Compare Vacation Rentals & Airbnb in Caribbean

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Caribbean vacation rentals
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491001 Rentals and Airbnb in Caribbean

Best family friendly Caribbean vacation rentals

Among the 491001 accommodations in Caribbean, here are the 4 best family friendly rentals

Hospedaje Solymar Ii Sarie Bay - Caribbean
9.1 56 reviews

Hospedaje Solymar Ii Sarie Bay

apartment, San Andrés
This one-bedroom apartment in San Andrés is located just under 1 kilometre from Spratt Bight and North End beaches, offering easy access to the island's most popular spots. It has consistently received excellent ratings for location, cleanliness and overall experience.
The 25 square metre apartment comfortably accommodates up to four guests and features a kitchenette, air conditioning, a terrace, a swimming pool, a jacuzzi, and free parking. Enjoy a relaxing stay with amenities that cater to both comfort and convenience.
Edificio Sarie Bay - Caribbean
8.8 51 reviews

Edificio Sarie Bay

apartment, San Andrés
This San Andrés apartment is located just a short distance from San Andres Bay and The Hill, offering easy access to both the bustling town centre and the beautiful beaches. It has received very good ratings for location, cleanliness, and overall user experience.
The apartment has a private entrance and offers a comfortable living space with a fully equipped kitchen, including a fridge and microwave. You can enjoy the sea and garden views from the terrace or balcony, and take advantage of the air conditioning, satellite TV, and free Wi-Fi.
Casa Coco-saly Superior 3 Master @ Casa Linda - Caribbean
9.8 47 reviews

Casa Coco-saly Superior 3 Master @ Casa Linda

house
This villa is situated in Cabarete, just a short distance from Laguna SOV and Encuentro Beach, offering easy access to the area's beautiful beaches and vibrant atmosphere. The property has received excellent ratings for its location, cleanliness and overall experience.
The spacious villa features five bathrooms and a well-equipped kitchen with a fridge, freezer, microwave oven and dishwasher. Guests can enjoy a range of amenities, including a private pool, spa tub, tennis court, and concierge services, making it an ideal choice for families and groups seeking a luxurious and comfortable stay.
Prime Condo Next To Beach With Bbq | Sleeps 8 - Caribbean
9.9 70 reviews

Prime Condo Next To Beach With Bbq | Sleeps 8

apartment
This El Portillo Residences apartment offers direct, gated access to a peaceful beach in Las Terrenas, Dominican Republic, with the resort-style Beach Club, featuring an ocean-view pool, restaurant, and bar, just steps away.
This spacious, family-friendly residence accommodates up to eight guests with air conditioning, a fully equipped kitchen including a dishwasher, and a private pergola balcony with a barbecue, while concierge services are available for booking local activities and amenities.

Best Caribbean vacation rentals with a pool

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

Casa Alba - 1 Bedroom House - Sea View, Garden & Swimming Pool - Caribbean
8.5 6 reviews

Casa Alba - 1 Bedroom House - Sea View, Garden & Swimming Pool

house, Oyster Pond
Casa Alba is a property situated in Oyster Pond, a 4-minute walk from Coralita Beach and 9 kilometres from Grand Case-Espérance Airport.
This air-conditioned villa, with a floor area of 58 square metres, accommodates up to 7 guests and features a private swimming pool, a garden, on-site parking, and complimentary high-speed WiFi.
Beachfront Ph In Juan Dolio (3 Br) - Caribbean
10 13 reviews

Beachfront Ph In Juan Dolio (3 Br)

apartment
This oceanfront penthouse in Juan Dolio, San Pedro de Macorís Province, Dominican Republic, offers direct beachfront access with breathtaking sea views, located just 50 meters from the main coastal road.
This stylish apartment sleeps up to six guests across three bedrooms and two bathrooms, featuring a fully equipped modern kitchen, private balcony, air conditioning, and access to a communal swimming pool and garden, with parking also available.
Summer Special Sanguine Suite Treasure Beach - Caribbean
9.9 150 reviews

Summer Special Sanguine Suite Treasure Beach

house
This one-bedroom suite is situated on the upper level of a villa in Treasure Beach, offering direct oceanfront access and a short walk to two beautiful swimming beaches.
The apartment features a private dipping pool, a spacious sun deck, and a fully equipped kitchen, perfect for couples seeking a secluded and tranquil retreat.
Screened Patio & Grill At Sebring Resort Community - Caribbean
9.9 36 reviews

Screened Patio & Grill At Sebring Resort Community

house, Sebring
This Sebring villa, near the City of Avon Park Depot Museum (34km) and Atlantis Golf Club (31km), offers convenient access to local attractions.
The 98-square-metre property comprises two bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, a screened patio with grill, and free Wi-Fi; sleeping up to four guests.

