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, Google Chrome. Mac: Safari.

Holiday rentals in Clearwater, Florida

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified 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
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 262 Rentals in Clearwater
loading...
Sort by
From
£140
Per Night
Response Rate: 100%
3 Bedrooms, 2 Bathrooms, Sleeps 10
25 photos Details
Reviews (6) Make Enquiry
From
£29
Per Night
Response Rate: 100%
Studio, 1 Bathroom, Sleeps 3
13 photos Details
Reviews (4) Make Enquiry
From
£199
Per Night
Response Rate: 100%
4 Bedrooms, 3 Bathrooms, Sleeps 13
34 photos Details
Reviews (1) Make Enquiry
Also consider
Attention! Waterfront Home w Roof Terrace!!!
3 Bedrooms, sleeps 6
£109 / night
Gulf/Beach Front Condo
2 Bedrooms, sleeps 6
£146 - £234 / night
Beautiful  & Tranquil Condo,  Avalon  Clearwater
1 Bedroom, sleeps 3
£33 - £41 / night
Villa Crystal - 5 Bdrs - Private Pool
5 Bedrooms, sleeps 10
£249 - £666 / night
From
£53
Per Night
Response Rate: 100%
Studio, 1 Bathroom, Sleeps 4
28 photos Details
Reviews (4) Make Enquiry
From
£50
Per Night
Response Rate: 100%
Studio, 1 Bathroom, Sleeps 4
24 photos Details
Reviews (6) Make Enquiry
From
£44
Per Night
Response Rate: 100%
1 Bedroom, 1 Bathroom, Sleeps 5
17 photos Details
Reviews (3) Make Enquiry
From
£327
Per Week
Response Rate: 100%
3 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details
Reviews (1) Make Enquiry
From
£58
Per Night
Response Rate: 100%
Studio, 1 Bathroom, Sleeps 3
12 photos Details
Reviews (11) Make Enquiry
Get the List
From
£63
Per Night
Response Rate: 100%
Studio, 1 Bathroom, Sleeps 2
21 photos Details
Reviews (6) Make Enquiry
From
£68
Per Night
Response Rate: 100%
1 Bedroom, 1 Bathroom, Sleeps 6
35 photos Details
Reviews (3) Make Enquiry
From
£100
Per Night
Response Rate: 100%
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (3) Make Enquiry
From
£44
Per Night
Response Rate: 100%
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Reviews (2) Make Enquiry
From
£35
Per Night
Response Rate: 100%
1 Bedroom, 1 Bathroom, Sleeps 4
24 photos Details
Reviews (27) Make Enquiry
From
£105
Per Night
Response Rate: 100%
3 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details
Reviews (1) Make Enquiry
From
£53
Per Night
Response Rate: 100%
Studio, 1 Bathroom, Sleeps 2
11 photos Details
Reviews (1) Make Enquiry
From
£46
Per Night
Response Rate: 100%
1 Bedroom, 1 Bathroom, Sleeps 2
24 photos Details
Make Enquiry
From
£4,555
Per Night
Response Rate: 100%
8 Bedrooms, 10 Bathrooms, Sleeps 16
21 photos Details
Make Enquiry
From
£31
Per Night
Response Rate: 100%
1 Bedroom, 1 Bathroom, Sleeps 3
18 photos Details
Make Enquiry
From
£23
Per Night
Response Rate: 100%
2 Bedrooms, 2 Bathrooms, Sleeps 4
14 photos Details
Make Enquiry
From
£33
Per Night
Response Rate: 100%
1 Bedroom, 1 Bathroom, Sleeps 3
10 photos Details
Make Enquiry
From
£405
Per Week
Response Rate: 100%
1 Bedroom, 1 Bathroom, Sleeps 1
5 photos Details
Make Enquiry
From
£53
Per Night
Response Rate: 100%
2 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Make Enquiry
From
£42
Per Night
Response Rate: 95%
1 Bedroom, 1 Bathroom, Sleeps 2
9 photos Details
Reviews (1) Make Enquiry
From
£117
Per Night
Response Rate: 95%
3 Bedrooms, 3 Bathrooms, Sleeps 6
33 photos Details
Reviews (2) Make Enquiry
From
£44
Per Night
Response Rate: 95%
1 Bedroom, 1 Bathroom, Sleeps 4
13 photos Details
Reviews (1) Make Enquiry
From
£50
Per Night
Response Rate: 95%
2 Bedrooms, 2 Bathrooms, Sleeps 5
13 photos Details
Reviews (3) Make Enquiry
From
£50
Per Night
Response Rate: 95%
2 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details
Reviews (4) Make Enquiry
From
£73
Per Night
Response Rate: 95%
1 Bedroom, 1 Bathroom, Sleeps 3
8 photos Details
Reviews (1) Make Enquiry
From
£25
Per Night
Response Rate: 95%
2 Bedrooms, 3 Bathrooms, Sleeps 4
10 photos Details
Reviews (2) Make Enquiry
From
£54
Per Night
Response Rate: 95%
2 Bedrooms, 2 Bathrooms, Sleeps 4
19 photos Details
Make Enquiry
From
£175
Per Night
Response Rate: 95%
4 Bedrooms, 3 Bathrooms, Sleeps 12
23 photos Details
Make Enquiry
From
£625
Per Night
Response Rate: 95%
5 Bedrooms, 3 Bathrooms, Sleeps 13
11 photos Details
Make Enquiry
From
£91
Per Night
Response Rate: 95%
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Make Enquiry
From
£96
Per Night
Response Rate: 95%
2 Bedrooms, 1 Bathroom, Sleeps 4
13 photos Details
Make Enquiry
From
£104
Per Night
Response Rate: 95%
2 Bedrooms, 1 Bathroom, Sleeps 6
14 photos Details
Make Enquiry
From
£22
Per Night
Response Rate: 90%
1 Bedroom, 1 Bathroom, Sleeps 3
50 photos Details
Reviews (2) Make Enquiry
From
£23
Per Night
Response Rate: 90%
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Make Enquiry
From
£196
Per Night
Response Rate: 88%
4 Bedrooms, 3 Bathrooms, Sleeps 8
14 photos Details
Make Enquiry
From
£187
Per Night
Response Rate: 88%
4 Bedrooms, 3 Bathrooms, Sleeps 8
14 photos Details
Make Enquiry
From
£33
Per Night
Response Rate: 85%
2 Bedrooms, 2 Bathrooms, Sleeps 4
33 photos Details
Reviews (2) Make Enquiry
Go to map view
Book Online(119)
Use filters to find the best results!

