Caribbean vacation rentals

We found 70,911 vacation rentals — enter your dates for availability

Welcome to the Caribbean, a tropical paradise where stunning beaches meet vibrant local culture, and adventure awaits at every corner. Dive into the turquoise waters of Eagle Beach, savor mouthwatering Caribbean cuisine, or explore the lush trails of El Yunque National Forest, perfect for group excursions. With a range of luxurious villas and cozy rentals offering breathtaking ocean views, you'll enjoy the comfort and convenience of a home-like experience while creating unforgettable memories together.

Popular Caribbean destinations on Vrbo

Holiday rentals with weekly discounts - Caribbean

Showing deals for:Dec 25 - Jan 1

Interior
Private kitchen
Exterior
Interior
Exceptional
(43 reviews)

Anchor's Away, Russell Island

Russell Island

8% off
$381
$2,667 for 7 nights
All fees included
Anchor's Away, Russell Island
Dining
Outdoor dining
Pool
Exterior
Exceptional
(5 reviews)

Luxurious Beachfront Home- featured on HGTV House Hunters with private pool

Alice Town

13% off
$2,930
$20,510 for 7 nights
All fees included
Luxurious Beachfront Home- featured on HGTV House Hunters with private pool
Private kitchen
Living area
Interior
Room
Exceptional
(8 reviews)

5 min away from the best beaches in PR! Ideal house for families, All you need.

Aguadilla

12% off
$110
$772 for 7 nights
All fees included
5 min away from the best beaches in PR! Ideal house for families, All you need.
Pool
Room
Dining
Living area
Exceptional
(6 reviews)

Private island 4/5.5 luxury pool home with private boat dock up to 85 foot

Alice Town

8% off
$2,100
$14,700 for 7 nights
All fees included
Private island 4/5.5 luxury pool home with private boat dock up to 85 foot
Outdoor dining
Pool
Interior
Exterior
Exceptional
(72 reviews)

Whispers of the Caribbean: Villa Azur’s Private Pool, Jacuzzi & Timeless Luxury

Les Terres Basses

9% off
$1,849
$12,943 for 7 nights
All fees included
Whispers of the Caribbean: Villa Azur’s Private Pool, Jacuzzi & Timeless Luxury
Interior
Interior
Beach
Living area
Exceptional
(17 reviews)

Ocean Front In Marbella Assigned underground Parking & fast internet 150 Mbps

Guayacanes

12% off
$326
$2,284 for 7 nights
All fees included
Ocean Front In Marbella Assigned underground Parking & fast internet 150 Mbps
Interior
Property grounds
Room
Property grounds
Exceptional
(96 reviews)

Garden Suite near the Beach and restaurants!

Naguabo

9% off
$130
$907 for 7 nights
All fees included
Garden Suite near the Beach and restaurants!
Exterior
Private kitchen
Pool
Beach
Exceptional
(13 reviews)

Blue Tang - Newly Renovated Bahamian Villa, minutes to the ocean!

Hope Town

9% off
$1,336
$9,353 for 7 nights
All fees included
Blue Tang - Newly Renovated Bahamian Villa, minutes to the ocean!
Exterior detail
Exterior detail
Private kitchen
Dining
Exceptional
(11 reviews)

Casita La Ley en Cayey with 2-bedroom AC & WiFi.

Cayey

9% off
$98
$688 for 7 nights
All fees included
Casita La Ley en Cayey with 2-bedroom AC & WiFi.
view of gated parking door from the sidewalk
Another View of the pool jacuzzi (not heated)  charcoal bbq and patio.
Front Porch of villa
Another view of the master Bedroom
Exceptional
(19 reviews)

Cozy Villa 3 beds/2baths with pool and jacuzzi in SOSUA

Sosúa

9% off
$148
$1,038 for 7 nights
All fees included
Cozy Villa 3 beds/2baths with pool and jacuzzi in SOSUA
Exterior detail
Outdoor dining
Exterior
Interior
Wonderful
(51 reviews)

Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go

Carolina

9% off
$79
$556 for 7 nights
All fees included
Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
Living area
Beach
Dining
Living area
Exceptional
(19 reviews)

Playcation in Paradise villa with endless water view

St. Thomas

13% off
$723
$5,060 for 7 nights
All fees included
Playcation in Paradise villa with endless water view
Room
Interior
Private kitchen
Aerial view
Wonderful
(22 reviews)

Cozy stay, next to lookout and 10 minutes for Magens Bay Beach

St. Thomas

5% off
$189
$1,326 for 7 nights
All fees included
Cozy stay, next to lookout and 10 minutes for Magens Bay Beach
Living area
Living area
Dining
Exterior
Exceptional
(62 reviews)

Fish Fever, Russell Island Bahamas

Russell Island

8% off
$463
$3,243 for 7 nights
All fees included
Fish Fever, Russell Island Bahamas
Dining
Interior
Private kitchen
Room
Exceptional
(16 reviews)

Open Sea Isabela - Luxury House with Private Pool

Isabela

9% off
$259
$1,815 for 7 nights
All fees included
Open Sea Isabela - Luxury House with Private Pool
Private kitchen
Terrace/patio
Interior
Property grounds
Exceptional
(42 reviews)

Eddy's Beach House

Alice Town

8% off
$332
$2,326 for 7 nights
All fees included
Eddy's Beach House
Living area
Property grounds
Room
Private kitchen
Exceptional
(18 reviews)

Charming 2-bedroom house with Hill-top views on Pelican Shores.

Marsh Harbour

17% off
$221
$1,545 for 7 nights
All fees included
Charming 2-bedroom house with Hill-top views on Pelican Shores.
Room
Interior
Private kitchen
Interior
Exceptional
(11 reviews)

Serene 3BR Beach House - Family & Remote Work Haven, Sleeps 6 + Pack ’n Play

Fajardo

8% off
$203
$1,419 for 7 nights
All fees included
Serene 3BR Beach House - Family & Remote Work Haven, Sleeps 6 + Pack ’n Play
Room
Marina
Private kitchen
Dining
Exceptional
(50 reviews)

Experience the beauty of Puerto Rico at Zebra House!

Fajardo

12% off
$141
$987 for 7 nights
All fees included
Experience the beauty of Puerto Rico at Zebra House!
Wonderful
(26 reviews)

Private 2 BR Apartment W/Pkng & Laundry

Carolina

8% off
$97
$678 for 7 nights
All fees included
Private 2 BR Apartment W/Pkng & Laundry
Super private. Lay out and tan on the chaises or have a drink and dinner.
So close to the ocean you feel like you are on a cruise ship!
Bird's eye view of the entire compound. It is truly stunning as you can see.
Stunning vista. Pano shot looks curved, but shoreline is straight by deck.
Exceptional
(44 reviews)

Deck Overhangs Ocean, Walk to Beaches/Bars/Restaurants, WiFi, On-site Parking

Alice Town

7% off
$303
$2,120 for 7 nights
All fees included
Deck Overhangs Ocean, Walk to Beaches/Bars/Restaurants, WiFi, On-site Parking
Interior
Exterior
Interior
Room
Wonderful
(15 reviews)

Beautiful 5 Star Bungalow

Alice Town

13% off
$408
$2,855 for 7 nights
All fees included
Beautiful 5 Star Bungalow
Room
Pool
Outdoor dining
Dining
Exceptional
(11 reviews)

Whispers of the Caribbean: Villa Azur’s Private Pool, Jacuzzi & Timeless Luxury

Les Terres Basses

9% off
$1,849
$12,943 for 7 nights
All fees included
Whispers of the Caribbean: Villa Azur’s Private Pool, Jacuzzi & Timeless Luxury
Master bedroom, king size bed, closet, AC, blackout blinds & ceiling fan
Palm trees everywhere!
Spacious, light and open living spaces.
Beachfront superior apartment w/oversized terrace on beautiful  Playa Ballenas
Exceptional
(65 reviews)

Superior Oceanfront Condo - Walk to the Very Best of Las Terrenas - See Reviews!

