Holiday rentals with a pool in Runaway Bay

4.97 out of 5 average rating, 36 reviews

Villa in Runaway Bay

Ocean View • Pool • Pickleball • Gated | For 12

Welcome to Villa Palaav - A modern oasis in a private gated community Perfect for: • Birthday trips • Bachelor/Bachelorette groups • Family reunions • Friends trips • Retreats 🎉 Celebration Pkgs starting at US$350 This 6-bedroom Ocean View Villa features three 2 bedroom, apt-style King suites, each with private kitchens, 1–2 bath, and open-concept living areas, solar power, rainwater harvesting & smart cooling Amenities include: • Private pool • Pickleball court • Billiards room • Mini golf

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, 116 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!

4.91 out of 5 average rating, 22 reviews

Villa in Discovery Bay

5-Star Oceanview 3BR Villa w/Pool, Chef & Driver

Welcome to Villa Amore, a spacious 5-star 3-bedroom villa with pool & stunning sea views! Features: ▪ Fully equipped kitchen & dining area perfect for family sharing. ▪ Spacious living room with direct access to your private pool ▪ Convenient shared guest bathroom Each bedroom offers: ▪ Private en suite bathroom for full comfort ▪ Balcony with stunning pool & sea views Relax in lush gardens with secure parking and just a short walk to Puerto Seco Beach - your perfect tropical retreat awaits!

4.94 out of 5 average rating, 78 reviews

A charming villa with a spacious covered patio is surrounded by lush greenery. The garden features tropical plants and a seating area with dark-finished furniture. Large windows provide natural light to the interior, while the double-story structure is enhanced by wooden accents and palm trees.

Villa in Ocho Rios

Private Seafront Villa near Ochi

Located directly on the ocean and room for 7 -- bring the Fam! Stylish Villa with three bedroom plus sleeper-den with four full bathrooms offers Caribbean charm and modern sensibilities. Full kitchen, super-comfy living area fronts an expansive dining/bar and lounge area with views of the sea that go on forever. Included: Starlink Wifi, a 65" SmartTV and a/c throughout; your private housekeeper/cook is there to take care of your every need. Enjoy a unique, relaxing Jamaican vacation today!

4.91 out of 5 average rating, 144 reviews

A cozy bedroom is furnished with a large bed adorned with soft bedding and accent pillows. A bedside table holds a lamp, providing additional lighting. Natural light enters through curtains, enhancing the warm tones of the space.

Home in Runaway Bay

Cambridge mi casa ur casa w/ pool & beach access 2

▪️We offer newly- renovated comfortable two- floor apts in a friendly safe community overlooking CARDIFF HALL Beach in the Resort Town of Runaway Bay in St. Ann Jamaica ▪️No need to worry about security / safety because there are 24 hour surveillance camera and host lives on property ▪️We offer one 1bdr & 2br ▪️Price starts from 100US for 2 guests and increases by 30US per additional guests ▪️We are about 1hr away from the Sangsters International Airport ✈️ 25 mins from Ocho Rios

4.92 out of 5 average rating, 87 reviews

A refreshing swimming pool is set against a backdrop of lush greenery and modern architecture. Comfortable lounge chairs are placed beside the pool, inviting relaxation. A sun umbrella provides shade, enhancing the outdoor space's appeal.

Apartment in Runaway Bay

Royale Escape

Phenomenal, luxurious, amazing!! This upscale north coast Runaway Bay chill-spot is a modern retreat, that is tastefully furnished, boasting swimming pool, gym and a clubhouse with breathtaking ocean views. Easy drive from Montego Bay Airport and close proximity to Jamaica's best attractions, featuring great foods and amazing entertainment spots. Dunns River Falls, Dolpins Cove, Mystic Mountain, Puerto Seco to name a few. Dive right in and enjoy this unparalled home away from home.

Earthen home in Runaway Bay

An outdoor swimming pool is surrounded by lounge chairs and a dining area featuring a table and chairs. A cozy cottage with decorative wooden elements is visible in the background, complemented by tropical foliage and clear blue skies.

4.98 out of 5 average rating, 55 reviews

Family-Friendly 2BR Cottage | Near Beach + Parking

Escape to our eco cottage where nature meets comfort. Our cozy 2BR cottage offers the perfect mix of rustic charm & modern comfort, complete with A/C, hot water & WiFi. Lounge by the pool, soak in the tropical surroundings, & enjoy the laid-back vibes of our little paradise. Whether you’re craving adventure or pure relaxation, you’ll find it here. Come unwind, explore, & experience the beauty of Jamaica—your island escape awaits! Book now & experience Casas de Tierra Jamaica!

