Harold Holiday Rentals
Condo
8.8Fabulous
(8 Reviews)
2 Bedrooms
2 Baths
6 Guests
1042 ft²
Oceanfront
Hot Tub
Spa
Fireplace/Heating
د.إ.838/Night
7 Nights - د.إ.5,869
House
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
Pool
View
Breakfast
د.إ.1,477/Night
7 Nights - د.إ.10,334
Hotel
9.8Exceptional
(450 Reviews)
1 Bath
- Pool
Balcony/Terrace- Breakfast
Pet Friendly
د.إ.552/Night
7 Nights - د.إ.3,863
Condo
9.6Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
6 Guests
1042 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
د.إ.1,127/Night
7 Nights - د.إ.7,889
House
2 Bedrooms
2 Baths
6 Guests
1130.21 ft²
- Fireplace/Heating
- Pool
- View
- Breakfast
د.إ.2,085/Night
7 Nights - د.إ.14,598
Condo
9.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
814 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
د.إ.820/Night
7 Nights - د.إ.5,736
House
10.0Exceptional
(22 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
Kitchen
د.إ.1,090/Night
7 Nights - د.إ.7,631
Cottage
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
1015 ft²
- Balcony/Terrace
- Kitchen
Parking
Air Conditioner
د.إ.1,017/Night
7 Nights - د.إ.7,121
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1042 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
د.إ.1,549/Night
7 Nights - د.إ.10,845
Luxury Holiday Rentals in Harold
Over 68+ Luxury Holiday Rentals in or Near Harold
House
9.6Exceptional
(5 Reviews)
5 Bedrooms
4 Baths
18 Guests
- Hot Tub
- Fireplace/Heating
Ocean View- Balcony/Terrace
د.إ.3,016/Night
7 Nights - د.إ.21,113
House
3 Bedrooms
2 Baths
8 Guests
2548 ft²
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
د.إ.1,925/Night
7 Nights - د.إ.13,474
Condo
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.1,803/Night
7 Nights - د.إ.12,622
Condo
8.8Fabulous
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
1042 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
د.إ.1,771/Night
7 Nights - د.إ.12,395
House
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- View
- Breakfast
د.إ.1,520/Night
7 Nights - د.إ.10,643
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1134 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
د.إ.1,224/Night
7 Nights - د.إ.8,568
Condo
8.8Fabulous
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
935 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
د.إ.1,144/Night
7 Nights - د.إ.8,010
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.1,140/Night
7 Nights - د.إ.7,977
New
House
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Air Conditioner
Internet
Child Friendly
د.إ.1,049/Night
7 Nights - د.إ.7,341
Top-Rated Holiday Rentals with a Pool in Harold
Over 31+ The Best Private Villas and Holiday Rentals in Harold with a Pool
Hotel
9.5Exceptional
(205 Reviews)
13 Baths
345.27 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.648/Night
7 Nights - د.إ.4,539
Hotel
8.6Fabulous
(713 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
د.إ.555/Night
7 Nights - د.إ.3,886
Hotel
8.4Excellent
(109 Reviews)
9 Baths
443.72 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
د.إ.584/Night
7 Nights - د.إ.4,087
Hotel
8.2Excellent
(992 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
د.إ.449/Night
7 Nights - د.إ.3,144
Hotel
7.9Very Good
(160 Reviews)
1 Bath
344.45 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.462/Night
7 Nights - د.إ.3,232
House
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- View
- Breakfast
د.إ.1,010/Night
7 Nights - د.إ.7,070
House
1 Bedroom
1 Bath
4 Guests
936.46 ft²
Skiing- Fireplace/Heating
- Pool
- View
د.إ.683/Night
7 Nights - د.إ.4,782
House
10.0Exceptional
(1 Review)
5 Bedrooms
6 Baths
14 Guests
5048 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
د.إ.4,169/Night
7 Nights - د.إ.29,182
Condo
9.8Exceptional
(64 Reviews)
2 Bedrooms
1 Bath
4 Guests
754 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
د.إ.833/Night
7 Nights - د.إ.5,832
Pet-Friendly Holiday Rentals in Harold
Over 11+ Pet-Friendly Holiday Rentals in or Near Harold
Cottage
9.6Exceptional
(29 Reviews)
2 Bedrooms
