Middlesex Area Rentals
From $106 per night (USD)VRBO
Cozy Studio Guests Suite in Runaway Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Runaway Bay is waiting for you at this beautiful 1-bedroom studio guests suite. Inside, guests find a comfortable space ...
From $106 per night (USD)VRBO
From $188 per night (USD)Expedia
Cozy Family-Oriented Townhome
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your home away from home in Portmore with 3 bedrooms. This delightful townhome offers a nice blend of comfort and conven ...
From $188 per night (USD)Expedia
From $169 per night (USD)VRBO
Charming 2-bedroom house with AC in amazing Old Harbour to relax and enjoy .
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this beautiful house in Old Harbour. With two cozy bedrooms featuring a king bed and a queen bed, guests can ...
From $169 per night (USD)VRBO
From $329 per night (USD)Expedia
TAMBELL HAVEN serene 3 Br Runaway Bay with AC,pool and private beach walkable
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Make yourself at home in this 3-bedroom Runaway Bay retreat. This fabulous house features three king beds, offering plen ...
From $329 per night (USD)Expedia
From $862 per night (USD)VRBO
Living Pretty - Elegant 8 Bedroom Villa in Peaceful Ingleside, Mandeville.
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 16
Experience the perfect blend of comfort, privacy, and flexibility in this spacious two‑story villa, nestled in the secur ...
From $862 per night (USD)VRBO
From $666 per night (USD)Expedia
Bessa | Riverfront 2BR | River, Sea & Pool ➠ U4
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
THE TRUE NORTH presents… Bessa Riverfront Suite | 2BR | Jacks River ➠ U4 The river is right there — close enough to hea ...
From $666 per night (USD)Expedia
From $730 per night (USD)VRBO
Bessa | Beachfront Suite | 2BR, Seaside Pool ➠ U78
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
THE TRUE NORTH presents… Bessa Beachfront Ocean Suite | 2BR | Oracabessa ➠ U78 Wake up to the Caribbean Sea through flo ...
From $730 per night (USD)VRBO
From $344 per night (USD)Expedia
Bessa | Beachfront Studio | Seaside Pool ➠ U77
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
THE TRUE NORTH presents… Bessa Ocean View Studio | Oracabessa ➠ U77 Wake up to the Caribbean Sea from your own private ...
From $344 per night (USD)Expedia
From $730 per night (USD)VRBO
Bessa Beachfront Ocean Suite | 2BR | Oracabessa ➠ U71
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
THE TRUE NORTH presents… Bessa Beachfront Ocean Suite | 2BR | Oracabessa ➠ U71 The Caribbean Sea through floor-to-ceili ...
From $730 per night (USD)VRBO
From $776 per night (USD)Expedia
Bessa | Riverfront 2BR Loft, Private Roof Terrace ➠ U11
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
THE TRUE NORTH presents… Bessa River Loft | 2BR + Rooftop Terrace ➠ U11 The river below. The tropical canopy around you ...
From $776 per night (USD)Expedia
From $418 per night (USD)VRBO
Bessa | Riverfront Studio | River, Sea & Pool ➠ U20
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
THE TRUE NORTH presents… Bessa Riverfront Studio | Oracabessa ➠ U20 Where Jacks River slows down, and so does the world ...
From $418 per night (USD)VRBO
From $890 per night (USD)Expedia
Bessa | Ocean View Villa | 2BR, Seaside Pool ➠ U61
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THE TRUE NORTH presents… Bessa Ocean View Villa | 2BR | Oracabessa ➠ U61 Your own private villa, surrounded by tropical ...
From $890 per night (USD)Expedia
From $890 per night (USD)VRBO
Bessa | Ocean View Villa | 2BR, Seaside Pool ➠ U52
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THE TRUE NORTH presents… Bessa Ocean View Villa | 2BR | Oracabessa ➠ U52 Your own private villa, surrounded by tropical ...
From $890 per night (USD)VRBO
From $650 per night (USD)Expedia
Bessa Ocean Suite Loft | 3BR + Private Roof Terrace ➠ U83
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
THE TRUE NORTH presents… Bessa Beachfront Ocean Loft | 3BR | Oracabessa ➠ U83 Ocean Suite Loft with Sitting Room + Roof ...
