Luxury Vacation Rentals with a Private Pool in Clearwater Beach

Luxury Vacation Rentals with a Private Pool in Clearwater Beach

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

Top-rated private pool vacation rentals in Clearwater Beach

Coconut Grove: Private Resort property photo 1

Coconut Grove: Private Resort

10 bedrooms•8.5 baths
6,598 US dollars for 3 nights•
New

~$585 less than other sites

Welcome to private poolside luxury in Clearwater Beach

Welcome to private poolside luxury in Clearwater Beach

Make your next escape effortless with Wander’s luxury private-pool vacation rentals in Clearwater Beach. Our collection pairs the polish of a five-star stay with the privacy of a coastal home, so every moment feels considered and calm. Expect spaces that look exactly like the photos, with design-forward interiors and serene outdoor areas tailored for poolside lounging.
Each home features a sparkling private pool, ultra fast WiFi for work or streaming, fully equipped kitchens, and plush linens, all maintained with pristine cleaning and supported by 24/7 concierge. From smart home touches to thoughtfully arranged living areas, every detail is set for easy living. This is how you blend work and play without compromise.

Available soon in Clearwater Beach

Coconut Grove: Private Resort property photo 1

Coconut Grove: Private Resort

10 bedrooms•8.5 baths
6,598 US dollars for 3 nights•
New

~$585 less than other sites

Featured private pool vacation rentals in Clearwater Beach

Coconut Grove: Private Resort property photo 1

Coconut Grove: Private Resort

10 bedrooms•8.5 baths
6,598 US dollars for 3 nights•
New

~$585 less than other sites

Highlights in Clearwater Beach

Enjoy sun-drenched Gulf Coast beaches, vibrant sunset celebrations, and world-class marine encounters in this premier Florida paradise.
Pier 60
Clearwater Marine Aquarium
Sand Key Park
Caladesi Island State Park
Clearwater Beach Walk
Captain Memo's Pirate Cruise

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 Clearwater Beach

Coconut Grove: Private Resort property photo 1

Coconut Grove: Private Resort

10 bedrooms•8.5 baths
6,598 US dollars for 3 nights•
New

~$585 less than other sites

View all homes

Most popular amenities for private pool vacation rentals in Clearwater Beach

Outdoor pool (1)
Bbq area (1)
Garden (1)
Dryer (1)
Washer (1)
Kitchen (1)
Tv (1)
Wifi (1)
Microwave (1)
Dishwasher (1)
Heating (1)
Coffee maker (1)
Dedicated workspace (1)
Air conditioning (1)
Free parking (1)
Iron (1)

More popular private pool destinations near Clearwater Beach

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Other popular amenities & vacation types in Clearwater Beach

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Discover more beyond the pool in Clearwater Beach

Discover more beyond the pool in Clearwater Beach

Clearwater Beach is celebrated for its powder-soft sand and warm Gulf waters that glow at sunset. The gentle surf makes the shoreline inviting for morning swims, while the broad beach and brilliant light turn every day into a postcard. Sea breezes and endless horizon views create an unmistakably relaxed rhythm.
With a sunny climate and a welcoming, walkable island vibe, the area is an easy choice for long weekends and extended stays alike. From tranquil sunrise strolls to golden-hour skies over the pier, it is a setting that resets your pace. This is why Wander’s luxury private-pool vacation rentals in Clearwater Beach are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Clearwater Beach

Why should I book a Wander in Clearwater Beach 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 Clearwater Beach 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 Clearwater Beach?

Some of our most popular private pool vacation rentals in Clearwater Beach include Coconut Grove: Private 10BR Resort, Sleeps 30 and Coconut Grove: Private 10BR Resort, Sleeps 30. 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 Clearwater Beach?

Wander offers 1 private pool vacation rentals in Clearwater Beach, 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 Clearwater Beach?

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

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

Yes. Every Wander home in Clearwater Beach 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.