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

Beachfront 4beds Jacuzzi Privacy Full Kitchen - Caribbean
9.4 118 reviews
Caribbean
17/08 – 23/08
NZ$299/nighttotal: NZ$1794 (6 )

Beachfront 4beds Jacuzzi Privacy Full Kitchen

2 6
apartment , La Puntica de Juan Dolio
This beachfront apartment is located in La Puntica de Juan Dolio, just 3km from Playa Guayacanes, offering easy access to the beautiful beaches and local attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom apartment spans 120 square metres and provides a comfortable and well-equipped space for families or groups. Guests can enjoy a private pool, a fully equipped kitchen, a fitness centre, and a range of other amenities, including a terrace, a garden, and free parking.
Beautiful Condo With A Tree House Feel - Caribbean
9.5 98 reviews
Caribbean
17/08 – 23/08
NZ$323/nighttotal: NZ$1938 (6 )

Beautiful Condo With A Tree House Feel

1 4
apartment , Port St. Lucie
This one-bedroom apartment is located in Port St. Lucie, within 1.6 kilometres of PGA Village and the PGA Center for Golf Learning and Performance, and within 4.8 kilometres of Superplay USA and Clover Park, making it ideal for families and golf enthusiasts alike. The property has received excellent ratings for location, cleanliness and overall user experience.
The apartment has one bathroom and can comfortably accommodate up to four guests. Enjoy a range of amenities including a fully equipped kitchen, a private balcony, a swimming pool, and free Wi-Fi access.
Sea-renity - Caribbean
9.0 87 reviews
Caribbean
17/08 – 23/08
NZ$389/nighttotal: NZ$2334 (6 )

Sea-renity

2 4
apartment , Philipsburg
Sea-Renity apartments in Philipsburg offer stunning mountain and sea views, a short 0.9-mile walk from Dawn Beach and 9 kilometres from Grand Case–Espérance Airport.
These family-friendly flats, each including a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and access to a pool, spa and garden, provide comfortable accommodation for your Philipsburg stay.
Newly Remodeled Beach Access Penthouse Apartment - Caribbean
9.7 194 reviews
Caribbean
06/12 – 20/12
NZ$273/nighttotal: NZ$3822 (14 )

Newly Remodeled Beach Access Penthouse Apartment

2 5
apartment , Loíza
This beachfront apartment in Loíza's Medianía Alta district is under 1.6km from the Estudio de Arte Samuel Lind and within 10km of Bahía Beach and Playa Vacía Talega.
The two-bedroom, two-bathroom property offers a fully equipped kitchen, private balcony with ocean views, swimming pool, jacuzzi, fitness centre, tennis court, and parking, accommodating families or groups.

Best Caribbean short term rentals with a balcony

Apartamentos Sound Bay Beach - Caribbean
9.6 179 reviews
Caribbean
23/06 – 01/07
NZ$207/nighttotal: NZ$1656 (8 )

Apartamentos Sound Bay Beach

2 4
apartment , San Andrés
Apartamentos Sound Bay Beach offers beachfront self-catering accommodation in San Andrés, steps from San Luis Beach and a 4-minute walk from San Luis town, with Playa Zarpada 2.4 km and San Andrés Bay 7.6 km away.
Each apartment features a fully equipped kitchen, air conditioning, a sea-view terrace, free Wi-Fi, and free private parking; daily room service, tour organisation, bicycle rental and a 24-hour front desk are also available.
Apartamento 3 Dormitorios A Solo 1 Calle Del Mar ツ - Caribbean
9.0 72 reviews
Caribbean
17/09 – 21/09
NZ$143/nighttotal: NZ$572 (4 )

Apartamento 3 Dormitorios A Solo 1 Calle Del Mar ツ

3 2
apartment , Puerto de Gaira
This apartment is situated in the Rodadero district, just a stone's throw from El Rodadero Beach and a short walk from Salguero Beach, offering a prime beachfront location with easy access to the vibrant atmosphere of the area. It has received excellent user and location ratings and a very good cleanliness rating.
The apartment offers three bedrooms and is a spacious 110 square metres, ideal for families or groups of friends. It includes a fully equipped kitchen, air conditioning, free Wi-Fi, a terrace, a garden, a spa, parking, and is pet and family friendly, making it a perfect choice for a comfortable and enjoyable stay.
* * The Gem * * Beach, Location, Quality & Comfort - Caribbean
9.9 179 reviews
Caribbean
28/12 – 09/01
NZ$598/nighttotal: NZ$7176 (12 )

