Entire home

Pineapple Paradise~WATER SLIDE/ Heated Pool & Spa!

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

Pool
Exterior
Room
Room
Room
4 bedrooms5 bathroomsSleeps 102875 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pet-friendly
  • Hot tub
  • Air conditioning

Explore the area

Map
Holmes Beach, FL
  • Manatee Public Beach
    ‪3 min drive‬
  • Bean Point Beach
    ‪7 min drive‬
  • Anna Maria Beach
    ‪8 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!

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
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 9 kg per pet (limit 2 pets total)
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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.
4 cars maximum are able to park at the home.
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

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.
Map
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

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 47 min drive

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

Does Pineapple Paradise~WATER SLIDE/ Heated Pool & Spa! have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Pineapple Paradise~WATER SLIDE/ Heated Pool & Spa! pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 9 kg per pet.

What time is check-in at Pineapple Paradise~WATER SLIDE/ Heated Pool & Spa!?

Check-in begins at 4:00 PM.

What time is check-out at Pineapple Paradise~WATER SLIDE/ Heated Pool & Spa!?

Checkout is at 10:00 AM.

Where is Pineapple Paradise~WATER SLIDE/ Heated Pool & Spa! located?

This family-friendly Holmes Beach holiday home is within a 15-minute walk of Bradenton Beach and Island Gallery West. Holmes Beach Beaches and Manatee Public Beach are also within 2 miles (3 km).

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About the host

Hosted by Jennifer Kaleta

Host profile image
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.

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.

Languages:

English
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