Clearwater Vacation Rentals

Our Favorite Vacation Rentals in Clearwater

  • Peacock Place 2BR/1BA, Sleeps 4
     2br Home/Apartment
    RedAwning
    From
    $411
  • Miss Sandra's Garden of Dunedin
     Family Stay
    Booking.com
    From
    $125
  • Clearwater Beach Condo 3BR fits 6-10
    Nice3br Home/Apartment
    HolidayLettings
    From
    $351
  • Seashell 12
     2br Home/Apartment
    RedAwning
    From
    $1,234
  • Aurora Court Largo Fl
     Family Stay
    Booking.com
    From
    $180
  • The Hideout: Charming Studio Apartment
    ExcellentHome/Apartment
    HolidayLettings
    From
    $153
  • Sea Gate 507
     3br Home/Apartment
    RedAwning
    From
    $2,629
  • Bayou Retreat
     Home/Apartment
    Booking.com
    From
    $175

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
    $164
  • Room in hotel 2 beds Upstairs Clearwater beach #07
    NiceHome/Apartment
    Airbnb
    From
    $175
  • SUMMERSIDE INN #20#1#22
    GoodHome/Apartment
    Airbnb
    From
    $231
  • 🏖*Discount* Spacious Beach home *Clearwater beach*
    Excellent3br Home/Apartment
    Airbnb
    From
    $431

Clearwater Vacation Rentals with Wi-Fi

  • 2.7miles2ClearwaterBeach-COZY-4Bikes-2RokuTVs-BBQ
    Excellent2br Home/Apartment
    Airbnb
    From
    $147
  • The Lofts on Baymont - B
    ExcellentHome/Apartment
    Airbnb
    From
    $331
  • Alta vista on the pinellas trail FREE BIKES!
    Excellent2br Home/Apartment
    Airbnb
    From
    $120
  • Nice apartment on quiet street.Private entrance.
    ExcellentHome/Apartment
    Airbnb
    From
    $130

Clearwater Pet-Friendly Vacation Rentals

  • Newly Renovated Clearwater House - 5 Mi. to Beach!
    Nice3br Home/Apartment
    HolidayLettings
    From
    $376
  • Pink Dolphin Cottage 100 Steps to the Beach Sleeps 7, Pets Okay, Value
    Good2br Cottage
    HolidayLettings
    From
    $381
  • Pipers Run 3
     2br Home/Apartment
    RedAwning
    From
    $2,330
  • Furnished cottage, nr.beach,airport
    GoodHome/Apartment
    Airbnb
    From
    $223

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

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
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
79° 37°
4
84° 41°
3
82° 43°
2
90° 55°
2
90° 68°
3
93° 70°
9
91° 70°
12
91° 72°
9
91° 68°
3
90° 64°
7
84° 50°
1
81° 45°
5
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Clearwater. The warmest months in Clearwater are July and April, when temperatures reach 93 ˚F. The coolest month is December, when temperatures drop to 37 ˚F. The wettest month in Clearwater is June with 12.06 inches of rain, while the driest month is February with 0.83 inches of rain.

What Expert Travelers Think

  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum
  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker

Vacation Rentals in Clearwater

At AllTheRooms.com we have rentals from all of the best providers - Airbnb, Priceline, TUIVillas and others. Clearwater has 1,289 hotels, vacation rentals and other special places to stay, with prices to suit careful travellers, extravagant travelers and everything in between. A vacation in Clearwater can be budget-friendly - the lowest price vacation rental is available at $10 a night. On average, an accommodation in Clearwater will cost you $126 per night.

Those needing to get some work finished during their trip to Clearwater can choose from 584 places to stay that provide WiFi. 39 places to stay include a morning meal. Choose from 158 accommodations that provide gym options, so you won't miss a single workout. If you are driving to Clearwater, you'll want to pick from 585 places to stay that provide parking. We track 294 vacation rentals that have a pool or jacuzzi.

