Summary:
🌴 Make the most of days outdoors at Pineapple Paradise, with a heated pool, waterslide, waterfall grotto, and spa. Gather by the poolside bar, enjoy a game together, or take in Gulf views from the rooftop deck. Spacious indoor and outdoor living areas keep everyone comfortable between beach outings.
The Space:
Pineapple Paradise – Water Slide, Heated Pool and Spa.
VRC #: VRC19-000039
Welcome to Pineapple Paradise, an exceptional 4-bedroom, 6.5-bath luxury retreat just steps from the beach and designed for unforgettable island fun. Perfect for families, couples, and multi-generational groups, this owner-managed home features an incredible backyard water paradise and a rooftop deck with Gulf views .
Top Highlights
• Private heated pool with water slide and spa
• Waterfall grotto and poolside bar
• Rooftop deck with Gulf views
• Outdoor living, dining and grill
• Foosball, ping pong and Connect 4
• Steps to the beach and near Pine Avenue
• Owner managed for a personal touch
Stylish and Spacious Interior
Inside, hardwood floors and charming coastal décor create a serene island atmosphere. The well-equipped kitchen features modern appliances, ample cookware, island seating, and a formal dining table—perfect for shared meals . After a day of adventure, relax on the plush sofas and enjoy movie night .
Private Suites and Flexible Sleeping
Ideal for large groups, each bedroom offers privacy and comfort:
• Primary Suite (3rd Floor): King bed, private balcony, rooftop access, ensuite with double vanity and walk-in shower
• 3 King Guest Suites: Each with private balcony, TV, and ensuite bath
• Loft (3rd Floor): 4 twin bunk beds + 2 full bathrooms—perfect for kids
A half bath and laundry room are conveniently located downstairs .
Ultimate Outdoor Oasis
Step outside to your own tropical playground featuring a heated pool, in-ground spa, thrilling water slide, and waterfall grotto . Enjoy poolside dining, fire up the grill, or relax at the bar with a TV—perfect for entertaining day or night .
📍 ISLAND LOCATION
Located near the beach and just minutes from Pine Avenue’s charming shops and restaurants, everything is easily accessible by bike or the free AMI trolley .
Come experience island luxury, endless fun, and laid-back vibes at Pineapple Paradise—your dream vacation starts here.
Guest Access:
🔑 Guest Access
Guests have full access to the entire home, including a private heated poo/spa, waterslide, and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space. 🌴
The Neighborhood:
📍 The Neighborhood
Enjoy Holmes Beach on Anna Maria Island, with Gulf beaches and local island shops and dining. Explore the island’s three communities—Anna Maria, Holmes Beach, and Bradenton Beach—at your own pace.
Getting Around:
🚗 Getting Around
Use the arrival directions provided before check-in and follow the parking instructions for this property. Use designated public beach access points and marked crossings when heading to the beach.
Other Things to Note:
🧻 Starter Supplies
To help you get settled in, we provide a complimentary starter supply of essentials upon arrival:
☼ Two (2) rolls of toilet paper per bathroom
☼ One (1) roll of paper towels in the kitchen
☼ Two (2) dishwasher pods
☼ One (1) small bottle of dish soap
☼ One (1) trash bag per trash can
☼ Shampoo, conditioner, and body wash in every bathroom
Additional supplies may be needed depending on the length of your stay.
🏖️ BEACH AMENITIES INCLUDED
☼ Every home is stocked with beach essentials for your convenience:
☼ Beach towels for all registered guests
☼ Beach wagon
☼ 4 beach chairs
☼ Beach umbrella
☼ Cooler
☼ 🐾 Pet Policy
Dogs only with prior approval.
☼ Maximum 25 pounds per dog
☼ Non-shedding breeds only
☼ $200 pet fee per stay for approved dogs
Cats and other animals are not permitted.
🚗 Parking
Parking is available for up to 6 vehicles in the driveway. Please coordinate with your group before arrival, as overnight parking is not available for additional vehicles.
👤 Age Requirement
We do not accept reservations from guests under 25 years of age. At least one guest occupying the property must be 25 years of age or older.
🤫 Noise Ordinance
This home is located in a residential neighborhood. Please be respectful of neighboring properties and comply with local noise ordinances.
☼ Additional Property Information
Quiet hours: 10:00 PM to 8:00 AM.
At least one guest must be 25 years of age or older and remain at the property throughout the reservation.
Interaction with Guests:
💬 Here to Help
Please message us through your booking platform with questions before or during your stay. Our team can help with property information, local recommendations, and anything that needs attention at the home.