Find short term rentals in Caribbean at the best prices

253063 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 253063 accommodations in Caribbean, here are the 4 best family friendly rentals

Margaritaville Themed Condo, King Bed Suite, Waterfront + Pool, Near Downtown - Caribbean
9.5 107 reviews
Caribbean
26/06 – 30/06
$225/nighttotal: $900 (4 )

Margaritaville Themed Condo, King Bed Suite, Waterfront + Pool, Near Downtown

2 4
apartment , Cape Coral
This family-friendly apartment is located in Cape Coral, just a short distance from the waterfront and within two miles of Veterans Foundation Headquarters and Rotary Park Environmental Center. It has received excellent ratings for cleanliness and user experience, and a very good rating for its location.
The apartment is 76 square metres in size, has two bedrooms and two bathrooms, and can accommodate up to five guests. It offers a range of amenities, including a fully equipped kitchen, a balcony, air conditioning, a swimming pool, a garden, and parking.
Posada Casamar2 Alojamiento En San Andrés Islas - Caribbean
8.1 219 reviews
Caribbean
17/09 – 21/09
$60/nighttotal: $240 (4 )

Posada Casamar2 Alojamiento En San Andrés Islas

1 2
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.
Apartamentos Turisticos Buena Vista - Caribbean
9.3 91 reviews
Caribbean
20/06 – 27/06
$58/nighttotal: $406 (7 )

Apartamentos Turisticos Buena Vista

1 2
apartment , San Andrés
Apartamentos Turisticos Buena Vista offers a self-catering apartment in San Andrés, conveniently located near San Andrés Bay, Los Almendros Beach, and Spratt Bight Beach, less than 1 kilometre from Gustavo Rojas Pinilla International Airport.
This 50 square metre, one-bedroom apartment sleeps eight guests and features a fully equipped kitchen with a dishwasher, air conditioning, a private garden and terrace, plus complimentary Wi-Fi and on-site parking.
Ocean View Gorgeous 1 Full Bedroom Apt.brand New Unit Spectacular & Chic. 5stars - Caribbean
9.8 187 reviews
Caribbean
19/12 – 26/12
$225/nighttotal: $1575 (7 )

Ocean View Gorgeous 1 Full Bedroom Apt.brand New Unit Spectacular & Chic. 5stars

1 4
apartment , Luquillo
This apartment is located in La Pared, just 300 metres from La Pared Beach and 2.7 kilometres from Luquillo Beach, offering easy access to the beautiful coastline. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
This one-bedroom apartment spans 70 square metres and comfortably accommodates up to four guests. The apartment boasts a range of amenities, including a fully equipped kitchen, a washing machine, a swimming pool, a jacuzzi, a fitness centre, and a terrace.

Best Caribbean lodging with a balcony

Apartamento Carey - Caribbean
9.8 161 reviews
Caribbean
19/12 – 26/12
$157/nighttotal: $1099 (7 )

Apartamento Carey

1 4
apartment , Cabrera
This Cabrera apartment, situated 69km from Samaná El Catey International Airport, offers easy access to local sightseeing tours.
The self-catering flat features a bedroom, bathroom, and private terrace with mountain and sea views; it includes a swimming pool, jacuzzi, and parking, sleeping up to two guests and boasting excellent user reviews.
Hospedaje Turistico Angula Place - Caribbean
8.5 284 reviews
Caribbean
24/08 – 31/08
$75/nighttotal: $525 (7 )

Hospedaje Turistico Angula Place

1 2
apartment , San Andrés
Hospedaje Turistico Angula Place is located in San Andrés, just 1 kilometre from the commercial area, 1 kilometre from Gustavo Rojas Pinilla International Airport, and a 10-minute drive from Tonino harbour. The apartment complex has received very good ratings for cleanliness and user experience, and a good rating for location.
Each apartment has a kitchen with a fridge, microwave oven, and dishwasher, allowing guests to prepare their own meals. The amenities include a swimming pool, terrace, garden, sauna, restaurant, bar, room service, and parking.
Pelican Pearl - Caribbean
9.1 79 reviews
Caribbean
15/07 – 18/07
$183/nighttotal: $549 (3 )

Pelican Pearl

1 2
apartment , Simpson Bay
Pelican Pearl, a one-bedroom apartment in Simpson Bay, is situated 1.6km from Kim Sha Beach and 2.4km from Simpson Bay Beach, offering convenient proximity to Princess Juliana International Airport.
This 30-square-metre self-catering flat features two bathrooms, a terrace with garden views, free Wi-Fi, private parking, and access to a swimming pool, tennis court, and garden.
Cool's 1 Bedroom Beach & Garden View - Caribbean
8.7 25 reviews
Caribbean
20/06 – 27/06
$194/nighttotal: $1358 (7 )

Cool's 1 Bedroom Beach & Garden View

2 2
apartment , Ocho Rios
This apartment is located in Ocho Rios, just a short distance from popular beaches like Ocho Rios Bay Beach and Mahogany Beach. It has received excellent ratings for location, cleanliness, and overall experience.
The self-catering apartment is spacious at 65 square metres and comes with a separate living room, bedroom, and kitchen. You'll have access to a range of amenities, including a swimming pool, a restaurant, a bar, a tennis court, and a garden.

