Compare Vacation Rentals & Airbnb in Caribbean

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Caribbean vacation rentals
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491001 Rentals and Airbnb in Caribbean

Best family friendly Caribbean vacation rentals

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

Miss Julyn Sweet Home - Caribbean
9.3 79 reviews

Miss Julyn Sweet Home

house, San Andrés
This charming two-bedroom house is situated just 0.15 kilometres from the seafront in San Andrés, within easy walking distance of shops, restaurants and beaches. The house consistently receives excellent ratings for cleanliness and location, making it a popular choice for travellers.
The house is 80 square metres in size and features a well-equipped kitchen, a comfortable living-dining area and a modern bathroom. Guests can enjoy the warm Caribbean climate on the terrace or in the garden, and the house also benefits from air conditioning, free Wi-Fi and room service.
Residencia Versatil    With A Beautiful Pool ‍️ ‍️ - Caribbean
9.0 14 reviews

Residencia Versatil With A Beautiful Pool ‍️ ‍️

apartment
This house in La Romana is located just a short distance from the beautiful Playa Caleta beach and the iconic El Obelisco, making it an ideal base for exploring the area. It consistently receives excellent ratings for its location, cleanliness and overall experience.
The property is a spacious three-bedroom house that comfortably accommodates up to six guests. It boasts a private pool, a fully equipped kitchen, and a terrace perfect for enjoying the warm Dominican sunshine.
Beautiful Villa In Boca Chica - Caribbean
No reviews

Beautiful Villa In Boca Chica

house, Boca Chica
This Boca Chica villa, situated 2.1 kilometres from Boca Chica Beach and 10 kilometres from Las Américas International Airport, offers easy access to both the beach and Santo Domingo's attractions, including the Malecon, Agora Mall, Blue Mall, and Faro a Colón, all within a 40-48 kilometre radius.
The three-bedroom property, boasting four bathrooms, a private terrace, garden, swimming pool, Jacuzzi, and spa, comfortably accommodates families or groups, and includes free Wi-Fi, parking, and a fully equipped kitchen with fridge, freezer, microwave and oven.
Lovely 3-bedroom Condo With Amazing Rooftop Pool - Caribbean
No reviews

Lovely 3-bedroom Condo With Amazing Rooftop Pool

apartment, Santo Domingo
This luxurious three-bedroom Santo Domingo apartment is ideally located in La Esperilla, a short distance from both the Piantini district and the Zona Colonial.
The 3-bathroom property sleeps six, boasting a 58" Smart TV, fully equipped kitchen, in-unit laundry, three parking spaces, and access to a communal pool, gym, and rooftop terrace with sea views.

Best Caribbean vacation rentals with a pool

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

Poolside, First Floor, Near The Beach - Caribbean
No reviews

Poolside, First Floor, Near The Beach

apartment, Punta Cana
This first-floor apartment in Villas Bávaro is situated 7 kilometres from the beach, 10 kilometres from downtown Punta Cana and 15 kilometres from Punta Cana International Airport.
This 146 square metre residence accommodates up to six guests, featuring three bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, a terrace, parking, a gym, a children's playground and a coworking space.
Kingston  - Centrally Located Luxury Apartment - Caribbean
9.7 105 reviews

Kingston - Centrally Located Luxury Apartment

apartment
This one-bedroom flat is conveniently located in Half Way Tree, a bustling district in Kingston, within 2 kilometres of Mandela Park and Jamaica House. It has received excellent ratings for location, cleanliness, and overall user experience.
The flat is equipped with a kitchen including a fridge, microwave, and dishwasher, and offers amenities such as air conditioning, a swimming pool, a Jacuzzi, a terrace, a garden, and parking. Guests can enjoy free Wi-Fi, a balcony, and a Smart TV.
Boca Del Mar Iii, Apartment 707 - Caribbean
No reviews

Boca Del Mar Iii, Apartment 707

apartment, Santo Domingo East, Municipality of Boca Chica
This Santo Domingo apartment is conveniently located near the Pena Batlle metro station (a 2-minute walk), Sambil Santo Domingo shopping mall (7-minute walk), and the Centro Olímpico (15-minute walk), offering easy access to various attractions including the National Zoological Park and Happyland.
The one-bedroom, one-bathroom flat sleeps four guests and includes amenities such as Wi-Fi, a swimming pool, parking, and a kitchen equipped with a microwave oven, washer, and dryer; scuba diving and ecotours are also nearby.
Villa Alida Nagua Pool Beach Dailymaid & Bbq - Caribbean
9.8 35 reviews

