Pineapple Paradise ~ Pool Slide ~ Rooftop

Top rated by guests
Exterior
Bathroom
Bathroom
Bathroom 2 — glass-enclosed shower
Bathroom
review stars
9.8Outstanding
(10 Ratings)
"The house was perfect for all 9 of us! Spacious, clean, everything we needed and more, the pool area was a lot of fun and the walk to the beach was very close! Would definitely rent again"
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9.8 / 10
Outstanding(10 Ratings)

House in Holmes Beach, FL

8 guests · 4 bedrooms · 5 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

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.

Amenities at Pineapple Paradise ~ Pool Slide ~ Rooftop

Non-smoking
Pets allowed
Family friendly

Map of Holmes Beach, FL

city location on map

Ratings and reviews

9.8 / 10
Outstanding(10 Ratings)
10 / 10Outstanding·Jun 2026
The house was perfect for all 9 of us! Spacious, clean, everything we needed and more, the pool area was a lot of fun and the walk to the beach was very close! Would definitely rent again
10 / 10Outstanding·Jun 2026
Great experience overall.
10 / 10Outstanding·Jun 2026
I cannot say enough positive things about this rental. It was truly amazing and had everything you could possibly need, just like being at home. The location was perfect, with less than a one minute walk to the beach. My family and I had absolutely no complaints and enjoyed every minute of our stay. It was a wonderful vacation experience from start to finish.
10 / 10Outstanding·May 2026
We had a small hiccup upon arrival, but Jen handled it right away—such great service! The home itself is absolutely beautiful, with plenty of space for everyone to relax comfortably. The pool was perfect for unwinding, and we loved how it was just a short walk to the public beach access. Booking was easy and seamless from start to finish.We can’t wait to come back—AMI truly is an amazing destination! Thank you, Jen, for being such a wonderful host and making our stay so enjoyable.

$$$$
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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Pineapple Paradise ~ Pool Slide ~ Rooftop. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Pineapple Paradise ~ Pool Slide ~ Rooftop pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Pineapple Paradise ~ Pool Slide ~ Rooftop?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.