Vacation rentals in Ocho Rios, Jamaica with a pool

Discover vacation rentals, homes, and villas in Ocho Rios for an upcoming trip, whether for leisure or work. Every home is curated and professionally managed, offering more space, comfort, and flexibility for your trip. Along with premium amenities like 24/7 local support and high-speed Wi-Fi, many homes are equipped with features to suit different travel styles, group sizes, and budgets. However you're looking to experience your stay, Homes & Villas by Marriott has your next vacation home waiting. Marriott Bonvoy members can earn and redeem points on every stay.

4 Homes with Pools in Ocho Rios

Canoe Cove 7BDR Villa | Awe-Inspiring Caribbean Views

Ocho Rios, JM
7 Bedrooms 14 Guests
Aug 18 - 23
$6,613 night

Occupancy # 14 Guests (Adults & kids) Escape to your own private slice of paradise. Canoe Cove sits on 3 acres of land in Old Fort Bay, St. Ann, and boasts 180 feet of unspoiled oceanfront with a white sand beach. This beautiful landscape forms the backdrop for the magnificent open air-villa. ​​​​​​​You can choose to soak up the sun down on the beach or by the 3-lane 75-foot junior Olympic-sized pool. Watch the sun set spectacularly over the Caribbean Sea as you savour your evening meal under the thatch-covered gazebo. There is so much to offer at this luxurious vacation spot. Earth tones and materials blend indoors and outdoors seamlessly, while high-end appliances in the kitchen and modern finishes throughout the house create an ambiance of grandeur. No experience of luxury is complete without a full-service staff, and Canoe Cove offers a brilliant 11-person staff complement including; Professional Chefs, Butlers, Housekeeping/Laundress, and Groundsmen. There’s never a dull moment at Canoe Cove. You don’t have to leave the property to find fun things to do. Canoe Cove offers the facilities and equipment for some well-loved outdoor activities, as well as board games for indoor play. **NOTE Services Included/Excluded Canoe Cove rental prices include: utilities, cable, internet, Villa Staff Services (Chef, Butler, Housekeeping & Grounds), paper & soap products and 24hr security. Not included are additional staff other than noted e.g. nannies, food & beverage and most incidental personal services. Also, specifically excluded from the rental price are damage deposit, car & chauffeur, airport greeting & transfers, rental cars, massage & spa treatments, tennis pro, sightseeing tours, water sports and private boat excursions. If such services are required, they are payable directly to the person/s providing those services. Most groceries can be paid via Visa or MasterCard, however, you may be required to use cash for some of your fresh produce or specialty items. In addition, plan to pay your gratuity monies in cash (US or Jamaican dollars). Staff Gratuity at the end of your stay is a recommended 10% of the Villa Rental in High Season and 15% in Low Season. We welcome you with open arms!

