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

Casa Kamanda, Zona Colonial, Santo Domingo - Caribbean
9.1 130 reviews

Casa Kamanda, Zona Colonial, Santo Domingo

apartment, Santo Domingo
Casa Kamanda, a family-friendly apartment in Santo Domingo's Zona Colonial, is ideally situated near Montesinos Palace, Guibia Beach, and Puerto Santo Domingo.
This pet-friendly dwelling boasts a private patio, garden access, a well-equipped kitchen including a fridge, freezer and microwave, free Wi-Fi, air conditioning, and flat-screen TVs with streaming services.
Friendly Beach House - Caribbean
9.5 30 reviews

Friendly Beach House

house, Baie Nettle
Friendly Beach House is situated in Baie Nettle, a short distance from the beach and within easy reach of the Grand Case beach and restaurants.
This two-bedroom house, spanning 87 square metres, features a private pool, a terrace, a garden, and parking for guests.
Rest In City Ii - Caribbean
9.0 18 reviews

Rest In City Ii

apartment, Santo Domingo Este
This three-bedroom apartment in Santo Domingo Este's Alma Rosa district is situated approximately 1.6km from Megacentro Mall, and within 5km of attractions such as the Three Eyes National Park and Columbus Lighthouse.
The 191 square metre property sleeps six, boasting two bathrooms, a fully equipped kitchen with oven and microwave, free WiFi, a washing machine, Smart TV, and access to a swimming pool and on-site water park.
Apartamento Cartagena - Espectacular Vista - P10 - Caribbean
8.9 115 reviews

Apartamento Cartagena - Espectacular Vista - P10

apartment
Apartamentos Cartagena is located in the Laguito district of Cartagena de Indias, just a short walk from Laguito Beach and Castillogrande Beach, offering easy access to the vibrant beach scene. The property has received very good ratings for cleanliness and user experience, and enjoys an excellent location rating.
The apartments are family-friendly and pet-friendly, with a fully equipped kitchen, air conditioning, and a balcony or terrace. Guests can enjoy the on-site amenities such as a swimming pool, garden, restaurant, bar, and parking, as well as complimentary Wi-Fi and access to sightseeing tours.

Best Caribbean holiday rentals with a pool

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

Villa Tropicalia - Caribbean
10 1 review

Villa Tropicalia

house
This villa, named Villa Tropicalia, is located in Phase 12 of Casa Linda, Sosúa, offering proximity to Sosúa Beach and the town centre, just 5 kilometres away.
This family-friendly property accommodates up to four guests with two bedrooms and two bathrooms, featuring air conditioning, a private swimming pool, a garden, and parking, with access to community amenities such as restaurants, a water park, and sports courts.
Secret Oasis | Private Pool | Cosón Beach View - Caribbean
10 50 reviews

Secret Oasis | Private Pool | Cosón Beach View

apartment
Casas Mauve offers individual casitas located just meters from the Mirador de Las Terrenas and Playa Cosón, a 3-minute drive from the town centre.
Each casita provides a private 4x2 metre pool, panoramic sea views, a king-size bed, air conditioning, and a well-equipped kitchen, accommodating up to two guests.
Tropical Beach Bayahibe - Caribbean
9.2 62 reviews

Tropical Beach Bayahibe

apartment, Bayahibe
Tropical Beach Bayahibe apartment is situated in Bayahibe, 0.8km from Bayahibe Beach and 2.9km from Dominicus Beach, offering easy access to local attractions.
This 52 square metre self-catering flat features one bedroom, one bathroom, a fully equipped kitchen, and a terrace; it comfortably sleeps two and includes a swimming pool, garden, and free Wi-Fi and parking.
#14 First Floor 3br, 2ba Apt @ Isabela Beach Court - Caribbean
9.1 157 reviews

#14 First Floor 3br, 2ba Apt @ Isabela Beach Court

apartment, Isabela
This apartment is located in Isabela Beach Court, a residential community in Isabela, Puerto Rico, within walking distance of the beach and just 400 metres from the nearest sandy beach. The property has excellent user, location and cleanliness ratings.
The apartment is a spacious 149 square metre property with 3 bedrooms and 2 bathrooms, which can comfortably accommodate up to 7 guests. The apartment has a fully equipped kitchen, a private terrace with a BBQ, a swimming pool, a garden and direct access to the beach, alongside a range of other amenities and nearby activities.

