Waterfront holiday rentals near John's Pass

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals near John's Pass

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Madeira Beach

4.97 out of 5 average rating, 109 reviews

Boardwalk Bungalow - Johns Pass & beach steps away

LOCATION LOCATION LOCATION!! Boardwalk Bungalow is located right at the end of World Famous Johns Pass Boardwalk, just steps outside your front door. With beach access from under the Pass bridge, without having to cross Gulf Blvd. This duplex unit features 2 bedrooms, 1.5 bathrooms with everything BRAND NEW! Kitchen has grey solid wood soft close cabinets, quartz countertops, stainless appliances. Updated bathrooms with chic tile selections & a small balcony with a peek at the Pass water views!

Guest favourite

Flat in Madeira Beach

4.86 out of 5 average rating, 114 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

Apartment in Treasure Island

4.96 out of 5 average rating, 179 reviews

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️ Shore Thing Retreat 🏖️ 🐬 Marine Magic Awaits - Watch dolphins dance and manatees glide right by! 🌅 Sunset Serenity - Unwind with views as the sun melts into the horizon. 🚶 Beachside Bliss -Just steps away from powdery sands & shimmering waters of Treasure Island. ✨ Stylish Coastal Vibes - Immerse yourself modern interiors with a breezy beach flair. 🍽️ Chef’s Dream - Whip up delicious meals in a fully stocked, luxury kitchen. 👩‍💼 Service with Heart - Your comfort is my priority!

Top guest favourite

Apartment in Treasure Island

4.98 out of 5 average rating, 197 reviews

Spectacular beach to bay views from this resort.

Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

Superhost

Apartment in Madeira Beach

4.87 out of 5 average rating, 191 reviews

Sunsets in Paradise from Balcony with Gulf Views

This tastefully decorated 2 bed/2 bath condo is right across the street from beach access and a short walk to everything including John's Pass. We provide you with exactly what you need for a wonderful vacation in Madeira Beach. Swimming pool with a sun shelf, beach essentials including beach towels, chairs, an umbrella and a beach buggy are included! A modern condo with open living concept, a fully equipped kitchen for your cooking needs and a private balcony with stunning views of the Gulf.

Superhost

Apartment in Madeira Beach

4.87 out of 5 average rating, 150 reviews

John's Pass/ Madeira Beach -2Bed / 2Bath

Perfect location for beach and night life. Brand new condo 2 bedrooms / 2 full baths w/patio overlooking marina and directly across street from Madeira Beach. 1/2 block to Johns Pass Restaurants and shopping. ***Property is listed for sale- reason for lower price right now. So may have showings during stay. BEDS #1 King bed (Master bedroom) #2-3 Couch Folds down (queen size) #4-5 Double/Full bed (2nd Bedroom) WORKOUT ROOM/ GYM / POOL / HOT TUB Full cable, high speed Internet.

Guest favourite

Cottage in Madeira Beach

4.84 out of 5 average rating, 141 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 favourite

Flat in Madeira Beach

4.92 out of 5 average rating, 100 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

Tiny home in St. Petersburg

4.96 out of 5 average rating, 183 reviews

King Bed Studio | Outdoor Kitchen | Free Parking

Welcome to our thoughtfully designed studio—small but full of comfort, efficiency, and charm. If your priority is a cozy bed , a truly clean space and location, look no further. Loved by hundreds of wonderful guests, this is one of two private studios in a tiny house, ideal for solo travelers or couples. You’ll have everything you need, plus access to a beautiful shared gazebo with seating, dining areas, and lush greenery. We have a team of four Superhosts, available to help. 🌴☀️🏖️

Superhost

Tiny home in St. Petersburg

4.86 out of 5 average rating, 110 reviews

Charming Studio | Outdoor Kitchen | Free Parking

Welcome to our tiny but thoughtfully designed studio—small in size yet big on comfort, care, and cleanliness. Each space is lovingly maintained by my mother, ensuring an extra spotless stay. Perfect for solo travelers or couples, you’ll enjoy a cozy bed, efficient design, and unbeatable value. Step outside to our lush shared gazebo with seating, dining areas, BBQ, and outdoor kitchen appliances—a favorite gathering spot for guests. Superhost team of four always here to help. 🌴☀️🏖️

Superhost

Apartment in Treasure Island

4.9 out of 5 average rating, 141 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.

Top guest favourite

Apartment in Madeira Beach

4.98 out of 5 average rating, 152 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.