
Holiday rentals in Clearwater
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Quick stats about holiday rentals in Clearwater

Total holiday rentals
Explore 3,310 holiday rentals in Clearwater

Nightly prices starting at
Clearwater holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 145,390 verified reviews to help you choose

Family-friendly holiday rentals
1,940 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 1,160 rentals that welcome pets

Holiday rentals with a pool
2,020 properties feature pools

Rentals with dedicated workspaces
1,840 properties have a dedicated workspace

Wifi availability
3,290 of Clearwater holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Beachfront 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
Top-rated holiday rentals in Clearwater
Guests agree: these stays are highly rated for location, cleanliness and more.

Modern Private Estate | Central to Tampa & Beaches
Experience this private 1-acre, modern home designed for space, calm, and everyday comfort. Surrounded by mature oaks and palms, this serene property offers rare privacy just minutes from Tampa Airport, Clearwater Beach, Safety Harbor, St. Pete, and top attractions. Enjoy a chef’s kitchen with modern appliances, spacious living areas, and peaceful outdoor spaces with a patio, electric grill, and koi pond. Ideal for families, longer stays, & guests who value tranquility, and a thoughtful design!

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.

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.

Cozy Modern Studio • Private • Central Clearwater
Experience modern comfort and total privacy in this newly built Clearwater studio. Designed with a clean, minimalist aesthetic and high-quality finishes, this space provides a relaxing retreat for solo travelers, couples, and professionals. Enjoy a private gated entrance, dedicated parking, a modern walkway and a peaceful outdoor area to unwind daily. Inside features a bright open layout, marble-look floors, modern décor and a cozy queen bed with hotel-style linens for a restful stay.

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Lakeside Heaven Retreat in Largo - King size Bed!
Welcome to Largo, and to our fully renovated home! This spacious and centrally located retreat offers plenty of room for fun and relaxation. Just a 10-minute drive to Belleair Beach and less than 15 minutes from the award-winning Clearwater Beach. With Highland Largo Park right next door, you can step outside and immerse yourself in a peaceful natural setting, complete with scenic walking trails and a beautiful lake just steps from your front porch. We look forward to hosting you!

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.

Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
Tropicoquette is a inspired tropical retreat in the heart of Oldsmar, just a short drive from Tampa and the Gulf Coast's beautiful beaches. Relax by the private pool, gather around the fire pit, or unwind beneath the palm trees in your own backyard oasis. Inside, you'll find stylish interiors, curated decor, spacious bedrooms, a fun bunk room, and an open concept loving space perfect for families and groups. The ideal blend of luxury, comfort, and Florida charm awaits.

Clearwater Studio Getaway
Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay área .Just 7 minutes from Safety Harbor and 14 minutes from Dunedin . Perfect for travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!

Ocean Breeze • Easy - Heated Pool Access
📍 Stay in The Avalon at Clearwater, a gated community with a heated pool, fitness center, clubhouse, and free parking. Walk to Publix, restaurants, cafés, and shopping. Just 15 minutes to Clearwater Beach, 20 minutes to Tampa Airport, and convenient to Dunedin, Safety Harbor, Honeymoon Island, St. Petersburg, and other top Gulf Coast attractions. Perfect for beach getaways, business travel, snowbirds, and extended stays.

Dunedin 2BR 2 bath NewBuild
Brand new construction (2023) main house with a separate in-law suite in beautiful Dunedin, Florida, centrally located and feature-packed! Just one mile from downtown, one block from the Pinellas Bike Trail, two blocks from TD Ballpark (Home of the Toronto Blue Jays), and minutes from the Gulf of Mexico waters and local beaches. Kick your feet back and enjoy everything this quaint town has to offer. See you soon!
Popular amenities for Clearwater holiday rentals
Other great holiday rentals in Clearwater

Wonderful Condo at Avalon - Fully Renovated!

Best House on the Trail

Tropical Paradise - Private Pool, Spa & BBQ !

Boutique Stay Near the Bay | Walk to Downtown.

