
Holiday rentals with a pool in Saint James
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Saint James
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Luxury Villa with Amazing Ocean Views
A Luxurious 5 bedroom Villa, including large Pool with expansive Deck & Gazebo, giving you a truly exclusive resort experience. We are in a fantastic location, in the upscale, safe neighbourhood of Ironshore, Montego Bay. The Villa overlooks the pristine blue Caribbean Sea and we are 5 minutes from Airport, Beaches, Restaurants and Nightlife. Minibus (15 seater) & Car Available for Hire. Airport transfers available at an additional cost. All montetary transactions done at the villa will be CASH

VIBES COVE enjoy your stay while getting pampered
FREE Arrival meal, the first day you arrive to Vibes Cove you’ll receive a complementary arrival meal by our personal chef on the property. Vibes Coves Villa is super Spacious and Private. Enjoy your vacation while getting pampered. This property comes with a personal chef, Butler, and Housekeeper. Enjoy V.I.P services your entire stay. Property staff stays in their helpers quarters ( not attached to your living area of the property ) only those listed on the Airbnb is allowed at the property

2BR Townhouse with staff, gym, pool & beach access
Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.

Serenity HS| Montego Bay 2BR Condo near the Beach
This modern abode in Montego Bay stands out with its unique Jamaican flair. Nestled in the Ocean Springs gated community, this gem offers a serene oasis. Close proximity to the Caribbean Sea, world class beaches & surrounded by lush vegetation. The blend of contemporary design with a touch of local charm makes it a sort after property for guests who appreciate modern amenities + Jamaican authenticity. Central location – For relaxation or to explore the lively Montego Bay -the perfect balance!

Hospitality Expert EL1: Private Pool, Beach, Chef
This property has electricity, water and internet. Eden Luxe 1 is set on a beautiful hillside offering panoramic views of the sparkling Caribbean Sea. This 2 BR ultra luxurious villa is part of the HOSPITALITYEXPERT Eden Estate, set in the heart of Spring Farm, an upscale Montego Bay community, right above the Half Moon Golf Club. Luxe 1 sleeps up to 6 guests, a private chef is available for hire and we offer pre-stocking services. Includes complimentary access to Tropical Bliss Beach Club.

Sunset Serenity - Stunning Ocean View 2 Bedroom
This exquisite 2-bedroom, 2-bathroom apartment with a pool & 24-hour security is ideally situated in Mo Bay. Providing breath taking ocean views close to the city's shopping and attractions. The fully equipped kitchen boasts all modern appliances. Rooms are luxuriously appointed & at your request the King bed in the 2nd bedroom can be converted into 2 twins. The washroom includes a washing machine and dryer. Stay connected with high-speed Wi-Fi throughout the apartment and smart televisions.

Luxury Garden 2 BDR, 2 BTH Condo w/ pool
Reading’s Rose is a new apartment located in the heart of Montego Bay. It is a 1 min walk from your nearest Restaurant and a 5 min drive from all major grocery stores, pharmacies, restaurants, shopping centres and medical facilities. A small and peaceful community, it is perfect for couples, families, business travelers and friend groups. This gated complex features a pool on the property and jogging trail. The nearest beach is 5 mins away and the famous Doctor’s Cave beach is 13 mins away.

Jus' Beachy A Luxury Apt in a B/front Gated Cmnty.
This new beach theme apartment is located in 22 Freeport – A gated community in Freeport Montego Bay. 22 Freeport is a beach front complex on a Marina that features 24 hour security, a gym, infinity edge pool and playground; whilst the unit on the ground floor opens onto a cozy back yard space that flows into an open green space. Be sure to check out my other units in this community on my profile if your dates are not available or if you would like to book them all for your large group.

Glory @ Montego Bay
Welcome to “Glory”. The cottage is situated on the grounds of our home “Victory“. We invite you to experience our concept of “Jamaican Home Living”. Glory overlooks the Sangster International Airport and the Caribbean Sea and is 5 mins from world-famous Doctors Cave Beach. We are also conveniently 5 minutes drive from the airport. We own the SeaGull @ Little Bay Country Club in Negril, and are Airbnb SuperHosts; we know how to take care of our guests. Join us for a special experience.