From $650 per night (USD)Expedia
From $730 per night (USD)VRBO
Bessa Beachfront Ocean Suite | 2BR | Oracabessa ➠ U66
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
THE TRUE NORTH presents… Bessa Beachfront Ocean Suite | 2BR | Oracabessa ➠ U66 The Caribbean Sea through floor-to-ceili ...
From $730 per night (USD)VRBO
From $890 per night (USD)Expedia
Bessa | Ocean View Villa | 2BR, Seaside Pool ➠ U55
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THE TRUE NORTH presents… Bessa Ocean View Villa | 2BR | Oracabessa ➠ U55 Your own private villa, surrounded by tropical ...
From $890 per night (USD)Expedia
From $700 per night (USD)VRBO
Bessa | Beachfront 2BR Loft, Private Roof Terrace ➠ U80
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
THE TRUE NORTH presents… Bessa Beachfront Ocean Loft | 2BR | Oracabessa ➠ U80 Two floors. A roof terrace. The Caribbean ...
From $700 per night (USD)VRBO
From $861 per night (USD)Expedia
Bessa | Ocean View Villa | 2BR, Seaside Pool ➠ U58
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THE TRUE NORTH presents… Bessa Ocean View Villa | 2BR | Oracabessa ➠ U58 Your own private villa, surrounded by tropical ...
From $861 per night (USD)Expedia
From $730 per night (USD)VRBO
Bessa | Beachfront Suite | 2BR, Seaside Pool ➠ U86
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
THE TRUE NORTH presents… Bessa Beachfront Ocean Suite | 2BR | Oracabessa ➠ U86 The Caribbean Sea through floor-to-ceili ...
From $730 per night (USD)VRBO
From $67 per night (USD)Expedia
Gorgeous 8-bedroom bed & breakfast in charming Clarendon Park Tollgate
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 38
Your Clarendon Park adventure begins at this charming 8-bedroom bed & breakfast, offering a warm, comfortable, and welco ...
From $67 per night (USD)Expedia
From $92 per night (USD)VRBO
Zim Oasis Portmore st Catherine
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Rental basis: Entire house or apartment Number of bedrooms: 1; Number of other rooms with beds: 0 Number of bathrooms: 2 ...
From $92 per night (USD)VRBO
From $262 per night (USD)Expedia
Holiday Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Holiday Oasis, a stylish and centrally located retreat in the heart of Saint Ann’s Bay, Jamaica. Designed for ...
From $262 per night (USD)Expedia
From $165 per night (USD)VRBO
Newly Built Apartment in the Heart of Ocho Rios
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Sol Harbour | Ocho Rios Welcome to your stylish beach studio at Sol Harbour, located in the heart of Ocho Rios, Jamaica ...
From $165 per night (USD)VRBO
From $62 per night (USD)Expedia
Studio Apartment - That Sweet and Simple Nice Spot
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Forget your worries in this serene large studio apartment. Escape to your private Jamaican retreat near Ocho Rios. Spaci ...
From $62 per night (USD)Expedia
From $183 per night (USD)VRBO
Your Ocho Rios Getaway Starts Here Newly Built
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Sol Harbour | Ocho Rios Welcome to your stylish beach studio at Sol Harbour, located in the heart of Ocho Rios, Jamaica ...
From $183 per night (USD)VRBO
From $286 per night (USD)Expedia
Tropical Haven Northcoast near Ocho Rios. Near Dunn's River Falls-Make it yours
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This Tropical Jewel in located in Draxhall, St. Ann- It's a 3 Bedroom, 3 Bathroom home. A Perfect spot to explore Jamaic ...
From $286 per night (USD)Expedia
From $100 per night (USD)VRBO
Cozy & Secure 2BR Old Harbour Retreat: All the Comforts of Your Own Home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to your spacious tropical oasis in the historic heart of Old Harbour. This isn't just a rental; it's a genuine ho ...
