Holiday Rentals in Caribbean

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Caribbean holiday rentals
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341848 Holiday rentals and Airbnb in Caribbean

Best family friendly Caribbean holiday rentals

Among the 341848 accommodations in Caribbean, here are the 4 best family friendly rentals

Beautiful Hutchinson Island Condo - Steps To Ocean - Caribbean
10 62 reviews
Caribbean
21/12 – 31/12
230 €/nighttotal: 2300 € (10 )

Beautiful Hutchinson Island Condo - Steps To Ocean

2 3
apartment , Fort Pierce
This waterfront holiday home is located just 1.6 kilometres from Fort Pierce Beach and Bear Point Sanctuary, offering easy access to the beautiful coastline and nature trails. It has received excellent ratings for location, cleanliness and user experience.
The property is a two-bedroom, two-bathroom house that can accommodate up to four guests. Amenities include a swimming pool, Jacuzzi, sauna, fitness centre, tennis court, and a fully equipped kitchen, perfect for a relaxing and enjoyable stay.
Beachfront 4beds Jacuzzi Privacy Full Kitchen - Caribbean
9.4 118 reviews
Caribbean
17/08 – 23/08
150 €/nighttotal: 900 € (6 )

Beachfront 4beds Jacuzzi Privacy Full Kitchen

2 6
apartment , La Puntica de Juan Dolio
This beachfront apartment is located in La Puntica de Juan Dolio, just 3km from Playa Guayacanes, offering easy access to the beautiful beaches and local attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom apartment spans 120 square metres and provides a comfortable and well-equipped space for families or groups. Guests can enjoy a private pool, a fully equipped kitchen, a fitness centre, and a range of other amenities, including a terrace, a garden, and free parking.
Cozy Condo On The Beach, Near Shops And Markets, Super Discounts In Low Season - Caribbean
9.8 55 reviews
Caribbean
26/06 – 29/06
116 €/nighttotal: 348 € (3 )

Cozy Condo On The Beach, Near Shops And Markets, Super Discounts In Low Season

1 1
apartment , Sosúa
This apartment is situated in Sosúa, a 1.5-kilometre walk from both the Jewish Museum and Sosúa Beach, offering easy access to the town's cultural and natural attractions. It has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment has one bedroom and one bathroom and comes with a fully equipped kitchen, including a fridge, freezer, microwave, and dishwasher. The property also offers a range of amenities including a swimming pool, Jacuzzi, terrace, garden, spa, concierge service, bar, fitness centre, tennis court, and parking.
Apartamentos De 1 2 Y 3 Habitaciones - Caribbean
9.1 163 reviews
Caribbean
28/12 – 09/01
28 €/nighttotal: 336 € (12 )

Apartamentos De 1 2 Y 3 Habitaciones

2 3
studio , Santiago de los Caballeros
Apartaestudio en Santiago #1 offers a convenient base in Santiago de los Caballeros, Dominican Republic, located approximately 3.5 km from Kaskada Park, 4.5 km from the San Luis Fortress, and a similar distance from the Santiago Apostol Cathedral.
This recently renovated one-bedroom apartment features a fully equipped kitchen, air conditioning, a terrace, free Wi-Fi, and access to spa facilities; it sleeps up to [Number of guests, if available] and is close to the Monumento a los Héroes de la Restauración.

Best Caribbean holiday rentals with a pool

Among the 341848 accommodations in Caribbean, here are the 4 best rentals with a pool

Peaceful And Safe - Caribbean
9.8 58 reviews
Caribbean
17/08 – 23/08
185 €/nighttotal: 1110 € (6 )

Peaceful And Safe

3 6
apartment , Priory
This beachfront Priory holiday home is situated 3.4km from Cranbrook Flower Forest and 4.8km from Our Lady of Perpetual Help Church, offering easy access to Priory's beaches.
Sleeping six guests across three bedrooms and two bathrooms, this property boasts a private fenced garden, swimming pool, jacuzzi, fitness centre, and free Wi-Fi, plus nearby access to a water park.
Oasis Villa! Cayman Stations - Caribbean
9.7 96 reviews
Caribbean
26/06 – 29/06
83 €/nighttotal: 249 € (3 )

Oasis Villa! Cayman Stations

1 1
apartment , St Catherine
This house is located in Kingston, St. Catherine, just 1.4 km from Caymanas Golf and Country Club and within 10 km of several historical landmarks, offering a peaceful escape from the city. It has received excellent ratings for cleanliness, user experience, and location.
This home has one bathroom and features a kitchen with a fridge, microwave, and dishwasher. It also offers amenities like air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, a tennis court, parking, and internet access, making it ideal for a comfortable and enjoyable stay.
Neapolitan Vacation Rental - Caribbean
9.5 159 reviews
Caribbean
08/07 – 20/07
406 €/nighttotal: 4872 € (12 )

Neapolitan Vacation Rental

1 8
house , Naples Park
This Naples Park holiday home is just 2 kilometres from the beach and a short drive from Pelican Bay Community Park, offering a convenient location for exploring the area. The property has received excellent ratings for location, cleanliness and overall experience.
The home has 160 square metres of living space and features a fully equipped kitchen, separate living area, outdoor barbecue and private garage. Guests can enjoy a refreshing dip in the private pool, relax in the spa or work out in the fitness centre, while the tennis court and garden provide plenty of space for outdoor activities.
Dv Real Philoxénia - Caribbean
9.3 100 reviews
Caribbean
20/08 – 24/08
117 €/nighttotal: 468 € (4 )

Dv Real Philoxénia

1 3
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.

