3443+ Private Villas and Holiday Rentals in Jamaica |
Jamaica Holiday Rentals
House
- Kingston
- ·
- Mavis Bank
- 1.87 km to center
10.0Exceptional
(22 Reviews)
5 Bedrooms
5 Baths
14 Guests
254.02 ft²
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
US $145/Night
7 Nights - US $1,015
Bed & Breakfast
- Jamaica
- ·
- Montego Bay
- 1.30 km to center
10.0Exceptional
(475 Reviews)
1 Bedroom
1 Bath
Pool- Balcony/Terrace
Breakfast
Kitchen
US $220/Night
7 Nights - US $1,540
Apartment
10.0Exceptional
(20 Reviews)
2 Bedrooms
3 Baths
4 Guests
1496.18 ft²
- Pool
- Balcony/Terrace
Parking
Air Conditioner
US $89/Night
7 Nights - US $623
Bed & Breakfast
- Montego Bay
- ·
- Lucea
- 0.51 km to center
10.0Exceptional
(95 Reviews)
1 Bedroom
1 Bath
Spa- Pool
- Ocean View
- Balcony/Terrace
US $151/Night
7 Nights - US $1,058
Villa
10.0Exceptional
(17 Reviews)
3 Bedrooms
3 Baths
8 Guests
2497.23 ft²
- Oceanfront
- Spa
- Pool
- Ocean View
US $216/Night
7 Nights - US $1,513
House
- Manchester
- ·
- Mandeville
- 1.34 km to center
10.0Exceptional
(14 Reviews)
4 Bedrooms
5 Baths
19 Guests
5995.5 ft²
Hot Tub- Balcony/Terrace
View- Breakfast
US $324/Night
7 Nights - US $2,270
Apartment
- Kingston
- ·
- Saint Andrew
- 5.28 km to center
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
1 Guest
796.53 ft²
- Balcony/Terrace
- View
- Parking
- Air Conditioner
US $100/Night
7 Nights - US $700
Apartment
- Jamaica
- ·
- Montego Bay
- 3.12 km to center
10.0Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
118.4 ft²
- View
- Parking
- Air Conditioner
Internet
US $90/Night
7 Nights - US $630
Villa
- Montego Bay
- ·
- Lucea
- 0.97 km to center
10.0Exceptional
(10 Reviews)
2 Bedrooms
2 Baths
4 Guests
1194.79 ft²
- Pool
- View
- Parking
- Air Conditioner
US $148/Night
7 Nights - US $1,038
Luxury Holiday Rentals in Jamaica
Over 3434+ Luxury Holiday Rentals in or Near Jamaica
Villa
- Montego Bay
- ·
- Lucea
- 0.97 km to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
1097.92 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
Unlock the Best Price
House
- Saint Mary
- ·
- Tower Isle
- 2.22 km to center
3 Bedrooms
3 Baths
10 Guests
86.11 ft²
- Pool
- Balcony/Terrace
- Parking
- Air Conditioner
Unlock the Best Price
House
- Montego Bay
- ·
- Runaway Bay
- 2.61 km to center
7.0Very Good
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- View
- Parking
- Air Conditioner
Unlock the Best Price
Apartment
- Saint Catherine
- ·
- Old Harbour
- 0.47 km to center
1 Bedroom
1 Bath
- Parking
- Internet
Child Friendly
Laundry
Unlock the Best Price
Resort
- Jamaica
- ·
- Montego Bay
- 6.57 km to center
8.4Excellent
(784 Reviews)
9 Baths
23 Guests
371.95 ft²
- Oceanfront
- Spa
- Pool
- Ocean View
US $9,210/Night
7 Nights - US $64,470
Villa
- Montego Bay
- ·
- St. Ann's Bay
- 1.22 km to center
1 Bedroom
1 Bath
Private Pool- Spa
- Fireplace/Heating
- Pool
US $6,199/Night
7 Nights - US $43,393
Hotel
- Negril
- ·
- Savanna la Mar
- 2.80 km to center
1 Bath
- Balcony/Terrace
- Parking
- Internet
- Child Friendly
US $4,140/Night
7 Nights - US $28,981
Villa
- Portland
- ·
- Port Antonio
- 5.13 km to center
4 Bedrooms
4 Baths
9 Guests
4499.31 ft²
Private Beach- Pool
- Ocean View
- Balcony/Terrace
US $4,000/Night
7 Nights - US $28,000
Villa
- Montego Bay
- ·
- IronShore Estates
- 1.24 km to center
23 Bedrooms
27 Baths
53 Guests
8664.95 ft²
- Private Beach
- Oceanfront
- Hot Tub
- Spa
US $3,961/Night
7 Nights - US $27,730
Top-Rated Holiday Rentals with a Pool in Jamaica
Over 1752+ The Best Private Villas and Holiday Rentals in Jamaica with a Pool
Hotel
- Kingston
- ·
- Jack's Hill
- 1.08 km to center
10.0Exceptional
(18 Reviews)
1 Bath
- Pool
- Ocean View
- Balcony/Terrace
- View
US $149/Night
7 Nights - US $1,040
Villa
- Westmoreland
- ·
- Negril
- 5.58 km to center
10.0Exceptional
(15 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $2,749/Night
7 Nights - US $19,243
House
- Portland
- ·
- Orange Bay
- 3.32 km to center
