Vacation 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

Apartamento North Wind 2 - Caribbean
9.2 73 reviews

Apartamento North Wind 2

apartment, San Andrés
Apartamento NORTH WIND 2 is located in San Andrés, just a short walk from Spratt Bight Beach and Parceras Beach, with North End within easy reach. It's rated very good for location and user experience and excellent for cleanliness.
The apartment has two bedrooms, a living room, and a fully equipped kitchen, comfortably accommodating up to five guests. It offers a range of amenities, including a private patio and balcony, a garden, air conditioning, free Wi-Fi, and a private entrance. There's also a tour desk, bike and car rentals, and in-house yoga classes.
Labellaventura - Caribbean
9.0 66 reviews

Labellaventura

house, Las Galeras
This charming house is located in Las Galeras, just a short walk from a restaurant area, a supermarket, and a bus station. It has received very good user ratings for location and cleanliness, and an excellent rating for cleanliness.
The house features a fully equipped kitchen, a private terrace, and a spacious garden. Enjoy the on-site amenities, such as the swimming pool, spa, fitness centre, bar, and BBQ facilities.
Lehigh Resort Club - Caribbean
9.3 43 reviews

Lehigh Resort Club

resort, Lehigh Acres
Lehigh Resort Club is situated in Lehigh Acres, Florida, approximately 22.5 kilometres from JetBlue Park and Southwest Florida International Airport, offering convenient access to Dunbar Park and Florida Gulf Coast University.
This family-friendly resort boasts an outdoor swimming pool, fitness centre, spa, tennis court, and free private parking, alongside family rooms and barbecue facilities.
Little Beach House W/ Pool&spa - 5 Minutes To Vanderbilt Beach (Pet Friendly) - Caribbean
8.1 61 reviews

Little Beach House W/ Pool&spa - 5 Minutes To Vanderbilt Beach (Pet Friendly)

house, Naples Park
This Naples Park holiday home, situated 14.5 kilometres from Tin City and a short drive from Vanderbilt Beach, offers convenient access to Silverspot Cinema and Delnor-Wiggins Pass State Park.
The 93 square metre property sleeps nine guests, boasting two bedrooms, one bathroom, a private pool, spa, and fully equipped kitchen, alongside free Wi-Fi and parking.

Best Caribbean holiday rentals with a pool

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

Casa Taj Beach House - Caribbean
10 1 review

Casa Taj Beach House

house, La Loma
Casa Taj Beach House is located in La Loma, a 14-minute walk from Los Almendros Beach and 1.9 kilometres from San Andres Bay.
This 50 square metre villa sleeps up to five guests and offers air conditioning, a fully equipped kitchen, a balcony with garden views, a terrace, and complimentary private parking and WiFi.
Casa Coco - Tesoro Premium 3 Bedroom @ Casa Linda - Caribbean
9.8 10 reviews

Casa Coco - Tesoro Premium 3 Bedroom @ Casa Linda

house
CASA COCO-TESORO is a premium three-bedroom villa situated on Pedro Clisante street within the Casa Linda amenities phase in Sosúa, Dominican Republic, offering excellent user, location, and cleanliness ratings.
This family-friendly property accommodates up to eight guests, featuring air conditioning throughout, a private solar-powered swimming pool, a garden, parking, and a kitchen equipped with a fridge, freezer, and microwave, with daily cleaning and optional pre-arrival services available.
Luxurious Villa Miami Vice-style 7br - Caribbean
10 17 reviews

Luxurious Villa Miami Vice-style 7br

house
Villa Rosada, a Miami Vice style house, is located in the Playa Chiquita district of Sosúa, Puerto Plata, just a 5-minute drive from the town centre and 10 minutes from the beach.
This 7-bedroom villa accommodates up to 14 guests with 6.5 bathrooms, featuring ocean-view suites, a private pool, a poolside pergola lounge, and extensive outdoor dining space for up to 20, with comprehensive transport services available including airport pick-ups.
Retreat W/ Heated Pool Near Vanderbilt Beach! - Caribbean
9.9 180 reviews

Retreat W/ Heated Pool Near Vanderbilt Beach!

house, Naples Park
This modern house is located in Naples, Florida, just 15 kilometres from Tin City and a short drive from Vanderbilt Beach, offering easy access to both the vibrant city centre and the beautiful beaches. It has received excellent ratings for location, cleanliness and overall user experience.
The house has three bedrooms, two bathrooms, a living room and a kitchen, with a total floor area of 129 square metres, and can comfortably accommodate up to eight guests. This property includes a private swimming pool, a terrace, a garden, a spa, and free Wi-Fi, providing a relaxing and enjoyable stay.

Frequently asked questions about holiday rentals in Caribbean

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

    The Caribbean boasts a wealth of incredible sights. For stunning beaches, you can't miss 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 Nelson's Dockyard in Antigua. For breathtaking natural beauty, a visit to the Pitons in St Lucia or Dunn's River Falls in Jamaica is a must.
  • What are the best Airbnb and holiday rentals in Caribbean?

  • Are there unique natural phenomena in the Caribbean?

    Absolutely! The Caribbean is home to many unique natural wonders. The bioluminescent bays of Puerto Rico, where microorganisms create a magical glow in the water, are a truly unforgettable sight. Then there are the vibrant coral reefs teeming with marine life, perfect for snorkelling or diving. Many islands also boast unique geological formations, like the dramatic cliffs of Dominica.
  • 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!), a hat, sunglasses, insect repellent, and comfortable walking shoes. Don't forget a reusable water bottle to stay hydrated in the tropical climate. A waterproof bag is also handy for beach days and water activities.
  • 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 famous. Other notable festivals include Crop Over in Barbados, and Junkanoo in the Bahamas. Dates vary each year, so checking specific event calendars closer to your travel dates is recommended.
  • 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 traveller might spend around £50-100 per day, while a more luxurious trip could easily exceed £300 per day. This includes accommodation, meals, local transport and some activities. Prices are generally higher on islands like St Barts and Anguilla.
  • 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 own culinary delights. In Jamaica, try jerk chicken or ackee and saltfish. In Cuba, savour ropa vieja or picadillo. Many islands offer fresh seafood dishes. Look for local restaurants away from the main tourist areas for authentic experiences. For example, The Beach House in Barbados is known for its seafood, while many smaller restaurants in the towns of Jamaica offer delicious jerk chicken.
  • What are some less-famous attractions in the Caribbean that are worth the visit?

    Consider exploring the rainforests of Dominica, known for their unique flora and fauna. The lesser-known islands of the Grenadines offer secluded beaches and tranquil waters. The Arecibo Observatory in Puerto Rico (currently undergoing repairs) is a fascinating site for astronomy enthusiasts. Exploring smaller towns and villages away from the main tourist hubs will reveal hidden gems and local life.
  • 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 ingredients. Attend local festivals and events to immerse yourself in the music and dance. Consider staying in a locally-owned guesthouse or small hotel for a more authentic experience.
  • What unique natural landscapes and terrain features can travellers explore in the Caribbean?

    The Caribbean offers a diverse range of landscapes. From white-sand beaches and turquoise waters to lush rainforests and volcanic mountains, there's something for everyone. Explore the dramatic cliffs of Nevis, the mangrove swamps of Cuba, or the unique rock formations of Antigua. Each island has its own distinct geological characteristics.
  • 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 for a good exploration of one or two islands, while two weeks offers more flexibility to explore multiple destinations. A possible itinerary could include 3 days exploring Jamaica's beaches and culture followed by 4 days in exploring the historic sites and stunning scenery of Puerto Rico.

Best Caribbean holiday rentals with a balcony

Los Bohios Campo Añil - Caribbean
8.9 183 reviews

Los Bohios Campo Añil

farm, Jarabacoa
Los Bohios Campo Añil is a farm stay in Jarabacoa, situated just 11 miles from the Salto de Jimenoa waterfall and 25 miles from Kaskada Park, offering a peaceful escape in the beautiful countryside. The property has received very good user ratings, excellent location ratings, and very good cleanliness ratings.
The farm stay offers a single bedroom and bathroom in a 20 square metre space. Guests can enjoy a restaurant, bar, garden, terrace, swimming pool, and free Wi-Fi and parking, along with activities like cycling and a children's playground.
Xquisite Suites - Caribbean
10 3 reviews