Villa Alida Nagua Pool Beach Dailymaid & Bbq

house, Matancita
Villa Alida is a 270 square metre house in Matancita, a seven-minute walk from Playa de Nagua beach and a 45-kilometre drive from Pueblo de los Pescadores fishing village.
This two-bedroom, two-bathroom property boasts a private swimming pool, spa, terrace, garden, free Wi-Fi, and free parking, perfect for families or groups seeking self-catering accommodation with excellent amenities near Matancita's beach.

Frequently Asked Questions about vacation rentals in Caribbean

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

    The Caribbean boasts a plethora of must-see sights. For stunning beaches, you can't miss 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 unique natural wonders. The bioluminescent bays in Puerto Rico and Jamaica offer magical nighttime experiences. The volcanic landscapes of Montserrat and Martinique are spectacular, and the coral reefs throughout the region are teeming with diverse marine life. Many islands also feature unique flora and fauna found nowhere else on earth.
  • What are the most popular Airbnbs in Caribbean?

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

    Pack light, breathable clothing, swimwear, sunscreen (high SPF!), a hat, sunglasses, insect repellent, 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 might be useful for evenings. Consider bringing a waterproof bag for beach days and any necessary medications.
  • What are the best vacation rentals with a pool in Caribbean?

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

    The Caribbean has a vibrant festival calendar. Carnival is a major event across many islands, with spectacular costumes, music, and parades. Specific dates vary, but it generally takes place in the late winter or early spring. Harbour Festival in Bermuda and Crop Over Festival in Barbados are other popular choices.
  • 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 in the Caribbean vary greatly depending on your travel style and the island you visit. A budget traveler might spend around 100 USD per day, while a luxury traveler could easily spend 500 USD or more. This includes accommodation, meals, local transportation, and some activities. Remember to factor in flights and any additional excursions.
  • What are the best rentals or Airbnbs with a jacuzzi in Caribbean?

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

    Each island has its own culinary specialties. In Jamaica, try jerk chicken or ackee and saltfish. In Cuba, savor ropa vieja or picadillo. In the Dominican Republic, la bandera dominicana (the Dominican flag) is a must. Many islands offer fresh seafood. Look for local restaurants away from the main tourist areas for an authentic experience. Check local guides or ask your hotel for recommendations.
  • What are some less-famous attractions in the Caribbean that are worth the visit?

    Beyond the well-known spots, consider exploring the lesser-visited islands like Dominica for its lush rainforests and hiking trails, or explore the secluded beaches of Vieques, Puerto Rico. Many islands have charming local markets offering unique crafts and souvenirs, providing an authentic cultural experience.
  • What are the best activities for engaging with locals and understanding their culture in the Caribbean?

    Visiting local markets, attending community events, and taking cooking classes are great ways to interact with locals. Consider staying in a locally owned guesthouse instead of a large resort. Talking to people, showing genuine interest in their culture and traditions will lead to meaningful interactions. Participating in community events, if possible, is another way to immerse yourself in the local culture.
  • What unique natural landscapes and terrain features can travelers explore in the Caribbean?

    The Caribbean's diverse geography offers a range of landscapes. From pristine white-sand beaches and turquoise waters to lush rainforests, volcanic mountains, and dramatic cliffs, the options are endless. Explore the diverse ecosystems of each island, from mangroves to coral reefs. Many islands offer opportunities for hiking, kayaking, and exploring caves.
  • How many days are ideal for a trip to the Caribbean, and what are some itinerary suggestions?

    The ideal trip length depends on your interests and budget. A week allows you to explore one or two islands in moderate depth. Two weeks gives you more time to island hop or delve deeper into a single island's culture and activities. A possible itinerary could include three days in Puerto Rico exploring Old San Juan and El Yunque National Forest, followed by four days in Barbados exploring its beaches and historical sites.