Las Terrenas

6% off
$219
$1,531 for 7 nights
All fees included
Superior Oceanfront Condo - Walk to the Very Best of Las Terrenas - See Reviews!

Find out more about Caribbean

Why visit Caribbean

  • Stunning Beaches: Experience breathtaking beaches with soft sands and crystal-clear waters perfect for relaxation and water sports.
  • Cultural Richness: Discover vibrant local cultures through colorful festivals, historic churches, and traditional cuisine.
  • Outdoor Adventures: Engage in thrilling activities like snorkeling, scuba diving, and hiking in lush landscapes.
  • Luxurious Accommodations: Choose from a variety of stunning villas and cozy vacation homes tailored to all travelers' needs.
  • Scenic Views: Enjoy picturesque sunsets and stunning coastal vistas that create unforgettable memories.

Popular types of accommodation in Caribbean

Planning your getaway to the Caribbean? The excitement begins with selecting the perfect place to stay. Explore a variety of accommodations, from stunning villas to cozy houses. Whether you’re searching for luxurious villa rentals or convenient vacation home rentals, our platform offers a wide selection of Caribbean vacation rentals that cater to every traveler's needs. Enjoy your stay with transparency, savings, and reassurance at your fingertips.

  • Condos: The top choice among travelers, condos offer modern amenities and often stunning ocean views, perfect for a beach getaway.
  • Villas: A luxurious option, villas provide spacious accommodations and exclusive amenities, ideal for families or groups seeking privacy.
  • Houses: These homes offer a home-away-from-home experience, giving you the freedom to relax and enjoy your stay.
  • Apartments: A convenient choice, apartments are great for couples or solo travelers looking for a cozy place to unwind.
  • Cottages: Charming and quaint, cottages provide a delightful setting for a peaceful retreat in the Caribbean.**

Top attractions in Caribbean

The Caribbean is a paradise for travelers seeking beautiful beaches, serene bays, and rich cultural experiences. Whether you're looking to relax by the ocean, explore vibrant local churches, or enjoy outdoor adventures, there's something for everyone. From stunning coastal views to unique cultural attractions, your vacation in the Caribbean will be filled with memorable activities and picturesque settings.

  • Eagle Beach: Known for its powdery white sand and crystal-clear waters, Eagle Beach is perfect for relaxation and sunbathing. It offers a tranquil atmosphere and is ideal for swimming, snorkeling, and enjoying picturesque sunsets.
  • El Yunque National Forest: This lush rainforest features diverse flora and fauna, scenic hiking trails, and stunning waterfalls. It's a paradise for eco-enthusiasts and outdoor adventurers, providing a unique opportunity to explore nature.
  • Magens Bay Beach: Renowned for its stunningly beautiful bay, Magens Bay Beach offers a blend of outdoor activities and relaxation. Enjoy swimming, kayaking, or simply lounging while taking in the breathtaking scenery.

Things to do recommended for couples

For a romantic Caribbean getaway, take a scenic ride on the Puerto Plata Cable Car for breathtaking views, swim with gentle stingrays at Stingray City for an unforgettable adventure, and savor delicious seafood at Oistin's Friday Night Fish Fry, where the atmosphere is perfect for couples.

Things to do recommended for families

Your family vacation in the Caribbean promises excitement at Sirenis Aquagames Water Park, where fun meets adventure. Enjoy relaxation at Scape Park, perfect for unwinding together, and catch some thrilling sports events at the National Stadium. It's a fantastic mix of activities for everyone.

