John’s Pass|Sleeps 23|Heated Pool+Hot Tub|360° Water Views|Across Beach

Madeira Beach, Florida
$1727 avg/night
Minimum Stay 2 Nights
Bed 10

Bed

Bath 9

Bath

Home Villa

Property Type

Sleep 41

Max Sleeps

Night 2 nights

Min Stay

️ John’s Pass Waterfront Villa | Sleeps 23 Adults | 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.

1st Floor – Covered Parking + Resort-Style Backyard
• Half-covered driveway fits 6 cars (3 covered, 3 uncovered)
• 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 lounge chairs

✅ 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 floor

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 anything else — John’s Pass Waterfront Villa delivers unmatched space, views, and entertainment in the most legendary location on the Gulf Coast.

ADD-ON: Street-Legal Golf Cart Rental
A brand new 2025 6-passenger electric golf cart is available as a separate add-on for $49/night (reduced from $90/night). Reservations must be made on our website at stillgetaways.com/golf-cart.html. We only have one cart shared across all our properties, so book early to secure your dates.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    On The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    9 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 4600 Sq Ft (427 Sq M)
  • KITCHEN

    Coffee/tea Maker Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Spices Stovetop
  • LAUNDRY

    Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard Firepit Garden
  • POOL/SPA

    Heated Pool Hot Tub Private Pool
  • BATHROOMS

    8.5 Bathrooms Bidet Hair Dryer Shower Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • THINGS TO DO

    Fishing Nearby Fitness Facilities Nearby Jet Skiing Nearby Kayaking Nearby Parasailing Nearby Rafting Nearby Sailing Nearby Snorkeling Nearby Water Skiing Nearby Water Tubing Nearby
  • ENTERTAINMENT

    Games Pool Or Billiards Table Smart TV With Cable/satellite Service
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Highchair Travel Crib
  • LOCATION HIGHLIGHTS

    In A Village Near Outlet Shopping Near The Bay Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Elevator If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property Wheelchair Accessible

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 41

Map Map

School District Availability

Review Review

  • Rob F.

    Submitted Apr 16, 2026

    Stayed Mar 25, 2026

    Amazing place, great location. We had a blast!

  • Tripp T.

    Submitted Mar 24, 2026

    Stayed Mar 18, 2026

    We had a large group in town for a bachelor party and this was the perfect location. It was spacious, close to bars/restaurants, and we would've had a great time even if we hadn't left the property. Host was excellent and extremely responsive. Hope to be back for another visit in the future!

  • Kimberly K.

    Submitted Feb 28, 2026

    Stayed Feb 20, 2026

    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!

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Total

Includes taxes and fees
$1,751+
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