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Caribbean short term rentals
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Best Short term and Weekly rentals in Caribbean

Best family friendly Caribbean Short term rentals

Among the 371550 accommodations in Caribbean, here are the 4 best family friendly rentals

Bosque Azul - Carpintero - Caribbean
9.9 80 reviews

Bosque Azul - Carpintero

cabin
If you are looking for an unforgettable getaway in the heart of Minca, this cabin is the perfect choice for you. Nestled amidst lush greenery, it offers a tranquil escape just steps away from the town's vibrant center. With excellent user, location, and cleanliness ratings, this cabin guarantees a comfortable and memorable stay.
This charming cabin accommodates up to 4 guests and features a well-equipped kitchen with a fridge and freezer. It boasts a cozy living area, a private garden, and ample parking space. Enjoy the convenience of high-speed internet and take advantage of the pet-friendly policy to bring your furry companions along.
King Bed & Mini Golf, Pet Friendly! Cowboy Pool Close To Beach Airport & Zoo Bbq - Caribbean
9.4 27 reviews

King Bed & Mini Golf, Pet Friendly! Cowboy Pool Close To Beach Airport & Zoo Bbq

cottage, West Palm Beach
This charming cottage is located in Parker Ridge, a neighborhood just a mile from the West Palm Beach Municipal Golf Course, Palm Beach Zoo, and Cox Science Center and Aquarium. Guests consistently rate this vacation rental excellent for its convenient location and comfortable accommodations.
The cottage offers 3 bedrooms and 2 bathrooms, comfortably sleeping up to 7 guests. Enjoy the Florida sunshine in the garden, relax in the spa, or take a dip in the swimming pool and jacuzzi.
Palm Villa Bahamas - Caribbean
10 13 reviews

Palm Villa Bahamas

apartment
This single-story home in North Victoria Hill boasts a prime location, a one-minute walk from San Salvador Beach and a five-minute drive from the airport.
The three-bedroom, two-bathroom house sleeps eight guests and features a spacious open-plan living area, fully equipped kitchen, in-ground pool, large covered patio with outdoor kitchen, and extensive yard—perfect for family vacations.
Beautiful Apartment In Cerro Alto Santiago Rd - Caribbean
9.3 37 reviews

Beautiful Apartment In Cerro Alto Santiago Rd

apartment, Santiago De Los Caballeros
Hermoso Apartamento En Cerro Alto Santiago, located in the Cerro Alto district of Santiago de los Caballeros, Dominican Republic, is a short drive from Cibao Stadium and within four miles of the Monumento a los Héroes de la Restauración and the Santiago Apostol Cathedral.
This 1322-square-foot rental offers three bedrooms, two bathrooms, a fully equipped kitchen, a private terrace, a swimming pool, a fitness center, valet parking, and accommodates families or groups of up to six, providing easy access to Santiago's main attractions.

Best Caribbean lodging with a balcony

Ocean Front Studio W/balcony-olympic Pool-parking - Caribbean
9.9 179 reviews

Ocean Front Studio W/balcony-olympic Pool-parking

apartment
This Isla Verde beachfront rental is a 5-minute walk from both Isla Verde Beach and Carolina Beach, and under 2 miles from Pine Grove Beach and Balneario de Carolina.
This pet-friendly apartment sleeps 3, boasts a private balcony with ocean views, a fully equipped kitchen including a stovetop, and offers access to a swimming pool and parking.
Puerto Salinas Garden 3 Bdr Condo, A/c, Wifi - Caribbean
9.7 153 reviews

Puerto Salinas Garden 3 Bdr Condo, A/c, Wifi

apartment
This Puerto Salinas apartment in Cabo Rojo, Puerto Rico offers easy access to local attractions, though specific distances aren't provided.
The three-bedroom, two-bathroom rental sleeps six, features a fully equipped kitchen, free Wi-Fi, laundry facilities, a swimming pool, and a terrace; ground-floor access makes it suitable for guests with mobility limitations.
Posada Casamar2 Alojamiento En San Andrés Islas - Caribbean
8.1 241 reviews

Posada Casamar2 Alojamiento En San Andrés Islas

aparthotel, San Andrés
Posada Casamar2, an aparthotel in San Andrés, is conveniently located near Spratt Bight Beach, San Andres Bay, and North End, with Gustavo Rojas Pinilla International Airport just 1.2 miles away.
This family-friendly aparthotel offers air-conditioned rooms with kitchens, private bathrooms, and terraces, plus complimentary Wi-Fi, currency exchange, and private check-in/check-out services.
Paradise! Cozy Bungalow, Steps To Beach & Downtown - Caribbean
9.6 123 reviews

Paradise! Cozy Bungalow, Steps To Beach & Downtown

bungalow, Lake Worth
This centrally located apartment in Lake Worth is a great choice for travelers seeking convenience and comfort. It's within walking distance of attractions like the Palm Beach Institute of Contemporary Art and Lake Worth Playhouse. Guests have consistently rated the apartment highly for its cleanliness, location, and user experience.
The apartment features one bedroom, one bathroom, and a floor area of 460 square feet, comfortably accommodating up to four guests. It boasts a fully equipped kitchen, air conditioning, a private patio, and access to barbecue grills. Guests can enjoy free WiFi, laundry facilities, and a smoke-free environment for a pleasant stay.

