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Clearwater Holiday Rentals

Hotels (113)

B&Bs / Inns (6)

Speciality Lodging (12)

Holiday Rentals (133)

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Sun Dance - Minimum 31 Day Rental
Sun Dance - Minimum 31 Day Rental
    Price: £1,953/week
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 2
    • Contact Manager
Island Escape - Weekly Rental
Island Escape - Weekly Rental
    Price: £750/week
  • Bedrooms: 2, sleeps 6
  • Bathrooms: 1
    • Contact Manager
Tropical Breezes
Tropical Breezes
    Price: £859/week
  • Bedrooms: 2, sleeps 6
  • Bathrooms: 2
    • Contact Manager
Sunny Days - Minimum 31 Day Rental
Sunny Days - Minimum 31 Day Rental
    Price: £703/week
  • Bedrooms: 3, sleeps 6
  • Bathrooms: 2
    • Contact Manager
130 Steps to The Sand
130 Steps to The Sand
    Price: £859/week
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 2
    • Contact Manager
R & L Beach House
R & L Beach House
    Price: £1,563 - £1,875/week £3,438 - £4,063/month
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 2
    • Contact Manager
Regatta Beach Dream
Regatta Beach Dream
    Price: £703/week
  • Bedrooms: 2, sleeps 6
  • Bathrooms: 1
    • Contact Manager
Palm Beach - Weekly Rental
Palm Beach - Weekly Rental
    Price: £1,000 - £1,313/week £3,438 - £4,063/month
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 2
    • Contact Manager
Sun Seeker
Sun Seeker
    Price: £703/week
  • Bedrooms: 2, sleeps 6
  • Bathrooms: 2
    • Contact Manager
Surf n Sand - Weekly Rental
Surf n Sand - Weekly Rental
    Price: £703 - £750/week
  • Bedrooms: 2, sleeps 6
  • Bathrooms: 2
    • Contact Manager

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[ Recommended ] [ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
Dockside Condos
Dockside Condos
Contact Owner
4.5 of 5 stars 21 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 ...
  • Nightly
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  • Weekly
    £456
  • Monthly
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Harbor View Grande
Harbor View Grande
Contact Owner
4.5 of 5 stars 6 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 ...
  • Nightly
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  • Weekly
    £997
  • Monthly
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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
    £609 - £1,000
  • Monthly
    £2,351 - £2,773
The Chateaus
The Chateaus
Contact Owner
4 of 5 stars 5 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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  • Weekly
    £1,750
  • Monthly
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Bay Harbor 301
Bay Harbor 301
Contact Manager
4 of 5 stars 2 reviews
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
    £672 - £1,094
  • Monthly
    £2,591 - £3,013
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 ...
  • Nightly
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  • Weekly
    £672 - £1,094
  • Monthly
    £2,591 - £3,013
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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La Sal Suites
La Sal Suites
Contact Owner
4 of 5 stars 1 review
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 1, sleeps 6
Bathrooms: 2
Great location in the heart of North Clearwater Beach! Only steps to the beach. Intimate yet spacious 12-unit complex. View of the heated pool 2 bedroom with ...
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  • Weekly
    £438
  • Monthly
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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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Clearwater Beach, Lazy Lemon
Clearwater Beach, Lazy Lemon
Contact Owner
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 1
The Lazy Lemon, 2 bedroom, 1 bath vacation rental is part of a 7 Condo resort located on the quiet Cyprus Avenue behind the Chapel By The Sea Church. These ...
  • Nightly
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  • Weekly
    £497 - £997
  • Monthly
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A perfect place for a couple, Mango Tango Cottage
A perfect place for a couple, Mango Tango Cottage
Contact Owner
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 1, sleeps 2
Bathrooms: 1
What a great place for a couple. Our tropical Mango Tango, one bedroom, one bathroom vacation rental is part of a 7 Condo resort complex located on the quiet ...
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  • Weekly
    £372
  • Monthly
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Beach House at Beautiful Clearwater Beach!
Beach House at Beautiful Clearwater Beach!
Contact Owner
Nightly rate from
£178
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
    £178
  • Weekly
    £1,000
  • Monthly
    £2,497
The Villas of Clearwater Beach
The Villas of Clearwater Beach
Contact Owner
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 8
Bathrooms: 2
Our family-friendly condominium is perfect for your week at the beach. Enjoy relaxing on the balcony while your children play just below on the soft white ...
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  • Weekly
    £888
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An Island Paradise
An Island Paradise
Contact Manager
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
There truly is no better place to get the most out of your vacation than our renowned Florida Beaches. Take a bike ride down the shore. Go for a swim. The ...
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  • Weekly
    £1,016
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Clearwater Holiday Rental Advice
All in 1 day?
Posted by favre_2_free, 1 Dec 2009
... s along the way in certain spots. The question is, do you think we could hit the Sponge Docks, Dunedin, Clearwater and Johns Pass all in 1 day, or would we have to move so fast that we wouldn't enjoy it? We're busy bodies, but it is Vacation ... more
Posted by floridabuckeye, 4 Dec 2009
... able to get a bike rental earlier in the morning and enjoy a nice ride on the Pinellas trail. Kelly's is the best place for breakfast in Dunedin. Here is their website. It's very casual there and a lot of people take a break from a bike ride ... 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
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
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
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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