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

ÁTico Fantástico - Caribbean
9.3 3 reviews
Caribbean
28/12 – 09/01
84 €/nighttotal: 1008 € (12 )

ÁTico Fantástico

3 3
apartment , Santiago de los Caballeros
This three-bedroom flat in Santiago de los Caballeros is situated an 8-minute walk from Leon Center, with the Monumento a los Heroes de la Restauracion and La Aurora Cigar Factory approximately 4.3 to 4.5 kilometres away.
This apartment offers accommodation for up to 10 guests, featuring air conditioning, a kitchen, a swimming pool, a terrace, parking, and complimentary WiFi, all supported by full-day security.
El Conde Del Macao - Caribbean
9.5 34 reviews
Caribbean
23/06 – 01/07
45 €/nighttotal: 360 € (8 )

El Conde Del Macao

2 4
apartment , El Macao
This apartment is situated in El Macao, just 16 kilometres from Cana Bay Golf Club and Punta Blanca, and 22 kilometres from Cocotal Golf and Country Club. The apartment has been highly rated by previous guests, receiving excellent marks for cleanliness and location, and a very good overall rating.
The apartment offers a comfortable 60 square metre space with one bathroom. Guests can enjoy a private pool and garden, a terrace with pool views, a fully equipped kitchen, barbecue facilities, and a range of activities including fishing, bicycle and car rental, and a paid airport shuttle service.
Perry Hill Best View 1, La Mejor Vista De La Isla - Caribbean
9.8 100 reviews
Caribbean
17/08 – 23/08
82 €/nighttotal: 492 € (6 )

Perry Hill Best View 1, La Mejor Vista De La Isla

3 4
apartment , San Andrés
Perry Hill Best View 1, a three-bedroom apartment in Perry Hill, San Andrés, is situated 1km from Los Almendros Beach and less than a kilometre from San Andrés Bay, the North End, and the Baptist Church, with the airport just 1km away.
This 82-square-metre property boasts a terrace with stunning sea views, a fully equipped kitchen, free Wi-Fi, private parking, and can comfortably accommodate families or groups, offering excellent value for money near popular attractions.
Palm Beach House, Stunning 2 Bedrooms Beachfront, Nettle Bay Beach Club - Caribbean
9.7 11 reviews
Caribbean
27/08 – 05/09
201 €/nighttotal: 1809 € (9 )

Palm Beach House, Stunning 2 Bedrooms Beachfront, Nettle Bay Beach Club

2 2
house , Baie Nettle
Palm Beach House, in Nettle Bay, Sint Maarten, offers direct beachfront access to Nettle Bay Beach and is within 1.6km of Petite Baie Beach and 2.2km of Baie Rouge Beach.
This two-bedroom, two-bathroom villa sleeps seven, boasting a fully equipped kitchen with dishwasher, private parking, air conditioning, a swimming pool, terrace, garden, and free Wi-Fi.

Best Caribbean holiday rentals with parking

Moderno Apartamento Amueblado Full 3 Habitaciones, Wifi, Netflix - Caribbean
9.5 144 reviews
Caribbean
06/01 – 20/01
39 €/nighttotal: 546 € (14 )

Moderno Apartamento Amueblado Full 3 Habitaciones, Wifi, Netflix

3 2
apartment , Santiago de los Caballeros
This apartment is located in Santiago de los Caballeros, just 2.2 kilometres from Leon Center and 4.7 kilometres from Monumento a los Heroes de la Restauracion, offering a convenient base for exploring the city's attractions. Guests consistently rate this property highly for its cleanliness, location, and overall experience.
This three-bedroom apartment spans 65 square metres and comfortably accommodates up to five guests. Amenities include a swimming pool, a children's playground, free private parking, and a balcony with mountain views, providing a relaxing and enjoyable stay.
Villa Los Almendros - 2 Private Pools Tennis Pickle Ball - Caribbean
9.4 37 reviews
Caribbean
08/07 – 20/07
256 €/nighttotal: 3072 € (12 )

Villa Los Almendros - 2 Private Pools Tennis Pickle Ball

5 8
house , Baní
Villa Los Almendros, located in Baní, is 39 kilometres from the Estadio Panamericano in San Cristóbal and 71 kilometres from Las Américas International Airport.
This five-bedroom property, boasting 430 square metres of floor space, offers two private swimming pools, a private tennis court, a restaurant, fitness centre, and free Wi-Fi, comfortably accommodating large families or groups.
Sardinia Vacation Rental - Caribbean
9.3 80 reviews
Caribbean
08/07 – 20/07
474 €/nighttotal: 5688 € (12 )

Sardinia Vacation Rental

1 8
house , Naples Park
This Naples Park holiday home is located just a 12-minute walk from Vanderbilt Beach and a 14-kilometre drive from Tin City, offering easy access to the area's natural beauty and attractions. Guests have consistently rated the property excellent for its cleanliness, location, and overall experience.
The house has four bedrooms and spans 157 square metres, providing ample space for families or groups. Guests can enjoy a private pool, spa facilities, a fitness centre, and a tennis court, ensuring a relaxing and enjoyable stay.
Relax Poolside & Walk Or Bike To The Beach From This Amazing Naples Pool Home! - Caribbean
9.3 99 reviews
Caribbean
17/08 – 23/08
290 €/nighttotal: 1740 € (6 )

Relax Poolside & Walk Or Bike To The Beach From This Amazing Naples Pool Home!

3 6
house , Naples Park
This Naples Park property, a three-bedroom house, is ideally located 2.7km from Vanderbilt Beach and 1.9km from Delnor-Wiggins Pass State Park.
The 144 square metre residence boasts a private pool, garden, and Jacuzzi, alongside a fully equipped kitchen, air conditioning, Wi-Fi, and parking, comfortably sleeping up to six guests.
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