Entire home
John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach
On beach with hot tub, near John's Pass Village & Boardwalk
Photo gallery for John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach
9 bedrooms8+ bathroomsSleeps 414600 sq ft
Popular amenities
Explore the area
Madeira Beach, FL
- Place, John's Pass Village & Boardwalk2 min walk
- Place, St. Petersburg - Clearwater Beaches3 min walk
- Place, Hubbards Marina3 min walk
- Airport, St. Petersburg, FL (SPG-Albert Whitted)23 min drive
Rooms & beds
9 bedrooms (sleeps 41)
Bunk Room #1
+2
2 Single Beds and 4 Double Beds
Bunk Room #2
+2
2 Single Beds and 4 Double Beds
Deluxe Double Bedroom #1
2 Double Beds
Deluxe Double Bedroom #2
2 Double Beds
Deluxe Double Bedroom #3
2 Double Beds
Master Bedroom #1
1 King Bed
Master Bedroom #2
1 King Bed
Master Bedroom #3
1 King Bed
Master Suite
1 King Bed
8 bathrooms, 1 half bathroom
Bunk Room #1 Bath
Bidet · Toilet · Shower only
Bunk Room #2 Bath
Bathtub · Toilet · Shower only
Deluxe Double Bedroom #1 Bath
Bathtub · Toilet · Shower only
Deluxe Double Bedroom #2 Bath
Bathtub · Toilet · Shower only
Deluxe Double Bedroom #3 Bath
Bathtub · Toilet · Shower only
Kitchen/Living Room Half-bath
Toilet
Master Bedroom #1 Bath
Bathtub · Toilet · Shower only
Master Bedroom #2 and #3 Bath
Bathtub · Toilet · Shower only
Master Suite Bath
Bathtub · Toilet · Shower only
Spaces
Deck or patio
Kitchen
Balcony
Garden
Dining area
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)
• 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.
• 🌅 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.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed
Pets
No pets allowed
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
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
We should mention
A car is recommended for transport to and from this property
About the area
Madeira Beach
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 Tampa Bay. Looking to enjoy an event or a game while in town? See what's happening at St. Pete's Historic Coliseum or Al Lang Stadium. Looking to get your feet wet? Jet skiing, kayaking and scuba diving adventures can be found near the property.
Madeira Beach, FL
What's nearby
- John's Pass Village & Boardwalk - 2 min walk - 0.2 km
- St. Petersburg - Clearwater Beaches - 3 min walk - 0.3 km
- Hubbards Marina - 3 min walk - 0.3 km
- Belleair Beach - 6 min walk - 0.6 km
- St. Petersburg Municipal Beach - 11 min walk - 1.0 km
Getting around
Restaurants
- Delosa's Pizza - 4 min walk
- Hooters - 6 min walk
- Sculley's Restaurant - 5 min walk
- Bamboo Beach Bar & Grill - 6 min walk
- Mad Beach Cantina - 4 min walk
Frequently asked questions
About the host
Your host
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.
Why they chose this property
• Unmatched 360° water views of the Gulf, Intracoastal, and historic John’s Pass from every single level
• Event-ready multi-level rooftop decks — ideal for sunsets, DJ parties, private dinners, or intimate weddings up to 50 guests
• Designed for huge groups with 30+ beds, luxury king suites, and multiple bunk rooms for families and friends
• Resort-style backyard with heated pool, hot tub, firepit lounge, grill station, and dual 55" outdoor TVs
• Multiple kitchens, kitchenettes, and massive dining areas built for entertaining and feeding large groups comfortably
• Steps to John’s Pass Village — restaurants, bars, boat tours, jet skis, and beaches all at your doorstep
• Perfect for corporate retreats, reunions, multi-family trips, and milestone celebrations
Whether you're hosting an event, planning a multi-family beach getaway, or simply want the most iconic views in Madeira Beach — this villa delivers space, luxury, and unforgettable moments at every turn.
• Event-ready multi-level rooftop decks — ideal for sunsets, DJ parties, private dinners, or intimate weddings up to 50 guests
• Designed for huge groups with 30+ beds, luxury king suites, and multiple bunk rooms for families and friends
• Resort-style backyard with heated pool, hot tub, firepit lounge, grill station, and dual 55" outdoor TVs
• Multiple kitchens, kitchenettes, and massive dining areas built for entertaining and feeding large groups comfortably
• Steps to John’s Pass Village — restaurants, bars, boat tours, jet skis, and beaches all at your doorstep
• Perfect for corporate retreats, reunions, multi-family trips, and milestone celebrations
Whether you're hosting an event, planning a multi-family beach getaway, or simply want the most iconic views in Madeira Beach — this villa delivers space, luxury, and unforgettable moments at every turn.
What makes this property unique
• Two massive rooftop decks with full bar, swings, loungers, TVs, and 360° Gulf + Bay views — perfect for sunsets, events, or late-night hangouts
• Event-capable space — host a DJ, full-service bartender, or small wedding/celebration for up to 50 guests with approval
• Multiple king suites + two bunk suites — ideal for multi-family groups needing privacy and space
• Kid-perfect bunk rooms with full beds, twin pullouts, and big-screen Roku TVs — ultimate cousin-sleepover headquarters
• Resort-style backyard featuring a heated pool, hot tub, firepit lounge, grill, fridge/freezer, and dual outdoor TVs
• Huge chef’s kitchen + several kitchenettes — cook for large groups with ease or spread out on different floors
• Unbeatable location directly over John’s Pass — walk to restaurants, bars, dolphin tours, boat rentals, jet skis, and shops
• Smart TVs in every room — easy streaming and no fighting over remotes
• Parking for up to 6 vehicles (3 covered, 3 uncovered) + golf cart access available
• Professionally managed by Still Getaways — a family-run team committed to spotless, stress-free, VIP-level stays
• Event-capable space — host a DJ, full-service bartender, or small wedding/celebration for up to 50 guests with approval
• Multiple king suites + two bunk suites — ideal for multi-family groups needing privacy and space
• Kid-perfect bunk rooms with full beds, twin pullouts, and big-screen Roku TVs — ultimate cousin-sleepover headquarters
• Resort-style backyard featuring a heated pool, hot tub, firepit lounge, grill, fridge/freezer, and dual outdoor TVs
• Huge chef’s kitchen + several kitchenettes — cook for large groups with ease or spread out on different floors
• Unbeatable location directly over John’s Pass — walk to restaurants, bars, dolphin tours, boat rentals, jet skis, and shops
• Smart TVs in every room — easy streaming and no fighting over remotes
• Parking for up to 6 vehicles (3 covered, 3 uncovered) + golf cart access available
• Professionally managed by Still Getaways — a family-run team committed to spotless, stress-free, VIP-level stays
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