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Caribbean vacation rentals
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Best Vacation rentals and Airbnb offers in Caribbean

Best family friendly Caribbean vacation rentals

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

Villa Tropical - Beachfront, Jardín, Piscina Y Mar - Caribbean
9.7 143 reviews

Villa Tropical - Beachfront, Jardín, Piscina Y Mar

house
This beachfront villa in a gated community in Las Terrenas, Dominican Republic, is a 15-minute drive from the town center.
This eight-bedroom, eight-bathroom house sleeps sixteen guests and boasts a private pool, garden, parking, and included cleaning service; the spacious attic includes multiple beds and a fan.
Tropical Breeze Apartamentos - Caribbean
9.3 400 reviews

Tropical Breeze Apartamentos

apartment, San Andrés
Tropical Breeze Apartamentos is a family-friendly apartment complex located in the heart of San Andrés City Center, steps away from the stunning beach. With excellent user, location, and cleanliness ratings, this modern and tastefully furnished apartment offers a comfortable and well-equipped home base for travelers seeking convenience and comfort.
The apartment features air conditioning, free Wi-Fi, a fully equipped kitchen with granite countertops, a dining area, a comfortable seating area, a bathroom with hot water, and bedrooms featuring flat-screen TVs with satellite channels. Guests can also enjoy proximity to a supermarket (less than 0.6 miles) and a variety of restaurants and bars (within 656 feet), as well as convenient access to Gustavo Rojas Pinilla International Airport (0.6 miles).
La Gaviota A3 - Caribbean
9.0 73 reviews

La Gaviota A3

apartment, Juan Dolio
La Gaviota B3 is a beachfront rental located in Juan Dolio, just 10 miles from Estadio Tetelo Vargas. Guests rave about its excellent location, cleanliness, and overall experience.
This two-bedroom apartment comes with a fully equipped kitchen and two bathrooms. Enjoy the beautiful scenery from your private balcony, dine al fresco, and take advantage of the on-site American restaurant, barbecue facilities, and swimming pool.
Beautiful Villa With Private Pool Just 10 Min From The Beach - Caribbean
9.8 7 reviews

Beautiful Villa With Private Pool Just 10 Min From The Beach

house, Punta Cana
This Punta Cana vacation home, located in Bávaro, is a minute from downtown Punta Cana, five minutes from Coco Bongo, ten minutes from Punta Cana International Airport, and fifteen minutes from Macao, Cortecito, and Bibijagua beaches.
The three-bedroom, three-bathroom villa sleeps seven guests and boasts a private pool, BBQ area, access to a residential clubhouse, and proximity to Cocotal Golf and Country Club and Iberostar Golf Course.

Best Caribbean vacation rentals with a pool

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

Edificio Bahia Fragata Apartamento Loft 806 - Caribbean
9.3 275 reviews

Edificio Bahia Fragata Apartamento Loft 806

apartment, San Andrés
This apartment in San Andrés is conveniently located near popular beaches like Los Almendros and San Andres Bay, just a short walk from the vibrant North End. With excellent user, location, and cleanliness ratings, you can expect a comfortable and enjoyable stay.
The apartment features one bedroom and a spacious 590 square feet of living space. Enjoy amenities like air conditioning, a kitchen with a fridge and microwave, a swimming pool, parking, and daily room service, along with convenient services like airport shuttles and sightseeing tours.
Apartment At Regatta Living Ii - 406 Fully-equipped - Caribbean
9.5 112 reviews

Apartment At Regatta Living Ii - 406 Fully-equipped

apartment, Los Prados
This one-bedroom apartment is conveniently located in Los Prados, just a short walk from the Blue Mall and a short drive from the Agora Mall. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment features a private balcony and a fully equipped kitchen with a dishwasher and coffee machine. Guests can enjoy a range of amenities including air conditioning, a swimming pool, a jacuzzi, a fitness center, and free parking.
Spacious Modern Condo With A Pool View And New Ac - Caribbean
9.2 58 reviews

