We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers: Windows: Internet Explorer, Mozilla Firefox. Mac: Safari.

Popular holiday rentals:

Explore the world! TripAdvisor has reviews and information on over 400,000 locations, including:
Holiday Rentals

Explore other Clearwater resources:

Clearwater Holiday Rentals

Hotels (115)

B&Bs / Inns (6)

Speciality Lodging (12)

Holiday Rentals (137)

The safest rental experience online

Rent from verified owners and managers, and read reviews before you book.

Find out what to expect »

In partnership with:

Get listed

Add your property »

Featured listings
Beach House at Beautiful Clearwater Beach!
Beach House at Beautiful Clearwater Beach!
    Price:
    • £172/night
    • £963/week
    • £2,404/month
  • Bedrooms: 3, sleeps 7
  • Bathrooms: 3
  • Contact Owner
La Sal Suites
La Sal Suites
Sandpearl Condo Resort
Sandpearl Condo Resort
    Price:
    • £1,505/week
    • £3,009/month
  • Bedrooms: 2, sleeps 6
  • Bathrooms: 2
  • Contact Owner
The Villas of Clearwater Beach
The Villas of Clearwater Beach
Bay Harbor 401
Bay Harbor 401
    Price:
    • £647 - £1,053/week
    • £2,495 - £3,630/month
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 3
  • Contact Manager
Surfside - Minimum Rental 31 Days
Surfside - Minimum Rental 31 Days
Coastal Craze
Coastal Craze
Tropical Elegance
Tropical Elegance
Mahogany Palm Retreat
Mahogany Palm Retreat

Search Clearwater Holiday Rentals

Clear dates

Advanced Search

Recommended by Travellers

[ Recommended ] [ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
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 ...
  • Nightly
    --
  • Weekly
    £1,685
  • Monthly
    --
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 ...
  • Nightly
    --
  • Weekly
    £960
  • Monthly
    --
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 ...
  • Nightly
    --
  • Weekly
    £439
  • Monthly
    --
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 ...
  • Nightly
    --
  • Weekly
    --
  • Monthly
    --
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 ...
  • Nightly
    --
  • Weekly
    £647 - £1,053
  • Monthly
    £2,495 - £3,630
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
    --
  • Weekly
    £647 - £1,053
  • Monthly
    £2,495 - £3,630
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 ...
  • Nightly
    --
  • Weekly
    £587 - £963
  • Monthly
    £2,264 - £3,328
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 ...
  • Nightly
    --
  • Weekly
    --
  • Monthly
    --
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, ...
  • Nightly
    --
  • Weekly
    --
  • Monthly
    --
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 ...
  • Nightly
    --
  • Weekly
    --
  • Monthly
    --
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 ...
  • Nightly
    --
  • Weekly
    £2,152
  • Monthly
    £8,847
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
    --
  • Weekly
    £478 - £960
  • Monthly
    --
2 Heated Pools, Tangerine Dream Cottage
2 Heated Pools, Tangerine Dream Cottage
Contact Owner
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Our Tangerine Dream vacation rental is part of a Family Friendly 7 Cottage Resort located on the quiet Cyprus Avenue behind the Chapel by the Sea Church on ...
  • Nightly
    --
  • Weekly
    £539 - £1,080
  • Monthly
    --
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 ...
  • Nightly
    --
  • Weekly
    £358
  • Monthly
    --
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 ...
  • Nightly
    --
  • Weekly
    £960
  • Monthly
    £2,407
Clearwater Holiday Rental Advice
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
Posted by islandexplorer, 28 Apr 2009
... February from a one week vacation in Turks, but I've not posted our reviews yet. That was with a group of 16 friends. Any recommendations for lodging in St Pete (Pass-A-Grille)/Treasure Island area? We haven't made our reservations yet, but there are several options with ... more
Posted by Sundowner_BeachHouse, 12 May 2009
You might also try Guppy's on Indian Rocks Beach. It looks like a beach bar, but actually serves very elegant fare. You should try VRBO.com for vacation rental homes. There are many very nice ones on the beaches. ... more
La Sal Suites
Posted by bethellen, 7 Feb 2009
... low for a weekly condo rental. It looks ... ... to restaraunts/bars/etc, but my boyfriend and I are trying to scrimp a little to make this vacation possible. (We are in our 30's.) We obviously are trying to be more flexible with accomidations this trip. Thanks for any advice ... more
Parrothead Paradise Vacation Rental
Posted by jhascall, 3 Feb 2009
... 770 Mandalay) and were wondering if anyone had any info about this property; the photos shown on the various rental sites by the owner, Belloise Realty, could be a little clearer. Also, it looks as if one of the bedrooms is located just a few feet from the kitchen? 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