Clearwater Vacation Rentals - HolidayHomes base64Hash Clearwater Vacation Rentals - HolidayHomes

Clearwater Vacation Rentals

Browse 3,865 available vacation homes and compared across 18 trusted partners

Anytime
Guests
Anytime
Guests

Top-Rated Vacation rentals in Clearwater

Book the highest-rated Clearwater vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Clearwater
Breezy ‘White Sands House’ Steps to Gulf Shore!
Book now
House Clearwater
House with hot tub, barbecue & pool
Book now
Condo Clearwater
Condo with pool & patio
Book now
Condo Clearwater
Condo with BBQ, terrace & pool
Book now
House Clearwater
House with private pool, patio & barbecue
Book now
House Clearwater
Cheerful 4 bedroom house near Clearwater Beach! Pet Friendly.
Book now
Condo Clearwater
Fully equipped charming condo with pool & yard | Nature view | Next to the beach
Book now
House Clearwater
10 min to Clearwater Beach - Spacious - Large Salt Heated Pool - Family Friendly
Book now
House Clearwater
House with patio, private pool & barbecue | Nature view | Perfect for remote work
Book now
Condo Clearwater
On Clearwater Beach! Best Location, Views, and Amenities at Mandalay Beach Club
Book now
Condo Clearwater
806 Mandalay Beach Club ️��! Now available Oct, Nov and Dec 2025! Pet Friendly.
Book now
House Clearwater
Water Front Home in Clearwater
Book now
Condo Clearwater
Beachfront Luxury Living W/Heated Pool & Spa
Book now
House Clearwater
New Beautiful 2 bedroom with dedicated office and yard!
Book now
House Clearwater
House with private pool & grill | Nature view
Book now

Top 15 most Recommended Vacation Rentals in Clearwater

Discover your ideal Clearwater vacation rental with real-time comparisons of 3,865 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Resort Clearwater
Resort ∙ 6 guests ∙ 1 bedroom

Shephard's Live Entertainment Resort

Clearwater, Pinellas County, Florida, United States
This resort in Clearwater Beach accommodates 127 guests and features a pool for relaxation and fun.
from $352
per night
View deal
Condo Clearwater
Condo ∙ 4 guests ∙ 2 bedrooms

66 m² Condo

Clearwater, Pinellas County, Florida, United States
This cozy condo in Clearwater Beach accommodates 4 guests and features a relaxing balcony with stunning views.
from $166
per night
View deal
Condo Clearwater
Condo ∙ 6 guests ∙ 2 bedrooms

103 m² Condo

Clearwater, Pinellas County, Florida, United States
This spacious 6-person condo in Sand Key features a balcony with stunning views and easy beach access for a perfect getaway.
from $150
per night
(39)
View deal
House Clearwater
House ∙ 12 guests ∙ 4 bedrooms

167 m² House

Clearwater, Pinellas County, Florida, United States
This spacious house rental in Clearwater Beach accommodates 12 guests and features a private pool for your enjoyment.
from $491
per night
(71)
View deal
Cabin Clearwater
Cabin ∙ 5 guests ∙ 2 bedrooms

94 m² Cabin

Clearwater, Pinellas County, Florida, United States
This cozy cabin in Clearwater Beach accommodates 5 guests and features a family-friendly yard perfect for outdoor activities.
from $235
per night
(92)
View deal
Apartment Clearwater
Apartment ∙ 5 guests ∙ 2 bedrooms

117 m² Apartment

Clearwater, Pinellas County, Florida, United States
This apartment rental in Clearwater Beach accommodates 5 guests and features a stunning ocean view balcony.
from $209
per night
(24)
View deal
House Clearwater
10 guests ∙ 4 bedrooms

House

Clearwater, Pinellas County, Florida, United States
Spacious house rental in Clearwater for 10 guests featuring convenient parking for a comfortable stay.
from $130
per night
(1)
View deal
Condo Clearwater
6 guests ∙ 2 bedrooms

Condo

Clearwater, Pinellas County, Florida, United States
This Clearwater condo accommodates 6 guests and is pet-friendly, offering a comfortable stay near the beach.
from $81
per night
View deal
Condo Clearwater
Condo ∙ 4 guests ∙ 1 bedroom

56 m² Condo

Clearwater, Pinellas County, Florida, United States
This cozy condo in Clearwater Beach accommodates 4 guests and features a modern kitchen for convenient meal preparation.
from $170
per night
(8)
View deal

More travel options

image-tag