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $633/Night
7 Nights - US $4,429
Hotel
- Negril
- ·
- Little Bay
- 0.05 km to center
10.0Exceptional
(10 Reviews)
1 Bath
- Spa
- Pool
- Ocean View
- Balcony/Terrace
US $232/Night
7 Nights - US $1,624
Apartment
- Kingston
- ·
- Jack's Hill
- 1.01 km to center
10.0Exceptional
(10 Reviews)
1 Bedroom
1 Bath
2 Guests
904.17 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $136/Night
7 Nights - US $955
House
- Montego Bay
- ·
- Falmouth
- 3.19 km to center
10.0Exceptional
(7 Reviews)
5 Bedrooms
4 Baths
10 Guests
15230.93 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $123/Night
7 Nights - US $861
House
- Kingston
- ·
- Caribbean Estates
- 0.92 km to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $384/Night
7 Nights - US $2,685
Apartment
- Kingston
- ·
- New Kingston
- 0.35 km to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
7534.74 ft²
- Pool
- Parking
- Air Conditioner
- Internet
US $200/Night
7 Nights - US $1,400
Pet-Friendly Holiday Rentals in Jamaica
Over 272+ Pet-Friendly Holiday Rentals in or Near Jamaica
Villa
10.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
538.2 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $410/Night
7 Nights - US $2,871
Cottage
- Saint Catherine
- ·
- Ewarton
- 0.34 km to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Balcony/Terrace
Pet Friendly- Kitchen
- Parking
US $29/Night
7 Nights - US $203
House
- Montego Bay
- ·
- Lucea
- 3.69 km to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
538.2 ft²
- Oceanfront
- Spa
- Pool
- Ocean View
US $111/Night
7 Nights - US $777
Cabin
- Saint Elizabeth
- ·
- Treasure Beach
- 1.80 km to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Pet Friendly
- Parking
US $187/Night
7 Nights - US $1,308
House
- Montego Bay
- ·
- IronShore Estates
- 0.26 km to center
10.0Exceptional
(3 Reviews)
5 Bedrooms
2 Baths
4 Guests
- Pet Friendly
- Parking
- Child Friendly
Security/Safety
US $90/Night
7 Nights - US $630
House
- Montego Bay
- ·
- Lucea
- 3.85 km to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1334.72 ft²
- Private Beach
- Oceanfront
- Pool
- Ocean View
US $207/Night
7 Nights - US $1,449
House
- Portland
- ·
- Port Antonio
- 1.71 km to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
4 Baths
8 Guests
185.68 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
US $126/Night
7 Nights - US $882
Bed & Breakfast
- Saint Elizabeth
- ·
- Treasure Beach
- 1.79 km to center
10.0Exceptional
(1 Review)
5 Bedrooms
5 Baths
11 Guests
3347.58 ft²
- Private Beach
- Oceanfront
- Pool
- Ocean View
US $821/Night
7 Nights - US $5,750
House
- Westmoreland
- ·
- Whitehouse
- 3.73 km to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
2152.78 ft²
- Private Beach
- Oceanfront
- Pool
- Ocean View
US $454/Night
7 Nights - US $3,175
Large Holiday Rentals and Private Villas in Jamaica
Over 684+ Large Holiday Rentals and Private Villas in or Near Jamaica
Villa
- Jamaica
- ·
- Mammee Bay
- 0.92 km to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
3 Baths
6 Guests
32.29 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $159/Night
7 Nights - US $1,113
Villa
- Montego Bay
- ·
- Lucea
- 2.14 km to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $1,083/Night
7 Nights - US $7,583
Villa
- Jamaica
- ·
- Mammee Bay
- 1.22 km to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
161.46 ft²
- Private Beach
- Pool
- Ocean View
- Balcony/Terrace
US $208/Night
7 Nights - US $1,456
Villa
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $1,074/Night
7 Nights - US $7,520
Villa
10.0Exceptional
(2 Reviews)
3 Bedrooms
4 Baths
6 Guests
10763.91 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $255/Night
7 Nights - US $1,785
Villa
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1528.48 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Parking
US $149/Night
7 Nights - US $1,043
Villa
- Montego Bay
- ·
- Lucea
- 0.97 km to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
