Caribbean Short term rentals

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

Hermoso Y Comodo Apartamento Bay Point 303 - Caribbean
8.8 285 reviews
Caribbean
01/11 – 15/11
£213/nighttotal: £2982 (14 )

Hermoso Y Comodo Apartamento Bay Point 303

2 6
house , San Andrés
This comfortable house is located in Bay Point, a peaceful area just a short distance from popular attractions like The Hill and Morgan's Cave, making it an ideal base for exploring the island. The property has received very good ratings for cleanliness and user experience, and an excellent rating for location.
The house offers two bedrooms and two bathrooms, providing ample space for families or groups of friends. Guests can enjoy the convenience of a fully equipped kitchen, a private balcony, a swimming pool, a garden, and a spa, as well as free Wi-Fi and parking.
Practically On The Beach; Short Walk Across Carlin Park To The Sand!! ️ - Caribbean
9.8 112 reviews
Caribbean
17/08 – 23/08
£252/nighttotal: £1512 (6 )

Practically On The Beach; Short Walk Across Carlin Park To The Sand!! ️

3 6
apartment , Jupiter
This apartment is located in Bella Vista, Jupiter, just a short walk from Carlin Park and the beach, offering a peaceful and convenient setting for your stay. It has received excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
The apartment has three bedrooms and three bathrooms, spread across 152 square metres, comfortably accommodating up to eight guests. It features a fully equipped kitchen, a spacious living area with a balcony, and a range of amenities, including a swimming pool, a spa, and parking.
Zippy´s Sea View Apartments - Caribbean
9.1 594 reviews
Caribbean
09/11 – 16/11
£54/nighttotal: £378 (7 )

Zippy´s Sea View Apartments

2 2
apartment , San Andrés
Zippy's Sea View Apartment is situated on a beautiful beach strip in San Andrés, Colombia, approximately 24km from San Andrés City Centre and 32km from Rojas Pinilla International Airport.
This family-friendly flat offers direct beach access, a private terrace with sea views, a fully equipped kitchen including a fridge, microwave, and dishwasher, plus daily maid service, on-site parking, and proximity to local restaurants and bars.
San San Andrés Casa Vacacional 2 By Bbbsai - Caribbean
9.3 147 reviews
Caribbean
27/06 – 04/07
£87/nighttotal: £609 (7 )

San San Andrés Casa Vacacional 2 By Bbbsai

2 2
apartment , San Andrés
This apartment is located in San Andrés, just a short walk from Playa Zarpada and 7 km from Cocoplum Bay Beach, offering easy access to the island's main attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is designed for families and features a fully equipped kitchen, a private terrace, a swimming pool, a jacuzzi, and a fitness centre. Guests can also enjoy free Wi-Fi, airport shuttle service, and rental services for bicycles and cars.

Best Caribbean short term rentals with a balcony

Ave Maria Rentals Fl - Caribbean
9.6 514 reviews
Caribbean
08/07 – 20/07
£328/nighttotal: £3936 (12 )

Ave Maria Rentals Fl

5 8
apartment , Immokalee
This Immokalee apartment is conveniently located just 26 km from Tiburon Golf Club and 26 km from Corkscrew Swamp Sanctuary. The property has received excellent ratings for its location, cleanliness, and overall experience.
The self-catering apartment features a private bathroom, a fully equipped kitchen with a fridge, microwave, and dishwasher, and a balcony with garden views. Guests can enjoy free Wi-Fi, air conditioning, a swimming pool, a fitness centre, and parking.
Most Exclusive Condo- Hotel In Town -901 - Caribbean
9.5 107 reviews
Caribbean
26/06 – 29/06
£73/nighttotal: £219 (3 )

Most Exclusive Condo- Hotel In Town -901

1 1
apartment , Los Prados
This one-bedroom apartment is located in Los Prados, a short walk from the Blue Mall and within easy reach of the city centre. It has excellent ratings for location, cleanliness, and user experience.
The apartment comes with a fully equipped kitchen, including a dishwasher and microwave. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, sauna, and fitness centre.
Romantico,moderno , Self Check-in-24/7-wifi-tv 4k - Caribbean
9.3 143 reviews
Caribbean
23/06 – 01/07
£58/nighttotal: £464 (8 )

Romantico,moderno , Self Check-in-24/7-wifi-tv 4k

1 4
apartment , Santiago de los Caballeros
This one-bedroom flat in Santiago de los Caballeros is conveniently located just 3.2 kilometres from Leon Center and 3.4 kilometres from Monumento a los Heroes de la Restauracion, making it easy to explore the city's main attractions. The property has received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The 50 square metre apartment comfortably accommodates up to three guests and features a well-equipped kitchen, a private terrace, a garden, and air conditioning. Guests can enjoy amenities like a flat-screen TV, free Wi-Fi, and private parking, making it ideal for both short and long stays.
125.00 Night! Construction Sale! Now Thru Sept! Beautiful Jupiter Bay 2bed 2bath - Caribbean
9.8 86 reviews
Caribbean
17/08 – 23/08
£146/nighttotal: £876 (6 )

125.00 Night! Construction Sale! Now Thru Sept! Beautiful Jupiter Bay 2bed 2bath

2 4
apartment , Jupiter
This smoke-free apartment is located in Jupiter Bay, within a mile of both Maltz Jupiter Theatre and Jupiter Beach, offering easy access to cultural attractions and the stunning coastline. The apartment receives excellent ratings for location, cleanliness, and overall experience.
This two-bedroom, two-bathroom apartment spans 107 square metres and comfortably accommodates up to six guests. The apartment offers a range of amenities, including a private spa tub, an outdoor pool, a garden, free Wi-Fi, a patio, and a fully equipped kitchen.

