Jamaica Holiday Rentals
- Montego Bay
- Lagoons
- 0.20 mi to center
- Private Pool
- Oceanfront
- Pool
- Kingston
- Mavis Bank
- 1.16 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Jamaica
- Montego Bay
- 0.71 mi to center
- Pool
- Balcony/Terrace
- Breakfast
- Montego Bay
- Lagoons
- 0.12 mi to center
- Private Pool
- Pool
- Ocean View
- Oceanfront
- Spa
- Pool
- Jamaica
- Montego Bay
- 4.30 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Montego Bay
- Lagoons
- 0.16 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Montego Bay
- St. Ann's Bay
- 3.28 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Jamaica
- Montego Bay
- 1.50 mi to center
- Private Pool
- Oceanfront
- Hot Tub
Luxury Holiday Rentals in Jamaica
- Montego Bay
- Lucea
- 0.60 mi to center
- Oceanfront
- Pool
- Ocean View
- Saint Mary
- Tower Isle
- 1.38 mi to center
- Pool
- Balcony/Terrace
- Parking
- Montego Bay
- Runaway Bay
- 1.62 mi to center
- Balcony/Terrace
- View
- Parking
- Pool
- Balcony/Terrace
- Kitchen
- Kingston
- Saint Andrew
- 2.95 mi to center
- Fireplace/Heating
- Pool
- Air Conditioner
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Jamaica
- Montego Bay
- 4.00 mi to center
- Fireplace/Heating
- Pool
- Pet Friendly
- Saint Catherine
- Old Harbour
- 0.29 mi to center
- Parking
- Internet
- Child Friendly
- Jamaica
- Montego Bay
- 4.08 mi to center
- Oceanfront
- Spa
- Pool
Top-Rated Holiday Rentals with a Pool in Jamaica
- Montego Bay
- Lucea
- 0.32 mi to center
- Spa
- Pool
- Ocean View
- Montego Bay
- Rio Bueno
- 1.20 mi to center
- Private Pool
- Pool
- Ocean View
- Jamaica
- Montego Bay
- 1.99 mi to center
- Private Pool
- Pool
- Ocean View
- Saint Elizabeth
- Treasure Beach
- 2.38 mi to center
- Private Pool
- Pool
- Ocean View
- Jamaica
- Montego Bay
- 1.56 mi to center
- Pool
- Balcony/Terrace
- Kitchen
- Montego Bay
- White House
- 0.23 mi to center
- Private Pool
- Pool
- Ocean View
- Jamaica
- Montego Bay
- 4.53 mi to center
- Private Pool
- Pool
- Ocean View
- Private Pool
- Oceanfront
- Pool
- Saint Mary
- Tower Isle
- 0.96 mi to center
- Private Pool
- Oceanfront
- Hot Tub
Pet-Friendly Holiday Rentals in Jamaica
- Private Pool
- Oceanfront
- Pool
- Oceanfront
- Pool
- Ocean View
- Saint Catherine
- Ewarton
- 0.21 mi to center
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Jamaica
- Mammee Bay
- 0.42 mi to center
- Private Pool
- Hot Tub
- Pool
- Montego Bay
- Lucea
- 2.29 mi to center
- Oceanfront
- Spa
- Pool
- Private Pool
- Oceanfront
- Pool
- Pet Friendly
- Kitchen
- Parking
- Saint Elizabeth
- Treasure Beach
- 1.18 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Saint Elizabeth
- Treasure Beach
- 2.76 mi to center
- Private Pool
- Oceanfront
- Pool
Large Holiday Rentals and Private Villas in Jamaica
- Jamaica
- Montego Bay
- 4.53 mi to center
- Private Pool
- Pool
- Ocean View
- Manchester
- Mandeville
- 0.83 mi to center
- Hot Tub
- Balcony/Terrace
- View
- Westmoreland
- Negril
- 3.47 mi to center
- Oceanfront
- Pool
- Ocean View
- Montego Bay
- Reading
- 0.51 mi to center
- Private Pool
- Pool
- Ocean View
- Montego Bay
- Lucea
- 0.60 mi to center
- Pool
- View
- Parking
- Montego Bay
- Rio Bueno
- 1.23 mi to center
- Private Pool
- Pool
- Ocean View
- Private Pool
- Oceanfront
- Fireplace/Heating
- Westmoreland
- Negril
- 2.91 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Jamaica
- Montego Bay
- 6.22 mi to center
- Private Pool
- Pool
- Balcony/Terrace
Wheelchair Accessible Holiday Homes in Jamaica
- Jamaica
- Montego Bay
- 6.76 mi to center
- Hot Tub
- Pool
- Ocean View
- Parking
- Air Conditioner
- Internet
- Montego Bay
- Falmouth
