Find short term rentals in Caribbean at the best prices

371550 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Caribbean short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

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

Coastal View Apt. Walkable To Beach & Restaurants - Caribbean
9.9 95 reviews

Coastal View Apt. Walkable To Beach & Restaurants

apartment
This Juan Dolio apartment, located a short walk from a 10km beach and within a minute's walk of restaurants, banks, and shops, offers easy access to Las Américas International Airport (a 20-minute drive).
The one-bedroom flat sleeps four, features a fully equipped kitchen, air conditioning, a balcony with ocean views, and access to a swimming pool, gym, and children's play area; beach chairs and towels are provided.
Sarie Bay Inn - Caribbean
9.6 56 reviews

Sarie Bay Inn

B&B, San Andrés
Sarie Bay Inn is a short distance from Gustavo Rojas Pinilla International Airport in San Andrés, offering a peaceful retreat close to popular beaches like Parceras Beach and Spratt Bight Beach. This family-friendly guesthouse has received excellent ratings for its cleanliness, location, and overall experience.
Each room at Sarie Bay Inn has a private entrance, air conditioning, and a private bathroom. Guests can enjoy the sun terrace, free Wi-Fi, and the option to arrange tours of the island's attractions.
Verde Bonavita - Caribbean
8.7 905 reviews

Verde Bonavita

B&B, Santiago de los Caballeros
Verde Bonavita is a family-friendly guesthouse in Santiago de los Caballeros, conveniently located just 2.9 kilometres from the Monumento a los Heroes de la Restauracion and within walking distance of the San Luis Fortress. This well-rated accommodation has received excellent reviews for its cleanliness and location.
The guesthouse features one bedroom and one bathroom, with a kitchen equipped with a fridge, freezer, microwave, and dishwasher. Guests can enjoy a relaxing soak in the jacuzzi, take a stroll in the garden, or unwind with a drink at the on-site bar.
Steps To Playa Santa Pool Table Bbq & Now W Pool - Caribbean
9.2 14 reviews

Steps To Playa Santa Pool Table Bbq & Now W Pool

cottage, Guánica
This charming cottage is situated just 1.6km from Santa Beach and La Jungla, and 2km from Playa Las Pardas, offering easy access to some of Guánica's most beautiful beaches. It enjoys an excellent user rating, making it a popular choice for travellers.
The 149 square metre property has three bedrooms and sleeps up to seven guests, providing ample space for families or groups of friends. The cottage offers a range of amenities, including a private fenced yard, a terrace, a garden, a jacuzzi, air conditioning, free Wi-Fi, a fully equipped kitchen, and parking.

Best Caribbean lodging with a balcony

Stylish King-size Condo|3 A/c| 30mb Wifi| 10% Off - Caribbean
9.5 138 reviews

Stylish King-size Condo|3 A/c| 30mb Wifi| 10% Off

apartment
This apartment is conveniently located in the Gregorio Luperón district of Santiago, within a 5km radius of Colinas Mall, Estadio Cibao, and Casino Gran Almirante. It has received excellent ratings for its location, cleanliness, and user experience.
The apartment is a spacious 3-bedroom flat with a floor area of 108 square meters. It offers a range of amenities including a swimming pool, fitness centre, garden, terrace, parking, air conditioning, and a well-equipped kitchen with a fridge, microwave, and dishwasher.
Amazing Views - Oceanfront 3 Br - Turquoise Waters - Caribbean
10 78 reviews

Amazing Views - Oceanfront 3 Br - Turquoise Waters

apartment
This beachfront apartment is located just 3.2km from Lucayan Archipelago, Bahamia Beach, and Xanadu Beach, offering easy access to some of Freeport's most popular beaches. It has received excellent ratings for location, cleanliness, and user experience.
The apartment has 3 bedrooms and can accommodate up to 8 guests, covering 167 square metres of space. Enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, parking, and a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher.
45 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Caribbean
No reviews

45 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment, Boca Chica
This apartment is centrally located in Boca Chica, a short walk from Boca Chica Beach and the promenade which offers a selection of restaurants and bars.
This 45 square meter flat offers one bedroom with a queen-sized bed, a separate kitchen with a fridge, air conditioning, wireless internet, and access to a shared swimming pool and garden, with free street parking available for two guests.
Hermoso Apartamento En Punta Cana, Serena Village,2 Habitaciones - Caribbean
No reviews

Hermoso Apartamento En Punta Cana, Serena Village,2 Habitaciones

apartment, Punta Cana
This two-bedroom apartment in Verón, Punta Cana, offers convenient access to the Cocotal Golf and Country Club and Iberostar Golf Course, with Bavaro Beach and Punta Cana Beach approximately 5 kilometres away.
This 85 square metre residence accommodates up to four guests and features air conditioning, a swimming pool, and a balcony, making it ideal for families seeking a comfortable stay with easy access to attractions like Bavaro Adventure Park, located just 3 kilometres from the property.

