Compare best Airbnb in Caribbean from 100+ providers!

491001 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Caribbean vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Caribbean

Best family friendly Caribbean vacation rentals

Among the 491001 accommodations in Caribbean, here are the 4 best family friendly rentals

Orient Bay Studio Saba Face à La Mer - Caribbean
8.7 67 reviews

Orient Bay Studio Saba Face à La Mer

studio, Cul de Sac
Orient Bay Studio SABA is a beachfront apartment located directly on Orient Bay Beach in Saint Martin, 1.2 miles from Grand Case Airport.
This 520-square-foot (48-square-meter) unit features one bedroom, one bathroom, a kitchenette with a fridge, freezer, microwave, and oven, plus free Wi-Fi, a terrace, and access to a shared pool; it sleeps up to two guests and includes free parking.
Apartamentos Commodore Bay Club - Caribbean
8.9 58 reviews

Apartamentos Commodore Bay Club

apartment, San Andrés
Apartamentos Commodore Bay Club is ideally situated in San Andrés's lively Zona Rosa district, just a stone's throw from the main beach and surrounded by shops, restaurants, and entertainment venues. It has received excellent location and cleanliness ratings and very good user ratings.
The apartments offer stunning Caribbean Ocean views from their balconies, modern furnishings, and fully-equipped kitchenettes. The living rooms feature comfortable seating areas with plasma cable TVs, and guests can enjoy the outdoor pool, sun terrace, and communal barbecue facility. The apartments range in size from 880 square feet and can accommodate up to 8 guests, making them suitable for families or groups of friends.
Russ Apartment 2 Diagonal Comando - Caribbean
9.1 31 reviews

Russ Apartment 2 Diagonal Comando

apartment, San Andrés
Russ Apartment Diagonal Comando 2, near San Andrés Bay and North End, offers convenient proximity to Gustavo Rojas Pinilla International Airport (less than a mile away) and easy access to beaches like Los Almendros Beach.
This 750-square-foot (approximately 70-square-meter) two-bedroom, one-bathroom rental sleeps up to 13 guests and features amenities including free Wi-Fi, a balcony with city views, and on-site parking, plus bicycle and car rentals.
Costa Atlantica C302lo_beachfront_200mbps Internet - Caribbean
9.5 975 reviews

Costa Atlantica C302lo_beachfront_200mbps Internet

apartment
This beachfront condo in Bavaro-Punta Cana grants direct beach access and is within walking distance to Los Corales Beach and Cortecito Beach. It has excellent user, location and cleanliness ratings.
The 2-bedroom apartment offers ample space for families or groups. The fully equipped kitchen and free WiFi add convenience. Guests can relax on the balcony with stunning ocean views or enjoy amenities like the pool, Jacuzzi, fitness center, and tennis court.

Best Caribbean vacation rentals with a pool

Among the 491001 accommodations in Caribbean, here are the 4 best rentals with a pool

Screened Patio & Grill At Sebring Resort Community - Caribbean
9.9 36 reviews

Screened Patio & Grill At Sebring Resort Community

house, Sebring
This Sebring villa, near the Avon Park Air Force Range and only 19 miles from the Atlantis Golf Club, offers convenient access to local attractions.
This 1,050-square-foot property features two bedrooms, two bathrooms, a fully equipped kitchen, a screened patio with grill, a private entrance, and access to a community swimming pool; it comfortably accommodates families or small groups.
My Breezes Space Ac, Pool, 3 Hab, Santiago - Caribbean
9.1 115 reviews

My Breezes Space Ac, Pool, 3 Hab, Santiago

apartment, Santiago de los Caballeros
This apartment is located in Santiago de los Caballeros, close to Leon Center, a bustling hub with shops, restaurants, and nightlife, and within easy reach of historical landmarks like the Monumento a los Heroes de la Restauracion and La Aurora Cigar Factory. This rental has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has three bedrooms and can comfortably accommodate up to six guests. Guests can enjoy a private pool with a view of the garden, a fully equipped kitchen, a terrace, a garden, and free parking.
Hilton Vacation Club Royal Palm St Maarten - Caribbean
9.0 2162 reviews

Hilton Vacation Club Royal Palm St Maarten

resort, Simpson Bay
The Hilton Vacation Club Royal Palm St. Maarten is located in Simpson Bay, Sint Maarten, directly on Simpson Bay Beach, offering oceanfront views.
This resort provides spacious two-bedroom suites with full kitchens, on-site water sports (scuba diving, jet skiing, windsurfing, snorkeling), and a daily resort charge including Wi-Fi, beach amenities, and access to nearby hiking trails and horseback riding.
Villa Romantica Las Marias - Caribbean
No reviews

Villa Romantica Las Marias

cabin, Atlántico
This Atlántico, Colombia cabin rental in Juan de Acosta offers easy access to Cano Dulce Beach (a 9-minute drive) and the Francisco Javier Cisneros Monument (a 25-minute drive).
The five-bedroom, four-bathroom house comfortably sleeps 14 guests and features a full kitchen, a swimming pool, a jacuzzi, and on-site parking; amenities include air conditioning, Wi-Fi, and a BBQ grill.

