0 Bedrooms for 1 Guest
Price $10 - $1000+

3,914 Clearwater Holiday Rentals, Houses & Apartments

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare Clearwater holiday rentals from 13 rental sites including HomeAway, Booking.com, TripAdvisor, and more, ranging from $25 to $3745 a night. 
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    Information about Clearwater

    About Clearwater

    Enjoy a warm getaway in a Clearwater short term rental, located on sunny Florida’s stunning West Coast. With its beaches ranked among America’s most beautiful, the city remains a top year-round destination. Visitors of all ages will love the never-ending activities, entertainment and natural beauty Clearwater has to offer. From a day at the beach to historic tours, there’s something for every tourist and every budget in this coastal town.

    Clearwater Neighborhoods

    Clearwater is a popular destination with its warm temperature and ideal location along an outstanding coastline. Visitors may also appreciate the town’s rich history and vibrant neighborhoods. Mingle with the residents and enjoy the company of other travelers by exploring Clearwater’s various local events and museums. Popular neighborhoods include the Clearwater Harbor Marina, Sand Key Park and Cleveland Street District.

    Things to do in Clearwater

    Nothing can beat this beach town’s perfect, mild climate, providing guests with an amazing trip to remember. Whether you’re seeking an intimate getaway with your significant other, or looking to spend quality time with the entire family, you’ll find endless opportunities for fun through a myriad of outdoor watersports and indoor activities. Appreciate a tranquil morning breeze by the sea, while soaking up the sun and admiring the beaches’ miles of clean white sand and crystal clear waters. Or start your day with a jog or hike on Pinellas trail, stretching 34 miles that offer scenic views of nearby parks and coastal areas. For the adventurous, try your hand at jet skiing, indoor surfing, or even taking surf lessons for the real waves outside. Relax with a boating or fishing excursion or simply spend time with the family discovering Clearwater’s marine life at the local Clearwater Marine Aquarium. Traveling with children? Kids will love venturing onto Captain Memo’s Pirate Ship, where you’ll get to embark on a brief, yet exciting journey with pirates. Relax in the afternoon with a round of golf or stroll through the Beach Walk, a $30-million redevelopment initiative that has transformed south Clearwater Beach. Here, visitors will enjoy the sight of gorgeous resorts, beautiful white sand, entertainment and local artwork. Explore the rest of the city with a boat tour or Segway tour, providing fun for vacationers of all ages. End the night with shopping downtown and fine dining, delighting in fresh, flavorful seafood and unique tastes.

    Clearwater Accommodations

    From extravagant seaside beach condos to elegant, simple homes downtown, there’s a budget and accommodation style for everyone. Whether you’re traveling with a partner or vacationing with a large group of loved ones, Tripping.com has your Clearwater room rental covered. Book now with Tripping.com for the best deals around, and select from hundreds of properties to find the perefect getaway for you!

    Vacation Rentals in Clearwater

    Find the best Clearwater vacation rentals with Tripping.com. Choose from 3,921 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $25 a night to $3745 a night.

    Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 2,583 of homes in Clearwater offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 1,866 rentals with pool or jacuzzi, or relax with the family in one of the 3,616 homes with cable TV.

    For all those dog lovers and cat lovers, Clearwater offers 449 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

    Search properties from 13 rental sites in Clearwater where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 1,576 HomeAway rentals, 920 Booking.com short term rentals and 652 TripAdvisor vacation rentals.