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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

Waterfront Cottage In Spanish Wells' Protected Harbor - Caribbean
9.8 34 reviews

Waterfront Cottage In Spanish Wells' Protected Harbor

cottage, Spanish Wells
This Spanish Wells waterfront cottage offers stunning views and easy beach access, situated within 3 miles of the Lucayan Archipelago and Ben Bay Beach, and 12 miles from Briland's Blue Hole and Current Bay Beach.
This 1,000-square-foot vacation home features two bedrooms, two bathrooms, and sleeps six, boasting a fully equipped kitchen, air conditioning, a terrace, a garden, free Wi-Fi, and barbecue grills.
Amar'e Aparthotel & Spa - Caribbean
9.2 219 reviews

Amar'e Aparthotel & Spa

apartment, Las Terrenas
Amar'e Aparthotel & Spa, a beachfront rental in Las Terrenas, Dominican Republic, offers convenient proximity to Playa El Portillo, Punta Popy Beach, and Pueblo de los Pescadores, approximately 13 miles from Samaná El Catey International Airport.
These family-friendly apartments feature air conditioning, kitchens with refrigerators and microwaves, private bathrooms, and access to a rooftop pool, fitness center, spa, restaurant, and bar, plus free parking.
Orient Bay Studio Saba Face à La Mer - Caribbean
8.9 70 reviews

Orient Bay Studio Saba Face à La Mer

studio, Cul de Sac
Orient Bay Studio SABA is a beachfront apartment located directly on Orient Bay Beach in Saint Martin, 1.2 miles from Grand Case Airport.
This 520-square-foot (48-square-meter) unit features one bedroom, one bathroom, a kitchenette with a fridge, freezer, microwave, and oven, plus free Wi-Fi, a terrace, and access to a shared pool; it sleeps up to two guests and includes free parking.
Apartamentos Hansa Reef - Mejor Ubicación. - Caribbean
9.5 19 reviews

Apartamentos Hansa Reef - Mejor Ubicación.

apartment, San Andrés
Apartamentos Hansa Reef is a family-friendly apartment located in San Andrés, just steps away from Spratt Bight Beach and a short walk from Los Almendros Beach. It has excellent ratings for its location, cleanliness, and user experience.
The apartment features a fully equipped kitchen with a fridge and microwave oven, air conditioning, a private balcony or terrace, and access to a shared swimming pool and garden. It also offers free Wi-Fi, a flat-screen TV, and a coffee machine for added convenience.

Best Caribbean lodging with a balcony

Modern Apartment In Santiago De Los Caballeros - Caribbean
9.1 83 reviews

Modern Apartment In Santiago De Los Caballeros

apartment, Santiago de los Caballeros
This modern apartment in Santiago de los Caballeros is conveniently located near Leon Center (2.4 miles), Cibao Stadium (2.1 miles), and Kaskada Park (4.2 miles).
This 1610 sq ft, 3-bedroom, 2-bathroom residence offers a fully equipped kitchen, free WiFi, air conditioning, a patio with barbecue, and private parking, with an on-site car rental service available for exploring the area.
Apartamento North Wind 2 - Caribbean
9.3 74 reviews

Apartamento North Wind 2

apartment, San Andrés
The NORTH WIND 2 apartment is located in San Andrés, just a short walk from Spratt Bight Beach and within walking distance of Parceras Beach. The property has received very good ratings for its location, cleanliness, and overall experience.
The apartment has two bedrooms, a living room, and a fully equipped kitchen, comfortably accommodating up to five guests. Enjoy amenities like air conditioning, Wi-Fi, a private balcony, a garden, a jacuzzi, and on-site yoga classes.
Studio Bougainvillier Style Bohème - Caribbean
9.4 30 reviews

Studio Bougainvillier Style Bohème

studio, Marigot
Studio Bougainvillier Style Bohème in Marigot offers direct access to Baie de la Potence Beach, just a 3-minute walk away, and is located 1.4 miles from Nettle Bay Beach and 1.5 miles from Amoureux Beach.
This 430-square-foot studio accommodates up to 3 guests and features a kitchenette with a fridge and microwave, air conditioning, a balcony, free WiFi, and an on-site restaurant, with a swimming pool and tennis court also available.
New Loft Duplex With Rooftop Deck - Caribbean
9.7 86 reviews

New Loft Duplex With Rooftop Deck

apartment
This duplex loft is located in Dominicus Bayahibe, 5 minutes by foot from the town center and 8 minutes by foot from the blue flag certified Playa Dominicus beach.
This 2-bedroom, 2-bathroom apartment sleeps 6 guests and features vaulted ceilings, two balconies, a terrace with a barbecue, a rooftop deck, a fully equipped kitchen, and on-site amenities including a swimming pool and parking.

