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

Estrella Del Mar - Caribbean
9.0 411 reviews

Estrella Del Mar

studio, San Andrés
The ESTRELLA DEL MAR studio apartment is situated just a short walk from Los Almendros Beach and San Andres Bay, offering easy access to the island's beautiful beaches and vibrant atmosphere. The studio has received excellent ratings for cleanliness and location, ensuring a comfortable and enjoyable stay.
The apartment features a well-equipped kitchen with a dishwasher and a private bathroom, making it perfect for a self-catering holiday. Guests can also enjoy the convenience of air conditioning, free Wi-Fi, and a terrace for relaxing after a day of exploring the island's attractions.
Amazing 2 Bedroom Beach Apartment For 6 (1 Of 2) - Caribbean
9.6 202 reviews

Amazing 2 Bedroom Beach Apartment For 6 (1 Of 2)

apartment, Juan Dolio
This two-bedroom, two-bathroom apartment in Villas Del Mar, Juan Dolio, is located less than 0.6 km from Marbella Beach and 5.8 km from Los Marlins Golf Course.
The 6-guest property boasts a private fenced yard, free Wi-Fi, a fully equipped kitchen, and access to an on-site swimming pool, fitness centre, and games room.
Tropical Apt W/ Pool | 5 Min Beach | Dominicus - Caribbean
9.9 37 reviews

Tropical Apt W/ Pool | 5 Min Beach | Dominicus

apartment
This one-bedroom flat is located in a peaceful district of Dominicus, a 5-6 minute walk from the beach.
The stylishly furnished accommodation sleeps four guests and features air conditioning, Wi-Fi, a kitchen, and access to communal swimming pools and gardens, with parking available.
Bright, Family Friendly Villa 350 Mts To The Beach! - Caribbean
9.0 2 reviews

Bright, Family Friendly Villa 350 Mts To The Beach!

house, Las Terrenas
This beachfront villa in Las Terrenas is a 0.8km walk from La Iglesia Beach and Playa Ballenas, and within 1.2km of Beach Garden Plaza and the Haitian Caraibes Art Gallery.
The three-bedroom, two-bathroom property sleeps six, offering a complete kitchen, air conditioning, Wi-Fi, a swimming pool, terrace, garden, and parking; enjoy nearby watersports and explore local attractions.

Best Caribbean holiday rentals with a pool

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

A Private Oasis In Las Terrenas With Rooftop Relaxing, Dining, Or Star Gazing - Caribbean
9.6 50 reviews

A Private Oasis In Las Terrenas With Rooftop Relaxing, Dining, Or Star Gazing

apartment, Las Terrenas
This Las Terrenas apartment is centrally located, less than 2km from Punta Popy Beach and Plaza Rosada shopping centre, and within 3km of Playa La Iglesia.
The two-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, private balcony, swimming pool, free Wi-Fi, and parking; housekeeping is available on request.
Santiago Center Huge Apartment 2stay Rooftop To Enjoy The City View 6-3 - Caribbean
9.2 8 reviews

Santiago Center Huge Apartment 2stay Rooftop To Enjoy The City View 6-3

apartment, Santiago de los Caballeros
This Santiago de los Caballeros apartment is centrally located, approximately 5.1 km from the Heroes of the Restoration Monument and 7.4 km from the Leon Centre.
The three-bedroom, two-bathroom flat sleeps families or groups, boasting a rooftop pool, terrace with city views, fully equipped kitchen, barbecue facilities, free Wi-Fi, and private parking; a paid airport shuttle service to Cibao International Airport (16 km) is available.
Luxury Apartment With Pool - Caribbean
9.5 26 reviews

Luxury Apartment With Pool

apartment, Santiago de los Caballeros
This Santiago de los Caballeros apartment, ideal for families, is conveniently located a short drive from key attractions including the Cibao Stadium (3.9 km), the Leon Centre (6.8 km), and the Monumento a los Héroes de la Restauración (6.9 km).
The 115-square-metre property features three bedrooms, a fully equipped kitchen, a swimming pool, fitness centre, and private parking; free Wi-Fi and in-unit laundry facilities are also provided.
Blue Lizard House - Caribbean
9.9 170 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.

