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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.

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Guest favourite
The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.
Home in Clearwater
4.93 out of 5 average rating, 186 reviews

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

Top guest favourite
A cozy bedroom features a spacious bed adorned with soft pillows and a light blanket. Natural light enters through the partially covered window, while two modern light fixtures flank the headboard. A decorative plant sits atop a small side table, complementing the neutral decor.
Flat in Clearwater
4.93 out of 5 average rating, 29 reviews

Fantastic Condo at Avalon - Fully Renovated

Ground Floor Completely RENOVATED! Amazing & Very cozy and it has a a 60” Fireplace. 1 king size bed and a queen pullout couch new style, 1 bathroom with the best water pressure including a rain shower and a hand held unit. This unit is well equipped with everything you need and have at your home. The condo is great for a couple’s getaway or a nice family vacation. YOUR HOME AWAY FROM HOME! Steps to the POOL, beach chairs, Floaties, wagon, cooler, etc. The Beach is a just a 10 minute drive!

Top guest favourite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.98 out of 5 average rating, 174 reviews

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

Top guest favourite
Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.
Cottage in Tampa
4.98 out of 5 average rating, 255 reviews

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.

Guest favourite
Home in Largo
4.96 out of 5 average rating, 23 reviews

Sunset Oasis mins to BEACH!

This stunning 4-story townhome offers a perfect blend of coastal modern design and luxurious functionality. Featuring 3 bedrooms, 3 bathrooms and a beautifully built out ROOFTOP lounge, the home is thoughtfully designed to maximize space, natural light and endless sunset views. Located just 1 mile from the beach, this townhome combines the tranquility of coastal living with proximity to vibrant beachside amenities. A perfect retreat for those seeking modern elegance near the ocean.

Top guest favourite
Home in Clearwater
4.98 out of 5 average rating, 211 reviews

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. 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

Superhost
A modern kitchen features an expansive marble countertop with bar seating. Two pendant lights hang above, illuminating the space. Stainless steel appliances are seamlessly integrated, and a sliding glass door opens to a small balcony with outdoor seating for two.
Flat in Clearwater
4.83 out of 5 average rating, 48 reviews

Avalon Sun-kissed Boutique: Luxury-free parking

Welcome! Impeccably maintained and updated one bedroom/ one bath (one king-size bed in the bedroom and in the living room the sofa easily transforms into a queen bed) this condo is a gem! Free parking and a beautiful pool for the resort-style living at its best! Clearwater Beach's famous Pier 60 is only 3 miles away, with beautiful natural Parks, an attractive Marine Aquarium, and lots of activities at your fingertips for exciting moments and unforgettable memories. And more...

Guest favourite
A comfortable seating area is shown with a gray sofa and a light round table. Large windows frame views of palm trees and a serene body of water, allowing natural light to illuminate the space.
Flat in Clearwater
4.9 out of 5 average rating, 84 reviews

Waterfront Condo in Dunedin/Clearwater

Relax in this waterfront condo. Unwind after your day at the beach on the patio overlooking the sun setting over the water. This peaceful space has everything you need for your stay; a full kitchen stocked with cooking supplies, a full bedroom and bathroom, a living area with water views to name a few highlights. Only 5 miles to the #1 rated Clearwater Beach, 1.3 miles to the fun Downtown Dunedin, a block to the Pinellas Trail, & 1 mile to the Blue Jay’s stadium!

Guest favourite
Home in Clearwater
4.94 out of 5 average rating, 278 reviews

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.

Top guest favourite
A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.
Apartment in Clearwater
4.98 out of 5 average rating, 154 reviews

Ocean Breeze • Easy - Heated Pool Access

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. Location is central with short distance to nearby beaches, attractions and other nearby towns. Unit is approximately 500 square feet with a living room-kitchen open concept and One bedroom - bathroom open concept. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport

Guest favourite
Flat in Clearwater
4.87 out of 5 average rating, 108 reviews

Beach Retreat: Modern 1-Bedroom • Pet Friendly

Welcome to your dream vacation destination in Clearwater! Our 1-bedroom apartment offers a comfortable and stylish retreat, featuring a spacious walk-in shower, full-size kitchen, a cozy pull-out couch, and a comfortable queen bed. The icing on the cake? You’re just a short 3.5 miles away from the stunning Clearwater Beach! Perfect for a relaxing getaway with all the amenities you need. 🚭 No Smoking | 🚫 No Parties | ✅ 1 Parking Spot

Top guest favourite
Apartment in Clearwater
4.93 out of 5 average rating, 104 reviews

Hmmm...Peace and Tranquility! Just Relax!

30 min from Tampa International Airport and in 15 minutes from St Pete International Airport, you get to this Location. The resortlike complex, is only 3 miles away from beautiful Clearwater Beach which has been consistently and constantly rated as one of the Best Beaches in America. We hope you and your loved ones make joyful memories filled with laughter, memorable moments, a restful and safe vacation at our place.

Popular amenities for Clearwater holiday rentals

When is the best time to visit Clearwater?

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Avg. price$194 SGD$236 SGD$264 SGD$219 SGD$191 SGD$191 SGD$192 SGD$177 SGD$165 SGD$166 SGD$179 SGD$189 SGD
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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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Clearwater