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

Luxury 2 Bedrooms Water View Apartment - Caribbean
9.7 162 reviews

Luxury 2 Bedrooms Water View Apartment

apartment, Cartagena de Indias
This Cartagena apartment rental boasts a prime location near Playa Las Velas, a short taxi ride from the historic Old City.
The 2-bedroom, 2-bathroom condo offers a private balcony jacuzzi, access to a building pool and fitness center, and sleeps up to 6 guests, perfect for families or groups.
Beachfront Villa At Crash Boat Beach+privateparkng - Caribbean
9.8 218 reviews

Beachfront Villa At Crash Boat Beach+privateparkng

house
This 3-bedroom vacation home in Aguadilla, Puerto Rico is located just a mile from Crash Boat Beach and a short drive from Las Cascadas Water Park. With excellent user, location, and cleanliness ratings, this property is a great option for families and groups seeking a comfortable and enjoyable stay.
The home can comfortably accommodate up to 8 guests and features a fully equipped kitchen, a private yard, and a balcony. Enjoy a relaxing vacation with access to a swimming pool, a garden, and a terrace, all while staying connected with complimentary internet access.
Villa Imperium - Caribbean
10 1 review

Villa Imperium

house
Villa Imperium, a luxury estate in Sosúa's El Choco Residential area, offers ocean views and secluded privacy.
This expansive mega-villa features 10 bedrooms, 10 bathrooms, and accommodates up to 16 guests with two swimming pools, two jacuzzis (including an indoor cave option), and extensive indoor/outdoor living spaces, plus optional services like a private chef.
Relaxing Modern 4br Family Oasis In Napes- 10 Min To Beach & Downtown Fun - Caribbean
10 10 reviews

Relaxing Modern 4br Family Oasis In Napes- 10 Min To Beach & Downtown Fun

apartment, Lely
This Crown Pointe apartment rental in Lely, Florida, is conveniently located approximately 10 minutes from Naples Beach, downtown Naples, and the Naples Pier.
This spacious 4-bedroom, 3-bathroom home sleeps 12+, boasts two living areas, a screened lanai, and access to resort amenities including a fitness center, pool, and tennis/pickleball courts; kid-friendly features are available upon request.

Best Caribbean vacation rentals with a pool

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

La Gaviota A3 - Caribbean
9.0 73 reviews

La Gaviota A3

apartment, Juan Dolio
La Gaviota B3 is a beachfront rental located in Juan Dolio, just 10 miles from Estadio Tetelo Vargas. Guests rave about its excellent location, cleanliness, and overall experience.
This two-bedroom apartment comes with a fully equipped kitchen and two bathrooms. Enjoy the beautiful scenery from your private balcony, dine al fresco, and take advantage of the on-site American restaurant, barbecue facilities, and swimming pool.
Studio On The Beach - Caribbean
9.8 18 reviews

Studio On The Beach

studio, Marigot
This studio apartment in Marigot offers direct beachfront access and is located a 7-minute walk from Nettle Bay Beach.
This 270-square-foot studio features a kitchen with a fridge and microwave, air conditioning, Wi-Fi, and access to a shared swimming pool and terrace, with parking available.
Casa Nina Oceanfront Villa-a-paradise In Sosua, Dr - Caribbean
9.5 19 reviews

Casa Nina Oceanfront Villa-a-paradise In Sosua, Dr

house
This 3-bedroom villa is located in Sosúa, just a short distance from the Sosúa Jewish Museum and Sosúa Beach, offering easy access to the area's attractions. The villa has received excellent ratings for its location, cleanliness, and overall experience.
The 2,500 square foot villa comfortably accommodates up to 6 guests. It features a fully equipped kitchen, a private pool, a water park, and barbecue grills, providing plenty of space for relaxation and entertainment.
*Suite, Cabaña áRea De Piscina! Ubicacion Plus+* - Caribbean
9.8 35 reviews

*Suite, Cabaña áRea De Piscina! Ubicacion Plus+*

apartment
This beachfront studio apartment in Pampatar, Margarita Island, is a 30-second walk from Downtown Beach Club and near La Arena's pool and the Tibisay Hotel.
The unit offers a compact yet stylish design, sleeps two guests, includes a fully equipped kitchen, high-speed Wi-Fi, a private parking space, and features an oceanfront terrace with stunning sea views.