Luxury Oceanfront Villa Fully Staffed Pool Jacuzzi Movie Theatre

Tower Isle, St. Mary Parish, JM
6 Bedrooms 12 Guests
Aug 18 - 21
$2,478 night

Breathtaking Oceanfront Luxury Villa – | Home Theatre | Event Ready Welcome to your private cliffside paradise – a luxury 6-bedroom oceanfront villa perched majestically above the Caribbean Sea in Tower Isle, Jamaica. Designed for the discerning traveler, this fully staffed villa offers an unmatched blend of seclusion, sophistication, and service. ✨ Why You’ll Love It - At the right time you might spot dolphins! - Home movie theatre - Destination weddings, birthday, private retreats Whether you’re sipping cocktails by the pool, enjoying a candlelit dinner prepared by your private chef, or hosting a memorable celebration, this villa delivers an unforgettable Caribbean experience. Privacy Meets Paradise Tucked away in a secure, tranquil enclave, the villa offers total privacy while being just minutes from local attractions. It’s the ultimate sanctuary for couples, families, or groups seeking luxury, comfort, and stunning natural beauty. Perfect For: Destination weddings & intimate events Family vacations or friends’ getaways Luxury retreats in a serene, scenic setting ****************************** ️ Bedrooms & Bathrooms (5) ✔︎ Bedrooms are elegant sanctuaries featuring cozy bedding and ample storage. ✔︎ Sleek ensuite bathrooms ~ Enjoy your private space ✔︎ Air Conditioned, featuringTVs Bonus Bedroom (1) ✔︎ Two Queen beds without an ensuite bathroom, great for extra space for visiting family/friends or children. Living/Dining Space Central Air-Condition to keep your temperature regulated throughout your stay, Open concept with 12+ seater dining room table. Movie Theatre Inviting Patio Space: ✔︎ Enjoy your morning coffee or an evening cocktail on your bedroom private patio or covered pool deck as you watch the sun go down. It’s the perfect spot for alfresco dining or simply soaking in the serene surroundings. POOL & JACUZZI ACCESS ️ Pool Access~ 24hr access Jacuzzi - 4pm - 9pm daily Gourmet Service Kitchen: ✔︎ Enjoy the best meals prepared by our Chef ALL DAY LONG using only high-end appliances ✔︎ Dishwasher ✔︎ Blender, Toaster, ✔︎ Coffee Maker ✔︎ Microwave oven ✔︎ Wall mounted Oven ✔︎ Cook top and extractor ✔︎ Double door refrigerator ✔︎ Wine & Champagne Glass etc BEACHES ✔︎ Enjoy great local beaches at every corner - Swim in crystal-clear waters, or savor beachside dining – all just a short drive away ✔︎ Sugar Pot Beach 4 mins drive ✔︎ Mahogany Beach 10 mins drive ✔︎ Ocho Rios Bay Beach 12 mins drive ✔︎ Rio Nuevo Beach 6 mins drive Just to name a few Book Your Escape Today! Your island paradise awaits! GUEST ACCESS Property is exclusively for the the guests staying OTHER DETAILS TO NOTE Important 1. There are 5 bedrooms with ensuite bathrooms 2. We have a 6th bonus bedroom without an ensuite 3. While Chef services are included you are required to cover costs of groceries which we are happy to pre-stock for you. 4. While we allow events and parties please enquire about out event fees and policies Security Deposit of USD1500 to be collected upon arrival.

Luxury 5BR Oceanfront Villa in Ocho Rios

Plantation Village, St. Ann Parish, JM
5 Bedrooms 10 Guests
Aug 18 - 21
$2,133 night

Brown Shuggah is a refined five-bedroom oceanfront villa on Jamaica’s North Coast, ideally positioned between Ocho Rios and Runaway Bay. Set on 7,500 square feet of private waterfront grounds, the villa blends Caribbean charm with elegant comfort, featuring a heated infinity-edge pool, tropical gardens, expansive outdoor living areas, and a private beach cove for a stay that feels both secluded and experience-rich. Brown Shuggah is designed for easy indoor-outdoor living, with large glass folding doors, a spacious covered verandah, and inviting interiors that open beautifully to the sea. Surrounded by tropical gardens and perched above the coastline, the villa offers a setting that feels private, breezy, and deeply relaxing from the moment you arrive. The villa includes five bedrooms and five bathrooms, accommodating up to ten guests. Bedroom layouts include a mix of king, queen, and two-queen arrangements, with sea views featured in several rooms. The home also offers thoughtful comforts such as air conditioning in the bedrooms, Wi-Fi, a heated pool, outdoor dining, a dedicated workspace, gym equipment, and beach access. Beyond the main living spaces, Brown Shuggah offers a private beach set within a naturally protected cove, ideal for calm-water swimming, along with dramatic nearby coastal scenery around Chukka Cove and Chukka Bay. For slower moments at home, guests can unwind beside the heated pool, gather on the verandah, or enjoy relaxed al fresco meals with sea views. Guests enjoy exclusive access to the villa and its private grounds, including the indoor living areas, covered verandah, heated infinity-edge pool, tropical gardens, and beach access. The setting offers privacy and a strong sense of escape while still being close to the North Coast’s resort towns and attractions. Your stay is supported by a dedicated on-site team that includes a butler, private chef, housekeeping, laundry service, and gardener, allowing for a seamless villa experience throughout your time at Brown Shuggah. Grocery planning and ordering support is also available through the chef, with groceries delivered and paid for at the house for added ease. Whether you want the freedom of a rental car or prefer to arrive in comfort with a private driver, our team is happy to assist with car rentals and driver arrangements. Airport transfers and personalized transportation can be easily coordinated through our team and our guest app, Privé by CVE, ensuring thoughtful support is always within reach as your plans take shape. Brown Shuggah includes a dedicated on-site team to support your stay, ensuring comfort, privacy, and a seamless experience throughout. Please note that certain features, amenities, natural conditions, and access to nearby beaches and coastal areas may be subject to availability, seasonal changes, and local conditions. Staff gratuity is customary and should be prepared in cash at the villa. One listing source specifies a recommended gratuity of 15% of the gross rental rate to be divided among staff members. Grocery costs are additional and are not included in the villa rate. Beyond just a stay, Brown Shuggah offers a warm yet elevated Caribbean escape where ocean views, personalized service, and relaxed coastal living come together beautifully.