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

A Pasos De La Playa - Caribbean
9.9 74 reviews

A Pasos De La Playa

apartment
This Punta Cana condo rental, a one-bedroom apartment near a private beach, is a one-minute walk from the sand and offers stunning pool views from its terrace.
The second-floor unit sleeps four guests comfortably, features two full bathrooms, a fully equipped kitchen, BBQ grill, in-unit safe, and includes linens, bath towels, and beach/pool towels.
Callejon De Regina - Caribbean
9.6 301 reviews

Callejon De Regina

apartment
This house is located in the Zona Colonial, a short walk from Iglesia de la Regina Angelorum and the Malecon, offering a peaceful escape in the heart of this historic district. Guests consistently rate it excellent for its location, cleanliness, and overall experience.
The two-bedroom house provides comfortable accommodations for up to four guests in 960 square feet of space. Modern amenities like internet, a washing machine, and a Smart TV make your stay convenient, while the smoke-free policy ensures a clean and healthy environment.
Oceanview Lighthouse Villa - Caribbean
9.4 64 reviews

Oceanview Lighthouse Villa

apartment, Maunabo
This Maunabo apartment is conveniently located just a 10-minute walk from Maunabo Beach and a 47-mile drive from Luis Muñoz Marín International Airport. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The 1300 square foot apartment comfortably accommodates up to 8 guests in its 3 bedrooms. Enjoy access to a private beach, a swimming pool, a hot tub, a tennis court, and a garden, as well as amenities like a fully equipped kitchen, a terrace, and complimentary Wi-Fi.
Sweet Spot Studio In Pga Village 2 Beds B - Caribbean
9.1 383 reviews

Sweet Spot Studio In Pga Village 2 Beds B

studio, Port St. Lucie
This one-bedroom apartment is conveniently located in Carlton, Port St. Lucie, just 14 miles from Fort Pierce City Marina and 17 miles from Fort Pierce Inlet State Park, offering easy access to both attractions and the surrounding area. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment is ideal for a family or group of four, providing a comfortable and relaxing stay. Enjoy a private pool, a hot tub, barbecue facilities, and a garden with a balcony, all while staying connected with free Wi-Fi and streaming services.

Best Caribbean lodging with laundry available

#14 First Floor 3br, 2ba Apt @ Isabela Beach Court - Caribbean
9.1 157 reviews

#14 First Floor 3br, 2ba Apt @ Isabela Beach Court

apartment
This ground floor apartment is located in Isabela Beach Court, a residential complex directly on the beach in Isabela, Puerto Rico, within walking distance of the beach and a short drive from Aguadilla's airport and attractions like Crash Boat Beach and Montone's beach pond. The apartment has received excellent user and location ratings and a very good cleanliness rating.
The apartment offers 1600 square feet of space, has three bedrooms, two bathrooms, and can accommodate up to seven guests. The apartment features a private terrace with a BBQ grill, two swimming pools, a gym, tennis and basketball courts, a fully equipped kitchen, a washer and dryer, and high-speed Wi-Fi.
Seas The Day! - Caribbean
9.5 107 reviews

Seas The Day!

apartment, Fort Pierce
This Fort Pierce vacation rental is located just a short walk from the beach, within a mile of Bear Point Sanctuary and John Brooks Park Riverside, offering easy access to both nature and the city's attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom, one-bathroom home comfortably accommodates two guests. The property features a fully equipped kitchen, a private pool, and a fitness center, as well as free Wi-Fi, a Smart TV, and a Jacuzzi.
N3 · Sunny Studio | Pool, Walk To Beach - Caribbean
9.8 133 reviews

N3 · Sunny Studio | Pool, Walk To Beach

apartment
This Punta Cana studio rental is located in a peaceful, tree-lined complex just 492 feet from the beach, within easy walking distance of supermarkets, restaurants, and bars.
The 1-bedroom apartment, sleeping up to 2 guests, features a private semi-outdoor kitchen and dining area, air conditioning, a swimming pool, and a garden; all linens, towels, and drinking water are provided.
Beachfront 2br/2ba Condo On Marco Island - Caribbean
9.7 51 reviews

Beachfront 2br/2ba Condo On Marco Island

apartment, Marco Island
This beachfront Marco Island condo offers direct access to the sand, a short walk from Sand Dollar Island Beach and Landing, and Tigertail Beach, and within 2 miles of Hideaway Beach and Jane Hittler Park.
The two-bedroom, two-bathroom unit sleeps six, features a fully equipped kitchen with a refrigerator, oven, microwave, and dishwasher, plus a swimming pool, spa, fitness center, and tennis court on-site.
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