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Holiday Rentals in Clearwater

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    Travellers to Clearwater are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 854 Rentals in Clearwater
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    Clearwater Beach Luxury Condo1 / 24
    (104)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    BEACHFRONT Weekly Rental1 / 25
    (57)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Fabulous Penthouse - Views Galore!!!1 / 24
    (14)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Serenity on Sand Key - Lighthouse Towers Beachfront Condo - Unforgettable!1 / 31
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Waterfront Studio #22, Walk to Beaches, Pool, WiFi. Pets OK1 / 44
    (26)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Beautiful and bright condo * Less then 10 min to #1 Beach in the U.S.1 / 23
    (23)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Clearwater, Florida 33756
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 BR Penthouse Suite located within the Sandpearl Resort & Spa1 / 23
    (90)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Gulfside and water view on Clearwater beach. 50 steps to the white sand.1 / 29
    (141)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
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    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Stunning Water Views & Pool-3 Bedroom, 2 Bath Polynesian Oasis. Sleeps Up To 101 / 50
    (60)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
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    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Charming Home With Pool and Spa! Pet Friendly 30 Sec To Beach! Great Location!1 / 23
    (55)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Large 3 Bedroom 3 Bathroom right on the water !1 / 24
    (28)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    One Bedroom Condo in the  Famous Luxury Sandpearl Resort & Spa1 / 25
    (54)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    LHT-304 AFFORDABLE LUXURY DIRECTLY ON THE GULF  OF MEXICO.1 / 50
    (43)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Waterfront Condo in Heart of Clearwater w. Pool and Spa1 / 50
    (36)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Harborview Grande  507 Beachy and family-friendly CORNER Unit1 / 30
    (20)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Gorgeous 2400 sqft Waterfront Mediterranean Home with 1200 sqft ROOFTOP Terrace1 / 23
    (38)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Waterfront Townhome on Brightwater Drive1 / 41
    (35)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    The Clearwater Beach Life1 / 23
    (29)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Last Minute Booking Special - Cottage with Beach Views1 / 38
    (45)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
    Luxury Beachfront Penthouse, 53' Beachfront Balcony, 3 bdrm, 2400 sf , 4th floor1 / 42
    (28)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Welcome to our Condo by the Sea!1 / 23
    (29)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Water Views From Every Window--Right on the Beach!1 / 37
    (44)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Nicest Waterfront Condo in Harborview Grande!1 / 23
    (49)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    A Little Bit of Paradise-Direct Beachfront1 / 41
    (76)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Waterfront Condo - Pool and Amazing Views!1 / 40
    (21)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Beachfront Corner Penthouse, Water Views Every Window.1 / 24
    (42)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Incredible Views, Private Dock, Fishing, Dolphins, Walk to beach, 3 Balconies1 / 50
    (70)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Clearwater, Florida 34688
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Private Rooftop Terrace with Hot Tub and Stunning Ocean Views!!1 / 50
    (29)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 13
    Newly Remodeled Clearwater Beach Condo! 15th Floor 2BR/2Bath1 / 24
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Clearwater Beach Waterfront Townhouse On The Intracoastal – With Rooftop Terrace1 / 30
    (52)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Beautiful 4 Story Waterfront Townhouse!1 / 24
    (19)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Sun West Palms - Suite 203 - 3 Bed Room - 3 Bathroom.1 / 23
    (19)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Fun Spa  Beach House For Rent! 15 Yards From The Sand! (VIRTUAL TOUR PICTURE 3)1 / 50
    (97)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Clearwater, Florida 33767
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    COZY RETREAT near sandy Gulf of Mexico Beaches1 / 48
    (37)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Clearwater Beach, Florida, modern fully renovated 2nd floor condo, heated pool1 / 43
    (24)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Beach-Front Paradise w/ Water Views at Every Window--Updated1 / 49
    (43)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    25 Bayside Condos, 3 Night Minimum Waterfront Studio in Clearwater Beach.1 / 41
    (90)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Washer
    • Terrace
    • Internet Access
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Comfortable Family Home with easy one minute walk to #1 beach in the U.S.!1 / 41
    (45)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • DVD Player
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    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Hot Tub
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    • DVD Player
    • Washer
    • Sauna
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    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Right on the BEACH!    Exclusive Lighthouse Towers,  Sand Key,  Clearwater Beach1 / 24
    (24)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    • Air Conditioning
    • Hot Tub
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    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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    • Internet Access
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    Smoking allowed
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Washer
    • Balcony
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
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    • Patio
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Clearwater, Florida 33755
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1
    Clearwater beachside cottage and condo rental advantages

    The beach is the place to be! The sun, sand and cool, clear waters of the Gulf of Mexico make beach home rentals a popular choice for Clearwater holidayers. Directly on the beach, condo dwellers watch spectacular sunsets from the comfort of their terraces. Dockside townhomes combine proximity to the beach with the convenience of boat launching from your own “back yard.” And every home rental allows budget-conscious families the ability to ease holiday costs with meals prepared in their own well-furnished kitchen.

    Waterfront fun for every age and interest

    Clearwater Beach is an ideal family holiday destination, a barrier island with the Gulf of Mexico on the west and the Intracoastal Waterway on the east. Like to just kick back, relax and absorb seaside serenity? The white sandy beaches of Clearwater gladly accommodate! High-energy visitors can race about on jet skis, try sail boarding or parasailing. Anglers take to the Gulf for exceptional sport fishing. Nightly “Sunsets at Pier 60” mix a festival atmosphere of music and magic to celebrate the end of another great day at the beach.

    Festive entertainment, shopping and dining

    Sidewalk cafes and restaurants literally line the beach area with plenty of casual sun and souvenir shops. Families can take in a round of miniature golf or board the popular Pirates Ransom for a cruise filled with music, beverages and dolphin spotting. The Clearwater Marine Aquarium is another interesting attraction that offers an up-close look at otters, sea turtles, stingrays and lively dolphins. The convenient Jolley Trolley whisks you all along Clearwater Beach, Sand Key and Downtown Clearwater for a mere $1.00 fare.You’ll enjoy absolutely fresh fish at Frenchy’s Restaurant, where the signature Grouper Sandwich is a melt-in-your-mouth favorite. Frenchy’s largest restaurant is Rockaway Grill on the beach, where tropical music and “Floribbean” fare make a memorable night.

    Money-saving rental homes, your best lodging choice

    Traditional hotel stays simply can’t compare with the added space, amenities and privacy of your own beachfront house or condo. Relax over breakfast on your own terrace, pack a picnic for lunch and save dining out for those special holiday evenings.

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