Frequently Asked Questions about short term rentals in Caribbean

  • What attractions should you visit during a week-long stay in the Caribbean?

    A week in the Caribbean is a great start! For a balanced trip, consider spending a few days exploring a major city like San Juan, Puerto Rico, with its historic forts (Castillo San Felipe del Morro and Castillo San Cristobal) and vibrant Old San Juan. Then, head to a beach destination like Barbados for relaxation and watersports. Seven Mile Beach in Negril, Jamaica, or Grace Bay Beach in Providenciales, Turks and Caicos, are also excellent choices depending on your budget. If you have time, a day trip to explore a rainforest or go snorkeling/diving is highly recommended.
  • What are the best short term rentals in Caribbean?

    Among the short term rentals in Caribbean, Folly Vacation Fantastic Vibe Incredible Apt D, Private Bungalow @ Bacalar 7 Colors Lagoon and Bay Harbor One Vacation are the most popular ones.

  • What attractions should you visit when you spend a month in the Caribbean?

    A month gives you time for island hopping! Start in Cuba, exploring Havana's colonial architecture and experiencing the unique culture. Then, fly to the Dominican Republic to visit Santo Domingo, a historical city, and enjoy some of the beautiful beaches. Next, consider Puerto Rico for its diverse landscape, from rainforests to beaches to historical sites. You could even squeeze in a visit to a smaller island like St. Lucia or Grenada for a more laid-back experience, focusing on hiking, exploring smaller towns, and enjoying the unique local cuisine.
  • What are the best short term rentals with a pool in Caribbean?

    Bay Harbor One Vacation, Righetto Vacation Rentals and Portofino Tower 3 Unit 1601 are the best short term rentals with a pool in Caribbean.

  • Can visitors to the Caribbean witness any unique natural cycles, like cherry blossom season or autumn colors?

    The Caribbean doesn't have the same seasonal changes as temperate regions. You won't find cherry blossoms or autumn foliage. However, you can experience the vibrant colors of tropical flowers blooming throughout the year, and you might see variations in the intensity of the green landscape depending on the rainfall.
  • What are the best short term rentals with a jacuzzi in Caribbean?

    The best short term rentals with a jacuzzi in Caribbean are Bay Harbor One Vacation, Portofino Tower 3 Unit 1601 and Paradise Beach Club - Oceanfront And Penthouse.

  • What are the most meaningful ways to engage with locals and discover the culture in the Caribbean?

    To truly experience Caribbean culture, visit local markets like the Mercado Modelo in Santo Domingo or the Bridgetown Market in Barbados. Attend local events or festivals. Take a cooking class focused on Caribbean cuisine, learning to prepare dishes like jerk chicken or mofongo. Consider staying in a locally owned guesthouse or 'casa particular' instead of a large resort. Speaking some basic Spanish or French Creole will help a lot, depending on which island you're on.
  • What are the best short term rentals for families and kids in Caribbean?

    The best short term rentals for families and kids in Caribbean are Folly Vacation Fantastic Vibe Incredible Apt D, Bay Harbor One Vacation and Righetto Vacation Rentals.

  • Are there any distinctive cultural activities or hands-on workshops in the Caribbean?

    Absolutely! Many islands offer rum distilling tours and workshops where you can learn about the process and sample different rums. Pottery classes showcasing traditional techniques are available in some locations. You can also find workshops focusing on local crafts like basket weaving or tie-dye. Many resorts and local organizations offer cooking classes focusing on Caribbean cuisine.
  • What are some secret spots or hidden treasures to visit in the Caribbean?

    This depends on which island you visit, but generally, exploring smaller, less-visited islands or towns within larger islands can reveal hidden gems. Look for secluded beaches accessible only by boat, explore less-touristy hiking trails in rainforests, and visit local fishing villages to see a different side of life. Specific examples are difficult to give without knowing your destination preference, as these 'hidden treasures' are by nature not widely publicized.
  • What should not be left out of your suitcase if you are going to the Caribbean?

    Pack light, breathable clothing suitable for warm weather. Don't forget swimwear, sunscreen (high SPF!), a hat, sunglasses, and insect repellent. Comfortable walking shoes are essential for exploring, and a reusable water bottle will help you stay hydrated. A small backpack is useful for day trips, and a universal travel adapter is necessary if you're bringing electronic devices. Consider a light rain jacket or poncho for unexpected showers.
  • What are the most popular festivals in the Caribbean?

    Carnival is a major event across many Caribbean islands, with vibrant parades, music, and dancing. Dates vary by island. Crop Over in Barbados is a huge celebration of the end of the sugarcane harvest. Junkanoo in the Bahamas is a street parade with elaborate costumes and music. These are just a few examples; many other local festivals take place throughout the year, celebrating various aspects of Caribbean culture.
  • Where should you try the best local food in the Caribbean?

