
Holiday rentals in Clearwater
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Quick stats about holiday rentals in Clearwater

Total holiday rentals
Explore 3,340 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 155,450 verified reviews to help you choose

Family-friendly holiday rentals
1,880 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 1,150 rentals that welcome pets

Holiday rentals with a pool
2,040 properties feature pools

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

Wifi availability
3,320 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.

New, modern & spotless retreat
Fully equipped & super clean vacation home. Ideal for families, couples, or small groups. Centrally located b/w Clearwater Beach, St. Petersburg, and Tampa. Plenty of dining options and grocery stores nearby. Home offers a comfortable queen bed, 2 twin beds, and a single futon convertible sofa bed. Spacious layout, with plenty of storage available in closets/garage. Kitchen, bathroom, and laundry have all necessary essentials to cook & clean per guest preference. Please reach out anytime!

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

Barefoot Parrot /Walk Downtown & Water/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 gorgeous sunsets, shops, dining, breweries, and Pinellas Trail. Perfect for families, couples, groups. Loaded with beach gear, kids's items & pup supplies. Treat yourself to this Dunedin favorite today !

Bella Bird
Arena Vacation is a comfortable and beautiful shouse perfect to be relax. It is located to easily access the most popular areas of the city. It’s 15 min to Clearwater Beach, Indian Rocks, 20 minutes from St Petersburg Beach and other great beaches. The owner has a studio in the garage, so maybe it could be occupied by other guests during your stay. But don't worry, the studio has a completely independent entrance. Pool and Patio is privete, but you shared parking lot and laundry room.

Tropical Oasis near Beach
Enjoy a perfect vacation in this bright, spacious, tranquil coastal-style home! 4 bedrooms, 2 baths, a dining room w fireplace & a delightful Florida room. Fully equipped kitchen & all amenities. Located in a safe, peaceful neighborhood- minutes driving to the beaches, dining, shopping, golfing & more! Private, fully fenced backyard under the lush greenery with a heated pool and jetted spa, firepit, BBQ area, chaise loungers, pool toys, games, & more. Boat parking. Extra air mattresses.

Vacation At Lantana
Come enjoy our home, whether you are coming for the beach or the theme parks our home is conveniently located in the heart of Pinellas County. With the Inter-Coastal/Gulf Waters less then a mile away, a walk or bike ride will land you at marinas, beach’s and even Honeymoon island state park. But you can also take a short car ride with your friends or family to the theme parks, airports, Big city’s, Sport venues, State parks, Camping and all the beautiful activities Florida has to offer!

Sunset Palms Retreat!
Welcome to your home away from home in Clearwater! Located 15 min to the beach, 10 min to downtown Dunedin, 12 min to Safety Harbor, and 30 min to Tampa Airport. Sleeps 6 with a king bed, queen bed, and queen sleeper sofa in a flex/office space. Two full baths, bright open layout with new windows, large island, and fully stocked kitchen. Dining for 6. Private fenced backyard with multiple seating areas and outdoor dining with a grill. Perfect central location for beach and town access.

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
You asked, we delivered. Inspired by our 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🏝️.

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!

Wonderful Avalon Condo - Renovated & Steps to Pool
• Very comfortable king-size bed • Modern queen pullout couch, sleeps 2 • Cozy 60” fireplace • Fully stocked kitchen • WiFi included • Free parking available • Brand new AC in unit • Spa-style rain shower w/ handheld, amazing water pressure • Steps to pool – beach chairs, floaties, wagon, cooler & towels included • Beach 10 min drive Perfect for couples or family getaways — your home away from home. Book now!

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

La Casa del Mar, Clearwater

Pool/Work Station/Patio/Self Check In/Full Kitchen

Steps From Downtown & Trail • Near Beaches

Sunny Groove Oasis: Heated Pool, Playset @Clearwat

Paradise Point Private Pool Oasis |15 min to beach

Kamp Komfort Historic Family Beach House

Lakeside Heaven Retreat in Largo - King size Bed!

Modern Private Estate | Central to Tampa & Beaches
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.
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