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

Luxurious Apartment 4to Level With Security Camera - Caribbean
9.5 118 reviews

Luxurious Apartment 4to Level With Security Camera

apartment, Santo Domingo Norte
This apartment in Higüero, Santo Domingo Norte, is conveniently located within 10km of the US Embassy, the National Zoological Park, and Los Tres Ojos National Park.
The 77-square-metre property features two bathrooms, a fully equipped kitchen, free Wi-Fi, a private balcony, and access to an on-site swimming pool and fitness centre; making it ideal for families or business travellers.
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.
Beautiful Sea Front Apartment - Caribbean
9.7 9 reviews

Beautiful Sea Front Apartment

apartment, Paraíso
This apartment is situated in the Paraíso district, directly on Paraíso Beach, offering unparalleled sea-front views and immediate access to the sand.
This three-bedroom flat accommodates up to eleven guests, boasting air conditioning, a fully equipped kitchen, complimentary high-speed Wi-Fi, and a private balcony, with towels and bed linen provided for your convenience.
My Breezes Space Ac, Pool, 3 Hab, Santiago - Caribbean
9.0 117 reviews

My Breezes Space Ac, Pool, 3 Hab, Santiago

apartment, Santiago de los Caballeros
This apartment in Santiago de los Caballeros is conveniently located just 2.6km from the Leon Center, 6.1km from the Monumento a los Heroes de la Restauracion, and 4.8km from the La Aurora Cigar Factory, making it easy to explore the city's attractions. The apartment enjoys excellent ratings for cleanliness, location, and user experience, ensuring a comfortable and enjoyable stay.
The apartment, perfect for families, can accommodate up to 6 guests and features three bedrooms. Enjoy a refreshing dip in the private pool, relax on the terrace with barbecue facilities, or take advantage of the garden and free parking.

Best Caribbean holiday rentals with parking

Charming Beach Apartment With Private Pool - Caribbean
9.8 238 reviews

Charming Beach Apartment With Private Pool

apartment
This luxurious two-bedroom apartment in Bávaro, Punta Cana, is located steps from Bavaro Beach and close to excellent restaurants.
The 120m² property boasts a private pool on its terrace, sleeps five guests, and includes a fully equipped kitchen, high-speed Wi-Fi, and access to a shared pool, Jacuzzi, and BBQ area.
Karen's Sea-foam Oasis - Caribbean
9.6 5 reviews

Karen's Sea-foam Oasis

house, Bonita Springs
Karen's Sea-Foam Oasis, a Bonita Springs holiday home, is situated 2.6 km from Barefoot Beach and 7.9 km from Delnor-Wiggins Pass State Park.
This three-bedroom property boasts 111 square metres of living space, comfortably accommodating up to 17 guests, and features a private hot tub, spa, and fully equipped kitchen.
Premier Host! 3br/3ba Villa W/ Private Pool Private Perla Marina Beach  Gated - Caribbean
9.7 116 reviews

Premier Host! 3br/3ba Villa W/ Private Pool Private Perla Marina Beach Gated

apartment, Perla Marina
This three-bedroom house is situated in Perla Marina, just 1.1 kilometres from Encuentro Beach and within 5 kilometres of Kite Beach and Laguna SOV.
The 204 square metre property boasts a private pool, a spa tub, a garden with barbecue grills, and a fully equipped kitchen with a fridge and an oven.
Ocean Tours San Andrés - Caribbean
9.3 45 reviews

Ocean Tours San Andrés

apartment, San Andrés
Ocean Tours San Andrés apartment is situated 0.97km from Gustavo Rojas Pinilla International Airport and a 1.9km stroll from Parceras Beach, conveniently close to the North End of San Andrés Island.
This two-bedroom, one-bathroom flat sleeps seven guests, boasting a fully equipped kitchen, air conditioning, a rooftop pool, and on-site parking; nearby attractions include Spratt Bight and Los Almendros beaches.
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