Pineapple Harbor Villa

Pineapple Harbor Villa Unwind in style at Pineapple Harbor Villa.

A 6-bedroom retreat with private pool, hot tub, full kitchen & resort clubhouse access—ideal for family reunions, group getaways & magical Disney vacations.

Wander often. Wonder always.Today is all about slowing down, taking the scenic route, and enjoying the little moments al...
06/28/2026

Wander often. Wonder always.

Today is all about slowing down, taking the scenic route, and enjoying the little moments along the way.

Whether it's a morning stroll around the neighborhood, a walk by the pool, or simply taking time to appreciate where you are, sometimes the best memories happen when you're not rushing.

✨ Vacation isn't just about where you go it's about how you experience it.

Take your time. Explore. Relax.

There's so much to enjoy beyond the villa ✨From beautiful beaches and local restaurants to family-friendly activities an...
06/27/2026

There's so much to enjoy beyond the villa ✨

From beautiful beaches and local restaurants to family-friendly activities and hidden gems, your getaway is more than just where you stay — it's everything waiting around you.

Whether you're looking for adventure, great food, or a relaxing day out, there's something for everyone nearby.

Which spot would you visit first? 👇

📍 Save this for your next trip.

Work hard. Vacation harder. ☀️The emails can wait.The deadlines will still be there.But moments like these? They're wort...
06/25/2026

Work hard. Vacation harder. ☀️

The emails can wait.
The deadlines will still be there.

But moments like these? They're worth making time for.

Whether you're dreaming about your next family getaway or planning a much-needed escape, consider this your reminder that rest is productive too.

✨ You deserve something to look forward to.

📩 DM us to start planning your next stay.

Give Dad the getaway he Dad spends all year making memories for everyone else.This Father's Day, give him a chance to ma...
06/21/2026

Give Dad the getaway he Dad spends all year making memories for everyone else.

This Father's Day, give him a chance to make a few for himself. ❤️

A relaxing poolside afternoon.
A family BBQ.
A weekend away with the people who matter most.

Because the best gift isn't another tie or coffee mug...

It's quality time together.

𝗛𝗮𝗽𝗽𝘆 𝗙𝗮𝘁𝗵𝗲𝗿'𝘀 𝗗𝗮𝘆 𝘁𝗼 𝗮𝗹𝗹 𝘁𝗵𝗲 𝗮𝗺𝗮𝘇𝗶𝗻𝗴 𝗱𝗮𝗱𝘀!

📩 DM us to plan your next family getaway.

.

Step inside and take a look around ✨From cozy bedrooms to thoughtfully designed spaces, every corner of Pineapple Harbor...
06/20/2026

Step inside and take a look around ✨

From cozy bedrooms to thoughtfully designed spaces, every corner of Pineapple Harbor Villa was made for relaxing, reconnecting, and creating memories.

Because sometimes the little details are what make a vacation unforgettable.

Which room would you claim first? 👇

𝗗𝗠 𝘂𝘀 𝗳𝗼𝗿 𝗮𝘃𝗮𝗶𝗹𝗮𝗯𝗶𝗹𝗶𝘁𝘆 𝗮𝗻𝗱 𝘂𝗽𝗰𝗼𝗺𝗶𝗻𝗴 𝗱𝗮𝘁𝗲𝘀.

Sundays were made for slowing down ✨No alarms.No deadlines.No rush.Just a quiet morning, a comfortable spot to unwind, a...
06/18/2026

Sundays were made for slowing down ✨

No alarms.
No deadlines.
No rush.

Just a quiet morning, a comfortable spot to unwind, and time to enjoy the moment.

Whether you're reading a book, sipping your favorite drink, or simply enjoying the sunshine, this is what relaxation looks like.

𝗧𝗮𝗸𝗲 𝗶𝘁 𝗲𝗮𝘀𝘆 𝘁𝗼𝗱𝗮𝘆.

