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

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22 Vacation rentals

(36) Excellent 

20

Vacation cottage rental

Clearwater / Clearwater Beach

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Our 2/1 Banana Breeze/Lazy Lemon vacation home is part of a family friendly self-catering 7 cottage resort located on the quiet Cyprus Avenue behind the Chapel by the Sea Church, on Clearwater Beach Island. These beautiful homes are landscaped together in a tropical gar …see more

from $104 / night

$725 - $1745 / week

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from $104 / night

(11) Very Good 

Certificate of Excellence

25

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 $345 / night

$1799 - $3545 / week

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Responds fast!
avg. 1 hour 56 minutes

from $345 / night

(11) Very Good 

Certificate of Excellence

39

Vacation apartment in Clearwater Beach

Clearwater / Clearwater Beach

4 Min stay varies

  • Sleeps 4
  • Min stay varies
  • 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

Certificate of Excellence

from $90 / night

$600 - $1100 / week

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Responds fast!
avg. 2 hours 11 minutes

from $90 / night

(7) Very Good 

39

Apartment rental in Clearwater Beach

Clearwater / Clearwater Beach

4 Min stay varies

  • Sleeps 4
  • Min stay varies
  • 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 $90 / night

$575 - $1100 / week

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Responds fast!
avg. 2 hours 11 minutes

from $90 / night

(14) Excellent 

Certificate of Excellence

19

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 $125 / night

$795 - $1465 / week

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Responds fast!
avg. 1 hour 56 minutes

from $125 / night

(8) Excellent 

Certificate of Excellence

33

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 $270 / night

$1551 - $3145 / week

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Responds fast!
avg. 2 hours 52 minutes

from $270 / night

(7) Excellent 

18

Apartment rental in Clearwater

Clearwater / Clearwater Beach

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • 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

from $90 / night

$600 / week

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Responds fast!
avg. 47 minutes

from $90 / night

(3) Excellent 

22

Clearwater Vacation villa rental

Clearwater / Clearwater Beach

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Beautifully appointed 2 bedroom villas direct waterfront with full kitchens and dining rooms. Enjoy the spectacular views of sunrise from your bedroom , living room or veranda !!Direct waterfront property with docks and large deck for outside dining, fishing, paddelbo …see more

from $139 / night

$900 - $1200 / week

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Responds fast!
avg. 3 hours 39 minutes

from $139 / night

(4) Excellent 

14

Vacation villa in Clearwater

Clearwater / Clearwater Beach

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Beautifully appointed 2 bedroom villas direct waterfront with full kitchens and dining rooms. Enjoy the spectacular views of sunrise from your bedroom , living room or veranda !!Direct waterfront property with docks and large deck for outside dining, fishing, paddelbo …see more

from $169 / night

$990 - $1200 / week

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Responds fast!
avg. 3 hours 39 minutes

from $169 / night

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 $200 / night

$1400 - $2400 / week

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from $200 / night

(13) Excellent 

Certificate of Excellence

21

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 $135 / night

$795 - $1465 / week

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Responds fast!
avg. 1 hour 56 minutes

from $135 / night

(1)  

6

Vacation condo in Clearwater Beach

Clearwater / Clearwater Beach

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Beautiful 1 bedroom unit at the Clearwater Bay Club on Clearwater Beach. The property is direct waterfront but my one bedroom units are not waterview. Our units have a full kitchen, living and dining area and access to all the amentities at Clearwater Bay Club. Fishing …see more

from $129 / night

$800 - $1050 / week

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Responds fast!
avg. 3 hours 39 minutes

from $129 / night

14

Condo rental in Clearwater Beach

Clearwater / Clearwater Beach

2 4 90 nights min

  • 2 bedrooms
  • Sleeps 4
  • 90 nights min
  • Swimming pool
Penthouse level (12th floor) condo on over 2 miles of pristine sugar sands of North Clearwater Beach. Spectacular panoramic Intercoastal views. Wake up to a sunrise in the morning over intercoastal water, from your bed or balcony, and enjoy a fabulous sunset on the …see more

from $74 / night

$514 / week

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from $74 / night

(1) Excellent 

55

Vacation condo rental

Clearwater / Clearwater Beach

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
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 …see more

from $249 / night

$1582 / week

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Responds fast!
avg. 1 hour 19 minutes

from $249 / 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 $90 / night

$629 / week

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from $90 / night

21

Vacation condo in Clearwater Beach

Clearwater / Clearwater Beach

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Master Bedroom with king size bed and access to nice patio. 2nd Bedroom has twin beds that converts to a queen size bed; 2nd Bathroom is across the hall from bedroom. Newly remodeled Kitchen, Dinning Area and Living Room. All 3 have nice Tile Floors. Access to Patio fr …see more

from $121 / night

$845 / week

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from $121 / night

(1) Excellent 

16

Vacation home in Clearwater

Clearwater / Clearwater Beach

5 15 5 nights min

  • 5 bedrooms
  • Sleeps 15
  • 5 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Private garden
Big and beautiful 6000 SF home on direct waterfront on Clearwater Beach. WE can accommodate party's of 10 to 16 people . Large patio overlooking the water. Fishing, biking, boating, padde lboards, we have it it all. Large dock area with seating for large groups.Check ou …see more

from $650 / night

$4200 - $4900 / week

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Responds fast!
avg. 3 hours 39 minutes

from $650 / night

24

Clearwater Beach Vacation condo rental

Clearwater / Clearwater Beach

1 4 14 nights min

  • 1 bedroom
  • Sleeps 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Amazing View Of Gulf From Every Room Located On Sand Key Within Minutes Of Clearwater Beach. This lovely condo is located on the 17th floor of magnificent Lighthouse Towers with UNBELIEVABLE ocean views!! Floor to ceiling windows look out to the wide white sandy …see more

from $79 / night

$550 / week

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Responds fast!
avg. 2 hours 47 minutes

from $79 / 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

7

Villa rental in Clearwater Beach

Clearwater / Clearwater Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Car not necessary
Beautiful 1 bedroom unit at the Clearwater Bay Club on Clearwater Beach. The property is direct waterfront but my one bedroom units are not waterview. Our units have a full kitchen, living and dining area and access to all the amentities at Clearwater Bay Club. Fishing …see more

from $129 / night

$800 - $1050 / week

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Responds fast!
avg. 3 hours 39 minutes

from $129 / 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

20

Vacation condo rental

Clearwater / Clearwater Beach

2 4 14 nights min

  • 2 bedrooms
  • Sleeps 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
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 $228 / night

$1590 / week

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from $228 / night