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Pineapple Paradise~WATER SLIDE/ Heated Pool & Spa!
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Reviews
9.69.6 out of 10
Exceptional
Entire home
Popular amenities
- Dryer
- Washer
- Pet friendly
- Hot Tub
- Gym
- Air conditioning
Explore the area

Holmes Beach, Florida
- Bradenton BeachPlace, Bradenton Beach2 min walk
- Island Gallery WestPlace, Island Gallery West12 min walk
- Holmes Beach BeachesPlace, Holmes Beach Beaches17 min walk
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)31 min drive
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About the neighborhood
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 - 0.1 miles
- Island Gallery West - 12 min walk - 0.7 miles
- Palmetto Avenue Beach - 15 min walk - 0.8 miles
- Holmes Beach Beaches - 17 min walk - 0.9 miles
- Manatee Public Beach - 3 min drive - 1.1 miles
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:
Enjoy the waterslide heated pool home! Perfect for adults & kids of all ages. Owner managed. This exceptional 4 bed, 6 & 1/2 bath vacation home is just a few steps away from the beach. To provide guests with an unforgettable experience, we have designed this house with a perfect backyard for entertaining & an incredible rooftop deck that offers stunning views of the Gulf!
• Owner Managed
• Rooftop deck
• Private pool with waterslide & spa
• Outdoor living space
• Foosball/Ping Pong
• Connect 4
The Space:
The interior has hardwood floors and charming decor throughout, creating a serene and peaceful atmosphere. The kitchen has a complete range of modern appliances, as well as a variety of pots, pans, utensils, and dishware to ensure that every meal is a hit. There is seating available at the kitchen island and the formal dining table. After a day of sightseeing, guests can relax with a movie and snuggle up on one of the comfortable sofas.
This home is perfect for those traveling with multiple couples or big families. The primary bedroom is on the third floor and has a private balcony providing access to the rooftop deck. It also has an ensuite bathroom with a walk-in shower and a double vanity. With three guest King bedrooms, each featuring a private ensuite bathroom, balcony access, and television, everyone can relax in their own space. The upper loft area adds extra sleeping space with four cozy bunk beds and two additional bathrooms, one with a walk-in shower and the other with a shower and tub combo. The half bath and laundry room can be found downstairs.
Room Details
-Primary Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with a double vanity and walk-in shower
-Second Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with a double vanity and walk-in shower
-Third Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with a double vanity and walk-in shower
-Fourth Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with a double vanity and shower and tub combo
-Loft, 3rd floor: 4 sets of Twin bunks
The outdoor space is a private paradise with a spectacular heated pool with an in-ground spa, a thrilling water slide, and a beautiful waterfall grotto. The patio has an outdoor dining area and a grill for hosting barbecues and a bar complete with a poolside TV!
Pineapple Paradise is located near the beach and is in close proximity to the popular Pine Avenue, known for its quaint island shops and restaurants. You will find that everything is easily accessible either by a short bike ride or by using the free Anna Maria Island trolley. Come and unwind in this beautiful paradise and enjoy the island life!
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:
For your convenience, the home includes 6 beach chairs, a beach cart, a beach umbrella, and all the bath towels, beach towels, and linens you'll need—everything ready for a relaxing stay!
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 parking available for additional vehicles.
Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property."
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!
Enjoy the waterslide heated pool home! Perfect for adults & kids of all ages. Owner managed. This exceptional 4 bed, 6 & 1/2 bath vacation home is just a few steps away from the beach. To provide guests with an unforgettable experience, we have designed this house with a perfect backyard for entertaining & an incredible rooftop deck that offers stunning views of the Gulf!
• Owner Managed
• Rooftop deck
• Private pool with waterslide & spa
• Outdoor living space
• Foosball/Ping Pong
• Connect 4
The Space:
The interior has hardwood floors and charming decor throughout, creating a serene and peaceful atmosphere. The kitchen has a complete range of modern appliances, as well as a variety of pots, pans, utensils, and dishware to ensure that every meal is a hit. There is seating available at the kitchen island and the formal dining table. After a day of sightseeing, guests can relax with a movie and snuggle up on one of the comfortable sofas.
This home is perfect for those traveling with multiple couples or big families. The primary bedroom is on the third floor and has a private balcony providing access to the rooftop deck. It also has an ensuite bathroom with a walk-in shower and a double vanity. With three guest King bedrooms, each featuring a private ensuite bathroom, balcony access, and television, everyone can relax in their own space. The upper loft area adds extra sleeping space with four cozy bunk beds and two additional bathrooms, one with a walk-in shower and the other with a shower and tub combo. The half bath and laundry room can be found downstairs.
Room Details
-Primary Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with a double vanity and walk-in shower
-Second Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with a double vanity and walk-in shower
-Third Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with a double vanity and walk-in shower
-Fourth Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with a double vanity and shower and tub combo
-Loft, 3rd floor: 4 sets of Twin bunks
The outdoor space is a private paradise with a spectacular heated pool with an in-ground spa, a thrilling water slide, and a beautiful waterfall grotto. The patio has an outdoor dining area and a grill for hosting barbecues and a bar complete with a poolside TV!
Pineapple Paradise is located near the beach and is in close proximity to the popular Pine Avenue, known for its quaint island shops and restaurants. You will find that everything is easily accessible either by a short bike ride or by using the free Anna Maria Island trolley. Come and unwind in this beautiful paradise and enjoy the island life!
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:
For your convenience, the home includes 6 beach chairs, a beach cart, a beach umbrella, and all the bath towels, beach towels, and linens you'll need—everything ready for a relaxing stay!
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 parking available for additional vehicles.
Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property."
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 transportation
- Onsite parking options include a garage
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Microwave
- Oven
- Refrigerator
- Stovetop
- 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
- 2 pets total (up to 20 lbs 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
- Smoking not allowed
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 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 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
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
We should mention
This property does not have elevators