1 Bath
6 Guests
867 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.1,017/Night
7 Nights - د.إ.7,121
House
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.515/Night
7 Nights - د.إ.3,603
House
5.0Average
(7 Reviews)
3 Bedrooms
2 Baths
7 Guests
2250 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
د.إ.1,194/Night
7 Nights - د.إ.8,355
House
4.5Average
(2 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Pet Friendly
د.إ.863/Night
7 Nights - د.إ.6,041
Condo
1 Bedroom
2 Baths
8 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
Laundry
د.إ.760/Night
7 Nights - د.إ.5,321
House
4 Bedrooms
2 Baths
10 Guests
2038 ft²
- Oceanfront
- Ocean View
- View
- Pet Friendly
د.إ.746/Night
7 Nights - د.إ.5,219
RV Rental
1 Bedroom
2 Baths
8 Guests
1000 ft²
- Pool
- Balcony/Terrace
- Breakfast
- Pet Friendly
د.إ.300/Night
7 Nights - د.إ.2,097
House
5.0Average
(6 Reviews)
3 Bedrooms
2 Baths
7 Guests
1800 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
د.إ.1,285/Night
7 Nights - د.إ.8,998
House
5.0Average
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Pet Friendly
- Kitchen
- Air Conditioner
- Internet
د.إ.881/Night
7 Nights - د.إ.6,170
Large Holiday Rentals and Private Villas in Harold
Over 3+ Large Holiday Rentals and Private Villas in or Near Harold
House
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.2,169/Night
7 Nights - د.إ.15,182
House
4 Bedrooms
2 Baths
15 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,249/Night
7 Nights - د.إ.8,741
House
4.4Average
(7 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Kitchen
- Air Conditioner
- Laundry
Bedding/Linens
د.إ.610/Night
7 Nights - د.إ.4,267
Wheelchair Accessible Holiday Homes in Harold
Over 9+ Wheelchair Accessible Holiday Homes in or Near Harold
Condo
4.3Average
(9 Reviews)
2 Bedrooms
1 Bath
4 Guests
1035 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
د.إ.878/Night
7 Nights - د.إ.6,144
Condo
9.8Exceptional
(61 Reviews)
1 Bedroom
2 Baths
6 Guests
803 ft²
- Spa
- Fireplace/Heating
- Pool
- Breakfast
د.إ.1,164/Night
7 Nights - د.إ.8,146
Condo
9.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
468 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
د.إ.665/Night
7 Nights - د.إ.4,653
Condo
8.8Fabulous
(13 Reviews)
2 Bedrooms
1 Bath
6 Guests
736 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.781/Night
7 Nights - د.إ.5,465
Condo
6.0Good
(1 Review)
1 Bedroom
1 Bath
4 Guests
800 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.1,031/Night
7 Nights - د.إ.7,220
Condo
4 Bedrooms
3 Baths
8 Guests
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
د.إ.2,274/Night
7 Nights - د.إ.15,917
Condo
3 Bedrooms
2 Baths
6 Guests
1231 ft²
- Spa
- Fireplace/Heating
- Pool
- Breakfast
د.إ.1,853/Night
7 Nights - د.إ.12,971
Condo
3 Bedrooms
2 Baths
1035 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
د.إ.1,216/Night
7 Nights - د.إ.8,513
Condo
5.0Average
(3 Reviews)
1 Bedroom
2 Baths
- Pool
- Balcony/Terrace
- Kitchen
- Internet
د.إ.698/Night
7 Nights - د.إ.4,884
Harold Private Villas and Holiday Homes Under $200
Over 10+ Harold Private Villas and Holiday Homes Under $200
House
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.605/Night
7 Nights - د.إ.4,231
Hotel
5.2Average
(37 Reviews)
4 Baths
279.86 ft²
- Fireplace/Heating
- View
- Breakfast
- Parking
د.إ.441/Night
7 Nights - د.إ.3,085
Hotel
5.6Average
(212 Reviews)
1 Bath
- Kitchen
- Parking
- Air Conditioner
- Internet
د.إ.340/Night
7 Nights - د.إ.2,383
Condo
Gulf Front |Southern Views of Gulf from Balcony |Relax at Islander |Free Seasonal Beach Service|Pool
1 Bedroom
1 Bath
4 Guests
480 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
د.إ.433/Night
7 Nights - د.إ.3,033
Cottage
2 Bedrooms
3 Baths
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
د.إ.342/Night
7 Nights - د.إ.2,391
House
4.5Average
(4 Reviews)
2 Bedrooms
2 Baths
- Air Conditioner
- Child Friendly
- Laundry
- Bedding/Linens
د.إ.312/Night
7 Nights - د.إ.2,185
House
4.0Average
(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.404/Night
