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Clearwater Holiday Rentals

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Holiday Rentals (137)

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The Villas of Clearwater Beach
The Villas of Clearwater Beach
    Price: £859/week
  • Bedrooms: 2, sleeps 8
  • Bathrooms: 2
    • Contact Owner
Available Oct. 1: Newly renovated Florida Bungalow
Available Oct. 1: Newly renovated Florida Bungalow
    Price: £454/week £1,149/month
  • Bedrooms: 2, sleeps 4
  • Bathrooms: 1
  • Min stay: 30
    • Contact Owner
La Sal Suites
La Sal Suites
    Price: £423/week
  • Bedrooms: 1, sleeps 6
  • Bathrooms: 2
    • Contact Owner
Bay Harbor 401
Bay Harbor 401
    Price: £650 - £1,059/week £2,508 - £3,648/month
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 3
    • Contact Manager
An Island Paradise
An Island Paradise
    Price: £983/week
  • Bedrooms: 2, sleeps 6
  • Bathrooms: 2
    • Contact Manager
Sun Dance - Minimum 31 Day Rental
Sun Dance - Minimum 31 Day Rental
    Price: £1,890/week
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 2
    • Contact Manager
130 Steps to The Sand
130 Steps to The Sand
    Price: £832/week
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 2
    • Contact Manager
"The Islander"
    Price: £602/week
  • Bedrooms: 1, sleeps 4
  • Bathrooms: 1
    • Contact Manager
Serenity Shores - Monthly
Serenity Shores - Monthly
    Price: £1,134/week
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 3
    • Contact Manager
"The Little Palm"
    Price: £602/week
  • Bedrooms: 1, sleeps 4
  • Bathrooms: 1
    • Contact Manager

