Villa
10.0(225 Reviews)
5 Bedrooms
5 Baths
12 Guests
5000 ft²
Private Pool
Oceanfront
Parking
Pool
AU $2,413/Night
7 Nights - AU $16,893
Jamaica Vacation Rentals with Pools
10.0
Apartment
10.0(18 Reviews)
2 Bedrooms
3 Baths
4 Guests
1496.18 ft²
- Parking
- Pool
Balcony/Terrace
Air Conditioner
AU $128/Night
7 Nights - AU $897
Bed & Breakfast
10.0(516 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
- Pool
- Balcony/Terrace
AU $317/Night
7 Nights - AU $2,218
Villa
10.0(145 Reviews)
6 Bedrooms
5 Baths
17 Guests
9000 ft²
- Private Pool
- Oceanfront
Hot Tub- Breakfast
AU $2,389/Night
7 Nights - AU $16,720
Villa
10.0(17 Reviews)
3 Bedrooms
3 Baths
8 Guests
2497.23 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
AU $311/Night
7 Nights - AU $2,179
House
10.0(142 Reviews)
4 Bedrooms
4 Baths
10 Guests
5000 ft²
- Private Pool
- Breakfast
- Parking
- Pool
AU $2,714/Night
7 Nights - AU $19,000
Villa
10.0(10 Reviews)
2 Bedrooms
2 Baths
4 Guests
1194.79 ft²
- Parking
- Pool
View- Air Conditioner
AU $214/Night
7 Nights - AU $1,495
House
10.0(98 Reviews)
5 Bedrooms
4 Baths
10 Guests
3000 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
AU $1,077/Night
7 Nights - AU $7,541
Apartment
10.0(10 Reviews)
1 Bedroom
1 Bath
2 Guests
904.17 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
AU $200/Night
7 Nights - AU $1,403
Villa
10.0(97 Reviews)
3 Bedrooms
3 Baths
6 Guests
2800 ft²
- Private Pool
- Breakfast
- Parking
- Pool
AU $1,064/Night
7 Nights - AU $7,451
House
10.0(7 Reviews)
5 Bedrooms
4 Baths
10 Guests
15230.93 ft²
- Oceanfront
- Parking
- Pool
Ocean View
AU $177/Night
7 Nights - AU $1,240
Condo
10.0(87 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Parking
- Pool
- Balcony/Terrace
Kitchen
AU $518/Night
7 Nights - AU $3,625
Why Choose Rent By Owner for your Jamaica Vacation Rentals with Pools?
What makes our Vacation Rentals with Pools 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 Vacation Rentals with Pools
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals with pools. 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.
Common Vacation Rentals with Pools Amenities
What amenities can you expect?
Our Vacation Rentals with Pools 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
Saint Catherine
Frequently Asked Questions About Jamaica Rentals with Pools
1. What are the top Rentals With Pools 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 Rentals With Pools in Jamaica:
- Blue Paloma Bed & Breakfast
- The Caves
- Villa FANTASY - ON PRIVATE BEACH IN A GATED COMMUNITY
- Private, 10 bedroom beachfront villa with a pool in Negril, Jamaica
- Siesta - Spacious Seaside villa, modern, spectacular location, pool, cook
- Serene, private retreat with magnificent views. 15-19 bedrooms, full staff
- Pattoo Castle: An Exquisite Jamaican experience: Weddings & Private Parties
- EXCLUSIVE 4BR DESIGNER WATERFRONT VILLA CHEF POOL BEACH ACCESS PICKLEBALL GYM
- Gated, Four Bedroom, Four Bath, BEACH FRONT, SEA VIEW, Staffed
- Luxury Villa with Private Chef and Pool with Nine Bedrooms and Staff
2. How many Rentals With Pools are available in Jamaica?
Currently, the total number of properties listed by RBO in 2026 is over 5283 in the Jamaica area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Jamaica.
More Rentals You May Like Near Jamaica
Villa
10.0(7 Reviews)
3 Bedrooms
4 Baths
6 Guests
1948.27 ft²
Private Beach- Oceanfront
- Parking
- Pool
AU $459/Night
7 Nights - AU $3,210
Villa
10.0(81 Reviews)
5 Bedrooms
5 Baths
10 Guests
6000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
AU $1,527/Night
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Villa
10.0(76 Reviews)
8 Bedrooms
8 Baths
20 Guests
10000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
AU $1,623/Night
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Villa
10.0(70 Reviews)
3 Bedrooms
4 Baths
5 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $470/Night
7 Nights - AU $3,287
Condo
10.0(69 Reviews)
2 Bedrooms
3 Baths
4 Guests
1400 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
AU $734/Night
7 Nights - AU $5,139
House
10.0(66 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Hot Tub
- Breakfast
- Parking
- Pool
AU $366/Night
7 Nights - AU $2,559
Villa
10.0(59 Reviews)
4 Bedrooms
4 Baths
10 Guests
5500 ft²
- Private Pool
- Parking
- Pool
- Ocean View
AU $1,873/Night
7 Nights - AU $13,110
Villa
10.0(54 Reviews)
5 Bedrooms
3 Baths
10 Guests
8000 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
AU $1,807/Night
7 Nights - AU $12,646
House
10.0(52 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Oceanfront
- Breakfast
- Parking
AU $1,119/Night
7 Nights - AU $7,834
Villa
10.0(51 Reviews)
6 Bedrooms
6 Baths
12 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
AU $3,042/Night
7 Nights - AU $21,293
Apartment
10.0(51 Reviews)
3 Bedrooms
3 Baths
8 Guests
1600 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
AU $677/Night
7 Nights - AU $4,739
Villa
10.0(48 Reviews)
5 Bedrooms
6 Baths
10 Guests
9000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
AU $1,281/Night
7 Nights - AU $8,964
