Warning: This site requires Javascript to function properly. Learn how to enable » ×

Warning: Your web browser is out of date. Many of our features might not work. Please download an updated and supported browser »

RedWeek

Book a Trip
Post Your Timeshare
- Rent My Timeshare
- Sell My Timeshare
How It Works
Forums
Travel Rewards

Book a Trip
Post Your Timeshare
- Rent My Timeshare
- Sell My Timeshare
How It Works
Forums
Travel Rewards

Destinations
Caribbean
Timeshare Rentals

Search Timeshares:

Sint Maarten & Saint Martin
Aruba
Bahamas
St. John (USVI)
St. Thomas (USVI)
St. Kitts
Cayman Islands
Puerto Rico
Dominican Republic
Barbados
View All »

Back to list

Caribbean timeshare rentals

With Booking Protection

Filter Results There are filters applied. Click to view

Rentals

Resales

All

Clear filters
Dates

—
Choose a timeshare category:
- Rental
- Resale
×
Price

Total price Price per night

Min. total price:

Max. total price:

Min. price per night:

Max. price per night:
Choose a timeshare category:
- Rental
- Resale
×
Bedrooms
Sleeps
User Rating
With Booking Protection

Clear filters

Hyatt Hacienda Del Mar

Dorado, Puerto Rico

31 reviews

9 rentals available $214 - $600/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2025: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

11 resales available $1 - $30,000

Added to My Resorts

Do you own here?

No, I don't

Divi Little Bay Beach & Racquet Club

Little Bay Beach, Dutch side (Sint Maarten), Sint Maarten & Saint Martin

53 reviews

9 rentals available $229 - $665/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2025: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2026: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

10 resales available $1,000 - $5,000

Added to My Resorts

Do you own here?

No, I don't

Windjammer Landing Villa Beach Resort

Castries, St. Lucia

31 reviews

7 rentals available $215 - $714/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2025: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

12 resales available $5,000 - $46,995

Added to My Resorts

Do you own here?

No, I don't

Barcelo Aruba

Palm Beach, Aruba

44 reviews

10 rentals available $257 - $600/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2025: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2026: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

8 resales available $5,000 - $24,000

Added to My Resorts

Do you own here?

No, I don't

Divi Dutch Village Beach Resort

Oranjestad, Aruba

34 reviews

17 rentals available $236 - $429/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2025: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

1 resale available $8,000

Added to My Resorts

Do you own here?

No, I don't

Morritt's Tortuga Club

East End, Grand Cayman, Cayman Islands

57 reviews

9 rentals available $143 - $429/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2025: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

6 resales available $200 - $5,000

Added to My Resorts

Do you own here?

No, I don't

Simpson Bay Resort and Marina

Simpson Bay, Dutch side (Sint Maarten), Sint Maarten & Saint Martin

45 reviews

5 rentals available $193 - $429/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2025: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

10 resales available $1,500 - $12,500

Added to My Resorts

Do you own here?

No, I don't

Costa Linda Beach Resort

Oranjestad, Aruba

51 reviews

9 rentals available $285 - $650/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2025: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

5 resales available $9,500 - $12,500

Added to My Resorts

Do you own here?

No, I don't

Playa Linda Beach Resort

Palm Beach, Aruba

52 reviews

13 rentals available $243 - $1,000/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2025: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

1 resale available $19,500

Added to My Resorts

Do you own here?

No, I don't

Casa del Mar Beach Resort

Oranjestad, Aruba

50 reviews

12 rentals available $207 - $679/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2025: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

No resales available

Added to My Resorts

Do you own here?

No, I don't

Limetree Beach Resort by Club Wyndham

Southside, St. Thomas (USVI)

19 reviews

8 rentals available $125 - $357/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

1 resale available $2,500

Added to My Resorts

Do you own here?

No, I don't

Wyndham Grand Rio Mar, a Margaritaville Vacation Club Resort

Rio Grande, Puerto Rico

4 reviews

9 rentals available $180 - $428/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2025: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

No resales available

Added to My Resorts

Do you own here?

