
Holiday rentals in Clearwater
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Top-rated holiday rentals in Clearwater
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Beach in 90 Seconds with Hot Tub, Coffee Bar & Gam
Newly renovated Gulf-side duplex featuring 2 bedrooms and 2 bathrooms, just a minute’s walk across the street to the white-sand shores of Indian Rocks Beach Enjoy everything you need for a perfect beach day—chairs, toys, frisbee, life jackets, floaties, and more Inside, enjoy a beverage and coffee bar with coffee included, PS4, and a variety of indoor and outdoor games for nonstop fun Come back and unwind in an incredible outdoor entertainment space featuring a hot tub, fire pit, golf putti

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

Clearwater Gem! XL-Pool | Courts & More!
Welcome to The Quazzi House, a private ½-acre tropical escape designed for fun, relaxation, and unforgettable memories. This unique 4BR / 3BA home features a 40-ft pool, private hot tub, pickleball & basketball court, and a spacious backyard perfect for families and groups. 📍 15 min to Clearwater Beach 📍 20 min to Tampa 📍 10 min to PIE Airport Ideal for large families or groups looking for an active, resort-style stay in sunny Fl! NO PARTIES — $1,000 fine & cleaning fee strictly enforced!

Barefoot Parrot /Walk DT & Waterfront/Sleeps 8
Steps from Main Street Dunedin, a short walk to the waterfront and an easy drive to award-winning beaches, Honeymoon Island & Clearwater Beach. Experience the charm of the Barefoot Parrot House, a private pet friendly house with designer decor and abundant outdoor space. Walk, bike, or cart to stunning sunsets, shops, dining, breweries, and Pinellas Trail. Great for families, couples, groups. Loaded with beach gear, kids's items & pup supplies. Treat yourself to this beloved Dunedin favorite!

Botanical Bliss
A 15 minute drive to Clearwater Beach. This house was designed by Tegan Williams of "Seeds" and contains a tasteful assortment of plant life and decor. From a kitchen made from exotic marble to botanical living space, it provides a relaxing getaway for those looking for it. It is located in a quiet neighborhood and includes a washer and dryer, full kitchen, oven, microwave, coffee maker, dishwasher, and kettle. I hope you choose to stay and get to experience a much deserved blissful time.

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.

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.

Tiny Oasis | Pool | Stocked Stay Near Indian Rocks
Welcome to The Tiny Oasis! A cozy boutique style retreat in Largo, FL, near Indian Rocks and Clearwater Beach that’s packed with luxury. Lounge by the plunge pool, fire up the Blackstone or enjoy an outdoor movie night. Unique touches and a 5-star experience prove that small spaces make big memories! Tap ‘Show More’ below! What’s There To Look Forward to? 👙Plunge Pool 🚿Outdoor Shower 🔴 Corn Hole ⛱️ Beach Gear 🍔Grill 🅿️ Private Parking 🍳Cook at Home 🧺 Your own private Washer/Dryer

Modern Private Estate | Central to Tampa & Beaches
Experience a 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, and guests who value quiet and thoughtful design!

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.

Family/Group Getaway w/ Pool Near Clearwater Beach
🏖️ Private pool + 4BR | 9 mins to Clearwater Beach Bring the whole group to this spacious 4-bedroom home designed for relaxing and entertaining. Enjoy a private pool, oversized backyard, and plenty of room for families and friends to spread out. ✔ Sleeps large groups comfortably ✔ Private pool + outdoor space ✔ Fully equipped kitchen + fast WiFi Just minutes from Clearwater Beach, dining, and attractions—your ideal home base for a fun, easy Gulf Coast getaway.

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!
Popular amenities for Clearwater holiday rentals
Other great holiday rentals in Clearwater

Tropical Lagoon w/ Private Pool & Game Room!

Coastal Luxe Pet-Friendly Beach Private Balcony

La Casa del Mar, Clearwater

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

Elegant Living: Spacious 4-Bedroom, 3-Bath Home

Modern 3BR/2B Oasis/ Patio – Sleeps 8

Walk to Indian Rocks Beach | Hot Tub | 2BR Condo

CBC 1-17G – Amazing Gulf & Intercoastal Views!
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $197 SGD | $243 SGD | $287 SGD | $220 SGD | $192 SGD | $192 SGD | $193 SGD | $178 SGD | $166 SGD | $168 SGD | $180 SGD | $191 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.
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
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