Frequently Asked Questions about vacation rentals in Caribbean

  • What are the must-see sights in the Caribbean?

    The Caribbean boasts a wealth of must-see sights. For stunning beaches, you can't beat Grace Bay in Turks and Caicos or Seven Mile Beach in Grand Cayman. History buffs should explore Old San Juan in Puerto Rico, a UNESCO World Heritage site, or the historic forts in Barbados. For breathtaking natural beauty, consider the Pitons in St. Lucia or Dunn's River Falls in Jamaica.
  • What are the best Airbnb and vacation rentals in Caribbean?

  • Are there unique natural phenomena in the Caribbean?

    Absolutely! The Caribbean is home to bioluminescent bays in Puerto Rico and Jamaica, where microorganisms create a magical glow in the water at night. You can also witness volcanic activity in Montserrat or explore the unique coral reefs that surround many islands.
  • What are the most popular Airbnbs in Caribbean?

  • What essentials should you bring along for a trip to the Caribbean?

    Pack light clothing, swimwear, sunscreen (high SPF!), insect repellent, a hat, sunglasses, and comfortable walking shoes. Don't forget a reusable water bottle to stay hydrated. Depending on the time of year, a light jacket or sweater for evenings might be useful.
  • What are the best vacation rentals with a pool in Caribbean?

  • What famous events or festivals are happening in the Caribbean?

    Carnival celebrations are huge across the Caribbean, with vibrant parades and costumes. Trinidad and Tobago's Carnival is world-renowned. Other notable events include Crop Over in Barbados and Junkanoo in the Bahamas.
  • What are the best rentals for families and kids in Caribbean?

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in the Caribbean?

    Daily budgets vary greatly depending on your travel style and the island you visit. A budget traveler might spend $100-$150 per day, while a more luxurious trip could easily cost $500 or more. This includes accommodation, food, local transportation, and some activities. Consider flights separately.
  • What are the best rentals or Airbnbs with a jacuzzi in Caribbean?

    The best vacation rentals or Airbnb with a jacuzzi in Caribbean are Bay Harbor One Vacation, La Finca Lodge and Portofino Tower 3 Unit 1601.

  • Where can you find the best restaurants serving local dishes in the Caribbean, and what are the must-try specialties?

    Local restaurants abound! In Jamaica, try jerk chicken or ackee and saltfish. In Cuba, savor ropa vieja or picadillo. Each island has its own unique cuisine. Look for smaller, family-run establishments for an authentic experience. Many hotels also offer restaurants showcasing local flavors.
  • What are some less-famous attractions in the Caribbean that are worth the visit?

    Consider exploring the rainforests of Dominica, hiking to hidden waterfalls in St. Kitts, or visiting the secluded beaches of Culebra, Puerto Rico. Many smaller islands offer a more tranquil and less crowded experience.
  • What are the best activities for engaging with locals and understanding their culture in the Caribbean?

    Attend local festivals, visit farmers' markets, take a cooking class focusing on Caribbean cuisine, or participate in a community-based activity like a beach cleanup. Speaking with locals and asking about their lives and traditions is a great way to deepen your understanding.
  • What unique natural landscapes and terrain features can travelers explore in the Caribbean?

    The Caribbean offers diverse landscapes. Explore lush rainforests, dramatic cliffs, volcanic peaks like those in St. Vincent, pristine beaches, and vibrant coral reefs. Each island has its own unique geological features.
  • How many days are ideal for a trip to the Caribbean, and what are some itinerary suggestions?

    Seven to ten days is a good starting point, allowing you to explore one or two islands in more depth. A possible itinerary could include three days in Puerto Rico exploring Old San Juan and El Yunque National Forest, and four days in the Bahamas relaxing on the beaches and exploring Nassau.