Suitability

  • Wheelchair access (27)
  • Elder access (95)
  • Suitable for children (121)
  • Pet friendly (34)
  • Smoking allowed (1)

Amenities

  • Internet (189)
  • Other outdoor space (179)
  • Air Conditioning (148)
  • All pools (145)
  • Grill (145)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities
Clearwater beachside cottage and condo rental advantages

The beach is the place to be! The sun, sand and cool, clear waters of the Gulf of Mexico make beach home rentals a popular choice for Clearwater vacationers. Directly on the beach, condo dwellers watch spectacular sunsets from the comfort of their terraces. Dockside townhomes combine proximity to the beach with the convenience of boat launching from your own “back yard.” And every home rental allows budget-conscious families the ability to ease vacation costs with meals prepared in their own well-furnished kitchen.

Waterfront fun for every age and interest

Clearwater Beach is an ideal family vacation destination, a barrier island with the Gulf of Mexico on the west and the Intracoastal Waterway on the east. Like to just kick back, relax and absorb seaside serenity? The white sandy beaches of Clearwater gladly accommodate! High-energy visitors can race about on jet skis, try sail boarding or parasailing. Anglers take to the Gulf for exceptional sport fishing. Nightly “Sunsets at Pier 60” mix a festival atmosphere of music and magic to celebrate the end of another great day at the beach.

Festive entertainment, shopping and dining

Sidewalk cafes and restaurants literally line the beach area with plenty of casual sun and souvenir shops. Families can take in a round of miniature golf or board the popular Pirates Ransom for a cruise filled with music, beverages and dolphin spotting. The Clearwater Marine Aquarium is another interesting attraction that offers an up-close look at otters, sea turtles, stingrays and lively dolphins. The convenient Jolley Trolley whisks you all along Clearwater Beach, Sand Key and Downtown Clearwater for a mere $1.00 fare. You’ll enjoy absolutely fresh fish at Frenchy’s Restaurant, where the signature Grouper Sandwich is a melt-in-your-mouth favorite. Frenchy’s largest restaurant is Rockaway Grill on the beach, where tropical music and “Floribbean” fare make a memorable night.

Money-saving rental homes, your best lodging choice

Traditional hotel stays simply can’t compare with the added space, amenities and privacy of your own beachfront house or condo. Relax over breakfast on your own terrace, pack a picnic for lunch and save dining out for those special vacation evenings.