The 10 best cottages in Clearwater, US | Booking.com
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Cottages in Clearwater

Find the cottages that appeal to you the most

The best cottages in Clearwater

Check out our selection of great cottages in Clearwater

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Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

Most booked cottages in Clearwater and surrounding area in the past month

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Enjoy breakfast in Clearwater and nearby

  • Charming Home with Yard about 5 Mi to Clearwater Beach! is located in Clearwater, just 15 miles from John's Pass and 15 miles from John's Pass Village and Boardwalk.

  • Jupiter Pines Cottage is located in Clearwater, just 3 miles from Pier 60 and 15 miles from John's Pass. The vacation home has access to a restaurant.

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

    Family-Friendly Clearwater Home with Game Room! offers accommodations in Clearwater, 14 miles from John's Pass Village and Boardwalk and 18 miles from Tropicana Field.

  • Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 6 reviews

    Large 3 Bedroom Home 12 Minutes to Beach is located in Clearwater, just 3.7 miles from Pier 60 and 15 miles from John's Pass.

  • Beautiful 5 bedroom Clearwater home close to beach offers accommodations in Clearwater, 3.5 miles from Pier 60 and 14 miles from John's Pass.

  • Charming Clearwater Home with Pool Close to Beaches is located in Clearwater, just 2 miles from Pier 60 and 14 miles from John's Pass.

  • 3 miles from Pier 60 in Clearwater, Sandy Retreat Pool Home - Vacation Rental provides accommodations with access to a spa center. Guests can go for a swim in the private pool.

  • Pine Street

    Clearwater
    Breakfast options
    Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 41 reviews

    Pine Street is located in Clearwater, just 2 miles from Pier 60 and 13 miles from John's Pass. This property offers access to a terrace, free private parking, and free Wifi.

Traveling by car? These cottages in Clearwater and nearby offer free parking

  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 4 reviews

    A recently renovated vacation home, Charming Florida cottage offers accommodations in Largo. This property offers access to a terrace and free private parking.

    From $205.07 per night
  • Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 5 reviews

    Blue Wave Suite 10 offers accommodations in Clearwater Beach, a 2-minute walk from Clearwater Beach and 2.7 miles from Pier 60.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 15 reviews

    Blue Wave Suite 9 is located in Clearwater Beach, just a 2-minute walk from Clearwater Beach and 2.7 miles from Pier 60.

    From $228.25 per night
  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 6 reviews

    Blue Wave Suite 8 offers accommodations in Clearwater Beach, a 2-minute walk from Clearwater Beach and 2.7 miles from Pier 60.

  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 18 reviews

    Blue Wave Suite 4 is located in Clearwater Beach, just a 2-minute walk from Clearwater Beach and 2.7 miles from Pier 60.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 5 reviews

    Blue Wave Suite 3 is located in Clearwater Beach, just a 2-minute walk from Clearwater Beach and 2.7 miles from Pier 60.

  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 7 reviews

    Blue Wave Suite 5 is located in Clearwater Beach, just a 2-minute walk from Clearwater Beach and 2.7 miles from Pier 60.

  • Scored out of 10, guest rating 8.1
    Very Good - What previous guests thought, 9 reviews

    Blue Wave Suite 7 is located in Clearwater Beach, just a 2-minute walk from Clearwater Beach and 2.7 miles from Pier 60.

    From $196.25 per night

These cottages in Clearwater and nearby have options with free cancellation

  • 3442 Azalea Pl

    Largo
    Free cancellation options available

    3442 Azalea Pl is located in Largo, just 12 miles from John's Pass Village and Boardwalk and 13 miles from Tropicana Field. The air-conditioned accommodation is 12 miles from John's Pass.

    From $1,759.27 per night

  • 235 E Overbrook Drive

    Largo
    Free cancellation options available

    235 E Overbrook Drive offers accommodations in Largo, 11 miles from John's Pass and 12 miles from John's Pass Village and Boardwalk.

    From $1,792.75 per night

  • Beachy Bungalow 111

    Safety Harbor
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews

    Featuring quiet street views, Beachy Bungalow 111 in Safety Harbor offers accommodations and barbecue facilities. With city views, this accommodation provides a patio.

    From $233.35 per night

  • 125 Harbor Bluff Dr

    Largo
    Free cancellation options available

    125 Harbor Bluff Dr is located in Largo, just 12 miles from John's Pass and 12 miles from John's Pass Village and Boardwalk. The air-conditioned accommodation is 4.5 miles from Pier 60.

    From $1,919.94 per night

  • 2 Mi to Beach Spacious n Relaxin

    Largo
    Free cancellation options available
    Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 2 reviews

    2 Mi to Beach Spacious n Relaxin is located in Largo, just 5.6 miles from Pier 60 and 10 miles from John's Pass. This property offers access to table tennis, mini-golf, and free private parking.

    From $479.93 per night

  • 5.6 miles from Pier 60 in Largo, Waterfront Cove Paradise with Pool and Canoes - Dolphin and Manatee Viewpoint provides accommodations with access to a hot tub.

    From $703.60 per night

  • 8BR w Heated Pool Waterview - Close to Beach

    Largo
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Providing a garden, 8BR w Heated Pool Waterview - Close to Beach offers accommodations in Largo. This property offers access to a terrace and free private parking.

    From $2,362.20 per night

  • Hot Tub - Pet Friendly - Mins to Beach - Sleeps 11 - Family offers accommodations in Clearwater, 4 miles from Pier 60 and 14 miles from John's Pass.

FAQ about cottages in Clearwater

Cottages That Guests Love in Clearwater

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  • Crest Lake Beach House

    Cottage in Clearwater
    Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 26 reviews
    It was excellent neighbor hood the house was very clean and the owner had extra stuff towels sheets pillow put out for us had some food in cabinets for us to fix to eat had some sand toys put out for my daughter great person answer every email I had sent really recommend this place to stay
    Guest review by
    johnathan
    Family with young children