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John’s Pass|Heated Pool+Hot Tub|360° Water Views|Across Beach|5 Floors|Elevator

Photo gallery for John’s Pass|Heated Pool+Hot Tub|360° Water Views|Across Beach|5 Floors|Elevator

Exterior
Property video
Stunning rooftop w/ panoramic water views and foldable chairs to make space for any type of event!
Outdoor dining
Terrace/patio

Reviews

9.8 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Discover nearby landmarks
    Walk to John's Pass Village & Boardwalk
9 bedrooms8+ bathroomsSleeps 23

Popular amenities

  • On beach
  • Private pool
  • Spa pool on site
  • Onsite parking available
  • Kitchen
  • Washing machine

Explore the area

View map
Madeira Beach, FL
  • Place, John's Pass Village & Boardwalk
    ‪2 min walk‬
  • Place, St. Petersburg - Clearwater Beaches
    ‪5 min walk‬
  • Place, Hubbards Marina
    ‪5 min walk‬
  • Airport, St. Petersburg, FL (SPG-Albert Whitted)
    ‪29 min drive‬

Rooms & beds

9 bedrooms (sleeps 23)

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|Heated Pool+Hot Tub|360° Water Views|Across Beach|5 Floors|Elevator

🏖️ 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 $59/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.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4991396vb
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
On-site parties or group events are strictly prohibited
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

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 Upham Beach. Check out an event or a game at Tropicana Field, and consider making time for Splash Harbour Water Park, a top attraction not to be missed. Looking to get your feet wet? Jet skiing, kayaking and scuba diving adventures can be found near the property.
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Map
Madeira Beach, FL

What's nearby

  • John's Pass Village & Boardwalk - 2 min walk - 0.2 km
  • St. Petersburg - Clearwater Beaches - 5 min walk - 0.4 km
  • Hubbards Marina - 5 min walk - 0.4 km
  • Belleair Beach - 11 min walk - 0.9 km
  • St. Petersburg Municipal Beach at Treasure Island - 12 min walk - 1.1 km

Getting around

  • St. Petersburg, FL (SPG-Albert Whitted) - 27 min drive

Restaurants

  • ‪Delosa's Pizza - ‬4 min walk
  • ‪Hooters - ‬6 min walk
  • ‪Sculley's Restaurant - ‬5 min walk
  • ‪Bamboo Beach Bar & Grill - ‬6 min walk
  • ‪Caddy's Madeira Beach - ‬18 min walk

Frequently asked questions

Does John’s Pass|Heated Pool+Hot Tub|360° Water Views|Across Beach|5 Floors|Elevator have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is John’s Pass|Heated Pool+Hot Tub|360° Water Views|Across Beach|5 Floors|Elevator pet-friendly?

No, pets are not allowed at this property.

How much is parking at John’s Pass|Heated Pool+Hot Tub|360° Water Views|Across Beach|5 Floors|Elevator?

On-site parking is available at the property.

What time is check-in at John’s Pass|Heated Pool+Hot Tub|360° Water Views|Across Beach|5 Floors|Elevator?

Check-in begins at 4:00 PM.

What time is check-out at John’s Pass|Heated Pool+Hot Tub|360° Water Views|Across Beach|5 Floors|Elevator?

Checkout is at 11:00 AM.

Where is John’s Pass|Heated Pool+Hot Tub|360° Water Views|Across Beach|5 Floors|Elevator 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.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 5 out of 6 reviews
Rating 8 - Good. 1 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kyler K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location, beautiful property, clean, and a great host! All around it was the perfect getaway!
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Tripp T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Kelly S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was fantastic! Gorgeous property with beautiful rooftop area and views of both the ocean and inter coastal water. Rooms were spacious and a few had fridge, freezer and kitchenette area. Kitchen had a good amount of storage space and great selection of kitchen appliances. Plenty of common area and seating area. The pool and hot tub were great and this area was perfect for relaxing and hanging out. This space is perfect for a group. Really great value for the price. 10/10 would return here.
Stayed 3 nights in May 2026
Verified

10/10 Excellent

Kimberly K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 5 nights in Feb 2026
Verified

10/10 Excellent

Rob F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing place, great location. We had a blast!
Stayed 4 nights in Mar 2026
Verified

8/10 Good

cdrcos

Stayed 5 nights in May 2026

About the host

Your host

Host profile image
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
• Designed for huge groups with 22 total 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 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
• 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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