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 3 best family friendly rentals

Amazing 2 Bedroom Beach Apartment For 6 (1 Of 2) - Caribbean
9.6 200 reviews

Amazing 2 Bedroom Beach Apartment For 6 (1 Of 2)

apartment, Juan Dolio
This two-bedroom, two-bathroom apartment in Villas Del Mar, Juan Dolio, is located less than 0.6 km from Marbella Beach and 5.8 km from Los Marlins Golf Course.
The 6-guest property boasts a private fenced yard, free Wi-Fi, a fully equipped kitchen, and access to an on-site swimming pool, fitness centre, and games room.
Great Location -Pool-boat Ramp-marina-golf Cart - Caribbean
10 2 reviews

Great Location -Pool-boat Ramp-marina-golf Cart

cottage, Key Largo
This mobile home is situated on the waterfront in Key Largo, just a short walk from Baker's Cay Resort Beach and within easy reach of local attractions like Jimmy Johnson's Big Chill and Lower Sound Point. It has received excellent user ratings, making it a popular choice for travellers.
The "Cozy & Relax Place" has two bedrooms and two bathrooms, comfortably accommodating up to six guests. It offers a range of amenities, including a fully equipped kitchen, a fireplace, a swimming pool, a terrace, a garden, and a tennis court.
An Oasis In The City! The Finquita Sde - Caribbean
No reviews

An Oasis In The City! The Finquita Sde

cottage, Santo Domingo Este
This charming cottage is located in Santo Domingo Este, just a short distance from the Sambil Santo Domingo and Agora Mall shopping centres, offering easy access to a range of shops and entertainment options. The surrounding area is peaceful and quiet, providing a relaxing escape from the bustling city.
The cottage has four bedrooms and three bathrooms, comfortably accommodating up to 15 guests. It features a private swimming pool, a Jacuzzi, a garden, and a fully equipped kitchen with a fridge, oven, and dishwasher, ensuring a comfortable and enjoyable stay.

Best Caribbean short term rentals with a balcony

Spacious 4 Bedroom Beachfront Home On Lake Clay - Caribbean
9.8 42 reviews

Spacious 4 Bedroom Beachfront Home On Lake Clay

apartment, Lake Placid
This lakeside property in Lake Placid is situated within 5km of Lake Placid Tower, AdventHealth Lake Placid, Fresenius Medical Care, the Murals of Lake Placid, and the Historical Society Depot Museum, offering easy access to local attractions.
This 297-square-metre house sleeps up to 12 guests, boasting four bedrooms, three bathrooms, a fully equipped kitchen, a garden, a terrace, parking, and internet access; enjoy nearby water activities or relax with the provided DVD player.
Playa El Combate, Perfect Place Garden Pool Front!/weekly And Monthly Discount! - Caribbean
9.7 240 reviews

Playa El Combate, Perfect Place Garden Pool Front!/weekly And Monthly Discount!

apartment, Cabo Rojo
This Cabo Rojo golf apartment, situated 1.9 km from the Refugio Nacional de Cabo Rojo and within 5 km of Playa Moja Casabe, Combate Beach, and Playa Salinas, offers easy access to beaches and nature reserves.
Sleeping three guests, the self-catering property boasts three bedrooms, two bathrooms, a fully equipped kitchen including oven and microwave, a private balcony, a swimming pool, and parking, all within a family-friendly golf community.
Lumina At Jardines Punta Cana Village - Caribbean
8.7 160 reviews

Lumina At Jardines Punta Cana Village

apartment, Punta Cana
The Lumina at Jardines Punta Cana Village flat is located in the Punta Cana Village district, just 1 kilometre from Punta Cana International Airport and within a short drive of La Cana Golf Club (5.3 kilometres) and Freshwater Lagoons (6.1 kilometres). The accommodation has received very good user ratings, with excellent scores for location and cleanliness.
The self-catering flat has a balcony with garden views and a private swimming pool. Guests can benefit from a fully equipped kitchen, air conditioning, free Wi-Fi, a flat-screen TV, a private bathroom with a bath and hair dryer, a seating area, a terrace, and comfortable bedding. There is also a fitness centre, parking, and a concierge service.
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.

