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Are you looking for a sunny getaway? Our monthly rentals in Clearwater Beach, Florida, offer the perfect escape. Whether you're seeking a winter retreat or a long-term stay, Clearwater Beach has it all. From stunning beaches to vibrant cultural scenes, there’s something for everyone.
Key Amenities
About this property
***90 days minimum stay*** available 1/11/27 to 06/11/27 *** Step into coastal luxury in this beautifully renovated 2‑bed, 2‑bath residence on exclusive Island Way. Located on the 8th floor, this unit offers panoramic water views that capture the best of Clearwater Beach living.Property Highlights: -...
Key Amenities
About this property
Clearwater Beach Waterfront Modern VillaExperience the ultimate beach vacation at our stunning Clearwater Beach villa, where Beuity meets the sea! This beautifully renovated 4-bedroom, 2-loft, 4-bath home is designed for comfort and style, offering everything you need for an unforgettable getaway.Property...
Distance to beach: 100 yards to Sand Key
Key Amenities
About this property
Available January and February 2007. Looking to rent both months together. Newly renovated beach front, 2 bedroom, 2 bathroom condo. Perfect view of sunrise in the morning over the intra-coastal waterway and sunset in the evening over the Gulf. Heated pool and hot tub. Unit includes wifi, ultra HD TV,...
Key Amenities
About this property
Walking distance to the beach! 300 feet to the beautiful Clearwater Beach ! Safe , family friendly south beach of Clearwater! Ranch home with ample parking and attached in-laws quarters or use for guests! Beautiful outdoor living space with swim spa available! All upgraded amenities and modern appliances!...
Distance to beach: 100 feet to On site
Key Amenities
About this property
The Clearwater Beach Escape 90% of Guests Book Year After Year! This is a rare opportunity to book Jan or Feb (other dates too!) at the best location during the most sought-after dates on Clearwater Beach — the award-winning, renowned beach with sugary white sand and pristine water.Your dream...
Featured review
This unit is perfectly situated with an amazing view of the pool and Clearwater Beach. The host has really thought of everything to make this unit ready to enjoy.
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Key Amenities
About this property
**Please scroll down for available dates and rates before inquiring. Currently, first available booking date is July 19, 2026. One Month Minimum** Stunning direct ocean views from this 2 Bed/2 Bath updated and bright condo. Enjoy elegant coastal vibes in this 10th floor unit in Harbour Light Towers...
Featured review
My husband and I had a wonderful month long stay at this lovely condo. The views were simply stunning from both the balcony that looks out at the Gulf or preparing a meal in the fully stocked kitchen with...
Distance to beach: 50 yards to Sand Key
Key Amenities
About this property
This cozy and comfortable Sand Key studio condo is directly located on the beach. Bathroom is Newly Remodeled in 2024 with luxury shower! Kitchen has been remodeled in past few years.At this turn-key studio condo on Sand Key beach, you can awaken to the sound of the waves rolling in as you enjoy your...
Featured review
This was our third time staying in this condo and we continue to love it. It is perfectly laid out space wise, the owners are very helpful and accommodating and the location is ideal. The condo is right...
Distance to beach: 1 miles to Clearwater Beach
Key Amenities
About this property
Come and embrace this beautifully updated and tastefully decorated very spacious one bedroom, one and a half bathrooms 950 Square feet. It features a very large balcony with access from both the bedroom and the living room. Amazing views of the Gulf of Mexico. The Intercoastal waterway , Dunedin and Honey...
Featured review
You can’t beat the view! Everything was very clean and anything you would need is in the unit. The owner was kind and attentive to any questions. Convenient parking and close to all that Clearwater Beach...
Key Amenities
About this property
Enjoy front row seat for nightly sunsets from your spacious balcony overlooking white sands of North Beach- in a private residential neighborhood walking distance to Sandpearl Resort, Frenchy's , Caladesi Island and more! All the amnenities included: Olympic sized heated gulf front pool, grilles....
Key Amenities
About this property
Regatta Beach Club is located on the beach at the North End of the island, close to everything without the crowds! It is within walking distance to Caladesi Island! It is a gated community with a front desk that is staffed! Our condo offers an olympic size heated pool overlooking the Gulf with beach...
Key Amenities
About this property
Premier Waterfront Penthouse on Clearwater Beach This 3 Bedrooms ( king each)+ bonus room ( pull out couch) 4 bath 4 levels 2954 sq ft Private Elevator is accessible, and fully furnished. Relax and watch the sunset from your gorgeous rooftop oasis like no other, a one-of-a-kind 20 x 20 beautifully...
Distance to beach: 1 miles to Clearwater Beach
Key Amenities
About this property
Beautifully updated with open kitchen concept to the living room. Tastefully decorated with nautical and palm theme. Very spacious 950 SQF 1 bedroom, 1 1/2 bathroom. Very large living room with 65 inch smart TV . A beautiful dining table. Fully updated kitchen with stainless steel appliances and granite...
Featured review
Waking up in a newly renovated condo each day and looking out to the beautiful blue water felt refreshing and peaceful! George’s condo is spacious and totally equipped for a lengthy stay! We enjoyed...
Key Amenities
About this property
Stay where the Clearwater beach millionaire s live ! Security staff with gated private entrance with off street free parking . 30 day minimum up to 7 mo maximum stay.
