John's Pass Waterfront Villa John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach
Rate –
$1,000-3,097/nightSize –
9 Bedrooms • 9 Bathrooms (8 full, 1 half) 9 Baths (8 full, 1 half) • Sleeps 23-41🏖️ 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.
Rates & Availability
Cancellation Policy: One hundred percent (100.00%) of the total booking charges will be refunded if the cancellation is made more than 30 days prior to the arrival date of the reservation. For cancellations made within 30 days prior to the arrival date, no refund will be issued.
About the Owner
At Still Getaways, we’re a small, family-run vacation rental company focused on creating easy, memorable beach escapes. From extra-clean homes to thoughtful touches, we make sure your stay is stress-free and comfortable — every time. Whether you’re reuniting with family or soaking up the sun, we’ve got the details covered so you can just relax.
Location
Madeira Beach, Florida
Amenities
| Property Type | Villa |
|---|---|
| Accommodation | Entire Home |
| Check-In | A keypad is available 24 hours a day to provide entry for guests |
| Elevator | Yes |
| House Rules |
|
| Setting & View |
|
| General |
|
| Kitchen |
|
| Dining |
|
| Bathrooms |
9 Bathrooms (8 full, 1 half)
9 Baths (8 full, 1 half)
|
| Sleeping Arrangements |
9 Bedrooms,
sleeps 23-41
|
| Entertainment |
|
| Family |
|
| Outdoor |
|
| Pool/Spa |
|
| Vehicles |
|
| Theme |
|
| Attractions |
|
| Leisure |
|
| Sports & Adventure |
|
| Safety |
|
| Expectations |
|
| Check Out Tasks |
|
| Accessibility |
|