- 1.08 mi to center
- Hot Tub
- Spa
- Pool
- Pool
- Ocean View
- Balcony/Terrace
- Jamaica
- Montego Bay
- 1.79 mi to center
- Balcony/Terrace
- View
- Parking
- Saint Mary
- Tower Isle
- 0.32 mi to center
- Private Pool
- Oceanfront
- Pool
- Kingston
- New Kingston
- 0.69 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Saint Mary
- Tower Isle
- 1.56 mi to center
- Oceanfront
- Pool
- Ocean View
- Pool
- Balcony/Terrace
- Kitchen
Jamaica Private Villas and Holiday Homes Under $200
- Westmoreland
- Cave
- 1.73 mi to center
- Balcony/Terrace
- Kitchen
- Internet
- Kingston
- Saint Andrew
- 3.28 mi to center
- Balcony/Terrace
- View
- Parking
- Kingston
- New Kingston
- 0.99 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Jamaica
- Montego Bay
- 1.64 mi to center
- Pool
- Ocean View
- Balcony/Terrace
- Pool
- Balcony/Terrace
- Parking
- Montego Bay
- Lucea
- 2.42 mi to center
- Oceanfront
- Pool
- Ocean View
- Oceanfront
- Pool
- Ocean View
- Oceanfront
- Ocean View
- Balcony/Terrace
- Montego Bay
- Falmouth
- 0.07 mi to center
- Pool
- Kitchen
- Parking
Instantly Bookable Holiday Homes in Jamaica
- Portland
- Orange Bay
- 2.09 mi to center
- Hot Tub
- Pool
- Ocean View
- Montego Bay
- West Gate Hills
- 0.19 mi to center
- Air Conditioner
- Child Friendly
- Kingston
- Constant Spring
- 0.75 mi to center
- Air Conditioner
- Internet
- Child Friendly
- Montego Bay
- IronShore Estates
- 0.95 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Montego Bay
- Lagoons
- 0.06 mi to center
- Private Pool
- Oceanfront
- Pool
- Saint Ann
- Mammee Bay Estates
- 0.18 mi to center
- Private Pool
- Hot Tub
- Pool
- Jamaica
- Montego Bay
- 5.72 mi to center
- Private Pool
- Pool
- Ocean View
- Westmoreland
- Negril
- 2.96 mi to center
- Private Pool
- Pool
- Ocean View
- Montego Bay
- Rio Bueno
- 1.26 mi to center
- Private Pool
- Pool
- Ocean View
Book a Last Minute Place to Stay in Jamaica
About Casai's Private Villas and Holiday Rentals in Jamaica
Discover more than 10740 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 1115.18 ft², with nightly prices averaging US $474.
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.
Top Accommodation Types in Jamaica
| Type | Count |
|---|---|
| Holiday Apartments | 3639 |
| Vacation Homes | 3492 |
| Villas | 2180 |
| Cottages | 140 |
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.
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
- Beachfront Villa, Staff, Boat, Pool, Tennis, Gated
- Beach Front Villa W/Pool/Staff, in Gated Community W/Tennis/Gym
- Luxury staffed villa, including staff tips, driver, and beach club
- Beautiful Beachfront Villa in a Gated Community, Private Pool/Bar, Fully Staffed
- Exclusive Oceanfront Villa in Charming Jamaican North Coast Resort Town
- Blue Paloma Bed & Breakfast
- 5 bed villa, gated community, private pool, fully staffed, private chauffeur
- Seahorse- - A Slice Of Caribbean Paradise On A Private Beach, Gated Community
- 5 BDR LUX MODERN BEACHFRONT VILLA PRIVATE INFINITY POOL & OCEAN VIEWS STAFF
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.
- THE BEACH HOUSE YOU HAVE BEEN DREAMING ABOUT!
- Ling Ling Room - Ferdie's Place
- Wabi-Sabi Villa
- The Most Beautiful 4-acre Private Beachfront Villa with Pool and Chef
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:
- THE BEACH HOUSE YOU HAVE BEEN DREAMING ABOUT!
- Rick's Reggae Villa
- Remarkable 1-bed Apartment in Montego Bay
How many Casai.com holiday rentals are available in Jamaica?
As of 2026, Casai boasts over 10740 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.









































