From $100 per night (USD)VRBO
From $251 per night (USD)Expedia
Peaceful Hilltop Retreat/Ocho Rios/Community Pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a stylish experience at this centrally-located place. The graceful and sophisticated ambiance will be welcoming, i ...
From $251 per night (USD)Expedia
From $1424 per night (USD)VRBO
Luxurious Beachfront Villa located in the beautiful Ocho Rios Jamaica
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
skyfall villa A modern luxury holiday home in boscobel ocho rios - ideal for family, group stays, weddings or retreats ...
From $1424 per night (USD)VRBO
From $261 per night (USD)Expedia
6th-floor Luxury suite in Portmore with pool, jacuzzi & sea view
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this luxury 2-bedroom suite at Bayfront Villas in Portmore. Perched on the 6th floor, you’ll enjoy breathtakin ...
From $261 per night (USD)Expedia
From $135 per night (USD)VRBO
Zee-cameron, a tranquil 2-bedroom house with AC in charming Ewarton
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to ZEE CAMERON, a clean, modern, large, exquisite 2 bedrooms 1 bathroom house, your cozy get away in a peaceful ...
From $135 per night (USD)VRBO
From $189 per night (USD)Expedia
CASA 28 2BR 2.5BA Townhouse Gated 24HR Security
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Casa 28 – Your Private Jamaican Escape Wake up to warm Caribbean sunshine in this peaceful townhouse locate ...
From $189 per night (USD)Expedia
From $257 per night (USD)VRBO
Family-friendly Serenity 2-bedroom house with AC in Old Harbour
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your home away from home in Old Harbour with 2 bedrooms. This lovely house features a king bed and a queen bed, perfect ...
From $257 per night (USD)VRBO
From $195 per night (USD)Expedia
Beyond Escape-Solar-Powered-3BDRM-Near Ocho Rios
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Rental basis: Entire house or apartment Number of bedrooms: 3; Number of other rooms with beds: 0 Number of bathrooms: 2 ...
From $195 per night (USD)Expedia
From $92 per night (USD)VRBO
Luxury house in soothing Spanish Town perfect for your getaway
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Content Luxury Stay Experience comfort, privacy, and convenience at Content Luxury Stay, your home away from ...
From $92 per night (USD)VRBO
From $102 per night (USD)Expedia
Home2Comfort where you will experience cherishable memories.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Old Harbour is waiting for you at this 2-bedroom house. Inside, guests find two cozy queen beds and a bathroom featuring ...
From $102 per night (USD)Expedia
From $209 per night (USD)VRBO
The Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Your St. Ann Parish adventure begins at this 4-bedroom house. Inside, guests find a superb mix of comfort and space, fea ...
From $209 per night (USD)VRBO
From $1811 per night (USD)Expedia
Luxury 7-Bedroom Villa Chef, Butler, Pool, Ocean Views & Premium Amenities
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
Villa Amarilla A Private Ocean View Retreat in Plantation Village, Jamaica Up To 7 Bedrooms • 6.5 Bathrooms • Sleeps ...
From $1811 per night (USD)Expedia
From $282 per night (USD)VRBO
3BR SOLAR, Ocho Rios 15 min, Beach 10 min, 24HR Gated, Serene, ECO SMART Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
THE RUBY VILLA is a serene ECO SMART villa nestled in a gated community in the hills, 15 minutes from Ocho Rios and is i ...
From $282 per night (USD)VRBO
From $158 per night (USD)Expedia
Jevico Villa - Near Ocho Rios - Starlink - Solar - Gated
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This pleasant house is the perfect home base for your trip to Priory or the Garden Parish of Jamaica. Inside, guests fin ...
From $158 per night (USD)Expedia
From $141 per night (USD)VRBO
Savannah Sunset- Charming 2 Bedroom Home with AC and Community Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a peaceful stay at this 2-bedroom house in Runaway Bay. The bedrooms feature a queen bed and 2 twin beds, perfect ...
From $141 per night (USD)VRBO
From $548 per night (USD)Expedia
Private 3 bedroom w/own bathroom in St.Ann’s Bay, just 15 mins from Ocho Rios.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
🌴 Mantie by the Bay | Private Beach | Gated | 15 Min to Ocho Rios Private Beach Access • Crystal-Clear Waters • 24-Hou ...
