Condo
10.0(320 Reviews)
2 Bedrooms
6 Guests
Oceanfront
Parking
Pool
Ocean View
R8,094/Night
7 Nights - R56,664
Clearwater Beach Holiday Rentals
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Compare Holiday Rentals, Villas & Resorts in Clearwater Beach
10.0
Apartment
10.0(9 Reviews)
3 Bedrooms
8 Guests
Private Beach
Hot Tub- Parking
- Pool
R6,657/Night
7 Nights - R46,595
Apartment
10.0(1 Review)
1 Bedroom
- Oceanfront
- Parking
- Ocean View
Balcony/Terrace
R15,726/Night
7 Nights - R110,075
House
10.0(236 Reviews)
2 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
View
R7,436/Night
7 Nights - R52,058
House
10.0(8 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R9,271/Night
7 Nights - R64,900
Condo
10.0(204 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
R7,683/Night
7 Nights - R53,775
Cottage
10.0(174 Reviews)
1 Bedroom
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
R4,483/Night
7 Nights - R31,377
Condo
10.0(170 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
R10,327/Night
7 Nights - R72,294
Apartment
10.0(163 Reviews)
1 Bedroom
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
R5,860/Night
7 Nights - R41,016
Luxury Holiday Rentals in Clearwater Beach
Over 2586+ Luxury Holiday Rentals in or Near Clearwater Beach
House
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
Unlock the Best Price
House
1 Bedroom
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R128,201/Night
7 Nights - R897,406
Condo
2 Bedrooms
4 Guests
Kitchen
Air Conditioner
Internet
Laundry
R86,996/Night
7 Nights - R608,972
House
12 Bedrooms
28 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R75,859/Night
7 Nights - R531,016
House
5 Bedrooms
16 Guests
Private Pool- Oceanfront
- Parking
- Pool
R65,590/Night
7 Nights - R459,135
House
12 Bedrooms
28 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R62,367/Night
7 Nights - R436,572
R61,096/Night
7 Nights - R427,675
R54,396/Night
7 Nights - R380,766
R53,126/Night
7 Nights - R371,886
Top-Rated Holiday Rentals with a Pool in Clearwater Beach
Over 1942+ The Best Private Villas and Holiday Rentals in Clearwater Beach with a Pool
R2,698/Night
7 Nights - R18,882
Condo
10.0(340 Reviews)
3 Bedrooms
8 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
R13,380/Night
7 Nights - R93,652
Hotel
10.0(321 Reviews)
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
R10,572/Night
7 Nights - R74,011
Condo
10.0(206 Reviews)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
R7,270/Night
7 Nights - R50,887
House
10.0(186 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
R9,795/Night
7 Nights - R68,564
Condo
10.0(180 Reviews)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
R10,572/Night
7 Nights - R74,011
House
10.0(170 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R12,103/Night
7 Nights - R84,723
Condo
10.0(140 Reviews)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
R7,875/Night
7 Nights - R55,129
Condo
10.0(138 Reviews)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
R7,911/Night
7 Nights - R55,376
Pet-Friendly Holiday Rentals in Clearwater Beach
Over 414+ Pet-Friendly Holiday Rentals in or Near Clearwater Beach
Condo
10.0(19 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R3,738/Night
7 Nights - R26,161
R6,325/Night
7 Nights - R44,284
House
9.8(7 Reviews)
6 Bedrooms
16 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
R23,229/Night
7 Nights - R162,596
R4,603/Night
7 Nights - R32,219
House
10.0(2 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
R10,365/Night
7 Nights - R72,558
Apartment
10.0(8 Reviews)
1 Bedroom
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
R4,085/Night
7 Nights - R28,604
House
10.0(8 Reviews)
2 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
R3,399/Night
7 Nights - R23,784
House
10.0(5 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
R5,743/Night
7 Nights - R40,191
Condo
10.0(5 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R3,336/Night
7 Nights - R23,355
Large Holiday Rentals and Private Villas in Clearwater Beach
Over 251+ Large Holiday Rentals and Private Villas in or Near Clearwater Beach
Apartment
10.0(1 Review)
1 Bedroom
18 Guests
- Parking
- Ocean View
- View
- Kitchen
R26,347/Night
7 Nights - R184,433
R8,698/Night
7 Nights - R60,889
R14,925/Night
7 Nights - R104,480
Condo
9.8(17 Reviews)