* * The Gem * * Beach, Location, Quality & Comfort

2 3
apartment , Naples Park
This Naples Park holiday home, less than 1.6km from the beach, offers superb proximity to the coast.
The two-bedroom, one-bathroom property sleeps four, boasting a renovated open-plan layout, high-end furnishings, a fully equipped kitchen, terrace, garden, and free bike use; a Superhost hosts this excellent-rated property.
Sarah's Place San Andres - Caribbean
8.8 115 reviews
Caribbean
27/06 – 04/07
NZ$128/nighttotal: NZ$896 (7 )

Sarah's Place San Andres

1 4
B&B , San Andrés
Sarah's Place San Andrés guest house is situated 1km from Gustavo Rojas Pinilla International Airport and a short distance from Spratt Bight Beach, Parceras Beach, and North End.
This recently renovated, one-bedroom, one-bathroom property offers free Wi-Fi, air conditioning, a terrace, parking, and a kitchen equipped with a fridge, microwave, and dishwasher; shuttle services and bicycle rentals are available.

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 allows for a taste of island life. Consider exploring the historical sites of Old San Juan in Puerto Rico, relaxing on the pristine beaches of Barbados, or discovering the vibrant culture of Trinidad and Tobago's Carnival Museum. For nature lovers, a trip to Dunn's River Falls in Jamaica or exploring the rainforests of Dominica are excellent options. The specific choice depends on which islands you visit, as the Caribbean is incredibly diverse.
  • What are the best short term rentals in Caribbean?

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

    A month provides ample time for a deeper exploration. You could island hop, experiencing the diverse cultures and landscapes. Perhaps start in Cuba, exploring Havana's colonial architecture and vibrant music scene, then move to the Bahamas for some incredible diving and snorkeling. Next, spend time in the lush rainforests of St. Lucia, followed by a relaxing beach stay in the Turks and Caicos. Consider visiting smaller islands like Montserrat or Anguilla for a more secluded experience. The possibilities are endless!
  • 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 colours?

    The Caribbean doesn't experience the dramatic autumn colours of temperate regions or the cherry blossom displays of Japan. However, you can witness vibrant blooms throughout the year, varying by island and season. Many islands experience a rainy season and a dry season, impacting the landscape's appearance.
  • 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, try attending local festivals like Crop Over in Barbados or Carnival in Trinidad and Tobago. Visiting local markets, such as the Bridgetown Market in Barbados or the Mercado Central in Santo Domingo, offers a chance to interact with vendors and sample local produce. Consider taking a cooking class to learn about Caribbean cuisine or participating in a rum tasting to understand the island's spirit. Simply striking up conversations with locals in bars or restaurants can also be rewarding.
  • What are the best short term rentals for families and kids in Caribbean?

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

    Absolutely! Many islands offer hands-on workshops in traditional crafts like pottery making in Jamaica, weaving in the Bahamas, or learning to play steel drums in Trinidad and Tobago. Cooking classes focusing on Caribbean cuisine are also popular, as are dance classes teaching traditional styles like reggae or calypso.
  • What are some secret spots or hidden treasures to visit in the Caribbean?

    The Caribbean holds many hidden gems. The secluded beaches of Culebra, Puerto Rico, offer tranquility. Exploring the less-visited islands like Saba or Nevis provides a more intimate island experience. For adventure seekers, hiking to secluded waterfalls or exploring hidden caves in various islands offers unique experiences. Specific locations are best discovered through local guides and recommendations.
  • What should not be left out of your suitcase if you are going to the Caribbean?

    Pack light, breathable clothing suitable for warm weather. Sunscreen with a high SPF is essential, along with a wide-brimmed hat and sunglasses for sun protection. Insect repellent is crucial, especially in more humid areas. Comfortable walking shoes are a must for exploring, and a reusable water bottle will help you stay hydrated. Don't forget swimwear and a book for relaxing on the beach.
  • What are the most popular festivals in the Caribbean?

    The Caribbean boasts many vibrant festivals. Carnival in Trinidad and Tobago is world-renowned, a spectacle of music, dance, and costumes. Crop Over in Barbados is another significant festival, featuring parades and music celebrations. Junkanoo in the Bahamas is a unique street parade with vibrant costumes and music. These are just a few examples; many other smaller, local festivals occur 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 and local eateries, rather than large tourist establishments. Exploring local markets and street food stalls can also be a great way to discover authentic flavours. Each island has its own culinary specialities, so it's worth trying different dishes in different locations. For example, jerk chicken in Jamaica, callaloo soup in various islands, and conch fritters in the Bahamas are all must-tries.

