Caribbean Short term rentals

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

Beachfront Gem Paradise Views Direct  Beach Access - Caribbean
9.8 270 reviews

Beachfront Gem Paradise Views Direct Beach Access

apartment
This beachfront property is situated in Manatí, just a short distance from the Arecibo Lighthouse and Observatory, offering easy access to these historical landmarks and a tranquil setting within a nature reserve. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
This 111 square metre, two-bedroom apartment comfortably accommodates up to five guests. It features a fully equipped kitchen, a private terrace with an outdoor shower and BBQ, air conditioning, a swimming pool, and a garden. Guests can enjoy direct beach access, stunning ocean views, and a range of activities nearby, including scuba diving, snorkeling, horse riding, and mountain biking.
Modern Home In Aguadilla,w/16k Generator/water Res - Caribbean
9.8 124 reviews

Modern Home In Aguadilla,w/16k Generator/water Res

apartment
This three-bedroom house is located in Aguadilla, just a short distance from the town centre and within easy reach of beaches, the Aguadilla Lighthouse and the historical downtown area. The property has received excellent ratings for its location, cleanliness and overall experience, making it a popular choice for families and groups of friends.
The house offers a spacious and comfortable layout, with a fully equipped kitchen, a living room with a large TV, and three bedrooms, each with a TV. Enjoy a relaxing escape with a private pool and gazebo area, equipped with a BBQ grill, perfect for outdoor dining and entertaining.
Loft Bahía Fragata - Caribbean
9.0 20 reviews

Loft Bahía Fragata

apartment, San Andrés
Loft Bahía Fragata is a one-bedroom apartment situated in San Andrés' North End, a short 0.8 km walk from Spratt Bight Beach and only 1 km from Gustavo Rojas Pinilla International Airport.
This 60 square metre self-catering flat sleeps up to nine guests and boasts a fully equipped kitchen, air conditioning, a private balcony with swimming pool views, and free Wi-Fi; nearby attractions include Los Almendros Beach.
Apartamentos Bahia Fragata Con Vista Al Mar, By Caribe Relax - Caribbean
8.9 222 reviews

Apartamentos Bahia Fragata Con Vista Al Mar, By Caribe Relax

apartment, San Andrés
This studio apartment is situated on San Andrés Island, just a short walk from the popular Spratt Bight Beach. It has received very good user ratings and excellent ratings for location and cleanliness.
The studio features a kitchenette with a fridge and microwave, air conditioning, and a terrace or balcony. You can enjoy the swimming pool, take advantage of the concierge service, and park your car on-site.

Best Caribbean short term rentals with a balcony

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 situated directly on Orient Bay Beach in Saint Martin, 1.9km from Grand Case-Espérance Airport, offering easy access to local amenities and walking tours.
This 48 square metre apartment features a kitchenette with oven and microwave, a private terrace with sea views, a shared swimming pool, and free Wi-Fi; ideal for couples or small families seeking a beachfront self-catering holiday.
Amazing Ocean View 21st Floor. Beachfront. Balcony - Caribbean
9.5 384 reviews

Amazing Ocean View 21st Floor. Beachfront. Balcony

apartment
This one-bedroom apartment is situated in Condado, just 3 kilometres from Calle Loiza and Casino del Mar at La Concha Resort, with Condado Beach and the Puerto Rico Convention Center within 5 kilometres. The apartment boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment comfortably accommodates two guests and features a fully equipped kitchen, a private balcony and a washing machine and dryer for added convenience. Guests can enjoy a range of on-site amenities including a swimming pool, a spa, a fitness centre and a tennis court, along with a garden and a terrace.
Confortable Apartamento De 3 Tres Habitaciones, Con Hermosa Vista De Area Verde, Ademas De Piscinas Y Juegos Infantiles En Area Recreativa - Caribbean
8.9 86 reviews

Confortable Apartamento De 3 Tres Habitaciones, Con Hermosa Vista De Area Verde, Ademas De Piscinas Y Juegos Infantiles En Area Recreativa

apartment, Santiago de los Caballeros
This apartment in Santiago de los Caballeros is conveniently located just 2.6km from the Leon Center, 6.1km from the Monumento a los Heroes de la Restauracion, and 4.8km from the La Aurora Cigar Factory, making it easy to explore the city's attractions. The apartment enjoys excellent ratings for cleanliness, location, and user experience, ensuring a comfortable and enjoyable stay.
The apartment, perfect for families, can accommodate up to 6 guests and features three bedrooms. Enjoy a refreshing dip in the private pool, relax on the terrace with barbecue facilities, or take advantage of the garden and free parking.
Casona La Carolina - Caribbean
8.9 270 reviews

