Luxury Vacation Rentals with a Private Pool in Clermont

Luxury Vacation Rentals with a Private Pool in Clermont

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

Top-rated private pool vacation rentals in Clermont

Property in Clermont property photo 1

Property in Clermont

7 bedrooms•6 baths
1,503 US dollars for 3 nights•
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Property in Clermont property photo 1

Property in Clermont

10 bedrooms•8 baths
1,627 US dollars for 3 nights•
New
Property in Clermont property photo 1

Property in Clermont

7 bedrooms•6 baths
1,256 US dollars for 3 nights•
New
Property in Clermont property photo 1

Property in Clermont

7 bedrooms•6 baths
1,422 US dollars for 3 nights•
New
Townhome in Clermont property photo 1

Townhome in Clermont

5 bedrooms•4.5 baths
799 US dollars for 3 nights•
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Property in Clermont property photo 1

Property in Clermont

10 bedrooms•8 baths
1,678 US dollars for 3 nights•
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Property in Davenport property photo 1

Property in Davenport

10 bedrooms•8 baths
1,459 US dollars for 3 nights•
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Property in Clermont property photo 1

Property in Clermont

6 bedrooms•5 baths
1,209 US dollars for 3 nights•
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Welcome to private poolside luxury in Clermont

Welcome to private poolside luxury in Clermont

Welcome to Wander Clermont, where private-pool sanctuaries meet hotel-grade polish. Explore our collection of luxury private-pool vacation rentals in Clermont, Florida, each home verified to look exactly like the photos and designed for effortless living.
Think sparkling screened pools with sun shelves and integrated spas, outdoor lounges, and smart interiors with ultra fast WiFi. From hilltop estates with panoramic lake glimpses to contemporary retreats with shaded lanais, every stay includes pristine cleaning and 24/7 concierge support.
Work or unwind without compromise. With the consistency of a luxury hotel and the comfort of a private home, booking a Wander in Clermont means more time in the water and zero stress.

Available soon in Clermont

Property in Clermont property photo 1

Property in Clermont

7 bedrooms•6 baths
1,503 US dollars for 3 nights•
New
Property in Clermont property photo 1

Property in Clermont

10 bedrooms•8 baths
1,627 US dollars for 3 nights•
New
Property in Clermont property photo 1

Property in Clermont

7 bedrooms•6 baths
1,256 US dollars for 3 nights•
New
Property in Clermont property photo 1

Property in Clermont

7 bedrooms•6 baths
1,422 US dollars for 3 nights•
New
Townhome in Clermont property photo 1

Townhome in Clermont

5 bedrooms•4.5 baths
799 US dollars for 3 nights•
New
Property in Clermont property photo 1

Property in Clermont

10 bedrooms•8 baths
1,678 US dollars for 3 nights•
New
Property in Davenport property photo 1

Property in Davenport

10 bedrooms•8 baths
1,459 US dollars for 3 nights•
New
Property in Clermont property photo 1

Property in Clermont

7 bedrooms•6 baths
1,369 US dollars for 3 nights•
New

All homes in Clermont

Property in Clermont property photo 1

Property in Clermont

7 bedrooms•6 baths
1,503 US dollars for 3 nights•
New
Property in Clermont property photo 1

Property in Clermont

10 bedrooms•8 baths
1,627 US dollars for 3 nights•
New
Property in Clermont property photo 1

Property in Clermont

7 bedrooms•6 baths
1,256 US dollars for 3 nights•
New
Property in Clermont property photo 1

Property in Clermont

7 bedrooms•6 baths
1,422 US dollars for 3 nights•
New
Townhome in Clermont property photo 1

Townhome in Clermont

5 bedrooms•4.5 baths
799 US dollars for 3 nights•
New
Property in Clermont property photo 1

Property in Clermont

10 bedrooms•8 baths
1,678 US dollars for 3 nights•
New
Property in Davenport property photo 1

Property in Davenport

10 bedrooms•8 baths
1,459 US dollars for 3 nights•
New
Property in Clermont property photo 1

Property in Clermont

6 bedrooms•5 baths
1,209 US dollars for 3 nights•
New
View all homes

Highlights in Clermont

Discover Clermont's rolling hills, scenic lakes, and unique attractions, offering a perfect blend of outdoor adventure and classic Florida charm.
Florida Citrus Tower
Lakeridge Winery & Vineyards
Lake Louisa State Park
Showcase of Citrus
Clermont Waterfront Park
Clermont Historic Village Museum

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 Clermont

Outdoor pool (32)
Heated pool (10)
Kayaks (4)
Gym (6)
Hot tub (2)
Bicycle (4)
Lake access (4)
Pool table (11)
Sound system (4)
Garden (16)
Kitchen (32)
Dryer (26)
Patio (5)
Ping pong table (3)
Game console (1)
Microwave (31)

More popular private pool destinations near Clermont

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Other popular amenities & vacation types in Clermont

Family vacation rentals in Clermont
Large group vacation rentals in Clermont
Discover more beyond the pool in Clermont

Discover more beyond the pool in Clermont

Clermont surprises with rolling hills, a glittering chain of lakes, and glowing sunsets. Cycle the South Lake Trail, paddle glassy coves on Lake Minneola, or wander the sandhills of Lake Louisa State Park. The Citrus Tower frames groves and water in every direction, and Orlando’s marquee attractions sit an easy drive away, without the bustle.
Choose a base that matches the setting’s serenity and access. Wander’s luxury vacation rentals in Clermont are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Clermont

Why should I book a Wander in Clermont 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 Clermont 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 Clermont ?

Some of our most popular private pool vacation rentals in Clermont include 16159Coastal, EV_16284 - Enchanted Retreat, and EV_16210 - Coral Haven Villa. 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 Clermont ?

Wander offers 32 private pool vacation rentals in Clermont , 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 Clermont ?

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

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

Yes. Every Wander home in Clermont 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.