Pineapple Paradise~WATER SLIDE/Heated Pool & Spa!

Holmes Beach, Florida
$1466 avg/night
Bed 4

Bed

Bath 5

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Summary:

Pineapple Paradise is a 4BR/6.5BA luxury home just steps from the beach, perfect for families and groups ☀️. Enjoy a heated pool with water slide, spa, waterfall grotto, poolside bar, games, and a rooftop deck with Gulf views . Featuring 4 king suites, a bunk loft, spacious indoor/outdoor living, and a prime location near Pine Avenue, this owner-managed retreat offers the ultimate Anna Maria Island escape ️ .



The Space:

PineappleParadise – Water Slide, Heated Pool & Spa!

207 65th St, Holmes Beach

✅ 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 stunning Gulf views ☀️ .



✨ Top Highlights

• Private heated pool with water slide & spa

• Waterfall grotto & poolside bar

• Rooftop deck with Gulf views

• Outdoor living, dining & grill

• Foosball, ping pong & Connect 4

• Steps to the beach & near Pine Avenue ️

• Owner managed for a personal touch



Stylish & Spacious Interior

Inside, hardwood floors and charming coastal décor create a serene island atmosphere. The fully stocked 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 & 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 & 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 .



Prime 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:

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.



Other Things to Note:

️ Beach-Ready Convenience

To make your stay effortless, the home is fully stocked with 6 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️



Parking Information

Parking is available for up to 4 vehicles maximum. Please plan ahead and coordinate with your group accordingly.



Friendly Island Reminder

This home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere



Interaction with Guests:

If you need anything during your stay, I’m here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    2 Total (up To 20 Lbs Per Pet) Pet Friendly Welcoming Dogs Only
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Double-glazed Windows Energy-saving Switches Recycling Renewable Energy Used Unit Size: 3600 Sq Ft (335 Sq M) Uses Some LED Lighting
  • KITCHEN

    Blender Coffee/tea Maker Dishwasher Electric Kettle Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Coin Laundry Washing Machine And Dryer
  • PARKING

    Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Balcony Barbecue Grill Garden
  • POOL/SPA

    Heated Pool Hot Tub Outdoor Pool Private Pool Shared/communal Pool
  • BATHROOMS

    5.5 Bathrooms Hair Dryer Shampoo Shower
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fitness Facilities Nearby Scuba Diving Nearby
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Gravel Flooring In Public Areas Handrails In Stairways If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Smooth Flooring In Public Areas Tile Flooring In Public Areas Upper Floors Accessible By Stairs Only

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Jeff I.

    Submitted Feb 14, 2026

    Stayed Feb 7, 2026

    We had such a good time at the Pineapple Paradise! Great location, awesome pool, spa and water slide. Our host Jennifer was very great and ensured the house had everything we needed. Definitely would stay here again!

  • John J.

    Submitted Feb 10, 2026

    Stayed Jan 10, 2026

    We enjoyed our stay at Pineapple Paradise! Jennifer was very helpful and accommodating-we had a minor maintenance need when we arrived and Jen had someone there within the hour to address. The home is very nicely decorated throughout giving you the feeling of vacation and relaxation. Kitchenware is plentiful with everything we needed for eating in. And the pool with the slide and hot tub is pretty cool too! Very short walk to beach - great location!

  • Dawid W.

    Submitted Nov 8, 2025

    Stayed Nov 1, 2025

    House had everything and more.Best time for the kids and adults.Really close to the beach.

  • Nancy B.

    Submitted Oct 14, 2025

    Stayed Oct 4, 2025

    The pool was very nice.

  • Rachel M.

    Submitted Oct 8, 2025

    Stayed Sep 20, 2025

    Our favorite house! It was perfect for multiple families staying together. So much space for the kids and the pool was a huge hit with everyone.

  • john B.

    Submitted Jul 21, 2025

    Stayed Jul 12, 2025

    Excellent stay

Your dates are Available!

Total

Includes taxes and fees
$1,466+
View details