From $548 per night (USD)Expedia
From $262 per night (USD)VRBO
Boutique Styled 2BR Luxury Retreat Where Modern Comfort Meets a Relaxing Escape
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Beech Life, a thoughtfully designed retreat where modern comfort meets calm, effortless luxury. Nestled in th ...
From $262 per night (USD)VRBO
From $106 per night (USD)Expedia
2 Bedroom upstairs large flat in Portmore Pines
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Rental basis: Entire house or apartment Number of bedrooms: 2; Number of other rooms with beds: 0 Number of bathrooms: 1 ...
From $106 per night (USD)Expedia
From $130 per night (USD)VRBO
Relax in Style Modern Apartment with Balcony Overlooking the Pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Get ready to relax in this 2-bedroom apartment in Hellshire. The space features two king beds and three bathrooms, inclu ...
From $130 per night (USD)VRBO
From $425 per night (USD)Expedia
The Noble Retreat, your slice of paradise on Jamaica’s breathtaking North Coast.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Elevate Your Escape Welcome to The Noble Retreat, your slice of paradise on Jamaica’s breathtaking North Coast. Nestled ...
From $425 per night (USD)Expedia
From $124 per night (USD)VRBO
Lovely 1-bedroom with AC, 15 minutes from Ocho Rios town center and attractions.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Chloe’s Cove | North Coast Jamaica Near Ocho Rios Escape to Chloe’s Cove, a serene 1-bedroom, 1-bath island retreat in ...
From $124 per night (USD)VRBO
From $210 per night (USD)VRBO
An ultimate tropical escape community 5 min to Hellshire & Fort Clarence beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious bedrooms, built-in closets, dedicated workstation, bedrooms are equipped with air conditioning to guarantee a c ...
From $210 per night (USD)VRBO
From $95 per night (USD)VRBO
Nice 1-bedroom house with AC in Colbeck Manor Old Harbour
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to this delightful house in Old Harbour. Guests will find a cozy bedroom with a full bed, perfect for a restful ...
From $95 per night (USD)VRBO
From $204 per night (USD)VRBO
Poolhouse@Countryclub 2-bedroom house w/ Pool in Portmore CountryClub, Jamaica.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your Portmore adventure begins at this 2-bedroom house. Inside, guests find two comfortable queen beds and a stylish bat ...
From $204 per night (USD)VRBO
From $190 per night (USD)VRBO
5 min to Hellshire & Fort Clarence beaches An ultimate tropical escape community
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
- Spacious bedrooms, built-in closets, dedicated workstation, bedrooms are equipped with air conditioning to guarantee a ...
From $190 per night (USD)VRBO
From $81 per night (USD)VRBO
Terrific 2-bedroom condo with AC in Tower Isle close to Ocho Rios beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this charming condo in Tower Isle. This peaceful retreat features two bedrooms, including a king bed and a fu ...
From $81 per night (USD)VRBO
From $126 per night (USD)VRBO
Spacious 4 Bedroom Home with A/C and Full Kitchen
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Enjoy a peaceful stay in our spacious home in the quiet community of Bridgewater Gardens, Discovery Bay. Whether you’re ...
From $126 per night (USD)VRBO
From $164 per night (USD)VRBO
Beautiful 2-bedroom house in enchanting Woodside perfect for relaxing stays
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a peaceful rural getaway nestled in the cool, balmy & picturesque mountains of Woodside, St. Mary. Take it easy at ...
From $164 per night (USD)VRBO
From $185 per night (USD)VRBO
Modern 3 Bedroom within beautiful gated community
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Looking for a centrally located oasis, close to popular attractions, authentic Jamaican restaurants and tourist spots? E ...
From $185 per night (USD)VRBO
From $584 per night (USD)VRBO
Ideal Getaway in Tower Isles, St Mary /Ocho Rios
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in Tower Isle, this beautiful, tranquil and spacious home offers plenty of space with four bedrooms, including ...
