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John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach

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A heated pool
Property video
Fridge, microwave, oven, stovetop
Terrace/patio
Exterior

Reviews

10 out of 10
Exceptional

Entire home

4600 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

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

Room options

About the neighborhood

Madeira Beach

This villa places you next to John's Pass Village & Boardwalk and within a 5-minute walk of other popular sights like St. Petersburg - Clearwater Beaches. The villa includes a private pool, a kitchen, and a balcony.
View more Villas in St. Petersburg - ClearwaterOpens in a new window

What's nearby

  • John's Pass Village & Boardwalk - 2 min walk - 0.1 miles
  • St. Petersburg - Clearwater Beaches - 3 min walk - 0.2 miles
  • Hubbards Marina - 3 min walk - 0.2 miles
  • Belleair Beach - 6 min walk - 0.4 miles
  • St. Petersburg Municipal Beach at Treasure Island - 11 min walk - 0.6 miles

Getting around

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

Restaurants

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.
The villa is air-conditioned and features a kitchen and a balcony. Guests can enjoy a Smart TV and stay connected with free WiFi. The bathroom offers hair dryers and bidets. Other standard amenities include a private pool, a washing machine, and a fenced private yard.

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Barefoot Beach Club
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  • Pool
  • Hot tub
  • Kids pool
  • Air conditioning
9.4 out of 10, Exceptional, 1,234 reviews
$239 nightly
The price is $270
May 4 - May 5
Total with taxes and fees
Barefoot Beach Club

Property amenities

Beach

  • On the beach

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the villa: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • 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.
  • Elevator
  • Wheelchair accessibility
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • Near an outlet shopping mall
  • 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
  • Snorkeling 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)
  • First aid kit

General

  • Garden
  • Unit size: 4,600 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

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

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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 there is a carbon monoxide detector on the property
Host has indicated 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Parties and events are allowed on site.
  • Note from host: $2,500 event fee and approval required
  • Onsite safety features include a carbon monoxide detector, a smoke detector, and a first aid kit.

Property is also known as

orp5b72f81x

Frequently asked questions

What is there to do around this villa?

This villa in Madeira Beach is within a 10-minute walk of John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches. You'll also find Hubbards Marina and Belleair Beach less than a mile away.

Is this villa next to a casino?

No, this villa is not connected to a casino.

Will I find an indoor pool at this villa?

No, this villa doesn't have an indoor pool; however, there is a hot tub.

Does this villa offer breakfast?

No, this villa doesn't offer breakfast.

Will this villa allow pets to stay free of charge?

No, pets aren't allowed at this villa.

What is the closest airport to this villa?

The closest major airport to this villa is St. Petersburg, FL (SPG-Albert Whitted), which is 10.9 mi away (27 minutes by car). Another top airport is St. Petersburg-Clearwater Intl. Airport (PIE), which is located 18.7 mi away (37-minute drive).

John’s Pass|Sleeps 41|Heated Pool+Hot Tub|360° Water Views|Across Beach Reviews

Reviews

10

Exceptional

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

10/10

Cleanliness

Reviews

10/10 Excellent

Tripp T.

Liked: Cleanliness
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

10/10 Excellent

Kimberly K.

Liked: Cleanliness
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