Xquisite Suites

apartment, Freeport
Xquisite Suites is situated in Freeport, 2.7 kilometres from Xanadu Beach and 6.9 kilometres from Grand Bahama International Airport.
This apartment offers a private bathroom, air conditioning, a fully equipped kitchen, and a balcony, with on-site parking and WiFi available.
Villa Casa Blue, Between Sky And Ocean, Almond Grove - Caribbean
9.7 139 reviews

Villa Casa Blue, Between Sky And Ocean, Almond Grove

house, Koolbaai
Moonstone, a private room in Villa Casa Blue, is located in Koolbaai, just 3 kilometres from Princess Juliana International Airport, making it a convenient choice for travellers. This villa has received excellent ratings for its location, cleanliness and overall experience.
The villa offers a private room with a pool and sea views. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a terrace, a garden, a fitness centre, free Wi-Fi and parking.
Second Story Beach Unit, Three Bedrooms, One Baths, Sleeps Up To 4 Guests - Caribbean
9.6 54 reviews

Second Story Beach Unit, Three Bedrooms, One Baths, Sleeps Up To 4 Guests

apartment, Vega Baja
This wooden lodge is situated in Vega Baja, on the third floor of a building on Roca Mar alley, offering a peaceful escape from the bustle of the town. The property has received excellent ratings for its cleanliness, location, and overall experience.
The lodge features a spacious open-plan kitchen and living area, comfortably accommodating up to four guests. Guests can enjoy a barbecue and dining area in the gazebo on the first floor, relax on the terrace, and take advantage of the on-site parking and Wi-Fi.

Best Caribbean holiday rentals with parking

Apartamento Sea View 503b - Caribbean
9.2 83 reviews

Apartamento Sea View 503b

apartment, San Andrés
This apartment is located just a 2-minute walk from Spratt Bight Beach, one of the most popular beaches in San Andrés, and is also within walking distance of other beautiful beaches like Los Almendros (1.8 km) and San Andres Bay (3 km). This apartment has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
The apartment has a spacious layout with 70 square metres of floor area and can accommodate up to 6 guests. This apartment offers a range of amenities, including a swimming pool, garden, terrace, and a kitchen with a fridge and microwave, making it perfect for a relaxing and enjoyable stay.
Modern King Size Bed Condo With Pool By Agora Mall - Caribbean
9.5 211 reviews

Modern King Size Bed Condo With Pool By Agora Mall

apartment, Santo Domingo
This apartment is located in the heart of Downtown Santo Domingo, just a short walk from the Agora Mall and Blue Mall, placing you within easy reach of the city's vibrant shopping and cultural attractions. The apartment boasts excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment offers one bedroom and can accommodate up to four guests, making it ideal for families or groups of friends. Guests can enjoy a range of amenities including a swimming pool, fitness centre, and a fully equipped kitchen, as well as the convenience of free Wi-Fi and a balcony.
Summer Special Treasure Beach Sanguine Villa - Caribbean
10 105 reviews

Summer Special Treasure Beach Sanguine Villa

house
Sanguine's Villa is a beachfront property in Treasure Beach, on Jamaica's south coast, near the Calabash International Literary Festival and approximately 160km from Montego Bay Airport.
This fully staffed two-bedroom villa, offering a king-sized bed in each en-suite bedroom, an infinity pool, and optional Sanguine Suite addition for up to six guests, includes breakfast and dinner preparation (groceries excluded) and is within a 5-minute walk of two beaches.
Yd Rooftop Lounge Ocean View Salt Water Pool With Mountain View Large 2bdrm - Caribbean
9.8 364 reviews

Yd Rooftop Lounge Ocean View Salt Water Pool With Mountain View Large 2bdrm

apartment, Montego Bay
This flat is ideally located in central Montego Bay, within easy reach of Westgate Shopping Centre, Cornwall Regional Hospital, and Jarret Park, offering a convenient base for exploring the city. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment is spacious and comfortable, perfect for families or groups. You'll enjoy a range of amenities including a fully equipped kitchen, air conditioning, a swimming pool, a terrace, and a garden, as well as free Wi-Fi and parking.
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