From $584 per night (USD)VRBO
From $2571 per night (USD)VRBO
Private Beachfront Lux Villa, 6-Ensuite Bedrooms
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Perfect for family reunions, weddings, retreats & staycations. Luxury beachfront villa new to Pear Tree Bottom blends ...
From $2571 per night (USD)VRBO
From $248 per night (USD)VRBO
3-bedroom townhome in the heart of gorgeous Ocho Rios
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your home away from home in Ocho Rios with 3 bedrooms. This brilliant townhome features a king bed, a full bed, and a qu ...
From $248 per night (USD)VRBO
From $175 per night (USD)VRBO
Quiet get away ocho rios St. ann
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this charming and inviting two-bedroom home, where comfort meets convenience. Nestled in a peaceful neighborho ...
From $175 per night (USD)VRBO
From $231 per night (USD)VRBO
MyJAplace |stunning coastal retreat near Ocho Rios Jamaica Paradisiac Beach Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
New 2-bedroom apartment on the 2nd floor (stairs only) nestled in a secure, gated community. Guests especially love: 🌴 ...
From $231 per night (USD)VRBO
From $182 per night (USD)VRBO
Exquisite apartment in Ocho Rios. Central to major attractions like Dunn’s River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a stylish experience at this centrally-located space. This mid-century modern two floor apartment is quaint and tr ...
From $182 per night (USD)VRBO
From $360 per night (USD)VRBO
Sun, Sea & Serenity 5 BR Stay at Sun Haven Retreat
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Sun Haven Villa Retreat! Escape to island-style luxury at Sun Haven Villa Retreat, a modern and spacious va ...
From $360 per night (USD)VRBO
From $114 per night (USD)VRBO
Barbados Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Barbados Suite is a spacious and relaxing one-bedroom suite, with a bathroom. This room comes with a Queen Size Bed ...
From $114 per night (USD)VRBO
From $80 per night (USD)VRBO
Cozy Escapes: Secure 1BR w/ Parking & near Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This Portmore house boasts 1 inviting bedroom with a comfortable queen bed. Guests find a pleasant bathroom featuring a ...
From $80 per night (USD)VRBO
From $410 per night (USD)VRBO
Dream Suite is on the third-floor with a queen bed and sea view. A peaceful escape for rest and reflection!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Dream Suite blends modern comfort with Caribbean calm while looking out onto the sea! Relax in a queen bed surrounde ...
From $410 per night (USD)VRBO
From $1765 per night (USD)VRBO
Escape to Hilltop Paradise — a luxury oceanview villa in Jamaica featuring a rooftop infinity pool, serene suites, and peaceful island vibes. Perfect for birthdays, group getaways, retreats, and unforgettable Caribbean escapes.
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 25
🌴 Designed for relaxation, connection, and unforgettable escapes. Enjoy our rooftop infinity pool, serene suites, zen-i ...
From $1765 per night (USD)VRBO
From $504 per night (USD)VRBO
Euphoria suite is a two bedroom, one bathroom unit with a private kitchen, living room, and laundry room. Perfect for groups or two traveling together seeking extra space, privacy, and elegant Caribbean comfort!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
The Euphoria suite is Hilltop Paradise Jamaica’s most spacious retreat, featuring two bedrooms, one bathroom, a full pri ...
From $504 per night (USD)VRBO
From $313 per night (USD)VRBO
Quiet and stylish suite with a queen bed and ensuite bathroom. Designed for peaceful rest and inspired productivity.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Peace Suite lives up to its name — quiet, stylish, and beautifully designed for comfort. Mini refrigerator with coff ...
From $313 per night (USD)VRBO
From $410 per night (USD)VRBO
Bright and airy, the Eden Suite features a queen bed, ensuite bathroom, and balcony — a perfect retreat for couples or solo travelers.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Eden Suite offers tranquility and balance with a queen bed, private terrace, and ensuite bath. Elevator access is pr ...
From $410 per night (USD)VRBO
From $345 per night (USD)VRBO
Minimalist queen suite with soothing décor and ensuite bathroom for quiet reflection.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Utopia Suite blends modern elegance with Caribbean calm. Relax in a queen bed surrounded by soft neutral tones, marb ...