Best Caribbean short term rentals with a kitchen

A2 Para Amantes De La Playa - Caribbean
9.7 94 reviews
Caribbean
27/09 – 04/10
NZ$227/nighttotal: NZ$1589 (7 )

A2 Para Amantes De La Playa

1 2
apartment , Punta Cana
This beachfront apartment, A2, is located in the Bávaro-Punta Cana district, directly on Los Corales beach.
The one-bedroom, one-bathroom flat sleeps two guests and offers a fully equipped kitchen, air conditioning, a private balcony overlooking the garden, and access to a swimming pool, parking, and a shared terrace; plus beach chairs and umbrellas are provided.
Residencial Christall Ap 2-a - Caribbean
9.5 247 reviews
Caribbean
17/09 – 21/09
NZ$90/nighttotal: NZ$360 (4 )

Residencial Christall Ap 2-a

2 2
apartment , Santiago de los Caballeros
Residencial Christall apartment 2-A is conveniently located in Santiago de los Caballeros, Dominican Republic, approximately 5.3km from the Cibao Stadium, 6.1km from the Monumento a los Héroes de la Restauración, and 5.8km from the Leon Center.
This 80 square metre, two-bedroom flat offers free private parking, a fully equipped kitchen, air conditioning, Wi-Fi, and a terrace; guests can also enjoy the on-site garden and benefit from 24-hour reception services.
Wonderful Bali Hai Cottage Ocean Front Coco Bay W/ A Dock-15% April Discount! - Caribbean
10 5 reviews
Caribbean
27/08 – 05/09
NZ$614/nighttotal: NZ$5526 (9 )

Wonderful Bali Hai Cottage Ocean Front Coco Bay W/ A Dock-15% April Discount!

2 2
cottage , Abaco
This Abaco waterfront holiday home enjoys a prime location near Coco Bay and the Lucayan Archipelago, approximately 10 kilometres from the Albert Lowe Museum and Gillam Bay.
The two-bedroom, two-bathroom property sleeps six, offering a fully equipped kitchen, laundry facilities, barbecue grills, a patio, and flat-screen TV; guests can explore nearby attractions or relax on the property.
J&p's Place Modern, 3/2 In Riviera Colonial, Across From Zona Colonial, Rio Ozam - Caribbean
9.2 34 reviews
Caribbean
26/06 – 29/06
NZ$166/nighttotal: NZ$498 (3 )

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

3 1
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 short term rentals with laundry available

Crescent Cove 87 At Palmas - Caribbean
9.6 65 reviews
Caribbean
17/08 – 23/08
NZ$380/nighttotal: NZ$2280 (6 )

Crescent Cove 87 At Palmas

1 4
apartment , Humacao
Crescent Cove 87 at Palmas is a beachfront flat in Humacao, just a 3-minute walk from Secret Beach, a popular spot for swimming and sunbathing. The apartment has excellent user, location, and cleanliness ratings, making it a highly recommended choice for travellers.
The 84 square metre flat has one bedroom, one bathroom, and can accommodate up to four guests. Amenities include a private patio, a swimming pool, a fitness centre, a tennis court, and a fully equipped kitchen with modern appliances.
Life's A Beach And Tennis... - Caribbean
9.5 86 reviews
Caribbean
23/06 – 01/07
NZ$326/nighttotal: NZ$2608 (8 )

Life's A Beach And Tennis...

1 4
apartment , Bonita Springs
This one-bedroom apartment is located in Bonita Springs, just a kilometre from Bonita Springs Public Beach and Barefoot Beach, offering easy access to the beautiful coastline. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment can accommodate up to five guests and comes with a fully equipped kitchen, a comfortable living area, and a private balcony. Enjoy the on-site swimming pool, tennis court, and garden, or explore the nearby Bonita Beach Park and Golf Safari Mini Golf for a fun-filled day out.
Dom. Rep. Exclusive 2 Bed Apt. Evaristo Morales - Caribbean
9.7 53 reviews
Caribbean
06/01 – 20/01
NZ$148/nighttotal: NZ$2072 (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.
#14 First Floor 3br, 2ba Apt @ Isabela Beach Court - Caribbean
9.0 152 reviews
Caribbean
06/12 – 20/12
NZ$337/nighttotal: NZ$4718 (14 )

#14 First Floor 3br, 2ba Apt @ Isabela Beach Court

3 5
apartment , Isabela
This apartment is located in Isabela Beach Court, a residential community in Isabela, Puerto Rico, within walking distance of the beach and just 400 metres from the nearest sandy beach. The property has excellent user, location and cleanliness ratings.
The apartment is a spacious 149 square metre property with 3 bedrooms and 2 bathrooms, which can comfortably accommodate up to 7 guests. The apartment has a fully equipped kitchen, a private terrace with a BBQ, a swimming pool, a garden and direct access to the beach, alongside a range of other amenities and nearby activities.
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