4.96 out of 5 average rating, 189 reviews

Home in Discovery Bay

Courtyard by the Bay*Pvt Pool, BCH & 5-Star Amen

Escape to paradise to this beautiful built, luxurious, two-bedroom bungalow home in Discovery Bay. Discover a tropical haven with a private pool, modern comforts like FILTERED WATER and A1 amenities. Immerse yourself in island living and minutes away enjoy the 5 star resort style Puerto Seco beach, restaurants and major attractions. This place is suitable for all types of travelers seeking an unforgettable vacation. Look no further BOOK NOW at Courtyard by the Bay.

Townhouse in St. Ann Parish

A private pool area is featured with a clear blue water pool, surrounded by lush greenery and lounge chairs. The backdrop includes a two-story townhouse and a hilly landscape, adding to the tranquil environment.

4.96 out of 5 average rating, 208 reviews

Tranquil Oasis Ocho Rios (Starlink/Solar)

Tranquil Oasis at Palm View is the perfect vacation hideaway! With Solar Powered Electricity and Starlink Internet as well as back up water supply and located in the gated complex of Palm View Estate in Drax Hall, this property is just mere minutes away from the resort town of Ocho Rios and is in close proximity to all-inclusive hotels, beaches, restaurants, shopping, entertainment, notable tourist attractions major international airports and Knutsford Express.

4.93 out of 5 average rating, 117 reviews

A two-story villa showcases a modern Caribbean design, framed by lush greenery and tropical plants. The porch features comfortable seating under shaded beams, and a stone pathway leads to a manicured garden. Large windows invite natural light, enhancing the open and airy feel of the property.

Villa in Ocho Rios

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.

Superhost

Home in Plantation Village

4.88 out of 5 average rating, 16 reviews

NEW~ Pool Access 3BR •Gated • Walk to the Beach

Welcome to your island getaway where laid-back coastal living meets modern comfort. This spacious 3-bedroom, 3.5-bath vacation home is perfectly designed for you with a quick stroll to the onsite private beach ✨ Why You’ll Love This Home ✔︎ Private beach access ✔︎ Secure gated community with 24/7 security ✔︎ Pool access ✔︎ Spacious, modern design ✔︎ Seamless self check-in via keypad ✔︎ Free on-site parking ✔︎ Fully air-conditioned

4.89 out of 5 average rating, 54 reviews

A private pool glistens under a clear blue sky, surrounded by well-maintained gardens and palm trees. Lounge chairs and umbrellas provide shade along the pool deck, while lush greenery and distant trees create a serene backdrop.

Villa in Runaway Bay

Luxury Family Villa with pool-weddings long stays

Welcome to your private luxury family villa, a fully staffed tropical retreat designed for comfort, celebration, and connection. Surrounded by lush gardens and featuring a sparkling private pool, this elegant villa is perfect for families, weddings, and special events. Enjoy personalized meal service, daily housekeeping and resort-style amenities for a seamless stay — whether for a week or an extended escape.

Popular amenities for Runaway Bay rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 43 reviews

Drax Hall Villa, Private Beach, 5-Star Hosting

A modern living room is displayed featuring a light-colored sofa adorned with cushions. Dark wood side tables with rounded edges are positioned next to the sofa. Large windows allow natural light to illuminate the space, complemented by contemporary lamps and a circular coffee table.

4.96 out of 5 average rating, 78 reviews

A tranquil beachfront scene features two lounge chairs with blue cushions, positioned on soft sandy shores. A shaded cabana draped in blue fabric stands nearby, overlooking calm turquoise waters that gently lap at the beach, embodying a serene coastal environment.

4.92 out of 5 average rating, 61 reviews

Beachfront 4BR Villa: Chef, Butler, Transfers Incl

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.

4.96 out of 5 average rating, 103 reviews

Sea-Breeze-Getaway

4.9 out of 5 average rating, 29 reviews

Luxury Villa 1br | Ocho Rios

4.94 out of 5 average rating, 71 reviews

An aerial view showcases a spacious villa surrounded by landscaped gardens and palm trees. A private pool and deck are visible in the background, with sun loungers arranged nearby. A car is parked in the driveway, leading to the villa's entrance.

Home in Priory

Bamboo Breeze Villa 4Bdr PVT Pool Richmond St Ann

An open-plan living area is displayed, featuring a modern kitchen with dark cabinetry and stainless steel appliances. A comfortable sofa with colorful cushions complements a wooden coffee table. Natural light enters through large windows, enhancing the contemporary decor.