Best Caribbean vacation rentals with a balcony

I View - In Long Bay - Caribbean
9.2 190 reviews

I View - In Long Bay

house, Long Bay
This holiday home is situated just 1.5 kilometres from Long Bay Beach, a popular spot for swimming and sunbathing, and a 15-minute drive from Port Antonio. The house has received very good ratings for cleanliness and user experience, and an excellent rating for its location.
The property offers three separate accommodations, each with its own private terrace. Each accommodation is equipped with a fridge, microwave, air conditioning, a flat-screen TV, and free Wi-Fi access, and guests can enjoy stunning sea views, a garden, a bar, and parking.
Colonial Zone 3 Bed 3 Rooms Balcony - Caribbean
10 5 reviews

Colonial Zone 3 Bed 3 Rooms Balcony

apartment, Santo Domingo
This Santo Domingo Colonial Zone apartment is a 0.8km walk from the Catedral Primada de América and under 1.6km from the Alcázar de Colón, offering easy access to the Malecon and other key attractions.
This 100 square metre flat features one bedroom, one bathroom, sleeps eight guests, and includes a fully equipped kitchen, air conditioning, Wi-Fi, a balcony, and parking.
Sea Winds Cabarete - Caribbean
9.5 206 reviews

Sea Winds Cabarete

apartment
This apartment is situated in Cabarete, just a 15-minute walk from both Cabarete Beach and Kite Beach, with Encuentro Beach a 3.8 km drive away. The accommodation has received excellent ratings for user experience, location, and cleanliness.
This apartment has three bathrooms and a washing machine, providing ample space and convenience. It includes a fully equipped kitchen, a private balcony, a spa tub, a fitness centre, and a swimming pool, offering a range of amenities and activities.
Modern King Size Bed Condo With Pool By Agora Mall - Caribbean
9.5 211 reviews

Modern King Size Bed Condo With Pool By Agora Mall

apartment
This apartment is located in the heart of Downtown Santo Domingo, just a short walk from the Agora Mall and Blue Mall, placing you within easy reach of the city's vibrant shopping and cultural attractions. The apartment boasts excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment offers one bedroom and can accommodate up to four guests, making it ideal for families or groups of friends. Guests can enjoy a range of amenities including a swimming pool, fitness centre, and a fully equipped kitchen, as well as the convenience of free Wi-Fi and a balcony.

Best Caribbean vacation rentals with parking

Alojamiento Acogedor - Caribbean
10 25 reviews

Alojamiento Acogedor

apartment, Santiago de los Caballeros
This Santiago de los Caballeros apartment is conveniently located approximately 2.6 km from the Leon Centre and 2.7 km from the La Aurora Cigar Factory.
The 132 square metre property boasts three bedrooms, three bathrooms, and a private pool, comfortably accommodating up to 11 guests and offering free Wi-Fi and parking.
6 Bedroom Keirahideaway - Caribbean
No reviews

6 Bedroom Keirahideaway

house, Yallahs
This nine-bathroom holiday home near Yallahs, St. Thomas, Jamaica, is conveniently located approximately 26 kilometres from Norman Manley International Airport.
Sleeping up to 39 guests, the property boasts a fully equipped kitchen, free Wi-Fi, air conditioning, private parking, and a terrace with garden views, plus pets are welcome.
Modern Villa · Pool, Jacuzzi & Pool Table · Sosúa - Caribbean
9.4 24 reviews

Modern Villa · Pool, Jacuzzi & Pool Table · Sosúa

house
This luxurious three-bedroom villa is located in the exclusive Casa Linda residential community on the north coast, 15 minutes from Gregorio Luperón International Airport and a short drive from Sosúa's attractions, including Alicia Beach and Cabarete Beach, both 8 kilometres away.
This property offers accommodation for six guests with a private swimming pool, jacuzzi, fully equipped kitchen, air conditioning throughout, and access to community amenities such as a restaurant, public pool, tennis court, and mini-golf, with a shuttle bus service to Sosúa and Cabarete town centres available every 30 minutes.
Lujosa Villa Con Vistas A La Montaña - Caribbean
10 26 reviews

Lujosa Villa Con Vistas A La Montaña

house
This five-bedroom detached villa offers a secluded mountain escape within the Cordillera Septentrional, a 5-kilometre drive from Pedro García, Dominican Republic.
Guests can enjoy a private infinity pool, jacuzzi, garden, and parking, with accommodation for up to 10 people, perfect for families seeking a nature-immersed holiday with full villa exclusivity.
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