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Looking for a tranquil getaway on Florida's Gulf Coast? Our monthly rentals in Clearwater, Florida, provide the perfect escape with stunning beaches, warm sunshine, and a relaxed atmosphere. Whether you're planning a seasonal retreat or an extended vacation, Clearwater offers something for everyone, from outdoor adventures to world-class dining and attractions.
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Resort-Style Waterfront Condo Grand Venezia at Baywatch Enjoy luxury living in this 2nd-floor 2BR/2BA condo located in the gated Grand Venezia at Baywatch community, featuring a split-bedroom layout and stunning water views from the primary suite.Highlights include granite countertops, fresh paint,...
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This beautiful home is located Only 3 miles (9 minutes) to Clearwater Beach! Our large yard with HEATED (Oct-May) pool & bonfire pit are great areas for entertainment. Clearwater beach is #1 best beach in the US!The beach offers miles of beautiful white sands and breathtaking sunsets. It is loaded...
Featured review
We had a great stay, the backyard was great for the kids and the dogs! Walking distance to the golf course and easy access to the Pinellas trail. Less than 10 minutes drive to Dunedin and Clearwater Beach....
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We at Florida Sun Vacation Rentals are excited to offer you THE 2323 SURREY LANE HOME.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to learn more About Us and...
Featured review
Great house, well equipped, nice yard and pool areas, close to a lot of restaurants, beaches, the causeway, groceries, and parks. Very tastefully decorated inside and out. Very pleasant.
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Beautiful two bedroom/2 bath condo with sunrise view in the front and Sunset view in the back. Directly on the beach with pool. Walk across the street for breakfast lunch or dinner. Shops are across the street with access to the Jolly trolley which takes you right into Clearwater Beach. Located on Sand...
Featured review
We were super impressed by the location of this unit. Checked all of our boxes. Great hosts, who were readily available. We had everything we needed. Home was well equipped, with nice furnishings. Could...
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Completely renovated beautiful cottage on large double lot. Located 2 blocks from the gulf and 2 houses from the Pinellas Trail. Walk or bike to downtown Dunedin. New kitchen and bathroom along with washer and dryer. Sliding glass door off living room provides access to a cozy side yard with patio. Vaulted...
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A one of a kind Luxury Oasis in the heart of Clearwater!Pamper yourself in this spacious and spectacular unit, professionally curated with modern design décor and finishes. Relax and reset by the resort style pool situated in the gated communities multi-million dollar club house. Enjoy all...
Featured review
Beautiful place , host Fabio was amazing, everything you would want in a memorable family vacation, grounds and amenities are very well keep. The only issue I had was that It wasn’t long enough. I will...
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Search no more! This is the one!! Beautifully decorated and furnished 1 bedroom with king bed (plus den that has a pullout couch) and 1 bath available for rent in the meticulously manicured property of Pennwood Manor. Minimum rental - 3 months. 55 + community. Large heated salt water pool. Fully equipped...
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This 2-bedroom, 2-bathroom vacation home is located directly on the beachfront of Sand Key Beach, which is just a ½ mile south of the famous Clearwater Beach. The property offers a pool, hot tub, and community grilling area! Enjoy breathtaking sunsets over the Gulf of Mexico from your private balcony...
Featured review
The apartment met all our needs and more . Would definitely recommend and stay again . The views were amazing .
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Active community with 3 Heated pools!Centrally located to everything! Just 15 minutes to beach and 20 minutes to the airport. Seasoned owner looking for mature and long term renters. Fully furnished on 2nd floor of a two story building. Balcony overlooking trees and grassy area. Nice for morning...
Featured review
We enjoyed our stay here.very quiet area to relax.our only problem was climbing the stairs.other than that very comfortable. Pool and laundry just across the parking lot. Owners had pretty much anything...
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Island Key Condominiums is an intimate community providing relaxing waterfront views and a convenient location to all that Clearwater Beach has to offer! Enjoy a gourmet kitchen, alfresco dining on the balcony and all the comforts of home including a washer/dryer, cable TV, Wi-Fi and flat screen TVs,...
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A spectacular 3-bedroom, 2-bathroom waterfront beauty featuring custom furniture, a gourmet kitchen, alfresco dining on the balcony and all the conveniences of home including a washer/dryer, cable, Wi-Fi and Smart TVs, all within walking distance of the beach, shops and restaurants!No "broken...
