Luxury Vacation Rentals with a Private Pool in Orlando

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 264 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in Orlando

Townhome in Orlando

4 bedrooms•3 baths

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Townhome in Orlando

4 bedrooms•3 baths

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Townhome in Orlando

5 bedrooms•4 baths

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VOR4596TD: 6 Bed, Marine Magic, Gaming Loft

Home in Orlando

6 bedrooms•6 baths

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Townhome in Orlando

4 bedrooms•3 baths

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Townhome in Orlando

4 bedrooms•3 baths

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VOR4620TD: 6 Bed, Marine Magic, Gaming Loft

Home in Orlando

6 bedrooms•6 baths

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Townhome in Orlando

5 bedrooms•4 baths

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Welcome to private poolside luxury in Orlando

Elevate your Orlando escape with Wander, where hotel-grade service meets the privacy of your own address. Explore our collection of luxury private-pool vacation rentals in Orlando, Florida, each home verified for beauty, consistency, and flawless operation.

Picture crystal-blue pools designed for all-day lounging, sun shelves and spillover spas, plus outdoor kitchens and covered lanais for effortless alfresco living. Inside, find plush suites, smart home tech, theater rooms or game lofts, ultra fast WiFi, and quiet workspaces that make travel feel easy.

With pristine cleaning and 24/7 concierge, every detail is handled before you arrive. Spread out, switch off, and enjoy a private poolside retreat that feels made just for you.

Featured private pool vacation rentals in Orlando

VOR5539AA: 9 Bed, Candy Land, Gamer's Paradise, Theater

Home in Orlando

9 bedrooms•5 baths

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VOR5439CD: 9 Bed, Marine Magic, Gamer's Paradise, Theater

Home in Orlando

9 bedrooms•5 baths

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VOR5623AA: 6 Bed, Gamer's Paradise, Theater

Home in Orlando

6 bedrooms•6 baths

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VOR5587AA: 9 Bed, Wizarding Wonderland, Toy Box, Theater

Home in Orlando

9 bedrooms•5 baths

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VOR5659AA: 9 Bed, Wizarding Wonderland, Toy Box, Theater

Home in Orlando

9 bedrooms•5 baths

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VOR5433CD: 9 Bed, Volcano, Enchanted Castle, Theater

Home in Orlando

9 bedrooms•5 baths

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VOR5415CD: 9 Bed, Wizarding Wonderland, Gamer's Paradise, Theater

Home in Orlando

9 bedrooms•5 baths

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VOR5451CD: 9 Bed, Wizarding Wonderland, Gamer's Paradise, Theater

Home in Orlando

9 bedrooms•5 baths

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All homes in Orlando

Townhome in Orlando

4 bedrooms•3 baths

New

Townhome in Orlando

4 bedrooms•3 baths

New

Townhome in Orlando

5 bedrooms•4 baths

New

Home in Orlando

6 bedrooms•6 baths

New

Townhome in Orlando

4 bedrooms•3 baths

New

Townhome in Orlando

4 bedrooms•3 baths

New

Home in Orlando

6 bedrooms•6 baths

New

Townhome in Orlando

5 bedrooms•4 baths

New

View all homes

Highlights in Orlando

Discover a world of enchantment and thrilling adventures at the theme park capital of the world, offering magical experiences for all.

Walt Disney World® Resort

Universal Orlando Resort

SeaWorld® Orlando

Kennedy Space Center Visitor Complex

ICON Park®

Gatorland

Discovery Cove

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

Most popular amenities for private pool vacation rentals in Orlando

Outdoor pool (264)

Gym (264)

Basketball Court (264)

More popular private pool destinations near Orlando

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Private pool vacation rentals in Siesta Key

Private pool vacation rentals in West Palm Beach

Other popular amenities & vacation types in Orlando

Lakefront vacation rentals in Orlando

Family vacation rentals in Orlando

Hot tub vacation rentals in Orlando

Discover more beyond the pool in Orlando

Sunshine nearly every day of the year sets the tone in Orlando. Thrill-filled parks bring the excitement, while championship golf, sparkling lakes, and nearby freshwater springs add space to slow down and reset.

Beyond the headliners, the city rewards wanderers with designer shopping, renowned performing arts, and a dining scene that spans global flavors to chef-driven standouts. Travel is a breeze thanks to a modern airport, smooth highways, and mild winters that keep plans on track.

All of this makes Orlando a standout for families, friends, and work trips alike, which is why Wander’s luxury private-pool vacation rentals in Orlando are the perfect choice, whether you’re traveling for work or leisure.

FAQs: Vacation Rentals in Orlando

Why should I book a Wander in Orlando over other private pool vacation rentals?

Wander offers a level of consistency and quality you won’t find with most private pool vacation rentals.

Every home in Orlando delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular private pool vacation rentals in Orlando?

Some of our most popular private pool vacation rentals in Orlando include VOR4581TD: 4 Bed, Dragon's Den, Pool, VOR4689TD: 4 Bed, Robot Warriors, Pool, and VOR4593TD: 5 Bed, Game On, Pool. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different private pool vacation rentals does Wander have available in Orlando?

Wander offers 264 private pool vacation rentals in Orlando, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s private pool vacation rentals in Orlando?

You can check-in to Wander private pool vacation rentals in Orlando after 4.00pm and check-out before 10.00am.

Do Wander’s private pool vacation rentals in Orlando have WiFi access?

Yes. Every Wander home in Orlando has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.