2 Bedrooms
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
R9,195/Night
7 Nights - R64,372
R14,827/Night
7 Nights - R103,787
House
2 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
R7,857/Night
7 Nights - R54,996
Condo
10.0(124 Reviews)
4 Bedrooms
10 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
R12,107/Night
7 Nights - R84,756
House
10.0(106 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
R13,030/Night
7 Nights - R91,210
House
10.0(92 Reviews)
8 Bedrooms
16 Guests
- Private Pool
- Parking
- Pool
- Ocean View
R18,422/Night
7 Nights - R128,958
Wheelchair Accessible Holiday Homes in Clearwater Beach
Over 1051+ Wheelchair Accessible Holiday Homes in or Near Clearwater Beach
Condo
10.0(110 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R10,494/Night
7 Nights - R73,450
House
10.0(1 Review)
1 Bedroom
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R2,690/Night
7 Nights - R18,833
R3,640/Night
7 Nights - R25,485
Condo
10.0(106 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R2,640/Night
7 Nights - R18,486
Resort
9.0(1021 Reviews)
45 Guests
- Oceanfront
- Hot Tub
Breakfast
EV Charge Station
R5,494/Night
7 Nights - R38,458
Condo
10.0(96 Reviews)
2 Bedrooms
8 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R7,101/Night
7 Nights - R49,715
Condo
10.0(80 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R5,820/Night
7 Nights - R40,736
Condo
10.0(73 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R4,863/Night
7 Nights - R34,034
Condo
10.0(70 Reviews)
2 Bedrooms
7 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R6,852/Night
7 Nights - R47,965
Clearwater Beach Private Villas and Holiday Homes Under $200
Over 433+ Clearwater Beach Private Villas and Holiday Homes Under $200
Apartment
10.0(42 Reviews)
1 Bedroom
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
R3,202/Night
7 Nights - R22,415
Apartment
10.0(1 Review)
2 Bedrooms
6 Guests
- Parking
- Pool
- Air Conditioner
- Internet
R3,004/Night
7 Nights - R21,028
R3,139/Night
7 Nights - R21,969
Condo
10.0(24 Reviews)
1 Bedroom
4 Guests
- Parking
- Kitchen
- Internet
Child Friendly
R3,223/Night
7 Nights - R22,563
House
10.0(1 Review)
1 Bedroom
4 Guests
- Parking
- Pool
- Balcony/Terrace
- View
R2,426/Night
7 Nights - R16,984
Condo
10.0(20 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
R2,137/Night
7 Nights - R14,954
Condo
10.0(15 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
R2,315/Night
7 Nights - R16,208
Condo
10.0(12 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
R1,641/Night
7 Nights - R11,488
Apartment
10.0(7 Reviews)
1 Bedroom
3 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R2,345/Night
7 Nights - R16,423
Instantly Bookable Holiday Homes in Clearwater Beach
Over 1637+ Instantly Bookable Holiday Homes in or Near Clearwater Beach
Apartment
10.0(93 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R5,131/Night
7 Nights - R35,916
House
9.0(1 Review)
1 Bedroom
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R2,690/Night
7 Nights - R18,833
House
9.8(10 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- View
R3,787/Night
7 Nights - R26,508
Condo
10.0(85 Reviews)
2 Bedrooms
6 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
R10,161/Night
7 Nights - R71,122
House
5.5(2 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R2,855/Night
7 Nights - R19,988
House
10.0(61 Reviews)
1 Bedroom
4 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
R3,896/Night
7 Nights - R27,267
Condo
10.0(58 Reviews)
2 Bedrooms
8 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R6,222/Night
7 Nights - R43,558
Condo
10.0(48 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R7,421/Night
7 Nights - R51,943
Condo
10.0(42 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
R6,061/Night
7 Nights - R42,419
Book a Last Minute Place to Stay in Clearwater Beach
About Casai's Private Villas and Holiday Rentals in Clearwater Beach
Discover more than 2595 vacation rentals available in Clearwater Beach. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Clearwater Beach.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Clearwater Beach, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Clearwater Beach. On average, places to stay near Clearwater Beach offer 918.57 ft², with nightly prices averaging R7,314.
