
Vacation rentals in Caribbean
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Caribbean
Guests agree: these stays are highly rated for location, cleanliness, and more.

Waterfront Sunsets, Great Price, Relaxing Spot!!!
Beautiful Waterfront, Modern Coastal Décor, Spacious !! Enjoy your vacation in this beautiful recently renovated home. Views from almost every window and door of the harbor. Walk to many local restaurants and bars for fresh local seafood and a cold draft beer!! 28 day rental. Enjoy sunsets from your private porch. Easy access to Atlantic Ocean. We Do Not Allow Fishing on our Property! I am a licensed charter captain and offer discounts to guests! Fishing, Sandbar or a Sunset Cruise!!!

Frigates View
This secluded mountainside oasis, conveniently located mid-island, provides panoramic views of Salt River Bay, Buck Island and surrounding islands. A spacious studio with private veranda and separate entry off a verdant courtyard adorned with exotic flora, offers a stunning 180 degree ocean seascape. Enjoy beautifully landscaped grounds, Japanese gazebo and jacuzzi, while listening to the sounds of the breaking surf and cooled by constant trade winds. A perfect blend of romance and relaxation .

Sweet Spice: A Nifty Little Cottage. With A Pool!
This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

“Sail Loft Port”, Duplex with a Pool, Beach Access
Sail Loft Port is the left side of our purpose-built guest duplex. Our Sail Loft duplex features two separate but identical efficiency suites, each one equipped with a King Sized bed, bath and kitchenette. The pool is shared with guests who may be staying in the other side. Wander down to the dock and use our SUPs and kayaks in the canal where you are guaranteed to see turtles. Fast WiFi lets you work from home if you must. Smart TVs with Netflix help you wind down after a day of fun.

Sol y Luna Mountain Retreat Hacienda
Enjoy the lovely setting of this romantic spot in nature and discover the serenity in our cozy farmhouse. This private villa wraps you in a lovely and peaceful environment with majestic mountains all around. The house is fully equipped for your convenience. It is ideal for couples in need of a nice getaway or just reconnect with yourself and nature. It is on a gorgeous tropical private 3 acre estate with private pool. Located in Villalba, Puerto Rico, just 50 minutes from Ponce's Airport.

Playa Bonita Beach House - truly on the beach!
Area NOT affected by Hurricane Melissa. Beautiful Boutique-Hotel style Beach House in THE top location at Playa Bonita and truly beachfront. Fully equipped house for 1 - 2 couple(s), friends or 1 couple w. kids. Energy saving, noise cancelling European windows + sliding doors w. Mosquito screens. PV power backup + cistern. 2 TV's, Netflix, Gas BBQ, Dishwasher, Microwave. Spacious terrace facing the ocean: lounge bed + bathtub for 2, hammock. High speed WIFI. No car traffic.

Aruba Private Resort. Its All Yours and Only Yours
Welcome to Casa Carmela. Relax in the resort sized pool and outdoor oasis. Melt the day away under the exotic palapas or toast your buns in the sun. Whatever your pleasure, Casa Carmella aims to please. She’s a short walk to Palm Beach one of the top rated beaches in the world. Restaurants, casinos and nightlife are walkable as well. She comes with a comfy king size bed, gas grill, fully equipped kitchen, beach chairs & beach towels and cooler. This is all yours and only yours.

Chalet De Los Vientos (Chalet of the Winds)
Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

Escape Puerto Rico | Luxury Dome + Pool + Views
Escape to a romantic and luxurious glamping dome surrounded by the lush mountains of Cayey, Puerto Rico🌿. Enjoy total privacy with a private heated pool, panoramic views, and elegant design — the perfect retreat for couples or solo travelers seeking peace, comfort, and connection with nature. Wake up to mountain sunrises, relax under the stars, and experience a serene escape just an hour from San Juan — were nature and luxury meet in perfect harmony.

les Ramiers
Spend your holidays at Villa les Ramiers, where the sun is with you from sunrise and throughout the day. The accommodation is independent, not overlooked, with its small kitchen and terrace overlooking the pool, a top-deck to enjoy the sunrise, a large bedroom overlooking the covered patio with lounge area with sea view. Located on the well-ventilated heights with stunning views of Petite Anse. Private parking is located next to the Villa. Welcome!

Monteverde Chameleon Suite with Jacuzzi, Pool, and Sauna.
Looking for a unique experience? At Bio Habitat Monteverde you will experience the magic of nature at its finest. From sunrises to majestic sunsets and starry nights, every moment is an unforgettable spectacle. Relax in the suspended net or enjoy the exclusive saltwater jacuzzi, perfect for revitalizing body and mind. A haven where luxury, sustainability, and wellness come together in one place.

Tiny's - Toes In The Sand Key Lime Cottage.
Bahamas "Clean & Pristine" Certified. Cute Little Beach Club on Quaint Family Island. KEY LIME - COTTAGE = TOES IN THE SAND VACATION. Close to restaurants and services. You’ll love this place because of the cleanliness, coziness, the location, views, dock, and BEACH BAR. Tiny's is good for couples, solo adventurers, business travelers, families, and furry friends (pets).
Popular amenities for Caribbean vacation rentals
Private vacation rentals in Caribbean

The Best Views are the ones we share with you.

