Jamaica Holiday Rentals
- Jamaica
- Montego Bay
- 1.50 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Montego Bay
- West Gate Hills
- 0.19 mi to center
- Air Conditioner
- Child Friendly
- Kingston
- Port Royal
- 0.82 mi to center
- Pool
- Kitchen
- Parking
- Montego Bay
- IronShore Estates
- 0.95 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Jamaica
- Montego Bay
- 0.57 mi to center
- Pool
- Balcony/Terrace
- Breakfast
- Montego Bay
- St. Ann's Bay
- 3.19 mi to center
- Private Pool
- Pool
- Ocean View
- Portland
- Orange Bay
- 2.12 mi to center
- Pool
- Ocean View
- Balcony/Terrace
- Westmoreland
- Negril
- 2.91 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Portland
- Orange Bay
- 2.16 mi to center
- Oceanfront
- Pool
- Ocean View
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
- Jamaica
- Montego Bay
- 0.81 mi to center
- Pool
- Balcony/Terrace
- Breakfast
- Montego Bay
- Lagoons
- 0.20 mi to center
- Private Pool
- Oceanfront
- Pool
- Montego Bay
- Lagoons
- 0.12 mi to center
- Private Pool
- Pool
- Ocean View
- 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
- 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
Pet-Friendly Holiday Rentals in Jamaica
- Saint Ann
- Mammee Bay Estates
- 0.18 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Montego Bay
- Boscobel
- 1.02 mi to center
- Balcony/Terrace
- Breakfast
- Pet Friendly
- Saint Elizabeth
- Treasure Beach
- 1.12 mi to center
- Pool
- Balcony/Terrace
- Pet Friendly
- Montego Bay
- Port Maria
- 1.10 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- Montego Bay
- Discovery Bay
- 1.47 mi to center
- Hot Tub
- Balcony/Terrace
- Breakfast
- Saint Ann
- Mammee Bay Estates
- 0.18 mi to center
- Private Pool
- Hot Tub
- Spa
- Private Pool
- Fireplace/Heating
- Pool
- Saint Ann
- Mammee Bay Estates
- 0.22 mi to center
- Oceanfront
- Hot Tub
- Spa
- Saint Elizabeth
- Treasure Beach
- 2.72 mi to center
- Private Pool
- Pool
- Ocean View
Large Holiday Rentals and Private Villas in Jamaica
- Montego Bay
- Runaway Bay
- 1.62 mi to center
- Ocean View
- Balcony/Terrace
- View
- Montego Bay
- St. Ann's Bay
- 2.65 mi to center
- Pool
- Ocean View
- Balcony/Terrace
- Westmoreland
- Negril
- 3.47 mi to center
- Oceanfront
- Pool
- Ocean View
- Jamaica
- Silver Sands
- 0.04 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- Portland
- Port Antonio
- 0.89 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Jamaica
- Montego Bay
- 6.36 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Saint Elizabeth
- Black River
- 0.27 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Portland
- Orange Bay
- 2.02 mi to center
- Pool
- Ocean View
- Balcony/Terrace
- Saint Ann
- New Buckfield
- 0.12 mi to center
- Private Pool
- Pool
- Ocean View
Wheelchair Accessible Holiday Homes in Jamaica
- Oceanfront
- Pool
- Ocean View
- Kingston
- New Kingston
- 0.70 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Montego Bay
- Falmouth
- 1.08 mi to center
- Hot Tub
- Spa
- Pool
- Jamaica
- Montego Bay
- 6.76 mi to center
- Hot Tub
- Pool
- Ocean View
- Negril
- Savanna la Mar
- 1.85 mi to center
- Ocean View
- Balcony/Terrace
- View
- Saint Ann
- Mammee Bay Estates
- 0.08 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- Kingston
- New Kingston
- 0.40 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Kingston
- Saint Andrew
- 3.92 mi to center
- Fireplace/Heating
- Pool
- Kitchen
- Montego Bay
- IronShore Estates
- 0.60 mi to center
- Private Pool
- Oceanfront
- Hot Tub
Jamaica Private Villas and Holiday Homes Under $200
- Montego Bay
- Claremont
- 2.36 mi to center
- Pool
- Balcony/Terrace
- Kitchen
- Breakfast
- Parking
- Air Conditioner
- Balcony/Terrace
- Kitchen
- Security/Safety
- Pool
- Ocean View
- Balcony/Terrace
- Kingston
- New Kingston
- 0.66 mi to center
- Balcony/Terrace
- Breakfast
- Air Conditioner
- Jamaica
- Montego Bay
- 1.38 mi to center
- Ocean View
- Balcony/Terrace
- View
- Kingston
- Saint Andrew
- 1.70 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Jamaica
- Montego Bay
- 1.62 mi to center
- Oceanfront
- Pool
- Ocean View
- Montego Bay
- Mango Walk
- 0.19 mi to center
- Oceanfront
- Pool
- Ocean View
Instantly Bookable Holiday Homes in Jamaica
- Portland
- Orange Bay
- 2.22 mi to center
- Pool
- Balcony/Terrace
- Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Saint Mary
- Tower Isle
- 1.24 mi to center
- Oceanfront
- Hot Tub
- Pool
- Private Pool
- Oceanfront
- Hot Tub
- Montego Bay
- Reading
- 1.17 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
- Montego Bay
- IronShore Estates
- 0.88 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Jamaica
- Silver Sands
- 0.07 mi to center
- Private Pool
- Oceanfront
- Pool
- Oceanfront
- Hot Tub
- Pool
- Montego Bay
- St. Ann's Bay
- 1.64 mi to center
- Balcony/Terrace
- Breakfast
- Kitchen
Book a Last Minute Place to Stay in Jamaica
About Casai's Private Villas and Holiday Rentals in Jamaica
Discover more than 10778 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 1013.64 ft², with nightly prices averaging د.إ.1,731.
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 | 3653 |
| Vacation Homes | 3506 |
| Villas | 2187 |
| 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
- Casually Elegant Oceanfront Villa with Chef & Butler on North Coast of Jamaica
- 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.
- ZYANI Boutique Resort Breathtaking Seaside location Chef, Massage therapist,
- Master Room - Ferdie's Place
- Wabi-Sabi Villa
- Luxury Privacy, Beach and Mountain View’s. 4 bedroom suites, sleeps 12.
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:
- Choose To Be Happy @ Seymour # 16 (Studio)
- Cozy Studio - Waterloo Road
- Casa Clayton at Donhead - New Kingston
How many Casai.ae holiday rentals are available in Jamaica?
As of 2026, Casai boasts over 10778 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.









































































