Luxury Vacation Rentals with a Private Pool in Oakland Park

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 13 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in Oakland Park

Private Paradise, Pool/BBQ/Gazebo

2 bedrooms•1 bath

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~$50 less than other sites

Waterfront Escape w Pool, Dockside Lounge & Games

3 bedrooms•3 baths

•

~$55 less than other sites

Michael 1

2 bedrooms•2 baths

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New

~$95 less than other sites

Waterfront Serenity, Heated Pool & BBQ, Koi Pond

3 bedrooms•2 baths

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~$65 less than other sites

Casa De Bananas - pool

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New

~$75 less than other sites

Galen & Michael's Home

4 bedrooms•3 baths

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New

~$155 less than other sites

Family Beach Home. Pool & BBQ

4 bedrooms•2 baths

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~$55 less than other sites

Matt's House

3 bedrooms•3 baths

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New

~$100 less than other sites

Welcome to private poolside luxury in Oakland Park

Experience Wander’s collection of luxury private-pool vacation rentals in Oakland Park, where South Florida sunshine meets total privacy. Each home is beautifully designed, pristinely maintained, and supported by 24/7 concierge so you can arrive relaxed and stay that way.

Swim in your own heated pool, sink into spa-level suites, and entertain on landscaped patios with outdoor kitchens and lounge seating. Inside, expect chef-grade appliances, plush linens, smart home controls, dedicated workspaces, ultra fast WiFi, and fitness options that make it easy to blend work and play.

Available soon in Oakland Park

Private Paradise, Pool/BBQ/Gazebo

2 bedrooms•1 bath

•

~$50 less than other sites

Waterfront Escape w Pool, Dockside Lounge & Games

3 bedrooms•3 baths

•

~$55 less than other sites

Michael 1

2 bedrooms•2 baths

•

New

~$95 less than other sites

Waterfront Serenity, Heated Pool & BBQ, Koi Pond

3 bedrooms•2 baths

•

~$65 less than other sites

Galen & Michael's Home

4 bedrooms•3 baths

•

New

~$155 less than other sites

Matt's House

3 bedrooms•3 baths

•

New

~$100 less than other sites

Lux Waterfront view 3/2+pool- close to beach

3 bedrooms•2 baths

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New

~$100 less than other sites

Andrew 1

3 bedrooms•2 baths

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New

~$100 less than other sites

Featured private pool vacation rentals in Oakland Park

Fort Lauderdale

7 bedrooms•3 baths

Highlights in Oakland Park

Discover Oakland Park's vibrant craft beer scene, scenic urban parks, and close proximity to South Florida's stunning golden beaches.

Funky Buddha Brewery

Jaco Pastorius Park

Easterlin Park

Chase Stadium

Hugh Taylor Birch State Park

Lauderdale-by-the-Sea Beach and Pier

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.

All homes in Oakland Park

Private Paradise, Pool/BBQ/Gazebo

2 bedrooms•1 bath

•

~$50 less than other sites

Waterfront Escape w Pool, Dockside Lounge & Games

3 bedrooms•3 baths

•

~$55 less than other sites

Michael 1

2 bedrooms•2 baths

•

New

~$95 less than other sites

Waterfront Serenity, Heated Pool & BBQ, Koi Pond

3 bedrooms•2 baths

•

~$65 less than other sites

Casa De Bananas - pool

•

New

~$75 less than other sites

Galen & Michael's Home

4 bedrooms•3 baths

•

New

~$155 less than other sites

Family Beach Home. Pool & BBQ

4 bedrooms•2 baths

•

~$55 less than other sites

Matt's House

3 bedrooms•3 baths

•

New

~$100 less than other sites

View all homes

Most popular amenities for private pool vacation rentals in Oakland Park

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Discover more beyond the pool in Oakland Park

Oakland Park pairs a relaxed coastal pace with vibrant local culture. Minutes from Atlantic beaches and the Middle River, it offers sunrise shoreline strolls, easy paddling on calm waterways, and leafy parks ideal for slow afternoons.

Explore the Culinary Arts District, sample award-winning brews at Funky Buddha, and browse nearby galleries in Flagler Village and along Las Olas. With year-round warmth, tropical scenery, and quick access to both Fort Lauderdale and Pompano Beach, Oakland Park makes unwinding feel effortless. This is why Wander’s luxury private-pool vacation rentals in Oakland Park are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Oakland Park

Why should I book a Wander in Oakland Park 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 Oakland Park 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 Oakland Park?

Some of our most popular private pool vacation rentals in Oakland Park include Private Paradise | Pool/BBQ/Gazebo | New Renovated, Waterfront Escape w Pool, Dockside Lounge & Games, and Michael 1. 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 Oakland Park?

Wander offers 13 private pool vacation rentals in Oakland Park, 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 Oakland Park?

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

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

Yes. Every Wander home in Oakland Park 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.