Holiday Rentals in Caribbean

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Caribbean holiday rentals
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491001 Holiday Rentals and Airbnb in Caribbean

Best family friendly Caribbean holiday rentals

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

Aquazen  Villa D'exception Accès Privé à La Mer - Caribbean
9.9 54 reviews

Aquazen Villa D'exception Accès Privé à La Mer

house
This exceptional 3-bedroom villa, offering a unique waterfront experience with direct access and a private dock, is located in the peaceful and secure Cul-de-Sac district.
This family-friendly property accommodates up to 6 guests and features air conditioning, internet, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, a swimming pool, garden, and dedicated parking, with two double kayaks available for water exploration.
A Little Piece Of Paradise Is Waiting For You , 1 Minute Walk To Pool And Ocean - Caribbean
9.6 67 reviews

A Little Piece Of Paradise Is Waiting For You , 1 Minute Walk To Pool And Ocean

apartment, Freeport
This apartment is located in Williams Town, Freeport, within 2 kilometres of the Lucayan Archipelago and Port Lucaya Marketplace, a lively area with a diverse range of restaurants and bars. It has received excellent ratings for location, cleanliness and user experience.
This one-bedroom flat can accommodate up to 4 guests and features a fully equipped kitchen, a balcony, a private pool, and access to an outdoor pool and garden. It also offers free Wi-Fi, air conditioning, parking and is within walking distance of the beach, the Reef Golf Course, and Count Basie Square.
Blue Lizard House - Caribbean
9.9 173 reviews

Blue Lizard House

house, San Andrés
Blue Lizard House, a self-catering property in San Andrés, is located 13.3 km from San Andrés Bay and 12.1 km from Gustavo Rojas Pinilla International Airport, a 14-minute walk from Calle de las Palmeras Beach.
This one-bedroom, one-bathroom apartment sleeps two guests and features a swimming pool, garden, terrace, air conditioning, private parking, and a continental or American breakfast; bicycle and car rental are available on-site.
Luxurious Penthouse W/million Dollar View/free Breakfast Daily Maid, Altamar 32a - Caribbean
9.8 207 reviews

Luxurious Penthouse W/million Dollar View/free Breakfast Daily Maid, Altamar 32a

apartment
This Marbella apartment, located in Edificio ALTAMAR 32A, offers convenient proximity to Cartagena's airport and city centre, with Cartagena's nightlife also within easy reach.
This luxurious 232-square-metre property boasts four bedrooms, three bathrooms, and accommodates up to eight guests, featuring a swimming pool, jacuzzi, and daily maid service including breakfast and cleaning, all within a secure building with a garden and spa.

Best Caribbean holiday rentals with a pool

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

Oceans Edge Key West - Caribbean
8.8 2982 reviews

Oceans Edge Key West

resort, Stock Island
Oceans Edge Key West is located on Stock Island, a short 3 km drive from Key West International Airport and 8 km from the Southernmost Point. The resort has received very good ratings for its location, cleanliness and overall experience.
The resort offers a range of rooms and suites, all with flat-screen TVs and private bathrooms. Guests can enjoy a variety of amenities, including multiple swimming pools, a waterfront bar and restaurant, a marina, a spa, and a fitness centre.
Villa With Heated Pool & Jacuzzi, Near Beaches - Caribbean
9.9 25 reviews

Villa With Heated Pool & Jacuzzi, Near Beaches

house
This Tropical Chic villa, a contemporary residence in Punta Cana, is located in a tranquil and secure district, a mere few minutes from the shores of Bavaro Beach and local amenities including restaurants and supermarkets.
This modern dwelling offers three bedrooms and two bathrooms for up to six guests, featuring a private swimming pool, an outdoor patio, and a fully equipped kitchen, with air conditioning and Wi-Fi provided for your convenience.
Luxury 1 Bdr, Rooftop Pool, Gym, In Downtown D2 - Caribbean
No reviews

Luxury 1 Bdr, Rooftop Pool, Gym, In Downtown D2

apartment, Santo Domingo
This one-bedroom flat is located in Downtown Santo Domingo, 1.1 kilometres from the Palacio de los Deportes Virgilio Travieso Soto and 1.2 kilometres from the Centro Olimpico.
This serviced apartment sleeps two guests and offers a kitchen with a fridge and microwave, air conditioning, Wi-Fi, a swimming pool, and covered parking.
Lovely 1 Bedroom Loft, Beautiful Designed - Caribbean
10 2 reviews

Lovely 1 Bedroom Loft, Beautiful Designed

apartment, Santo Domingo
This Santo Domingo city centre apartment is less than 1.6km from Plaza de la Cultura and Sambil Santo Domingo shopping mall, offering easy access to the Eduardo Brito National Theatre and the Museum of Modern Art.
The one-bedroom flat, sleeping two guests, boasts 1.5 bathrooms, air conditioning, a swimming pool, Wi-Fi, and a TV, all within a smoke-free environment.

