John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach

Top rated by guests
Exterior
Kitchen stocked with every cooking instrument you'll ever need
Private kitchen
Stunning rooftop w/ panoramic water views and foldable chairs to make space for any type of event!
Outdoor dining
Don't miss out! Price and availability may change
10.0 / 10.0
Outstanding(1 Rating)

Villa in Madeira Beach, FL

41 guests · 10 bedrooms · 9 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this villa rental

🏖️ 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.

Amenities at John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach

Free WiFi/internet
Air conditioning
Pool
Non-smoking
TV
Wheelchair accessible
Coffee/tea maker
Refridgerator
Kitchen
Balcony/Terrace
WiFi/Internet
Private pool access
Microwave
Dishwasher
Washing machine
Dryer
Patio
No pets allowed
Garden
Oven
Stove
Children's high chair
Ironing facilities
Towels
Desk
Hairdryer

Map of Madeira Beach, FL


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FAQs

Is parking included with this villa?

Parking is not specified as an available amenity at John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach. For more information, we encourage you to contact the property about where to park.

Is there a pool at this villa?

Yes, a swimming pool is available for use at John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach. Enjoy the water!

Is John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach pet friendly?

Unfortunately, this villa is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach?

We found 26 amenities for this rental. This includes free wifi/internet, air conditioning, pool, non-smoking, and tv.


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