Explore a diverse selection of monthly rentals tailored to meet your needs. Whether you prefer a cozy condo close to the bustling downtown or a spacious home near the tranquil beaches, Clearwater Beach has a variety of options to choose from. Enjoy the flexibility and comfort of a long-term rental in this beautiful coastal city.
Cost Savings: Monthly rentals often come with discounted rates compared to short-term stays, making it more economical for extended vacations or work assignments.
Flexibility and Comfort: Renting monthly allows you to settle into a routine and truly experience the local lifestyle. Enjoy the comfort of a home-like environment with all the amenities you need for a long-term stay.
Stress-Free Living: With a monthly rental, avoid the hassle of frequent check-ins and check-outs. Unpack, relax, and fully enjoy your time in Clearwater Beach without the constant need to move.
Community Feel: Staying longer helps you become part of the community. Get to know the locals, find your favorite spots, and feel more at home in Clearwater Beach.
Don’t miss the chance to stay in one of the most desirable locations in Florida. Browse our listings for monthly rentals in Clearwater Beach and find the perfect place for your extended stay. With a variety of options to choose from, you’re sure to find a rental that fits your needs and makes your stay in Clearwater Beach unforgettable.
Thinking about next year? Secure your spot now for seasonal rentals and ensure you get the best accommodations for your stay. Whether you’re planning a winter escape or a long-term summer visit, booking early guarantees you the perfect rental.
Furnished Rentals: Fully furnished rentals include a kitchen and all the amenities you need to live comfortably for a month or longer.
Flexibility You Need: Choose your exact move-in and move-out dates and easily book online without any additional commitment or paperwork.
Simple Monthly Prices: Enjoy special rates for long-term vacation rentals and a single monthly payment without additional charges.
Work-Friendly Spaces for Digital Nomads: Find long-term stays with high-speed Wi-Fi and dedicated working spaces, perfect for traveling professionals.
🥘 Kitchen
📶 Wi-Fi
🐾 Pet friendly
💻 Laptop-friendly workspace
🚗 Free parking on premises
Discover the Perfect Monthly Rental for Your Group
Planning a getaway with a medium-sized or large group in Clearwater Beach? Our selection of monthly rentals includes spacious homes designed for groups of 8 or more people. Find the ideal accommodation complete with private pools, large kitchens, and ample space to relax and enjoy. Explore options with 7+ bedrooms and multiple bathrooms to ensure everyone has room to unwind.
Family-Friendly Monthly Rentals
Looking to plan a large family trip? Clearwater Beach offers numerous family-friendly monthly rentals equipped with amenities like private pools, game rooms, and hot tubs. Enjoy activities such as biking, swimming, hiking, and more. Find roomy rentals that can comfortably house a large family with five or more beds and multiple bathrooms. Start your search now to find the perfect family-friendly rental in Clearwater Beach.
Romantic Getaways for Couples
Browse our best offers for couples seeking a private getaway in Clearwater Beach. Enjoy relaxing activities like hiking, swimming, and biking. Our romantic monthly rentals come equipped with jacuzzis, spas, and picturesque views of Clearwater Beach's beautiful scenery. Plan your couple's retreat and find the perfect place to create unforgettable memories.
Winter Retreats in Clearwater Beach
Escape the cold and enjoy the warmth of Clearwater Beach during the winter months. Our monthly rentals are perfect for snowbirds looking to spend the winter in a sunny and pleasant climate. With average temperatures ranging from the mid-60s to mid-70s Fahrenheit, Clearwater Beach offers an inviting escape from the winter chill.
Why Clearwater Beach is Perfect for Snowbirds
Ideal Climate: Enjoy mild and comfortable weather throughout the winter, perfect for outdoor activities and relaxation.
Community Atmosphere: Join a vibrant community of fellow snowbirds and enjoy social activities, clubs, and events designed for winter visitors.
Healthcare and Amenities: Clearwater Beach is well-equipped with top-notch healthcare facilities, senior-friendly amenities, and services to ensure a comfortable stay.
Recreational Opportunities: From golfing and fishing to leisurely walks on the beach, Clearwater Beach offers a variety of recreational activities to keep you active and entertained.
Book Your Winter Stay Now
Secure your winter retreat in Clearwater Beach by booking one of our monthly rentals. Enjoy the best that Clearwater Beach has to offer and make your winter getaway a memorable experience. Explore our listings and find the perfect home away from home for your winter escape.
Clearwater Beach boasts some of the most beautiful beaches in Florida, making it a paradise for beach lovers. When you stay in one of our monthly rentals, you'll have easy access to a variety of beach activities:
💰 Highest rates: In March
🎉 Busiest month: January
🏠 Popular home types: Condo and House rental
🔥 Hottest months: July and August
❄️ Coldest months: January and December
☔ Rainiest months: June and August
🌺 Best months for flowers: April and May
🌴 Peak tourist season: December to April
🍂 Quietest months: September and October
🌊 Best beach months: April and May
🏌️ Best golfing months: November to April
🎨 Top cultural events: Clearwater Jazz Holiday (October), Clearwater Sea-Blues Festival (February)
🍽️ Best dining months: January to March (Restaurant Weeks)
🦋 Nature activities peak: March to May (Butterfly watching and bird migrations)
🛶 Water sports season: June to September
🏖️ Best months for shelling: May and June
📅 Local festivals peak: December to April
Explore our listings today to find the perfect monthly rental in Clearwater Beach, Florida, and make the most of your beachside getaway!
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