Caribbean vacation rentals

We found 69,161 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:Nov 20 - Nov 27

Outdoor dining
Pool
Exceptional
(18 reviews)

Villa Rosa

West End

5% off
$730
$5,113 for 7 nights
All fees included
Villa Rosa
Air Condition Living Room
Pool
Just two minute walk to Plum Bay Beach
In Door Dining Area
Exceptional
(32 reviews)

LUXURY 4 BEDROOM VILLA - JARDIN CREOLE TERRES BASSE - JUST TWO MINUTES TO BEACH

Les Terres Basses

9% off
$1,432
$10,022 for 7 nights
All fees included
LUXURY 4 BEDROOM VILLA - JARDIN CREOLE TERRES BASSE - JUST TWO MINUTES TO BEACH
Outside stairs all three levels
Top deck
Living room
Entrance hall
Exceptional
(21 reviews)

Historic Strawberry House - at the waterfront in Dunmore Town, Harbour Island

Dunmore Town

9% off
$2,366
$16,560 for 7 nights
All fees included
Historic Strawberry House - at the waterfront in Dunmore Town, Harbour Island
Kitchen
Property grounds
Property grounds
Pool
Exceptional
(20 reviews)

New listing! Spacious 4-bedroom, water-front house in Las Picuas, Río Grande.

Río Grande

9% off
$887
$6,208 for 7 nights
All fees included
New listing! Spacious 4-bedroom, water-front house in Las Picuas, Río Grande.
The wooden walkway leads you from the beach to the outdoor showers
Enjoy the infinity edge pool
Pool
Terrace/patio
Exceptional
(141 reviews)

Saltwater Sunrise at Exuma Beach Georgetown Ocean Front Vacation in Paradise

Moss Town

8% off
$883
$6,182 for 7 nights
All fees included
Saltwater Sunrise at Exuma Beach Georgetown Ocean Front Vacation in Paradise
Hall and Stairway
Pool
Villa Playamor
upstairs sitting room
Exceptional
(52 reviews)

Villa Playamor, Luxury fully staffed beach villa including cook

Puerto Plata

9% off
$278
$1,945 for 7 nights
All fees included
Villa Playamor, Luxury fully staffed beach villa including cook
Exterior detail
Marina
Dining
Room
Exceptional
(49 reviews)

Experience the beauty of Puerto Rico at Zebra House!

Fajardo

12% off
$122
$852 for 7 nights
All fees included
Experience the beauty of Puerto Rico at Zebra House!
Terrace/patio
Pool
SunsetOne Villa
Exterior
Exceptional
(129 reviews)

SunsetOne Beach Villa - Golf Cart 6 seats, Kayaks, SUPs; Free Beach Set Up

Providenciales

9% off
$1,272
$8,904 for 7 nights
All fees included
SunsetOne Beach Villa - Golf Cart 6 seats, Kayaks, SUPs; Free Beach Set Up
Property grounds
Pool
Exterior
Property grounds
Very Good
(22 reviews)

Private Ocean Front Via Maris Villa with Big Pool @ Culebra, Recently Refreshed!

Culebra

8% off
$149
$1,043 for 7 nights
All fees included
Private Ocean Front Via Maris Villa with Big Pool @ Culebra, Recently Refreshed!
Property grounds
Pool
Room
Private kitchen
Exceptional
(17 reviews)

Luxurious Villa " Sea La Vie" in Pelican Key

Simpson Bay

5% off
$688
$4,815 for 7 nights
All fees included
Luxurious Villa " Sea La Vie" in Pelican Key
Exterior
Pool
Master bedroom
Property grounds
Wonderful
(46 reviews)

Exclusive 3 Bedroom Beachfront Villa, on the west cost.

Bridgetown

9% off
$480
$3,360 for 7 nights
All fees included
Exclusive 3 Bedroom Beachfront Villa, on the west cost.
Private kitchen
Deck at night
Dining table
Pool at night (Old pool look)
Exceptional
(70 reviews)

3 Bedroom House and Pool with Spectacular views of Charlotte Amalie Harbor

St. Thomas

9% off
$735
$5,146 for 7 nights
All fees included
3 Bedroom House and Pool with Spectacular views of Charlotte Amalie Harbor
Interior
Property grounds
Property grounds
Dining
Exceptional
(111 reviews)

4 Double Beds Water Front On Bone Fish Flats 10 min drive to George Town Exuma

George Town

8% off
$424
$2,965 for 7 nights
All fees included
4 Double Beds Water Front On Bone Fish Flats 10 min drive to George Town Exuma
Family
Las Cabezas de San Juan 20 minutes away, make reservations with one week ahead.
Breakfast table and kitchen
Bedroom #3
Exceptional
(63 reviews)

A Beautiful Home Located Close To Beaches, Rain Forest, Golfing And Much More!

