Coney Island area for spring training. This cottage was the one the Home Run King Roger Maris stayed in before he went on to hit 61 home runs that season.

Top guest favourite
Apartment in Treasure Island
4.93 out of 5 average rating, 154 reviews

Waterfront Condo - Dolphin sightings-Walk to beach

Welcome to Paradise! Charming, beautifully renovated, clean, waterfront second story 2BR/2BA condo located in Pointe Capri on Treasure Island and just a couple of blocks from the white sands of the Treasure Island beaches! Take a dip in the shared resort-style pool, fish right off the shared dock, or enjoy waterfront dining on the patio. Please note: 1) owner has allergy so we cannot accommodate any cats or dogs. 2) this 2nd floor condo is only accessible via one flight of stairs.

Guest favourite
An aerial view showcases a vibrant coastal landscape, featuring a marina filled with boats. The sandy beach extends alongside the tranquil blue waters of the Gulf of Mexico, bordered by colorful buildings. The road leads to the beach, highlighting the proximity to waterfront activities.
Apartment in Madeira Beach
4.98 out of 5 average rating, 161 reviews

Penthouse Water View, Pool, @ Johns Pass!

Penthouse corner unit with stunning water view from the living room, bedrooms and balcony! This waterfront condo is in prime location. A block away from Johns Pass Boardwalk (#1 tourist destination in the county) and RIGHT across from the pristine white sands & sunsets of the Gulf of Mexico. The property offers a heated pool, hot tub, fitness room & event center. Our condo has everything you need including fully stocked kitchen, laundry in unit, high speed wifi & beach equipment.

Guest favourite
The living area features a comfortable dark sofa and two armchairs arranged around a coffee table. A dining table with four chairs sits across from a large window, allowing natural light to fill the space. Decorative artwork adorns the walls.
Apartment in Madeira Beach
4.87 out of 5 average rating, 244 reviews

Stylish Madeira Beach Resort Gulf View John's Pass

$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Enjoy beachside bliss in this stylish 2BR/2BA Madeira Beach condo—just steps from the sand (across the street) and a short walk to John’s Pass! Relax on your private balcony with Gulf views or soak up the sun at the pool. Includes full resort access, Wi-Fi, parking, and beach gear—towels, chairs, umbrella, and buggy. Elevator to the 4th floor for easy access to your coastal getaway!

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.
Apartment in Madeira Beach
4.99 out of 5 average rating, 218 reviews

Lux Condo w/ 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
An inviting studio interior is shown with light-coloured walls and a modern kitchenette visible in the background. A doorway leads to a bathroom featuring tropical-themed wallpaper. A small dining table and chair are positioned in front of a cozy seating area with a dark sofa.
Flat in Treasure Island
4.98 out of 5 average rating, 125 reviews

Popular Beachside Studio w Relaxing Patio & Palms!

The true gem of Treasure Island! Tucked right off of Gulf Blvd this is one of three stylish studio units nestled in a coconut palm-fringed private courtyard with a residential cottage onsite. This cozy spot overlooking a lush tropical garden is just steps from a white sand beach & walking distance to dozens of laid back beach bars, live music & dining. Please note: There’s no guest parking on-site, but paid parking is nearby as well as a frequent public trolley.

Guest favourite
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.
Apartment in Madeira Beach
4.94 out of 5 average rating, 101 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.

Top guest favourite
Flat in St. Petersburg
4.94 out of 5 average rating, 118 reviews

Snowbird paradise! Waterfront, pool, hottub

Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!

Popular amenities for waterfront rentals near John's Pass

Quick stats about waterfront rentals near John's Pass

  • Total holiday rentals

    Explore 300 holiday rentals in John's Pass

  • Nightly prices starting at

    John's Pass holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 12,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    260 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    260 properties feature pools

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wifi availability

    300 of John's Pass holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across John's Pass rentals

  • 4.7 Average rating

    John's Pass stays receive an average rating of 4.7 out of 5 from guests