10 Best Vacation Rentals in Clearwater Beach - Holiday Lettings - Cabins

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2,029 Vacation rentals

(2) Excellent 

10

Vacation condo with shared pool in Clearwater Beach

Clearwater / Clearwater Beach

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Condo, 3 Bedrooms, 3 Baths, (Sleeps 6-8) The key to a great vacation is having a fabulous place to stay and you have hit the jackpot here! You are looking at a completely updated and furnished unit in the Bay Harbor building, the newest (2007) and one of the most …see more

from $158 / night

$1,100 - $4,500 / week

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from $158 / night

(12) Excellent 

39

Vacation apartment in Clearwater Beach

Clearwater / Clearwater Beach

4 3 nights min

  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool
This Beautiful waterfront studio is set up like a 1 bedroom with a heavy privacy curtain separating the bedroom area from the living room area. The condo is located on the Bay side or intracoastal waters of Clearwater Beach. There are wonderful water views from the livi …see more

from $100 / night

$575 - $1,100 / week

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Responds fast!
avg. 1 hour 45 minutes

from $100 / night

(16) Excellent 

Certificate of Excellence

22

Apartment rental in Clearwater Beach with shared pool

Clearwater / Clearwater Beach

2 Min stay varies

  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
My most popular rental! Excellent view of the beach! Romantic, a great place for a honeymoon. This studio with a great view of the beach is located on the north end of Clearwater Beach Island and just a 30 seconds walk to the white sandy beach of the Gulf of Mexico. An …see more

Certificate of Excellence

from $185 / night

$1,095 - $1,465 / week

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Responds fast!
avg. 1 hour 52 minutes

from $185 / night

(11) Excellent 

Certificate of Excellence

44

Vacation apartment rental

Clearwater / Clearwater Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Your looking for a beachfront property on the Gulf of Mexico that will suit you, family and/or friends. Don't look any further, you found it. My beach condo will satisfy any and all who are seeking to be where sand and water is all you see, the tropical beach and the wa …see more

Certificate of Excellence

from $325 / night

$1,995 - $3,145 / week

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Responds fast!
avg. 3 hours 28 minutes

from $325 / night

(20) Excellent 

Certificate of Excellence

22

Vacation apartment with shared pool in Clearwater Beach

Clearwater / Clearwater Beach

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
Located on the north end of Clearwater Beach Island and just a 30 seconds walk to the white sandy beach of the Gulf of Mexico. A well appointed large size studio with a large walkin shower, kingsize bed, central heat and air, nice new kitchen with ceramic cooktop and a …see more

Certificate of Excellence

from $185 / night

$1,095 - $1,465 / week

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Responds fast!
avg. 1 hour 52 minutes

from $185 / night

(16) Very Good 

Certificate of Excellence

34

Clearwater Beach Vacation home rental

Clearwater / Clearwater Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This beach house is a 3 bedroom 2 bath beach home that sleeps up to a maximum of 6 people and the beach is just a 30 seconds walk away. The porch which surrounds the house on the north and west side, gives you an extended view of the beach and the Gulf of Mexico. You wi …see more

Certificate of Excellence

from $350 / night

$2,215 - $3,545 / week

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Responds fast!
avg. 1 hour 52 minutes

from $350 / night

(10) Excellent 

Certificate of Excellence

28

Apartment rental in Clearwater

Clearwater / Clearwater Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
The condo is located on the top floor (3Rd floor), tastefully decorated with new furniture, new hardwood floors and vaulted ceilings in the main living area. The condo offers two bedrooms, two newly renovated bathrooms, a big kitchen that opens in a large space create …see more

Certificate of Excellence

from $95 / night

$665 / week

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Responds fast!
avg. 9 minutes

from $95 / night

(3) Very Good 

55

Vacation condo rental

Clearwater / Clearwater Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Sensational, fun, and beautiful Clearwater Beach, voted BEST BEACH TOWN IN 2013. It is the ideal place for a romantic getaway, a family vacation, spring break blast, and exiting adventures. This condo has a great location. The beach is just down the block, a one m …see more

from $150 / night

$1,922 - $1,985 / week

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Responds fast!
avg. 1 hour 26 minutes

from $150 / night

(8) Very Good 

32

Apartment rental in Clearwater Beach

Clearwater / Clearwater Beach

4 3 nights min

  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.04 mi
  • Swimming pool
HOW FAR TO THE BEACH? Clearwater Beach is about a 10 minute walk or 2 minute drive from the condo but there is also beach access the next street over at the Sheppard's Beach Bar. It's about a 2 minute walk. Florida Free Rides will also drive you to the beach or anywher …see more

from $100 / night

$575 - $1,100 / week

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Responds fast!
avg. 1 hour 45 minutes

from $100 / night

19

Vacation condo rental

Clearwater / Clearwater Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Lighthouse Towers is one of the newer and exclusive direct Beach front buildings on Sand Key. Each residence looks directly out upon the blue green waters of the Gulf of Mexico and offer magnificent views of Clearwater Bay. Amenities include a Gulf front heated pool, sp …see more

from $199 / night

$1,390 - $1,490 / week

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from $199 / night

8

Condo rental in Clearwater Beach

Clearwater / Clearwater Beach

1 4 30 nights min

  • 1 bedroom
  • Sleeps 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Sit on the 6th floor balcony overlooking the Gulf of Mexico! Beautiful 1Br / 1Ba fully furnished condo in upscale complex 1.5 miles from the CWB Pier, shopping and restaurant harbor district. Trolley carries you to dinner in minutes. Security onsite, full gym and olympi …see more

from $129 / night

$899 / week

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from $129 / night

4

Home rental in Clearwater Beach

Clearwater / Clearwater Beach

2 2 30 nights min

  • 2 bedrooms
  • Sleeps 2
  • 30 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Quaint and tranquil beach home on North Clearwater Beach for those who seek beach vacation. Just 3 short blocks to famous Clearwater Beach. Quiet neighborhood and area. Close enough to walk to restaurants and shops in residential neighborhood. No smoking or pets allowed …see more

from $120 / night

$840 / week

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from $120 / night

22

Vacation condo in Clearwater

Clearwater / Clearwater Beach

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • Child friendly
  • Pet friendly
It's just a quick jaunt from this island retreat to the white sands of Clearwater Beach and Pier 60. This condo is lavishly furnished and equipped with everything you could need. The light and airy living room boasts a wood-burning fireplace, balcony with seating, flat- …see more

from $97 / night

$676 / week

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from $97 / night