Your Home Away from Home
John's Pass Waterfront Villa | 10+BR, 12BA | Sleeps 40+ | 360° Water Views + Dual Rooftop Decks Directly overlooking historic John's Pass — 360° Gulf, Bay, & Intracoastal views on every level Welcome to the most iconic luxury retreat in Madeira Beach. This 5-story, event-capable waterfront estate features multiple king suites, two massive bunk suites, a resort-style pool deck, several kitchen areas, and two rooftop levels built for sunset lounging, parties, and unforgettable gatherings. With 30+ beds, panoramic water views, and walkability to every attraction in John's Pass, this is the ultimate group getaway on Florida's Gulf Coast. The Space: Designed to sleep 40+ comfortably, perfect for multi-family trips, reunions, corporate retreats, or small weddings/events (with approval). 1st Floor – Resort Backyard + Covered Parking -Half-covered driveway fits 6 vehicles (3 covered, 3 uncovered) -Golf cart access available on request -Heated pool + hot tub with jets Spacious furnished patio with: -Full fridge/freezer -Grill + prep area -Sectional w/ firepit table -High-top seating for 16 -3 lounge chairs -Porch swing -Two 55" Roku TVs facing pool + seating areas 2nd Floor – Main Kitchen + Living Room + 2 Bedrooms -Full chef's kitchen with large island (seats 12) -Open living room with 65" Roku TV + sectional seating -Half bathroom -Balcony with outdoor dining for 10 Teen Room #1: -Two full beds -55" Roku TV -Private ensuite with shower + bathtub King Suite #1: -King bed -55" Roku TV -Private ensuite with shower + bathtub 3rd Floor – Kings, Bunks, Water Views & Balcony King Suite #2: -King bed -55" Roku TV -Water views -Shares large bathroom w/ shower + bathtub King Suite #3: -King bed -55" Roku TV -Kitchenette + dining for 4 -Shares bathroom with King Suite #2 Bunk Suite #1: -4 full beds + 2 pull-out twins -55" Roku TV -Private ensuite with shower + bathtub Teen Room #2: -Two full beds -55" Roku TV -Private ensuite with shower + bathtub Hall balcony featuring two high-top loveseats Washer/Dryer Unit 4th Floor – Luxury King Suite + Second Bunk Suite + Guest Bedroom Luxury King Suite: -King bed -Kitchenette -55" Roku TV -Private ensuite with shower + bathtub -Balcony with sectional + firepit table -Outdoor pool table -55" Roku TV Bunk Suite #2: -4 full beds + 2 pull-out twins -55" Roku TV -Private ensuite with shower + bathtub Teen Room #3: -Two full beds -55" Roku TV -Private ensuite with shower + bathtub 5th Floor – Dual Rooftop Decks with 360° Views Oceanview Deck: -8 lounge chairs -Jaw-dropping Gulf + Pass views Bayview Entertainment Deck: -Full-size bar -5 rope swing bar seats -Fridge -55" Roku TV -12 foldable loungers Space for DJ, bartender, or private events (up to 50 guests with approval) Other Features: -Smart TVs in every room -High-speed WiFi -Multiple kitchens + kitchenettes -In-unit washers/dryers -Event-friendly spaces (approval required) -Walkable to everything in John's Pass Location Perks: Directly above John's Pass Village — restaurants, bars, shopping, boat tours, and jet skis at your doorstep 1-minute walk to Madeira Beach Short drive to Treasure Island, St. Pete Beach, and downtown St. Pete 20 minutes to the St. Pete Pier, museums, and nightlife Whether you're hosting a retreat, celebrating with a large group, or planning a once-in-a-lifetime beach escape — this villa offers the most space, the best views, and the most unforgettable setting in Madeira Beach.
What Makes This Special
Everything You Need
Popular Amenities
- Internet
- Air Conditioning
- Central Heating
- Linens Provided
- Towels Provided
- Washing Machine
- Clothes Dryer
- Hot Water
Kitchen
- Kitchen
- Refrigerator
- Stove
- Oven
- Microwave
- Dishwasher
- Dishes & Utensils
- Spices/Pantry Items
Entertainment
- Television
- Satellite/Cable
- Games/Board Games
- Pool Table
- Smart TV
- Life Size Games
Pool/Spa
- Private Pool
- Hot Tub
- Heated Pool
- Jacuzzi
Outdoor
- Outdoor Grill
- Deck/Patio (uncovered)
- Balcony/Terrace
- Lawn/Garden
- Beach Essentials
- Private Yard
- Sunroof/Roof Terrace
- Fire Pit
Family
- Fireplace Guards
- Pack N Play/Travel Crib
- Room Darkening Shades
Parking
- Parking
- Free Parking
- Free Parking On Premises
Check the Calendar
Booked dates shown in grey. Select your dates above to book direct — no platform fees.
Where You'll Stay
- John's Pass Village – steps away
- Madeira Beach – 2 min walk
- Clearwater Beach – 18 min drive
- Tampa International Airport – 35 min drive
What Guests Are Saying
"Such a beautiful place, it’s like having your own hotel! We had so much space for our family/grandparents and really enjoyed all the amenities. We had a few hiccups with the pool/spa not heating properly but it was mainly because it was so cold while we were there. The host maintained great communication with us and was always available whenever we had questions. We would absolutely stay here again and loved all the nearby places in the area as well. Next time we need to bring more family along so they can enjoy it with us!"
"We loved our stay! The place was clean, spacious, and in the perfect location — just steps from the beach and John’s Pass. The pool and hot tub were very clean and enjoyed by our whole family. The host was extremely communicative and helpful throughout our stay. Will definitely be recommending this place to everyone!"
"Absolutely amazing place for a large group. We had 3 families stay here comfortably and we still had room to fit more people if needed. So much to do within walking distance. Great sunset from 5th floor sitting area. I highly recommend. I will be booking again."
"Wonderful experience from start to finish. The home was very clean, cozy, and had everything we needed for a comfortable stay. The host was extremely responsive and helpful with local recommendations. Check-in and check-out were smooth. Highly recommend to anyone visiting the area!"