From $345 per night (USD)VRBO
From $345 per night (USD)VRBO
Elegant and peaceful, the Tranquility Suite features a queen bed and a ensuite bathroom — a perfect retreat for couples or solo travelers.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Tranquility Suite blends modern elegance with Caribbean calm. Relax in a queen bed surrounded by soft neutral tones, ...
From $345 per night (USD)VRBO
From $165 per night (USD)VRBO
SPACIOUS 5 BEDROOMS IN TRANQUIL SURROUNDINGS. SLEEPS UP TO 16
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
This stylish and spacious home is perfect for families and other large groups. Located in the cool area of browns Town. ...
From $165 per night (USD)VRBO
From $400 per night (USD)VRBO
SPACIOUS 6 BEDROOM MANSION IN PEACEFUL SURROUNDINGS! Sleeps up to 15
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 15
100% PRIVACY! HUGHE SPACE! Relax with family/friends at this tranquil mansion. 6 bedrooms. 6 full bathrooms. 7 queen siz ...
From $400 per night (USD)VRBO
From $131 per night (USD)VRBO
Soulful Serenity
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
THE SOULFUL SERENITY EXPERIENCE A no-stress experience; relaxation; a serene place of rest for both body and soul - SOU ...
From $131 per night (USD)VRBO
From $330 per night (USD)VRBO
3 Bedroom Cozy House in Drax Hall
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Located in Ocho Rios, this welcoming vacation home brings it all within your reach. With the property's convenient on ...
From $330 per night (USD)VRBO
From $172 per night (USD)VRBO
Trinidad and Tobago Suite
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Trinidad and Tobago Suite is a two-bedroom apartment with each room having a Double Bed, kitchen, and bathroom. Fro ...
From $172 per night (USD)VRBO
From $114 per night (USD)VRBO
Curacao Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Curacao Suite is a relaxing one-bedroom suite with a King Size Bed, bathroom, and kitchen. It has a lovely veranda w ...
From $114 per night (USD)VRBO
From $102 per night (USD)VRBO
Bonaire Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Bonaire Suite is a relaxing one-bedroom suite with a Queen Size Bed, couch, and bathroom. It has a lovely veranda w ...
From $102 per night (USD)VRBO
From $108 per night (USD)VRBO
Aruba Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Aruba Suite is a spacious and relaxing one-bedroom suite with a Queen Size Bed, bathroom, and kitchen. From this roo ...
From $108 per night (USD)VRBO
From $91 per night (USD)VRBO
St. Martin Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The St. Martin Suite is a relaxing one-bedroom suite with a Queen Size Bed and a bathroom. The Veranda is directly acros ...
From $91 per night (USD)VRBO
From $269 per night (USD)VRBO
Coastal Paradise at Waves, Tower Isle
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This meticulously designed second floor ocean front condo offers a high-end experience, thoughtfully adorned with qualit ...
From $269 per night (USD)VRBO
From $958 per night (USD)VRBO
Tropical Private Oasis Home in Tower Isles St Mary
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
Escape to this wonderful house in picturesque Tower Isle. With five spacious bedrooms and seven bathrooms, guests enjoy ...
From $958 per night (USD)VRBO
From $149 per night (USD)VRBO
WECOME TO SPRING DASH 2BR POOL&BEACH ACCESS. BAR& GRILL, FREE PARKING&AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your island escape in beautiful Discovery Bay, Jamaica! This relaxing 2-bedroom retreat offers stunning beac ...
From $149 per night (USD)VRBO
From $108 per night (USD)VRBO
The Scarlett Escape: Charming 3BRD Oasis house Edgewater Portmore with AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make yourself at home in this 3-bedroom Portmore house. The beautiful bedrooms feature a queen bed, a full bed, and a tw ...
From $108 per night (USD)VRBO
From $172 per night (USD)VRBO
The View@ Sky Castles, Ocho Rios - cozy 1-bedroom w/views of Ocean & Ochi Town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience Ocho Ros in this beautifully renovated 1-bedroom apartment with all amenities needed for a relaxing and comfo ...
