Clearwater Vacation Rentals

Our Favorite Vacation Rentals in Clearwater

  • Sail-to-Utopia
     Boat
    Booking.com
    From
    $104
  • Clearwater Beach Condo 3BR fits 6-10
    Nice3br Home/Apartment
    HolidayLettings
    From
    $351
  • holiday home for max. 10 persons in Safety Harbor, Florida
     Country House
    TUIvillas
    From
    $813
  • Bayside Condos 18
     Home/Apartment
    Booking.com
    From
    $65
  • Garden Apartment-Spacious and Inviting Studio
    OkayHome/Apartment
    HolidayLettings
    From
    $141
  • holiday home for max. 8 persons in Oldsmar, Florida
     Country House
    TUIvillas
    From
    $321
  • BRAND NEW, MODERN HIGH CLASS STUDIO! NO FEES! LOVE IT!
     Home/Apartment
    Booking.com
    From
    $135
  • CLEARWATER LUXURY RESORT STYLE CONDO
    GoodHome/Apartment
    Flipkey
    From
    $239

Check prices for these upcoming dates

Clearwater Vacation Rentals with a Pool

  • Country Inn & Suites by Radisson, St. Petersburg - Clearwater, FL
    Nice70br 3-star Home/Apartment
    Booking.com
    From
    $86
  • Room in hotel 2 beds Upstairs Clearwater beach #07
    GoodHome/Apartment
    Airbnb
    From
    $85
  • Clearwater 2BR/2BA Pool Home with Day Room
    Good2br Home/Apartment
    Airbnb
    From
    $266
  • Clearwater Home w/ Pool By Beach
    Excellent2br Home/Apartment
    Airbnb
    From
    $261

Clearwater Vacation Rentals with Wi-Fi

  • Sweet Escape! Minutes to the Beach!
    ExcellentHome/Apartment
    Airbnb
    From
    $127
  • 5 Minutes to Clearwater Beach Cozy House/sleeps 9
    Good3br Home/Apartment
    Airbnb
    From
    $192
  • Beach and Golf Cozy Studio. 4 miles to beach.
    GoodHome/Apartment
    Airbnb
    From
    $86
  • Apartment with Netflix, Prime, Microwave & WiFi
    ExcellentHome/Apartment
    Airbnb
    From
    $119

Clearwater Pet-Friendly Vacation Rentals

  • Purple Pool House, sleeps 6, private pool, jacuzzi tub, fire pit, pets OK
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $241
  • Special $155/Night!
     5br Home/Apartment
    HolidayLettings
    From
    $1,077
  • Honeymoon Cottage
    ExcellentCottage
    HolidayLettings
    From
    $140
  • Misty Isles Redington Beachfront Unit 4
     2br Home/Apartment
    HolidayLettings
    From
    $481

Clearwater Travel Guide

Clearwater, Florida, in the Tampa Bay area, is a 100-year old beach town located on the banks of the Gulf of Mexico. It’s widely known for -- hold your breath -- clear water, pristine beaches, and some of the best marine life in the entire continental United States. Stingrays, sharks, dolphins, and turtles are as much a part of Clearwater’s community as its human inhabitants. Onshore, Clearwater is known for some vibrant shopping, fine dining, and sports venues. Aside from that, Clearwater is a proud foodie town praised by numerous magazines including Travel and Leisure, and it’s home to a burgeoning microbrew scene. For the more party-inclined the Gulfside town is also home to a handful of New York-style dance clubs that keep the party going until the morning. The town’s name, Clearwater, comes from a direct translation of the Native American term for the area, Pocotopaug.

Things to Do in Clearwater

Head to the Clearwater Marine Aquarium, where sick and hurt marine life are brought to recover before being released. The aquarium is a great place to learn about the animals’ stories and about marine life in general. Moccasin Lake Nature Park and Cliff Stephens Park are great places to experience the natural beauty of Florida first hand. Philippe Park is also a great option as the oldest park in all of Pinellas County. Take a stroll along the mile-long path for sweeping views of Old Tampa Bay and opportunities for fishing, rock climbing, playing softball, and boating.

At Clearwater Beach, the main beach in the area, you can go for a swim, go dolphin watching, snorkeling, kayaking, and more. And if you’re sticking around overnight, there are tons of Clearwater Beach vacation rentals nearby.

Exercise buffs are not out of place in Clearwater, as they can head over to the Pinellas Trail, which is a 38-mile stretch of lush, shaded trail that winds from Tarpon Springs to St. Petersburg, and passing through Clearwater along the way. Rent a bike, roller blades, or even just strap on some running shoes and head out for a stroll.

Once you’ve spent enough time out in the sun, head over to the Ruth Eckerd Hall -- the city’s premier venue for orchestral shows, Broadway pieces, dance recitals, live music, and comedy acts.

Try one of the beers at Sea Dog Brewing Company, which is a historic microbrew chain started up in Maine in 1993. Other great microbreweries in the area include Jimmy’s Crow’s Nest, Pair O’ Dice Brewing Company, and Shephards Tiki Bar where you’ll find a waterfront concert stage hosting anything from indie rock to DJ nights. We also recommend you to watch a Threshers baseball game at Spectrum Field, which is Clearwater’s minor league baseball team. Spectrum field holds only 7,000 fans so it’s a nice intimate experience. In the spring, you might catch the Philadelphia Phillies here gearing up for the season during Spring Training.

Locals in Clearwater are friendly and welcoming, like much of the rest of the state.