Casona La Carolina

house, San Andrés
Casona La Carolina is located in San Andrés, just a short distance from the beach and downtown, offering easy access to nearby attractions like San Andres Bay and The Hill. The property has received excellent user ratings, with very good scores for location and cleanliness.
This one-bedroom holiday home has a bathroom, a kitchen with a dishwasher and a fridge, and a terrace or balcony. Guests can enjoy a swimming pool, a garden, and free Wi-Fi, and the property also offers room service and parking.

Frequently asked questions about short term rentals in Caribbean

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

    A week in the Caribbean barely scratches the surface! Prioritising depends on the island, but generally, you could explore a major city like San Juan, Puerto Rico, visiting Castillo San Felipe del Morro and Castillo San Cristobal. Alternatively, you could focus on beach relaxation and watersports in Barbados or explore the lush rainforests and waterfalls of Dominica. Consider visiting a rum distillery – Mount Gay Rum in Barbados is a popular choice – and enjoying some local cuisine.
  • What attractions should one visit when spending a month in the Caribbean?

    A month allows for island hopping! Perhaps start in Cuba, exploring Havana's old town and experiencing its vibrant culture. Then, fly to Jamaica, visiting Dunn's River Falls and exploring the Blue Mountains. Next, consider the quieter islands like St. Lucia, known for its Pitons, or explore the diverse ecosystems of the Bahamas. A month gives ample time for deeper exploration, including hiking, diving, and cultural immersion in multiple locations.
  • Can visitors to the Caribbean witness any unique natural cycles, like cherry blossom season or autumn colours?

    The Caribbean doesn't experience autumn colours in the same way as temperate regions. The climate is tropical or subtropical, so the foliage remains largely green year-round. However, you can witness blooming flowers depending on the season and specific island; various orchids and hibiscus are common sights, their blooming periods varying slightly.
  • 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 ones in Bridgetown, Barbados, or Port-au-Prince, Haiti. Engage in conversations with vendors, learning about their produce and daily life. Attend local festivals, like Carnival in Trinidad and Tobago, or Crop Over in Barbados. Consider taking a cooking class to learn how to prepare traditional dishes. Staying in locally owned guesthouses rather than large resorts also fosters deeper interaction.
  • Are there any distinctive cultural activities or hands-on workshops available in the Caribbean?

    Absolutely! Many islands offer workshops in traditional crafts like pottery making (try searching for workshops in Jamaica or the Dominican Republic), weaving (common in many islands), and even rum making (several distilleries offer tours and workshops). Music and dance classes, focusing on reggae, calypso, or soca, are also readily available, often found through local community centres or tourism offices.
  • What are some secret spots or hidden treasures to visit in the Caribbean?

    The Caribbean holds many hidden gems. Exploring less-visited islands like Nevis or Anguilla offers a tranquil escape. Seek out secluded beaches accessible only by boat, or discover hidden waterfalls and hiking trails away from the main tourist areas – research specific islands for recommendations. For example, the Valley of Desolation in St. Lucia is a stunning, less-crowded natural wonder.
  • What should not be left out of your suitcase if you are going to the Caribbean?

    Pack light, breathable clothing suitable for hot and humid weather. Don't forget swimwear, sunscreen (high SPF is crucial!), insect repellent, a hat, sunglasses, and comfortable walking shoes for exploring. A reusable water bottle is essential for hydration. Consider a light raincoat for unexpected showers.
  • What are the most popular festivals in the Caribbean?

    Carnival in Trinidad and Tobago is world-renowned, a vibrant spectacle of music, dance, and costumes. Crop Over in Barbados is another major celebration, featuring parades and music. Junkanoo in The Bahamas is a unique street parade with colourful costumes and music. These are just a few examples; many islands have their own unique festivals throughout the year.
  • Where should one try the best local food in the Caribbean?

    The best local food is often found in smaller, family-run restaurants away from the main tourist areas. Explore local markets and street food stalls for authentic flavours. Each island has its specialities; jerk chicken in Jamaica, conch fritters in The Bahamas, and mofongo in Puerto Rico are just a few examples. Ask locals for recommendations – they'll often point you to hidden culinary gems.