4.94 out of 5 average rating, 119 reviews

Sun Shine Luxury Villas 2bedroom Pool&Gym OchoRios

Superhost

Home in Runaway Bay

4.67 out of 5 average rating, 3 reviews

Tropical Beach House with Pool and beach Access

Condo rentals with a pool

4.95 out of 5 average rating, 105 reviews

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.

Condo in St. Ann Parish

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, 128 reviews

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

A serene view of the beach is captured at twilight, with gentle waves lapping at the shore. The sky transitions from soft blues to warm oranges, while palm trees stand silhouetted against the horizon. Reflections of the sunset color the wet sand.

4.87 out of 5 average rating, 134 reviews

Seaside Escape at Water Mills Villa St. Ann, JA

4.89 out of 5 average rating, 106 reviews

An outdoor dining table is set with plates and cups, accompanied by a centerpiece of fresh fruit. The table overlooks a grassy area leading to the shoreline, providing views of the Caribbean Sea. The calm waters and rock formations are visible in the background.

Condo in Tower Isle

Fantastic 2BR Seafront Apt Sea Palms..Ocho Rios

The living area features a contemporary design with a turquoise accent wall. A wall-mounted television is positioned above a sleek white shelf. The kitchen area includes modern appliances and a breakfast bar with stools, creating an open and inviting space. Natural light brightens the room.

4.9 out of 5 average rating, 123 reviews

Paradise Haven at Fisherman's Point (with 2 ACS)

A view of Ocho Rios Bay Beach is presented, framed by several palm trees. The shoreline is visible with soft sand and gentle waves lapping at the beach, while vibrant greenery and a walkway are seen in the foreground, enhancing the tropical setting.

4.82 out of 5 average rating, 203 reviews

Ocho Rios Bay Beach Studio

A tranquil beach scene is captured, featuring soft white sand and calm turquoise waters under clear skies. A blue umbrella is positioned on the sand, casting a shadow. Nearby, boats are moored in the distance, contributing to a serene coastal atmosphere.

4.93 out of 5 average rating, 100 reviews

Beachfront apartment Ocho Rios

4.84 out of 5 average rating, 219 reviews

A verandah offers a serene space with two comfortable chairs and a small table. A stack of books rests on the table beside a cup, with views of the ocean and palm trees in the background, enhancing a peaceful atmosphere.

Condo in Tower Isle

2 bedroom Oceanfront condo with a pool

Other holiday rentals with a pool

4.81 out of 5 average rating, 16 reviews

Villa in Ocho Rios

Obsidian Luxury Ocean Oasis

A single-story villa is presented with a well-maintained lawn, featuring a variety of shrubs and small palm trees. The driveway accommodates a vehicle, while a covered porch with seating is visible at the front. The modern structure is complemented by a tiled roof and large windows.

5 out of 5 average rating, 19 reviews

Bamboo Breeze Columbus Cove Hideaway +Beach Access

An inviting pool area is featured at dusk, surrounded by lush tropical landscaping. The gentle curve of the pool is highlighted by soft lighting, while soft hues of the evening sky reflect on the calm ocean waters in the background.

4.81 out of 5 average rating, 26 reviews

Paradise Penthouse w/ Private Chef & Oceanfront

5 out of 5 average rating, 16 reviews

Apartment in Salem

Beachside Bliss at Paradisiac Beach Club

5 out of 5 average rating, 11 reviews

Apartment in Ocho Rios

Salt & Breeze Villa - Apartment in Ocho Rios

4.86 out of 5 average rating, 94 reviews

A spacious yellow villa is framed by lush greenery and colorful flowering plants. A large driveway leads to the entrance, with balconies on the upper level inviting a view of the surrounding landscape. Bright blue skies and scattered clouds create a cheerful backdrop.

Villa in Runaway Bay

Pimento Villa

5 out of 5 average rating, 38 reviews

An aerial view captures the expansive Marina Villas community, nestled against a backdrop of lush greenery and the serene ocean. The beach gently curves along the shore, with a dock extending into the water, providing an inviting scene of coastal tranquility.

Villa in Saint Ann's Bay

3BR Beach Villa w/ Private Chef, Pool, Security

The living room displays a modern ambiance with gray sofas and a blue accent chair. A round coffee table sits on a soft area rug, complemented by natural light streaming through large windows, and decorative plants enhance the space's fresh feel.