Cozy Cay Casita 3 min walk to beach

The Village

Experience Tropical Camping at a Cabin Close to the Ocean

Sailor's Rest, a Romantic and Luxurious Sanctuary

Cabin By the Sea - Ocean Suite

Casa Encanto Rainforest Retreat

Airstream With Pool, Amazing Ocean & Nature Views
Home rentals in Caribbean

Casa Anya @ Hilltop (private infinity plunge pool)

The Nest at Crash Boat. Only waterfront on Beach

2BR/2BA AMAZING MagensBay View! SerenityNorthstar⭐️

Cayo Loco Villa 1 Pinksand Deserted Beach 2 Adults

Villa Jeremi

Private Oceanfront luxurious city villa with pool

Henry Louis & The Parrot (Private beach)

North Star
Bungalow rentals in Caribbean

Bungalow steps from Playa Chiquita beach king bed

THE HUMMINGBIRD'S GARDEN

Secret Bungalows Lechu (Bungalow 2)

Gorgeous Ocean View next to Cove Resort

Bungalow SO CUTE, romantique, piscine privative!

Atypical Rosewood Lodge with Sea View

Miami / Coconut Grove Bungalow / Cottage

NAIA Studio - Brand new ocean view studio
All about Caribbean
The Caribbean is made up of 26 island countries surrounded by bejeweled blue and green waters and is known around the world as a holiday paradise. People flock here, especially in the winter, for warm sands, golden sunshine, and that sense of island time abandon — plus, the fruity drinks under towering palm trees. The Dominican Republic is the most visited of all the islands due to its vibrant city and cultural life and postcard-perfect beaches. West of that is Cuba, famous for its Old World architecture, rich jazz and music scenes, and several UNESCO World Heritage Sites. Closer to South America is little St. Lucia, known for its rainforests, colorful coral reefs (perfect for diving and snorkeling), and, of course, pristine beaches surrounded by the island’s volcanic peaks.
The countries in the Caribbean are extremely diverse, not only in their histories, cultures, and languages, but their landscapes and topographies. For example, vibrant Jamaica could not be more different from super-chill Aruba and swanky St. Barts. So whether you’re seeking an island that’s large or small, glitzy or low-key, in the Caribbean there is a sanctuary for everyone.
What are the top things to do in Caribbean?
Santo Domingo
Santo Domingo, the capital of the Dominican Republic, is the oldest continuously inhabited colonial settlement in the Western Hemisphere and was founded in 1496. The historic city center, Zona Colonial, is a UNESCO World Heritage Site, with cobblestone streets, colorful houses, and colonial-style architecture and structures like the 16th-century Basilica Cathedral of Santa María la Menor, the oldest surviving cathedral in the Americas.
Curaçao
Sitting off the coast of Venezuela is the Dutch island of Curaçao, lesser known than its neighbors, but with just as much to offer — including its lack of hurricane seasons. Willemstad, the capital, is one of the few UNESCO World Heritage cities in the Caribbean, and it’s pulsing with nightlife and festivals like Carnival and King’s Day. The diving here is top-notch, there are dozens of stunning beaches to choose from, and the lodging ranges from hostels to five-star resorts — so there’s something here for everyone.
Reggae in Jamaica
Jamaica is the birthplace of reggae. The music took off in the late 1960s, and by the 1970s, with the superstardom of Bob Marley and the Wailers, it became known throughout the world. If you’re in Kingston, check out the clubs, still playing the dub style that made the genre so popular. The best of the best musicians have been known to play at the annual reggae festival held in June.
Destinations to explore
- Aparthotel rentals Caribbean
- Rentals with a balcony Caribbean
- Castle rentals Caribbean
- Dome rentals Caribbean
- RV rentals Caribbean
- Rentals with an EV charger Caribbean
- Apartment rentals Caribbean
- Bungalow rentals Caribbean
- Hostel rentals Caribbean
- Rentals with a washer and dryer Caribbean
- Tipi rentals Caribbean
- Rentals with lake access Caribbean
- Barn rentals Caribbean
- Guesthouse rentals Caribbean
- Rentals with a fire pit Caribbean
- Boat rentals Caribbean
- Family-friendly rentals Caribbean
- Townhouse rentals Caribbean
- Villa rentals Caribbean
- Rentals with a patio Caribbean
- Rentals with a sauna Caribbean
- Cottage rentals Caribbean
- Serviced apartment rentals Caribbean
- Rentals with a hot tub Caribbean
- Smoking-friendly rentals Caribbean
- Houseboat rentals Caribbean
- Treehouse rentals Caribbean
- Mansion rentals Caribbean
- Nature eco lodge rentals Caribbean
- Rentals with outdoor seating Caribbean
- Tiny house rentals Caribbean
- Waterfront rentals Caribbean
- House rentals Caribbean
- Cabin rentals Caribbean
- Resort rentals Caribbean
- Rentals with a home theater Caribbean
- Rentals with a kayak Caribbean
- Rentals with a fireplace Caribbean
- Rentals with an accessible height toilet Caribbean
- Luxury rentals Caribbean
- Earth house rentals Caribbean
- Rentals with beach access Caribbean
- Bed and breakfasts Caribbean
- Island rentals Caribbean
- Fitness-friendly rentals Caribbean
- Hotel rooms Caribbean
- Farmstay rentals Caribbean
- Loft rentals Caribbean
- Rentals with an accessible height bed Caribbean
- Condo rentals Caribbean
- Campsite rentals Caribbean
- Ranch rentals Caribbean
- Rentals with pools Caribbean
- Ski-in/ski-out rentals Caribbean
- Private suite rentals Caribbean
- Chalet rentals Caribbean
- Beach house rentals Caribbean
- Pet-friendly rentals Caribbean
- Tent rentals Caribbean
- Boutique hotels Caribbean
- Beachfront rentals Caribbean
- Shipping container rentals Caribbean
- Vacation home rentals Caribbean
- Rentals with breakfast Caribbean




