Holiday Rentals in Caribbean

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Caribbean holiday rentals
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Caribbean holiday rentals: compare the best deals

Best family friendly Caribbean holiday rentals

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

Tropical Heated Pool Home In Fun Beach Side Town  Sleeps 8 Private - Caribbean
9.8 103 reviews
Caribbean
08/03 – 08/09
HK$2623/nighttotal: HK$15738 (6 )

Tropical Heated Pool Home In Fun Beach Side Town Sleeps 8 Private

3 1
cottage , Lake Worth
This charming cottage is situated in the Parrot Cove neighbourhood of Mango Groves, Lake Worth, just a short walk from the beach and the town centre. The cottage has received excellent reviews from previous guests, highlighting its comfortable and family-friendly atmosphere.
The three-bedroom cottage spans 129 square metres and comfortably accommodates up to eight guests. The cottage offers a range of amenities, including a private pool, a fully equipped kitchen, a garden, and parking for three cars, making it an ideal choice for families and groups seeking a relaxing and enjoyable getaway.
Beach Condo W/ Ocean View Bh-302 @ Costa Atlantica - Caribbean
9.5 349 reviews
Caribbean
08/17 – 08/23
HK$2074/nighttotal: HK$12444 (6 )

Beach Condo W/ Ocean View Bh-302 @ Costa Atlantica

2 6
apartment , Punta Cana
This Punta Cana apartment is ideally situated in Bávaro, less than 1.6km from Los Corales and Cortecito beaches and the Cocotal Golf & Country Club.
Boasting three bathrooms, a fully equipped kitchen including a dishwasher, and in-unit laundry facilities, this family-friendly flat provides a private balcony, swimming pool access, and a fitness centre, all within a short distance of the beach.
Holiday Loft Suite Apartamento - Caribbean
9.9 90 reviews
Caribbean
07/01 – 07/08
HK$514/nighttotal: HK$3598 (7 )

Holiday Loft Suite Apartamento

1 2
apartment , San Andrés
Holiday Loft Suite Apartamento is situated near Parceras Beach in San Andrés, Colombia, a 1.4km walk from Spratt Bight Beach and 2.9km from North End, offering convenient proximity to Gustavo Rojas Pinilla International Airport (0.9km).
This 45 square metre self-catering flat features one bedroom, one bathroom, a terrace with sea views, a garden, free Wi-Fi, private parking, and a complimentary American breakfast; it sleeps up to two guests and includes a well-equipped kitchen with a fridge, microwave, and dishwasher.
Vista Mar!! - Caribbean
9.7 63 reviews
Caribbean
11/20 – 11/30
HK$830/nighttotal: HK$8300 (10 )

Vista Mar!!

2 4
apartment , Cartagena de Indias
This beachfront apartment near La Boquilla in Cartagena de Indias is an 11-minute walk from La Boquilla Beach and under 1.5 km from Crespo Beach, offering easy access to popular coastal areas.
The 96-square-metre property boasts two bedrooms, three bathrooms, a fully equipped kitchen, private parking, Wi-Fi, a balcony, and access to a rooftop pool, jacuzzi, sauna, and fitness centre; sleeping up to four guests comfortably.

Best Caribbean holiday rentals with a pool

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

New Industrial Loft Boho Chic Style Decorated+wifi - Caribbean
9.8 204 reviews
Caribbean
07/01 – 07/08
HK$621/nighttotal: HK$4347 (7 )

New Industrial Loft Boho Chic Style Decorated+wifi

1 2
apartment , Santo Domingo
This smoke-free apartment is located in Downtown Santo Domingo, within 2km of Plaza de la Cultura and the Sambil Santo Domingo shopping mall. It has been highly rated by previous guests for its cleanliness, location and overall experience.
The flat has one bedroom and is 96 square metres in size. It comes with a fully equipped kitchen, a balcony, a washing machine, air conditioning, a swimming pool, a jacuzzi, parking, and a video library.
Soha Suites I - Caribbean
8.9 221 reviews
Caribbean
08/09 – 08/16
HK$556/nighttotal: HK$3892 (7 )

Soha Suites I

1 2
house , Santiago de los Caballeros
Soha Suites I is located in Santiago de los Caballeros, just 2 kilometres from Leon Center and a short drive from the Monumento a los Heroes de la Restauracion, offering a convenient base for exploring the city. The property has received excellent ratings for location, cleanliness, and overall user experience.
Each suite offers a private bathroom and a balcony in some rooms, ensuring comfort and privacy. Guests can enjoy amenities such as a swimming pool, fitness centre, and free Wi-Fi, as well as a fully equipped kitchen with a fridge, microwave oven, and dishwasher.
1 Mi To Beach Access Naples Home With Lanai - Caribbean
9.9 142 reviews
Caribbean
08/17 – 08/23
HK$2144/nighttotal: HK$12864 (6 )

