
Holiday rentals in Clearwater Beach
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Quick stats about holiday rentals in Clearwater Beach

Total holiday rentals
Explore 1,330 holiday rentals in Clearwater Beach

Nightly prices starting at
Clearwater Beach holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 62,730 verified reviews to help you choose

Family-friendly holiday rentals
680 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 330 rentals that welcome pets

Holiday rentals with a pool
1,100 properties feature pools

Rentals with dedicated workspaces
700 properties have a dedicated workspace

Wifi availability
1,310 of Clearwater Beach holiday rentals include wifi access

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

4.8 Average rating
Clearwater Beach stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated holiday rentals in Clearwater Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

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

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!
Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.

Walk to Indian Rocks Beach | Hot Tub | 2BR Condo
Escape to our peaceful 2BR/2BA beach retreat in Indian Rocks Beach—just a 5-minute stroll to the sand! This charming, pet-friendly home sleeps 6 and features modern furnishings, a private patio, relaxing hot tub, and all the essentials for a perfect beach day. Ideal for families, couples, or friends, you’ll enjoy easy access to local dining, shopping, and water sports. Unwind indoors with fast WiFi and smart TVs, or soak up the Florida sunshine outside—your perfect coastal escape awaits.

The Emerald Villa, Eco-Luxury by the Sea
Eco-friendly, earth conscious seaside villa. Located just steps from the soft sands of the Gulf of Mexico beach, this exquisitely designed family home offers a luxurious yet sustainable escape. Encased in natural light, 4 bedrooms and 3 baths, the villa sleeps dynamic families and small groups in uncompromising comfort and style and provides all the zen essentials. In-house health suite with gym, infrared sauna and red light therapy available upon request at small additional daily fee.

Bay Lake Cottage
You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Bougie Bungalow: Golf Cart | Pizza Oven | 1 GB WiFi
Bougie Bungalow ~ Waterfront Remodelled Retreat with Golf Cart & Dock! ★ "One of the best features in this house were the beds! Amazingly comfy!" ☞ Patio w/ outdoor kitchen, BBQ, pizza oven ☞ 2 Master suites: w/ king + bathroom ☞ Beach essentials (chairs + wagons) ☞ Fully equipped + stocked kitchen ☞ Espresso + Nespresso machine ☞ Parking w/driveway (4 cars) ☞ Multiple smart TVs ☞ 1 Gbps WiFi 4 mins → DT Indian Rocks Beach 22 mins → St. Pete–Clearwater International Airport ✈

Walk Downtown and to Waterfront, Mins to Beaches
Just steps to Main Street Dunedin and minutes to Honeymoon Island and Clearwater beach, this stylish upstairs 2-bedroom cottage blends modern coastal comfort with gorgeous design. Enjoy tropical murals, treetop views, two king beds, a sleeper sectional, and a fully stocked stay. Walk to dining, shops, breweries, and Dunedin’s beautiful waterfront sunsets, then drive minutes to the beaches. Pet-friendly with every detail beautifully done—reserve the Barefoot Parrot today.

3 Bedroom Waterfront Paradise Sleeps 8
Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

Quiet Beachfront Bungalow on Florida’s Gulf Coast
Welcome to The Sunset Beach Bungalow! This top-floor luxury water-front home located in Indian Shores, FL has been completely remodeled. Our serene getaway is situated on the Gulfs Coast. The large deck looks out over the water, providing a calming sanctuary to which you can retreat any time of day or night. Our home is over 1000 sq. ft and is newly furnished with plenty of room to relax during your stay. Our beach is private so there aren’t large crowds!

CWB Retreats at Baymont Lofts - Loft A
Loft A at Baymont is one block from the Sand Pearl entrance to the beach. Walk down the stairs from the spacious 2 bedroom loft, with private patio, and enjoy the local restaurants and convenient shops. Additionally, there is a queen sleeper sofa in living room. Washer and dryer in the unit is a huge perk. Full kitchen. One free, dedicated parking space per unit. 57 Baymont Street to map. New pool available at 617 Bay Esplanade you can walk to.

Oceanfront Condo | Rooftop Terrace | Arcades |
Picture this: you step onto the rooftop as the Gulf stretches out in front of you — golden hour, warm breeze, a putting green underfoot and nowhere else you'd rather be. Back inside, the kids are deep into NBA Jam while the waves crash just beyond the balcony. Hello Sunshine is a direct oceanfront condo in the heart of Indian Shores, designed like a magazine spread and stocked for the kind of trip people talk about long after they've unpacked.

Luxury Beach Cottage | Walk to Dining & Sunset
Welcome to Coco! Nestled in the heart of Indian Rocks Beach. IRB is a hidden gem that radiates a whimsical, small-town charm, evoking nostalgic memories of carefree childhood summers by the shore—the Gulf beckons just two blocks away, offering pristine, fluffy sands and unforgettable sunsets. As the sister cottage of Mango, Coco invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect getaway awaits! 🥥
Popular amenities for Clearwater Beach holiday rentals
Other great holiday rentals in Clearwater Beach

Sunset Palms Retreat!

The Sunshine House!

Heated Pool & Spa Oasis Near Clearwater Beach

Bella Bird

Marie's Oasis‐4 min walk to sandy white beaches!

GulfPort Paradise, Bali-like Oasis with Pool

Kamp Komfort Historic Family Beach House

Tranquil Bay: Waterfront Home w/ Heated Pool
When is the best time to visit Clearwater Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $247 SGD | $314 SGD | $379 SGD | $308 SGD | $248 SGD | $259 SGD | $263 SGD | $223 SGD | $206 SGD | $206 SGD | $228 SGD | $241 SGD |
| 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 |
Destinations to explore
- Rentals with a washing machine and dryer Clearwater Beach
- Rentals with beach access Clearwater Beach
- Bungalow rentals Clearwater Beach
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- Rentals with an accessible-height toilet Clearwater Beach
- Rentals with pools Clearwater Beach
- Villa rentals Clearwater Beach
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- Townhouse rentals Clearwater Beach
- Beachfront rentals Clearwater Beach
- Rentals with breakfast Clearwater Beach
- Pet-friendly rentals Clearwater Beach
- Rentals with a kayak Clearwater Beach
- Rentals with a fireplace Clearwater Beach
- Rentals with a firepit Clearwater Beach
- House rentals Clearwater Beach
- Waterfront rentals Clearwater Beach
- Rentals with a hot tub Clearwater Beach
- Apartment rentals Clearwater Beach
- Family-friendly rentals Clearwater Beach
- Boutique hotels Clearwater Beach
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- Rentals with a sauna Clearwater Beach
- Luxury rentals Clearwater Beach
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- Rentals with an EV charger Clearwater Beach
- Rentals with an accessible-height bed Clearwater Beach
- Beach house rentals Clearwater Beach
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- Rentals with a patio Clearwater Beach
- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Dunedin Beach
- Tampa Convention Center
- Vinoy Park
- Hard Rock Casino
- University of South Florida
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Sand Key Beach
- Epperson Lagoon
- Weeki Wachee Springs State Park
- Anna Maria Public Beach
- MidFlorida Credit Union Amphitheatre
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- Cortez Beach





