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Holiday rentals with a pool in Boscobel

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Boscobel

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Home in Ocho Rios
4.73 out of 5 average rating, 139 reviews

BlissVilla:Infinity pool, stunning sea/mtn views

Location! Location! This is where tranquility meets opulence, majestic mountains and sea views pleasingly integrated in the North Coast 's newest gem, Pyramid Point, Ocho Rios. This stylish Villa is perfect for group trips, family getaways or for travelers eager to partake in the island's rich culture. Literally minutes away from all of your favourite attractions in Ocho Rios, whether Dunns River Falls, Dolphins Cove, Grizzly Plantation home of some of the biggest Reggae and Dancehall Shows.

Guest favourite
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
4.85 out of 5 average rating, 205 reviews

2 bedroom Oceanfront condo with a pool

Kick back and relax in this calm, stylish 2 bedroom Condo on the ocean with an infinity pool. 5 minutes east of Ocho Rios, within walking distance to an oceanfront restaurant, local jerk centre, bar and grocery store. We can host up to four guests. As we have many couples traveling we offer a discounted base rate for two guests and then each additional guest comes with an additional fee up to a maximum of four. For two guests we will often close the second bedroom unless otherwise requested

Superhost
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.
Condo in Ocho Rios
4.85 out of 5 average rating, 282 reviews

One of Ocho Rios Best Getaway Airbnb!

Welcome to Marazul, a picturesque vacation condo in upscale Columbus Heights, nestled in the hills of Ocho Rios. The perfect gateway with postcard-perfect panoramic ocean views and all the amenities to make your stay feel right at home. Surrounded by beautifully manicured rainforest gardens and with direct access to 1 of 5 community pools. For your convenience, we are centrally located near restaurants, beaches, and the most popular attractions, all within minutes. Do you see yourself here?

Guest favourite
A serene swimming pool is framed by lush banana plants and palm trees, offering expansive ocean views. An umbrella provides shade over the pool area, while wooden lounge chairs invite relaxation. Two individuals enjoy the refreshing water, enhancing a tranquil outdoor space.
Villa in Boscobel
4.9 out of 5 average rating, 51 reviews

Catch My Drift Villa: Chef services available

Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Our units layer modern design with thoughtful touches and sustainability throughout. We offer the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. We are only a 20 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls or a quick trip to the beach.

Guest favourite
Lush greenery surrounds the villa, featuring a manicured lawn and vibrant flower beds. Tall palm trees provide shade, while a picnic table sits on the grassy area. The charming Mediterranean-style villa is visible in the background, harmonizing with the natural landscape.
Villa in Oracabessa
4.99 out of 5 average rating, 71 reviews

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.

Guest favourite
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
4.93 out of 5 average rating, 116 reviews

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.

Top Guest favourite
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.
Townhouse in St. Ann Parish
4.95 out of 5 average rating, 193 reviews

Tranquil Oasis Ocho Rios (Starlink/Solar)

Tranquil Oasis at Palm View is the perfect vacation hideaway! With Solar Powered Electricity and Starlink Internet 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.

Superhost
Villa in Oracabessa
4.85 out of 5 average rating, 13 reviews

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!

Guest favourite
An outdoor deck features comfortable lounge chairs set against a backdrop of clear turquoise waters. Lush greenery surrounds the space, providing a sense of privacy. The design encourages relaxation and enjoyment of the scenic ocean views.
Home in Ocho Rios
4.91 out of 5 average rating, 56 reviews

Seagrapes Villa, on the sea near Ocho Rios Jamaica

Let your worries drift away at our serene seaside villa on Jamaica’s North East coast, just 15 minutes from Ocho Rios. As an Airbnb Superhost property, Seagrapes offers four peaceful en‑suite bedrooms, a private pool, and soothing ocean views. Sway in hammocks, unwind on quiet decks, and follow tranquil patios to the sea. Sugarpot, Marley’s Place, and other premier North Coast attractions are moments away.

Superhost
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.
Home in Ocho Rios
4.76 out of 5 average rating, 109 reviews

Pyramid Point Manor

2 Bedroom and 2.5 Bathroom luxurious home, located in gated community with 24-hour security. The community is located 5 min outside the heart of Ocho Rios. The community has an infinity pool, basketball court, tennis court, gym and kiddie’s playground. Breath taking views of Ocho Rios and the Caribbean Sea. We are close to famous attractions such as Dunns River Falls, Dophin Cove and Mystic Mountain

Guest favourite
Condo in Tower Isle
4.9 out of 5 average rating, 146 reviews

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!

Guest favourite
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.
Home in Ocho Rios
4.94 out of 5 average rating, 111 reviews

Sun Shine Luxury Villas 2bedroom Pool&Gym OchoRios

Your family will be close to everything when you stay at our centrally-located Villa. Beaches ,restaurants , ATMs, Supermarkets . Attractions and Excursions . Your amenities are POOL & Gym. 🧑🏽‍🍳- Chef services are also available. 🚐- Airport Pick services Please send me a message for the additional services rates. Your vacation will be filled with fun activities everyday.🫶🏽🇯🇲

Popular amenities for Boscobel rentals with a pool

Quick stats about holiday rentals with a pool in Boscobel

  • Total holiday rentals

    Explore 20 holiday rentals in Boscobel

  • Nightly prices starting at

    Boscobel holiday rentals start at $102 NZD per night before taxes and fees

  • Verified guest reviews

    Over 180 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Boscobel holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Boscobel rentals

  • 4.8 Average rating

    Boscobel stays are highly rated by guests—averaging 4.8 out of 5!

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