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Clearwater Vacation Rentals

(30 rentals)
Clearwater House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Urban Escape: Artificial Beach with Volleyball Pit with Heated Pool newly added.Private paradise nestled in expansive backyard! Public beaches 20 minutes away.This exceptional Clearwater retreat offers an unparalleled vacation experience with pool, beach volleyball pit, lounge chairs, hammocks,...

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$318
avg per night
Clearwater House
Sleeps 5, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

  • 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...

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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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$171
avg per night
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
New
Clearwater Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

2 Full Bathrooms with Large Walk-In ShowerPrestigious Retirement CommunityBacks onto a Heated Salt Water Pool Area10 Minutes to Clearwater Beach & Indian Rocks Beach Minutes to shopping (Publix, Walmart) Banks, Restaurants, Churches, Golf, etc.Very Clean and Completely Furnished with...

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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 House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to our 2BR/1BA home, only 10-minute drive from Clearwater Beach. Your stay includes access to fantastic shared amenities a refreshing pool to cool off, a cozy fire pit for evening gatherings, a barbecue area for delicious meals, and even mini golf for some friendly competition. It's the ideal...

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$109
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
New
Special Offer
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 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

Condo, 2 Bedrooms, 2.0 Baths, (Sleeps 6) Please note that from September 21, 2025 through approximately September 2027, there will be construction on site which may cause noise and disruptions and possibly interfere with the accessibility of the balcony. One of two on site pools will still be available...

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$396
avg per night
Clearwater Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Condo, 1 Bedroom, 1.0 Bath, (Sleeps 4) Recently renovated bargain rental in the heart of Clearwater Beach located across the street from one of the top-rated beaches in America! This ground floor, pool side unit is within walking distance to restaurants, night life and all of the attractions Clearwater...

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$193
avg per night
Clearwater Condo
Sleeps 8, 3 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 luxury condo in Clearwater Beach provides the perfect setting for a premium vacation destination. Watch the sun rise over the marina and the dolphins at play in the channel from your waterfront balcony! This condo is centrally located...

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$358
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 Condo
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Condo, 3 Bedrooms, 3.0 Baths, (Sleeps 8) With 3 bedrooms and 3 full bathrooms, this open-concept family condo has space for everyone! Watch dolphins play from the spacious balcony, cook up a family meal in the upscale kitchen, or lounge poolside and enjoy the serene view of the harbor. You can have it...

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$337
avg per night
Clearwater Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Condo, 3 Bedrooms, 2.0 Baths, (Sleeps 8) This beautiful waterfront penthouse level condo at Clearwater Beach provides the perfect setting for a premium vacation experience. Enjoy the sunrise over downtown Clearwater, Sand Key and the Gulf of Mexico or watch the dolphins at play in the channel from your...

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$426
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
Clearwater Condo
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Condo, 3 Bedrooms, 3.0 Baths, (Sleeps 8) NEW LISTING! Top floor, beautifully and NEWLY furnished, and updated 3-bedroom, 3-bathroom luxury vacation rental located in the heart of Clearwater Beach. This pet friendly condo features two master suites and a gourmet kitchen, along with a large balcony overlooking...

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$388
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 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Condo, 3 Bedrooms, 3.0 Baths, (Sleeps 8) This contemporary 3 BR, 3BA condo overlooking the marina in Clearwater Beach features upscale amenities and all the conveniences of home!We help make the most of your vacation by providing FREE Admission to some of the area's top attractions each and...

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$319
avg per night
Clearwater House
Sleeps 14, 5 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

- Heated Saltwater Pool (8+ ft deep) with lounge chairs & covered lanai - 5 Bedrooms / 3 Baths – sleeps large groups, perfect for 2–3 families - 3 King Suites + fun bunk rooms for kids - Spa-Like Owner’s Suite with soaking tub & rainfall shower - Game Fun – ping pong,...

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Featured review

"Great multi family house!"

Perfect house for 3 families (each couple had a king bed plus a boys bunk room and girls bunk room). Well equipped kitchen and beach gear was nice as well! Kids LOVED the heated pool, it was a highlight...

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$580
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 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 newly furnished 3-bedroom, 2-bathroom unit offers a spacious open concept for a large family or group of friends to gather while vacationing in sunny Clearwater Beach, Florida. The beautifully updated condo is centrally located within easy walking distance...

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Clearwater Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

Condo, 2 Bedrooms, 2.0 Baths, (Sleeps 6) NOTE: There is an application required for rental of this property that must be submitted 15 days in advance and approved in order to reside at this property. 14-night minimum stay!This large end unit features tons of windows and a spacious balcony—accessible...

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$354
avg per night
Clearwater Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Condo, 3 Bedrooms, 2.0 Baths, (Sleeps 8) Best views in the building…just 1.5 blocks to the sand…and everything updated in 2019! This exquisite top-floor seascape with Penthouse views means that no one is staying above you. Come experience the “Wow” factor the minute you open...

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$546
avg per night
Clearwater Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Condo, 3 Bedrooms, 2.0 Baths, (Sleeps 8) 403 Harborview Grande offers a spacious open concept for a large family or group of friends to gather while vacationing in beautiful Clearwater Beach, Florida. This beautiful condo has 3 bedrooms and 2 full bathrooms along with several amenities providing all...

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$410
avg per night
Clearwater Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

Condo, 2 Bedrooms, 2.0 Baths, (Sleeps 6) 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...

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$355
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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