Find short term rentals in Caribbean at the best prices

371550 available short term rental offers

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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

Apartment ∙ 3 Bedrooms ∙ 12 Guests - Caribbean
No reviews

Apartment ∙ 3 Bedrooms ∙ 12 Guests

apartment, Hollywood
This Hollywood Beach villa offers three bedrooms, four bathrooms and sleeps twelve, situated steps from the Hollywood Beach Broadwalk and a short cycle from Margaritaville.
The property boasts a full kitchen, terrace, garden, parking, and includes beach chairs, umbrellas, and towels; communicating units allow flexible group accommodation.
Casa Royal Palm Inn - Caribbean
9.4 61 reviews

Casa Royal Palm Inn

aparthotel, San Andrés
Casa Royal Palm Inn, an aparthotel in San Andrés, is situated 2.4km from San Luis Beach and 8km from Gustavo Rojas Pinilla International Airport, offering convenient access to both.
This family-friendly residence boasts a swimming pool, jacuzzi, spa, and fitness centre, along with a restaurant serving local specialities, plus free Wi-Fi and parking; bike and car rentals are available for exploring the island.
Posada Casamar2 Alojamiento En San Andrés Islas - Caribbean
8.1 229 reviews

Posada Casamar2 Alojamiento En San Andrés Islas

aparthotel, San Andrés
Posada Casamar2 is an aparthotel located in San Andrés, 2 kilometres from Gustavo Rojas Pinilla International Airport and a short distance from Spratt Bight Beach, San Andrés Bay, and North End.
This aparthotel offers a family-friendly stay with pets allowed, featuring units with air conditioning, a kitchen including a fridge and freezer, and a terrace or balcony, with complimentary WiFi and private check-in/check-out services available.
Modern Studio | Walk To Beach, Pool & Bbq, Cayman - Caribbean
9.8 84 reviews

Modern Studio | Walk To Beach, Pool & Bbq, Cayman

apartment
This one-bedroom apartment is located in West Bay, Grand Cayman, just a 1-2 kilometre walk from Seven Mile Beach, offering easy access to the beach and nearby attractions.
The property features a fully equipped kitchen, a comfortable living room with a TV and WiFi, a private bedroom and bathroom, a swimming pool, a garden, and parking.

Best Caribbean lodging with a balcony

Residencial Ambar Lll - Caribbean
9.7 10 reviews

Residencial Ambar Lll

apartment, Santiago de los Caballeros
This Residencial Ambar III flat is situated in Santiago de los Caballeros, offering easy access to Leon Centre (a 19-minute walk), the Monument to the Heroes of the Restoration (4.2 kilometres), and La Aurora Cigar Factory (4.8 kilometres), with Cibao International Airport just 8.9 kilometres away.
This family-friendly apartment accommodates up to 11 guests with two bedrooms, two bathrooms, air conditioning, and complimentary WiFi, featuring a kitchen and a balcony with garden views, ideal for enjoying the local climate.
Apartamentos Roko - Caribbean
9.2 15 reviews

Apartamentos Roko

apartment, San Andrés
Apartamentos Roko offers a convenient base in San Andrés, located 1.9 kilometres from Gustavo Rojas Pinilla International Airport and a short distance from Spratt Bight Beach and San Andrés Bay.
This family-friendly apartment features three bedrooms, two bathrooms, air conditioning, a full kitchen, and a balcony, with room service and shuttle services available for guest convenience.
Housing Staci - Caribbean
8.2 132 reviews

Housing Staci

B&B, Santo Domingo
Housing Stacey is located in the Montesinos district of Santo Domingo, just 2.4 kilometres from Guibia Beach and 4 kilometres from the city centre, offering a peaceful stay close to both the beach and the city's attractions. The guesthouse has one bedroom and one bathroom, accommodating up to two guests. Housing Stacey provides amenities such as a shared kitchen, free Wi-Fi, and a terrace, as well as bicycle and car rental services for exploring the city.
Escapade Tropicale - Caribbean
8.8 18 reviews

Escapade Tropicale

apartment, Santiago de los Caballeros
Chez Coralie, a family-friendly apartment in Santiago de los Caballeros, is conveniently located near Kaskada Park, within 7km of the Monumento a los Héroes de la Restauración, the Fortaleza San Luis, and Santiago Apostol Cathedral.
This 114 square metre property sleeps eight guests and boasts three bedrooms, two bathrooms, a private balcony, a swimming pool, free Wi-Fi, private parking, and a well-equipped kitchen including an oven and microwave.

