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Vacation rentals with a pool in Boscobel

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Boscobel

  • Total vacation rentals

    Explore 20 vacation rentals in Boscobel

  • Nightly prices starting at

    Boscobel vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

  • Verified guest reviews

    Over 190 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Boscobel vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Boscobel rentals

  • 4.9 Average rating

    Boscobel stays are highly rated by guests—averaging 4.9 out of 5!

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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Top guest favorite
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.
Home in Ocho Rios

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!

4.92 out of 5 average rating, 126 reviews
Top guest favorite
Condo in Ocho Rios

Central Ochi Studio!Alexa Smarthome+SeaView+2Pools

Post Melissa-All utilities are working. Modern poolside studio,city+ocean views. Alexa Smart & keyless entry. Central in Ocho Rios, gated 24-hr security, Sky Castles, 5 min drive to attractions (Dunn’s River Falls, Mystic Mountain) & stores. Porcelain tiles for a luxurious feel. Equip kitchen, smart TV, Safe, shower, 1 queen bed for 2 & a sofa bed for 2. Covered patio, free parking & access to 2 pools make this a must stay. A camera is above the front door, this is for guest safety and security.

4.93 out of 5 average rating, 302 reviews
Top guest favorite
Home in Ocho Rios

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 lock *Black-out Curtain *hot water *Fully equipped kitchen *Pots, pan, utensils *Drinking/Wine glass *Coffee/Tea station *Blender,Toaster, Microwave *Stainless Steel Appliances *Furnished backyard Gazebo *Outside Dining *Bedding *Safe *Feminine hygiene product *Toiletries *First Aid Kit *Washer & Dryer *High Chair *Baby Bath *Crib *Grill

4.96 out of 5 average rating, 110 reviews
Guest favorite
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

Premium Apt coastal decor done to a high standard. Spacious, airy, lots of light & comfortable. Spectacular sea views . Steps from the Pool and Beach Cove. Fully equipped with linen, towels etc. Kitchen features granite counter tops with all amenities. Sea Palms is 7 minutes east of Ocho Rios. Restaurants, Shopping, Attractions. Self catering or Housekeeper/Cook on request at reasonable costs. Laundry Service included INSTANT BOOKINGS NOT ACCEPTED FOR SAME DAY & NOT ON SAT OR SUN.innong.

4.89 out of 5 average rating, 108 reviews
Superhost
Apartment in Ocho Rios

Tropical Ocean View Retreat w/ Pool ~ Ocho Rios

Escape to a peaceful and secluded tropical retreat in Ocho Rios, where privacy, comfort and island atmosphere come together. The Coconut Palm Villa is an intimate property with just 3 private one-bedroom guest suites, making it a quieter alternative to large apartment complexes and busy resorts. Guests can relax beside the shared swimming pool, enjoyed by only four suites, unwind among tropical fruit trees, or simply enjoy the calm surroundings and scenic ocean view.

4.85 out of 5 average rating, 403 reviews
Top guest favorite
A bright, open living area features a comfortable seating arrangement with a striped chair and neutral sofa. A wall-mounted TV is positioned above a modern console, with fresh flowers on a coffee table. The space transitions into a dining area and kitchen beyond.
Villa in Ocho Rios

Lux Retreat|3BR|Gated Cmty|Pool|5 min to Beach|Gym

Escape to luxury at this modern villa in the exclusive Pyramid Point Gated Community with 24-hour security. Enjoy hot water, solar power, and super-fast Starlink WiFi. PRIME LOCATION: 5 min to Ocho Rios Beach, 10 min to Dunn’s River Falls & Dolphin Cove, 15 min to Chukka Adventures. Relax in the infinity pool with ocean views, hit the gym, play tennis, basketball, or ping pong, or let kids enjoy the playground. Comfort, privacy, and adventure await!

4.96 out of 5 average rating, 105 reviews
Guest favorite
Villa in Ocho Rios

Serenity Villa Drax Hall w/Pool Near Dunns River!

