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

Bonita Oasis - Caribbean
9.7 220 reviews
Caribbean
01/11 – 15/11
$303/nighttotal: $4242 (14 )

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.
132 M² House ∙ 3 Bedrooms ∙ 8 Guests - Caribbean
10 16 reviews
Caribbean
08/07 – 20/07
$369/nighttotal: $4428 (12 )

132 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 8
house , Naples Park
This Naples Park property is located minutes from Vanderbilt Beach, offering easy access to the area's attractions.
The 131-square-metre (1410 sq ft) house sleeps eight guests in three bedrooms plus a sofa bed, boasting a private saltwater pool, screened porch, game room, fully equipped kitchen, and BBQ grill, along with beach essentials.
Naples Bay Resort Condo With Fabulous Amenities, Near Beach & Downtown! - Caribbean
10 93 reviews
Caribbean
06/12 – 20/12
$601/nighttotal: $8414 (14 )

Naples Bay Resort Condo With Fabulous Amenities, Near Beach & Downtown!

2 5
apartment , Naples
This apartment in Naples is conveniently located within walking distance of Tin City and a short drive from Port-O-Call Marina, offering easy access to attractions and local amenities. It has received excellent ratings for location, cleanliness and overall user experience.
The two-bedroom, two-bathroom apartment provides comfortable accommodation for families or groups of friends. Guests can enjoy a range of amenities, including a private pool, a fully equipped kitchen, a spa, a fitness centre, a tennis court, and a restaurant.
2 Bedroom Beachfront As Seen On Hgtv!!! Ground Floor - Caribbean
9.8 76 reviews
Caribbean
17/08 – 23/08
$284/nighttotal: $1704 (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.

Best Caribbean vacation rentals with a pool

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

Beachfront 4beds Jacuzzi Privacy Full Kitchen - Caribbean
9.4 118 reviews
Caribbean
17/08 – 23/08
$243/nighttotal: $1458 (6 )

Beachfront 4beds Jacuzzi Privacy Full Kitchen

2 6
apartment , La Puntica de Juan Dolio
This beachfront apartment is located in La Puntica de Juan Dolio, just 3km from Playa Guayacanes, offering easy access to the beautiful beaches and local attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom apartment spans 120 square metres and provides a comfortable and well-equipped space for families or groups. Guests can enjoy a private pool, a fully equipped kitchen, a fitness centre, and a range of other amenities, including a terrace, a garden, and free parking.
El Conde Del Macao - Caribbean
9.5 34 reviews
Caribbean
23/06 – 01/07
$73/nighttotal: $584 (8 )

El Conde Del Macao

2 4
apartment , El Macao
This apartment is situated in El Macao, just 16 kilometres from Cana Bay Golf Club and Punta Blanca, and 22 kilometres from Cocotal Golf and Country Club. The apartment has been highly rated by previous guests, receiving excellent marks for cleanliness and location, and a very good overall rating.
The apartment offers a comfortable 60 square metre space with one bathroom. Guests can enjoy a private pool and garden, a terrace with pool views, a fully equipped kitchen, barbecue facilities, and a range of activities including fishing, bicycle and car rental, and a paid airport shuttle service.
Acogedora Casa Rural En Plena Naturaleza Frente Al Río Con Piscina Bonao - Caribbean
9.7 131 reviews
Caribbean
28/12 – 09/01
$471/nighttotal: $5652 (12 )

Acogedora Casa Rural En Plena Naturaleza Frente Al Río Con Piscina Bonao

5 3
house , Bonao
This five-bedroom house in Bonao, Dominican Republic, boasts a stunning natural setting beside a river, 35km from La Vega's Olympic Stadium and 61km from Cibao International Airport.
This 360-square-metre property offers a private pool, terrace, garden, free Wi-Fi, parking, and a fully equipped kitchen, comfortably accommodating families or groups.
Los Corales Apt · 1br · Steps To The Beach · Community Pool · Bávaro - Caribbean
9.7 121 reviews
Caribbean
12/10 – 18/10
$160/nighttotal: $960 (6 )

Los Corales Apt · 1br · Steps To The Beach · Community Pool · Bávaro

1 2
apartment , Punta Cana
This Punta Cana studio apartment is situated in a peaceful, tree-lined complex just 0.15km from the beach and within easy walking distance of local supermarkets, restaurants, and bars.
The self-catering unit, sleeping two guests, boasts a semi-outdoor kitchen and dining area, air conditioning, a private bathroom with hot water, and includes all linens, towels, and drinking water; a swimming pool, garden and spa are also available on-site.

