Title: Best Montego Bay Villas with a Pool in 2026 - Expedia.ca
# Book villas with a pool in Montego Bay
### Experience a Tropical Escape with a Private Pool Villa in Montego Bay
Discover the ultimate tropical getaway by booking a private pool villa in Montego Bay. Nestled along Jamaica's stunning coastline, these luxurious accommodations offer the perfect blend of relaxation and adventure. Imagine lounging by your own pool, soaking up the sun, and enjoying the breathtaking ocean views. With easy access to beautiful beaches and vibrant local culture, you'll create unforgettable memories in this Caribbean paradise. Whether you're planning a romantic escape or a family vacation, these villas provide a unique experience that goes beyond the ordinary hotel stay.
## Our top choices for a great stay
### Sea Glass Suite: Your Seaside Sanctuary
Stay at this villa in Montego Bay. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Tryall Golf Club and Chukka Ocean Outpost at Sandy Bay are located nearby.
[Get rates](https://expedia.ca/Montego-Bay-Hotels-Sea-Glass-Suite-Your-Seaside-Sanctuary.h112144862.Hotel-Information)
[](https://expedia.ca/Montego-Bay-Hotels-Sea-Glass-Suite-Your-Seaside-Sanctuary.h112144862.Hotel-Information)
### Bambu Villa - Luxury Jamaican Mansion
Stay at this villa in Montego Bay. Enjoy private pools, a garden, and balconies. Popular attractions Doctor's Cave Beach and Freeport Peninsula are located nearby.
[Get rates](https://expedia.ca/Montego-Bay-Hotels-Luxury-Jamaican-Mansion.h72105823.Hotel-Information)
[](https://expedia.ca/Montego-Bay-Hotels-Luxury-Jamaican-Mansion.h72105823.Hotel-Information)
### Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool
Book a stay at this family-friendly villa in Montego Bay. Enjoy free WiFi, private pools, and a fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Doctor's Cave Beach and Freeport Peninsula are located nearby.
10/10 Exceptional! (76 reviews)
[Get rates](https://expedia.ca/Montego-Bay-Hotels-New-To-Market-Luxurious-4-Bedroom-Ocean-View-Villa-With-Infinity-Pool.h38715999.Hotel-Information)
[](https://expedia.ca/Montego-Bay-Hotels-New-To-Market-Luxurious-4-Bedroom-Ocean-View-Villa-With-Infinity-Pool.h38715999.Hotel-Information)
### THE SUN SEEKER VILLA 6 Bedrooms, fully staffed with butler & private chef.
Book a stay at this family-friendly villa in Montego Bay. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.
10/10 Exceptional! (1 review)
[Get rates](https://expedia.ca/Montego-Bay-Hotels-Luxury-6-Bedroom-In-Modern-Villa.h57877189.Hotel-Information)
[](https://expedia.ca/Montego-Bay-Hotels-Luxury-6-Bedroom-In-Modern-Villa.h57877189.Hotel-Information)
### Villa Maria montego Bay
Book a stay at this beach villa in Montego Bay. Enjoy free WiFi, private pools, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Doctor's Cave Beach and Montego Bay Cruise Ship Terminal are located nearby.
[Get rates](https://expedia.ca/Montego-Bay-Hotels-Villa-Maria-Montego-Bay.h39989713.Hotel-Information)
[](https://expedia.ca/Montego-Bay-Hotels-Villa-Maria-Montego-Bay.h39989713.Hotel-Information)
### Milbrooks Villa and Retreat
Book a stay at this beach villa in Montego Bay. Enjoy a free airport shuttle, 24-hour room service, and a 24-hour front desk. Popular attractions Rose Hall Great House and Doctor's Cave Beach are located nearby.
10/10 Exceptional! (1 review)
[Get rates](https://expedia.ca/Montego-Bay-Hotels-Milbrooks-Villa-And-Retreat.h6623009.Hotel-Information)
[](https://expedia.ca/Montego-Bay-Hotels-Milbrooks-Villa-And-Retreat.h6623009.Hotel-Information)
### Island Breeze Villa 1 night free after 7 nights within 2024 - 2026
Book a stay at this family-friendly villa in Montego Bay. Enjoy free WiFi, private pools, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.
9.8/10 Exceptional! (99 reviews)
[Get rates](https://expedia.ca/Montego-Bay-Hotels-Island-Breeze-Villa-1-Night-Free-After-7-Nights-Within-2024-2026.h29625751.Hotel-Information)
[](https://expedia.ca/Montego-Bay-Hotels-Island-Breeze-Villa-1-Night-Free-After-7-Nights-Within-2024-2026.h29625751.Hotel-Information)
### 5 Bed Room Villa with Swimming pool
Stay at this villa in Montego Bay. Enjoy private pools, breakfast (surcharge), and a garden. Popular attractions Rose Hall Great House and Doctor's Cave Beach are located nearby.
[Get rates](https://expedia.ca/Montego-Bay-Hotels-5-Bed-Room-Villa-With-Swimming-Pool.h24199288.Hotel-Information)
[](https://expedia.ca/Montego-Bay-Hotels-5-Bed-Room-Villa-With-Swimming-Pool.h24199288.Hotel-Information)
### Diamond Villas and Suites
Stay at this villa in Montego Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Doctor's Cave Beach and Freeport Peninsula are located nearby.
[Get rates](https://expedia.ca/Montego-Bay-Hotels-Diamond-Villas-And-Suites.h10635810.Hotel-Information)
[](https://expedia.ca/Montego-Bay-Hotels-Diamond-Villas-And-Suites.h10635810.Hotel-Information)
### Wild Orchid 5 BR 5.5 Bth staff Private Paradise Spring Gardens Montego Bay
Book a stay at this family-friendly villa in Montego Bay. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.
8/10 Very Good! (1 review)
[Get rates](https://expedia.ca/Montego-Bay-Hotels-Wild-Orchid-5-BR-55-Bth-Staff-Private-Paradise-Spring-Gardens-Montego-Baybr.h19939201.Hotel-Information)
[](https://expedia.ca/Montego-Bay-Hotels-Wild-Orchid-5-BR-55-Bth-Staff-Private-Paradise-Spring-Gardens-Montego-Baybr.h19939201.Hotel-Information)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
### Why choose a private pool villa in Montego Bay?
Opting for a private pool villa in Montego Bay is a fantastic choice for honeymooners, leisure seekers, and families looking to enjoy quality time together. Unlike traditional hotels, these luxury pool vacation villas for rent provide ample space for relaxation and fun, allowing you to create your own schedule. With a private pool, you can take a refreshing dip at your leisure, enjoying the sun in complete privacy. Villas often come with fully equipped kitchens, giving you the flexibility to prepare meals or host family gatherings. While hotels offer convenience, a villa allows for a more personalized experience, surrounded by nature and stunning views. You'll find that the tranquil atmosphere of a private villa enhances your vacation, making it a perfect setting for creating lasting memories with loved ones while still being close to Montego Bay's beautiful beaches and exciting outdoor activities.
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