“Great location, quiet and secure and close to everything you could possibly need.” - Chris Unwind at this beautifully furnished 3-bedroom, 3-bathroom home nestled in the secure and peaceful community of Drax Hall Manor, just 8 minutes from Dunn’s River Falls. Fully operational and welcoming guests! Whether you’re planning a relaxing retreat, a group adventure, or a remote working getaway, this home is thoughtfully designed to suit your needs.

4.87 out of 5 average rating, 106 reviews
Guest favorite
A modern living area features a spacious beige sectional sofa facing a flat-screen television mounted on the wall. A wooden coffee table sits centrally, and a dining area with a round table and four chairs is visible in the background, illuminated by natural light from large windows.
Home in Ocho Rios

Bequest Haven: Luxury home with 24hr Security

Bequest Haven overlooks the beautiful Resort town of Ocho Rios, Jamaica! Enjoy this peaceful, modern, centrally located home which is only a 3 minute drive from the town center. It is in close proximity to various beaches, rivers, restaurants, clubs and all the of the regions popular tourist destinations such as Dunn’s River Falls, Dolphin Cove, Mystic Mountain, multiple adventure parks and so much more!

4.96 out of 5 average rating, 105 reviews
Guest favorite
A view is captured from a balcony framed by an arched opening. Lush palm trees sway gently in the warm breeze, providing a backdrop for the sandy beach and tranquil ocean visible in the distance. Two chairs are positioned on the balcony, inviting relaxation.
Apartment in Ocho Rios

Ocho Rios Bay Beach Apartment

This recently refurbished one bedroom apartment sits directly on Ocho Rios bay beach. Located in the heart of the town shops, restaurants, bars are just minutes away. Several major attractions including Dunn’s River Falls, Mystic Mountain and Dolphin Cove are in close proximity. The overall property has a swimming pool and bar that guests may enjoy and is literally steps from the Ocho Rios Bay Beach.

4.83 out of 5 average rating, 157 reviews
Top guest favorite
Condo in Tower Isle

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!

4.9 out of 5 average rating, 157 reviews
Top guest favorite
An aerial view captures a coastal area featuring vibrant green landscapes, urban structures, and a serene bay. The coastline is dotted with boats, and a variety of buildings, including a hotel, is visible along the shore, highlighting the proximity to both nature and amenities.
Apartment in Ocho Rios

SCH Airbnb Mystic Ridge Resort

Come to SCHAirbnb at Mystic Ridge Resort for a spacious, family friendly atmosphere. Comfortably sleeps up to four people, with kitchen, wifi with TV in bedroom and living room. Access to pool and tennis court. Located 2.4km from Mytic Mountain and about 10 minutes walk from Ochi Rios Bay beach. Close to restaurants and transportation. Excellent picturesque view of the city.

4.97 out of 5 average rating, 155 reviews
Guest favorite
The villa overlooks the ocean, surrounded by lush greenery. A spacious two-story building showcases a red-tiled roof and multiple balconies, while clear blue waters and a rocky coastline are visible in the background. Nearby homes also reflect a tropical environment.
Home in Tower Isle

Tranquil Times villa

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!!!

4.94 out of 5 average rating, 312 reviews

Popular amenities for Boscobel rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
Home in Priory

Star Apple Getaway |Pool |Playground

4.98 out of 5 average rating, 103 reviews
Top guest favorite
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

Sea-Breeze-Getaway

4.96 out of 5 average rating, 112 reviews
Guest favorite
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

Sun Shine Luxury Villas 2bedroom Pool&Gym OchoRios

4.94 out of 5 average rating, 124 reviews
Guest favorite
Home in Ocho Rios

4BR Oceanfront Villa Pool Chef Option Nr Ocho Rios

4.91 out of 5 average rating, 64 reviews
Guest favorite
Home in Tower Isle

Nanichi Comfort in Luxury, Serene & Convenient!