Featured review
I am new at this renting don.t know who I contact about this property can you help me out. I keep filling out the message part and no answer
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This 3-bedroom, 2-bathroom waterfront beauty features all new furniture, and a breezy, coastal decor designed for relaxing! Enjoy a gourmet kitchen, alfresco dining on the balcony and all the conveniences of home including a washer/dryer. cable, Wi-Fi and flat screen TVs, all within walking distance of...
Distance to beach: 8 miles to Clearwater Beach
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Looking to relocate? Long stay for vacay? Corporate housing inquiries also welcomed! Renovated waterfront condo awaits you with HUGE 1,140 sf living spacious comfort: 2 huge BRs each with walk-in closet and KING bed, 2 baths, 24 hr manned gated community; gorgeous heated pool; fitness; tennis; waterfront...
Featured review
First the condo/facilities are like a 5 star resort. Everything is so well kept - beautiful entry, grand club houses that are fit for Cesar’s Palace, the pool, hot tub, 24 hr fitness center and other...
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Incredible 3 bedroom, 2 bath waterfront condo with heated pool & spa - just a short walk to Clearwater Beach!No "broken month bookings" allowed unless with prior approval from management (Rentals must start at the beginning of the month and end at the end of a month.)Overflowing...
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Construction is currently taking place in this building which could cause some noise however, this unit and its balcony is not affected.Spring and summer specials available - please inquire if interested in making an offer! Also, inquire prior to booking if you have additional questions.This...
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Are you looking for a relaxing getaway ? Look no further. This 900sf fully renovated / furnished unit located within the security guard gated luxury community , Grand Venezia, by old Tampa will not disappoint.Well Kept, very clean: 1 bedroom with walk- in closet 1 bath with double sink, granite...
Featured review
The location is Amazing -The Pool -Gym-Hot Tub on the doorstep-lovely walking paths around the property-Gated Community- 10 Minutes drive to Beautiful White sandy Beaches The condo is very Clean and...
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Clearwater seasonal rental - 55+ Community - 2 Bedroom/2 Full baths - 2nd Floor Condo - Look at photos - All year round heated salt water pool - Fully equipped kitchen - All linens included - Assigned parking spot with visitors parking - Laundry in building - BBQ area and shuffle board - State...
Explore a variety of monthly rentals in Clearwater, ranging from charming waterfront condos to spacious vacation homes. Whether you prefer a modern condo near Clearwater Beach or a private house with a heated pool, you’ll find the ideal rental to suit your needs. Enjoy the comfort and ease of a long-term stay in this Central West Florida gem.
Don’t wait to secure your perfect long-term rental in Clearwater. Browse our listings to find the ideal property for your extended stay. Whether you're planning a winter retreat or a summer escape, Clearwater offers endless activities and attractions to enjoy.
If you're considering your next getaway, it's never too early to reserve your spot. By booking in advance, you can ensure the best rental for your preferred dates, whether for a seasonal retreat or a longer vacation.
Group-Friendly Rentals: Traveling with family or friends? Clearwater offers spacious homes with multiple bedrooms, private pools, and large living areas, perfect for group vacations or reunions.
Family-Friendly Monthly Rentals: Clearwater is a fantastic family destination with attractions like Clearwater Marine Aquarium, Pier 60, and Sand Key Park. Our family-friendly rentals feature outdoor spaces, spacious living areas, and proximity to kid-friendly activities.
Romantic Getaways for Couples: Clearwater’s quiet beaches, breathtaking sunsets, and cozy monthly rentals make it ideal for couples seeking a romantic retreat.
Winter Retreats for Snowbirds: Clearwater is a favorite for snowbirds looking to escape the cold. Our monthly rentals offer a welcoming home base close to golf courses, beaches, and community events.
Secure your winter retreat in Clearwater by reserving one of our monthly rentals today. Experience the sunshine, mild weather, and vibrant community life that make this destination perfect for long-term visitors.
💰 Highest rates
March and July
🎉 Busiest month
July
🏠 Popular home types
Waterfront condos and vacation homes
🔥 Hottest months
July and August
❄️ Coldest months
January and December
☔ Rainiest months
June through September
🌺 Best months for flowers
April and May
🌴 Peak tourist season
March through July
🍂 Quietest months
September and October
🌊 Best beach months
April through June
🏌️ Best golfing months
November through April
🎨 Top cultural events
Clearwater Jazz Holiday (October), Pier 60 Sugar Sand Festival (April)
🍽️ Best dining months
January through March
🦋 Best months for nature activities
March through May
🛶 Water sports season
June through September
🏖️ Best months for shelling
May and June
📅 Local festivals peak
March through July
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