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Recommended by Travellers

[ Recommended ] [ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
Dockside Condos
Dockside Condos
Contact Owner
4.5 of 5 stars 17 reviews
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 3, sleeps 10
Bathrooms: 2
Min stay:7
One, Two and Three bedroom condos, featuring granite counter tops in the kitchen and bathrooms along with new stainless steel appliances including a glass top ...
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    £442
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Harbor View Grande
Harbor View Grande
Contact Owner
4.5 of 5 stars 5 reviews
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 3, sleeps 8
Bathrooms: 2
Here’s the real deal for a truly wonderful vacation rental! Rich wood cabinets and beautiful granite in the kitchen. Cool tile throughout except for ...
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    £965
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The Chateaus
The Chateaus
Contact Owner
4 of 5 stars 4 reviews
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 4, sleeps 8
Bathrooms: 3
Your 1,350,000 million BEACHFRONT condo with colorful sunset views...... luxury, luxury, luxury. Found no where else on Clearwater Beach - New condo with ...
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    £1,694
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Lighthouse Towers 8th Floor Condo in Sand Key, FL
Lighthouse Towers 8th Floor Condo in Sand Key, FL
Contact Owner
4 of 5 stars 1 review
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 1, sleeps 4
Bathrooms: 2
Enjoy a spectacular direct gulf view from this privately owned 8th floor 1 bedroom luxury condo. Lighthouse Towers is a direct beach front building on the ...
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Bay Harbor 501
Bay Harbor 501
Contact Manager
4 of 5 stars 1 review
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 8
Bathrooms: 3
Watch the dolphins & sea turtles swim from this top floor, corner Penthouse at Bay Harbor of Clearwater Beach! Footsteps away from Clearwater Beach with ...
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  • Weekly
    £650 - £1,059
  • Monthly
    £2,508 - £3,648
Bay Harbor 301
Bay Harbor 301
Contact Manager
4 of 5 stars 1 review
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 8
Bathrooms: 3
Just professionally furnished in January 2008! Beautiful, third floor, corner condo at Bay Harbor in Clearwater Beach! Wireless Internet Included! 7 night ...
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  • Weekly
    £650 - £1,059
  • Monthly
    £2,508 - £3,648
Bay Harbor 303
Bay Harbor 303
Contact Manager
4 of 5 stars 2 reviews
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 8
Bathrooms: 3
Brand New Construction!!! Third floor condo at Bay Harbor of Clearwater Beach! Watch the dolphins & sea turtles from your private balcony! Footsteps away ...
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  • Weekly
    £590 - £968
  • Monthly
    £2,275 - £3,344
Bay Harbor - Unit: BH505
Bay Harbor - Unit: BH505
Contact Manager
4 of 5 stars 4 reviews
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 7
Bathrooms: 3
Bay Harbor #505 Clearwater Beach 3/3 Intracoastal SW corner. This location is second to none! Enjoy a penthouse view of Clearwater pass, the ...
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Harborview Grande - Unit: HG405
Harborview Grande - Unit: HG405
Contact Manager
4 of 5 stars 1 review
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 2
3/2 Gulfview/Intracoastal New construction Jan 2006 Experience ultimate Luxury…this property has a 270 degree view of the Gulf of Mexico and the ...
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Harborview Grande - Unit: HG604
Harborview Grande - Unit: HG604
Contact Manager
4 of 5 stars 2 reviews
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 2
Harborview Grande 604 Clearwater, Fl…..Great 3 Bedroom/3Bath with stunning view of the intracoastal and partial view of the Clearwater Pass, ...
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Vacation weekly rental pool home sleeps 6
Vacation weekly rental pool home sleeps 6
Contact Owner
Management: Verified Plus owner
Property: Holiday Rental House
Bedrooms: 4, sleeps 6
Bathrooms: 3
2000week, sleeps 6 VACATION pool house Private, quiet, dead -end road in Clearwater Fl. 33764. 2 separate living spaces. Brazilian mahogany & teak floors, ...
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    £1,210
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Surfside Condos
Surfside Condos
Contact Owner
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 4, sleeps 10
Bathrooms: 3
Enjoy a leisurely stroll along the Gulf of Mexico. Let the warm rays of sunshine penetrate your body as you lie on the warm sand or rest on a sun lounge. Take ...
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  • Weekly
    £2,162
  • Monthly
    £8,892
Beach House at Beautiful Clearwater Beach!
Beach House at Beautiful Clearwater Beach!
Contact Owner
Nightly rate from
£172
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 3, sleeps 7
Bathrooms: 3
Your family will enjoy the pleasure of this genuine, authentic Beach House. Rent weekly or monthly. It has a spacious open floorplan with a Garden Room and ...
  • Nightly
    £172
  • Weekly
    £968
  • Monthly
    £2,416
Gulfview Family Vacation
Gulfview Family Vacation
Contact Owner
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 4, sleeps 10
Bathrooms: 3
The PERFECT PLACE for the entire family. Located on upscale North Clearwater Beach, this 4 bedroom and 2 1/2 bath condo comes with everything your family ...
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    £965
  • Monthly
    £2,419
440 West Condos
440 West Condos
Contact Owner
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 4
Bathrooms: 2
Unwind, relax and watch the colors of the sunset from your balcony on this 9th floor gulf front condo. Or opt for poolside on lounge chair and watch the boats ...
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    £756
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Clearwater Holiday Rental Advice
Clearwater Beach Vacation Rentals
Posted by Mikaagape, 14 Nov 2009
... time trying to find a vacation rental that will email or call me back. I sent several emails via www.vrbo.com and haven't heard back yet. Does anyone have any recommendations for a week vacation rental, oceanfront, that is also modern in decorations. Oh I'm trying to ... more
Teens in Clearwater
Posted by sueNewJersey, 7 Nov 2009
Thinking of booking Xmas vacation this year at the Sheraton. Is there much for my teens to do (not really into meeting other teens, just want them to be entertained). Also read somewhere that there are a lot of younger children..is this true? ... more
Posted by MarkBee, 8 Nov 2009
... tours. Speedboat rides. Jet ski rentals, fishing on Pier 60, the nightly sunset celebration with vendors and street performers. Live music at some restaurants. Good food all over, ice cream, great grouper sandwiches, An internet cafe. Casual Pizza places, shopping, the Clearwater Marine Aquarium, and more. CB is popular with ... more
Posted by sueNewJersey, 8 Nov 2009
Thanks for the info...but too late :) just booked.....they will have to keep themselves busy, is Christmas after all. Next question...where can we find a reasonable car rental? Prices seem outrageous on Priceline. Thanks! ... more
How to not get burned with a bad condo rental
Posted by dsprice03, 12 Aug 2009
... on Clearwater Beach. I am wanting right on beach -2 bedroom. I have heard horror stories about condos that dont look anything like the picture they advertised. I am taking my Mother on her first vacation in a long time so this is really important. Any advice?? Thanks so much ... more
Posted by dsprice03, 15 Aug 2009
I appreciate your rely NY. Going there before vacation is not an option for us. But Thanks ... more
Romantic dinner on the beach
Posted by teach42, 11 Jul 2009
... Marriott, but wil have a rental car so we're willing to travel some. I'm looking for a nice romantic dinner, preferably outside on the beach or something along those lines. A great place to watch a sunset. Was already thinking about going to the Island Way Grill for ... more
Posted by RANDALLKAT, 20 Jul 2009
... evening on your romantic Florida vacation or Honeymoon with one of our romantic gift packages. Give the gift of a unique experience today. ... Romantically Decorated Hotel Room awaiting your arrival, Romantic Sunset Picnics & Private Dinners On The Beach, Romantic Tours And Excursions, Elopements, Vow renewals, Surprise proposals and more. WWW ... more
tree house off clearwater
Posted by rpiece, 30 Jun 2009
I guess this maybe: http://www.vacationhomerentals.com/vacation-rentals/Clearwater-Beach-Florida-vacation-rental-home-proID-36314.html Looks great! I could never afford it! ... more
Dining Options (on beach or bay area)
Posted by islandexplorer, 26 Apr 2009
... places that lean toward the old Florida atmosphere, i.e. casual, locals hangout, good seafood, reasonable prices, on waterfront, places that have been around for awhile, etc.. We will have a rental car so driving a reasonable distance either north or south from Clearwater Beach is not an issue. Thanks ... more
Go to Clearwater Forums »
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns