Compare Vacation Rentals & Airbnb in Caribbean

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Caribbean vacation rentals
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341848 Rentals and Airbnb in Caribbean

Best family friendly Caribbean vacation rentals

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

Wonderful, Spacious 3 Bedroom, 2 Bath Unit, Enjoy Free Golfing This Summer - Caribbean
9.8 117 reviews
Caribbean
11/07 – 18/07
$267/nighttotal: $1869 (7 )

Wonderful, Spacious 3 Bedroom, 2 Bath Unit, Enjoy Free Golfing This Summer

3 6
apartment , Lely Resort
This Lely Resort apartment is conveniently located within 5 kilometres of the Flamingo Island Course, Swamp Buggy Races, and Physicians Regional - Collier Boulevard, offering easy access to local attractions and healthcare facilities.
The 144 square metre, three-bedroom property features two bathrooms, a fully equipped kitchen, a terrace, swimming pool, jacuzzi and fitness centre access, comfortably accommodating families or groups of up to six with a sofa bed.
Beach Front, Best Location, Ocean And City Views + Parking! - Caribbean
9.3 200 reviews
Caribbean
19/12 – 26/12
$415/nighttotal: $2905 (7 )

Beach Front, Best Location, Ocean And City Views + Parking!

1 4
apartment , San Juan
This apartment is situated in Condado, San Juan, a vibrant area known for its beautiful beaches and close proximity to both the city centre and the rainforest. It has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The apartment has one bedroom, one bathroom and a floor area of 60 square metres, comfortably accommodating up to four guests. It offers a range of amenities including a swimming pool, fitness centre, spa, parking and direct access to a sandy beach.
Holiday Loft Suite Apartamento - Caribbean
9.9 90 reviews
Caribbean
17/09 – 21/09
$84/nighttotal: $336 (4 )

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.
Cozy Condo On The Beach, Near Shops And Markets, Super Discounts In Low Season - Caribbean
9.8 55 reviews
Caribbean
14/08 – 21/08
$145/nighttotal: $1015 (7 )

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

1 2
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.

Best Caribbean vacation rentals with a pool

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

Always Family First ⭐️⭐️⭐️⭐️⭐️ (18th Floor Luxury Apt) - Caribbean
10 195 reviews
Caribbean
09/11 – 16/11
$173/nighttotal: $1211 (7 )

Always Family First ⭐️⭐️⭐️⭐️⭐️ (18th Floor Luxury Apt)

2 2
apartment , Juan Dolio
This two-bedroom, two-bathroom apartment in Villas Del Mar, Juan Dolio, is located 0.6 km from Marbella Beach and 3.7 km from Los Marlins Golf Course.
The 6-guest property boasts a fully equipped kitchen, private balcony, in-unit laundry, swimming pool, jacuzzi, fitness centre, and parking, plus nearby access to barbecue facilities and a game room.
La Casa Hamaca En Aguada - Caribbean
9.7 199 reviews
Caribbean
19/12 – 26/12
$366/nighttotal: $2562 (7 )

La Casa Hamaca En Aguada

2 4
apartment , Aguada
La Casa Hamaca en Aguada is a short walk from Playa Cañones and 18 kilometres from Rafael Hernández Airport, offering a tranquil escape in the coastal town of Aguada. The property has received excellent ratings for its location, cleanliness, and overall experience.
This comfortable apartment comes with a private patio and a fully equipped kitchen, perfect for self-catering. Guests can enjoy a range of amenities, including a swimming pool, a garden, a barbecue area, and direct access to the beach, making it an ideal choice for a relaxing getaway.
2 Bedroom Condo With Easy Walking Access To Beach-shopping-dining - Caribbean
8.9 41 reviews
Caribbean
19/12 – 26/12
$160/nighttotal: $1120 (7 )

2 Bedroom Condo With Easy Walking Access To Beach-shopping-dining

2 4
apartment , Punta Cana
This Punta Cana apartment, situated in Rosa Hermosa, is a 10-minute walk (0.8km) from El Cortecito and Bávaro beaches and a 15-minute walk (1.2km) from Lilo Restaurant and Beach Club.
The 112 square metre property comprises two bedrooms, two bathrooms, a terrace, and a fully equipped kitchen including a fridge and microwave, plus free Wi-Fi, parking, and access to a communal swimming pool and garden within a peaceful gated community.
Ocean View Luxury Condo Steps From The Beach - Caribbean
9.3 22 reviews
Caribbean
20/06 – 27/06
$106/nighttotal: $742 (7 )

Ocean View Luxury Condo Steps From The Beach

1 2
apartment , Cabarete
This apartment is located in Cabarete, just a short walk from Cabarete Beach and a short drive from Kite Beach, offering easy access to the area's main attractions. It has received excellent ratings for user experience, location, and cleanliness.
The apartment has one bedroom and one bathroom, with a floor area of 1 square meter, and can accommodate up to two guests. It comes equipped with a full kitchen, washing machine, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, a spa, and parking.

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

Chic Fully Serviced Apartment At Regatta Living Ii - 705 - Caribbean
9.5 106 reviews
Caribbean
17/09 – 21/09
$134/nighttotal: $536 (4 )

Chic Fully Serviced Apartment At Regatta Living Ii - 705

1 2
apartment , Los Prados
This one-bedroom apartment is located in Los Prados, a short walk from the Blue Mall and within easy reach of the city centre. It has excellent ratings for location, cleanliness, and user experience.
The apartment comes with a fully equipped kitchen, including a dishwasher and microwave. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, sauna, and fitness centre.
Oceanview Lighthouse Villa - Caribbean
9.1 70 reviews
Caribbean
19/10 – 23/10
$243/nighttotal: $972 (4 )

Oceanview Lighthouse Villa

3 8
apartment , Maunabo
Oceanview Lighthouse Villa is situated in Maunabo, just a 1.6km walk from Maunabo Beach, offering quiet street views and stunning mountain vistas. The property has received excellent ratings for location, cleanliness and overall user experience.
This 3-bedroom apartment can comfortably accommodate up to 8 guests and spans 121 square metres. It features a fully equipped kitchen, air conditioning, a private beach access, an outdoor swimming pool, a hot tub, a terrace with sea views, a garden, a tennis court and free Wi-Fi.
Bahía Serena - 2 Bedroom With Direct Beach Access And Pool - Caribbean
9.3 128 reviews
Caribbean
15/07 – 18/07
$292/nighttotal: $876 (3 )

Bahía Serena - 2 Bedroom With Direct Beach Access And Pool

2 2
apartment , Cabo Rojo
This two-bedroom apartment is situated in Cabo Rojo, conveniently located within a 5km radius of Club Deportivo Del Oeste, La Playita, and Isla de Ratones, and within 10km of Playa Azul and Playa Punta Arenas. The property has received excellent ratings for location, cleanliness, and user experience.
The apartment can accommodate up to four guests and features a fully equipped kitchen, a private balcony, a washing machine, and a swimming pool. You can also enjoy the surrounding garden, parking, and internet access.
Upscale 1br, Near Blue Mall | Rooftop| Yellowkey - Caribbean
9.6 141 reviews
Caribbean
30/11 – 31/12
$140/nighttotal: $4340 (31 )

Upscale 1br, Near Blue Mall | Rooftop| Yellowkey

1 2
apartment , Santo Domingo
This apartment is located in Downtown Santo Domingo, within walking distance of Acropolis Center and Blue Mall, and within 2km of Agora Mall and the Gate of San Diego. The property has received excellent ratings for its location, cleanliness, and overall experience.
The one-bedroom apartment comfortably accommodates two guests and features a well-equipped kitchen, two bathrooms, a washing machine, a balcony, and a TV. Guests can enjoy access to a fitness centre, a garden, and parking, along with the convenience of air conditioning and internet access.

Best Caribbean vacation rentals with parking

2 Mi To Boardwalk: Home W/ Grill In Dania Beach! - Caribbean
9.4 52 reviews
Caribbean
11/07 – 18/07
$320/nighttotal: $2240 (7 )

2 Mi To Boardwalk: Home W/ Grill In Dania Beach!

2 6
house , Dania Beach
This Dania Beach property is conveniently located just 3.2 kilometres from the Dania Beach boardwalk, 8.8 kilometres from the Seminole Hard Rock Hotel & Casino, and 9.2 kilometres from the Broward Convention Center. The property has consistently received excellent ratings for cleanliness, location, and overall user experience.
This two-bedroom, two-bathroom home spans 71 square metres and comfortably accommodates up to six guests. The property features a fully equipped kitchen, a private patio, air conditioning, free Wi-Fi, and a spa, offering everything you need for a relaxing and enjoyable stay.
Cool's 1 Bedroom Beach & Garden View - Caribbean
8.7 25 reviews
Caribbean
20/06 – 27/06
$194/nighttotal: $1358 (7 )

Cool's 1 Bedroom Beach & Garden View

2 2
apartment , Ocho Rios
This apartment is located in Ocho Rios, just a short distance from popular beaches like Ocho Rios Bay Beach and Mahogany Beach. It has received excellent ratings for location, cleanliness, and overall experience.
The self-catering apartment is spacious at 65 square metres and comes with a separate living room, bedroom, and kitchen. You'll have access to a range of amenities, including a swimming pool, a restaurant, a bar, a tennis court, and a garden.
Villa De Playa - Dorado - Caribbean
9.8 102 reviews
Caribbean
19/12 – 26/12
$266/nighttotal: $1862 (7 )

Villa De Playa - Dorado

2 4
house , Dorado
This two-bedroom apartment is located in the Dorado del Mar neighbourhood, just a short distance from the Hotel Embassy Suites and Dorado Beach. The apartment has excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The property is ideal for families or groups of friends, offering a peaceful escape from the hustle and bustle. The apartment boasts a range of amenities, including a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, and parking.
Residencial Palmas De Gurabo - Caribbean
9.7 216 reviews
Caribbean
14/09 – 25/09
$69/nighttotal: $759 (11 )

Residencial Palmas De Gurabo

3 2
apartment , Santiago de los Caballeros
This apartment is located in Santiago de los Caballeros, just 2.4 kilometres from the Leon Center and 2.9 kilometres from the La Aurora Cigar Factory, offering easy access to both the city centre and popular attractions. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The property is a 3-bedroom apartment with a total floor area of 82 square metres. It offers a range of amenities, including a garden, a terrace, air conditioning, and parking, making it a comfortable and convenient choice for families or groups of friends.
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