Frequently asked questions about holiday rentals in Caribbean

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

    The Caribbean boasts a wealth of stunning sights. For breathtaking beaches, you can't miss Grace Bay Beach in Turks and Caicos or Seven Mile Beach in Grand Cayman. History buffs should explore the historic forts of Santo Domingo in the Dominican Republic, or wander through the charming streets of Old San Juan in Puerto Rico. For something different, visit the vibrant coral reefs around Barbados or explore the lush rainforests of Dominica.
  • What are the best Airbnb and holiday rentals in Caribbean?

    Lowest Floor Condo - Oversized Balcony - Beach Front - Reserved Parking Space, Villa Renaissance and Portofino Tower 3 Unit 1601 are the most popular Airbnb and holiday rentals in Caribbean among travellers.

  • Are there unique natural phenomena in the Caribbean?

    Absolutely! The Caribbean is home to many unique natural wonders. Witness the bioluminescent bays of Puerto Rico, where microscopic organisms create a magical glow in the water. Explore the Pitons, dramatic volcanic peaks on the island of St. Lucia. And don't forget the stunning coral reefs teeming with marine life, perfect for snorkelling or scuba diving.
  • What are the most popular Airbnbs in Caribbean?

  • What essentials should you bring along for the Caribbean?

    Pack light, breathable clothing, swimwear, sunscreen (high SPF is crucial!), insect repellent, a hat, sunglasses, and comfortable walking shoes. Don't forget a reusable water bottle to stay hydrated in the tropical heat. A raincoat might be useful, depending on the time of year and island you visit.
  • What are the best holiday rentals with a pool 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 traveller might spend around £50-£100 per day, covering basic accommodation, local food, public transport, and some free activities. Mid-range travellers might spend £100-£250, while luxury travellers could easily spend £500+ per day.
  • What are the best rentals for families and kids 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 culinary gems. In Jamaica, try jerk chicken or ackee and saltfish. In Cuba, savour ropa vieja or moros y cristianos. The Dominican Republic offers la bandera Dominicana. Many restaurants in smaller towns and villages offer authentic local cuisine, often at more affordable prices than tourist-centric establishments. Look for places frequented by locals.
  • What are the best rentals or Airbnbs with a jacuzzi in Caribbean?

  • What are some less-famous attractions in the Caribbean that are worth the visit?

    Consider exploring the John Crow Mountains National Park in Jamaica for its stunning biodiversity and hiking trails, or the underwater sculptures of Grenada's Molinere Underwater Sculpture Park. The Valley of the Desolation in Dominica offers unique volcanic landscapes. These locations provide a more off-the-beaten-path experience.
  • What are the best activities for engaging with locals and understanding their culture in the Caribbean?

    Visit local markets to experience the vibrant atmosphere and interact with vendors. Take a cooking class to learn about Caribbean cuisine and its cultural significance. Attend local festivals or events. Consider staying in a guesthouse or smaller hotel to interact more easily with the local community.
  • What unique natural landscapes and terrain features can travellers 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 peaks like the Pitons in St. Lucia, and dramatic cliffs, the options are plentiful. Explore the unique karst landscapes of Cuba or the mangrove forests of Belize.
  • How many days are ideal for the Caribbean, and what are some itinerary suggestions?

    The ideal length of stay depends on your interests and budget. A week allows you to explore one or two islands in depth. Two weeks opens up the possibility of island hopping. A possible itinerary could be: 3 days in Jamaica exploring beaches and culture, followed by 4 days in Barbados enjoying water sports and historical sites.