From $172 per night (USD)VRBO
From $114 per night (USD)VRBO
Cozy Escapes 876: Secure 2BR with AC, Parking & near Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Cozy Escapes, a modern home in the newly constructed, gated community of Phoenix Park Village 2 in Portmore. ...
From $114 per night (USD)VRBO
From $254 per night (USD)VRBO
New Cool Water Ocean Breeze Retreat Safe n Serene in Drax Hall
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to the peaceful New Fairway Estate—just 10 minutes from nightlife, dining & shopping! Enjoy stunning mountain, ...
From $254 per night (USD)VRBO
From $190 per night (USD)VRBO
Cool Water Ocean Breeze in Serene Secure Community w/ Multiple Ensuite Bathrooms
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Drax Hall is waiting for you at this 1-bedroom 2-full bath villa. This awesome property features high ceilings. Enjoy 1 ...
From $190 per night (USD)VRBO
From $2401 per night (USD)VRBO
Ocean Front Staffed Villa | Lux Resort by Bocobay
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Palm Beach Villas in Runaway Bay, Jamaica is a new ultra-exclusive luxury beachfront villa community set along a stunnin ...
From $2401 per night (USD)VRBO
From $119 per night (USD)VRBO
Beach front apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Home away from home, gated community, security entrance at gate, peaceful, clean and comfortable environment. Digital ...
From $119 per night (USD)VRBO
From $182 per night (USD)VRBO
Cozy 2-bedroom house in lovely Portmore with AC , kids park and gym
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your home away from home in Portmore with 2 bedrooms. This brilliant house features a queen bed and a twin bed, perfect ...
From $182 per night (USD)VRBO
From $257 per night (USD)VRBO
Gated 3 Bedroom House in Ocho Rios Tower Isle.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your cozy getaway awaits in Tower Isle at this charming house. With three queen bedrooms and two bathrooms featuring ref ...
From $257 per night (USD)VRBO
From $115 per night (USD)VRBO
ElizabetShanaya, Savannah At The Vistas, Runaway Bay, A magnificent view!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a stylish experience at this centrally located home away from home. Discover ElizabetShanaya at The Savannah Vista ...
From $115 per night (USD)VRBO
From $327 per night (USD)VRBO
SummERBreeze @ Pyramid Point 3 Bedroom Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Corner Lot a hideaway, with Natural Beauty, of Rain forest sunset above the tree and nature at its best Wake up to the ...
From $327 per night (USD)VRBO
From $141 per night (USD)VRBO
Stunning View, A Pool, Beach Access - Book Now!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Relax and unwind in this serene, stylish space. All rooms offer ocean views and a refreshing ocean breeze. You will feel ...
From $141 per night (USD)VRBO
From $124 per night (USD)Expedia
Great Price, Modern, Video Games, All Inclusive!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Located in Old Harbour, enjoy what this 2-bedroom house has to offer. This superb and welcoming property comes equipped ...
From $124 per night (USD)Expedia
From $382 per night (USD)VRBO
Gorgeous 3 bdrm villa. Walk to beach. Near Ocho rios. Priv chef/driver for a fee
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful, peaceful 3 bedroom/3 bathroom beach house is the perfect backdrop to create lasting memories. Fenced bac ...
From $382 per night (USD)VRBO
From $154 per night (USD)VRBO
Beautiful cottage. The perfect balance of cozy, modern, urban and country.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to a tranquil oasis in the heart of Portmore, St. Catherine, just a stone's throw from Kingston. Our stunning 2-b ...
From $154 per night (USD)VRBO
From $6066 per night (USD)VRBO
Enjoy Modern Luxury
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 16
Malatai Villa is located in the beautiful town of Ocho Rios on the northern coast of Jamaica. It is a magnificent 10,000 ...
From $6066 per night (USD)VRBO
From $218 per night (USD)VRBO
Beachside Townhouse Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Sojo's Sandy Toes beach condo. Our 2 bedroom, 2.5 bathroom condo is only steps from the beach. It is nestled ...
From $218 per night (USD)VRBO