Holiday rentals with a pool in Priory

Villa in Plantation Village

A private pool area is surrounded by palm trees and lounge chairs. Umbrellas provide shade over seating options, with a covered relaxation area visible in the background. Two inflatable pool toys rest gently in the water, enhancing the inviting atmosphere.

4.86 out of 5 average rating, 155 reviews

Villa354-Pvt. Pool Sleep to 16 w/Chef Option

A beautiful and relaxing home within a safe and secure 24-hr gated community. It's the perfect getaway with all the amenities- a private pool, air-conditioning, and large flat screen tv in each room and individual bathrooms. Villa 354 is perfectly situated right across the street from Plantation Cove where the famous Rebel Salute is hosted. The famous Ocho Rios, Dunns River Falls, Mystic Mountain, and Swimming with The Dolphins are only 10 minutes away! Low $ Airport transportation available!

The exterior of the villa is showcased at night, illuminated by red lighting from the windows. A well-paved driveway leads to the entrance, framed by decorative plants. The two-story structure features a modern design with balcony railings and a welcoming ambiance.

4.92 out of 5 average rating, 111 reviews

3BR 2-Story Villa in Ocho Rios with Private Pool

Indulge in pure luxury at our captivating 3-bedroom villa tucked away in a gated community with 24-hour security. This haven is a mere 5-minute drive from the bustling heart of Ocho Rios. Revel in the convenience of proximity to supermarkets, restaurants, nightlife & adventures. Immerse yourself in exhilarating attractions like Dunn's River Falls, Margaritaville, Mystic Mountain & Dolphin Cove. Your Jamaican dream escape begins here – a symphony of comfort, luxury, and unforgettable experiences!

4.93 out of 5 average rating, 138 reviews

Aerial view of the complex reveals a large swimming pool surrounded by lounge chairs and tropical greenery. Nearby, a clubhouse with shaded areas and outdoor seating is visible. Tennis courts can be seen to the left, with scenic hills in the background and well-maintained grounds beyond.

Apartment in Richmond

Richmond Luxury Oasis w/ King Bed + Ocean View

Unwind at this stunning, peaceful and relaxing two bedroom, two bathroom fully A/C ground floor unit. Relax with Netflix in all bedrooms. Enjoy Disney+, Netflix and cable TV in the cozy living room on the smart 55" TV. Walk to the country store then cook up your favorite meal in the fully equipped kitchen and enjoy around the dining table or on the patio overlooking the sea. Work out at the gym, play tennis then cool off in the pool while playing a game of pool by the bar. Beach access included

4.95 out of 5 average rating, 20 reviews

Flat in Priory

Richmond Estate 3rd floor condo~ Pool~Beach Access

Welcome to this amazing 3rd Floor Condo where your dream vacation becomes reality! Our luxurious 2-bedroom, 2-bathroom with pool access, this retreat offers the perfect blend of comfort and style, ensuring a memorable stay in one of Jamaica's most enchanting locations Richmond Estate. Why You'll Love Our Home ✔︎ Enjoy breathtaking views from the balcony enjoying the cool wind blowing ✔︎ Exclusive Beach Access at Richmond Beach Club for 3 minutes away! ✔︎︎ Community Pool Access ✔︎ Tennis court

4.91 out of 5 average rating, 173 reviews

A spacious balcony area features two woven egg chairs with bright orange cushions and a rustic wooden table with an iron base. The view showcases a large building and surrounding mountains under a clear sky, enhancing the outdoor relaxation space.

Flat in St. Ann Parish

Exquisite Getaway- At Richmond

Exquisite getaway- at Richmond, just outside of Ocho Rios Jamaica is a true tropical oasis. It is a new Third floor two bed, two bath apartment with most modern amenities and is the ideal place for vacationing. the views are second to none, boasting both a seaview and a mountain view that makes waking up a true delight. It is located ten minutes from the famous Dunn's River Falls and fifteen minutes from Ocho Rios, the tourist capital that provides good opportunities for fun, meals and shopping

An inviting porch area is furnished with comfortable seating featuring green cushions with decorative 'Reggae' prints. A small table is set with a potted plant. Natural light fills the space, while a view of lush greenery and a distant roof is visible beyond.

4.99 out of 5 average rating, 87 reviews

Star Apple Getaway |Pool |Playground

Relax with the entire family at this peaceful, relaxing & modern getaway. Located in the well sought after gated community, The Crest in Richmond Estate, St Ann. Equipped with 24hr security & surveillance. The complex offers supermarket, private beach, infinity pool, lounge, gym, tennis court, basketball court, children’s playground , panoramic view of the Caribbean Sea & a tranquil space. This house is well suited for up to 8 guests. This listing has outdoor cameras monitoring the premises.

4.81 out of 5 average rating, 37 reviews

Spacious 3BR – Steps from Pool, Near Ocho Rios

Electricity and high-speed WiFi fully restored post-Hurricane Melissa. Welcome to Taylor’DEscape – a tranquil getaway with pool access just a minute away and a cozy patio with lovely views. Ideal for couples, families, solo travelers or remote workers. Enjoy a full kitchen, fast WiFi, dining/workspace, washer/dryer, 24/7 security, and a nearby supermarket & deli. Relax by the pool, enjoy morning coffee or evening wine on the patio, and take advantage of weekly or monthly discounts.

