John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach | Villa in Madeira Beach
10 Bedroom Villa in Madeira Beach
🏖️ John’s Pass Waterfront Villa | Sleeps 40+ | 360° Water Views + Multi-Level Decks
• 🌅 Towers directly over historic John’s Pass with panoramic water views from every level
• 🍹 Two massive rooftop decks + full bar + lounge seating + Private pool and hot tub
• 🛏️ 9 bedrooms • 22 beds • 9 bathrooms • Multi-kitchen
Welcome to John’s Pass Waterfront Villa — a one-of-a-kind 5-level luxury estate designed for large families, corporate retreats, wedding groups, and unforgettable gatherings. With 360° views of the Gulf, the Pass, and the Intracoastal, plus multiple living floors, bunk suites, and entertainment decks, this home is built for large groups looking for a show-stopping stay in the heart of the historical John's Pass.
Event-ready rooftop spaces can host a DJ, a full-service bartender, and intimate weddings or gatherings for up to 50 guests with prior approval — all overlooking the iconic John’s Pass Bridge, Gulf, and the Boca Ratan Bay.
🚗 1st Floor – Covered Parking + Resort-Style Backyard
• Half-covered driveway fits 6 cars (3 covered, 3 uncovered)
• Golf cart access available on request
• Heated pool + hot tub with jets
• Patio with:
• Full fridge/freezer
• Grill
• Sectional with firepit table
• High-top seating for 16
• 3 lounge chairs
• Porch swing
• Two 55” Roku TVs covering the pool and patio hangout areas
🛋️ 2nd Floor – Main Living + Full Kitchen + 2 Bedrooms
• Fully stocked kitchen with large island (seating for 12)
• Open-concept living room with sectional + 65” Roku TV
• Half bathroom
• Balcony dining table for 10
Deluxe Double Bedroom #1: Two full beds (convertible to king)• 55” Roku TV • Private ensuite w/ shower + bathtub
King Suite #1: King bed • 55” Roku TV • Private ensuite w/ shower + bathtub
🛏️ 3rd Floor – Kings, Bunks & Water Views
King Suite #2: King bed • 55” Roku TV • Water views • Shares large bathroom w/ shower + bathtub
King Suite #3: King bed • Kitchenette • Dining for 4 • 55” Roku TV • Shares bathroom w/ King Suite #1
Bunk Room #1: 4 full beds + 2 pull-out twins • 55” Roku TV • Private bathroom w/ shower + bathtub
Deluxe Double Bedroom #2: Two full beds (convertible to king) • 55” Roku TV • Private ensuite w/ shower + bathtub
• Balcony with two high-top loveseats
🌅 4th Floor – Luxury King Suite + Bunk Suite + Additional Bedroom
Luxury King Suite: King bed • Kitchenette • 55” Roku TV • Private ensuite w/ shower + bathtub
Bunk Room #2: 4 full beds + 2 pull-out twins • 55” Roku TV • Private ensuite w/ shower + bathtub
Deluxe Double Bedroom #3: Two full beds (convertible to king) • 55” Roku TV • Private ensuite w/ shower + bathtub
• Balcony with sectional + firepit table • Outdoor pool table • 55” Roku TV
🏙️ 5th Floor – Dual Rooftop Decks with 360° Views
Oceanview Deck:
• 8 lounge chairs
• Unmatched views of the Gulf + John’s Pass
Bayview Entertainment Deck:
• Full-size bar
• 5 rope-swing bar chairs
• Fridge
• 55” Roku TV
• 12 foldable lounge chairs to pack-up and create room for planned events
• Perfect for DJ setups, bartenders, private dinners & small events (up to 50 guests with approval)
✅ Additional Amenities
• Multiple kitchens + kitchenettes
• High-speed WiFi on every floor
• Roku TVs in every room and patio area
• 3 Separate Washer & dryer
• 360° water views from every level
• Event-hosting available upon request
📍 Location Highlights
• Towers over historic John’s Pass Village — the most iconic landmark in St. Petersburg
• Steps to restaurants, boat rentals, jet skis, dolphin tours & nightlife
• 1 minute walk to the beach
• 20 minutes to Downtown St. Pete (pier, museums, bars)
Whether you're planning a family getaway, corporate retreat, or intimate rooftop wedding — John’s Pass Waterfront Villa delivers unmatched space, views, and entertainment in the most legendary location on the Gulf Coast.
John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach is located in Madeira Beach. John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach provides accommodation, featuring Laundry, Air Conditioner, TV, among other amenities. This Villa features Laundry, Air Conditioner, TV, to make your stay a comfortable one.
John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach has 10 Bedrooms , 9 Bathrooms, and max occupancy of 41 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have rated it 2, and VRBO labeled it a top-rated Villa because of the excellent services rendered by the owner or manager of this Villa, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Villa has a friendly neighborhood, and the Madeira Beach has interesting places to visit. If you want to learn more about the Villa in Madeira Beach, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Facility Overview
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Heating
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Air conditioning
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Hair dryer
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Shower
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Bidet
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Towels provided
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Bed sheets provided
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Dining table
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Living room
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Refrigerator
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Coffee/tea maker
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Toaster
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Oven
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Microwave
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Spices
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Stovetop
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Dishwasher
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Ice maker
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Washing machine and dryer
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On the beach
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Car recommended
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Onsite parking
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No pets allowed
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Smoke-free property
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Elevator
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If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
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Wheelchair accessible
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Parasailing nearby
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Sailing nearby
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Kayaking nearby
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Fitness facilities nearby
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Wildlife and game walks nearby
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Rafting nearby
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Water skiing nearby
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Power boating nearby
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Marina nearby
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Jet skiing nearby
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Games
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Smart TV with cable/satellite service
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Pool or billiards table
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Unit size: 4600 sq ft (427 sq m)
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Near the bay
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Near the sea
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In a village
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Near outlet shopping
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On the waterfront
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Desk chair
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Desk
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Travel crib
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Highchair
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Iron/ironing board
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Free WiFi
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Garden
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Firepit
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Barbecue grill
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Fenced yard
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Balcony
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Smoke detector installed (host has indicated there is a smoke detector on the property)
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First aid kit
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Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
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Heated pool
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Hot tub
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Private pool
Policies
Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property parties and events are allowed on site safety features at this property include a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
