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

Townhouse Villa Isabella | Relax Y Comodidad - Caribbean
10 1 review

Townhouse Villa Isabella | Relax Y Comodidad

apartment
This two-bedroom flat is situated in Playa Nueva Romana, an exclusive and secure community in the Dominican Republic, offering convenient access to the beach.
This property boasts a private swimming pool, a fitness centre, and parking, with capacity for six guests and equipped with air conditioning, internet, and a full kitchen, making it ideal for families and pet owners seeking a Caribbean getaway.
60 M² House ∙ 2 Bedrooms ∙ 6 Guests - Caribbean
10 2 reviews

60 M² House ∙ 2 Bedrooms ∙ 6 Guests

house, Punta Cana
This Punta Cana house, near a playground (0.2km away), offers easy access to a pristine beach with a natural pool and various buggy and horseback riding excursions.
The 60 square metre property features two bedrooms, one bathroom, accommodates four guests, and includes a private pool, fruit trees, and air conditioning; pets are welcome.
Hostal Omar Y Maritza. Con Vista Al Mar. - Caribbean
9.9 73 reviews

Hostal Omar Y Maritza. Con Vista Al Mar.

house
This charming property is situated in Guardalavaca, a popular beach destination just 3km from Banes, offering a peaceful and family-friendly atmosphere. The house has received excellent ratings for cleanliness, location, and overall user experience.
The self-contained unit is ideal for couples or solo travellers, offering a private and comfortable space with a bedroom, bathroom, and a private terrace with stunning sea views. Guests can enjoy the convenience of a fully equipped kitchen, air conditioning, and a short walk to the beach, as well as access to three local restaurants serving Cuban and international cuisine.
Lugar Agradable Y Una Rica Vista A La Piscin 4 Niv - Caribbean
9.8 104 reviews

Lugar Agradable Y Una Rica Vista A La Piscin 4 Niv

apartment
This La Vega holiday home, perfect for families, is situated in [Insert District Name, La Vega], within a 2km radius of the Catedral de La Vega and 3km from the Museo del Tabaco.
The one-bedroom, two-bathroom property sleeps six, boasting a kitchen with fridge, microwave, and dishwasher, plus air conditioning, a swimming pool, garden, fitness centre, and parking; pets are welcome.

Best Caribbean holiday rentals with a pool

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

Beauport One-bedroom Apartment - Caribbean
10 2 reviews

Beauport One-bedroom Apartment

apartment, Freeport
This one-bedroom flat in Freeport is perfectly situated just an eight-minute walk from Lucaya Beach and a short distance from Coral Beach. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The 56 square metre flat comfortably accommodates two guests and offers a well-equipped kitchen, a private balcony, and access to a swimming pool. Enjoy stunning river views from the balcony, relax in the garden, and take advantage of free bicycle rentals to explore the surrounding area.
Exclusivo Penthouse - Caribbean
9.2 115 reviews

Exclusivo Penthouse

apartment, San Andrés
This penthouse apartment is situated in San Andrés, just steps from Spratt Bight Beach and a short walk from Los Almendros Beach, offering a prime location with easy access to the island's most popular beaches. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The spacious 250 square metre property features five bedrooms, comfortably sleeping up to 19 guests, making it ideal for large families or groups. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and spa, along with a fully equipped kitchen, air conditioning, and free Wi-Fi.
Lovely 2 Bedroom Condo With Pool And Hot Water - Caribbean
10 2 reviews

Lovely 2 Bedroom Condo With Pool And Hot Water

apartment, Cabarete
This Cabarete condo is ideally located 1.4 km from Cabarete Beach and 2.7 km from New Kite Beach, offering easy access to watersports and the town centre.
The 2-square-metre apartment, sleeping up to 7 guests, features two bedrooms, one bathroom, a kitchenette with microwave and fridge, a balcony, free Wi-Fi, on-site parking, and a shared swimming pool.
Cozy Family Villa Withpicuzzi Electricity Included - Caribbean
9.7 157 reviews

Cozy Family Villa Withpicuzzi Electricity Included

house
This Punta Cana villa is situated within a secure gated community, approximately 8km from Punta Cana's city centre, 10km from the beaches, and 15km from Punta Cana International Airport.
The three-bedroom, two-bathroom property sleeps six guests and boasts a private pool, air conditioning throughout, a fully equipped kitchen including fridge, freezer and microwave, plus secure parking and Wi-Fi; enjoy the garden and proximity to local amenities.

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 in Providenciales, Turks and Caicos, or Seven Mile Beach in Grand Cayman. History buffs should explore the historic forts in San Juan, Puerto Rico, or the ruins of Port Royal in Jamaica. For a taste of unique architecture, wander through the colourful streets of Willemstad, Curaçao, or Havana, Cuba.
  • 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 bioluminescent bays, like Mosquito Bay in Vieques, Puerto Rico, where the water glows at night. You'll also find stunning coral reefs teeming with marine life, perfect for snorkelling or diving. The Pitons, volcanic spires on the island of St Lucia, are another incredible natural wonder.
  • 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!), insect repellent, a hat, sunglasses, and comfortable walking shoes. Don't forget a reusable water bottle to stay hydrated. Depending on your activities, you might also need a waterproof bag, snorkeling gear, and a raincoat for the occasional shower.
  • What are the best holiday 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 particularly renowned. Other notable events include the Crop Over Festival in Barbados and Junkanoo in the Bahamas. Dates vary yearly, so it's best to check specific dates closer to your travel time.
  • 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 chosen island. A budget-conscious traveller might spend around £50-£100 per day, while a more luxurious trip could easily cost £200-£500 or more. This includes accommodation, meals, local transport and some activities.
  • 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 culinary gems. In Jamaica, try jerk chicken or ackee and saltfish. In Cuba, savour ropa vieja or paladares (private restaurants). In Barbados, flying fish is a must-try. Many islands feature fresh seafood, tropical fruits, and rice and beans variations. Look for local eateries and restaurants recommended by locals for an authentic experience.
  • What are some less-famous attractions in the Caribbean that are worth the visit?