139.93 ft²
- Oceanfront
- Spa
- Pool
- Ocean View
US $130/Night
7 Nights - US $910
Villa
- Jamaica
- ·
- Montego Bay
- 9.78 km to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
2303.48 ft²
- Pool
- View
- Parking
- Air Conditioner
US $611/Night
7 Nights - US $4,277
House
- Portland
- ·
- Port Antonio
- 1.43 km to center
10.0Exceptional
(1 Review)
5 Bedrooms
2 Baths
12 Guests
2400.35 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $600/Night
7 Nights - US $4,200
Wheelchair Accessible Holiday Homes in Jamaica
Over 296+ Wheelchair Accessible Holiday Homes in or Near Jamaica
Apartment
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1194.79 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $106/Night
7 Nights - US $742
Resort
- Montego Bay
- ·
- Falmouth
- 1.74 km to center
10.0Exceptional
(2 Reviews)
1 Bath
- Hot Tub
- Spa
- Pool
- Balcony/Terrace
US $3,779/Night
7 Nights - US $26,453
House
- Jamaica
- ·
- Montego Bay
- 2.88 km to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
5 Guests
1001.04 ft²
- Balcony/Terrace
- View
- Parking
- Air Conditioner
US $162/Night
7 Nights - US $1,132
Resort
- Portland
- ·
- Orange Bay
- 4.10 km to center
9.8Exceptional
(20 Reviews)
1 Bath
- Hot Tub
- Spa
- Pool
- Balcony/Terrace
US $525/Night
7 Nights - US $3,674
House
- Saint Elizabeth
- ·
- Treasure Beach
- 2.20 km to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
1431.6 ft²
- Private Beach
- Oceanfront
- Spa
- Fireplace/Heating
US $450/Night
7 Nights - US $3,150
Apartment
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
5 Guests
645.83 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $130/Night
7 Nights - US $910
Apartment
- Kingston
- ·
- New Kingston
- 0.66 km to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
96.88 ft²
- Pool
- Balcony/Terrace
- View
- Parking
US $150/Night
7 Nights - US $1,050
House
10.0Exceptional
(2 Reviews)
2 Bedrooms
3 Baths
4 Guests
1302.43 ft²
- Pool
- Balcony/Terrace
- Parking
- Air Conditioner
US $180/Night
7 Nights - US $1,260
Apartment
- Kingston
- ·
- New Kingston
- 1.13 km to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
914.93 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $152/Night
7 Nights - US $1,064
Jamaica Private Villas and Holiday Homes Under $200
Over 2481+ Jamaica Private Villas and Holiday Homes Under $200
Apartment
- Montego Bay
- ·
- Boscobel
- 2.90 km to center
10.0Exceptional
(8 Reviews)
2 Bedrooms
3 Baths
4 Guests
204.51 ft²
- Balcony/Terrace
- View
- Parking
- Air Conditioner
US $157/Night
7 Nights - US $1,097
Apartment
- Kingston
- ·
- New Kingston
- 1.59 km to center
10.0Exceptional
(35 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $133/Night
7 Nights - US $931
Apartment
- Manchester
- ·
- Mandeville
- 3.14 km to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
398.26 ft²
- Balcony/Terrace
- View
- Parking
- Air Conditioner
US $71/Night
7 Nights - US $495
Bed & Breakfast
- Westmoreland
- ·
- Cave
- 2.96 km to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Parking
US $146/Night
7 Nights - US $1,020
House
- Montego Bay
- ·
- Discovery Bay
- 1.88 km to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Beach
- Oceanfront
- Ocean View
- View
US $130/Night
7 Nights - US $910
Bed & Breakfast
- Montego Bay
- ·
- Robins Bay
- 2.38 km to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
355.21 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $109/Night
7 Nights - US $765
House
- Jamaica
- ·
- Montego Bay
- 3.06 km to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
796.53 ft²
- View
- Parking
- Air Conditioner
- Internet
US $145/Night
7 Nights - US $1,015
House
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
947.22 ft²
- Balcony/Terrace
- View
- Breakfast
- Parking
US $150/Night
7 Nights - US $1,050
House
- Montego Bay
- ·
- Falmouth
- 3.62 km to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
5 Guests
1097.92 ft²
- Pool
- Balcony/Terrace
- Parking
- Air Conditioner
US $130/Night