Best Caribbean holiday rentals with a balcony

The Reef Beach Resort, East End, Grand Cayman - Caribbean
8.5 1607 reviews

The Reef Beach Resort, East End, Grand Cayman

resort, Sand Bluff
The Wyndham Reef Resort is situated on the East End of Grand Cayman, just a short drive from the East End Marshland, Queen Elizabeth II Botanic Park, and Rum Point. The resort has consistently received very good ratings for its location, user experience, and cleanliness, ensuring a pleasant stay.
The resort offers a range of studios and apartments, all featuring air conditioning, kitchenettes, and private terraces with stunning sea views. Guests can enjoy a variety of activities, including swimming, tennis, yoga, and spa treatments, as well as dining at the resort's two restaurants and bar.
Lincoln Suite - Caribbean
8.9 1686 reviews

Lincoln Suite

apartment, Santo Domingo
The Lincoln Suite apartment is located in Santo Domingo, just 1.6 kilometres from the city centre and 2.4 kilometres from Guibia Beach, offering easy access to both the bustling city and the beautiful coastline. This apartment has received very good ratings for its location, cleanliness, and overall experience.
The apartment features a well-equipped kitchen with a fridge and microwave oven, a comfortable living area with a flat-screen TV, and a private bathroom. Guests can enjoy a range of amenities, including a rooftop pool, a gym, a sauna, and a spa, as well as a bar and room service.
The Oasis I, Portmore Country Club - Caribbean
9.8 133 reviews

The Oasis I, Portmore Country Club

house, Portmore
This apartment is conveniently located in Greater Portmore, just a short drive from local shopping, historical attractions, and the beach. It has excellent user, location, and cleanliness ratings, making it a great choice for travellers.
The apartment has two bedrooms and is 13 square metres in size. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, terrace, garden, restaurant, and free parking.
Luxury 2br City Center Condo - Caribbean
9.5 7 reviews

Luxury 2br City Center Condo

apartment, Santo Domingo
This Santo Domingo city centre apartment is conveniently located near the Blue Mall and Agora Mall, less than 1.6km from the city centre and a short drive from the Malecon and Puerto Santo Domingo.
This 110 square metre, two-bedroom, two-bathroom flat sleeps seven guests and boasts a terrace, a fully equipped kitchen, free Wi-Fi, private parking, and access to a rooftop and indoor pool, plus a fitness centre.

Best Caribbean holiday rentals with parking

Ketsys Home Near Santo Cerro - Caribbean
9.8 12 reviews

Ketsys Home Near Santo Cerro

house, Concepción de La Vega
Ketsys Home, a spacious holiday property near Santo Cerro in Concepción de La Vega, Dominican Republic, is conveniently located 37km from Salto de Jimenoa, 24km from Kaskada Park, and 21km from Cibao International Airport.
This 125 square metre three-bedroom, two-bathroom house sleeps 17 guests and boasts a fully equipped kitchen, private balcony, garden, parking, Wi-Fi, and offers car rental and sightseeing tour arrangement services.
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, Santo Domingo
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.
Apartamento Milagro Con Vista Mar Y La Ciudad En El Malecón Santo Domingo - Caribbean
10 1 review

Apartamento Milagro Con Vista Mar Y La Ciudad En El Malecón Santo Domingo

apartment, Ciudad Nueva
Apartamento Milagro, a one-bedroom flat in Ciudad Nueva, Santo Domingo, is located a short walk (approximately 0.9 km) from Guibia Beach and 1.8 km from the Malecon boardwalk.
This 70 square metre self-catering apartment sleeps three, boasting a fully equipped kitchen, air conditioning, a jacuzzi, private parking, and free Wi-Fi; nearby attractions include the Blue Mall and Agora Mall.
Fully Equipped New 3br Apt Dt 2mins To The Beach - Caribbean
8.7 35 reviews

Fully Equipped New 3br Apt Dt 2mins To The Beach

house, Sosúa
This five-bedroom villa is situated in Davenport, Florida, just 12 miles from Disney's Blizzard Beach Water Park and Disney's Wide World of Sports, offering easy access to a range of attractions. The property has received excellent ratings for user experience, location, and cleanliness.
The villa provides ample space for families or groups, and is equipped with a private pool, free parking, and a fully equipped kitchen. Guests can enjoy a range of amenities including air conditioning, free Wi-Fi, a TV, a washing machine, a dishwasher, and a microwave, as well as a terrace, a garden, a spa, a fitness centre, and a tennis court.
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