The 10 best holiday rentals in Clearwater, USA | Booking.com
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Holiday Rentals in Clearwater

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The best holiday rentals in Clearwater

Check out our pick of great holiday rentals in Clearwater

Most booked holiday rentals in Clearwater and surroundings in the past month

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Enjoy breakfast in Clearwater and nearby

  • Set in Clearwater, 5.4 km from Pier 60 and 24 km from John's Pass, Charming Home with Yard about 5 Mi to Clearwater Beach! offers a garden and air conditioning.

  • Situated in Clearwater, 4.8 km from Pier 60 and 24 km from John's Pass, Jupiter Pines Cottage features a restaurant. The air-conditioned accommodation is 24 km from Johns Pass And Village Boardwalk.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 3 reviews

    Situated in Clearwater, 23 km from John's Pass and 23 km from Johns Pass And Village Boardwalk, Family-Friendly Clearwater Home with Game Room! offers air conditioning.

  • Set in Clearwater, 5.7 km from Pier 60 and 23 km from John's Pass, Beautiful 5 bedroom Clearwater home close to beach offers a private beach area and air conditioning.

  • Pine Street

    Clearwater
    Breakfast options
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 42 reviews

    Located in Clearwater in the Florida region, Pine Street features a patio.

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 4 reviews

    Featuring air-conditioned accommodation with a private pool, Serenity Haven Luxe Pet Friendly 5BR With Pool is located in Clearwater.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews

    Boasting air-conditioned accommodation with a private pool, Sunny Highfield Drive is set in Clearwater.

  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 6 reviews

    Featuring a private pool and pool views, Clearwater Cabana - Gorgeous Home with Heated Pool is located in Clearwater. This property offers access to a terrace, free private parking and free WiFi.

These holiday rentals in Clearwater and nearby have options with free cancellation

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 40 reviews

    Situated in Largo in the Florida region, RV Camper Paradise on the Wheels Near Clearwater Beaches features a patio.

    From US$195.17 per night
  • Tropical Breeze

    Clearwater Beach
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 396 reviews

    Set within 400 metres of Clearwater Beach and 4.6 km of Pier 60, Tropical Breeze offers rooms with air conditioning and a private bathroom in Clearwater Beach.

    From US$130.53 per night
  • Sunny Side Cottages

    Dunedin
    Free cancellation options available
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 380 reviews

    Situated in Dunedin in the Florida region, Sunny Side Cottages features accommodation with free WiFi and free private parking, as well as access to a hot tub.

    From US$158.01 per night
  • Monaco Vacation Rentals

    Clearwater Beach
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 420 reviews

    Monaco Vacation Rentals is set in Clearwater Beach and has a heated pool and pool views. There is a private entrance at the apartment for the convenience of those who stay.

    From US$131.08 per night
  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 163 reviews

    Situated within a few steps of Belleair Beach and 10 km of Pier 60, Emerald on the Water - Formerly Belleair Beach Club features rooms with air conditioning and a private bathroom in Clearwater Beach.

    From US$141.98 per night
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Located in Clearwater, 2.5 km from Pier 60 and 21 km from John's Pass, Convenient Clearwater Condo Less Than 4 Mi to Beach! offers air conditioning.

  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 3 reviews

    Located in Clearwater, 3.7 km from Pier 60 and 23 km from John's Pass, Tropical Retreat with Heated Pool & Firepit provides air-conditioned accommodation with a patio and free WiFi.

  • Situated in Clearwater, 23 km from John's Pass and 23 km from Johns Pass And Village Boardwalk, Clearwater Vacation Rental Near Downtown and Beaches offers air conditioning.

Highly rated holiday rentals in Clearwater and nearby

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 6 reviews

    Gorgeous condo, 2 bedrooms, 2 baths, with pool, minutes to Clearwater Beach, a property with a terrace and a shared lounge, is situated in Clearwater, 20 km from John's Pass, 20 km from Johns Pass And...

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 5 reviews

    Located in Clearwater, 3 km from Pier 60 and 20 km from John's Pass, Modern Condo with Pool 4 Mi to Clearwater Beach! provides spacious air-conditioned accommodation with a balcony and free WiFi.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 9 reviews

    Boasting a garden, private pool and garden views, Spacious 5 bedrooms 3 bathrooms Family-Friendly Home With Heated salt Pool is situated in Clearwater.

  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 9 reviews

    Situated in Clearwater in the Florida region, Delightful 3 Bdrm Home, Mins to Clearwater Beach features a patio.

  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 13 reviews

    Offering a garden and garden view, Lovely 2-Bedrooms Central Clearwater Apartment is located in Clearwater, 19 km from Johns Pass And Village Boardwalk and 29 km from Chihuly Collection.

  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 5 reviews

    Set in Clearwater, Stylish 1k Bed Suit With Shared Pool 512 offers accommodation with private pool, free WiFi and free private parking for guests who drive.

    From US$248.60 per night
  • Luna Vacation

    Largo
    8.0+ review score
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 15 reviews

    Boasting garden views, Luna Vacation features accommodation with an infinity pool, an indoor pool and a garden, around 8.4 km from Pier 60.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 8 reviews

    Situated in Clearwater, Affordable 3br Getaway10 Min To Beach Pool21 features accommodation with private pool, free WiFi and free private parking for guests who drive.

    From US$329.96 per night

FAQ about holiday rentals in Clearwater