1 Mi To Beach Access Naples Home With Lanai

2 4
house , Naples Park
This charming Naples Park property is located just 1.6 kilometres from Vanderbilt Beach and 1 kilometre from Bluebill Beach, offering easy access to the beautiful coastline. The house has received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom house spans 86 square metres and comfortably accommodates up to four guests. The property features a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, and parking, ensuring a relaxing and enjoyable stay.
2 Room Apartment, Pool, Balcony, Bbq, Kitchen - Caribbean
9.7 64 reviews
Caribbean
12/21 – 12/31
HK$537/nighttotal: HK$5370 (10 )

2 Room Apartment, Pool, Balcony, Bbq, Kitchen

1 3
apartment , Boca Chica
This two-bedroom Boca Chica apartment is situated 0.4km from Boca Chica beach, a 5-minute walk from local restaurants and shops, and a 14-minute drive from Las Américas International Airport.
The 72 square metre flat offers a fully equipped kitchen, private balcony, access to a swimming pool, fitness centre and parking, comfortably sleeping up to six guests.

Frequently asked questions about holiday rentals in Caribbean

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

    The Caribbean boasts a diverse range of must-see sights. For stunning beaches, you can't beat Grace Bay in Turks and Caicos, or Seven Mile Beach in Grand Cayman. History buffs should explore the historic forts in Santo Domingo, Dominican Republic, or the ruins of Port Royal in Jamaica. For breathtaking natural beauty, consider the Pitons in St Lucia, or the lush rainforests of Dominica.
  • What are the best Airbnb and vacation rentals in Caribbean?

  • Are there unique natural phenomena in the Caribbean?

    Yes, absolutely! The Caribbean is home to bioluminescent bays, like Mosquito Bay in Vieques, Puerto Rico, where microscopic organisms create a magical glow in the water. You'll also find unique geological formations like the Boiling Lake in Dominica, a geothermal wonder, and various coral reefs teeming with vibrant marine life.
  • What are the most popular Airbnbs in Caribbean?

  • What essentials should you bring along for a trip to the Caribbean?

    Pack light 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, and a waterproof bag for beach days. A universal travel adapter might also be useful, depending on your origin.
  • What are the best vacation 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 music. Trinidad and Tobago's Carnival is particularly famous. Other notable events include Crop Over in Barbados, a harvest festival with music, dancing, and food, and Junkanoo in the Bahamas, a colourful street parade.
  • 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 could manage on around £75-£100 per day, while a more luxurious trip could easily cost £300-£500 or more. This includes accommodation, food, local transport and some activities. Flights are not included.
  • 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 picadillo. The Dominican Republic offers la bandera (the national dish), and in Barbados, flying fish is a must-try. Many local restaurants can be found throughout the islands; look for smaller, family-run establishments for an authentic experience.
  • What are some less-famous attractions in the Caribbean that are worth a visit?

    Consider exploring the underwater caves of the Bahamas, hiking to waterfalls in Dominica's rainforest, or visiting the secluded beaches of Culebra, Puerto Rico. The less-visited islands like Montserrat or Anguilla also offer unique experiences away from the usual tourist crowds.
  • What are the best activities for engaging with locals and understanding their culture in the Caribbean?

    Attend local festivals and events, visit local markets to sample fresh produce and interact with vendors, take a cooking class to learn about Caribbean cuisine, or even try a language exchange with locals. Many islands offer cultural tours that provide insights into local traditions and history.
  • What unique natural landscapes and terrain features can travellers explore in the Caribbean?

    The Caribbean's diverse geography offers everything from pristine white-sand beaches and turquoise waters to lush rainforests, volcanic mountains (like the Pitons in St Lucia), and dramatic cliffs. Exploring these varied landscapes is a key part of the Caribbean experience.
  • How many days are ideal for a trip to the Caribbean, and what are some itinerary suggestions?

    A week is a good starting point to explore one or two islands at a relaxed pace. For a longer trip, consider island hopping, perhaps spending three days in Jamaica, followed by four days in Barbados. Alternatively, dedicate a longer period to one island to delve deeper into its culture and attractions.

Best Caribbean holiday rentals with a balcony

Mia Loft- Industrial Vibes Parking & Amenities - Caribbean
9.7 231 reviews
Caribbean
01/10 – 03/13
HK$2332/nighttotal: HK$144584 (62 )

Mia Loft- Industrial Vibes Parking & Amenities

1 2
apartment , Miami
This Miami apartment is ideally situated just three miles from Bayside Market Place and Bayfront Park, placing you within easy reach of the city's bustling downtown scene. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment features a comfortable living space and a private patio, providing a tranquil retreat from the city's energy. Enjoy amenities such as a fully equipped kitchen, a swimming pool, a fitness centre, and a garden, ensuring a relaxing and enjoyable stay.
Nautilus...ocean Front Cottage Retreat ~ - Caribbean
9.4 227 reviews
Caribbean
12/13 – 12/17
HK$3978/nighttotal: HK$15912 (4 )