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! Prioritise based on your interests. For beaches, consider Grace Bay Beach in Turks and Caicos or Seven Mile Beach in Grand Cayman. For history buffs, Old San Juan in Puerto Rico, or the historical sites in Havana, Cuba are essential. Nature lovers might explore the rainforest in Dominica or the lush landscapes of St. Lucia's Pitons. If you're into water sports, Barbados offers excellent surfing, while the Bahamas are ideal for diving and snorkelling.
  • What are the best short term rentals in Caribbean?

  • What attractions should one visit when spending a month in the Caribbean?

    A month allows for a deeper exploration! You could island hop, perhaps starting in Jamaica exploring Dunn's River Falls and Blue Mountains National Park, then moving to the Dominican Republic for a cultural experience in Santo Domingo and some time relaxing in Punta Cana. Consider exploring the lesser-known islands like Antigua and Barbuda, known for their stunning beaches and laid-back atmosphere, and finally, end your trip in Cuba, experiencing its vibrant culture and history in Havana and perhaps exploring the beaches of Varadero.
  • What are the best short term rentals with a pool in Caribbean?

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

    Visit local markets like the one in Bridgetown, Barbados, or the Mercado Modelo in Santo Domingo, Dominican Republic. Take a cooking class to learn about Caribbean cuisine, perhaps focusing on jerk chicken in Jamaica or mofongo in Puerto Rico. Attend local festivals and events – a great way to experience the vibrant culture. Consider staying in smaller guesthouses or homestays rather than large resorts for more authentic interactions.
  • What are the best short term rentals with a jacuzzi in Caribbean?

  • Are there any distinctive cultural activities or hands-on workshops in the Caribbean?

    Absolutely! Many islands offer rum distilling tours (Mount Gay Rum in Barbados is a popular choice), pottery classes showcasing local techniques, and workshops on traditional crafts like basket weaving or tie-dye. Music workshops focusing on reggae in Jamaica or calypso in Trinidad and Tobago are also readily available.
  • What are the best short term rentals for families and kids in Caribbean?

  • What are some secret spots or hidden treasures to visit in the Caribbean?

    This depends on your definition of 'secret'! Some lesser-known gems include the secluded beaches of Culebra, Puerto Rico; the untouched beauty of Virgin Gorda's Baths in the British Virgin Islands; or exploring the less-touristy areas of Dominica's rainforest. These require more research and potentially more effort to reach, but offer a more authentic experience.
  • What should not be left out of your suitcase if you are going to the Caribbean?

    Lightweight, breathable clothing is essential, along with swimwear and comfortable walking shoes. Sunscreen with a high SPF is crucial, as is insect repellent. A wide-brimmed hat and sunglasses will also protect you from the strong Caribbean sun. Don't forget a reusable water bottle to stay hydrated.
  • What are the most popular festivals in the Caribbean?

    Carnival celebrations are huge across many islands, with Trinidad and Tobago's Carnival being particularly famous. Jamaica's Reggae Sumfest is a major music festival. Other significant events include Crop Over in Barbados and Junkanoo in the Bahamas.
  • Where should one try the best local food in the Caribbean?

    The best local food is often found in smaller, family-run restaurants rather than large tourist establishments. Explore local markets and street food stalls for authentic flavours. In Jamaica, try a roadside jerk chicken stand; in Cuba, explore paladares (private restaurants); and in Puerto Rico, sample mofongo from a local eatery. Each island offers its own unique culinary delights.