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

C'renity Villa - Caribbean
9.2 52 reviews
Caribbean
27/08 – 05/09
$333/nighttotal: $2997 (9 )

C'renity Villa

1 2
house , Cul de Sac
C'RENITY VILLA is a one-bedroom villa situated near Grand Case–Espérance Airport in Saint Martin, approximately 2km from Orient Bay Beach and 2.7km from Grand Case Beach.
This 125 square metre property offers guests a private terrace with sea views, an infinity pool, a hot tub, a fully equipped kitchen, free Wi-Fi, and free private parking; accommodating up to two guests.
Apartamento Carey - Caribbean
9.8 161 reviews
Caribbean
20/08 – 24/08
$173/nighttotal: $692 (4 )

Apartamento Carey

1 3
apartment , Cabrera
This Cabrera apartment, situated 69km from Samaná El Catey International Airport, offers easy access to local sightseeing tours.
The self-catering flat features a bedroom, bathroom, and private terrace with mountain and sea views; it includes a swimming pool, jacuzzi, and parking, sleeping up to two guests and boasting excellent user reviews.
Paraiso De Verano - Caribbean
9.5 13 reviews
Caribbean
28/12 – 09/01
$107/nighttotal: $1284 (12 )

Paraiso De Verano

3 3
apartment , Santiago de los Caballeros
This Santiago de los Caballeros apartment, near Kaskada Park, is conveniently located approximately 7.2 kilometres from the Heroes of the Restoration Monument and Leon Center.
The 104-square-metre property offers three bedrooms, a private pool, free Wi-Fi, parking, and access to a fitness centre, billiards, and children's play equipment.
Tu Segundo Hogar En Santiago, La Cuidad Corazón - Caribbean
9.1 834 reviews
Caribbean
17/08 – 23/08
$86/nighttotal: $516 (6 )

Tu Segundo Hogar En Santiago, La Cuidad Corazón

2 4
apartment , Santiago de los Caballeros
This apartment is located in Santiago de los Caballeros, just 4.3 kilometres from the Monumento a los Heroes de la Restauracion, Leon Center and Kaskada Park. It has excellent user, location and cleanliness ratings.
The flat has two bedrooms, a living room and two bathrooms, making it ideal for families or groups. It comes with a fully equipped kitchen, a balcony with garden views, free parking, air conditioning, Wi-Fi and a 24-hour front desk.

Best Caribbean vacation rentals with parking

Dom. Rep. Exclusive 2 Bed Apt. Evaristo Morales - Caribbean
9.7 53 reviews
Caribbean
06/01 – 20/01
$120/nighttotal: $1680 (14 )

Dom. Rep. Exclusive 2 Bed Apt. Evaristo Morales

2 2
apartment , Santo Domingo
This Santo Domingo apartment rental is situated in the Evaristo Morales district, a 1.6km walk from Blue Mall, 2.7km from Agora Mall, and 1.6km from the city centre, offering easy access to Santo Domingo's attractions.
The two-bedroom, three-bathroom flat features a fully equipped kitchen, free Wi-Fi, private parking, a terrace, and access to a fitness centre and garden; it comfortably accommodates families or groups of up to six.
One Mile From Bonita Beach And Barefoot Beach! - Caribbean
9.9 122 reviews
Caribbean
17/08 – 23/08
$275/nighttotal: $1650 (6 )

One Mile From Bonita Beach And Barefoot Beach!

3 6
apartment , Bonita Springs
This three-bedroom apartment is situated in Bonita Shores, a peaceful neighbourhood just 1.6 kilometres from Bonita Beach and Barefoot Beach, and 6.4 kilometres from Wiggins Beach. It has excellent user, location and cleanliness ratings.
The apartment has two living rooms, making it ideal for families or groups of up to six people. It offers a private heated pool, a garden, a terrace, and a spa, as well as a fully equipped kitchen, cable TV, and free Wi-Fi.
San Andrés Espectacular Apto Frente Al Mar, Wi-fi - Caribbean
9.2 123 reviews
Caribbean
08/07 – 20/07
$581/nighttotal: $6972 (12 )

San Andrés Espectacular Apto Frente Al Mar, Wi-fi

3 8
apartment , San Andrés
This apartment is located in San Andrés, a short distance from the North End (2.7km) and close to the beach, offering stunning ocean views. The apartment has received excellent ratings for user experience, location, and cleanliness.
The apartment is 6 square metres and features a modern kitchen with a fridge and microwave, air conditioning, a swimming pool, a terrace, a garden, and parking. Guests can enjoy a range of activities, including swimming, sunbathing, and exploring the nearby beaches and attractions.
1br Apartment · Community Pool · 2 Min To Los Corales Beach - Caribbean
9.7 131 reviews
Caribbean
01/07 – 08/07
$164/nighttotal: $1148 (7 )

1br Apartment · Community Pool · 2 Min To Los Corales Beach

1 2
apartment , Punta Cana
This Punta Cana apartment is situated in a peaceful, tree-lined complex just 0.15km from the beach and within easy walking distance of local supermarkets, restaurants, and bars.
The ground-floor villa, sleeping two guests in one bedroom and one bathroom, boasts a terrace, garden access, swimming pool, spa, parking, and includes all linens, towels, and mosquito repellent; electricity is also included.
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