AllTheRooms has 134 pet-friendly places to stay in Clearwater, so if you're traveling with your pet you won't have any trouble.

793 of the accommodations in Clearwater have been reviewed and rated. 63% are rated excellent or good. 627 places to stay in are instantly bookable.

Destinations near Clearwater

  • Kissimmee118,578 Properties
  • Davenport48,314 Properties
  • Panama City Beach30,865 Properties
  • Champions Gate21,983 Properties
  • Destin16,156 Properties
  • Orlando13,800 Properties
  • Miramar Beach12,372 Properties
  • Fort Myers Beach11,405 Properties
  • Siesta Key9,201 Properties
  • Hollywood8,280 Properties
  • Cape Coral7,818 Properties
  • St. Augustine7,501 Properties
  • Marco Island7,231 Properties
  • Clermont6,288 Properties
  • Holmes Beach6,114 Properties
  • New Smyrna Beach5,898 Properties
  • Sanibel5,697 Properties
  • Santa Rosa Beach5,583 Properties
  • Sunny Isles Beach5,188 Properties
  • Naples4,844 Properties
  • Miami Beach4,722 Properties
  • Haines City4,610 Properties
  • Bradenton Beach4,302 Properties
  • Daytona Beach4,197 Properties
  • Bonita Springs4,096 Properties
  • Miami3,962 Properties
  • Celebration3,937 Properties
  • Key West3,855 Properties
  • Pensacola Beach3,836 Properties
  • Madeira Beach3,679 Properties
  • Pompano Beach3,321 Properties
  • Bradenton3,267 Properties
  • Treasure Island3,151 Properties
  • Indian Shores3,116 Properties
  • Sarasota3,074 Properties
  • Fort Myers2,897 Properties
  • Fort Walton Beach2,835 Properties
  • St. Pete Beach2,806 Properties
  • Indian Rocks Beach2,721 Properties
  • Hallandale Beach2,621 Properties
  • Anna Maria2,606 Properties
  • Daytona Beach Shores2,535 Properties
  • Palm Coast2,413 Properties
  • St. Augustine Beach2,366 Properties
  • Tampa2,330 Properties
  • Tallahassee2,265 Properties
  • Marathon2,055 Properties
  • Fort Lauderdale2,035 Properties
  • Key Largo1,943 Properties
  • Cocoa Beach1,910 Properties
  • Longboat Key1,831 Properties
  • Captiva1,714 Properties
  • Englewood1,701 Properties
  • Ormond Beach1,660 Properties
  • Placida1,660 Properties
  • Venice1,627 Properties
  • Pensacola1,610 Properties
  • Lake Buena Vista1,568 Properties
  • Gainesville1,534 Properties
  • Fort Pierce1,514 Properties
  • Clearwater Beach1,412 Properties
  • Islamorada1,409 Properties
  • Delray Beach1,364 Properties
  • Oakland Park1,323 Properties
  • Key Colony Beach1,315 Properties
  • The Villages1,248 Properties
  • Deerfield Beach1,247 Properties
  • North Bay Village1,220 Properties
  • Dania Beach1,214 Properties
  • Cape Canaveral1,197 Properties
  • Tavernier1,147 Properties
  • Fernandina Beach1,115 Properties
  • Wilton Manors1,086 Properties
  • Rotonda West1,050 Properties
  • Jacksonville1,048 Properties
  • Vero Beach1,044 Properties
  • Lake Worth1,042 Properties
  • West Palm Beach1,017 Properties
  • St. George Island963 Properties
  • Bay Lake954 Properties
  • Weston952 Properties
  • Jensen Beach936 Properties
  • Redington Shores930 Properties
  • Port Charlotte912 Properties
  • Dunedin885 Properties
  • Ponte Vedra Beach860 Properties
  • Boca Raton807 Properties
  • Winter Garden798 Properties
  • Navarre762 Properties
  • Stuart760 Properties
  • Lauderdale-by-the-Sea758 Properties
  • Punta Gorda755 Properties
