Clearwater Vacation Rentals

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Make Clearwater your next getaway

Sun-filled skies, sparkling bay views, and a hometown feel with coastal perks—Clearwater, Florida blends the beauty of the Gulf with a relaxed, everyday charm. While its neighboring beach gets global attention, the city of Clearwater offers its own kind of magic: peaceful neighborhoods, vibrant parks, cultural spots, and easy access to some of Florida’s best waterfront experiences.

Explore Clearwater condo rentals, house rentals, and more

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Condo rentals

View 25 Condo rentals
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House rentals

View 17 House rentals

Clearwater vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Spacious family friendly pool home with hot tub and game room near Gulf beaches
4 Bed | 2 Bath | Sleeps 8

Spacious family friendly pool home with hot tub and game room near Gulf beaches - Clearwater, FL

$342 avg / night
(excludes fees and taxes)
Gulf front condo with amazing views WD resort amenities pool and hot tub
2 Bed | 2.5 Bath | Sleeps 6

Gulf front condo with amazing views WD resort amenities pool and hot tub - Clearwater, FL

$377 avg / night
(excludes fees and taxes)
Exquisite Clearwater Retreat w Heated Pool Game Room Outdoor kitchen and Kayaks
3 Bed | 3.5 Bath | Sleeps 6

Exquisite Clearwater Retreat w Heated Pool Game Room Outdoor kitchen and Kayaks - Clearwater, FL

$809 avg / night
(excludes fees and taxes)
Spacious townhome in prime location w patio heated pool hot tub pool spa gym
2 Bed | 2.5 Bath | Sleeps 6

Spacious townhome in prime location w patio heated pool hot tub pool spa gym - Clearwater, FL

$448 avg / night
(excludes fees and taxes)
5.0 (3)
Relaxing condo with balcony WD central AC and kitchen snowbird friendly
2 Bed | 2 Bath | Sleeps 4

Relaxing condo with balcony WD central AC and kitchen snowbird friendly - Clearwater, FL

$448 avg / night
(excludes fees and taxes)
5.0 (3)

View 37 more homes

Recent Clearwater vacation rental reviews

We have stayed at Harbor Bay Grande a few times. We love the location, close to shopping, bars, restaurants and the beach is right across the street. The building is always well kept and clean. Highly recommend.
Annette M. | Oct 2025
This condo was FANTASTIC! The view was perfect and so relaxing since it was very quiet and the balcony was very spacious. We did spot some dolphins one night! The unit offered a lot of space and was clean. The location was PRIME for walking to all highlights we were interested in- beach, restaurants, and coffee!
Brenda H. | Oct 2025
Everything was perfect
Amy W. | Oct 2025
Clearwater Frequently Asked Questions

Yes, 7 of our Clearwater homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 267 of our Clearwater vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Clearwater vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Clearwater team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Clearwater, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Why vacation in Clearwater (beyond the beach)?

Clearwater is a favorite for travelers who prefer a more residential, less touristy atmosphere—without sacrificing coastal access. It’s a perfect place for families, snowbirds, and anyone seeking sunshine, slower mornings, and a calendar full of ways to enjoy the outdoors.

From its thriving downtown and marina district to nature preserves and waterfront trails, Clearwater gives you the room to unwind and spread out—just minutes from Clearwater Beach, but miles from the crowds.

Whether you’re here for a weekend getaway or an extended stay, Clearwater offers a relaxed Gulf Coast lifestyle that encourages you to make yourself at home.

Things to do in Clearwater, FL

Neighborhoods worth exploring

Where to stay in Clearwater

Vacation rentals in Clearwater range from modern condos overlooking the bay to single-family homes in residential neighborhoods just minutes from the coast. Many offer a quieter, more local experience for guests who want space to spread out and quick access to shops, fishing piers, green spaces, or nearby beach vibes. 

Whether you're traveling with family or staying for a season, Clearwater gives you a little more calm—and quick access to everything that makes the Gulf Coast great.

Stay, explore, and breathe easy

Clearwater, FL offers the best of both worlds: coastal beauty without the beach-town bustle. Between the bay, the parks, and the community vibe, this sunny spot invites you to live like a local while you soak up the Gulf Coast energy—your way.

From morning walks on park trails to afternoons on the bay to evenings at a local café, your next Florida stay starts here.

Clearwater travel inspiration

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