Best Caribbean vacation rentals with a balcony

Seabreeze Home - Caribbean
9.7 401 reviews

Seabreeze Home

house, Delray Beach
This Delray Beach home is located in Highland Park, just a short walk from Atlantic Avenue, a lively street with shops, restaurants, and nightlife. It has excellent user, location, and cleanliness ratings.
The home is family-friendly and features a fenced yard, a swimming pool, a terrace, and a garden. Guests can enjoy the convenience of a fully equipped kitchen, free Wi-Fi, and air conditioning, along with the option to relax outdoors with a barbecue grill.
Beachfront Apartment Las Olas, Regina @ Juan Dolio - Caribbean
9.6 45 reviews

Beachfront Apartment Las Olas, Regina @ Juan Dolio

apartment
This Juan Dolio apartment is located just a short distance from Los Marlins Golf Course and Guayacanes Beach, making it perfect for exploring the area's natural beauty and attractions. Guests consistently rate the accommodation excellent for its cleanliness, location, and overall experience.
The two-bedroom unit offers plenty of space for families or groups of friends. You'll enjoy modern amenities like a fully equipped kitchen, air conditioning, a private balcony, and access to a swimming pool, fitness center, and tennis court.
Apartment In Casa Costa Condo!beach Pass Included - Caribbean
9.3 558 reviews

Apartment In Casa Costa Condo!beach Pass Included

house, Boynton Beach
This one-bedroom apartment is located in Boynton Beach, just a short walk from two beautiful beaches and a shopping mall. The apartment has received excellent ratings for location, cleanliness, and user experience.
The apartment comfortably sleeps two guests and includes modern amenities like air conditioning, free Wi-Fi, a private pool, and free parking. Enjoy the beach with the included pass, and take advantage of the nearby fitness center and jacuzzi.
Appartement De Charme , Marina Royale, Marigot - Caribbean
9.4 39 reviews

Appartement De Charme , Marina Royale, Marigot

apartment, Marigot
This two-bedroom apartment rental in Marina Royale, Marigot, is a 14- to 18-minute walk from Nettle Bay and Baie de la Potence beaches and 2.5 miles from Princess Juliana International Airport.
The unit features a private balcony with mountain views, a swimming pool, free Wi-Fi, and accommodates families or groups with its living room, equipped kitchen, and private entrance.

Best Caribbean vacation rentals with parking

Las Terrenas 2-bedroom Ocean View Luxury Condo - Caribbean
10 89 reviews

Las Terrenas 2-bedroom Ocean View Luxury Condo

apartment
This luxury condominium is located minutes from Playa Bonita, offering convenient beach transportation.
This family-friendly apartment sleeps six and features two bedrooms, two bathrooms, a gourmet kitchen with a 6-burner range, a washer/dryer, air conditioning, a swimming pool, garden, parking, and a 24-hour security guard in a gated community with ocean and mountain views.
Ketsys Home Near Santo Cerro - Caribbean
9.8 12 reviews

Ketsys Home Near Santo Cerro

house, Concepción de La Vega
Ketsys Home, a spacious 1350-square-foot vacation rental near Santo Cerro in Concepción de La Vega, Dominican Republic, is conveniently located 13 miles from Cibao International Airport and within a 15- to 23-mile radius of attractions like Salto de Jimenoa and Kaskada Park.
This three-bedroom, two-bathroom house sleeps up to 17 guests and offers amenities including a fully equipped kitchen, private balcony, free Wi-Fi, private parking, a garden, and on-site car rental services.
Charming Apartament Rooftop Pool & Gym - Caribbean
9.6 278 reviews

Charming Apartament Rooftop Pool & Gym

apartment
This apartment is located in Downtown Santo Domingo, just a short walk from popular shopping malls, historical landmarks, and public transportation. It boasts excellent ratings for cleanliness, location, and user experience.
This comfortable home has three bathrooms and offers plenty of space for families or groups of friends. You can enjoy the on-site fitness center, swimming pool, jacuzzi, and garden or relax on the balcony with views of the surrounding area.
Endless Summer! Bike Or Walk To The Beach Or Mercato - Caribbean
10 2 reviews

Endless Summer! Bike Or Walk To The Beach Or Mercato

house, Naples Park
This Naples Park vacation home is an 18-minute walk to Vanderbilt Beach and 1.1 miles from Silverspot Cinema and Mercato.
This 970 sq ft, 1-bedroom house accommodates up to 7 guests and features a full kitchen, WiFi, private parking, a garden with an outdoor fireplace, and is 2 miles from Delnor-Wiggins Pass State Park.
©2026 cozycozy.com