
Vacation rentals in Clearwater
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Top-rated vacation rentals in Clearwater
Guests agree: these stays are highly rated for location, cleanliness, and more.

Specious home W/ Heated Pool ! ! ! Great Location.
Cozy, spacious home 🏡 w/ heated swimming 🏊♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's w/ Sling & Roku. The big back patio has a swimming 🏊♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach
🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent
Welcome to our cozy guest suite—where comfort is personal over perfect, and full of charm you won’t find at a hotel. Guests love the thoughtful touches, eclectic decor, cloud-like bed, and the irreplaceable feeling of being at home when you’re far from home. Our home uses one central AC unit. Because Florida is warm and humid year-round, we keep the thermostat at 70°F by day and 67°F at night for proper cooling and comfort. If you prefer more warmth, two space heaters are in the suite closet.

SeaSalt Gray Cottage 1 - few miles to beaches
Enjoy a stylish experience at this centrally-located place near Florida's beautiful beaches. This private, pet-friendly apartment has been outfitted with a beach/coastal theme to inspire your relaxing stay, and we hope you will enjoy our little slice of lovely Florida. We are minutes away from the scenic John S. Taylor Park, an excellent place for a picnic and other outdoor activities. Belleair Beach, Indian Rocks Beach, and Clearwater Beach are all within the 6-mile radius of this property.

Best Location in Clw! Near Beach & Saltwater Pool!
PRIME LOCATION NEAR BEACH! Welcome to our newly renovated vacation home in beautiful Clearwater, FL. Located in the heart of downtown Clearwater within walking distance to several restaurants and shops and just a few mins drive to Clearwater Beach. This coastal styled home comes with a heated pool (at no extra charge), putting green, and a fun little game room for kids! The entire home is yours to enjoy and comes fully stocked with everything you need for a relaxing beach getaway vacation.

Amazing views on beachfront
This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

Fresh for 2025: Retro Beach Oasis with Color Pop
Book with confidence—our property is in great shape and ready to host your Clearwater Beach getaway! -No hidden fees -No chores Just a breezy, beachy stay with: -2-minute walk to the beach -Beach Chairs -Free parking -Heated pool -Cold AC -Easy self check-in -Pet friendly (One Pet max -$150 fee) We provide essentials (linens, towels, toilet paper, soap etc.) to get you started. For longer stays, we recommend buying additional supplies. 📍648 Poinsettia Ave, Clearwater Beach, FL 33767

Guest House in prime location!
This special place is close to everything, making it easy to plan your visit. Less than 30 minutes to TPA Airport, 13 miles to Clearwater Beach, 2.2 Miles to Honeymoon Island, 1.0 miles to US-19 to easily get to surrounding areas, and 3.5 miles to downtown Dunedin. Guest house located on property with friendly host. There is one parking space provided for guests onsite. Happy to provide recommendations for a local experience during your stay! Beach necessities available upon request.

8min to Beach by car/King Bed/fenced yard/prking
🌞 Just 6 minutes from the beach, this freshly remodeled 1BR Largo retreat offers comfort and convenience in the heart of Florida living. Relax outdoors in the fenced turf yard or unwind under the covered carport seating area. 🚲 With the scenic Pinellas Trail right across the street and supermarket and restaurants within walking distance, everything you need is at your doorstep. Explore nearby Largo Central Park or take a quick trip downtown for dining and entertainment.

Cozy Gem Near Madeira Beach
This cozy studio unit with its own screened-in large private patio is the perfect getaway for up to 2 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cal-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive to the famous John's Pass Village and Boardwalk.

Seasalt Breeze, by the pool, NO PETS
The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Location is central with short distance to nearby beaches, attractions and other nearby towns. Unit is approximately 500 square feet with a living room-kitchen open concept and One bedroom - bathroom open concept. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport

Literally: 15 steps to the Pool, GroundFloor Condo
Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!
Popular amenities for Clearwater vacation rentals
Other great vacation rentals in Clearwater

Restful Palms

Escape to Clearwater Beach!

Wonderful Condo at Avalon - Fully Renovated

Snug Serenity Suite

Perfect getaway

Mango Tree Cottage: bike trail

[TOP PlCK] 5BR Family Pool Villa By Eagle Park!