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

Complete Apartment 3 Rooms And 5 Beds - Caribbean
9.5 41 reviews
Caribbean
14/08 – 21/08
£55/nighttotal: £385 (7 )

Complete Apartment 3 Rooms And 5 Beds

3 2
apartment , Santo Domingo
This Santo Domingo Norte studio apartment, situated on Jacobo Majluta Avenue, offers convenient access to four supermarkets (Ole, Tellus, Bravo, and La Sirena) and is within easy reach of two shopping plazas.
The 40-square-metre self-contained apartment features a separate bedroom, bathroom, fully equipped kitchen (including fridge, freezer, and dishwasher), air conditioning, a terrace, and access to a communal swimming pool, fitness centre, and secure parking.
Amazing Rooftop And Best View Of The City - Caribbean
9.7 62 reviews
Caribbean
09/11 – 16/11
£59/nighttotal: £413 (7 )

Amazing Rooftop And Best View Of The City

1 2
apartment , Santiago de los Caballeros
This Santiago de los Caballeros apartment is conveniently located near the Monumento a los Héroes de la Restauración, a short 1.4 km walk away, and within 1.4 km of Estadio Cibao FC.
The self-catering flat offers a one-bedroom layout with two bathrooms, a fully equipped kitchen, free Wi-Fi, private parking, a rooftop pool, fitness centre and sun terrace; sleeping up to two guests and providing easy access to the city's landmarks.
Beautiful, Spacious, Family Friendly Private Home! One - Caribbean
9.4 93 reviews
Caribbean
28/12 – 09/01
£122/nighttotal: £1464 (12 )

Beautiful, Spacious, Family Friendly Private Home! One

4 3
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.
Dom. Rep. Exclusive 2 Bed Apt. Evaristo Morales - Caribbean
9.7 53 reviews
Caribbean
06/01 – 20/01
£64/nighttotal: £896 (14 )

Dom. Rep. Exclusive 2 Bed Apt. Evaristo Morales

2 2
apartment , Santo Domingo
This Santo Domingo apartment rental is situated in the Evaristo Morales district, a 1.6km walk from Blue Mall, 2.7km from Agora Mall, and 1.6km from the city centre, offering easy access to Santo Domingo's attractions.
The two-bedroom, three-bathroom flat features a fully equipped kitchen, free Wi-Fi, private parking, a terrace, and access to a fitness centre and garden; it comfortably accommodates families or groups of up to six.

Best Caribbean short term rentals with laundry available

Modern & Homey Condo-close To Centre+fee Parking - Caribbean
9.7 204 reviews
Caribbean
20/11 – 30/11
£54/nighttotal: £540 (10 )

Modern & Homey Condo-close To Centre+fee Parking

2 2
apartment , Jarabacoa
This apartment in Jarabacoa is conveniently located just 2 kilometres from Central Park and 2 kilometres from the Malecón, offering easy access to the town's attractions. It consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The accommodation features two bedrooms, one bathroom, and can comfortably sleep up to six guests. The apartment is equipped with amenities such as a fully equipped kitchen, air conditioning, a terrace, a garden, a spa, parking, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Sea Winds Cabarete - Caribbean
9.5 199 reviews
Caribbean
17/09 – 21/09
£108/nighttotal: £432 (4 )

Sea Winds Cabarete

1 2
apartment , Cabarete
This apartment is situated in Cabarete, just a 15-minute walk from both Cabarete Beach and Kite Beach, with Encuentro Beach a 3.8 km drive away. The accommodation has received excellent ratings for user experience, location, and cleanliness.
This apartment has three bathrooms and a washing machine, providing ample space and convenience. It includes a fully equipped kitchen, a private balcony, a spa tub, a fitness centre, and a swimming pool, offering a range of amenities and activities.
Hermoso Apartamento Con Piscina A 5 Minutos Del Centro Historico - Caribbean
9.8 73 reviews
Caribbean
17/08 – 23/08
£107/nighttotal: £642 (6 )

Hermoso Apartamento Con Piscina A 5 Minutos Del Centro Historico

2 4
apartment , Cartagena de Indias
This luxury apartment is located in an exclusive neighbourhood just five minutes’ walk from the historic centre of Cartagena de Indias, offering a peaceful escape from the bustling city centre. The apartment has excellent ratings for cleanliness, user experience and location, ensuring a comfortable and enjoyable stay.
The apartment features a private pool perfect for relaxing after a day of exploring the city. Amenities include air conditioning, a fully equipped kitchen, a terrace, a garden, a sauna, a fitness centre, and parking, providing everything you need for a comfortable and enjoyable stay.
Renovated 2bd 2ba Pelican Cove Beachfront Condo - Caribbean
9.8 80 reviews
Caribbean
06/12 – 20/12
£213/nighttotal: £2982 (14 )

Renovated 2bd 2ba Pelican Cove Beachfront Condo

2 5
apartment , La Grande Princesse
Moana's Beach House, a two-bedroom apartment in the Granada Del Mar complex on St. Croix's north side, offers stunning views of Buck Island and Christiansted Harbour, approximately 32 kilometres from the airport.
This self-catering property sleeps six, boasting a fully equipped kitchen, two bathrooms, air conditioning, a community swimming pool, and access to beach amenities including towels, chairs, and snorkel gear.
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