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

Tropical Heated Pool Home In Fun Beach Side Town  Sleeps 8 Private - Caribbean
9.8 102 reviews
Caribbean
08/07 – 20/07
NZ$564/nighttotal: NZ$6768 (12 )

Tropical Heated Pool Home In Fun Beach Side Town Sleeps 8 Private

3 8
cottage , Lake Worth
This charming cottage is situated in the Parrot Cove neighbourhood of Mango Groves, Lake Worth, just a short walk from the beach and the town centre. The cottage has received excellent reviews from previous guests, highlighting its comfortable and family-friendly atmosphere.
The three-bedroom cottage spans 129 square metres and comfortably accommodates up to eight guests. The cottage offers a range of amenities, including a private pool, a fully equipped kitchen, a garden, and parking for three cars, making it an ideal choice for families and groups seeking a relaxing and enjoyable getaway.
Tropical Dream Heated Pool Home - Caribbean
10 182 reviews
Caribbean
08/07 – 20/07
NZ$836/nighttotal: NZ$10032 (12 )

Tropical Dream Heated Pool Home

3 8
apartment , Deerfield Beach
This family-friendly holiday home is situated in Deerfield Beach, just a short distance from the beach, Deerfield Beach Pier, and Deerfield Island Park. The property has consistently received excellent ratings from previous guests for its location, cleanliness, and overall experience.
The three-bedroom, two-bathroom property offers 186 square metres of space, comfortably accommodating up to eight guests. This spacious home is packed with amenities, including a private pool, jacuzzi, tennis court, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay for families and groups alike.
Apt#4 -Charming Relaxing -Beautiful Apt-80yard Walk To The Beach Wbbq/ Patio - Caribbean
9.8 603 reviews
Caribbean
10/08 – 17/08
NZ$275/nighttotal: NZ$1925 (7 )

Apt#4 -Charming Relaxing -Beautiful Apt-80yard Walk To The Beach Wbbq/ Patio

1 4
apartment , Pompano Beach
This studio apartment is situated just a block from the award-winning Pompano Beach, offering easy access to shops, restaurants, and the Pompano CitiCentre shopping mall. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment features a fully equipped kitchen, a patio with a BBQ, and free beach chairs, an umbrella, and a cooler. Guests can enjoy the on-site swimming pool, tennis court, and garden, as well as free parking for two cars.
My Breezes Space Ac, Pool, 3 Hab, Santiago - Caribbean
9.0 112 reviews
Caribbean
12/10 – 18/10
NZ$93/nighttotal: NZ$558 (6 )

My Breezes Space Ac, Pool, 3 Hab, Santiago

3 2
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.

Best Caribbean short term rentals with a balcony

Tropical Ocean Sai - Caribbean
9.1 55 reviews
Caribbean
01/11 – 15/11
NZ$266/nighttotal: NZ$3724 (14 )

Tropical Ocean Sai

2 6
apartment , San Andrés
TROPICAL OCEAN SAI apartment is situated in San Andrés, close to North End, a short distance from Spratt Bight and Los Almendros beaches, and only 1.9 kilometres from Gustavo Rojas Pinilla International Airport.
This 100 square metre self-catering flat offers two bedrooms, two bathrooms, a fully equipped kitchen with dishwasher and microwave, air conditioning, a balcony, and a flat-screen TV, comfortably sleeping families or small groups.
Penthouse With Ocean View And Pool    Apt 30 - Caribbean
9.0 57 reviews
Caribbean
06/01 – 20/01
NZ$119/nighttotal: NZ$1666 (14 )

Penthouse With Ocean View And Pool Apt 30

1 2
apartment , Boca Chica
This apartment is situated in Boca Chica, just a short walk from the beach and close to local shops, restaurants, and nightlife. It has received very good ratings for cleanliness and user experience, and an excellent rating for its location.
The apartment has one bedroom and one bathroom, and is equipped with a kitchen, a washing machine, and a private balcony. Guests can enjoy the use of a private pool, a shared outdoor pool, and a spa, as well as concierge services.
Amazing 2 Bedroom Beach Apartment For 6 (1 Of 2) - Caribbean
9.6 195 reviews
Caribbean
20/11 – 30/11
NZ$180/nighttotal: NZ$1800 (10 )