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

Sun Caraibes - Caribbean
9.0 58 reviews

Sun Caraibes

house, Orient Bay
This Sun Caraibes house rental in Orient Bay, St. Martin offers immediate beach access and is located 1.9 miles from Grand Case Airport.
The one-bathroom villa features a private pool, terrace, fully equipped kitchen, air conditioning, and on-site amenities including a tennis court, concierge service, and car rentals.
Villa Ukarimu - Caribbean
9.2 22 reviews

Villa Ukarimu

house, Cul de Sac
Villa Ukarimu is located in Cul de Sac, an 8-minute walk from Orient Bay Beach and 1.2 miles from Grand Case-Espérance Airport.
This 650 sq ft villa accommodates up to 8 guests with 2 bedrooms and 1 bathroom, featuring air conditioning, a fully equipped kitchen with a dishwasher and microwave oven, a private terrace, an outdoor swimming pool, a garden, and complimentary private parking with free WiFi.
Confortable Apartamento De 3 Tres Habitaciones, Con Hermosa Vista De Area Verde, Ademas De Piscinas Y Juegos Infantiles En Area Recreativa - Caribbean
8.9 86 reviews

Confortable Apartamento De 3 Tres Habitaciones, Con Hermosa Vista De Area Verde, Ademas De Piscinas Y Juegos Infantiles En Area Recreativa

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.
One Bedroom In Lux Condo,casa Costa! Wbeachpass! - Caribbean
9.6 207 reviews

One Bedroom In Lux Condo,casa Costa! Wbeachpass!

house, Boynton Beach
This Boynton Beach house is located just 1.1 miles from two beautiful beaches, Ocean Ridge Hammock Park Beach and Oceanfront Park - Boynton Beach Municipal, offering easy access to the sand and surf. The property has earned excellent ratings for its location, cleanliness, and overall user experience.
The house is a 1-bedroom, 1-bathroom property with 710 square feet of space, comfortably accommodating up to 2 guests. Enjoy a private pool, free parking, modern amenities like air conditioning, free Wi-Fi, and a fully equipped kitchen, along with a beach pass for nearby beaches.

Best Caribbean vacation rentals with parking

Modern 3-suite Villa In Sosua Ocean Village - Caribbean
9.9 26 reviews

Modern 3-suite Villa In Sosua Ocean Village

house
This luxurious three-bedroom, three-bathroom villa is located in the gated Sosúa Ocean Village community, a short walk from Sosúa Beach and near Playa Alicia, Playa Charamicos, and Cabarete Beach.
The 3-bedroom house boasts a private pool with a waterfall, an open-concept living area, 24/7 security, access to Sosúa Ocean Village amenities (with a day pass), and offers on-demand cleaning, private chef service, and concierge services; it comfortably sleeps six guests.
Charming  Lovely View  Beach  Pool 1404a - Caribbean
9.7 371 reviews

Charming Lovely View Beach Pool 1404a

apartment
This Cartagena studio apartment offers a prime location near Cartagena's iconic city sites and beaches, though precise distances aren't specified.
The fully equipped unit sleeps four, featuring a queen bed, two single beds, a full kitchen with fridge, freezer, and microwave, plus access to a pool, jacuzzi, gym, sauna, and parking (notification required).
3/2 Modern Condo At Riviera Colonial - Caribbean
9.2 34 reviews

3/2 Modern Condo At Riviera Colonial

apartment
This apartment is conveniently located in the Riviera Colonial district, directly across from the Zona Colonial and Rio Ozama, offering easy access to the historic heart of Santo Domingo. The apartment has received very good user ratings, with excellent ratings for location and cleanliness.
This spacious 3-bedroom, 2-bathroom apartment boasts a 910 square foot floor area. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, sauna, fitness center, and a fully equipped kitchen, as well as access to common area amenities like a barbecue area, track, and kids zone.
Apt. Estudio Zona Colonial Ac, Tv, Wi-fi Hot Water - Caribbean
9.9 298 reviews

Apt. Estudio Zona Colonial Ac, Tv, Wi-fi Hot Water

resort
This centrally located Santo Domingo studio apartment is in the Zona Colonial, just one block from museums, restaurants, and parks.
The unit offers a queen-size bed, a modern bathroom, air conditioning, free Wi-Fi, a smart TV, and accommodates two guests; nearby activities include exploring the historical sites of the Zona Colonial.
©2026 cozycozy.com