Tropical-Inspired 5BR Modern Seafront Villa | Infinity Pool & Direct Sea Access

Boscobel, St. Mary Parish, JM
5 Bedrooms 10 Guests
Aug 18 - 23
$2,738 night

Timbuktu By The Sea is a striking five bedroom seafront villa located in Boscobel, Jamaica, just east of Ocho Rios and near Ian Fleming International Airport. Blending globally inspired design with relaxed Caribbean living, the villa offers uninterrupted ocean views, direct sea access, and thoughtfully curated spaces designed for connection and retreat. Supported by a dedicated on site team, this villa delivers an immersive coastal escape shaped by beauty, comfort, and a strong sense of place. Timbuktu By The Sea spans multiple levels of beautifully finished living spaces, each designed to embrace the surrounding sea and sky. Interiors feature handcrafted details, natural textures, and large windows that frame the Caribbean horizon from nearly every angle. The villa includes five well appointed bedrooms, each with an ensuite bathroom and private terrace or balcony overlooking the ocean. Several bedrooms feature outdoor showers, adding to the indoor and outdoor living experience. Upper level suites offer elevated views and a sense of privacy, making them ideal for longer stays or multi generational groups. Outdoor living is a defining feature of the villa. A heated infinity pool overlooks the sea, complemented by multiple lounging and dining areas, a barbecue space, and a lawn suitable for yoga or sunset gatherings. A private jetty provides direct ocean access for swimming, snorkeling, and water activities, with a nearby dive site easily reached from shore. Additional amenities include a private gym, games areas, fire pit seating, and kayaks for exploring the coastline. Guests enjoy exclusive access to Timbuktu By The Sea and its grounds, including all indoor living areas, outdoor terraces and patios, the infinity pool, lawn and garden seating areas, wellness spaces, gym, games areas, and direct ocean access via the private jetty. Housekeeping and chef services are provided to ensure a comfortable and seamless stay. Meals and services can be personalized to your preferences, and spa or wellness treatments may be arranged through the villa team. Whether you prefer the freedom of a rental car or the comfort of a private driver, our team is happy to assist with arranging car rentals and driver services. Airport transfers and tailored transportation can be easily coordinated through our team and our guest app, Privé by CVE, ensuring thoughtful support is always available as your plans take shape. Timbuktu By The Sea includes a dedicated on site team to support your stay, ensuring comfort, privacy, and a seamless experience throughout. Please note that certain features, amenities, and natural conditions may be subject to availability, seasonal changes, and local policies. Gratuity for the villa staff is customary and greatly appreciated. Recommended staff gratuity at the end of your stay is 10 percent of the villa rental rate during High Season and 15 percent during Low Season, divided among staff members in accordance with the Gratuity Guide provided in your villa’s Welcome Book. It is standard within the villa industry to observe these guidelines. Gratuities and grocery funds are best prepared in cash, in US dollars. Tips are typically given on the day of departure or may be prepaid at the time of booking. A handwritten thank you note is a thoughtful personal touch and is always warmly received by the villa team. Beyond just a stay, Timbuktu By The Sea offers a refined Caribbean escape where every detail is designed for comfort, beauty, and unforgettable moments.

Vacation Rentals in Ocho Rios by Amenities & Features

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Vacation Rentals Near Ocho Rios

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