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

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A spa area with a hot tub, a wooden swing, and a view of a pool and palm trees. - John’s Pass|Heated Pool+Hot Tub|360° Water Views|Across Beach|5 Floors|Elevator (Madeira Beach)
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A modern kitchen with a central island, bar stools, and a view of the outdoors. - John’s Pass|Heated Pool+Hot Tub|360° Water Views|Across Beach|5 Floors|Elevator (Madeira Beach)
A modern kitchen with a central island, bar stools, and a view of the outdoors. - John’s Pass|Heated Pool+Hot Tub|360° Water Views|Across Beach|5 Floors|Elevator (Madeira Beach)
A pool table, a sofa, and a fire pit on a balcony with a view. - John’s Pass|Heated Pool+Hot Tub|360° Water Views|Across Beach|5 Floors|Elevator (Madeira Beach)
A short walk from John's Pass Village & Boardwalk, John’s Pass|Heated Pool+Hot Tub|360° Water Views|Across Beach|5 Floors|Elevator provides a firepit, a garden and a hot tub. This villa is a great place to bask in the sun with a beachfront location and sunloungers. Guests can connect to free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Ocean view
  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer

Add dates for prices

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.

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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 Tampa Bay. Looking to enjoy an event or a game while in town? See what's happening at Tropicana Field or St. Pete's Historic Coliseum. 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
View more Villas in St. Petersburg - Clearwater
Map
Madeira Beach, FL

What's nearby

  • An aerial view of a coastal city with a long sandy beach, a marina, and a bridge connecting the mainland to an island.
    John's Pass Village & Boardwalk
    2 min walk - 0.2 km
  • A pink hotel with a beach and ocean in the background.
    St. Petersburg - Clearwater Beaches
    5 min walk - 0.4 km
  • A lighthouse by a calm waterfront at sunset.
    Hubbards Marina
    5 min walk - 0.4 km
  • A beach with sand dunes, grasses, and the ocean at sunset.
    Belleair Beach
    11 min walk - 0.9 km
  • A sunset over the ocean with waves on the shore.
    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
  • Dockside Dave's
    3 min drive
  • 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.

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Reviews

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

9.6

Exceptional

10

Cleanliness

9.8

Location
Rating 10 - Excellent. 8 out of 10 reviews
Rating 8 - Good. 2 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

Reviews

Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay at this wonderful home. The host, Alexander was a pleasure to work with and always replied quickly. We would definitely recommend this property and would stay here again in the future!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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

8/10 Good

Stayed 5 nights in May 2026