Frequently Asked Questions about vacation rentals in Caribbean

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

    The Caribbean boasts a plethora of must-see 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 Old San Juan in Puerto Rico, a UNESCO World Heritage site, or the historic forts in Barbados. For breathtaking natural beauty, consider the Pitons in St. Lucia or Dunn's River Falls in Jamaica.
  • What are the best Airbnb and vacation rentals in Caribbean?

  • Are there unique natural phenomena in the Caribbean?

    Absolutely! The Caribbean is home to unique natural wonders. The bioluminescent bays in Puerto Rico and Jamaica offer magical nighttime experiences. The volcanic landscapes of Montserrat and Martinique are spectacular, and the coral reefs throughout the region are teeming with diverse marine life. Many islands also feature unique flora and fauna found nowhere else on earth.
  • What are the most popular Airbnbs in Caribbean?

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

    Pack light, breathable clothing, swimwear, sunscreen (high SPF!), a hat, sunglasses, insect repellent, and comfortable walking shoes. Don't forget a reusable water bottle to stay hydrated. Depending on the time of year, a light jacket or sweater might be useful for evenings. Consider bringing a waterproof bag for beach days and any necessary medications.
  • What are the best vacation rentals with a pool in Caribbean?

  • What famous events or festivals are happening in the Caribbean?

    The Caribbean has a vibrant festival calendar. Carnival is a major event across many islands, with spectacular costumes, music, and parades. Specific dates vary, but it generally takes place in the late winter or early spring. Harbour Festival in Bermuda and Crop Over Festival in Barbados are other popular choices.
  • 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 in the Caribbean vary greatly depending on your travel style and the island you visit. A budget traveler might spend around 100 USD per day, while a luxury traveler could easily spend 500 USD or more. This includes accommodation, meals, local transportation, and some activities. Remember to factor in flights and any additional excursions.
  • 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 specialties. In Jamaica, try jerk chicken or ackee and saltfish. In Cuba, savor ropa vieja or picadillo. In the Dominican Republic, la bandera dominicana (the Dominican flag) is a must. Many islands offer fresh seafood. Look for local restaurants away from the main tourist areas for an authentic experience. Check local guides or ask your hotel for recommendations.
  • What are some less-famous attractions in the Caribbean that are worth the visit?

    Beyond the well-known spots, consider exploring the lesser-visited islands like Dominica for its lush rainforests and hiking trails, or explore the secluded beaches of Vieques, Puerto Rico. Many islands have charming local markets offering unique crafts and souvenirs, providing an authentic cultural experience.
  • What are the best activities for engaging with locals and understanding their culture in the Caribbean?

    Visiting local markets, attending community events, and taking cooking classes are great ways to interact with locals. Consider staying in a locally owned guesthouse instead of a large resort. Talking to people, showing genuine interest in their culture and traditions will lead to meaningful interactions. Participating in community events, if possible, is another way to immerse yourself in the local culture.
  • What unique natural landscapes and terrain features can travelers 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 mountains, and dramatic cliffs, the options are endless. Explore the diverse ecosystems of each island, from mangroves to coral reefs. Many islands offer opportunities for hiking, kayaking, and exploring caves.
  • How many days are ideal for a trip to the Caribbean, and what are some itinerary suggestions?

    The ideal trip length depends on your interests and budget. A week allows you to explore one or two islands in moderate depth. Two weeks gives you more time to island hop or delve deeper into a single island's culture and activities. A possible itinerary could include three days in Puerto Rico exploring Old San Juan and El Yunque National Forest, followed by four days in Barbados exploring its beaches and historical sites.

