Close to the beach.Within a 15-minute walk of the vacation home, you'll find Bradenton Beach and Island Gallery West. Palmetto Avenue Beach and Holmes Beach Beaches are also within 2 miles (3 km).
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
Ginny's & Jane E's - 4 min drive
Skinny's Place - 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! 🌊
📍 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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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
Smoking not allowed
Services and conveniences
Housekeeping (on request)
Iron/ironing board
Things to do
Bicycle parking
Bicycle storage
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 organized 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!
Failure to complete these may result in a negative review from the host.
Rules
4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight pa...
Please Remember: Please be a good neighbor by keeping noise to a respectful level during the day and night. Quiet time 10pm-8am Island Wide.
We don't accept reservations from anyone under 25 years old. We don't allow persons under 25 to occupy property unless accompanied by someone over 25
Pets
Pets are welcome
Only dogs are allowed
Maximum 2 (weight limit: 20 lbs per pet)
Service animals are exempt from fees
Children and extra beds
Children are welcome.
Events
No events allowed
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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a private host, not a professional engaged in trade or business. 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. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.
Property is also known as
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Frequently asked questions
How close is Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! to the airport?
This vacation home is 19.1 mi (43-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.
Does Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! have an airport shuttle?
Airport shuttle services are not available at this vacation home.
How close is Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! to the beach?
This vacation home is a short 2-minute walk from Bradenton Beach and 2.2 mi (6-min drive) from Bean Point Beach. Don't forget your sunscreen!
Does Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Pineapple Paradise~WATER SLIDE/Heated Pool & Spa!?
No, there is no casino at this vacation home.
What time is check-in at Pineapple Paradise~WATER SLIDE/Heated Pool & Spa!?
Check-in begins at 4:00 PM.
Is there free parking at Pineapple Paradise~WATER SLIDE/Heated Pool & Spa!?
Free parking is not available at this vacation home.
Does Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! have a pool?
This vacation home features an outdoor pool.
Does Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! have a spa?
There are no spa services available at this vacation home.
How close is Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! to downtown Holmes Beach?
This vacation home is 1.3 mi away from Holmes Beach.
Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! Reviews
Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 5 out of 6 reviews
10 - Excellent
5
Rating 8 - Good. 1 out of 6 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 6 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 6 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 6 reviews
2 - Terrible
0
9.8/10
Cleanliness
Reviews
10/10 Excellent
Jeff I.
Feb 14, 2026
Liked: Cleanliness
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!
Jeff I.
Stayed 7 nights in Feb 2026
10/10 Excellent
John J.
Feb 10, 2026
Liked: Cleanliness
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!
John J.
Stayed 28 nights in Jan 2026
10/10 Excellent
Dawid W.
Nov 8, 2025
Liked: Cleanliness
House had everything and more.Best time for the kids and adults.Really close to the beach.
Dawid W.
Stayed 7 nights in Nov 2025
8/10 Good
Nancy B.
Oct 14, 2025
Liked: Cleanliness
The pool was very nice.
Nancy B.
Stayed 7 nights in Oct 2025
10/10 Excellent
Rachel M.
Oct 8, 2025
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.