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Monthly Rentals in Clearwater

(13 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.

Clearwater Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 8 miles to Clearwater Beach

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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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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$218
avg per night
Clearwater House
Sleeps 14, 4 bedrooms, 2 bathrooms
3 reviews

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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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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$531
avg per night
Clearwater Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

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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Featured review

"A wonderful clean condo"

We rented the Harbour Lights Condo on the 7th floor with beautiful views of both the sunrise and sunsets. The nicely heated swimming pool was so relaxing after a few hours of shelling and sunning on Sand...

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$200
avg per night
Clearwater Cottage
Sleeps 2, 1 bedroom, 1 bathroom

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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$130
avg per night
Clearwater Apartment
Sleeps 8, 2 bedrooms, 2 bathrooms
6 reviews

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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Featured review

"The Cleanest, Most Welcoming Stay with Incredible Hosts"

We had the absolute best time staying at Natasha and Fabio’s Florida property for a weekend getaway! From the moment we arrived, we were blown away by how clean and well-stocked the condo was. It truly...

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$205
avg per night

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Clearwater Condo
Sleeps 6, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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 kitchen. Linens/bedding provided....

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$77
avg per night
Clearwater Condo
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Condo, 3 Bedrooms, 2.0 Baths, (Sleeps 8) 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...

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$203
avg per night
Clearwater Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Condo, 3 Bedrooms, 2.0 Baths, (Sleeps 8) 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,...

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Featured review

"this place looks great would like to rent for april 2026"

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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$341
avg per night
Clearwater Apartment
Sleeps 4, 1 bedroom, 1 bathroom
1 review

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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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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$95
avg per night
New
Clearwater Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Condo, 3 Bedrooms, 2.0 Baths, (Sleeps 6) 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,...

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$292
avg per night
Clearwater Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Condo, 3 Bedrooms, 2.0 Baths, (Sleeps 6) Incredible 3 bedroom, 2 bath waterfront condo with heated pool & spa - just a short walk to Clearwater Beach!Overflowing with elegance and coastal charm, Island Key 402 delights with custom, contemporary décor and a spacious balcony perched directly...

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$265
avg per night
Clearwater Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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...

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$90
avg per night
Clearwater Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

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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Featured review

"Exellent"

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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$125
avg per night
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