
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.

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 heated pool. Visit nearby restaurants, John's Pass Boardwalk and live music.

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

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!

Beach Front Madeira Beach
PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.

#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.

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

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.

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

Madeira Beach Escape | Pool, Hot Tub & John's Pass
Enjoy a relaxing beach getaway at this bright coastal condo overlooking the marina, where beautiful sunset skies light up the Intracoastal each evening. Located just steps from Madeira Beach and a short walk to the shops, restaurants, and entertainment at John’s Pass Boardwalk, this comfortable retreat offers the perfect mix of convenience and relaxation! Beach chairs, towels, umbrella, and a beach wagon are provided so you can easily enjoy the sand just across the street.

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Experience the ultimate blend of Sunset Bliss at this stylish Treasure Island retreat. Just steps from powdery sands, ocean breezes and breathtaking sunsets. Keep an eye out for local wildlife as dolphins and manatees glide by. Inside, enjoy coastal vibes featuring modern beachy interiors. Whether you are preparing a meal in the luxury kitchen or diving into the intercoastal heated pool, my service ensures your comfort always comes first.

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.

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.
Popular amenities for waterfront rentals near John's Pass
Waterfront apartment rentals

“Beach Walk Retreat • Free Parking

Attractive Beachfront Studio - Live Like a Local!

Beach & Bay 1 Bdrm Condo Boat/Fish Dock with Patio

Complete Renovation-everything new! Amazing views

Beach Front Condo!

Gulf View Penthouse | Steps to Beach + Johns Pass

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

The Oasis
Waterfront house rentals

Mid-century cottage on Coffee Pot Bayou in Old NE

Boardwalk Bungalow - Johns Pass & beach steps away

Red Key Beach | Redington Beach Heated Pool

Waterfront/ Sunsets/ Heated Pool/ Tiki Bar/ Dock

Direct Beach Access, Gulf Views, Dining Close #603

Amazing water front view home newly renovated

Piece of paradise in Indian Rocks Beach.

Stunning views! Spot dolphins from the pool!
Waterfront apartment rentals

Sunset Nest: Two Bedroom Condo with Sunset Views

Waterfront-Dolphin Sightings-Walk to Beach-Pool

Summer Penthouse, Private Balcony, Beach View #602

Waterside Studio in the heart of TI, walk to beach

Heron's Hideaway- Studio by the bay!

Coastal Condo with Pool Near Beach & Intracoastal

Spectacular beach to bay views from this resort.

Modern Oceanview Heated pool overlooking Mad Beach
Other waterfront holiday rentals

Beach Condo at John's Pass

Waterfront Condo Patio Walk To Beach Treasure Isle

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

Madeira Bay Resort Bayfront Oasis #202: 2BD/2BA

Oceanfront Luxury paradise

Beachfront Bliss | King Bed | Heated Pool + Views!

Beachfront Gem | Spacious Corner Unit #501

2 bedroom/2 bath Condo on beach - side ocean view
Quick stats about waterfront rentals near John's Pass

Total holiday rentals
Explore 350 holiday rentals in John's Pass

Nightly prices starting at
John's Pass holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 14,130 verified reviews to help you choose

Family-friendly holiday rentals
300 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
310 properties feature pools

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
350 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
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