
Holiday rentals with a pool in Boscobel
Find and book unique homes with a pool on Airbnb
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 €79 per night before taxes and fees

Verified guest reviews
Over 190 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Boscobel holiday rentals include wifi 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.

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!

4BR Oceanfront Villa Pool Chef Option Nr Ocho Rios
Wake up to sweeping Caribbean sea views at this private 4-bedroom oceanfront villa, just 15 mins from Ocho Rios. * Perfect for families and groups, it features en-suite bedrooms, a private pool, and inviting outdoor spaces for dining and relaxing. * Enjoy the ideal mix of seclusion and convenience — peaceful and tucked away, yet close to beaches, restaurants, and attractions. * We can arrange a private chef, housekeeping, airport transfers, and grocery pre-stocking so you can arrive and unwind.

Olive Branch Villa Oracabessa *Luxury*
Just minutes from the beach and nestled in the exotic hills of Oracabessa, Olive Branch Villa sits on beautifully landscaped grounds with a panoramic view of the Caribbean Sea. This 10,900 square foot villa boasts 4 well appointed bedrooms each with a sea view. The villa features a swimming pool with a large deck overlooking the Oracabessa Bay with a fine dining experience and first class service to leave you with a smile. If it is your first visit we are confident that it won't be your last.

Teal Horizon~OceanfrontCaribbeanEscape |Tower Isle
Escape to an authentic Jamaican paradise at The Waves Apartment in the coveted Tower Isle. Welcome to Teal Horizon where your dream vacation becomes reality! Our luxurious 2-bedroom retreat offers the perfect blend of comfort and style, ensuring a memorable stay in one of Jamaica's most enchanting locations. Why You'll Love This Home ✔︎Never Miss a Sunset at this Spectacular Property ✔︎ Unobstructed, breathtaking ocean views ✔︎ Feel the warmth of authentic Caribbean charm mixed with COMFORT

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.

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.

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 4 guests. As we have many couples traveling we offer a discounted base rate for 2 guests, each additional guest comes with an additional fee up to a maximum of 4. Access to the 2nd bedroom encurs a one time charge of $50.00 to cover the cleaning fee.

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.

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.

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!

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!

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
House rentals with a pool

Curate Cottage, Ocho Rios, Jamaica

Beauty & Serenity at Kyah Place

Sea-Breeze-Getaway

Pyramid Springs

Nanichi Comfort in Luxury, Serene & Convenient!

Zuma Villa|3BR|Rooftop|Gated|Pool|10 min Beach

BlissVilla:Infinity pool, stunning sea/mtn views

Paradise Penthouse w/ Private Chef & Oceanfront
Apartment rentals with a pool

Central Ochi Studio!Alexa Smarthome+SeaView+2Pools

Jamaica Ocho Rios - Island Breeze villa

Seaside Escape at Water Mills Villa St. Ann, JA

BluWaves~Oceanfront Condo Gated Community OchoRios

SalemSuites1 Walk to beach &Sharkies Restaurant

The View@Sky Castles, Columbus Heights

Ocho Rios Bay Beach Studio

Spacious Ocho Rios Beach Apt with A/C, Cable& WiFi
Other holiday rentals with a pool

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

Whispering Breeze

Private Seafront Villa near Ochi

Luxury penthouse view Ochi Rios

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

Experience Luxury/PS5/Wifi/65'TV/Cozy Bed/5min twn

OceanView + Pool Near Ocho Rios Washer +Pool Table

Welcome to The Idyll - 3 bedroom
Destinations to explore
- Kingston Holiday rentals
- Montego Bay Holiday rentals
- Negril Holiday rentals
- Ocho Rios Holiday rentals
- Portmore Holiday rentals
- George Town Holiday rentals
- Mandeville Holiday rentals
- Hellshire Holiday rentals
- Santiago de Cuba Holiday rentals
- Saint Ann's Bay Holiday rentals
- Spanish Town Holiday rentals
- May Pen Holiday rentals
- Ocho Rios Bay Beach
- Bob Marley Museum
- Hellshire Beach
- Hope Botanical Gardens
- Emancipation Park
- Phoenix Park Village
- University of the West Indies
- Fort Clarence Beach
- Reggae Beach
- Devon House
- Green Grotto Caves
- Rafjam Bed & Breakfast
- Martha Brae Rafting Village
- Strawberry Hill
- Bob Marley's Mausoleum
- Somerset Falls
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Konoko Falls
- Independence Park
- Burwood Public Beach