  • Port St. Lucie747 Properties
  • Port St. Joe724 Properties
  • Surfside723 Properties
  • Edgewater695 Properties
  • Coral Gables683 Properties
  • Panama City673 Properties
  • Boca Grande668 Properties
  • Aventura641 Properties
  • Estero638 Properties
  • Ocala635 Properties
  • Inverness621 Properties
  • Lakeland609 Properties
  • Gulfport604 Properties
  • Ruskin591 Properties
  • North Captiva579 Properties
  • Port Orange571 Properties
  • Mexico Beach568 Properties
  • Melbourne563 Properties
  • Nokomis562 Properties
  • Matlacha561 Properties
  • Palm Beach Shores554 Properties
  • St. Petersburg553 Properties
  • Doral545 Properties
  • Hudson543 Properties
  • Palm Beach Gardens538 Properties
  • Orange Park534 Properties
  • Largo531 Properties
  • Flagler Beach531 Properties
  • Jupiter526 Properties
  • Miramar522 Properties
  • North Redington Beach521 Properties
  • Temple Terrace512 Properties
  • Palm Beach495 Properties
  • Plantation489 Properties
  • Crystal River485 Properties
  • Boynton Beach475 Properties
  • Miami Springs471 Properties
  • Spring Hill464 Properties
  • Wellington462 Properties
  • New Port Richey458 Properties
  • Winter Park452 Properties
  • Palm Harbor441 Properties
  • Sebastian438 Properties
  • Winter Haven435 Properties
  • Brandon428 Properties
  • North Fort Myers425 Properties
  • North Port424 Properties
  • Homosassa414 Properties
  • Sebring397 Properties
  • Sunrise391 Properties
  • Pembroke Pines384 Properties
  • Mount Dora381 Properties
  • Redington Beach379 Properties
  • Altamonte Springs377 Properties
  • Key Biscayne375 Properties
  • Singer Island371 Properties
  • Tarpon Springs363 Properties
  • Davie346 Properties
  • Seminole339 Properties
  • Belleair Beach337 Properties
  • Melbourne Beach331 Properties
  • Wesley Chapel324 Properties
  • Lehigh Acres320 Properties
  • Lake Placid314 Properties
  • Titusville310 Properties
  • Lutz309 Properties
  • Bokeelia304 Properties
  • Indialantic293 Properties
  • Sanford292 Properties
  • North Miami292 Properties
  • Satellite Beach289 Properties
  • Palm Bay289 Properties
  • Ponce Inlet288 Properties
  • Steinhatchee282 Properties
  • Riviera Beach279 Properties
  • Gulf Breeze270 Properties
  • Lake Mary269 Properties
  • Jacksonville Beach259 Properties
  • Homestead254 Properties
  • Lake City249 Properties
  • Cocoa248 Properties
  • Bal Harbour247 Properties
  • Lady Lake241 Properties
  • Miami Shores241 Properties
  • Port Richey239 Properties
  • Coral Springs236 Properties
  • Okeechobee234 Properties
  • Lantana232 Properties
  • Apopka221 Properties
  • Merritt Island220 Properties
  • Port Saint Lucie195 Properties
  • Big Pine Key195 Properties
  • Lake Wales191 Properties
  • Highland Beach190 Properties
  • Juno Beach188 Properties
  • Duck Key185 Properties
  • Cedar Key172 Properties
  • Brooksville172 Properties
  • Florida City168 Properties
  • DeLand166 Properties
  • Dunnellon152 Properties
  • Niceville149 Properties
  • Leesburg137 Properties
  • Neptune Beach125 Properties
  • Carrabelle119 Properties
  • Ocoee117 Properties
  • Wildwood112 Properties
  • Apalachicola100 Properties
  • Atlantic Beach92 Properties
  • North Miami Beach80 Properties
  • Miami Gardens76 Properties
  • Land O' Lakes63 Properties
  • Ellenton33 Properties