
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.

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!

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!

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.

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.

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.

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

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.

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.

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.

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!

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.

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
House rentals with a pool

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