Luxury In Paradise: Pool, Gym, Gated, Rooftop Deck
Whether you’re in Jamaica for work or vacation, this condo will check all your boxes. Located in Ironshore, one of Montego Bay’s most prominent communities, sits Dream 36. A luxury condominium complex that’s close to entertainment, beaches, restaurants, and airport (12 mins). This one bedroom condo is extremely spacious at 900 sq ft. It boasts modern furnishings with a warm feel. You can truly relax with amazing amenities such as gated 24/7 security, pool, and rooftop views. Book now 😁

Ocean Caribe Upper Deck: 1BR Apt
Welcome to Ocean Caribe spacious 1 BR Apt that recently renovated, which boast a breathtaking view that is centrally located at Upper Deck gated Apt complex with just 3 mins drive from the Sangster's Intl Airport, mins walk to harmony beach park and the famous hip strip. The Apt is perfect base for exploring the rich culture,stunning Landscapes . you'll have access to a fully equipped kitchen & utensils. this vintage apt complex have pool access, bar, restaurant & laundry services.

Villa Ginger: Food paradise/Beach/Pool/keycode
Private Retreat for close friends and family in the safety of a pristine garden-like gated community. New and dazzlingly beautiful, the oversize sectional will be your favorite place to lounge. Linger on the patio for breakfast, go across the street for snorkeling, tour the nearby beaches and waterfalls, or make your birthday celebration extra special with a spectacular private dinner. Savor the candlelight reflecting from wine glasses as you toast your amazing good luck.
Popular amenities for Saint James rentals with a pool
House rentals with a pool

PleasantView

Montego Bay Oasis with Garden Patio

Whiterock Montego Bay O Villa

Free Floating Breakfasts in your private pool

DeJa Vu Villa

Royale Dream Vacation Entire 2 Bedroom Apartment

Bamboo Villa

"Smallah" 4-br seaside villa own pool, resort area
Apartment rentals with a pool

Rustic 3 Bedroom on the River Montego Bay

Palmyra Resort - Blue Sky Hideaway

Premium Luxury Oceanfront Apartment

Modern Luxury Coastal Condo

BettyBeach Retreat

Panoramic Studio with Ocean & Mountain Views

Cozy Modern 1BR Oceanfront

Luxury Condo in Montego Bay, Rooftop Pool access
Other holiday rentals with a pool

Spacious Ocean View 2 BR Condo

Luxury Montego Bay Villa | Pool, Gym & Jacuzzi

Island Style Apt in Gated Cmnty

Shallhome Masterful Luxury 5 Bedroom Home

High View Villa Overlooking Montego Bay

Montego Bay Townhouse•Pool w/Ocean View|Near Beach

Pollyanna Tropical Retreat Ocean front property.

Luxury Villa in Montego Bay/ Near Airport & Beach
Destinations to explore
- Rentals with a fireplace Saint James
- Serviced apartment rentals Saint James
- Flat rentals Saint James
- Holiday home rentals Saint James
- Fitness-friendly rentals Saint James
- Rentals with a hot tub Saint James
- Smoking-friendly rentals Saint James
- Luxury rentals Saint James
- Rentals with lake access Saint James
- Hotel rooms Saint James
- Rentals with outdoor seating Saint James
- Rentals with a firepit Saint James
- Rentals with breakfast Saint James
- Family-friendly rentals Saint James
- Rentals with a patio Saint James
- Waterfront rentals Saint James
- Ski-in/ski-out rentals Saint James
- Apartment rentals Saint James
- Guest house rentals Saint James
- House rentals Saint James
- Private suite rentals Saint James
- Rentals with beach access Saint James
- Pet-friendly rentals Saint James
- Rentals with a cinema Saint James
- Villa rentals Saint James
- Bed and breakfasts Saint James
- Beachfront rentals Saint James
- Rentals with an accessible-height bed Saint James
- Rentals with a washing machine and dryer Saint James
- Townhouse rentals Saint James
- Rentals with pools Jamaica




