Holiday rentals with a pool in Saint Mary

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Saint Mary

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A modern living room features a comfortable gray sofa adorned with red and white decorative pillows. A large flat-screen TV is mounted on the wall, displaying cityscape imagery. A stylish lamp provides ambient lighting, complemented by a round mirror above. A coffee table with games sits in the foreground.
Home in Tower Isle
4.91 out of 5 average rating, 22 reviews

Coastal Escape in Riviera, Tower Isle-Beach Nearby

Escape to Paradise on Riviera Blvd in Tower Isle –Your Ideal Getaway in just 10 minutes outside of the bustling tourist destination of Ocho Rios. Welcome to Riviera where your dream vacation becomes reality! Our luxurious 3-bedroom, 3.5-bathroom retreat offers the perfect blend of comfort and style, ensuring a memorable stay in one of Jamaica's most enchanting locations. Why You'll Love Our Home ✔︎Made for COMFORT w modern furnishings/finishes ✔︎ Close to many beaches & rafting ✔︎ LOCATION!

Superhost
Villa in Port Maria
4.93 out of 5 average rating, 29 reviews

Breezy Castle villa with Sea & Blue Mountain views

Our villa was not affected by the hurricane; we have water, electricity, internet! An excellent opportunity! A secluded mountain villa with a private pool, fireplace, barbecue area, and billiards in the heart of tourist Jamaica. Just 10 minutes from Dunn's River Falls, Ocho Rios Port, Dolphin Cave, and Mystic Mountain Park. Enjoy panoramic sea views from the green bird sanctuary. Unique features: open-air cinema and dance floor. Complete privacy and relaxation. We look forward to seeing you!

Guest favourite
A private balcony features two comfortable chairs and a small table, offering unobstructed views of the expansive ocean. The bright blue water meets the clear sky, creating a serene backdrop ideal for enjoying morning coffee or sunset moments.
Apartment in Tower Isle
5 out of 5 average rating, 8 reviews

Oceanfront 2BR/2BA + Pool | Near Ocho Rios

Wake up to gorgeous ocean views. Perfect for Relaxing winter stays or working remotely. For guests who love a bit of adventure, there is direct access to the sea from a natural, rocky shoreline—ideal for confident swimmers and snorkeling enthusiasts. If you are laid back, the pool provides the perfect spot to lounge. Monthly stays are welcome and discounted, msg host about extended stays. You'ill find property centrally located minutes from Ocho Rios and Ian Fleming International Airport.

Guest favourite
Lounge chairs with blue cushions are arranged around a clear swimming pool, surrounded by potted plants and flowering bushes. A dining area can be seen in the background, with white furniture set against a serene garden landscape.
Guest house in Boscobel
4.84 out of 5 average rating, 90 reviews

Endless Summer

Endless Summer is a beautiful, quiet seafront property, located immediately across from Ian Fleming International Airport. We are located 15 minutes east of Ocho Rios, so we are close to several major attractions, beaches, family-friendly activities and dining. You’ll love my place because of the ambiance, and the location. Public or private transportation is readily available. Endless Summer is ideal for individuals seeking a quiet, place to relax, definitely not for the party crowd.

Superhost
A swimming pool is seen amidst lush greenery, with tall banana plants surrounding the area. Two individuals are seated at the pool's edge, enjoying the view of the ocean. A large umbrella provides shade over a wooden table and chairs nearby.
Guest suite in Boscobel
4.83 out of 5 average rating, 82 reviews

Catch My Drift: Bamboo Studio

Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Our suite is perfect for your next getaway. We offer the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. Ready for adventure? We are only a 10 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls and Mystic Mountain or quick trip to the beach.

Guest favourite
The entrance of Kyah Place is framed by lush greenery, featuring a decorative front door with intricate carvings. Arched entries lead to a spacious porch, while tropical flowers provide a natural canopy, creating a serene and inviting approach to the home.
Home in Guys Hill
4.84 out of 5 average rating, 116 reviews

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

Guest favourite
Lush greenery surrounds the villa, featuring a manicured lawn and vibrant flower beds. Tall palm trees provide shade, while a picnic table sits on the grassy area. The charming Mediterranean-style villa is visible in the background, harmonizing with the natural landscape.
Villa in Oracabessa
4.98 out of 5 average rating, 66 reviews

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.

Guest favourite
An outdoor deck features comfortable lounge chairs set against a backdrop of clear turquoise waters. Lush greenery surrounds the space, providing a sense of privacy. The design encourages relaxation and enjoyment of the scenic ocean views.
Home in Ocho Rios
4.91 out of 5 average rating, 55 reviews

Seagrapes Villa, on the sea near Ocho Rios Jamaica

Let your worries drift away at our serene seaside villa on Jamaica’s North East coast, just 15 minutes from Ocho Rios. As an Airbnb Superhost property, Seagrapes offers four peaceful en‑suite bedrooms, a private pool, and soothing ocean views. Sway in hammocks, unwind on quiet decks, and follow tranquil patios to the sea. Sugarpot, Marley’s Place, and other premier North Coast attractions are moments away.

Superhost
A relaxing pool area is surrounded by vibrant greenery, featuring two inflatable swan floaties in the clear water. Cozy lounge chairs line the poolside, accompanied by a colorful inflatable ring resting on the water's edge. A shaded umbrella stands nearby, adding to the tranquil ambiance.
Home in Tower Isle
5 out of 5 average rating, 4 reviews

Beyond View Villa Oasis/ Pool/Starlink

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.Take it easy at this unique and tranquil getaway.

Guest favourite
Apartment in Tower Isle
4.9 out of 5 average rating, 145 reviews

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!

Superhost
A light-filled studio features twin beds with soft, blue bedding, arranged alongside a wooden side table and a lamp. Natural light flows through the window, illuminating the high ceiling with exposed beams. A cozy area rug adds warmth to the floor.
Guest house in Oracabessa
5 out of 5 average rating, 3 reviews

Tranquil Cottage in Oracabessa

Oracabessa Escape! Peaceful garden studio in Oracabessa, 5 mins from a private beach (key on request). Shared pool on property with main house and 1 other cottage. Twin beds convert to king. Separate kitchen with 2-burner hot-plate. Close to GoldenEye and Ian Fleming airport with daily Miami flights. Lush, simple, and serene. Ideal for couples, creatives, and nature lovers.

Guest favourite
Home in Tower Isle
4.93 out of 5 average rating, 292 reviews

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!!!

Popular amenities for Saint Mary rentals with a pool