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Clearwater Cottages

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    Travellers to Clearwater are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    34 Matching Rentals in ClearwaterView all 857 rentals
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    Last Minute Booking Special - Cottage with Beach Views1 / 38
    (45)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    1BR/1 Bath NEW Coastal Boutique Cottage Sleeps 4. Steps to Beach, Restaurants1 / 22
    (51)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    1 bedroom Comfy cottage sleeps 4  Just 5 minutes to Beach, close to everything!1 / 33
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Clearwater, Florida 33755
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Steps from White Sandy Beach1 / 44
    (32)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    BEACH VIEW! Clearwater Beach Cottage Best Location 1 Bed/1BA Tropical Paradise!1 / 14
    (62)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Perfect Location, Walk to Beach, Pier 60, Frenchy's & Palm Pavilion, Island fun!1 / 24
    (33)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    The Mermaid Cottage - Steps to White Sandy Beach1 / 35
    (57)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Brand NEW Beach Rental 2 Bed 1 Bath View & Location! Historic Paralia House1 / 15
    (29)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Small Space Beach Living! NEW 1BR Cottage 'HGTV Worthy' A+ Location!1 / 13
    (14)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Cottage, 2 units, 3 beds, 3 baths, Sleeps 10, 5 Minutes to Beach!1 / 50
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Location Information
    Clearwater, Florida 33755
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Orange Blossom Beach Cottage, 2 bedroom, heated pool, sleeps 51 / 30
    (18)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Coconut Cabana 2/1 Cottage, 2 Pools, on Clearwater Beach, sleeps 41 / 23
    (41)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Clearwater Beach cottage w/heated pool, walk to Beach, family friendly, weekly1 / 32
    (18)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Lazy Lemon Cottage, 2 Heated Pools, Clearwater Beach1 / 24
    (62)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Seaside Beach Cottage 1 Building from the sand on exclusive north Clearwater Be1 / 25
    (28)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
    Cute Cottage Near Beach And Downtown Dunedin1 / 25
    (10)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Location Information
    Clearwater, Florida 33755
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Quiet end of Clearwater Beach1 / 12
    (37)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Gardenia Beach Hideaway pool and hot tub 10% off open  Nov or Dec. dates1 / 31
    (136)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Gulf Beach Cottage 20 seconds to the beach1 / 8
    (35)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    THE COTTAGE - 32 Steps to the Beach - Sleeps 21 / 32
    (79)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    2 Bedroom cottage, Sleeps 6; 5 minutes to Beach1 / 42
    (31)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Clearwater, Florida 33755
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Great Cottage 20 seconds to Beach1 / 14
    (31)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Beachside Courtyard Romantic Retreat at Clearwater Beach1 / 9
    (47)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Beachside Courtyard Romantic Retreat at Clearwater Beach1 / 6
    (34)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Clw Beach Cottage 30 seconds to the beach1 / 13
    (20)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Clearwater Beach Cottage w/Heated Pool/Sleeps 2, fully equipped1 / 14
    (41)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Great Cottage 20 seconds to Beach1 / 7
    (27)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Beachside Cottage just 20 seconds to the beach1 / 14
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Private Cute and Cozy Beach Cottage Steps from Sugary Sands of Clearwater Beach1 / 9
    (27)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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