An expansive infinity pool reflects a clear blue sky, creating a serene atmosphere. Lush palm trees surround the pool area, while distant villas are visible along the horizon, adding to the tranquil scenery. The calm water invites relaxation and enjoyment of the view.

4.8 out of 5 average rating, 60 reviews

Welcome to Serenity Oasis Villa

Escape to a luxurious tropical retreat in the beautiful gated community of Richmond Estates Jamaica. This stylish villa combines modern comfort with island charm, creating the perfect getaway for couples, families, and groups seeking relaxation and convenience. Enjoy elegant interiors, spacious bedrooms, air conditioning, fast Wi-Fi, a fully equipped kitchen, and inviting outdoor spaces designed for comfort and relaxation. Spend your days exploring nearby beaches and attractions.

4.96 out of 5 average rating, 101 reviews

A bright sleeping area features a spacious bed adorned with a white cover and decorative pillows. A framed art piece is displayed on the wall beside a mirror and dresser. Natural light enters through window treatments in teal, complemented by a television mounted on the wall.

Home in Saint Ann's Bay

Sea-Breeze-Getaway

Come and enjoy the resort town of Ocho Rios Jamaica by staying at Sharona's Drax Hall County Club with amenities such as a swimming pool, gym, and tennis court. In a peaceful, secure, family-friendly environment. Situated in close proximity to the famous Jerk Centre, Star Bucks, RIU, Sandals Hotel, Mystic Mountain, Dolphin Cove, and Dunn's River Falls. The Knutsford Express bus service that takes you to and from the airport is a 10 minutes walk.

4.93 out of 5 average rating, 117 reviews

Villa

Ocean front luxury Villa in Jamaica

Welcome to Tikal, an ocean front luxury villa, exquisitely remodeled in May 2021, with an airy modern Caribbean style. We are adjacent to Chukka Cove Horse & Adventure Farms, noted as Jamaica's premier tourist attraction provider. We are conveniently nestled between Montego Bay and Ocho Rios, only 50 minutes from Montego Bay International Airport. We are within 30 minutes of most major tourist attractions, and the cruise ship port in Ocho Rios.

5 out of 5 average rating, 13 reviews

Flat in Salem

Beachside Bliss at Paradisiac Beach Club

Welcome to your coastal escape at the exclusive ‎Paradisiac Beach Club where luxury meets laid back island charm our beachside retreat offers the perfect blend of comfort and style, just moments from pristine white sands and turquoise Waters. whether you’re looking to sip cocktail at sunset, unwind in the serene seaside setting or explore vibrant, local culture this is the ideal base for your dream getaway.

4.89 out of 5 average rating, 197 reviews

Villa in St. Ann Parish

LuxuryCrest: W/ King Bed + BBQ , Near Ocho Rios

Welcome to LuxuryCrest, where Caribbean charm meets modern comfort in a peaceful, gated community. Just 15 minutes drive from vibrant Ocho Rios, our villa offers the perfect blend of serenity and adventure. Unwind on the backyard patio under twinkling string lights, challenge family to table tennis, or plan your next day's exploration of Jamaica's stunning attractions.

Popular amenities for Priory rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A charming single-story villa is surrounded by lush greenery and colorful plants. A slate roof complements the light blue exterior, while a welcoming porch area features comfortable seating. The pathway is paved, leading to a spacious driveway.

4.98 out of 5 average rating, 55 reviews

Blue Haven @ Richmond (3 Bdr + Loft Villa)

4.94 out of 5 average rating, 33 reviews

A spacious living area features comfortable seating arranged around a wooden coffee table. A decorative bowl sits on the table. A large wall-mounted television is positioned above a white console. The open layout connects to the dining and kitchen areas in the background.

Home in Drax hall

The Orchid Botans w/private chef & beach

A comfortable seating area features a gray sectional sofa adorned with blue accent pillows. Natural light enters through sheer curtains, complemented by framed artwork on the wall. A wooden side table holds fresh flowers, while a dining table is visible in the background.

4.74 out of 5 average rating, 118 reviews

Pyramid Point Manor

A sparkling rectangular pool is surrounded by a stone border and tropical landscaping. Lounge chairs are positioned nearby, offering a place to relax. The sun sets behind lush greenery, casting a warm glow across the water's surface.

4.9 out of 5 average rating, 80 reviews

Exoria Cottage

4.72 out of 5 average rating, 141 reviews

BlissVilla:Infinity pool, stunning sea/mtn views

4.94 out of 5 average rating, 301 reviews

Home in Tower Isle

Tranquil Times villa

A stylish living room features a high ceiling with exposed beams. Two plush sofas in deep blue are arranged around a circular coffee table, which holds decorative items. A wall-mounted television is visible, alongside soft curtains framing large windows.

