Luxury Vacation Rentals in Clearwater

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 16 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Clearwater

Tropical Tee - Putt Putt - Pool - Hot Tub - Bikes

4 bedrooms•2 baths

•

New

~$90 less than other sites

10241 127th Ave N

4 bedrooms•2 baths

•

New

~$75 less than other sites

Pet Friendly Home close to beach with direct access to park

3 bedrooms•2 baths

•

New

~$50 less than other sites

2 Massive Homes Heated Pool Spa Pickleball GameRm

12 bedrooms•11 baths

•

~$745 less than other sites

Massive Pool, Spa, Pickle, GameRm

12 bedrooms•11 baths

•

~$280 less than other sites

Resort Backyard Tiki Bar Pool

3 bedrooms•2 baths

•

New

~$80 less than other sites

Heated Pool, Game Room, Hot Tub

4 bedrooms•3.5 baths

•

New

~$100 less than other sites

Heated Pool Pickleball Hot Tub Fire Pit

6 bedrooms•3 baths

•

New

~$145 less than other sites

Welcome to Clearwater

Discover luxury vacation rentals in Clearwater where every home looks just like the photos and operates with hotel precision. Wander blends the comfort of a private vacation home with the ease of a luxury stay.

Expect pristine cleaning, ultra fast WiFi, dedicated workstations, and 24/7 concierge. Many homes add private pools, hot tubs, and bright coastal living spaces. Inspiring views and thoughtful smart tech make work and relaxation effortless.

Choose contemporary residences sized for families or sleek retreats for a quick escape. With hotel-grade amenities and space to truly unwind, your time in Clearwater feels as good as it looks.

Destinations near Clearwater

Available soon in Clearwater

Tropical Tee - Putt Putt - Pool - Hot Tub - Bikes

4 bedrooms•2 baths

•

New

~$90 less than other sites

10241 127th Ave N

4 bedrooms•2 baths

•

New

~$75 less than other sites

Massive Pool, Spa, Pickle, GameRm

12 bedrooms•11 baths

•

~$280 less than other sites

Resort Backyard Tiki Bar Pool

3 bedrooms•2 baths

•

New

~$80 less than other sites

Heated Pool, Game Room, Hot Tub

4 bedrooms•3.5 baths

•

New

~$100 less than other sites

Heated Pool Pickleball Hot Tub Fire Pit

6 bedrooms•3 baths

•

New

~$145 less than other sites

Outdoor Movie Theatre, Pool, Putt Putt, Hot Tub

4 bedrooms•2 baths

•

New

~$145 less than other sites

Pool, Hot Tub, Putt Putt, Game Room, Karaoke

4 bedrooms•2 baths

•

New

~$95 less than other sites

Featured vacation rentals in Clearwater

2 Massive Homes Heated Pool Spa Pickleball GameRm

12 bedrooms•11 baths

•

~$745 less than other sites

Massive Pool, Spa, Pickle, GameRm

12 bedrooms•11 baths

•

~$280 less than other sites

Highlights in Clearwater

Enjoy sun-drenched white sand beaches, vibrant marine life encounters, and unforgettable Gulf Coast sunsets in this coastal paradise.

Clearwater Beach

Clearwater Marine Aquarium

Pier 60

Sand Key Park

Caladesi Island State Park

Honeymoon Island State Park

Coachman Park

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

Tropical Tee - Putt Putt - Pool - Hot Tub - Bikes

4 bedrooms•2 baths

•

New

~$90 less than other sites

10241 127th Ave N

4 bedrooms•2 baths

•

New

~$75 less than other sites

Pet Friendly Home close to beach with direct access to park

3 bedrooms•2 baths

•

New

~$50 less than other sites

2 Massive Homes Heated Pool Spa Pickleball GameRm

12 bedrooms•11 baths

•

~$745 less than other sites

Massive Pool, Spa, Pickle, GameRm

12 bedrooms•11 baths

•

~$280 less than other sites

Resort Backyard Tiki Bar Pool

3 bedrooms•2 baths

•

New

~$80 less than other sites

Heated Pool, Game Room, Hot Tub

4 bedrooms•3.5 baths

•

New

~$100 less than other sites

Heated Pool Pickleball Hot Tub Fire Pit

6 bedrooms•3 baths

•

New

~$145 less than other sites

View all homes

Most popular amenities for vacation rentals in Clearwater

Other popular amenities & vacation types in Clearwater

Family vacation rentals in Clearwater

Large group vacation rentals in Clearwater

Pet-friendly vacation rentals in Clearwater

Hot tub vacation rentals in Clearwater

Discover more of Clearwater

White sand that feels like silk, clear Gulf water, and radiant sunsets define Clearwater’s rhythm. From calm mornings on the shoreline to golden-hour skies at Pier 60, the coast delivers a daily spectacle that never repeats itself.

Sail to Caladesi Island for quiet beaches and mangrove trails, wander Sand Key Park, or spot dolphins on the Intracoastal. Explore the Clearwater Marine Aquarium, then pop over to Dunedin’s charming waterfront or Tampa’s cultural attractions for a change of pace.

With so much to savor, Wander’s luxury vacation rentals in Clearwater are the perfect choice, whether you’re traveling for work or leisure.

FAQs: Vacation Rentals in Clearwater

Why should I book a Wander in Clearwater over other vacation rentals?

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

Every home in Clearwater 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 vacation rentals in Clearwater?

Some of our most popular vacation rentals in Clearwater include Tropical Tee - Putt Putt - Pool - Hot Tub - Bikes, 10241 127th Ave N, and Pet Friendly Home close to beach with direct access to park. 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 vacation rentals does Wander have available in Clearwater?

Wander offers 16 vacation rentals in Clearwater, 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 vacation rentals in Clearwater?

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

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

Yes. Every Wander home in Clearwater 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.