Spacious Modern Condo With A Pool View And New Ac

apartment
This 3-bedroom, 2-bathroom apartment is situated in Naguabo, Puerto Rico, just a short drive from El Yunque National Forest and the ferry terminal for excursions to nearby islands.
The 1,300-square-foot condo features a private rooftop terrace, access to a swimming pool, and a fully equipped kitchen, perfect for families or groups of up to 6 guests.
Gorgeous 4 Bedroom 5 Bed Mini Mansion With Pool - Caribbean
8.0 1 review

Gorgeous 4 Bedroom 5 Bed Mini Mansion With Pool

house, Santo Domingo Este
This house is located in Santo Domingo Este, 15 to 20 minutes from the airport and 5 minutes from Avenida España's dining and entertainment options.
This 4-bedroom, 3-bathroom villa accommodates up to 10 guests and features a private swimming pool, jacuzzi, terrace, garden, and parking, with nearby attractions including El Obelisco, Colon Lighthouse and Museum, Blue Mall, and Coral Mall.

Frequently Asked Questions about vacation rentals in Caribbean

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

    The Caribbean boasts a wealth of must-see sights. For stunning beaches, you can't beat 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 bioluminescent bays in Puerto Rico and Jamaica, where microorganisms create a magical glow in the water at night. You can also witness volcanic activity in Montserrat or explore the unique coral reefs that surround many islands.
  • What are the most popular Airbnbs in Caribbean?

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

    Pack light clothing, swimwear, sunscreen (high SPF!), insect repellent, a hat, sunglasses, 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 for evenings might be useful.
  • What are the best vacation 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 world-renowned. Other notable events include Crop Over in Barbados and Junkanoo in the Bahamas.
  • 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 the island you visit. A budget traveler might spend $100-$150 per day, while a more luxurious trip could easily cost $500 or more. This includes accommodation, food, local transportation, and some activities. Consider flights separately.
  • What are the best rentals or Airbnbs with a jacuzzi in Caribbean?

    The best vacation rentals or Airbnb with a jacuzzi in Caribbean are Bay Harbor One Vacation, La Finca Lodge and Portofino Tower 3 Unit 1601.

  • Where can you find the best restaurants serving local dishes in the Caribbean, and what are the must-try specialties?

    Local restaurants abound! In Jamaica, try jerk chicken or ackee and saltfish. In Cuba, savor ropa vieja or picadillo. Each island has its own unique cuisine. Look for smaller, family-run establishments for an authentic experience. Many hotels also offer restaurants showcasing local flavors.
  • What are some less-famous attractions in the Caribbean that are worth the visit?

    Consider exploring the rainforests of Dominica, hiking to hidden waterfalls in St. Kitts, or visiting the secluded beaches of Culebra, Puerto Rico. Many smaller islands offer a more tranquil and less crowded experience.
  • What are the best activities for engaging with locals and understanding their culture in the Caribbean?

    Attend local festivals, visit farmers' markets, take a cooking class focusing on Caribbean cuisine, or participate in a community-based activity like a beach cleanup. Speaking with locals and asking about their lives and traditions is a great way to deepen your understanding.
  • What unique natural landscapes and terrain features can travelers explore in the Caribbean?

    The Caribbean offers diverse landscapes. Explore lush rainforests, dramatic cliffs, volcanic peaks like those in St. Vincent, pristine beaches, and vibrant coral reefs. Each island has its own unique geological features.
  • How many days are ideal for a trip to the Caribbean, and what are some itinerary suggestions?

    Seven to ten days is a good starting point, allowing you to explore one or two islands in more depth. A possible itinerary could include three days in Puerto Rico exploring Old San Juan and El Yunque National Forest, and four days in the Bahamas relaxing on the beaches and exploring Nassau.

