Holiday rentals in Clearwater
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Top-rated holiday rentals in Clearwater
Guests agree: these stays are highly rated for location, cleanliness and more.
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!
Cozy Villa Close to Tampa Bay & Clearwater Beaches
Cozy updated villa nestled in the heart of Safety Harbor. Located just a mile from the vibrant Main Street, you'll have easy access to an array of shops, boutiques and restaurants. This home boasts a warm and inviting ambiance; perfect for families, couples, or a group of friends seeking a tranquil retreat. Whether you're here for the scenic beauty, the rich cultural experiences, or the warm Florida sun, our villa is the perfect starting point for your Safety Harbor adventure. Book today !
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.
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
Private Fenced Yard |Bright Villa| 8 Min to Beach
✨ You’ll adore this stylish getaway w/ a private fenced in yard. Natural light fills the space, highlighting its modern furnishings & remodeled design. Conveniently located just 8 min from the beaches & only a few blocks from vibrant downtown Largo. This is a single-story property. With the scenic Pinellas Trail right across the street & supermarkets & restaurants within walking distance, everything you need is at your doorstep. Explore Largo Central Park or enjoy dining downtown.
BlueJay's Nest: Game Room, King Bed, Walk to Water
This freshly renovated home offers everything needed for a memorable stay. Why You'll Love It: ⭐️ Bright & Airy Design: Enjoy a stylish space with a relaxed coastal vibe ⭐️ Private Outdoor Oasis: Relax on the patio or enjoy the fenced yard, ideal for your morning coffee ⭐️ Game Room: Retro consoles, Air Hockey Table and Board Games for family fun ⭐️ In-Unit Laundry: No need to pack extra clothes ⭐️ Dedicated Workspace: Perfect for remote work or planning your next adventure
Newly reopened Airbnb! Freshly remodeled !
Airbnb in Clearwater, Florida 🌴✨ Escape to this cozy studio suite designed for relaxation, comfort, and good vibes. Perfect for a solo getaway or a romantic stay, just minutes from downtown and the beautiful beaches. Enjoy the private tiki patio with a hot tub, outdoor TV, and seating area for the ultimate Florida experience. ☀️🌊 🍸 🍸 🍸 Free Full Liquor Mini Bar Included! Enjoy a variety of complimentary spirits and drinks. 🥂✨ No Cleaning Fee! Enjoy a hassle-free stay .
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.
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!
NEW Clearwater4BR Near Beach| Mins to Downtown
***NEW LISTING*** 🌴Escape to your Clearwater paradise, just minutes from world-famous beaches and Florida’s best attractions. This spacious 4BR, 2BA home sleeps 6 and features a modern kitchen, cozy living spaces, and a private backyard perfect for family fun. This is a single-story property. Relax on the patio, or unwind in comfort after a day at the beach. Whether you’re here to relax, explore, or entertain, this home has it all.
Bright Clearwater Condo, Heated Pool, Near Beaches
📍 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.
Popular amenities for Clearwater holiday rentals
Other great holiday rentals in Clearwater
*New Listing* Renovated 1 BD Apt near the Beach
Sunset Palms Retreat!
Heated Pool Home | Pet-Friendly | Minutes to Beach
Bay Front Apartment 18
Elegant, modern home 15 min fr Clw Beach, Hot Tub
Find Coastal Family Comfort in Updated 3 Bed Home!
Beautiful, Newer 1BR w/Courtyard Beach, 2 Mi Away
Happy Clearwater Condo in The Avalon/King bed/gym
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $198 SGD | $245 SGD | $289 SGD | $222 SGD | $193 SGD | $193 SGD | $195 SGD | $179 SGD | $167 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.
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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