No, I don't

Lifestyle Holidays Vacation Resort - Puerto Plata

Puerto Plata, Dominican Republic

17 reviews

6 rentals available $171 - $364/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2025: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2 resales available $49,990 - $79,900

Added to My Resorts

Do you own here?

No, I don't

Grand Caymanian Resort

West Bay, Grand Cayman, Cayman Islands

15 reviews

4 rentals available $143 - $357/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2025: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

3 resales available $995 - $7,500

Added to My Resorts

Do you own here?

No, I don't

Sea Palace Resort

Philipsburg, Dutch side (Sint Maarten), Sint Maarten & Saint Martin

9 reviews

5 rentals available $242/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2 resales available $6,000

Added to My Resorts

Do you own here?

No, I don't

Club Wyndham Elysian Beach Resort

East End, St. Thomas (USVI)

18 reviews

4 rentals available $164 - $279/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2025: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

2 resales available $3,200 - $4,990

Added to My Resorts

Do you own here?

No, I don't

Morritt's Tortuga Seaside

East End, Grand Cayman, Cayman Islands

13 reviews

1 rental available $200/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

5 resales available $4,800 - $5,000

Added to My Resorts

Do you own here?

No, I don't

Wyndham Reef Resort

East End, Grand Cayman, Cayman Islands

12 reviews

6 rentals available $136 - $200/night

Rental availability

2024: Jan; Feb; Mar; Apr; May; Jun; Jul; Aug; Sep; Oct; Nov; Dec

No resales available

Added to My Resorts

Do you own here?

No, I don't

No results

Try adjusting your search or changing your filters.

Showing resorts 19 - 36 of 75

Back

Rentals

Resales

All

Clear filters
Dates

—
Choose a timeshare category:
- Rental
- Resale
×
Price

Total price Price per night

Min. total price:

Max. total price:

Min. price per night:

Max. price per night:
Choose a timeshare category:
- Rental
- Resale
×
Bedrooms
Sleeps
User Rating
With Booking Protection

Caribbean destinations

Regions

Sint Maarten & Saint Martin

Countries

Antigua
Aruba
Bahamas
Barbados
Bonaire
Cayman Islands
Curacao
Dominican Republic
Grenada
Guadeloupe
Jamaica
Martinique
Puerto Rico
St. Croix (USVI)
St. John (USVI)
St. Kitts
St. Lucia
St. Thomas (USVI)
St. Vincent & The Grenadines
Tortola
Trinidad & Tobago
Turks and Caicos Islands

Back

Caribbean destinations

Regions

Sint Maarten & Saint Martin

Countries

Antigua
Aruba
Bahamas
Barbados
Bonaire
Cayman Islands
Curacao
Dominican Republic
Grenada
Guadeloupe
Jamaica
Martinique
Puerto Rico
St. Croix (USVI)
St. John (USVI)
St. Kitts
St. Lucia
St. Thomas (USVI)
St. Vincent & The Grenadines
Tortola
Trinidad & Tobago
Turks and Caicos Islands

About

About Us
Testimonials & Reviews
Contact Us
Jobs
Press

Resources

Travel Guides & Tips
Help Resources & Articles
Owner Resources
FAQs

Timeshare Rentals

Find a Timeshare to Rent
Rent My Timeshare

Timeshares for Sale

Find Timeshares for Sale
Buy Timeshare Points
Sell My Timeshare

Explore

All-Inclusive
Beaches
Golf
Kid Friendly
Pet Friendly
Theme Parks

All prices in U.S. dollars unless otherwise stated.

RedWeek, Inc. is a Registered Seller of Travel in the following states:
Washington: UBI 602 175 330 001 0001; Hawaii: TAR-7466 (Hawaiian travel agency trust account named Client Trust Account #87-279298); Florida ST43935; and California #CST 2151730-50.

Back