Vacation rentals with a pool in Saint Mary

Experience Luxury/PS5/Wifi/65'TV/Cozy Bed/5min twn

Discover your dream escape in a luxurious smart home nestled in a gated community with 24 hrs security. Mins from Ocho Rios. *AC *Pool *Self check-in *Digital lock *Black-out Curtain *hot water *Fully equipped kitchen *Pots, pan, utensils *Drinking/Wine glass *Coffee/Tea station *Blender,Toaster, Microwave *Stainless Steel Appliances *Furnished backyard Gazebo *Outside Dining *Bedding *Safe *Feminine hygiene product *Toiletries *First Aid Kit *Washer & Dryer *High Chair *Baby Bath *Crib *Grill

Value · Family · Bathroom

4BR Oceanfront Villa Pool Chef Option Nr Ocho Rios

Wake up to sweeping Caribbean sea views at this private 4-bedroom oceanfront villa, just 15 mins from Ocho Rios. * Perfect for families and groups, it features en-suite bedrooms, a private pool, and inviting outdoor spaces for dining and relaxing. * Enjoy the ideal mix of seclusion and convenience — peaceful and tucked away, yet close to beaches, restaurants, and attractions. * We can arrange a private chef, housekeeping, airport transfers, and grocery pre-stocking so you can arrive and unwind.

Family · Location · Kitchen

Catch My Drift Villa: Chef services available

Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Our units layer modern design with thoughtful touches and sustainability throughout. We offer the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. We are only a 20 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls or a quick trip to the beach.

Value · Location · Access

Avalon

Avalon is in the elegant and safe Jamaica Beach area. It is 6 km east of Ocho Rios, on a pretty drive leading to a gentle blue house in Avalon's green field. This is a big house with a large garden and a generous pool. We also have plenty of birds and butterflies who come to enjoy the gardens and lend a touch of nature to the day. Recommended for young lovers, retired couples, and for families with young kids. And now, you can bring your pets on holiday with you! Give it a try!

Value · Family · Indoor spaces

Beauty & Serenity at Kyah Place

At Kyah Place you can put a little distance between yourselves and the rest of the world. The lifestyle here is pure Jamaican in rhythm and tempo, "easy." We offer you a window to local culture and a different way of living. Markets, cook shops, and taxis are just steps away. Here you'll have an authentic Jamaican experience in a contemporary but homey setting, with Ocho Rios and world famous Dunn's River Falls only about an hour away. We look forward to hosting you. One Love

Family · Location · Comfort

Grande Haven Villa

Grande Haven Villa - Ultimate Relaxation * Located 5 minutes from Ian Fleming International Airport * This Mediterranean style villa is nestled behind a palm tree lined driveway in the hills of Gibraltar, overlooking the infamous James Bond Beach. The villa has 4 bedrooms each with private bathrooms, outdoor pool, wraparound veranda, 3 private balconies and shady palm trees for napping or reading a good book. Grande Haven Villa has everything needed for ultimate relaxation.

Value · Family · Grill

Nanichi Comfort in Luxury, Serene & Convenient!

What makes Nanichi House special is the attention to detail. From the carefully prepared space to the welcoming atmosphere, every element is curated to help you and your family feel settled the moment you arrive. Whether you’re visiting for a quiet getaway, work, or a longer stay, the home adapts beautifully to your needs. Nanichi House is more than just a place to stay it’s a space designed for comfort, calm, and effortless relaxation.

Location · Family · Accuracy

A View To A Kill - Your Private Tree House Villa

Kick back and relax in this beautifully renovated stylish home. Set at the top of a hill, this idyllic home offers an expansive view of the ocean, and Jamaica’s Blue Mountains. Newly renovated, A View To a Kill has 3 bedrooms, all with full en suite bathrooms. A gorgeous modern kitchen, large pool and entertaining deck, and a full outdoor bathroom. Stay with us, relax, and get away from busy life. Great for families and friends!

Value · Location · Laundry

clean, comfy & quiet w/views * No Fees *

Relax in this oceanfront 1BR/1BA condo in peaceful Tower Isle, just 10 mins from Ocho Rios. Enjoy stunning sea views from your private balcony, direct beach access, a pool, A/C, Wi-Fi, and a fully equipped kitchen. Located in a gated complex. Perfect for couples, families, or remote work in paradise. Close to Dunn’s River Falls, restaurants, and local shops. Book your island escape today!

Location · Value · Cleanliness

Tranquil Times villa

Tranquil Times Villa is located just minutes outside of downtown Ocho Rios. We are located in a private, gated community with 24-hour live security. We are conveniently located within minutes of all major attractions and hotels. Airport Transportation will be arranged. We are fully staffed and cannot wait to help make your vacation one you won't ever forget!!!

Value · Location · Wifi

3BR Beachfront Condo · Pool · Chef · Ocho Rios

Welcome to JamaicaTime “Driftwood” — a spacious renovated 3BR/3BA beachfront condo at Sea Palms, a gated complex 10 mins from Ocho Rios. Enjoy Caribbean Sea views, coastal décor, private beach cove, large pool, fully fitted kitchen, ACs, Smart TVs, WiFi & Netflix. Verandah with bar and dining. Sleeps 8 + infant, with chef, housekeeping and drivers available.

Location · Family · Parks

BeyondViewVilla/Tropical/ Pool/Starlink/SolarPower

Beyond View Villa offers a 360-degree view of lush mountainsides and stunning sea vistas, allowing guests to wake up to a breathtaking sunrise or unwind with a beautiful sunset hence the name Beyond View Villa. The cool breeze, whistling wind, and fresh, crisp air provide the perfect conditions to rest, relax, and recharge by the pool or on the deck.

Family · Value · Hospitality