

BEYOND THE PUBLIC COLLECTION
Private Villa Rentals in Caribbean
The villas below are just a sampling. Many homes are offered as private or pocket listings. Tell us your dates and what you have in mind, and request a personal selection by email.
Inquire for private listingsVillas in Caribbean
Explore the collection. Rates and availability are confirmed for your travel dates.


Luxury Barbados Ocean Vista with Private Pool and Ocean Views
Barbados · 5 bedrooms · 10 guests
From $1,625 / night

Tranquil Tropical Retreat in La Romana with Private Pool and Stunning Views
La Romana · 5 bedrooms · 10 guests
From $1,625 / night

Radiant Punta Cana Estate with Unique Private Pool, Jacuzzi, and Panoramic Views
Punta Cana · 4 bedrooms · 10 guests
From $1,622 / night


Sophisticated Villa with Private Heated Infinity Pool and Proximity to the Marina
Casa de Campo · 4 bedrooms · 8 guests
From $1,600 / night

Contemporary 3 Bedroom Villa with Private Pool, & Lush Garden
Leeward Settlement · 3 bedrooms · 6 guests
From $1,600 / night

Sophisticated 4BR Villa with Expansive Garden Pool Terrace and Palapa
La Romana · 4 bedrooms · 8 guests
From $1,600 / night


Modern 3 Bedroom Villa with Private Pool, and Lush Garden
Leeward Settlement · 3 bedrooms · 6 guests
From $1,600 / night

Casa de Campo's Abundant Villa with Sophisticated Comfort
Dominican Republic · 4 bedrooms · 9 guests
From $1,600 / night

Gleaming Seaview Villa with Infinity Pool and Luxury Patio Lounge
Flamands · 3 bedrooms · 6 guests
From $1,600 / night

Pocket Listing: Refreshing 4-bedroom Villa With Caribbean Sea Views
Little Harbour · 4 bedrooms · 8 guests
From $1,600 / night

Eclectic 5BR Villa with Private Pool and Lush Surroundings
Punta Cana · 5 bedrooms · 12 guests
From $1,600 / night

Bright & Modern 5-Bedroom Villa with Private Pool and Tropical Views
Punta Cana · 5 bedrooms · 12 guests
From $1,599 / night

Relax in Style Panoramic Mountain View Villa
Casa de Campo · 5 bedrooms · 10 guests
From $1,596 / night

Sophisticated Oasis with Private Pool and Spacious Living Areas
Punta Cana · 5 bedrooms · 14 guests
From $1,580 / night

Breathtaking Luxe Estate with Private Pool and Views
Terres Basses · 7 bedrooms · 14 guests
From $1,572 / night

Luxurious Beachside Bungalow with Private Pool and Ocean Views
Grand Cul de Sac · 3 bedrooms · 6 guests
From $1,571.43 / night

Lavish Seaview Villa with Private Pool and Walks to Beach
Flamands Beach · 3 bedrooms · 6 guests
From $1,571.43 / night
- Listed villas
- 955
- Starting rates from
- $1,200 USD / night
- Bedroom range
- 1–15
- Recorded guest capacities
- 2–34
Where to Stay in Caribbean
Caribbean Luxury Rentals: Frequently Asked Questions
How many villas can I browse in Caribbean?
This collection lists 955 villas as of 2026-09-14. Country and regional pages include homes in their linked local areas. These are catalog counts, not date-specific availability.
What do villa stays in Caribbean start at?
Listed starting rates in this collection begin at $1,200 USD per night. Luxe Retreats features villas with starting rates of at least $1,200 USD. Request a written proposal for your dates, including taxes, fees, and services.
How do I compare the Caribbean villas?
Open individual villa pages to compare photographs, bedroom counts, guest capacity, and listed amenities. Use the planning guides to identify questions about room access, meals, and transport. Share the shortlisted references with your inquiry.
Are the villas available for my selected dates?
A listed home is not a confirmation of availability. The team must check your dates and the applicable booking terms. An inquiry does not take payment or hold a property.
Can I request a private chef or other services?
Describe your preferred meals and experiences in your stay brief. Inclusions and provider availability vary by villa and date. Ask for a written scope and price before treating a service as confirmed.
Can you share villas that are not listed online?
The villas shown here are a sampling of our collection. Many homes are offered as private or pocket listings. Send an inquiry with your destination, dates and preferences to request additional options by email; availability is confirmed individually.
Planning Your Caribbean Villa Stay
Compare your shortlist · Understand starting rates · Send a stay inquiry
Caribbean Travel Guides and Related Destinations
Explore by the way you stay
These collections span multiple destinations. Use the villa’s location to keep your shortlist in your preferred area.
Read before you choose
- How to choose an island villa for your group
- Compare three villas without losing the details
- What a villa’s starting nightly rate tells you
Explore the region
From the local villa collection
- Finest Beachfront Villa A Modern Colonial Oasis on Flamands Beach, St. Barths — Flamands
- Majestic Ultra Villa with Infinity Pools and Ocean Views — Gustavia
- Classic Beach Front Estate with Private Pool and Panoramic Ocean Views — Holetown
The public collection is a sampling. Additional private and pocket listings can be shared by email after your Caribbean inquiry, subject to availability.