Nautilus...ocean Front Cottage Retreat ~

2 6
house , Cudjoe Key
This beachfront cottage is situated on Cudjoe Key, a peaceful island just 23 miles from Key West, offering easy access to the island's attractions and nightlife. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom villa comfortably accommodates up to six guests, providing a spacious and comfortable living space. Amenities include a private pool with sea views, a hot tub, a fully equipped kitchen, air conditioning, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Zippy´s Sea View Apartments - Caribbean
9.1 594 reviews
Caribbean
09/27 – 10/04
HK$540/nighttotal: HK$3780 (7 )

Zippy´s Sea View Apartments

1 2
apartment , San Andrés
Zippy's Sea View Apartment is situated on a beautiful beach strip in San Andrés, Colombia, approximately 24km from San Andrés City Centre and 32km from Rojas Pinilla International Airport.
This family-friendly flat offers direct beach access, a private terrace with sea views, a fully equipped kitchen including a fridge, microwave, and dishwasher, plus daily maid service, on-site parking, and proximity to local restaurants and bars.
Playa Turquesa A-202, Private Beach, Free Beach Chairs, Wifi, Best Location - Caribbean
9.8 46 reviews
Caribbean
07/01 – 07/08
HK$927/nighttotal: HK$6489 (7 )

Playa Turquesa A-202, Private Beach, Free Beach Chairs, Wifi, Best Location

1 2
apartment , Punta Cana
This Bávaro apartment is conveniently located less than 2km from Los Corales Beach and Cocotal Golf & Country Club, also near the Aromas Museum.
The one-bedroom, two-bathroom flat sleeps two, offering a kitchen with oven, fridge, microwave and washer/dryer, plus a swimming pool, jacuzzi, garden, parking and free Wi-Fi; barbecue facilities are available on-site.

Best Caribbean holiday rentals with parking

New Loft With View At The Sea Closer At The Airpor - Caribbean
Caribbean
06/27 – 07/04
HK$464/nighttotal: HK$3248 (7 )

New Loft With View At The Sea Closer At The Airpor

2 2
chalet , Urb Don Jaca
This chalet, located in the exclusive Santamarina complex in Urb Don Jaca, offers direct access to the beach and is a mere 5-minute journey from Simón Bolívar International Airport.
This 44 square meter apartment accommodates up to four guests across two bedrooms and one bathroom, featuring air conditioning, a fully equipped kitchen, and access to a shared swimming pool and jacuzzi, with 24/7 security and an on-site restaurant.
125.00 Night! Construction Sale! Now Thru Sept! Beautiful Jupiter Bay 2bed 2bath - Caribbean
9.8 86 reviews
Caribbean
08/17 – 08/23
HK$1863/nighttotal: HK$11178 (6 )

125.00 Night! Construction Sale! Now Thru Sept! Beautiful Jupiter Bay 2bed 2bath

2 6
apartment , Jupiter
This smoke-free apartment is located in Jupiter Bay, within a mile of both Maltz Jupiter Theatre and Jupiter Beach, offering easy access to cultural attractions and the stunning coastline. The apartment receives excellent ratings for location, cleanliness, and overall experience.
This two-bedroom, two-bathroom apartment spans 107 square metres and comfortably accommodates up to six guests. The apartment offers a range of amenities, including a private spa tub, an outdoor pool, a garden, free Wi-Fi, a patio, and a fully equipped kitchen.
2 Bedroom Beachfront As Seen On Hgtv!!! Ground Floor - Caribbean
9.8 76 reviews
Caribbean
08/17 – 08/23
HK$1593/nighttotal: HK$9558 (6 )

2 Bedroom Beachfront As Seen On Hgtv!!! Ground Floor

2 4
apartment , Freeport
This Coral Beach ground-floor apartment, part of a secure condominium complex, offers direct beach access.
The 74 square metre condo features two bedrooms, one bathroom, sleeps four, and includes a swimming pool, garden, spa, parking, and modern amenities.
5 Min De Baie Orientale-vue Magique, Idolem Résidence Unité 14 - 57 Rue Du Mont Vernon 1 - Caribbean
9.6 59 reviews
Caribbean
06/27 – 07/04
HK$807/nighttotal: HK$5649 (7 )

5 Min De Baie Orientale-vue Magique, Idolem Résidence Unité 14 - 57 Rue Du Mont Vernon 1

1 2
apartment , Cul de Sac
This one-bedroom apartment in Cul-de-Sac is situated 0.8km from Baie Orientale and a short walk from Orient Bay Beach, with Grand Case airport nearby.
The 60 square metre flat offers a terrace, swimming pool access, free parking, and sleeps up to three guests, boasting a fully equipped kitchen and stunning Baie Orientale views.
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