4.84 out of 5 average rating, 109 reviews

Deluxe Richmond Retreat w/ Spectacular Amenities

An expansive infinity pool is displayed, featuring clear blue water that blends into the horizon. Surrounding the pool are a few lounge chairs positioned under the bright sky, complemented by lush palm trees that add a tropical touch.

4.91 out of 5 average rating, 43 reviews

Magnolia Villa Retreat

Apartment rentals with a pool

A spacious living area features a large L-shaped couch in a modern design, paired with a white coffee table. Natural light filters through a window offering a glimpse of partial ocean views, with a decorative wall art piece adding a touch of style.

4.95 out of 5 average rating, 148 reviews

Parion876 Beautifully Appointed Beachside Condo!

A private gazebo offers a spacious seating area with a glass-top table and dark wicker chairs. The structure features a white lattice design, framing sweeping ocean views and a vibrant sunset. Surrounding greenery enhances the tranquil atmosphere.

4.85 out of 5 average rating, 298 reviews

One of Ocho Rios Best Getaway Airbnb!

4.86 out of 5 average rating, 143 reviews

An infinity pool reflects the serene colors of the sunset over the Caribbean Sea, with palm trees framing the scene. Nearby, a gazebo can be seen along the shore, enhancing the coastal ambiance of the property.

Apartment in Tower Isle

BluWaves~Oceanfront Condo Gated Community OchoRios

A serene outdoor space is showcased, featuring a shaded gazebo surrounded by palm trees and manicured greenery. In the background, a swimming pool is visible, with residential buildings partially framed by the lush hillside.

4.94 out of 5 average rating, 139 reviews

The Ocean Ridge - Ocho Rios, Stunning Sea Views

Apartment in St. Ann Parish

A garden pathway leads to a two-story villa surrounded by lush greenery and colorful tropical plants. The villa's exterior is enhanced by a mix of wooden and tiled features, while large windows offer views of the beautiful landscape.

4.95 out of 5 average rating, 104 reviews

Jamaica Ocho Rios - Island Breeze villa

A scenic view is presented from a private balcony, featuring lush green palm trees and a serene waterfront. Boats are visible in the calm water, and a well-maintained garden frames the foreground, creating a tranquil atmosphere.

4.95 out of 5 average rating, 127 reviews

2 nights free-Million $ View "Best location in JA"

A stylish dining table is set with an ice bucket containing a bottle of sparkling wine, surrounded by two glasses. The table is accompanied by coasters and a decorative sign. Light filters through sheer curtains, enhancing the bright, inviting atmosphere.

4.94 out of 5 average rating, 148 reviews

Bayview Ocho-Rios Beach

4.82 out of 5 average rating, 186 reviews

Apartment in Salem

SalemSuites1 Walk to beach &Sharkies Restaurant

Other holiday rentals with a pool

A modern living area showcases a light-colored sofa paired with dark accent chairs. A round coffee table sits on a patterned rug, and tall windows are adorned with sheer curtains, allowing natural light to fill the space. Decorative plants and artwork enhance the inviting ambiance.

4.97 out of 5 average rating, 73 reviews

The entrance offers a view of the villa's landscaped garden, featuring colorful tropical plants. A pathway leads to the house, with a glimpse of the Caribbean Sea visible in the distance under a clear blue sky.

4.87 out of 5 average rating, 54 reviews

Villa-Serene a Mid-Century Modern Island Retreat.

4.73 out of 5 average rating, 37 reviews

A spacious living area features a comfortable brown sectional sofa with decorative orange cushions. A round coffee table is centered on a vibrant area rug. Light streams in from large windows, illuminating the bright yellow accent wall, and a dining area is visible in the background.

Apartment in Priory

Dream Getaway - Kingbed, Pool, Tennis, Gym & Beach

Apartment in Jamaica West Indies

4.78 out of 5 average rating, 18 reviews

Modern 2BR @ Paradisiac Beach Club

4.71 out of 5 average rating, 7 reviews

The two-story villa is shown at dusk, with warm light glowing from the large open spaces inside. Comfortable lounge chairs line the stone pathway, leading to a spacious garden. Lush greenery surrounds the villa, creating a serene outdoor environment.

Villa in St Ann

Luxury Oceanfront villa, Tallawah#6 at Chukka Cove

A modern bathroom featuring a spacious freestanding bathtub and a walk-in shower enclosed by glass. Subtle grey tiles and a mosaic accent wall provide texture. A wooden vanity holds a decorative bowl, while neatly arranged towels and decorative plants enhance the space.

4.81 out of 5 average rating, 54 reviews

Indulge in this beautiful & luxurious 2BR Condo.

The villa's exterior features a gently sloping roof and a welcoming porch area. Bright landscaping with flowering plants surrounds a circular stone driveway, leading to the entrance. The patio is furnished with outdoor seating, creating an inviting space for relaxation.

4.77 out of 5 average rating, 30 reviews

3 LittleBirds @ Richmond (3Bdr + Loft)

A scenic view of the villa's surroundings features well-maintained gardens with tropical plants. A paved pathway curves through the landscape, leading towards a distant ocean view under a bright blue sky, enhancing the serene atmosphere of the gated community.