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

Residencial Santa Rosa Apto 8 Section C - Caribbean
9.5 13 reviews

Residencial Santa Rosa Apto 8 Section C

apartment, Moca
This three-bedroom apartment, Residencial Santa Rosa Apto 8 Section C, is situated in Moca, conveniently located 8km from Cibao International Airport and within a 19-24km radius of attractions including the La Aurora Cigar Factory, Kaskada Park, Leon Centre, and the Monumento a los Héroes de la Restauración.
The 85 square metre property boasts two bathrooms, a fully equipped kitchen with oven and microwave, air conditioning, free Wi-Fi, a swimming pool, parking, concierge service, and a terrace; comfortably accommodating families or groups of up to six guests.
Comfortable And Affordable Deal Close To Beach And Rainforest - Caribbean
9.4 396 reviews

Comfortable And Affordable Deal Close To Beach And Rainforest

apartment, Rio Grande
This Rio Grande apartment, situated 18 kilometres from El Yunque National Forest and within 40 kilometres of San Juan's main attractions including the Museo de Arte de Puerto Rico and Castillo San Felipe del Morro, offers convenient access to both rainforest and beach.
The self-catering flat comprises one bedroom, one bathroom, and a 12-square-metre living space, featuring air conditioning, free Wi-Fi, and on-site parking; pets are welcome.
Beachfront Luxury Studio | Ultravioleta Cabarete - Caribbean
10 10 reviews

Beachfront Luxury Studio | Ultravioleta Cabarete

apartment
This studio apartment is located directly on the beachfront in Ultravioleta, a mere 500 meters from Cabarete's town centre, offering direct access to an oceanfront beach and breathtaking ocean views from its private balcony.
This accommodation for two features a king bed, a kitchenette with a fridge and freezer, air conditioning, a swimming pool, garden, parking, and on-site amenities including a restaurant, lounge area, and kite school, making it ideal for couples and solo travellers seeking beachfront kite surfing and relaxation.
Oceanview Lighthouse Villa - Caribbean
9.3 66 reviews

Oceanview Lighthouse Villa

apartment, Maunabo
Oceanview Lighthouse Villa is situated in Maunabo, just a 1.6km walk from Maunabo Beach, offering quiet street views and stunning mountain vistas. The property has received excellent ratings for location, cleanliness and overall user experience.
This 3-bedroom apartment can comfortably accommodate up to 8 guests and spans 121 square metres. It features a fully equipped kitchen, air conditioning, a private beach access, an outdoor swimming pool, a hot tub, a terrace with sea views, a garden, a tennis court and free Wi-Fi.

Best Caribbean lodging with laundry available

Caza Nossa At Mambo Beach - Caribbean
9.9 38 reviews

Caza Nossa At Mambo Beach

apartment
This two-bedroom, two-bathroom apartment is situated in the Villa Elizabeth Resort area of Curaçao, a 1.44-kilometre walk from Mambo Beach.
The self-catering property, sleeping up to four guests, boasts a fully equipped kitchen, private pool, and parking; nearby activities include sunbathing and watersports at Mambo Beach.
Exotic Paradise Guest House - Caribbean
9.4 87 reviews

Exotic Paradise Guest House

B&B, Yabucoa
Exotic Paradise Guest House, a self-catering guesthouse in Yabucoa, Puerto Rico, is a 7-minute walk (approximately 0.6 km) from Playa El Negro beach and 40 km from José Aponte de la Torre Airport.
This one-bedroom guesthouse sleeps up to three guests, offering air conditioning, private parking, a flat-screen TV, and stunning sea views; pets are welcome.
Central Area Bedroom With Common Kitchen, Living Room - Caribbean
8.4 3 reviews

Central Area Bedroom With Common Kitchen, Living Room

B&B, Sosúa
This charming guesthouse is situated in Sosúa, a short 1.6km walk from Sosua Beach, 2.7km from Laguna Beach, and a 600m walk from Alicia Beach. The B&B has consistently received excellent ratings from guests for its cleanliness, location, and overall experience.
The guesthouse offers a comfortable and spacious 30 square metre room with one bedroom and bathroom, perfect for couples or a small family. Guests can enjoy amenities such as a shared Jacuzzi, a swimming pool, and a garden, as well as free Wi-Fi, air conditioning, and parking.
Casa Playa Arreboles Is Located In Front Of The Beach, Ideal For Families. - Caribbean
10 2 reviews

Casa Playa Arreboles Is Located In Front Of The Beach, Ideal For Families.

cottage, La Boquilla
This La Boquilla beachfront house is situated a short walk from La Boquilla Beach, within 9.6km of Marbella Beach and El Cabrero Park, and 3.9km from the Las Américas International Convention Centre.
This 180 square metre property sleeps 18 guests in 5 bedrooms and 4 bathrooms, boasting a private pool, fitness centre, and free Wi-Fi, plus convenient access to on-site barbecue grills and housekeeping.
©2026 cozycozy.com