With Casai, finding and comparing holiday rentals in Clearwater Beach is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in Clearwater Beach, FL
There are 2595 Clearwater Beach, FL Holiday Rentals
- Prices for a holiday home in Clearwater Beach start at R1,320
- Top rated vacation home in Clearwater Beach is Ivory Sands Beach Suites
- Most popular short term in Clearwater Beach is Hilton Clearwater Beach Resort & Spa
- Cheapest place to stay in Clearwater Beach is 440 West 608 N Waterfront 2 Bedroom 2 Bathroom with Gulf of Mexico View. 23125
- Most expensive holiday rental in Clearwater Beach is Beachwalk Condo on Mandalay Ave, Clearwater
Recently Booked Holiday Rentals in Clearwater Beach
- Updated condo just steps to the white sand beaches of Clearwater Beach
- Luxury 5 Star Waterfront Condo 3 Bdr 2 Bath Pool Hot-Tub Panoramic Gulf and Intracoastal Waterway Views
- Colorful Townhome, Steps to Clearwater Beach!
- PRIVATE COTTAGE OCEAN VIEW 44 PACES TO BEACH, CLOSE TO RESTAURANTS AND SHOPS
- Marina Cove Villa waterfront near beach
Frequently Asked Questions About Clearwater Beach?
What are the top holiday rentals in Clearwater Beach?
With numerous options available in Clearwater Beach, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Clearwater Beach:
- Ivory Sands Beach Suites
- Breathtaking Gulf Facing Condo Hotel Suite
- 1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa
- Updated condo just steps to the white sand beaches of Clearwater Beach
- PRIVATE COTTAGE OCEAN VIEW 44 PACES TO BEACH, CLOSE TO RESTAURANTS AND SHOPS
- Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.
- Spacious Family Retreat in Clearwater Beach
- BEACHFRONT 2 BED 2 BATH CONDO - RIGHT ON THE BEACH
- A Little Bit of Paradise-Direct Beachfront
- 'Sea Breeze' - Beautiful Clearwater Beach Home - Heated Pool, Spa & Grill
How many holiday rentals have private pools in Clearwater Beach?
Discover a selection of holiday rentals with private pools near Clearwater Beach with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Clearwater Beach are best for families?
If you're searching for a family-friendly holiday home in Clearwater Beach, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Clearwater Beach:
How many Casai.co.za holiday rentals are available in Clearwater Beach?
As of 2026, Casai boasts over 2595 properties listed in the Clearwater Beach area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Clearwater Beach.
Nearby Neighborhood (6)
| Neighborhood | Property Count |
|---|---|
| Bay Esplanade Vacation Rentals in Clearwater Beach, Florida | 238 |
| Sand Key Vacation Rentals in Clearwater Beach, Florida | 161 |
| Island Estate Vacation Rentals in Clearwater Beach, Florida | 37 |
| Clearwater Point Vacation Rentals in Clearwater Beach, Florida | 3653 |
| Carlouel Vacation Rentals in Clearwater Beach, Florida | 2791 |
| Diamond Isle Vacation Rentals in Clearwater Beach, Florida | 3315 |
