This holiday home places you steps from Bradenton Beach and within a 15-minute stroll of Island Gallery West. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features free WiFi, 5.5 bathrooms and a balcony. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A Smart TV, a coffee/tea maker and a hairdryer are also available. Housekeeping is available on request. .Enjoy the outdoor swimming pool, gym and Hot tub. Added amenities include laundry facilities, a garden and barbecues. .Attractions within a 10-minute drive of this Holmes Beach holiday home include Bean Point Beach and Anna Maria Beach.
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 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
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 and check-out are available
Minimum check-in age - 25
Check-out
Check-out before 10:00 AM
Contactless check-out
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 to 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 rubbish
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 lb 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
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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 and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site 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 all accommodation.
Property is also known as
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Frequently asked questions
Are there any beaches close to Pineapple Paradise~WATER SLIDE/Heated Pool & Spa!?
Yep, Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! is a short 2-minute walk from Bradenton Beach.
Fun beach activities include scuba diving.
Does Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! have a pool?
Take your pick from a heated pool, a pool and a communal pool.
What luxury perks are available at Pineapple Paradise~WATER SLIDE/Heated Pool & Spa!?
Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! features a heated pool, an outdoor pool and 1 hot tub.
What makes Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! a romantic place to stay?
1 hot tub, private pools, and private balconies all help set the scene for a sizzling getaway at Pineapple Paradise~WATER SLIDE/Heated Pool & Spa!.
Is Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! family-friendly?
You bet! With amenities such as laundry facilities, a BBQ and travel cots, it's no surprise that Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! is a winner with our family travellers.
Is there a private hot tub at Pineapple Paradise~WATER SLIDE/Heated Pool & Spa!?
Yep, there is a hot tub.
Is there a free airport shuttle available at Pineapple Paradise~WATER SLIDE/Heated Pool & Spa!?
No, Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! does not offer an airport shuttle service.
What time are check-in & check-out at Pineapple Paradise~WATER SLIDE/Heated Pool & Spa!?
Check-in begins at 4:00 PM. Check-out time is 10:00 AM.
Pineapple Paradise~WATER SLIDE/Heated Pool & Spa! Reviews
Reviews
9.6
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. 3 out of 4 reviews
10 - Excellent
3
Rating 8 - Good. 1 out of 4 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 4 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 4 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 4 reviews
2 - Terrible
0
9.6/10
Cleanliness
Reviews
10/10 Excellent
Dawid W.
8 Nov 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.
14 Oct 2025
Liked: Cleanliness
The pool was very nice.
Nancy B.
Stayed 7 nights in Oct 2025
10/10 Excellent
Rachel M.
8 Oct 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.