
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.

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!

Bonham Spring Into Comfort Inn 1
Nestled in the serene embrace of the hills, our charming Airbnb property affords you the best of both worlds - tranquility and urban excitement. It is located in a newly developed gated community close to many popular tourist attractions like Dunn's River Falls, White River rafting, Mystique Mountain and the Cool Blue Hole, and offers security and privacy, making it your ideal getaway. After a day of adventure retreat inside where you will discover a haven designed with your comfort in mind.

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 locks *Black-out Curtain *hot water *Fully equipped kitchen *Pots, pans, utensils *Drinking/Wine glass *Coffee/Tea station *Blender,Toaster, Microwave *Stainless Steel Appliances *Furnished backyard Gazebo *Outside Dining *Bedding *Safe *Feminine hygiene products *Toiletries *First Aid Kit *Washer & Dryer *High Chair *Baby Bath *Crib

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.

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.

Staffed Villa in Gated community with pool
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!!! Additional services: Airport transportation Tour guide Photographer Chef Event planner Fire dancer

Seagrapes Villa, on the sea near Ocho Rios Jamaica
Forget your worries at Seagrapes Villa, a serene haven on the Caribbean Sea just 15 minutes from Ocho Rios. While parts of Jamaica were affected by Hurricane Melissa, Seagrapes remained safe and continues to welcome guests seeking peace and comfort. This Superhost villa offers 4 en-suite bedrooms, a private pool, and modern amenities. Enjoy ocean views from hammocks, patios, or decks near beaches, top attractions, and the Ian Fleming International Airport.

Couples Oasis
Welcome to Ubuntu Oasis in the forest. Our one-bedroom apartment offers all the comforts you need for a relaxing stay. Enjoy our pool, AC, a washer, kitchenette, and more. Pick from our many fruit trees: including bananas, avocadoes, or mangoes for breakfast. Just 10 mins from Ocho Rios, explore nearby attractions like Blue Hole and Dunn's River Falls. Our secure retreat has 24 hour staff, security cameras and is fenched and gated., we offer meals.

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!

"Tumbleweed Cottage"
Quick update after hurricane Melissa… We are back up and running with no structural damage🙏. We have been hosting guests. Power is back, water is flower and Starlink is providing Internet. 😁🙏 Quiet very private one bedroom fully refurbished cut stone cottage with your own pool. Located less than a mile from Upton (Sandals) Golf Course. Ideal for Golfers, Writers, Painters and Weekend Travelers.

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!
Popular amenities for Saint Mary rentals with a pool
House rentals with a pool

Cozy Den - minutes from all entertainments in ochi

Beauty & Serenity at Kyah Place

Luxury villa - private beach with seawater pool

Ocean View Ridge

The Elevated Escape

Escape to 8 Rivas Hideaway

SummerBlu Rest , Recharge & Reset

Luxe Sunset Villa - ‘Sea to Sky’
Apartment rentals with a pool

Spacious 2BR/2BA Beach Condo close to Ocho Rios

SeaQuest- Relaxing oceanfront condo with a pool

Coastal Paradise at Waves, Tower Isle

The Leisure Duplex Apt#3 @ Csompó Silver Manor

"Sea View Oasis: 2 bed with Pool Near Ocho Rios"

Views 876

Look-Away! Eco-Luxury 12min to Ocho Rios

Watersedge - Condo in Tower Isle- B3
Other holiday rentals with a pool

Cozy Getaway| Mins from Blue Hole & Beaches

5* Staffed Villa Seaside Chef+transfers, Ocho Rios

LUX 4BR Villa w/Chef Sleeps10 TealDoor near Ochie

Hopeful Villa

Creators Hillside Villa Gated*24 hr security*Pool

Avalon

Oceanfront 2 bedroom condo getaway near Ocho Rios

Olive Branch Villa Oracabessa *Luxury*
Destinations to explore
- Rentals with lake access Saint Mary
- Luxury rentals Saint Mary
- Rentals with a patio Saint Mary
- Rentals with a hot tub Saint Mary
- Hotel rooms Saint Mary
- Rentals with a kayak Saint Mary
- Rentals with a washing machine and dryer Saint Mary
- Bed and breakfasts Saint Mary
- Boutique hotels Saint Mary
- Smoking-friendly rentals Saint Mary
- Pet-friendly rentals Saint Mary
- Rentals with outdoor seating Saint Mary
- Guest house rentals Saint Mary
- Rentals with beach access Saint Mary
- Beachfront rentals Saint Mary
- House rentals Saint Mary
- Villa rentals Saint Mary
- Rentals with a firepit Saint Mary
- Private suite rentals Saint Mary
- Apartment rentals Saint Mary
- Waterfront rentals Saint Mary
- Family-friendly rentals Saint Mary
- Fitness-friendly rentals Saint Mary
- Rentals with breakfast Saint Mary
- Flat rentals Saint Mary
- Rentals with pools Jamaica




