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





4 bedrooms 5 bathrooms Sleeps 10 2875 sq ft
Popular amenities
Explore the area

Holmes Beach, FL
- Manatee Public Beach3 min drive
- Bean Point Beach7 min drive
- Anna Maria Beach8 min drive
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)34 min drive
Rooms & beds
4 bedrooms (sleeps 10)
Master King Bedroom #1
1 King Bed
Master King Bedroom #2
1 King Bed
Master King Bedroom #3
1 King Bed
Master King Bedroom #4
1 King Bed
Office 1
4 Single Bunk Beds
5 bathrooms
Guest Bathroom #5
Towels provided · Bathtub or shower · Toilet · Hair dryer
Master Bathroom #1
Towels provided · Toilet · Shower only · Hair dryer
Master Bathroom #2
Towels provided · Toilet · Shower only · Hair dryer
Master Bathroom #3
Towels provided · Toilet · Shower only · Hair dryer
Master Bathroom #4
Towels provided · Toilet · Shower only · Hair dryer
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area
About this property
Pineapple Paradise~WATER SLIDE/ Heated Pool & Spa!
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 and an incredible rooftop deck that offers stunning views of the Gulf!
• Waterslide
• Rooftop deck
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!
• Waterslide
• Rooftop deck
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!
Property manager
Jennifer Kaleta
Languages
English
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washer
Dryer
Pet-friendly
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 9 kg per pet (limit 2 pets total)
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
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! 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.
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
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 and a deadlock
We should mention
This property does not have any lifts
About the area
Holmes Beach
Holmes Beach is home to this holiday home. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. Travelling with kids? Consider Fish Hole Adventure Golf, or check out an event or a game at LECOM Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Holmes Beach, FL
What's nearby
- Bradenton Beach - 2 min walk - 0.2 km
- Holmes Beach Beaches - 17 min walk - 1.5 km
- Manatee Public Beach - 3 min drive - 1.8 km
- Bean Point Beach - 7 min drive - 4.1 km
- Anna Maria Beach - 8 min drive - 4.8 km
Getting around
Restaurants
- Anna Maria Island Beach Cafe - 4 min drive
- Rod and Reel Pier - 7 min drive
- Two Scoops - 6 min drive
- Sandbar Seafood & Spirits - 4 min drive
- The Waterfront Restaurant - 6 min drive
Frequently asked questions
Reviews
Reviews
No reviews yet
Be the first to leave a review for this property after your stay.
About the host
Hosted by Jennifer Kaleta

My name is Jennifer and I am a mom to 5 kids. I have lived on Anna Maria for the last 20 years! All of the homes are my site are my own homes that I self manage. I love self managing the homes to make sure that you get the ultimate vacation that you are paying for and that you deserve! Whether it is recommendations, questions, or anything that may arise I am personally here for you 24/7.
Why they chose this property
I chose this vacation rental because of its unbeatable location—just 1.5 blocks from the beach, or a 2-minute walk to the sand and surf. It offers the perfect balance of convenience and comfort: close enough to enjoy spontaneous beach trips, yet nestled in a quiet, welcoming neighborhood that feels like a true getaway.
Whether it's morning walks along the shoreline, sunset views, or quick trips back to freshen up, the proximity makes beach life easy and enjoyable. The neighborhood also has a relaxed, local vibe with nearby cafes, shops, and everything you need within walking distance—making it ideal for both relaxation and adventure.
Whether it's morning walks along the shoreline, sunset views, or quick trips back to freshen up, the proximity makes beach life easy and enjoyable. The neighborhood also has a relaxed, local vibe with nearby cafes, shops, and everything you need within walking distance—making it ideal for both relaxation and adventure.
What makes this property unique
What Makes This Property One of a Kind
Welcome to your perfect beach getaway—just 1.5 blocks from the sand and packed with amenities that make this vacation home truly unique. Whether you're planning a family trip, group retreat, or coastal escape with friends, this property offers something for everyone:
🌊 Steps from the beach – Only a 2-minute walk to the shore for sun, surf, and sunsets.
💦 Heated pool and spa – Relax and unwind in your own private oasis after a day in the sun.
🎉 Private waterslide – A favorite for kids and kids at heart—make a splash without ever leaving home.
🏓 Game-ready fun – Challenge your group to friendly matches of ping pong or foosball in the game area.
🛏 En-suite bathrooms in every bedroom – Enjoy privacy and comfort with a full bathroom in each sleeping space.
🧺 Professional linen service – Arrive to crisp sheets, plush towels, and fresh, hotel-quality bedding.
🚎 Trolley stop at the end of the road – Hop on for easy, car-free access to local shops, restaurants, and attractions.
From unbeatable location to resort-style amenities, this home offers the ultimate blend of convenience, comfort, and fun—all just steps from the beach.
Welcome to your perfect beach getaway—just 1.5 blocks from the sand and packed with amenities that make this vacation home truly unique. Whether you're planning a family trip, group retreat, or coastal escape with friends, this property offers something for everyone:
🌊 Steps from the beach – Only a 2-minute walk to the shore for sun, surf, and sunsets.
💦 Heated pool and spa – Relax and unwind in your own private oasis after a day in the sun.
🎉 Private waterslide – A favorite for kids and kids at heart—make a splash without ever leaving home.
🏓 Game-ready fun – Challenge your group to friendly matches of ping pong or foosball in the game area.
🛏 En-suite bathrooms in every bedroom – Enjoy privacy and comfort with a full bathroom in each sleeping space.
🧺 Professional linen service – Arrive to crisp sheets, plush towels, and fresh, hotel-quality bedding.
🚎 Trolley stop at the end of the road – Hop on for easy, car-free access to local shops, restaurants, and attractions.
From unbeatable location to resort-style amenities, this home offers the ultimate blend of convenience, comfort, and fun—all just steps from the beach.
Languages:
English
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