
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.

~Shore Thing~ Coastal Exquisite Waterfront Condo
🏖️ Shore Thing Condo 🏖️ ✨ Stylish Coastal Vibes — Modern interiors with breezy beach flair. 🍽️ Chef’s Dream — Cook with ease in a luxury kitchen. 👩💼 Service with Heart — Your comfort always comes first 🌅 Sunset Serenity — Relax as the sun melts into the horizon. 🚶Beachside Bliss — Just steps from powdery sands and shimmering Treasure Island waters. 🐬 Marine Magic — Spot dolphins dancing and manatees gliding by. 🌊 Pool Dreams - Dive into bliss in the intercoastal heated pool

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

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.

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!

#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.

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.

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.

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.

Waterfront studio! Heated pool and 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!

Coastal Retreat Madeira Beach/John’s Pass Pool
Step into coastal style at this Madeira Beach condo with Gulf views. Designed with a beach-inspired theme, this retreat offers a breezy open layout, fully equipped kitchen, and balcony perfect for soaking in sunsets. With resort-style amenities on site and dining, shopping, and entertainment nearby, it’s an ideal escape that blends a laid-back coastal vibe with the convenience of a prime location.
Popular amenities for waterfront rentals near John's Pass
Waterfront apartment rentals

“Beach Walk Retreat • Free Parking

Treasure Island Gem | Waterfront Heated Pool, Dock

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

Complete Renovation-everything new! Amazing views

Gulf View Penthouse | Steps to Beach + Johns Pass

Beachy Bayfront Condo Walk to Beach

Ocean Front Condo!

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath
Waterfront house rentals

Steps 2 Beach- Cottage w/king bd +2bikes +parking

Stars by the Sea - Cozy home close to beaches

Azule|Waterfront | Walk to Beach-Dock-Bikes-Kayaks

Boardwalk Bungalow - Johns Pass & beach steps away

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

Sunshine Beach Bungalow That Is a Unique Treasure

Flamingo Flair & Waterfront Air — Pure Paradise!

Gorgeous Water Views, Private Beach, Suite #301
Waterfront apartment rentals

Updated Beachfront Condo at Madeira Norte Unit 307

Waterfront-Dolphin Sightings-Walk to Beach-Pool

Waterside Studio in the heart of TI, walk to beach

Updated Condo-Heated Pool-Private Balcony

Tropical Beachfront Penthouse-Beach Cottages

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Beach, dolphin/manatee sightings, fishing, sunsets

Stunning BEACH FRONT Condo, KING Size Bed, Balcony
Other waterfront holiday rentals

Waterfront Treasure Island Canal Walk to Beach's

Sunset studio

MBR 1507- Relax at the Beach or have an Adventure!

311 Madeira Bay Condo w/ Pool & Bay Views

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Oceanfront Luxury paradise

Oceanview Seaside Cottage | Walkout Beach Access

Beachfront Condo. Best Location in Madeira Beach.
Quick stats about waterfront rentals near John's Pass

Total holiday rentals
Explore 360 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 13,590 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
310 properties feature pools

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wifi availability
360 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
Destinations to explore
- Rentals with a patio John's Pass
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