    The best local food is often found in smaller, family-run restaurants and local eateries, away from the main tourist areas. Explore local markets and street food stalls for authentic flavors. Specific recommendations depend on the island, but look for dishes unique to the region. For example, try mofongo in Puerto Rico, jerk chicken in Jamaica, or conch fritters in the Bahamas. Don't be afraid to venture off the beaten path to find culinary gems.

Best Caribbean lodging with a kitchen

Beach Apt, Golf, Pool, Gym, Lobby, Gated, Downtown - Caribbean
9.9 69 reviews

Beach Apt, Golf, Pool, Gym, Lobby, Gated, Downtown

apartment
This one-bedroom condo is situated within the Vistacana Resort and Country Club in Punta Cana, Dominican Republic, offering direct access to a private resort beach, golf course, and multiple pools.
The 1-bathroom unit sleeps 3 guests and features two balconies, two AC units, two TVs with cable, a fully equipped kitchen (fridge, freezer, microwave), and access to resort amenities including tennis courts, a fitness center, and restaurants.
Hospedaje Solymar Ii Sarie Bay - Caribbean
9.2 60 reviews

Hospedaje Solymar Ii Sarie Bay

apartment, San Andrés
Hospedaje Solymar II is located in San Andrés, just a short walk from the popular Spratt Bight beach and North End, making it a convenient base for exploring the island. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
This one-bedroom apartment, spanning 270 square feet, comfortably accommodates up to four guests. Enjoy amenities like a kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, and free parking, ensuring a relaxing and enjoyable stay.
Charming 2-bedroom Apartment In Punta Hansa, San Andrs - Caribbean
9.0 2 reviews

Charming 2-bedroom Apartment In Punta Hansa, San Andrs

apartment, San Andrés
This San Andrés apartment in Punta Hansa is located 0.7 miles from San Andrés Bay and a 4-minute walk to Spratt Bight Beach, with Gustavo Rojas Pinilla International Airport just 1.2 miles away.
This 370 square feet condo offers a separate bedroom and living room, accommodating up to 11 guests with a kitchen, air conditioning, terrace, and garden, and pets are welcome.
Monthly King Suite Stay With Kitchen, Ac & Balcony - Caribbean
9.3 285 reviews

Monthly King Suite Stay With Kitchen, Ac & Balcony

apartment
This Montego Bay apartment is just a 5-minute drive from Sangster International Airport (MBJ), making it perfect for travelers arriving late or departing early. Guest reviews consistently rate the location, cleanliness, and overall experience as excellent.
This 1-bedroom, 1-bathroom unit comfortably sleeps 2 guests and features a fully equipped kitchen, a private patio, and a designated smoking area. You'll also enjoy amenities like air conditioning, a smart TV with streaming services, and a secure parking space.

Best Caribbean lodging with laundry available

3-bedroom-2 Full Baths Beach House Mnts To Central Beach & Downtown - Caribbean
10 13 reviews

3-bedroom-2 Full Baths Beach House Mnts To Central Beach & Downtown

cottage, Vero Beach
This charming cottage is located in the peaceful Rock Ridge neighborhood, just a short drive from Vero Beach's attractions like My Crazy Frogs, the Indian River Citrus Museum, and the Vero Train Station. This family-friendly rental has received excellent guest reviews for its comfort and convenience.
This 3-bedroom, 2-bathroom home can accommodate up to 6 guests and features a fully equipped kitchen, a private garden, a patio, and a washer and dryer. Enjoy the Florida sunshine with the outdoor barbecue grill and relax in the evenings with the smart TV.
Apartamento En Punta Cana, Cana Rock - Caribbean
10 13 reviews

Apartamento En Punta Cana, Cana Rock

apartment
This one-bedroom condo is located in Punta Cana, just 0.12 miles from the Hard Rock Hotel and 0.19 miles from the area's most beautiful beach.
This unit accommodates up to three guests and offers a kitchen, air conditioning, internet, a swimming pool, and parking.
Increíble Alojamiento Frente Al Mar / A2 - Caribbean
9.7 94 reviews

Increíble Alojamiento Frente Al Mar / A2

apartment
This beachfront Los Corales apartment rental in the Bávaro-Punta Cana district of the Dominican Republic offers direct access to Los Corales Beach.
The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, air conditioning, a private balcony overlooking the garden, and access to a shared terrace, swimming pool, and parking; a welcome kit is provided.
Life's A Beach And Tennis... - Caribbean
9.5 87 reviews

Life's A Beach And Tennis...

apartment, Bonita Springs
This Bonita Springs apartment is conveniently located just a 10-minute walk from two beautiful beaches and within a 3-mile radius of Bonita Beach Park and Golf Safari Mini Golf. The apartment has received excellent ratings for user experience, location, and cleanliness.
This one-bedroom, one-bathroom rental comfortably accommodates up to five guests. Enjoy the Florida sunshine with access to an outdoor pool, barbecue grills, and a private balcony, as well as a fully equipped kitchen, free Wi-Fi, and a smoke-free environment.
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