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

Quiet Lely Resort Condo With Pool - 2 Mi To Golf! - Caribbean
9.8 54 reviews
Caribbean
06/12 – 20/12
NZ$443/nighttotal: NZ$6202 (14 )

Quiet Lely Resort Condo With Pool - 2 Mi To Golf!

2 5
apartment , Lely Resort
This two-bedroom apartment is situated in the Lely Resort community, just 2 kilometres from the Lely Resort golf course and 14 kilometres from the Tin City shopping district, offering a tranquil escape from the hustle and bustle of Naples. This property has received excellent ratings for its cleanliness, location, and overall experience.
This spacious 93 square metre apartment comfortably accommodates up to 6 guests. Amenities include air conditioning, free Wi-Fi, a dishwasher, an oven, a private terrace, a swimming pool, a jacuzzi, a garden, and parking.
Apartamentos Sound Bay Beach - Caribbean
9.6 179 reviews
Caribbean
08/08 – 18/08
NZ$197/nighttotal: NZ$1970 (10 )

Apartamentos Sound Bay Beach

1 3
apartment , San Andrés
Apartamentos Sound Bay Beach offers beachfront self-catering accommodation in San Andrés, steps from San Luis Beach and a 4-minute walk from San Luis town, with Playa Zarpada 2.4 km and San Andrés Bay 7.6 km away.
Each apartment features a fully equipped kitchen, air conditioning, a sea-view terrace, free Wi-Fi, and free private parking; daily room service, tour organisation, bicycle rental and a 24-hour front desk are also available.
Apartamentos Turísticos Casa Manuela - Caribbean
9.5 31 reviews
Caribbean
30/07 – 03/08
NZ$109/nighttotal: NZ$436 (4 )

Apartamentos Turísticos Casa Manuela

2 2
apartment , San Andrés
Apartamentos Turísticos Casa Manuela is situated in San Andrés, just 1.8 kilometres from Parceras Beach and 2.4 kilometres from Spratt Bight Beach, offering easy access to the island’s stunning coastline. The apartment has received excellent ratings for cleanliness and user experience, and a very good rating for its location.
The two-bedroom apartment spans 16 square metres and comfortably accommodates up to seven guests. Guests can enjoy a range of amenities, including a terrace, garden, air conditioning, and a fully equipped kitchen with a fridge, freezer, microwave oven, and coffee machine.
A Great Deal! Oceanview 2 Bedroom Luxurious Condo Hollywood Beach - Caribbean
9.8 361 reviews
Caribbean
08/07 – 20/07
NZ$540/nighttotal: NZ$6480 (12 )

A Great Deal! Oceanview 2 Bedroom Luxurious Condo Hollywood Beach

2 8
apartment , Hollywood
This apartment is directly on the beach in Hollywood, within easy walking distance of the Westin Diplomat hotel and the Hollywood Broadwalk. The property has been consistently rated excellent by previous guests for its location, cleanliness, and overall user experience.
The two-bedroom apartment is 116 square metres in size and comes equipped with a range of amenities including a fully-equipped kitchen, air conditioning, a terrace, a swimming pool, a jacuzzi, a spa, a fitness centre, and a tennis court. Guests can enjoy the on-site facilities or explore the surrounding area, which offers a variety of restaurants, shops, and entertainment options.

Best Caribbean holiday rentals with a pool

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

Lovely Penthouse With Incredible View - Caribbean
9.2 74 reviews
Caribbean
01/11 – 15/11
NZ$442/nighttotal: NZ$6188 (14 )

Lovely Penthouse With Incredible View

3 6
apartment , San Andrés
This San Andrés penthouse apartment boasts a central location, steps from Spratt Bight Beach, a 19-minute walk from Los Almendros Beach, and 1.9 km from Gustavo Rojas Pinilla International Airport.
The 117 square metre property features three bedrooms, three bathrooms, a fully equipped kitchen, and a private terrace, comfortably accommodating families or groups, with a swimming pool and free Wi-Fi.
Beautiful Mediterranean Style Ocean View Villa, Spectacular Sunsets! - Caribbean
9.6 130 reviews
Caribbean
21/09 – 25/09
NZ$355/nighttotal: NZ$1420 (4 )

Beautiful Mediterranean Style Ocean View Villa, Spectacular Sunsets!

2 2
apartment , Aguadilla
This apartment is located in Aguadilla, just 1.6km from Crash Boat Beach and within 5km of Discover Scuba Diving and The Mix, offering a convenient base for exploring the area. The apartment enjoys excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment has two bedrooms, two bathrooms and spans 111 square metres, comfortably accommodating up to four guests. The apartment is equipped with a kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, a fitness centre, parking, and free WiFi, providing everything you need for a relaxing and enjoyable holiday.
Sea-renity - Caribbean
9.0 87 reviews
Caribbean
05/07 – 12/07
NZ$338/nighttotal: NZ$2366 (7 )

Sea-renity

2 2
apartment , Philipsburg
Sea-Renity apartments in Philipsburg offer stunning mountain and sea views, a short 0.9-mile walk from Dawn Beach and 9 kilometres from Grand Case–Espérance Airport.
These family-friendly flats, each including a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and access to a pool, spa and garden, provide comfortable accommodation for your Philipsburg stay.
Apartamento En Alquiler En Tucacas - Caribbean
Caribbean
21/12 – 31/12
NZ$140/nighttotal: NZ$1400 (10 )

Apartamento En Alquiler En Tucacas

1 3
apartment , Tucacas
This apartment in Tucacas is situated 2.6 kilometres from Punta Brava Beach.
This one-bedroom flat offers air conditioning, WiFi, a fully equipped kitchen, and private parking, with direct access to a balcony featuring garden views and accommodating up to 11 guests.