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

Bahía Serena - 2 Bedroom With Direct Beach Access And Pool - Caribbean
9.3 128 reviews
Caribbean
15/07 – 18/07
$292/nighttotal: $876 (3 )

Bahía Serena - 2 Bedroom With Direct Beach Access And Pool

2 2
apartment , Cabo Rojo
This two-bedroom apartment is situated in Cabo Rojo, conveniently located within a 5km radius of Club Deportivo Del Oeste, La Playita, and Isla de Ratones, and within 10km of Playa Azul and Playa Punta Arenas. The property has received excellent ratings for location, cleanliness, and user experience.
The apartment can accommodate up to four guests and features a fully equipped kitchen, a private balcony, a washing machine, and a swimming pool. You can also enjoy the surrounding garden, parking, and internet access.
2 Bedroom 2 Bath Beach 1 Min Walk 8 People Keyless Flexible Check In - Caribbean
9.4 100 reviews
Caribbean
19/10 – 23/10
$478/nighttotal: $1912 (4 )

2 Bedroom 2 Bath Beach 1 Min Walk 8 People Keyless Flexible Check In

2 8
apartment , Sunny Isles Beach
This Sunny Isles Beach property is a short walk from the beach and within easy reach of Newport Fishing Pier and Oleta River State Park, making it ideal for exploring the local area. The house consistently receives excellent ratings for its location, cleanliness, and overall experience.
The holiday home has two bedrooms and two bathrooms, comfortably accommodating up to eight guests. It offers a fully equipped kitchen, a terrace or balcony, a garden, parking, and outdoor BBQ facilities, ensuring a comfortable and enjoyable stay.
Appartement De Charme , Marina Royale, Marigot - Caribbean
9.4 36 reviews
Caribbean
20/06 – 27/06
$169/nighttotal: $1183 (7 )

Appartement De Charme , Marina Royale, Marigot

2 2
apartment , Marigot
This Marigot apartment, located in Marina Royale, is a 2-3 km walk from Nettle Bay and Baie de la Potence beaches and 4 km from Princess Juliana International Airport.
The two-bedroom, one-bathroom flat offers a living room, equipped kitchen (fridge, microwave), private balcony with mountain views, air conditioning, free Wi-Fi, swimming pool, jacuzzi, garden, parking, and is suitable for families or groups.
J&p's Place Modern, 3/2 In Riviera Colonial, Across From Zona Colonial, Rio Ozam - Caribbean
9.2 34 reviews
Caribbean
14/08 – 21/08
$120/nighttotal: $840 (7 )

J&p's Place Modern, 3/2 In Riviera Colonial, Across From Zona Colonial, Rio Ozam

3 2
apartment , Santo Domingo Este
This modern apartment is situated in Riviera Colonial, a gated community in Santo Domingo Este, directly across from the historic Zona Colonial and the Rio Ozama, offering easy access to the area's vibrant attractions. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The apartment is spacious, with three bedrooms and two bathrooms, covering 85 square metres. Guests can enjoy a range of amenities, including a swimming pool, a jacuzzi, a fitness centre, a garden, and a terrace, as well as a fully equipped kitchen, a washer and dryer, and air conditioning.

Best Caribbean lodging with laundry available

El Conde Del Macao - Caribbean
9.5 34 reviews
Caribbean
17/09 – 21/09
$76/nighttotal: $304 (4 )

El Conde Del Macao

2 2
apartment , El Macao
This apartment is situated in El Macao, just 16 kilometres from Cana Bay Golf Club and Punta Blanca, and 22 kilometres from Cocotal Golf and Country Club. The apartment has been highly rated by previous guests, receiving excellent marks for cleanliness and location, and a very good overall rating.
The apartment offers a comfortable 60 square metre space with one bathroom. Guests can enjoy a private pool and garden, a terrace with pool views, a fully equipped kitchen, barbecue facilities, and a range of activities including fishing, bicycle and car rental, and a paid airport shuttle service.
Pool, Wifi, Private Apart For Family And Friends - Caribbean
9.5 144 reviews
Caribbean
24/08 – 31/08
$69/nighttotal: $483 (7 )

Pool, Wifi, Private Apart For Family And Friends

3 2
apartment , Santiago de los Caballeros
This apartment is located in Santiago de los Caballeros, just 2.2 kilometres from Leon Center and 4.7 kilometres from Monumento a los Heroes de la Restauracion, offering a convenient base for exploring the city's attractions. Guests consistently rate this property highly for its cleanliness, location, and overall experience.
This three-bedroom apartment spans 65 square metres and comfortably accommodates up to five guests. Amenities include a swimming pool, a children's playground, free private parking, and a balcony with mountain views, providing a relaxing and enjoyable stay.
Hermoso Apartamento En Cerro Alto Santiago - Caribbean
9.4 37 reviews
Caribbean
30/11 – 31/12
$85/nighttotal: $2635 (31 )

Hermoso Apartamento En Cerro Alto Santiago

3 2
apartment , Santiago de los Caballeros
Hermoso Apartamento En Cerro Alto Santiago, a three-bedroom apartment in Santiago de los Caballeros' Cerro Alto district, is located 3.8 km from the Cibao Stadium.
This 114 square metre property boasts a fully equipped kitchen, private parking, a swimming pool, fitness centre, and free Wi-Fi, comfortably accommodating families or groups of up to six.
Lovely King Bed/rooftop/parking In Bella Vista - Caribbean
9.9 188 reviews
Caribbean
15/07 – 18/07
$135/nighttotal: $405 (3 )

Lovely King Bed/rooftop/parking In Bella Vista

1 2
apartment , Santo Domingo
This Santo Domingo apartment, located three blocks (approximately 0.24 km) from the Downtown Center Mall, offers easy access to Santo Domingo's commercial district.
The 75-square-metre flat boasts one bedroom, a king-size bed, a fully equipped kitchen, two Smart TVs, a private balcony, in-house laundry, and access to a rooftop pool, fitness centre, and spa.
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