A short walk from John's Pass Village & Boardwalk, John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach provides a firepit, a garden and a hot tub. Guests can connect to free in-room WiFi.
Reviews
1010 out of 10
Exceptional
Entire home
427 sq m
Popular amenities
Pool
Spa pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Add dates for prices
About this property
John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach
🏖️ 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) • 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.
ADD-ON: Street-Legal Golf Cart Rental A brand new 2025 6-passenger electric golf cart is available as a separate add-on for $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.
Property amenities
Beach
On the beach
Pool/Spa
Heated pool
Hot tub
Private pool
Internet
Available in the villa: Free WiFi
Parking and transport
Car recommended
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Kitchen island
Microwave
Oven
Refrigerator
Spices
Toaster
Dining
Dining table
Bedrooms
Bedsheets provided
Bathroom
Bidet
Hair dryer
Shower
Towels provided
Living spaces
Dining table
Living room
Entertainment
Games
Smart TV with cable/satellite channels
Outdoor areas
Balcony
Barbecue grill
Fenced yard
Firepit
Garden
Laundry
Washing machine
Work spaces
Desk
Desk chair
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
In-room accessibility
Lift
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In a village
Near an outlet shopping centre
Near the bay
Near the marina
Near the sea
On the waterfront
Things to do
Billiards/pool table
Heated pool
Fishing nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Rafting nearby
Sailing nearby
Scuba diving nearby
Snorkelling nearby
Surfing/bodyboarding nearby
Swimming nearby
Water skiing nearby
Water tubing nearby
Wildlife walks nearby
Windsurfing nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
Events allowed
$2,500 event fee and approval required
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events are allowed on site
Note from host: $2,500 event fee and approval required
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
We should mention
A car is recommended for transport to and from this property
About the area
Located in Madeira Beach, this villa is on the beach. Shoppers can check out John's Pass Village & Boardwalk, while everyone can enjoy the natural beauty of St. Petersburg - Clearwater Beaches and Pass-a-Grille Beach. Ready for a night out? Consider Jannus Live and North Shore Aquatic Center. Looking to get your feet wet? Jet skiing, kayaking and scuba diving adventures can be found near the property. Visit our Madeira Beach travel guide
Does John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach pet-friendly?
No, pets are not allowed at this property.
How much is parking at John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach?
On-site parking is available at the property.
What time is check-in at John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach?
Check-in begins at 4:00 PM.
What time is check-out at John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach?
Checkout is at 11:00 AM.
Where is John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach located?
Nestled on the beach, this Madeira Beach villa is within a 5-minute walk of John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches. Madeira Beach and Belleair Beach are also within 10 minutes.
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John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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!
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!