7 Nights - د.إ.2,831
House
1 Bedroom
1 Bath
4 Guests
344 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
د.إ.676/Night
7 Nights - د.إ.4,730
House
1 Bedroom
1 Bath
4 Guests
388 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
د.إ.609/Night
7 Nights - د.إ.4,264
Instantly Bookable Holiday Homes in Harold
Over 11+ Instantly Bookable Holiday Homes in or Near Harold
Condo
1 Bedroom
2 Baths
6 Guests
820 ft²
- Child Friendly
د.إ.1,732/Night
7 Nights - د.إ.12,123
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
5 Guests
- Child Friendly
Security/Safety
د.إ.1,010/Night
7 Nights - د.إ.7,070
Condo
9.6Exceptional
(20 Reviews)
2 Bedrooms
2 Baths
8 Guests
1356 ft²
- Child Friendly
د.إ.1,283/Night
7 Nights - د.إ.8,983
Condo
9.4Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
6 Guests
736 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.944/Night
7 Nights - د.إ.6,611
Condo
9.0Exceptional
(19 Reviews)
2 Bedrooms
2 Baths
5 Guests
1000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
د.إ.763/Night
7 Nights - د.إ.5,343
House
8.6Fabulous
(7 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
د.إ.905/Night
7 Nights - د.إ.6,339
Condo
4.8Average
(17 Reviews)
2 Bedrooms
3 Baths
8 Guests
1260 ft²
- Pool
- Kitchen
- Air Conditioner
- Child Friendly
د.إ.1,642/Night
7 Nights - د.إ.11,491
Condo
3 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Air Conditioner
د.إ.2,210/Night
7 Nights - د.إ.15,472
Apartment
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Ocean View
- View
- Air Conditioner
د.إ.1,470/Night
7 Nights - د.إ.10,287
Book a Last Minute Place to Stay in Harold
About Casai's Private Villas and Holiday Rentals in Harold
Discover more than 77 vacation rentals available in Harold. 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 Harold.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Harold, 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 Harold. On average, places to stay near Harold offer 560.45 ft², with nightly prices averaging د.إ.1,080.
With Casai, finding and comparing holiday rentals in Harold is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Show more
Show less
Top Accommodation Types in Harold
| Type | Count |
|---|---|
| Vacation Homes | 29 |
| Cottages | 7 |
| Holiday Apartments | 2 |
Use these Quick Filters to Find a Holiday Rental in Harold
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Harold.
Weather in Harold, FL
View the weather forecast for Harold before booking your Harold Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Harold?
What are the top holiday rentals in Harold?
With numerous options available in Harold, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Harold:
- Blackwater Bay Bungalow - Pet friendly waterfront home!
- Escape to Nature: Lakefront Jay Cottage w/Views!
- Serene, Rural and Quiet setting 2-bedroom house on 8 acres in peaceful Milton
- El Matador 417 - FREE TICKETS! Your stay includes free tickets to many area attractions!
- #4 Island Surf by Alicia Hollis Realtor Rentals - Open Now
- El Matador 460- FREE TICKETS! Your stay includes free tickets to many area attractions!
- Family Time & Tides, Charming 3-bedroom home with WiFi, AC in peaceful Milton
- Holiday Inn Express & Suites Fort Walton Beach Eglin Area by IHG
- ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
- El Matador 562 - FREE TICKETS! Your stay includes free tickets to many area attractions!
Which holiday homes in Harold are best for families?
If you're searching for a family-friendly holiday home in Harold, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Harold:
- Cozy studio for 2 - nearby beaches, dining, and attractions!
- Escape to Nature: Lakefront Jay Cottage w/Views!
- El Matador 620 - FREE TICKETS! Your stay includes free tickets to many area attractions!
How many Casai.ae holiday rentals are available in Harold?
As of 2026, Casai boasts over 77 properties listed in the Harold area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Harold.
People Also Ask
Finding the best prices in Harold
Map
