Entire home

Pineapple Paradise~WATER SLIDE/Heated Pool & Spa!

Photo gallery for Pineapple Paradise~WATER SLIDE/Heated Pool & Spa!

Outdoor pool, a heated pool
Fridge, microwave, oven, stovetop
Exterior
Smart TV
Interior

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms6 bathrooms335 sq m

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

View map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪2 min walk‬
  • Place, Island Gallery West
    ‪12 min walk‬
  • Place, Holmes Beach Beaches
    ‪17 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪31 min drive‬

Room options

Similar properties

About the area

Holmes Beach

When you stay at this vacation home in Holmes Beach, you'll be near the beach, within a 10-minute drive of Bean Point Beach and Anna Maria Beach. .This vacation home is 11 mi (17.8 km) from IMG Academy and 19.3 mi (31.1 km) from Tampa Bay.

What's nearby

  • Bradenton Beach - 2 min walk - 0.2 km
  • Island Gallery West - 12 min walk - 1.1 km
  • Palmetto Avenue Beach - 15 min walk - 1.3 km
  • Holmes Beach Beaches - 17 min walk - 1.5 km
  • Manatee Public Beach - 3 min drive - 1.8 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 43 min drive

Restaurants

  • ‪The Ugly Grouper - ‬10 min walk
  • ‪Anna Maria Island Beach Cafe - ‬4 min drive
  • ‪The Sandbar Restaurant - ‬4 min drive
  • ‪Skinny's Place - ‬4 min drive
  • ‪Ginny's & Jane E's - ‬4 min drive

About this property

Entire place

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

Pineapple Paradise~WATER SLIDE/Heated Pool & Spa!

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:

🍍 Pineapple Paradise – Water Slide, Heated Pool & Spa! 🌊

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!
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a Smart TV. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
Take advantage of recreational opportunities offered, including an outdoor pool, a hot tub, and a fitness center. This vacation home also features barbecue grills and bike storage.
Featured amenities include laundry facilities and a water dispenser.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster
  • Water dispenser

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 5.5 bathrooms
  • Hair dryer
  • Shower

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 9 kg per pet

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Gravel flooring in public areas
  • Handrails in stairways
  • Smooth flooring in public areas
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Smoke-free property

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board

Things to do

  • Bicycle parking
  • Bicycle storage
  • Gym
  • Heated pool
  • Scuba diving 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)
  • Fire extinguisher

General

  • 100% renewable energy
  • At least 80% lighting from LEDs
  • Bicycle parking
  • Bicycle storage
  • Double-glazed windows
  • Energy-saving switches in guestrooms
  • Garden
  • Housekeeping (on request)
  • Locally-owned and organised tours and activities
  • Recycling
  • Unit size: 3,600 square feet
  • Water dispenser usage encouraged

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 10:00 AM
Contactless check-out available

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

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels and store extra beds
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Thank you for staying with us at Pineapple Paradise! We hope you had the 5-star experience that we strive to provide you!
If you plan to leave before 10am, please let us know so we can schedule the cleaners. There is no need to strip the beds or wash the towels; our cleaning crew will handle that.
Loading the dishwasher would be very helpful. We hope you enjoyed your stay & look forward to hosting you again soon!

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 20 lbs per pet)

Children and extra beds

Children are welcome

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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
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 fire extinguisher
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

We should mention

This property does not have elevators

Property is also known as

690a2d2daca3d9003bda80c7

Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 3 out of 4 reviews
Rating 8 - Good. 1 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Dawid W.

Liked: Cleanliness
House had everything and more.Best time for the kids and adults.Really close to the beach.
Stayed 7 nights in Nov 2025

8/10 Good

Nancy B.

Liked: Cleanliness
The pool was very nice.
Stayed 7 nights in Oct 2025

10/10 Excellent

Rachel M.

Liked: Cleanliness
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.
Stayed 7 nights in Sep 2025

10/10 Excellent

john B.

Liked: Cleanliness

Rental as described

Excellent stay
Stayed 7 nights in Jul 2025