📍 Pineapple Harbor Villa

✨ 𝗛𝗲𝗿𝗲 𝗮𝗿𝗲 𝟱 𝗿𝗲𝗮𝘀𝗼𝗻𝘀 𝗴𝘂𝗲𝘀𝘁𝘀 𝗹𝗼𝘃𝗲 𝘀𝘁𝗮𝘆𝗶𝗻𝗴 𝗮𝘁 𝗣𝗶𝗻𝗲𝗮𝗽𝗽𝗹𝗲 𝗛𝗮𝗿𝗯𝗼𝗿 𝗩𝗶𝗹𝗹𝗮.From relaxing pool days to quality time with family a...
06/16/2026

✨ 𝗛𝗲𝗿𝗲 𝗮𝗿𝗲 𝟱 𝗿𝗲𝗮𝘀𝗼𝗻𝘀 𝗴𝘂𝗲𝘀𝘁𝘀 𝗹𝗼𝘃𝗲 𝘀𝘁𝗮𝘆𝗶𝗻𝗴 𝗮𝘁 𝗣𝗶𝗻𝗲𝗮𝗽𝗽𝗹𝗲 𝗛𝗮𝗿𝗯𝗼𝗿 𝗩𝗶𝗹𝗹𝗮.

From relaxing pool days to quality time with family and friends, every stay is designed to help you slow down and enjoy the moments that matter most.

Which one is your favorite? 👇

📩 DM us to learn more about available dates.

Coffee in hand.Sunshine on your face.And not a single thing on your schedule.The best mornings are the slow ones.Take yo...
06/14/2026

Coffee in hand.

Sunshine on your face.

And not a single thing on your schedule.

The best mornings are the slow ones.

Take your time, soak up the sunshine, and enjoy the peaceful moments that make vacation feel like vacation.

Poolside mornings just hit different.

✨ 𝗦𝗮𝘃𝗲 𝘁𝗵𝗶𝘀 𝗳𝗼𝗿 𝘆𝗼𝘂𝗿 𝗻𝗲𝘅𝘁 𝗴𝗲𝘁𝗮𝘄𝗮𝘆.
D𝗠 𝘂𝘀 𝗳𝗼𝗿 𝗮𝘃𝗮𝗶𝗹𝗮𝗯𝗶𝗹𝗶𝘁𝘆.

☀️ Hello, June!Longer days, warmer weather, and the perfect excuse to plan your next escapeWhether you're looking for a ...
06/12/2026

☀️ Hello, June!

Longer days, warmer weather, and the perfect excuse to plan your next escape

Whether you're looking for a peaceful retreat, a family vacation, or a summer getaway with friends, Pineapple Harbor is ready to welcome you.

🏊 Relaxing pool
🏡 Comfortable villa living

Your tropical escape is waiting.

𝗗𝗠 𝘂𝘀 𝗳𝗼𝗿 𝗮𝘃𝗮𝗶𝗹𝗮𝗯𝗶𝗹𝗶𝘁𝘆 𝗮𝗻𝗱 𝘂𝗽𝗰𝗼𝗺𝗶𝗻𝗴 𝘀𝘂𝗺𝗺𝗲𝗿 𝗱𝗮𝘁𝗲𝘀.

"Great place. Easy to work with hosts, great house. Highly recommend." — JonathanThe kind of review that says everything...
05/29/2026

"Great place. Easy to work with hosts, great house. Highly recommend." — Jonathan
The kind of review that says everything without needing to say much.

Easy process. Great space. Hosts who make it simple from start to finish. That is the standard we hold every stay to.
And Jonathan's pro tip? Heat the pool. Trust us, the hot tub alone is worth it.

𝗟𝗶𝗻𝗸 𝗶𝗻 𝗯𝗶𝗼 𝘁𝗼 𝗯𝗼𝗼𝗸 𝘆𝗼𝘂𝗿 𝗢𝗿𝗹𝗮𝗻𝗱𝗼 𝘃𝗶𝗹𝗹𝗮.

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Orlando, FL
32830

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