5.0 out of 5 average rating, 17 reviews
Superhost
Home in Ocho Rios

BlissVilla:Infinity pool, stunning sea/mtn views

4.66 out of 5 average rating, 158 reviews
Guest favorite
Home in Ocho Rios

Orchid Oasis Retreat

4.93 out of 5 average rating, 42 reviews
Guest favorite
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.
Home in Ocho Rios

Pyramid Springs

4.86 out of 5 average rating, 73 reviews

Condo rentals with a pool

Guest favorite
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.
Condo in Tower Isle

BluWaves~Oceanfront Condo Gated Community OchoRios

4.86 out of 5 average rating, 150 reviews
Top guest favorite
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.
Condo in Ocho Rios

The Ocean Ridge @ SC:Ocho Rios, Stunning Sea Views

4.94 out of 5 average rating, 151 reviews
Guest favorite
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.
Condo in Ocho Rios

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

4.95 out of 5 average rating, 135 reviews
Superhost
Condo in Salem

SalemSuites1 Walk to beach &Sharkies Restaurant

4.81 out of 5 average rating, 202 reviews
Guest favorite
An outdoor dining area is positioned on a private porch, featuring a glass-top table and two chairs. The view encompasses the ocean and surrounding greenery, along with a glimpse of the pool and nearby buildings under a bright sky.
Condo in Ocho Rios

The View@Sky Castles, Columbus Heights

4.83 out of 5 average rating, 114 reviews
Superhost
A balcony area features a small round glass table and two chairs. Lush gardens with colorful flowers can be seen in the foreground, while the blue Caribbean Sea is visible in the background under a clear sky.
Condo in Ocho Rios

Relax Unwind Enjoy in Ocho Rios - 1 Bdrm Condo

4.78 out of 5 average rating, 115 reviews
Guest favorite
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.
Condo in Ocho Rios

Seaside Escape at Water Mills Villa St. Ann, JA

4.87 out of 5 average rating, 136 reviews
Guest favorite
Condo in Ocho Rios

Spacious Ocho Rios Beach Apt with A/C, Cable& WiFi

4.83 out of 5 average rating, 192 reviews

Other vacation rentals with a pool

Guest favorite
A tranquil swimming pool is situated against a lush backdrop of greenery, with tall banana plants lining the space. Outdoor seating is provided under a large umbrella, offering shade. Two individuals are seated at the pool's edge, enjoying the serene view of the ocean.
Guest suite in Boscobel

Catch My Drift: Coral Studio

4.9 out of 5 average rating, 39 reviews
Guest favorite
A tranquil scene is presented with two lounge chairs under large umbrellas, facing an infinity pool. The clear blue ocean and a large tree are visible in the background, providing a serene setting. Lush greenery surrounds the area, enhancing the outdoor space.
Apartment in Rio Nuevo

Lux Apartment*5 mins Beach*15 Min Ocho Rios*Secure

4.85 out of 5 average rating, 62 reviews
Superhost
Villa in Oracabessa

A View To A Kill - Your Private Tree House Villa

4.88 out of 5 average rating, 16 reviews
Guest favorite
Villa in Oracabessa

Olive Branch Villa Oracabessa *Luxury*

5.0 out of 5 average rating, 20 reviews
Guest favorite
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

Grande Haven Villa

4.96 out of 5 average rating, 77 reviews
Superhost
A spacious living area is furnished with a comfortable sectional sofa in a neutral tone, accented by decorative blue pillows. A flat-screen TV is mounted on the wall, and a dining area can be seen in the background, featuring bar stools and a clock on the wall.
Villa in Tower Isle

BeyondViewVilla/Tropical/ Pool/Starlink/SolarPower

4.89 out of 5 average rating, 36 reviews
Guest favorite
Apartment in Ocho Rios

Heart of Zion Loft in Ocho Rios

4.84 out of 5 average rating, 49 reviews
Top guest favorite
A contemporary two-story house is showcased, featuring a stone accent on one side. The entrance is framed by large windows, allowing ample natural light. A paved pathway leads to the front door, which is centered and flanked by small landscaped areas, enhancing the home's curb appeal.
Home in Ocho Rios

Heavenly Horizon

4.93 out of 5 average rating, 40 reviews

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