Things to do recommended for groups

Your group can enjoy a round of golf at El Conquistador Golf Course, shop at Renaissance Mall Aruba for entertainment and family fun, and explore Distrito T-Mobile for a vibrant city atmosphere. These activities promise a memorable local experience in the Caribbean.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Caribbean

When traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Caribbean with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor area for group gatherings. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Caribbean with young kids: Traveling with young kids can be demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Caribbean: For many families, a vacation isn't truly enjoyable without their beloved furry companion by their side. If you can relate, consider exploring Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer amenities like food bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Caribbean: If you're in search of vacation rentals that offer special rates for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Caribbean

Discover the ultimate Caribbean getaway, where vibrant cultures meet stunning landscapes. Explore the luxurious Cayman Islands, known for their breathtaking beaches and friendly locals. Whether you're seeking a relaxing vacation home or an adventurous excursion, the Caribbean offers an array of tropical experiences. From romantic sunsets to thrilling water sports, this region is perfect for travelers looking to unwind and explore the beauty of island life.

  • Puerto Rico: Situated in the heart of the Caribbean, Puerto Rico is a vibrant island that offers a unique blend of cultures and stunning natural beauty. Travelers flock here for its outdoor adventures, breathtaking beaches, and scenic landscapes. With a variety of recreational areas and luxurious resorts, visitors can indulge in activities like golfing or simply relax on the pristine shores. Don't miss iconic landmarks such as the family-friendly beaches and the lush nature reserves that showcase the island's rich biodiversity. Puerto Rico's warm climate and friendly locals make it a welcoming destination for all.
  • Aruba: Located just north of Venezuela, Aruba is famous for its idyllic beaches, outdoor activities, and vibrant city life. The island boasts a plethora of resorts and golf courses, catering to those seeking relaxation or an active getaway. Aruba's stunning beaches are complemented by crystal-clear waters, perfect for swimming or snorkeling. Explore the local attractions, including the picturesque island landscapes and serene lagoons that invite exploration. Whether enjoying the lively atmosphere of Oranjestad or soaking up the sun on Eagle Beach, Aruba promises a delightful experience for every traveler.
  • Turks and Caicos: Nestled southeast of the Bahamas, Turks and Caicos is renowned for its stunning beaches and outdoor adventures. Travelers will find a wealth of shopping centers and malls, perfect for picking up souvenirs or indulging in local cuisine. The islands’ breathtaking beaches are complemented by marinas and beautiful water features, making it a paradise for water sports enthusiasts. With opportunities for diving, snorkeling, and sailing, Turks and Caicos offers an unforgettable experience amidst its idyllic landscapes. The serene ambiance and natural beauty make it a perfect retreat for relaxation and exploration.

Best time to go to Caribbean

If you're planning a trip to Caribbean, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs in January, July and September, while off-peak times, like May and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January79.3°F (26.3°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February78.8°F (26.0°C)No Rain (Dry)Mostly SunnyAverageAverage
March79.2°F (26.200000000000003°C)No Rain (Dry)Mostly SunnyAverageSlightly High
April80.1°F (26.700000000000003°C)Light RainMostly SunnyAverageAverage
May80.4°F (26.9°C)Light RainMostly SunnySlightly LowAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageSlightly High
July82.2°F (27.9°C)Light RainMostly SunnySlightly HighAverage
August82.8°F (28.200000000000003°C)Light RainMostly SunnyAverageSlightly Low
September82.9°F (28.3°C)Light RainMostly SunnySlightly HighSlightly Low
October82.6°F (28.1°C)Light RainMostly SunnySlightly LowSlightly Low
November78.3°F (25.700000000000003°C)Light RainMostly SunnySlightly LowAverage
December79.5°F (26.4°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you aiming to save money on your upcoming trip? Being flexible with your travel dates can lead to better deals, as prices often fluctuate. Additionally, booking a longer stay can result in substantial savings. To discover a Vrbo property that suits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers an easy-to-use platform for planning your travels. You can create new trips, resume your previous planning, or organize your current itineraries all in one place. Here, you'll find your saved or booked properties neatly categorized into Potential, Upcoming, and Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.