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

Game Room + Fire Pit Fun! • 2BR • 7 mi to Beach

Sunny Groove Oasis: Heated Pool, Playset @Clearwat

Marie's Oasis‐4 min walk to sandy white beaches!
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $199 SGD | $245 SGD | $289 SGD | $222 SGD | $194 SGD | $194 SGD | $195 SGD | $179 SGD | $168 SGD | $169 SGD | $182 SGD | $192 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 |
Frequently Asked Questions
What are the best places to stay in Clearwater?
Clearwater Beach is known for lively boardwalks and waterside views, while the downtown area has a mix of cultural sites and dining spots. Nearby, Sand Key offers a quieter atmosphere with access to parks and nature.
What are the best things to do in Clearwater with kids?
Families often explore Clearwater Beach, stop by the marine aquarium to learn about sea life, or enjoy playgrounds and shaded picnic areas in local parks. Interactive exhibits and boat tours are also frequently suggested.
What are some of the best things to do in Clearwater?
Clearwater has lively beaches, fresh seafood restaurants, and sunset festivals on the pier. Visitors also explore local art galleries, dolphin-watching tours, and nearby nature preserves.
How is the weather in Clearwater?
Clearwater has mild winters around 56–74°F (13–23°C) and hot, humid summers that can reach 91°F (33°C). Rainfall increases in the summer months, so packing a light rain jacket and sun protection is often wise.
What are the best places to visit in Clearwater?
Clearwater Beach is one of the most popular waterfront areas, while Pier 60 draws many for its sunset festivals and street performers. Nature lovers frequently explore Sand Key Park and local nature reserves.
What are some hiking trails in Clearwater?
Explore nature trails in local parks such as Moccasin Lake Nature Park, or stroll boardwalks by the water around Sand Key Park. These areas often feature shaded paths and bird-watching opportunities.
What are some family activities we can do in Clearwater?
Family groups enjoy Clearwater Marine Aquarium's animal care programs, miniature golf courses, and scenic public playgrounds. On the beach, sandcastle building and paddleboarding are frequently suggested.
What are some of the best day trip ideas from Clearwater?
Many guests explore nearby cities with art centers, botanical gardens, or aquariums. Guided boat tours along the coast, nature preserves just outside Clearwater, or state parks are also frequently suggested.
Are there any pet friendly accommodations available in Clearwater?
Many stays in Clearwater welcome pets, especially around the beach and in quieter residential neighborhoods. Several parks and walking trails make it convenient to travel with your dog.
What are some local tips for visiting Clearwater?
Arrive at popular beaches early for shaded spots, and bring sun protection year-round. Local markets are great for unique souvenirs, and many restaurants accommodate dietary preferences if you ask in advance.
What is Clearwater known for?
Clearwater is known for its sandy Gulf beaches, vibrant sunset celebrations at Pier 60, and marine preservation work at the local aquarium. Its festivals and outdoor concerts reflect a lively coastal spirit.
What are the best hidden gems to explore in Clearwater?
Moccasin Lake Nature Park is often mentioned for quiet trails and educational centers, while local farmers markets showcase regional produce and crafts. Small art galleries around downtown highlight area artists.
What are the best foods to try in Clearwater?
Fresh grouper sandwiches, stone crab when in season, and citrus-inspired desserts are frequently suggested. Many restaurants feature seafood caught nearby, often served with a coastal flair.
What should I bring for a trip to Clearwater?
Bring lightweight clothing, reef-safe sunscreen, a reusable water bottle, and swimwear. A wide-brimmed hat and comfortable sandals are helpful for sun protection and boardwalk strolls.
What is the nightlife in Clearwater like?
Nightlife in Clearwater centers around casual beachfront bars, live music venues, and vibrant spots for dancing. Some local breweries and rooftop lounges also draw evening crowds.
What are the most popular events or festivals in Clearwater?
Clearwater has the Pier 60 sunset festival with live music and artisans, the Clearwater Jazz Holiday in fall, and parades celebrating local traditions. Seafood events also draw many visitors throughout the year.
Are there family friendly vacation rentals in Clearwater?
Clearwater has a variety of family-friendly stays, particularly in the beach area and residential neighborhoods close to parks or playgrounds. Many hosts provide amenities for children, such as cribs or board games.
When is the best time to visit Clearwater?
Milder temperatures and reduced rainfall in late winter and spring are often recommended for comfortable outdoor activities. This season also brings popular festivals and community events.
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