Best Caribbean short term rentals with a kitchen

Ocean View Gorgeous Apt With The Best View In Pr - Caribbean
9.8 202 reviews

Ocean View Gorgeous Apt With The Best View In Pr

apartment
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.
Relax&enjoy Tower Isle/5mins Drive To Beach/ac/wif - Caribbean
9.4 50 reviews

Relax&enjoy Tower Isle/5mins Drive To Beach/ac/wif

apartment
This three-bedroom house is situated by the sea in Tower Isle, just under 2 kilometres from Coral Reef and Reggae Beach.
The property offers a spacious 260 square metre floor area, sleeps up to eight guests and boasts a private fenced yard, a swimming pool, and free Wi-Fi access.
Charming Guest House In Lake Worth Beach With All Amenities And Near The Beach. - Caribbean
9.4 3 reviews

Charming Guest House In Lake Worth Beach With All Amenities And Near The Beach.

cottage, Lake Worth
This Lake Worth guest house is situated near Lake Worth Beach, a short drive (approximately 5km) from CityPlace and Clematis Street.
The 93 square metre self-catering property offers one bedroom, one bathroom, sleeps three guests, and includes amenities such as Wi-Fi, air conditioning, a terrace, and a garden; nearby activities include jet skiing, fishing, and exploring Peanut Island.
Hutchinson Island Condo - Steps To Ocean - Caribbean
10 64 reviews

Hutchinson Island Condo - Steps To Ocean

apartment, Fort Pierce
This waterfront holiday home is located just 1.6 kilometres from Fort Pierce Beach and Bear Point Sanctuary, offering easy access to the beautiful coastline and nature trails. It has received excellent ratings for location, cleanliness and user experience.
The property is a two-bedroom, two-bathroom house that can accommodate up to four guests. Amenities include a swimming pool, Jacuzzi, sauna, fitness centre, tennis court, and a fully equipped kitchen, perfect for a relaxing and enjoyable stay.

Best Caribbean short term rentals with laundry available

Excellent  Ocean View Condo 2c Sosua Playa Alicia - Caribbean
9.8 75 reviews

Excellent Ocean View Condo 2c Sosua Playa Alicia

apartment
This two-bedroom, two-bathroom apartment in Sosúa's Playa Alicia neighbourhood boasts stunning ocean views from its hilltop location, offering a peaceful retreat yet with easy access to Sosúa town centre and its amenities.
The 4-guest property features a fully equipped kitchen, air conditioning, a swimming pool, and private parking, all within a condo complex providing access to a garden.
Updated 2024 King Bed Kit W/d Dock On Imperial River 1.3 Mi To Beach Sleeps 4 - Caribbean
10 2 reviews

Updated 2024 King Bed Kit W/d Dock On Imperial River 1.3 Mi To Beach Sleeps 4

cottage, Bonita Springs
This Bonita Shores holiday home is situated approximately 2.7km from Bonita Springs Public Beach, 3.2km from Bonita Beach Park, and 3.2km from Barefoot Beach, also within 1.6km of Golf Safari Mini Golf.
The self-catering property sleeps four guests in one bedroom and one bathroom, offering a fully equipped kitchen, air conditioning, Wi-Fi, a patio, and in-unit laundry facilities, plus sun loungers and beach towels for guest use.
Frangipani, San San, Portland, Jamaica - Caribbean
9.9 167 reviews

Frangipani, San San, Portland, Jamaica

apartment
Frangipani apartment, a two-bedroom self-catering suite in the San San district, lies 8 kilometres east of Port Antonio, within walking distance of Frenchman's Cove and San San Beach.
This guest suite, offering a private terrace, full kitchen, laundry facilities, and access to a shared 16.6-metre swimming pool, accommodates four guests and provides free parking, with discounts for longer stays.
The View From Paradise - Caribbean
9.4 121 reviews

The View From Paradise

apartment
This apartment is situated on a hill overlooking Ocho Rios Bay, just 5km from Dunn's River Falls and Dolphin Cove, offering stunning views of the bustling harbour. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The apartment is a spacious 84 square metre property with two bedrooms, two bathrooms, and a comfortable living area, accommodating up to four guests. Guests can enjoy a range of amenities, including a swimming pool, fitness centre, and a fully equipped kitchen, allowing them to relax and enjoy their stay.
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