7 Nights - US $910
Instantly Bookable Holiday Homes in Jamaica
Over 51+ Instantly Bookable Holiday Homes in or Near Jamaica
Apartment
- Montego Bay
- ·
- West Gate Hills
- 0.31 km to center
2 Bedrooms
2 Baths
5 Guests
1194.79 ft²
- Air Conditioner
- Child Friendly
US $125/Night
7 Nights - US $875
Bed & Breakfast
- Kingston
- ·
- Port Royal
- 1.32 km to center
1 Bedroom
1 Bath
4 Guests
2153 ft²
- Pool
- Kitchen
- Parking
- Internet
US $217/Night
7 Nights - US $1,516
House
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Security/Safety
US $75/Night
7 Nights - US $525
House
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $189/Night
7 Nights - US $1,326
House
- Saint Mary
- ·
- Tower Isle
- 2.53 km to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Private Pool
- Spa
- Pool
- Balcony/Terrace
US $263/Night
7 Nights - US $1,841
House
- Westmoreland
- ·
- Bluefields
- 2.70 km to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Security/Safety
US $70/Night
7 Nights - US $490
Condo
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
5 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $82/Night
7 Nights - US $573
Apartment
- Saint Mary
- ·
- Tower Isle
- 2.45 km to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
595 ft²
- Oceanfront
- Pool
- Ocean View
- View
US $189/Night
7 Nights - US $1,323
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Internet
US $77/Night
7 Nights - US $541
Book a Last Minute Place to Stay in Jamaica
About Casai's Private Villas and Holiday Rentals in Jamaica
Discover more than 3443 vacation rentals available in Jamaica. 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 Jamaica.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Jamaica, 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 Jamaica. On average, places to stay near Jamaica offer 1491.04 ft², with nightly prices averaging US $268.
With Casai, finding and comparing holiday rentals in Jamaica is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Jamaica
| Type | Count |
|---|---|
| Holiday Apartments | 1412 |
| Vacation Homes | 964 |
| Villas | 448 |
| Cottages | 13 |
Use these Quick Filters to Find a Holiday Rental in Jamaica
★ 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 Jamaica.
Weather in Jamaica
View the weather forecast for Jamaica before booking your Jamaica Vacation Rentals to confirm your best time to go.
December - February
High 31°C Low 22°C
March - May
High 31°C Low 23°C
June - August
High 33°C Low 25°C
September - November
High 32°C Low 23°C
Top Attractions Around Jamaica
Casai offers a large selection of top attractions around Jamaica . Research things to do on your vacation before you visit Jamaica.
Other Places to Stay in Jamaica
Frequently Asked Questions About Jamaica?
What are the top holiday rentals in Jamaica?
With numerous options available in Jamaica, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Jamaica:
- Polkerris Bed & Breakfast
- Blue Paloma Bed & Breakfast
- The Caves
- Casa Clayton at Donhead - New Kingston
- Lime Tree Farm, Blue Mountains
- Chill on the Hill
- Millsborough B&B
- Komfort Getaway Villa at Countrymist
- Idle Awhile Villas
- Beautiful Battersea Lodge
How many holiday rentals have private pools in Jamaica?
Discover a selection of holiday rentals with private pools near Jamaica 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.
- Master Room - Ferdie's Place
- Mais oui Tennis and Spa Villa
- Jett Room - Ferdie's Place
- Ocho Rios Villa at Coolshade IV
Which holiday homes in Jamaica are best for families?
If you're searching for a family-friendly holiday home in Jamaica, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Jamaica:
How many Casai.com holiday rentals are available in Jamaica?
As of 2026, Casai boasts over 3443 properties listed in the Jamaica area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Jamaica.
People Also Ask
Finding the best prices in Jamaica
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