Best Caribbean vacation rentals with a balcony

Jhadano*3br*oceanview*pool*shuttle-gym*gated - Caribbean
9.9 139 reviews

Jhadano*3br*oceanview*pool*shuttle-gym*gated

house
This luxurious 1,450-square-foot vacation home is located in the exclusive Stonebrook Manor gated community within Florence Hall Village, offering easy access to area attractions.
The open-concept residence boasts four bedrooms (with two additional bedrooms available for rent), each with a private bathroom, plus a fully equipped kitchen, a private garden, a swimming pool, a fitness center, and complimentary airport shuttle service for up to four guests.
Colonial Modern 1br Apt Near Colonial Zone - Caribbean
9.3 167 reviews

Colonial Modern 1br Apt Near Colonial Zone

apartment
Villago Residences is conveniently located in the heart of Santo Domingo, just a short walk from Montesinos and a short drive from Guibia Beach, offering easy access to the city's cultural attractions, bustling markets, and vibrant nightlife. The apartment complex has consistently received excellent ratings for location, cleanliness, and user experience.
This one-bedroom apartment features a private balcony, a seating area, and a fully equipped kitchen. Enjoy amenities like a swimming pool, a garden, and a spa, as well as a concierge service and parking.
Views To Pool/garden, Close To Beach/hotel, Fwc830 - Caribbean
9.8 208 reviews

Views To Pool/garden, Close To Beach/hotel, Fwc830

house
This house is conveniently located in Humacao, just a short distance from Palmas del Mar Beach and the Palmas Del Mar Golf Club. It offers easy access to both relaxation and recreational activities, with excellent user, location, and cleanliness ratings.
This 2-bedroom, 2-bathroom home can comfortably accommodate up to 6 guests. The 1700 square foot property features a fully equipped kitchen, a private pool and jacuzzi, a tennis court, and a garden for enjoying the outdoors.
Casa Nina Oceanfront Villa-a-paradise In Sosua, Dr - Caribbean
9.5 19 reviews

Casa Nina Oceanfront Villa-a-paradise In Sosua, Dr

house
This 3-bedroom villa is located in Sosúa, just a short distance from the Sosúa Jewish Museum and Sosúa Beach, offering easy access to the area's attractions. The villa has received excellent ratings for its location, cleanliness, and overall experience.
The 2,500 square foot villa comfortably accommodates up to 6 guests. It features a fully equipped kitchen, a private pool, a water park, and barbecue grills, providing plenty of space for relaxation and entertainment.

Best Caribbean vacation rentals with parking

Villa Ukarimu - Caribbean
9.2 22 reviews

Villa Ukarimu

house, Cul de Sac
Villa Ukarimu is located in Cul de Sac, an 8-minute walk from Orient Bay Beach and 1.2 miles from Grand Case-Espérance Airport.
This 650 sq ft villa accommodates up to 8 guests with 2 bedrooms and 1 bathroom, featuring air conditioning, a fully equipped kitchen with a dishwasher and microwave oven, a private terrace, an outdoor swimming pool, a garden, and complimentary private parking with free WiFi.
New Modern 2 Bedroom Townhome @ Gold Coast ︎ - Caribbean
9.8 209 reviews

New Modern 2 Bedroom Townhome @ Gold Coast ︎

house
This beachfront home is located in Noord, just a short distance from Tierra del Sol Golf Course and Palm Beach, offering easy access to both the vibrant nightlife and the serene natural beauty of the area. This home has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom vacation rental provides ample space for families or groups of friends. Guests can enjoy a private pool, a fitness center, a tennis court, and a spa, all while having access to a fully equipped kitchen, a spacious terrace, and a lush garden.
Exclusive Beach Luxury Apt With Private Pool - Caribbean
9.7 476 reviews

Exclusive Beach Luxury Apt With Private Pool

apartment
This Punta Cana apartment is centrally located, close to the best restaurants and with direct access to a beach club. It has excellent user, location, and cleanliness ratings. This two-bedroom, two-bathroom condo can comfortably accommodate up to five guests. Enjoy a private pool on the balcony, a fully equipped kitchen, and access to a variety of amenities like a swimming pool, jacuzzi, garden, and parking.
Peace - Caribbean
9.8 20 reviews

Peace

apartment, Lehigh Acres
This apartment is located in Fort Myers, 13 miles from Dunbar Park and JetBlue Park, and 31 miles from the Sanibel and Captiva Chamber of Commerce.
This 400 sq ft unit offers a fully equipped kitchen, free WiFi, and private parking for up to 3 guests, with air conditioning and a non-smoking environment.
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