New private guesthouse walk to downtown Dunedin
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $214 CAD | $260 CAD | $291 CAD | $241 CAD | $210 CAD | $210 CAD | $211 CAD | $195 CAD | $182 CAD | $189 CAD | $204 CAD | $213 CAD |
| Avg. temp | 17 °C | 18 °C | 20 °C | 23 °C | 26 °C | 28 °C | 29 °C | 29 °C | 28 °C | 25 °C | 21 °C | 18 °C |
Frequently Asked Questions
How is the weather in Clearwater?
Clearwater experiences a humid subtropical climate. Summers, from June to September, are hot and humid with temperatures around 90°F (32°C). Winters, from December to February, are mild, with average temperatures around 70°F (21°C). The city has plenty of sunshine year-round, hence its name.
What are some of the best things to do in Clearwater?
Clearwater is known for its sun-drenched beaches, and travelers often enjoy unwinding on the soft sands of Clearwater Beach. For nature enthusiasts, exploring the trails of Moccasin Lake Nature Park is a popular activity. A visit to the Clearwater Marine Aquarium to learn about marine life rescue is also frequently suggested.
What is the best time of year to visit Clearwater?
The most popular time to visit Clearwater is from February to May when the weather is warm, around 70°F to 80°F (21°C to 27°C), and the city hosts several local events, including the vibrant Pier 60 Sugar Sand Festival in April and the Clearwater Sea-Blues Festival in February.
What are the best places to stay in Clearwater?
Island Estates is a popular area for its waterfront properties and proximity to Clearwater Marine Aquarium. Downtown Clearwater is also frequently suggested for its bustling culture and nightlife. For those looking for a beachfront location, Clearwater Beach is often recommended.
What are the best places to visit in Clearwater?
The most popular places to visit in Clearwater include the Clearwater Marine Aquarium, home to rescued marine life, and the long, sandy Clearwater Beach. The vibrant Pier 60, known for its sunset celebrations, and the tranquil Moccasin Lake Nature Park are also frequently suggested.
What are some hiking trails in Clearwater?
For those keen on exploring outdoors, Clearwater has a number of trails such as the 60-mile (97 km) Pinellas Trail, perfect for biking and walking. The Cliff Stephens Park offers a scenic trail around a lake, while the Moccasin Lake Nature Park has a variety of short trails through diverse ecosystems.
What are some family activities to do in Clearwater?
Families in Clearwater can explore the captivating marine life at the Clearwater Marine Aquarium, experience interactive exhibits at the Great Explorations Children's Museum, or spend a day at the Splash Harbour Water Park. They can also enjoy building sandcastles and playing beach games at Clearwater Beach.
What are some of the best day trip ideas in Clearwater?
For day trips from Clearwater, consider a visit to the vibrant city of Tampa, just 23 miles (37 km) east, or the charming city of St. Petersburg, 19 miles (30 km) to the southeast. A boat trip to Caladesi Island State Park for unspoiled beaches and nature trails is also a popular choice.
What types of vacation rentals are available in Clearwater?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Clearwater. From over 660 condo rentals to over 960 house rentals, we've got you covered.
Are there vacation rentals with a dedicated workspace in Clearwater?
Yes! Work meets play with ease at over 1,680 vacation rentals in Clearwater featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in boutique hotel rentals in Clearwater?
Experience the best of Clearwater with our boutique hotel rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Clearwater?
Four-legged friends are welcome in Clearwater. Choose from more than 1,020 vacation rentals for guests traveling with pets.
Are there Clearwater hotel rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 160 hotel rentals with pools in Clearwater, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Clearwater have a gym?
Absolutely! We offer over 60 house rentals with a gym in Clearwater. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Clearwater have self check-in?
Absolutely! We offer over 40 cottage rentals with self check-in in Clearwater. Enjoy a tailored experience with all the comforts you desire.
Do resort rentals in Clearwater have a bbq area?
Absolutely! We offer over 10 resort rentals with a bbq area in Clearwater. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly bungalow rentals in Clearwater?
Clearwater has more than 20 family-friendly bungalow rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Condo Rentals in Clearwater?
Enhance your stay in our Condo Rentals with the most popular amenities: over 190 homes with a bbq area, over 200 homes with self check-in, over 300 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Clearwater

Total vacation rentals
Explore 3,130 vacation rentals in Clearwater

Nightly prices starting at
Clearwater vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 135,960 verified reviews to help you choose

Family-friendly vacation rentals
1,730 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 1,020 rentals that welcome pets

Vacation rentals with a pool
1,900 properties feature pools

Rentals with dedicated workspaces
1,680 properties have a dedicated workspace

Wifi availability
3,080 of Clearwater vacation rentals include wifi access

Popular amenities for guests
Guests love Beachfront, Self check-in, and Gym across Clearwater rentals

4.8 Average rating
Clearwater stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Clearwater’s top spots, include Clearwater Marine Aquarium, Pier 60, and Countryside 12
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