Captain’s Choice
1 Bedrooms
From $404 USD - $1,144 USD / nt
Villa Lolita is an exceptional example of contemporary design blended with refined Caribbean elegance. Ideal for discerning travellers seeking luxury villas in Jamaica, this striking private residence offers space, privacy and breathtaking ocean views, making it a standout choice among Jamaica villa rentals.
Set on four acres of landscaped gardens along Ocean View Drive, this exclusive retreat delivers a truly elevated experience for families, groups and those looking for private villa rentals in Jamaica.
14,000 sq ft of luxury living space.
Elevated position with sweeping ocean and coastal views.
Four acres of beautifully landscaped tropical gardens.
Perfect for guests seeking exclusive villas in Jamaica and Caribbean villas.
Villa Lolita is designed for guests who expect the highest standards, combining architectural elegance with relaxed island living.
Each of the five suites has been carefully designed to offer comfort, privacy and style, making Villa Lolita ideal for Jamaica family villa rentals and groups.
Spa-style en-suite bathrooms with open showers and dual showerheads.
Flat-screen TVs and iPod docking stations.
Panoramic ocean or garden views.
Michigan Master Suite (Main Floor)
Private terraces.
Heated infinity plunge pool.
Outdoor shower.
Washington Master Suite
Private living area.
Queen sofa bed.
Wet bar.
Tennessee Suite
King-size bed.
Illinois Suite
Two queen beds.
Ohio Suite
Fully handicap accessible.
Comfort-height fittings and safety bars.
The outdoor spaces at Villa Lolita elevate it into one of the finest vacation villas in Jamaica.
Four-tiered terrace for lounging and entertaining.
2,500 sq ft main terrace with infinity lap pool.
Separate shallow children’s pool (2 feet deep).
Sun deck with panoramic ocean views.
Outdoor dining gazebo and wet bar.
These features make the villa ideal for guests searching for villas in Jamaica with pool, beachfront-style luxury villas, and holiday villas to rent in Jamaica.
8 professional household staff.
Discreet, attentive service throughout your stay.
Ideal for guests seeking Jamaica villas with staff and effortless luxury.
Available as a 4-bedroom villa.
Rate: From US$4,000 per night.
Bedrooms: 5.
Sleeps: Up to 10 guests.
Villa Lolita is perfect for travellers seeking:
Luxury villas to rent in the Caribbean.
Jamaica luxury villas with space and privacy.
Vacation villas in Jamaica for families and groups.
High-end Jamaica villas to rent with exceptional outdoor living.
Whether you’re planning a family holiday, a special celebration, or a refined Caribbean escape, Villa Lolita delivers an unforgettable experience and stands among the finest luxury villa rentals in Jamaica.
Book Your Stay at Villa Lolita
Experience refined Caribbean living at its finest. Villa Lolita offers privacy, space, dedicated staff and breathtaking ocean views in one of Jamaica’s most exclusive settings.
Enquire today to check availability, receive personalised rates and begin planning an unforgettable luxury villa holiday in Jamaica.
Contact Worldwide Dream Villas today:
Explore More Villas in Jamaica
USA/ Canada: +1 347 707 1195
UK / International : +44 1978 368531
Email: [email protected]
For luxury villas to rent in other areas of the Caribbean visit: www.worldwidedreamvillas.com
| From | To | Min Stay | Nightly Rate | Weekly Rate |
|---|---|---|---|---|
| 25-Jul-2026 | 30-Oct-2026 | 7 | $1,571 USD | $11,000 USD |
| From | To | Min Stay | Nightly Rate | Weekly Rate |
|---|---|---|---|---|
| 20-Dec-2025 | 02-Jan-2026 | 7 | $4,841 USD | $33,888 USD |
| 04-Jan-2026 | 06-Mar-2026 | 7 | $3,458 USD | $24,206 USD |
| 07-Mar-2026 | 27-Mar-2026 | 7 | $3,803 USD | $26,627 USD |
| 28-Mar-2026 | 24-Apr-2026 | 7 | $3,458 USD | $24,206 USD |
| 25-Apr-2026 | 24-Jul-2026 | 7 | $2,074 USD | $14,523 USD |
| 25-Jul-2026 | 30-Oct-2026 | 7 | $1,900 USD | $13,302 USD |
| 31-Oct-2026 | 20-Nov-2026 | 7 | $2,074 USD | $14,523 USD |
| 21-Nov-2026 | 28-Nov-2026 | 7 | $3,803 USD | $26,627 USD |
| 29-Nov-2026 | 11-Dec-2026 | 7 | $2,074 USD | $14,523 USD |
| 12-Dec-2026 | 18-Dec-2026 | 7 | $3,458 USD | $24,206 USD |
| 19-Dec-2026 | 02-Jan-2027 | 7 | $4,841 USD | $33,888 USD |
| From | To | Min Stay | Nightly Rate | Weekly Rate |
|---|---|---|---|---|
| 20-Dec-2025 | 02-Jan-2026 | 7 | $5,566 USD | $38,966 USD |
| 04-Jan-2026 | 06-Mar-2026 | 7 | $3,976 USD | $27,833 USD |
| 07-Mar-2026 | 27-Mar-2026 | 7 | $4,373 USD | $30,616 USD |
| 28-Mar-2026 | 24-Apr-2026 | 7 | $3,976 USD | $27,833 USD |
| 25-Apr-2026 | 24-Jul-2026 | 4 | $2,546 USD | $17,826 USD |
| 25-Jul-2026 | 30-Oct-2026 | 7 | $2,357 USD | $16,505 USD |
| 31-Oct-2026 | 20-Nov-2026 | 7 | $2,546 USD | $17,826 USD |
| 21-Nov-2026 | 28-Nov-2026 | 7 | $4,373 USD | $30,616 USD |
| 28-Nov-2026 | 11-Dec-2026 | 7 | $2,546 USD | $17,826 USD |
| 12-Dec-2026 | 18-Dec-2026 | 7 | $3,976 USD | $27,833 USD |
| 19-Dec-2026 | 02-Jan-2027 | 7 | $5,566 USD | $38,966 USD |
USA/CANADA: +1 347 707 1195
UK /International : +44 1978 368531
Barbados: +1 246-432-6307
Email : [email protected]
UK: 40 Knutsford Road, Alderley Edge, Cheshire SK9 7SF
Barbados: Indigo Courtyard, Holetown, Barbados Bb24917
A great way to communicate as we can answer your questions in real time. We are usually available 6 days a week between 9am and 8pm.