    Consider exploring the El Yunque National Forest in Puerto Rico, a lush rainforest with waterfalls and hiking trails. The underwater museum in Grenada offers a unique diving experience. The secluded beaches of Culebra, Puerto Rico, provide a tranquil escape.
  • 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 a local festival or event to immerse yourself in the music, dance, and traditions of the island. Consider staying in a guesthouse or smaller hotel for a more personalised experience.
  • What unique natural landscapes and terrain features can travellers explore in the Caribbean?

    The Caribbean offers diverse landscapes. From the white-sand beaches and turquoise waters to lush rainforests, volcanic mountains (like the Pitons in St Lucia), and dramatic cliffs, the variety is immense. Exploring caves, like those found in Barbados and Cuba, offers a different perspective.
  • How many days are ideal for the Caribbean, and what are some itinerary suggestions?

    A week is a good starting point to explore one or two islands, allowing for relaxation and some exploration. A two-week trip lets you experience more islands and activities. A possible itinerary could include three days in Jamaica exploring beaches and waterfalls, followed by four days in Cuba exploring Havana and its surroundings.

Best Caribbean holiday rentals with a balcony

Colonial Apartment For Up To 4 Person - Caribbean
8.9 178 reviews

Colonial Apartment For Up To 4 Person

apartment, Santo Domingo
This Santo Domingo rooftop apartment near Montesinos offers easy access to Guibia Beach and the Malecon, both within a few kilometres of the city centre.
The 7-square-metre flat features two bedrooms sleeping up to four guests, a fully equipped kitchen, free Wi-Fi, air conditioning, and a balcony with city views; a nearby coffee shop adds convenience.
Beautiful Apartment In Santo Domingo ** Pool And Gym - Caribbean
9.6 279 reviews

Beautiful Apartment In Santo Domingo ** Pool And Gym

apartment, Julieta Morales
This apartment is located in Downtown Santo Domingo, within easy walking distance of Blue Mall and Agora Mall, offering convenient access to shopping and entertainment. The apartment has received excellent ratings for location, cleanliness and overall user experience.
The apartment is spacious and features multiple bathrooms, providing ample privacy for larger groups or families. It offers a range of amenities including a fully equipped kitchen, a fitness centre, a swimming pool, a jacuzzi and a terrace, making it ideal for a comfortable and enjoyable stay.
Posada Miss Anibel Central Town - Caribbean
9.0 255 reviews

Posada Miss Anibel Central Town

apartment, San Andrés
Posada Miss Anibel Central Town, a one-bedroom apartment in San Andrés, is centrally located, a short 0.96km walk from Spratt Bight Beach, 0.96km from Los Almendros Beach, and 1.44km from the North End, with Gustavo Rojas Pinilla International Airport only 0.96km away.
This 60 square metre self-catering flat sleeps seven, boasting a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and a terrace; nearby activities include exploring the beaches and organising tours through the accommodation's services.
Old Wooden Bridge Resort & Marina - Caribbean
8.5 904 reviews

Old Wooden Bridge Resort & Marina

house, Big Pine Key
This property is located in Big Pine Key, just 25 miles from Florida Keys Aquarium Encounters and 15 miles from Seven Mile Bridge, offering a peaceful escape with easy access to local attractions. The house has received very good user ratings for its cleanliness and overall experience, and the location has been rated excellent.
The accommodation features a fully equipped kitchen, a private bathroom, and a terrace or balcony. Guests can enjoy the swimming pool, the garden, and the bar, as well as free Wi-Fi, parking, and a grill for outdoor cooking.

Best Caribbean holiday rentals with parking

Refugio De Grace, Boca Del Mar 111. - Caribbean
9.9 20 reviews

Refugio De Grace, Boca Del Mar 111.

apartment
This new apart-hotel, 'aparta hotel boca del mar 111', is situated in Boca Chica, a 3-minute walk from Boca Chica beach, 24 kilometres from Las Américas International Airport (SDQ), and 32 kilometres from Santo Domingo city centre.
This one-bedroom flat accommodates up to four guests and offers air conditioning, a complete kitchen with a fridge and microwave, a washer/dryer, a balcony, and access to shared amenities including a swimming pool, fitness centre, and the beach.
Majestic Villa With Stunning Views In Jarabacoa - Caribbean
No reviews

Majestic Villa With Stunning Views In Jarabacoa

house, Buena Vista
This eleven-bedroom villa in Buena Vista, Jarabacoa, is situated approximately 16 kilometres from Salto de Jimenoa waterfall and within a 37-43 kilometre radius of attractions including Kaskada Park, the Monumento a los Héroes de la Restauración, La Aurora Cigar Factory, San Luis Fortress, and Leon Center.
The 300 square metre property boasts twelve bathrooms, a fully equipped kitchen, a swimming pool, a jacuzzi, a terrace, private parking, Wi-Fi, and comfortably accommodates up to 43 guests.
Charming  Lovely View  Beach  Pool 702 - Caribbean
9.7 169 reviews

Charming Lovely View Beach Pool 702

apartment, Cartagena
This Cartagena apartment, ideally located in a prime district near major attractions, offers easy access to the city's iconic landmarks.
Sleeping seven guests, the two-bedroom, two-bathroom flat features a fully equipped kitchen, access to a swimming pool, jacuzzi, gym, and sauna, plus free parking (notification required) and free Wi-Fi.
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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