
Vacation rentals in Clearwater
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Top-rated vacation rentals in Clearwater
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Clearwater Gameroom- Pool/Mini golf/Home Theatre
Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

Beautiful Cozy Condo 3 miles away Clearwater Beach
AVALON CONDO This gated community is located 3 miles away from Clearwater Beach (voted #1 beach in the US Tripadvisor) ONE BEDROOM ONE BATH WALK IN SHOWER GRANITE KITCHEN ISLAND WITH SEATING FOR 3 GROUND FLOOR ( dont carry your luggages or beach supplies up the stairs) KING SIZE BED 1 SMART TV, INTERNET ACCESS, NETFLIX 2 FLAT SCREEN TV 50 INCHES FULL SIZE WASHER AND DRYER BEACH SUPPLIES ( UMBRELLA, CHAIRS, COOLER, BEACH TOWELS) SLEEPING SOFA STEPS AWAY POOL FREE PARKING TRAVEL NURSE WELCOME

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, 3m 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.

The Zen Den Studio
Welcome to our home away from home, where you can relax and take it easy or enjoy all the excitement close by. Our Seaside Studio sleeps 2 guests comfortably, one queen size bed, one queen sofa bed, 1 full bath, and a fully stocked kitchen. Our studio provides all the amenities of a home with an extraordinary location close to all of your vacation needs. You can take a walk to the Blue Jays Stadium, you are 1 Mile to Downtown Dunedin where restaurants and shops awaiting to please your palate.

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Luxury Oasis • Heated Salt Pool • Near Beaches
Welcome to Paradise Palms 🌴☀️- your tropical, family-friendly getaway w/ a private heated saltwater pool! Newly renovated & cleaner than a hotel, the home is filled w/ luxury amenities to create a truly unforgettable family vacation. With 7 comfy beds, there's plenty of room for everyone. Just 14 min to the famous Clearwater Beach & other beautiful white sand beaches! It's finally time to relax & soak up some Florida sun! Come experience all that Paradise Palms & Clearwater have to offer.

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.

Clearwater Condo w/Pool Access, 4Mi to Beach!
Clearwater Condo w/Pool Access, 4Mi to Beach! The crystal-blue Gulf Coast is calling from this charming 1-bedroom, 1-bath vacation rental condo just minutes from downtown Clearwater! Spend your days exploring downtown Clearwater or St. Petersburg, or enjoying the heated community pool. This single-story condo comfortably sleeps 2 and boasts tall ceilings, a fully equipped kitchen, private patio, and access to all of the Avalon's community amenities, including a pool, gym, clubhouse & more

Mermaid Cottage
Located in a three unit 'Olde Florida Style Complex' and just 45 steps to Clearwater Beach! The Mermaid Cottage is located on the 1st floor at the back of the complex. This Florida style unit is adorned wood floors and charming island decor. Open to an outdoor patio with furniture. The cottage has two bedrooms, two full baths and an outdoor shower! Living room has a queen pull-out bed. The patio area is completely fenced for private use. Nice, park like charcoal grill.

Cozy Retreat, private unit, 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. Walk-in distance to Publix grocery store and nearby restaurants. Location is central with short distance to nearby beaches, attractions and other nearby towns. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport and Disney World This location is loved by “snowbirds”

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
Stay near Clearwater's top sights
Clearwater beach vacation rentals

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U2 ♥

Relax in a Newly Renovated Beach Front Paradise

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

Beachfront in exclusive resort

Tropical Beachfront Penthouse-Beach Cottages

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

Beachfront Condo with Centerline Sunsets
Other great vacation rentals in Clearwater

Stars by the Sea - Cozy home close to beaches

Wonderful Condo at Avalon - Fully Renovated!

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Tiki Hut Cottage

Condo Conveniently located to Clearwater Beach

Paradise Point Home in Clearwater-5 miles to beach

Banana Mania Cottage 3 - few miles to beaches

Charming Casita Near Two Downtowns & Beaches
Quick stats about vacation rentals in Clearwater
Total rentals
3.1K properties
Nightly prices starting at
G$2,091 GYD before taxes and fees
Total number of reviews
136K reviews
Family-friendly rentals
1.7K properties are a good fit for families
Pet-friendly rentals
1K properties allow pets
Rentals with a pool
1.9K properties have a pool
Your guide to Clearwater
All About Clearwater
Sitting on Florida’s Gulf Coast, just 20 miles northwest of Tampa, Clearwater is a blend of small beachside town and metropolitan hotspot. Here you can bask in the sun on the sugar-white sand beaches while boats bob in the Clearwater Harbor Marina. Along the Beach Walk promenade flagged by mangrove trees, five-star restaurants bump elbows with casual beachside seafood eateries, featuring local specialties like freshly caught stone crab or grouper sandwiches. In the evening Pier 60 holds a nightly sunset festival, where vendors set up stalls and street performers show off their music, magic, and more.
Caladesi Island State Park, which can be reached by ferry, offers miles of hiking or biking trails and the chance to kayak over the crystal clear waters of the gulf. This pristine island is home to several natural habitats that are crucial to the survival of native plant and animal species.
The best time to stay in a vacation rental in Clearwater
With Clearwater’s location on the Gulf Coast, the city experiences mild weather all year round. Summer brings high heat and humidity, and the start of hurricane season means this is Clearwater’s slow season. In October, temperatures start to cool off but there are fewer visitors than in the peak winter and spring season, so this may be an ideal time to book your Clearwater vacation rental if you’re looking for a quiet getaway. Snowbirds and spring breakers come to the area in the winter and early spring to enjoy the warm weather and beautiful beaches, making this the busiest time of the year.
Clearwater hosts a music and arts festival every May, and each June the streets transform into a living gallery during the Art Walk. Foodies looking to indulge in the region’s cuisine may want to visit in late October when the Stone Crab Festival celebrates the local delicacy.
Top things to do in Clearwater
Sand Key Bridge
The views from this concrete bridge connecting Clearwater with the more secluded Sand Key Park make Sand Key Bridge worth visiting. On one side of the walking path is the beautiful Clearwater skyline, with shimmering glass skyscrapers reflecting the waters of the Gulf. Opposite that are the swaying mangrove trees, salt marshes, and white sand beaches of Sand Key Park, where you can take a quiet stroll through the park’s trails.
Clearwater Dolphins Trail
During your visit to Clearwater, keep a lookout for colorful life-sized dolphin statues. This collaborative art project sponsored by the city comprises more than 120 dolphins designed and created by local artists. The dolphins are made of glass, ceramic, and fiber art, and they are hidden all throughout the city.
Moccasin Lake State Park
This 51-acre nature preserve is an exhibition of the plant and wildlife native to Clearwater Beach, like peacocks, gopher turtles, and birds of prey. Explore miles of trails and boardwalks that pass over gentle streams in the shade of massive oak trees. The preserve is also a rehabilitation center for birds of prey, like the iconic Bald Eagle.
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.
Are there vacation rentals with a dedicated workspace in Clearwater?
Yes! Work meets play with ease at over 1,600 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 villa rentals in Clearwater?
Experience the best of Clearwater with our villa 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.
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- Anna Maria Island
- Weeki Wachee Springs
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
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- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
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- Gulfport Beach Recreation Area
- Jannus Live
- ZooTampa at Lowry Park
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- Adventure Island
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- Tampa Palms Golf & Country Club
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