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 barely scratches the surface! Prioritize based on your interests. If you love beaches, explore the Seven Mile Beach in Grand Cayman or Grace Bay Beach in Turks and Caicos. For history buffs, Old San Juan in Puerto Rico offers stunning colonial architecture and forts like Castillo San Felipe del Morro. Nature lovers should consider hiking in Dominica's rainforest or exploring the underwater world through snorkeling or diving in Bonaire. Consider visiting a different island to experience diverse cultures and landscapes.
  • 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 and deeper exploration. Start with a major hub like San Juan, Puerto Rico, for easy access to other islands. Then, consider exploring the diverse landscapes of Cuba, from Havana's vibrant streets to the natural beauty of Viñales Valley. Spend time in Jamaica, experiencing the culture of Kingston and the beaches of Montego Bay. Perhaps a trip to the smaller islands like Barbados for its stunning beaches and historical sites, or St. Lucia for its Pitons mountains and lush rainforests. Don't forget to factor in travel time between islands.
  • What 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 experience the dramatic autumn colors of North America or the cherry blossoms of Japan. However, you can witness vibrant blooms throughout the year depending on the island and the specific species. Many islands have distinct flowering seasons for local plants, and the change in weather can bring about a shift in the types of flowers you see.
  • What are the best short term rentals with a jacuzzi in Caribbean?

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

    To truly experience Caribbean culture, venture beyond the resorts. Visit local markets like the Mercado de San José in San Juan, Puerto Rico, to interact with vendors and sample fresh produce. Take a cooking class to learn about traditional dishes. Attend local festivals like Carnival in Trinidad and Tobago or Crop Over in Barbados. Support local businesses and artisans by purchasing handcrafted items. Engage in conversations with locals – they are often happy to share stories and insights.
  • 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, allowing you to learn about the process from sugarcane to the final product. You can find pottery classes showcasing local techniques, or workshops focusing on traditional music and dance, like reggae in Jamaica or calypso in Trinidad. Several locations offer classes on local crafts like basket weaving or tie-dye.
  • What are some secret spots or hidden treasures to visit in the Caribbean?

    The Caribbean is full of surprises! Explore the less-visited islands like Dominica, known for its untouched rainforests and natural hot springs. Discover hidden beaches accessible only by boat, like those found in the British Virgin Islands. Seek out local hiking trails that lead to breathtaking viewpoints, often away from the main tourist areas. Ask locals for recommendations; they often know the best-kept secrets.
  • 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. A reusable water bottle will save you money and reduce plastic waste. A small, waterproof bag is handy for beach trips. Consider a light jacket or sweater for cooler evenings.
  • What are the most popular festivals in the Caribbean?

    Carnival in Trinidad and Tobago is world-renowned, a vibrant celebration with colorful costumes, music, and dancing. Crop Over in Barbados is another major festival, featuring parades, music concerts, and a lively atmosphere. Junkanoo in the Bahamas is a unique street parade with elaborate costumes and rhythmic music. Each island has its own unique festivals throughout the year, often linked to harvests or religious events.
  • Where should you try the best local food in the Caribbean?

    The best local food is often found in small, family-run restaurants and local eateries, rather than large tourist establishments. Explore street food markets for authentic flavors and affordable prices. In Puerto Rico, try mofongo. In Jamaica, jerk chicken is a must. Explore the diverse culinary offerings of each island; you'll discover unique dishes and flavors wherever you go.

