Luxury Vacation Rentals for Families in Clearwater

Luxury Vacation Rentals for Families 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 family vacation rentals – enter your dates for availability.
Welcome to family adventures in Clearwater

Welcome to family adventures in Clearwater

Bring the whole crew to Wander. Our luxury family vacation rentals in Clearwater pair the certainty of a five-star stay with the comfort of a private home. Every property is beautifully designed, exactly as pictured, and cared for with pristine cleaning so parents can relax from the moment they arrive.
Spread out across multiple bedrooms and flexible living areas that make time together effortless. Think bunk rooms and blackout shades, chef-level kitchens, ultrafast WiFi, and dedicated work nooks for quick check-ins. Many homes feature private pools, fenced yards, and game rooms that keep little ones happy. With 24/7 concierge, grocery pre-stocking and baby gear delivery are handled before you land, leaving more space for what matters most: family time.

Highlights in Clearwater

Discover sun-drenched beaches, marine animal encounters, and pirate adventures perfect for an unforgettable family getaway in Clearwater.
Clearwater Beach
Clearwater Marine Aquarium
Pier 60
Captain Memo's Pirate Cruise
Sand Key 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.

All homes in Clearwater

Tropical Tee - Putt Putt - Pool - Hot Tub - Bikes property photo 1

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

4 bedrooms2 baths
1,095 US dollars for 3 nights
New

~$90 less than other sites

10241 127th Ave N property photo 1

10241 127th Ave N

4 bedrooms2 baths
881 US dollars for 3 nights
New

~$75 less than other sites

Pet Friendly Home close to beach with direct access to park property photo 1

Pet Friendly Home close to beach with direct access to park

3 bedrooms2 baths
646 US dollars for 3 nights
New

~$50 less than other sites

2 Massive Homes Heated Pool Spa Pickleball GameRm property photo 1

2 Massive Homes Heated Pool Spa Pickleball GameRm

12 bedrooms11 baths
8,420 US dollars for 3 nights

~$745 less than other sites

Massive Pool, Spa, Pickle, GameRm property photo 1

Massive Pool, Spa, Pickle, GameRm

12 bedrooms11 baths
3,206 US dollars for 3 nights

~$280 less than other sites

Resort Backyard Tiki Bar Pool property photo 1

Resort Backyard Tiki Bar Pool

3 bedrooms2 baths
977 US dollars for 3 nights
New

~$80 less than other sites

Heated Pool, Game Room, Hot Tub property photo 1

Heated Pool, Game Room, Hot Tub

4 bedrooms3.5 baths
1,184 US dollars for 3 nights
New

~$100 less than other sites

Heated Pool Pickleball Hot Tub Fire Pit property photo 1

Heated Pool Pickleball Hot Tub Fire Pit

6 bedrooms3 baths
1,664 US dollars for 3 nights
New

~$145 less than other sites

View all homes
Discover more family fun in Clearwater

Discover more family fun in Clearwater

Clearwater shines with a relaxed Gulf rhythm families love. Powder-soft sand meets calm, shallow water that stays warm for much of the year, and sunsets turn the horizon into a nightly show at Pier 60. The vibe is easygoing and welcoming, perfect for every age.
Beyond the shoreline, enjoy dolphin-spotting cruises, ferry rides to Caladesi and Honeymoon Island’s wild beaches, and spring training baseball just up the road. Waterfront parks, scenic causeways, and a compact downtown make getting around simple, while nearby Tampa and St. Pete expand the options without the hassle. This is why Wander’s luxury family vacation rentals in Clearwater are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Clearwater

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

Wander offers a level of consistency and quality you won’t find with most family 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 family vacation rentals in Clearwater?

Some of our most popular family 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 family vacation rentals does Wander have available in Clearwater?

Wander offers 16 family 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 family vacation rentals in Clearwater?

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

Do Wander’s family 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.