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

Luxury 5 Star 3 Br Villa Private Gated Community, *Free Beach Access Included - Caribbean
9.9 49 reviews
Caribbean
06/12 – 20/12
NZ$800/nighttotal: NZ$11200 (14 )

Luxury 5 Star 3 Br Villa Private Gated Community, *Free Beach Access Included

4 5
house , Nassau
This luxurious three-bedroom villa is located within a secure gated community in Nassau, Bahamas, offering direct beach access.
The property boasts a sizable backyard, sleeps eight guests, includes a private swimming pool and jacuzzi, and features a fully equipped kitchen with modern appliances.
Luxury Ocean Front Condo In Juan Dolio Beach - Caribbean
9.4 52 reviews
Caribbean
06/12 – 20/12
NZ$207/nighttotal: NZ$2898 (14 )

Luxury Ocean Front Condo In Juan Dolio Beach

2 5
apartment , Juan Dolio
This Guayacanes apartment boasts a waterfront location, less than 5km from Marbella Beach and Los Marlins Golf Course, and within 14km of Los Delfines Water Park and Guayacanes Beach.
The 130 square metre property offers two bedrooms, two bathrooms, sleeps six, and includes a private pool, fully equipped kitchen, free Wi-Fi, and access to a fitness centre, tennis court, and jacuzzi.
Tropical Beach Bayahibe - Caribbean
9.2 62 reviews
Caribbean
28/12 – 09/01
NZ$137/nighttotal: NZ$1644 (12 )

Tropical Beach Bayahibe

1 3
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.
Bonita Oasis - Caribbean
9.7 220 reviews
Caribbean
17/08 – 23/08
NZ$417/nighttotal: NZ$2502 (6 )

Bonita Oasis

3 6
house , Bonita Springs
Bonita Oasis is a holiday home in Bonita Springs, located just 18 miles from Tin City, 10 miles from Silverspot Cinema, and 10 miles from Delnor-Wiggins Pass State Park, offering easy access to a range of attractions. This property has received excellent ratings for its location, cleanliness, and overall experience.
The home spans 139 square metres and comfortably accommodates up to six guests across its three bedrooms. Enjoy a range of amenities, including a private pool, a fully equipped kitchen, a terrace, a garden, and free Wi-Fi, perfect for relaxing and enjoying the Florida sunshine.

Best Caribbean holiday rentals with parking

Newly Remodeled Beach Access Penthouse Apartment - Caribbean
9.7 194 reviews
Caribbean
06/12 – 20/12
NZ$273/nighttotal: NZ$3822 (14 )

Newly Remodeled Beach Access Penthouse Apartment

2 5
apartment , Loíza
This beachfront apartment in Loíza's Medianía Alta district is under 1.6km from the Estudio de Arte Samuel Lind and within 10km of Bahía Beach and Playa Vacía Talega.
The two-bedroom, two-bathroom property offers a fully equipped kitchen, private balcony with ocean views, swimming pool, jacuzzi, fitness centre, tennis court, and parking, accommodating families or groups.
Walk To Vanderbilt Beach, Heated Resort Pool & Spa, Kids Gear - Caribbean
9.9 210 reviews
Caribbean
08/07 – 20/07
NZ$922/nighttotal: NZ$11064 (12 )

Walk To Vanderbilt Beach, Heated Resort Pool & Spa, Kids Gear

5 8
apartment , Naples Park
This luxurious Naples Park villa is situated a short 0.8km walk from Vanderbilt Beach and a 1.6km stroll from The Mercato shopping and entertainment complex.
The 325 square metre property boasts five bedrooms, three bathrooms, a private saltwater pool with fountain, spa, tennis court, and sleeps 10-12 guests, offering a range of amenities including a fully equipped kitchen and ample parking.
Modern Bedroom In Great Condo! Beach Pass Incl! - Caribbean
9.3 195 reviews
Caribbean
06/01 – 20/01
NZ$522/nighttotal: NZ$7308 (14 )

Modern Bedroom In Great Condo! Beach Pass Incl!

1 2
house , Boynton Beach
This modern one-bedroom apartment is located in Boynton Beach, just 1.8 kilometres from both Ocean Ridge Hammock Park Beach and Oceanfront Park - Boynton Beach Municipal, offering easy access to the beautiful Florida coastline. The property has received excellent ratings for user experience, location, and cleanliness.
The apartment is 66 square metres in size and can comfortably accommodate two guests. It features a private pool, modern amenities like air conditioning, free Wi-Fi, and a fully equipped kitchen, as well as free parking and a beach pass for convenient access to the nearby beaches.
Caribbean Sea Panoramic View Suite On 17 Level - Caribbean
9.9 129 reviews
Caribbean
28/12 – 09/01
NZ$260/nighttotal: NZ$3120 (12 )

Caribbean Sea Panoramic View Suite On 17 Level

1 3
apartment , Juan Dolio
This Playa Juan Dolio apartment, a 25-minute (40km) drive from Las Américas International Airport and approximately an hour (80-100km) from Santo Domingo, Punta Cana, and Samaná, offers stunning Caribbean Sea views from its 17th-floor location.
The self-catering flat boasts a fully equipped kitchen, a comfortable sofa bed, accommodating up to three guests, and features including a swimming pool, gym, sauna, and high-speed internet; nearby Boca Chica and San Pedro de Macorís offer supermarkets within a 15-minute drive.
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