Best Caribbean lodging with a kitchen

2 Bedrooms At Baia Residences - Caribbean
9.9 25 reviews

2 Bedrooms At Baia Residences

apartment, Santiago de los Caballeros
Baia Residences, a Santiago de los Caballeros apartment, is conveniently located approximately 3.9km from the Leon Centre, 4.2km from the Monumento a los Héroes de la Restauración, and 4.7km from the Santiago Apostol Cathedral.
This 90-square-metre flat offers one bedroom, two bathrooms, sleeps seven guests, and includes a swimming pool, parking, and a fully equipped kitchen; a kids' pool and on-site mini-market add to its family-friendly appeal.
Secure 3-pers Apartment Close To The Beach - Caribbean
9.5 11 reviews

Secure 3-pers Apartment Close To The Beach

apartment, Las Terrenas
This secure 3-person flat in Las Terrenas is located a 9-minute walk from Pueblo de los Pescadores and Punta Popy Beach.
This apartment offers a private balcony, a kitchenette with a fridge and kitchenware, WiFi, and a washing machine, with free toiletries provided in the bathroom.
Apartamentos Aj Place 2 - Caribbean
8.9 68 reviews

Apartamentos Aj Place 2

apartment, San Andrés
Apartamentos AJ Place 2 offers self-catering apartments in San Andrés, conveniently located less than 1 kilometre from Gustavo Rojas Pinilla International Airport and a 7-minute walk from San Andrés Bay, with Spratt Bight and Los Almendros beaches also nearby.
Each apartment features a private bathroom, air conditioning, Wi-Fi, and a kitchen, plus some units offer balconies; pets are welcome.
Apartamento Opaa - Caribbean
9.4 140 reviews

Apartamento Opaa

apartment, San Andrés
Apartamento Opaa is located in San Andrés, just 1.9 kilometres from Gustavo Rojas Pinilla International Airport and a short distance from popular beaches like Los Almendros Beach and San Andres Bay. It has been rated excellent for cleanliness, and very good for location by previous guests.
This one-bedroom flat is 45 square metres in size. It comes with a fully equipped kitchen, air conditioning, a terrace, a garden, and free Wi-Fi.

Best Caribbean lodging with laundry available

2 Bedroom Villa Taina, Full A/c, Wifi, Sleeps 6 - Caribbean
9.4 111 reviews

2 Bedroom Villa Taina, Full A/c, Wifi, Sleeps 6

apartment
This Cabo Rojo apartment boasts an excellent location, less than 3.2km from Boquerón Beach and within 3.2km of Tunel Guaniquilla.
The two-bedroom, one-bathroom property features a fully equipped kitchen, air conditioning, a swimming pool, and free Wi-Fi; nearby amenities include tennis courts and a garden.
Heated Pool & Spa  Waterfront  Near Tigertail - Caribbean
No reviews

Heated Pool & Spa Waterfront Near Tigertail

apartment, Marco Island
This Marco Island holiday home offers waterfront canal views, located just a short distance from Tigertail Beach, restaurants, and shops.
This spacious apartment sleeps up to seven guests and features a private heated pool and spa, complimentary bikes for exploring, and included beach gear for a comfortable stay.
Ti Case  - Beachfront + Pool In Grand Case - Caribbean
9.3 65 reviews

Ti Case - Beachfront + Pool In Grand Case

apartment
This beachfront apartment is located in the old village of Grand Case, directly on the waterfront and in the city centre, with Orient Bay Beach approximately 2 kilometres away.
This 70 square metre residence offers two bedrooms, one bathroom, a private terrace with direct pool access, and beachfront access, alongside amenities such as a dishwasher, washing machine, and Smart TV.
Stunning Ocean View - 2b - Ocean Drive/beach House - Caribbean
9.1 242 reviews

Stunning Ocean View - 2b - Ocean Drive/beach House

apartment
This two-bedroom apartment is located in the Marbella district of Cartagena, just 15 minutes' walk from Crespo Linear Park and La Boquilla Beach, with San Francisco Church and Marbella Beach within a 3km radius. This property has received excellent ratings for location, cleanliness and user experience.
The apartment is 88 square metres and has a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a terrace, a garden, a sauna, a fitness centre and parking. Enjoy the modern amenities and relax in the outdoor spaces.
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