
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.

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

JamaicaTime “Driftwood” Sea Palms LUX3BR Ocho Rios
"Driftwood" C6 is a comfy, spacious, renovated 3BR 3BA Apt, 1.5 Hrs from Miami, 10 mins from Ochi Intl Airport w/ coastal Caribbean decor, relaxing tones w/ vibrant colors. Lots of sunshine while providing privacy. Kitchen is fully fitted w/ all appliances & amenities. New ACs & Smart TVs in all Bedrooms & Living Room + Internet/WiFi & Netflix. Verandah has a Bar & 6 Seater Dining Table. Large pool & private beach cove. Self Catering w/ housekeeping services & drivers available for mobility.

Seagrapes Villa, on the sea near Ocho Rios Jamaica
Forget your worries in this serene villa on the edge of the Caribbean Sea, 15 minutes drive from Ocho Rios. With Superhost status, Seagrapes offers 4 bedrooms with en-suite bathrooms and a pool. In this stylish villa with all amenities, lose yourself in mesmerising ocean views. Whether relaxing in a hammock or lounge chair, numerous patios and decks are equipped for your comfort and relaxation. It is conveniently near beaches, premier attractions, and the Ian Fleming International Airport.

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.

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

Breezy Castle villa with Sea & Blue Mountain views
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!

Beachfront Villa in Strawberry Fields St Mary
The Lookout is a chic seafront villa tucked way in a secluded part of Jamaica, that gazes out over the Caribbean Sea. Boasting its own private beach, it offers a serene escape where the only sounds are the rhythm of the waves and the local birds. Designed for effortless relaxation, The Lookout comes fully equipped for your convenience. Amenities include a pool, BBQ area, a charming rustic beach bar and fire pit.

SeaQuest- Relaxing oceanfront condo with a pool
It's pure serenity while you watch the sunset from the balcony or have a drink under the moonlight. SeaQuest offers it's own private beach and a swimming pool for extra relaxation. The property is at a central location, only a ten-minute drive into the town of Ocho Rios (see attached guidebook for nearby attractions). It's modern look and feel will entice your eyes, you will want to extend your stay.

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

Paradise in the hills

Luxury villa - private beach with seawater pool

Mountridge Lodge

LUX 4BR Villa w/Chef Sleeps10 TealDoor near Ochie

Hopeful Villa

Escape to 8 Rivas Hideaway

SummerBlu Rest , Recharge & Reset

Modern Island Escape w/ Pool, Gym & Patio
Condo rentals with a pool

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

The Leisure Duplex Apt#3 @ Csompó Silver Manor

Airy Luxurious Oceanfront 3 bedroom Unit

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

Views 876

Welcome to The Idyll - 2 bedroom

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

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

Oasis Palms Luxury Seaside Villa Near Ocho Rios

Ocean View Ridge

Creators Hillside Villa Gated*24 hr security*Pool

Tranquility Loft, Lancewood Meadows, Ocho Rios

The Rumpanion: Cozy 2BR, Ochi

Idle a while

Cozy Hideaway in the Hills of Tower Isles

Luxe Sunset Villa - ‘Sea to Sky’
Destinations to explore
- Private suite rentals Saint Mary
- Boutique hotel rentals Saint Mary
- Apartment rentals Saint Mary
- Waterfront rentals Saint Mary
- Rentals with a washing machine and dryer Saint Mary
- Rentals with a kayak Saint Mary
- Family-friendly rentals Saint Mary
- Condo rentals Saint Mary
- Rentals with a fire pit Saint Mary
- House rentals Saint Mary
- Pet-friendly rentals Saint Mary
- Fitness-friendly rentals Saint Mary
- Rentals with breakfast Saint Mary
- Rentals with outdoor seating Saint Mary
- Bed and breakfasts Saint Mary
- Villa rentals Saint Mary
- Smoking-friendly rentals Saint Mary
- Beachfront rentals Saint Mary
- Rentals with lake access Saint Mary
- Luxury rentals Saint Mary
- Rentals with a patio Saint Mary
- Guesthouse rentals Saint Mary
- Rentals with a hot tub Saint Mary
- Hotel rentals Saint Mary
- Rentals with beach access Saint Mary
- Rentals with pools Jamaica