Jamaica Holiday Homes
5000 ft²
12 Guests
5 Bedrooms
5 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
£1,194/Night
For 7 Nights £8,358
254.02 ft²
14 Guests
5 Bedrooms
5 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
£107/Night
For 7 Nights £750
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Pool
- Balcony/Terrace
- Breakfast
£163/Night
For 7 Nights £1,139
5000 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
£1,136/Night
For 7 Nights £7,949
2497.23 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Free Cancellation
Villa
- Oceanfront
- Spa
- Pool
£160/Night
For 7 Nights £1,119
9000 ft²
17 Guests
6 Bedrooms
5 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Hot Tub
£1,289/Night
For 7 Nights £9,024
5995.5 ft²
19 Guests
4 Bedrooms
5 Bathrooms
Family Friendly
House
- Hot Tub
- Balcony/Terrace
- View
£240/Night
For 7 Nights £1,678
5000 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Fireplace/Heating
£1,116/Night
For 7 Nights £7,810
796.53 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Balcony/Terrace
- View
- Parking
£74/Night
For 7 Nights £518
7500 ft²
10 Guests
5 Bedrooms
5 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
£1,035/Night
For 7 Nights £7,246
1496.18 ft²
4 Guests
2 Bedrooms
3 Bathrooms
Family Friendly
Apartment
- Pool
- Balcony/Terrace
- Parking
£66/Night
For 7 Nights £461
3000 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
£517/Night
For 7 Nights £3,618
Why Choose Rent By Owner for your Jamaica Holiday Homes?
What makes our Holiday Homes special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Jamaica
How to Book Your Jamaica Holiday Homes
What's our booking process?
Our platform allows you to browse a curated selection of holiday homes. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Jamaica
Common Holiday Homes Amenities
What amenities can you expect?
Our Holiday Homes are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Jamaica
North Coast
Montego Bay
Middlesex County
Cornwall County
Surrey County
Saint Ann
Kingston
Ocho Rios
Saint James
Saint Andrew
Ocho Rios
Clarendon
Frequently Asked Questions About Jamaica Holiday Rentals
1. What are the top Holiday Homes in Jamaica?
There are a lot of options in Jamaica. If you plan on staying in the Jamaica area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Holiday Homes in Jamaica:
- Blue Paloma Bed & Breakfast
- Dreamtime 6-Beachfront, Butler, Chef, Driver, Modern
- The Wharf House - Old World Charm By The Sea
- SeaEsta at Bengal ; Cool Chic and all Caribbean.
- Modern 3 Bdrm - 3 1/2 Bath Apt. - Beach Pass/Pool/Gym/Wifi/Cable/Security/Gated
- Allamanda Villa- Tryall Resort Membership- van/driver- nanny
- Beautiful Beachfront Villa With Private Pool and Bar Fully Staffed
- Serendipity - Glorious Views, Ideal Location, Full Staff, Pool &Tennis
- Waterfront Villa Private Pool comp Floating Breakfast nFully Staffed Chef Avable
- THE BEACH HOUSE YOU HAVE BEEN DREAMING ABOUT!
2. How many Holiday Homes are available in Jamaica?
Currently, the total number of properties listed by RBO in 2026 is over 10797 in the Jamaica area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Holiday Homes in Jamaica.
More Rentals You May Like Near Jamaica
118.4 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- View
- Parking
- Air Conditioner
£67/Night
For 7 Nights £466
2800 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
£515/Night
For 7 Nights £3,607
6900 ft²
14 Guests
5 Bedrooms
5 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
£1,559/Night
For 7 Nights £10,913
10 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
£639/Night
For 7 Nights £4,475
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Condo
- Pool
- Balcony/Terrace
- Kitchen
£277/Night
For 7 Nights £1,941
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
£540/Night
For 7 Nights £3,778
5000 ft²
16 Guests
7 Bedrooms
7 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
£2,169/Night
For 7 Nights £15,186
6000 ft²
10 Guests
5 Bedrooms
5 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
£831/Night
For 7 Nights £5,819
10000 ft²
20 Guests
8 Bedrooms
8 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Hot Tub
£826/Night
For 7 Nights £5,784
1400 ft²
4 Guests
2 Bedrooms
3 Bathrooms
Ocean View
Condo
- Hot Tub
- Pool
- Ocean View
£354/Night
For 7 Nights £2,479
5 Guests
3 Bedrooms
4 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
£245/Night
For 7 Nights £1,718
1200 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Pool
- Ocean View
£177/Night
For 7 Nights £1,237
