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Villa Lolita
From $1,571 USD - $5,566 USD / nt

Villa Lolita

Montego Bay , Tryall  Jamaica
5
5
From $1,571 USD - $5,566 USD / nt
From $1,571 USD - $5,566 USD / nt
We love this villa because...
it perfectly blends modern design with Caribbean luxury, offering spacious suites, stunning ocean views, private pools, and dedicated staff for a truly unforgettable villa experience.

Villa Lolita – Luxury Villa Rentals in Jamaica

Villa Lolita is a stunning private retreat combining modern design with classic Caribbean elegance. Perfect for guests seeking luxury villas in Jamaica, this expansive property offers privacy, breathtaking ocean views, and world-class amenities, making it an ideal choice for families, groups, or couples looking for exclusive villas in Jamaica.

Perched on Ocean View Drive and surrounded by four acres of lush tropical gardens, Villa Lolita delivers a serene escape with spectacular coastal vistas. It is a standout option among Caribbean villas and private villa rentals in Jamaica.


Exceptional Caribbean Living

  • 14,000 sq ft of elegant indoor and outdoor space.

  • Elevated hillside location with panoramic ocean views.

  • Four acres of beautifully landscaped tropical gardens.

  • Ideal for vacation villas in Jamaica and Jamaica luxury villas.

Villa Lolita perfectly blends contemporary architecture with relaxed island living for a sophisticated Caribbean holiday experience.


Five Luxurious Bedroom Suites

Each suite at Villa Lolita offers style, comfort, and privacy, making it an excellent choice for Jamaica family villa rentals and holiday villas to rent in Jamaica.

Suite Features

  • Spa-inspired en-suite bathrooms with dual showerheads.

  • Flat-screen TVs and entertainment systems.

  • Panoramic garden or ocean views.

Bedroom Layout

  • Michigan Master Suite (Main Floor): private terraces, heated infinity plunge pool, outdoor shower.

  • Washington Master Suite: private living room, queen sofa bed, wet bar.

  • Tennessee Suite: king-size bed.

  • Illinois Suite: two queen beds.

  • Ohio Suite: fully accessible with comfort-height safety features.


Outdoor Entertainment & Relaxation

Villa Lolita is designed for luxurious outdoor living, perfect for those seeking villas in Jamaica with pool and beachfront-style luxury villas.

  • Multi-tiered terraces for socialising and relaxation.

  • Main terrace with infinity lap pool (2,500 sq ft).

  • Children’s pool (2 feet deep).

  • Sun deck with loungers and shaded outdoor dining gazebo.

  • Wet bar and outdoor entertaining areas.


Dedicated Staff for a Seamless Stay

  • 8 attentive household staff.

  • Personalised service to meet your every need.

  • Ideal for guests seeking Jamaica villas with staff.


Rental Details

  • Available as a 4-bedroom villa option.

  • Rate: From US$4,000 per night.

  • Sleeps up to 10 guests.


Why Choose Villa Lolita?

Villa Lolita is perfect for travellers seeking:

  • Luxury villas to rent in the Caribbean.

  • Vacation villas in Jamaica for families and groups.

  • Jamaica villas to rent with space, privacy, and high-end amenities.

  • Private villa rentals in Jamaica with staff and exceptional outdoor living.

This villa provides an unforgettable Caribbean escape, ranking among the most sought-after Jamaica luxury villas for those who desire style, comfort, and exclusivity.

Book Your Dream Stay at Villa Lolita

Experience the ultimate in Caribbean luxury at Villa Lolita. With private terraces, infinity pools, dedicated staff, and breathtaking ocean views, it’s the perfect Jamaica villa rental for families, groups, or couples.

Contact Jamaica Dream Villas today to check availability, receive personalised rates, and secure your unforgettable luxury villa holiday in Jamaica.

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

See more details...

Rates

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

Plan Your Trip

Amenities

  • Air Conditioned bedrooms
  • Air Conditioning
  • Car Parking on site
  • Childrens Activities
  • Communal Facilities
  • Gazebo
  • Golf Resort
  • Gym/Fitness Room
  • On site security
  • Private Garden
  • Private Pool
  • Restaurant
  • Sea view
  • Shop
  • Spa
  • Staffed Villa
  • Sunbeds
  • Tennis Court
  • TV
  • WaterSports
  • Well Equipped Kitchen
Bedroom : 5
Bathroom : 5

Staff

  • Butler
  • Chef
  • Gardener
  • House keeper
  • House Manager
  • Laundress

Location

Have a Question?

USA/CANADA: +1 347 707 1195
BARBADOS: +246-432-6307
UK / INTERNATIONAL: +44 1978 368531

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Get In Touch

CONTACT US

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

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