Luquillo

8% off
$291
$2,038 for 7 nights
All fees included
A Beautiful Home Located Close To Beaches, Rain Forest, Golfing And Much More!
Room
Down Island View!
Bathroom
Kitchen/Dining
Exceptional
(9 reviews)

Remodeled Corner Unit D211 with washer & dryer. Sleeps 4

St. Thomas

8% off
$505
$3,535 for 7 nights
All fees included
Remodeled Corner Unit D211 with washer & dryer. Sleeps 4
Interior
Property grounds
Room
Interior
Exceptional
(96 reviews)

Garden Suite near the Beach and restaurants!

Naguabo

8% off
$135
$946 for 7 nights
All fees included
Garden Suite near the Beach and restaurants!
Beach
Terrace looking east.
Kitchen look towards front door.
Exterior
Exceptional
(38 reviews)

Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay

West End

9% off
$271
$1,897 for 7 nights
All fees included
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
Front porch
La nasa bar one block from house
Living room with fold down futon
Dining room
Wonderful
(26 reviews)

BEST LOCATION-CASA MANGÓ Charming 2-bedroom apartment with WiFi >Pet friendly<

Vieques

8% off
$180
$1,259 for 7 nights
All fees included
BEST LOCATION-CASA MANGÓ Charming 2-bedroom apartment with WiFi >Pet friendly<
Outdoor dining
Pool
Exterior
Living area
Exceptional
(17 reviews)

Bahama Beach Club in Paradise, Treasure Cay Beachfront, ground floor condo

Treasure Cay

8% off
$530
$3,712 for 7 nights
All fees included
Bahama Beach Club in Paradise, Treasure Cay Beachfront, ground floor condo
Interior
Pool
Outdoor dining
Dining
Exceptional
(96 reviews)

Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa

St. Thomas

8% off
$408
$2,855 for 7 nights
All fees included
Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
Fully equipped kitchen with pots, dishes, wine glasses, and more.
Dining area with air conditioning and direct access to the back patio.
air conditioning, a 55" TV, closet, and an attached bathroom.
Living room with air conditioning, featuring a 65" TV and a queen-sized sofa.
Exceptional
(15 reviews)

Cozy House with a Hot Tub, Solar Panels in the Stunning Beach area of Boquerón.

Cabo Rojo

8% off
$199
$1,393 for 7 nights
All fees included
Cozy House with a Hot Tub, Solar Panels in the Stunning Beach area of Boquerón.
Concierge Building Rear View
Ground-level apartment with an ocean view.
Playing Golf at Punta Espada Golf Course - the Best  in the Caribbean
Fully equipped Kitchen
Exceptional
(39 reviews)

Punta Cana, Capcana Resort - Luxury 5stars 2 Large Bedrooms Oceanfront Condo

Punta Cana

9% off
$398
$2,785 for 7 nights
All fees included
Punta Cana, Capcana Resort - Luxury 5stars 2 Large Bedrooms Oceanfront Condo
Beachfront superior apartment w/oversized terrace on beautiful  Playa Ballenas
Palm trees everywhere!
The Spa at Hotel Alisei . . . Excellent boutique spa 150 meters from Ventanas
Spacious, light and open living spaces.
Exceptional
(65 reviews)

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

Las Terrenas

6% off
$206
$1,439 for 7 nights
All fees included
Superior Oceanfront Condo - Walk to the Very Best of Las Terrenas - See Reviews!
Pathway to the beach with private access
Second floor balcony overlooking the pool and beach
Kitchen
Room #1
Exceptional
(87 reviews)

Beautiful oceanfront property with pool and amenities to relax

Yabucoa

9% off
$532
$3,725 for 7 nights
All fees included
Beautiful oceanfront property with pool and amenities to relax

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.