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

Casa Coco-cielo Superior 6 Master @ Casa Linda - Caribbean
9.4 85 reviews

Casa Coco-cielo Superior 6 Master @ Casa Linda

house, Sosua, Cabarete
This family-friendly villa is situated just 6 kilometres from the popular Sosua beaches like Laguna SOV, Sosua Beach, and Laguna Beach, offering easy access to the area's attractions. It has received excellent ratings for location, cleanliness, and user experience.
The property features 6 bedrooms, accommodating up to 12 guests, making it ideal for families or groups. Guests can enjoy a range of amenities including a private pool, a jacuzzi, a terrace, a garden, a spa, and a tennis court, ensuring a comfortable and enjoyable stay.
A Touch Of Class To Your Stay-our Iconic Egg Chair. - Caribbean
9.4 65 reviews

A Touch Of Class To Your Stay-our Iconic Egg Chair.

apartment, Basseterre
This Basseterre apartment, situated 1.8km from Greatheds and under 5km from Frigate Bay Beach, offers convenient access to Royal St Kitts Golf Club and Timothy Hill.
The one-bedroom, one-bathroom flat sleeps four guests and features a fully equipped kitchen, private balcony, in-unit laundry, free Wi-Fi, and access to a spa, garden, and barbecue grills, plus on-request towel changes.
Waterfront Home W/ Boat Dock & Bar In N Fort Myers - Caribbean
10 1 review

Waterfront Home W/ Boat Dock & Bar In N Fort Myers

house, North Fort Myers
This North Fort Myers property offers canal access and is situated 11.6 kilometres from the Imaginarium Hands-On Museum & Aquarium, with golf opportunities nearby.
This spacious 165 square metre residence accommodates up to 15 guests, featuring air conditioning, a fully equipped kitchen with a dishwasher and oven, a swimming pool, garden, parking, and free Wi-Fi.
Dv Real Philoxénia - Caribbean
9.3 104 reviews

Dv Real Philoxénia

apartment, Oyster Pond
DV Real Philoxénia is a self-catering apartment in Sint Maarten, conveniently located a 13-minute walk from Coralita Beach and 2.25 km from Dawn Beach, with Grand Case-Espérance Airport 9 km away.
This 60 square metre flat features one bedroom, one bathroom, a private garden, a swimming pool, free parking, and a fully equipped kitchen; guests can also enjoy the on-site car rental service for exploring the island.

Best Caribbean holiday rentals with parking

Moderno Con Vista A La Piscina - Caribbean
9.8 58 reviews

Moderno Con Vista A La Piscina

apartment
This two-bedroom apartment in Licey al Medio enjoys a convenient location on the main road, approximately 24km from Cibao International Airport and 32km from Santiago's city centre and the Monument.
The second-floor flat offers a furnished interior with a balcony overlooking the pool, accommodating up to four guests and including a well-equipped kitchen, air conditioning, Smart TVs, a fitness centre, parking, and a swimming pool within a secure gated community.
Fun Under The Sun! - Caribbean
9.5 113 reviews

Fun Under The Sun!

apartment, Cupecoy
This Cupecoy apartment offers convenient access to Cupecoy Beach, Mullet Bay Beach, and Baie Longue Beach, and is situated just 1.9 km from Princess Juliana International Airport.
The 47 square metre self-catering flat features a private terrace, swimming pool access, free Wi-Fi, and parking, alongside a fully equipped kitchen and a fitness centre.
Apartamento Opaa - Caribbean
9.4 139 reviews

Apartamento Opaa

apartment, San Andrés
Apartamento Opaa is located in San Andrés, just 1.9 kilometres from Gustavo Rojas Pinilla International Airport and a short distance from popular beaches like Los Almendros Beach and San Andres Bay. It has been rated excellent for cleanliness, and very good for location by previous guests.
This one-bedroom flat is 45 square metres in size. It comes with a fully equipped kitchen, air conditioning, a terrace, a garden, and free Wi-Fi.
Avisa Stays. A Hidden Gem. Luxury Beach Living. - Caribbean
9.4 206 reviews

Avisa Stays. A Hidden Gem. Luxury Beach Living.

apartment, Ocho Rios
This beachfront apartment building is located in Ocho Rios, just 1.6 kilometres from the city centre and within walking distance of Taj Mahal Mall and Turtle Beach, with Dunn's River Falls approximately 3.4 kilometres away. The apartment has consistently received excellent ratings for its location, cleanliness, and user experience.
The apartment is a one-bedroom, one-bathroom flat with a floor area of 60 square metres, suitable for up to three guests. It offers a range of features including a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, a spa, a tennis court, and parking.
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