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

$1,000-3,097/night
9 Bedrooms • 9 Baths (8 full, 1 half) • Sleeps 23-41
Accessible Internet Ocean View Private Pool Hot Tub (more...)

🏖️ 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.

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.

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.

Madeira Beach, Florida

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
  • Maximum occupancy: 41
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Wheelchair accessible
  • Minimum age of primary renter: 21
  • Other events allowed
  • Pets not allowed
Setting & View
  • Water View
  • Beach
  • Ocean
  • Beachfront
  • Beach View
  • Near Ocean
  • Ocean View
  • Town
  • Village
  • Waterfront
  • Bay View
  • Harbor View
  • Marina View
  • Pool View
  • Sea View
  • Resort View
  • Shared Beach Access
General
  • Internet
  • Air Conditioning
  • Central Heating
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Clothes Dryer
  • Hot Water
  • Private Living Room
  • Hair Dryer
  • Iron & Board
  • Wifi
  • Ceiling Fans
  • Laptop Friendly Workspace
  • Basic Soaps
  • Paper Towels
  • Shampoo
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Lock On Bedroom Door
  • Extra Pillows & Blankets
  • Ethernet
  • Free Internet
  • Body Soap
  • Hair Conditioner
  • Shower Gel
  • Clothing Storage (closet or wardrobe)
  • Portable Fans
Kitchen
  • Kitchen
  • Refrigerator
  • Stove
  • Oven
  • Microwave
  • Dishwasher
  • Dishes & Utensils
  • Spices/Pantry Items
  • Coffee Maker
  • Toaster
  • Ice Maker
  • Freezer
  • Blender
  • Lobster Pot
  • Kitchenette
  • Pots & Pans
  • Kitchen Island
  • Dining Table
  • Baking Sheet
  • Barbeque/Grill Utensils
  • Coffee
  • Mini Fridge
  • Wine Glasses
Dining
  • Child's Highchair
  • Seating for 38 people
Bathrooms 9 Baths (8 full, 1 half)
  • Kitchen/Living Room Half-bath – Toilet
  • Deluxe Double Bedroom #1 Bath – Shower, Toilet, Tub
  • Master Bedroom #2 and #3 Bath – Shower, Toilet, Tub
  • Bunk Room #1 Bath – Bidet, Shower, Toilet
  • Deluxe Double Bedroom #2 Bath – Shower, Toilet, Tub
  • Master Suite Bath – Shower, Toilet, Tub
  • Bunk Room #2 Bath – Shower, Toilet, Tub
  • Deluxe Double Bedroom #3 Bath – Shower, Toilet, Tub
  • Master Bedroom #1 Bath – Shower, Toilet, Tub
Sleeping Arrangements 9 Bedrooms, sleeps 23-41
  • Master Bedroom #1 – 1 King Bed
  • Deluxe Double Bedroom #1 – 2 Double Beds
  • Master Bedroom #2 – 1 King Bed
  • Master Bedroom #3 – 1 King Bed
  • Bunk Room #1 – 4 Double Beds, 2 Twin Beds
  • Deluxe Double Bedroom #2 – 2 Double Beds
  • Master Suite – 1 King Bed
  • Bunk Room #2 – 4 Double Beds, 2 Twin Beds
  • Deluxe Double Bedroom #3 – 2 Double Beds
  • Living Room – Couches Couch
Entertainment
  • Television
  • Satellite/Cable
  • Games/Board Games
  • Pool Table
  • Smart TV
  • Life Size Games
Family
  • Fireplace Guards
  • Pack N Play/Travel Crib
  • Room Darkening Shades
Outdoor
  • Outdoor Grill
  • Deck/Patio (uncovered)
  • Balcony/Terrace
  • Lawn/Garden
  • Beach Essentials
  • Private Yard
  • Sunroof/Roof Terrace
  • Fire Pit
  • Fenced Yard
  • Outdoor Dining
  • Outdoor Shower
  • Outdoor Seating
  • Outdoor Kitchen
  • Sun Loungers
Pool/Spa
  • Private Pool
  • Hot Tub
  • Heated Pool
  • Jacuzzi
Vehicles
  • Parking
  • Free Parking
  • Free Parking On Premises
Theme
  • Family
  • Romantic
  • Tourist Attractions
Attractions
  • Bay/Sound
  • Marina
Leisure
  • Outlet Shopping
  • Paddle Boating
  • Boating
  • Shopping
  • Wildlife Viewing
  • Water Sports
Sports & Adventure
  • Deepsea Fishing
  • Fishing
  • Bay/Sound Fishing
  • Surf Fishing
  • Jet Skiing
  • Kayaking
  • Parasailing
  • Pier Fishing
  • Rafting
  • Sailing
  • Scuba Diving/Snorkeling
  • Water Skiing
  • Snorkeling
  • Snorkeling/Diving
  • Surfing
  • Swimming
  • Water Tubing
  • Wind Surfing
  • Mini Golf
Safety
  • Carbon Monoxide Detector
  • Emergency Exit Route
  • First Aid Kit
  • Exterior Lighting
  • Smoke Detector
  • Enhanced Cleaning Practices
  • Cleaning Disinfection
  • Common Surface Disinfectant Cleaned
  • Linens High Temp Wash
  • Cleaning Products
Expectations
  • Cameras/Surveillance
  • Pool/Jacuzzi With No Fence
  • Near Lake, River, or Water Body
Check Out Tasks
  • Turn Things Off
  • Throw Away Trash
  • Lock Up
Accessibility
  • Path To Entrance Lit At Night