Best Caribbean short term rentals with a kitchen

Residencial Mediterraneo - Caribbean
9.4 11 reviews

Residencial Mediterraneo

apartment, Santiago de los Caballeros
This three-bedroom apartment in Residencial Mediterraneo, Santiago de los Caballeros, is conveniently located approximately 7km from the Monumento a los Héroes de la Restauración and offers easy access to other attractions such as the Leon Centre and Cibao International Airport.
The 3-bathroom property sleeps up to 11 guests and boasts a fully equipped kitchen, private parking, air conditioning, a swimming pool, a terrace, and free Wi-Fi.
2 Bedroom Beachfront As Seen On Hgtv!!! Ground Floor - Caribbean
9.8 77 reviews

2 Bedroom Beachfront As Seen On Hgtv!!! Ground Floor

apartment, Freeport
This Coral Beach ground-floor apartment, part of a secure condominium complex, offers direct beach access.
The 74 square metre condo features two bedrooms, one bathroom, sleeps four, and includes a swimming pool, garden, spa, parking, and modern amenities.
Peaceful Cottage On Imperial River W Dock W&d Kitchen King Bed Can Sleep 4 - Caribbean
10 10 reviews

Peaceful Cottage On Imperial River W Dock W&d Kitchen King Bed Can Sleep 4

cottage, Bonita Springs
This Bonita Shores cottage is situated less than 3.2km from Bonita Beach Park, Barefoot Beach, and Golf Safari Mini Golf, offering easy access to Bonita Springs' coastal attractions.
This 84 square metre self-catering property sleeps four, boasting a fully equipped kitchen, patio, and in-unit laundry facilities, plus complimentary Wi-Fi and parking.
Secret Oasis | Private Pool | Cosón Beach View - Caribbean
10 45 reviews

Secret Oasis | Private Pool | Cosón Beach View

apartment
Casas Mauve offers individual casitas located just meters from the Mirador de Las Terrenas and Playa Cosón, a 3-minute drive from the town centre.
Each casita provides a private 4x2 metre pool, panoramic sea views, a king-size bed, air conditioning, and a well-equipped kitchen, accommodating up to two guests.

Best Caribbean short term rentals with laundry available

Charming 2br Beachfront Escape - Caribbean
9.9 122 reviews

Charming 2br Beachfront Escape

apartment
This Punta Popy beachfront apartment in Las Terrenas offers direct beach access and is within easy walking distance of numerous restaurants.
The two-bedroom, one-bathroom flat sleeps four, boasting a fully equipped kitchen, air conditioning, a swimming pool, garden, parking, high-speed internet, and comfortable outdoor dining space.
Stylish 1 Br 1 Ba W/ Ocean Views & Heated Pool - Caribbean
10 49 reviews

Stylish 1 Br 1 Ba W/ Ocean Views & Heated Pool

apartment
This beachfront house in Yabucoa, southeastern Puerto Rico, is a 5-minute drive (approximately 3.2km) from El Cocal Beach and offers panoramic ocean views from its hillside location.
The self-catering property boasts a modern, open-plan design with one bedroom, one bathroom, sleeping up to two guests, a private heated pool, Starlink Wi-Fi, and a fully equipped kitchen including a dishwasher and laundry facilities.
Beautiful, Spacious, Family Friendly Private Home! One - Caribbean
9.4 93 reviews

Beautiful, Spacious, Family Friendly Private Home! One

apartment, Port St. Lucie
This four-bedroom house is conveniently located in Port St. Lucie, just a short drive from Woodlands Trails Park and other popular attractions. It has consistently received excellent ratings for location, cleanliness, and overall guest experience.
The property is spacious and comfortably accommodates up to 10 guests. Enjoy a range of amenities including a fully equipped kitchen, a relaxing garden, a private patio, and a spa, perfect for a memorable stay in Port St. Lucie.
Modern King Size Bed Condo With Pool By Agora Mall - Caribbean
9.5 210 reviews

Modern King Size Bed Condo With Pool By Agora Mall

apartment, Santo Domingo
This apartment is located in the heart of Downtown Santo Domingo, just a short walk from the Agora Mall and Blue Mall, placing you within easy reach of the city's vibrant shopping and cultural attractions. The apartment boasts excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment offers one bedroom and can accommodate up to four guests, making it ideal for families or groups of friends. Guests can enjoy a range of amenities including a swimming pool, fitness centre, and a fully equipped kitchen, as well as the convenience of free Wi-Fi and a balcony.
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