Best Time to Visit Clearwater

The best time to plan a trip to Clearwater is October to April to avoid the soaring summer temperatures. During the fall, winter, and spring months, temperatures are cooler, and room rates are fairly cheaper. Keep in mind that most travelers opt for springtime, so consider visiting in fall or winter to dodge the crowds.

A Local's Guide to Clearwater

As far as accommodations go, if you’re looking for a dreamy family-friendly beach vacation in a relaxing corner of Florida, you will find it in Clearwater, Florida. For everything from funky beach bungalows to modern ocean-view penthouses and condo rentals, the rentals in Clearwater Beach are sure to please. Whether you’re on a family vacation or a dream vacation with your significant other, Clearwater has tons to offer. Having a great stay at a house rental is no small feat, but most of these are rentals including enough amenities to leave you more than happy.

Accessibility

Clearwater, Florida, a three-mile-long border island located in Florida’s Tampa Bay, is known for its white sand beaches and beautiful turquoise water. Just a stone's throw from Tampa Bay International Airport and the St. Petersburg International Airport, Clearwater is as convenient as it is charming. With warm sunny days practically 365 days a year, renting a vacation home in clear water is an absolute no-brainer.

See & Do

If you’re renting a vacation home or condo in Clearwater, take a short drive to Sand Key Park where you will find a more secluded natural beach, with gorgeous white sand and crystal-clear water. After the beach, head into town where you can hop on the trolley (known a the jolley trolley) to explore all of Clearwater’s shops and restaurants. Check out the lively Pier 60 for fun, food, and shopping, and the sunsets at Pier 60 are known to be incredible. Also, miniature golf is nothing miniature in Clearwater. Head over to Captain Bligh’s Landing Miniature Golf for 18 holes that duck around waterfalls, trap doors, ponds, and more. Celebration Station Entertainment Complex also has a miniature golf course in addition to its laser tag, go-karts, bumper boats, and batting cages.
Clearwater’s historic Cleveland Street is one of the most walkable areas in the city and a great location to grab a drink once the sun goes down. Sitting atop a 30-foot bluff overlooking the Clearwater Harbor, Cleveland Street has actually become an entire retail and entertainment district chock full of dining, shopping, and entertainment options.


Clearwater is famously home to the Clearwater Marine Aquarium, where guest can see injured marine life, such as dolphins and sea turtles, being rehabilitated before being returned to the wild. One of the aquarium's best attractions is Winter, a bottlenose dolphin who was rescued in 2005 after having her tail caught in a crab trap. The aquarium took her in and had a specially-designed prosthetic tail made to order. What’s more, they made a movie about her! Disney’s 2011 film Dolphin Tale is based on Winter’s life events, and some of it was filmed onsite right here in Clearwater.

Once you work up an appetite doing all the active things Clearwater has to offer, mosey over to Cafe Ponte, which is one of the best-kept secrets in all of town. Cafe Ponte serves up new American fare in an elegant setting with tons of unexpected fusion flavors and surprises. If you have the time and budget for one nice dinner in Clearwater, this is your go-to. Try the soft rib with Moroccan carrot puré, roasted pearl onions, sesame dates, almond oil emulsion, and cilantro. That one dish should give you a good idea of what to expect. For one other restaurant recommendation, check out Columbia Restaurant. Columbia has been serving authentic Spanish and Cuban fare since 1905 when it first opened.

Price and Availability in Clearwater

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The cheapest day to stay at a vacation rental in Clearwater tends to be Tuesday, while the most expensive day tends to be Saturday. Vacation homes in Clearwater tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Clearwater is in March, while the cheapest month is in September. The most popular time to book a vacation rental in Clearwater is in the high season in March. Clearwater has its low season in September, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Clearwater

Rainy days
86° 41°
1
81° 41°
10
79° 28°
5
86° 50°
2
81° 43°
1
86° 54°
3
88° 61°
6
91° 70°
1
90° 72°
5
91° 70°
3
91° 72°
3
90° 55°
2
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Clearwater. The warmest months in Clearwater are July and April, when temperatures reach 91 ˚F. The coolest month is December, when temperatures drop to 28 ˚F. The wettest month in Clearwater is January with 9.66 inches of rain, while the driest month is October with 0.55 inches of rain.

What Expert Travelers Think

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  • — AllTheRooms.com makes travel easier, enjoyable and inexpensive through its provision of ample information, data and every possible accommodation available to choose from

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Vacation Rentals in Clearwater

Find the perfect accommodation for your vacation at AllTheRooms.com. We aggregate Airbnb, Priceline, RedAwning and others. AllTheRooms has 1,465 rentals, hotels and other great places to stay while you enjoy Clearwater, with everything from inexpensive hostels and homestays to extravagant Airbnbs and hotels. A vacation in Clearwater can be budget-friendly - the cheapest price vacation rental is available at $10 per night. In general, a place to stay in Clearwater will cost you $129 per night.

Those looking to get some work done during their trip to Clearwater can choose from 578 places to stay that include WiFi. We have 60 accommodations that include a breakfast included. Choose from 148 accommodations that provide gym options, so you don't miss a single workout. If you are driving to Clearwater, you'll want to pick from 588 places to stay that provide parking. We track 290 hotels and vacation rentals that have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in one of 145 accommodations that are designated as pet-friendly.

807 of the accommodations in Clearwater have been reviewed and rated. 62% are rated excellent or good. 623 places to stay in are instantly bookable.

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