Monthly Rentals in Clearwater

(10 rentals)

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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Clearwater House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms

$307

avg/night

$307
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Welcome to your home away from home, in Beautiful Clearwater. Our spacious 4 Bedroom 3 Bath Split plan house is great for families. We are pet friendly (with breed restrictions) incase you want to bring your fur babies. Our beautiful family vacation home is ideally situated in an established family ...

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Property Type

Clearwater House

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Clearwater Apartment
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
1 review

$95

avg/night

$95
avg per night
View Details

Key Amenities

  • Pool
  • Rentals by owner
  • WiFi

About this property

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 ...

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Property Type

Clearwater Apartment

Featured review

"Woodside condo"

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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Clearwater House
4 BR | 2 BA | Sleeps 14 | Quick View
Sleeps 14, 4 bedrooms, 2 bathrooms
3 reviews

$499

avg/night

$499
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

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 ...

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Property Type

Clearwater House

Featured review

"Wonderful Home Away From Home"

Excellent location, great accommodations, everything our family needed for a great vacation. Well stocked and very comfortable. We will definitely go back and recommend to our friends and family.

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Clearwater House
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
7 reviews

$148

avg/night

$148
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

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 our ...

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Property Type

Clearwater House

Featured review

"Fabulous"

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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Clearwater Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$129

avg/night

$129
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

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 ...

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Property Type

Clearwater Condo

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Clearwater Apartment
2 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 2 bedrooms, 2 bathrooms
4 reviews

$181

avg/night

$181
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

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 ...

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Property Type

Clearwater Apartment

Featured review

"Amazing place!"

The place was gorgeous. We were in proximity to everything! The hosts were amazing and easily accessible, they provided so many amenities that made our first family trip with 2 toddlers a breeze! The grounds ...

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Clearwater Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom

$97

avg/night

$97
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

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 ...

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Property Type

Clearwater Condo

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Clearwater Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 8 miles to Clearwater Beach

$142

avg/night

$142
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

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 ...

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Property Type

Clearwater Condo

Featured review

"Amazing condo and wonderful landlord!"

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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Clearwater Cottage
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom

$78

avg/night

$78
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

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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Property Type

Clearwater Cottage

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Clearwater House
4 BR | 2 BA | Sleeps 9 | Quick View
Sleeps 9, 4 bedrooms, 2 bathrooms
6 reviews

$152

avg/night

$152
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Relax with family and friends in our fantastic 4 bedroom pool house. Swim in the pool, enjoy the pool-side decks. Play a little put put right in backyard while you grill & chill. Business stays will enjoy our dedicated private office with Futon bed and large window.The Sand Dollar is managed and ...

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Property Type

Clearwater House

Featured review

"Quiet getaway"

Scott's house was a perfect getaway for my wife and I. We were both able to work remotely with an excellent internet connection. The house is clean, well equipped and well situated with easy access to all ...

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Clearwater Vacation Rentals

Monthly Rentals in Clearwater

Your Ideal Monthly Rental Awaits

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.

Why Rent Monthly?

  • Cost Savings: Monthly rentals offer significant savings compared to shorter stays, making them a smart choice for extended vacations or work stays.
  • Home-Like Comfort: With fully equipped kitchens, private bedrooms, and spacious living areas, you'll feel right at home while enjoying your Clearwater getaway.
  • Relax and Stay Awhile: Avoid the hassle of frequent moves and settle into the simplicity of a single, extended stay.
  • Live Like a Local: Take time to explore Clearwater's unique charm, discovering local favorites and hidden gems beyond the usual tourist hotspots.

Book Your Monthly Rental Today

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.

Plan Ahead for Future Stays

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.

Amenities and Perks for Long-Term Stays

  • Fully Furnished Rentals: Our rentals come with everything you need, from full kitchens to comfortable living spaces, making it easy to settle in right away.
  • Flexible Dates: Choose your start and end dates to match your schedule, with the convenience of monthly rental terms.
  • Transparent Monthly Rates: Enjoy clear, competitive pricing with no hidden fees.
  • Remote Work Ready: Many rentals feature high-speed Wi-Fi and dedicated workspaces, ideal for remote professionals.

Popular Amenities for Monthly Rentals

  • 🥘 Full kitchen
  • 📶 High-speed Wi-Fi
  • 🐾 Pet-friendly rentals
  • 💻 Workspace for remote professionals
  • 🌴 Private pools and waterfront views

Monthly Rentals in Clearwater for Every Traveler

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.

Why Clearwater is Perfect for Snowbirds

  • Mild Winter Climate: Enjoy warm, sunny days with temperatures in the 60s and 70s.
  • Beachside Living: Relax by the Gulf of Mexico with easy access to stunning beaches.
  • Community and Convenience: Clearwater provides easy access to grocery stores, healthcare services, and local activities, ensuring a comfortable long-term stay.
  • Golf and Recreation: Play a round at local golf courses or explore nearby parks with walking and biking trails.

Book Your Winter Stay Now

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.

Outdoor Activities in Clearwater

  • Beaches: Relax on the powder-soft sands of Clearwater Beach, perfect for sunbathing, swimming, or collecting seashells.
  • Water Sports: Try paddleboarding, jet skiing, or parasailing in the calm Gulf waters.
  • Fishing: Enjoy exceptional fishing opportunities, from shore fishing at local piers to deep-sea charters.
  • Nature Trails: Visit nearby parks like Sand Key Park and Moccasin Lake Nature Park for hiking, birdwatching, and wildlife spotting.

💰 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