Best Caribbean vacation rentals with a balcony

Sweet Lily´s Place - Caribbean
9.5 68 reviews

Sweet Lily´s Place

apartment, San Andrés
SWEET LILY'S PLACE is a family-friendly apartment in San Andrés, conveniently located 2.1km from Spratt Bight Beach and 3.2km from North End, offering easy access to Gustavo Rojas Pinilla International Airport (0.9km).
This 40 square metre flat features one bedroom, one bathroom, and sleeps up to nine guests, boasting a terrace, garden, air conditioning, Wi-Fi, and a fully equipped kitchen including a fridge.
Brickell Hot Spot - Caribbean
9.4 51 reviews

Brickell Hot Spot

apartment, Miami
This apartment is located in Downtown Miami, just 1.6km from Mary Brickell Village and Brickell City Centre, offering easy access to a range of attractions and amenities. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This one-bedroom apartment can accommodate up to six guests and features a fully equipped kitchen, comfortable living space, and a range of amenities, including a swimming pool, jacuzzi, and fitness centre. Guests can also enjoy the convenience of valet parking and a smoke-free environment.
Charming Colonial Style Villa: "Villa Maracuja" - Caribbean
9.8 65 reviews

Charming Colonial Style Villa: "Villa Maracuja"

house
This charming villa is located in La Iglesia, just a short walk from the beautiful beaches of La Iglesia and Punta Popy, and within easy reach of local art galleries and shopping. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The villa offers three bedrooms and three bathrooms, spanning 136 square metres, providing ample space for families or groups. Guests can enjoy a range of amenities, including a swimming pool, terrace, garden, and parking, as well as a fully equipped kitchen and air conditioning.
Charming  Lovely View  Beach  Pool 702 - Caribbean
9.7 168 reviews

Charming Lovely View Beach Pool 702

apartment
This Cartagena apartment, ideally located in a prime district near major attractions, offers easy access to the city's iconic landmarks.
Sleeping seven guests, the two-bedroom, two-bathroom flat features a fully equipped kitchen, access to a swimming pool, jacuzzi, gym, and sauna, plus free parking (notification required) and free Wi-Fi.

Best Caribbean vacation rentals with parking

Priv Pool & Near Beach - Caribbean
10 3 reviews

Priv Pool & Near Beach

house, Bonita Springs
This Bonita Springs holiday home is situated 2.9km from Bonita Beach, 7.2km from Delnor-Wiggins Pass State Park, and 22.5km from Tin City.
The 219 square metre property boasts four bedrooms, four bathrooms, and accommodates up to 19 guests, offering a private pool, free Wi-Fi, and a fully equipped kitchen including a dishwasher; nearby attractions include Bonita Beach and Delnor-Wiggins Pass State Park.
®{The~city~lux~place} @Dowtownsd +Pool+gym+games - Caribbean
9.8 37 reviews

®{The~city~lux~place} @Dowtownsd +Pool+gym+games

apartment
This sophisticated one-bedroom flat in the FR22 Residences Tower is situated in an exclusive and secure district of Santo Domingo, just 500 meters from Agora Mall and BlueMall, with numerous restaurants and main avenues nearby.
This luxury apartment sleeps two guests and offers a private balcony with city views, access to a rooftop pool and fitness centre, high-speed WiFi, air conditioning, and a fully equipped kitchen.
Villas El Bucanero Frente Al Océano. - Caribbean
10 80 reviews

Villas El Bucanero Frente Al Océano.

apartment
This beachfront property in Luperón, Dominican Republic, offers unparalleled ocean access and is conveniently located near the town centre, though precise distances to specific attractions are not provided.
The one-bedroom, one-bathroom house sleeps two guests and features a kitchen with fridge and microwave, air conditioning, a swimming pool, garden, parking, and an overwater gazebo; two bicycles are included for exploring the area.
Ocean Front! 2 Bedroom 2 Bath! Caribbean Sea! - Caribbean
9.3 187 reviews

Ocean Front! 2 Bedroom 2 Bath! Caribbean Sea!

apartment
This Cabo Rojo apartment is located just 3km from Playa Moja Casabe, Combate Beach, and the Corozo Salt Flats, offering easy access to the area's natural beauty. The apartment has received excellent user ratings for location, cleanliness, and overall experience.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy the fully equipped kitchen, air conditioning, balcony, swimming pool, and parking, making it a convenient and comfortable base for exploring Cabo Rojo.
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