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

2 4
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.
Zen Vacation Rentals Just Across Ocean - Caribbean
9.3 2754 reviews
Caribbean
06/12 – 20/12
NZ$782/nighttotal: NZ$10948 (14 )

Zen Vacation Rentals Just Across Ocean

2 5
apartment , Hollywood
This apartment is located in Hollywood, Florida, just a short distance from Hollywood Beach and within 10 miles of Hard Rock Stadium and Seminole Hard Rock Hotel & Casino. The apartment is highly rated for its excellent location, cleanliness, and overall user experience.
The apartment is well-equipped with a fully furnished kitchen, laundry facilities, and a private patio. Guests can enjoy a range of amenities including a swimming pool, fitness centre, and tennis court.

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

Suite Piso 14 Vista Mar Y Sierra Jacuzzi Privado - Caribbean
9.9 74 reviews
Caribbean
05/07 – 12/07
NZ$107/nighttotal: NZ$749 (7 )

Suite Piso 14 Vista Mar Y Sierra Jacuzzi Privado

1 2
apartment , Santa Marta
This 1-bedroom flat, offering excellent user and location ratings, is situated on the 14th floor in Santa Marta, a historic district renowned for its Caribbean Sea and Sierra Nevada mountain vistas, providing convenient access to local beaches and historical sites.
This elevated apartment, ideal for two guests, features air conditioning, Wi-Fi, a kitchen, a swimming pool, a private jacuzzi, and parking, promising a relaxing escape with expansive sea and mountain views.
Penthouse With Spectacular Views In Ocean Resort - Caribbean
9.0 73 reviews
Caribbean
20/08 – 24/08
NZ$426/nighttotal: NZ$1704 (4 )

Penthouse With Spectacular Views In Ocean Resort

1 3
apartment , Hollywood
This smoke-free apartment building is located in Hollywood Beach, a short distance from Hallandale Beach and within 5km of North Broadwalk and Gulfstream Park Racing and Casino. The property has received excellent ratings for location, cleanliness and user satisfaction.
The Ocean Resort Penthouse is a 93 square metre apartment that comfortably sleeps 5 guests. It features a private pool, a fully equipped kitchen, two bathrooms, a washing machine, a balcony, a TV, free Wi-Fi, and access to a shared outdoor pool and spa tub.
Seabird Studio - Caribbean
9.7 244 reviews
Caribbean
21/09 – 25/09
NZ$183/nighttotal: NZ$732 (4 )

Seabird Studio

1 2
studio , Marigot
SeaBird Studio, a beachfront apartment in Saint Martin, is situated a short 1.1 km walk from Nettle Bay Beach and 1.8 km from Baie de la Potence Beach, offering stunning sea views and proximity to Princess Juliana International Airport (4 km).
This 39 square metre self-catering unit sleeps two, boasting a fully equipped kitchen, private balcony, free Wi-Fi, air conditioning, a swimming pool, and parking, all within a family-friendly environment and welcoming pets.
J&ks Chic Farmhouse Downtown Lake Worth Beach - Caribbean
9.9 350 reviews
Caribbean
10/01 – 13/03
NZ$198/nighttotal: NZ$12276 (62 )

J&ks Chic Farmhouse Downtown Lake Worth Beach

1 2
apartment , Lake Worth
This apartment is situated in central Lake Worth, within easy reach of the Lake Worth Playhouse, Town and Country Shopping Center, and John Prince Park, making it ideal for exploring the town's attractions and amenities. The apartment has received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
The apartment offers a spacious 40 square metre layout with one bedroom and one bathroom, comfortably accommodating up to two guests. The apartment features a well-equipped kitchenette, a balcony, and access to a garden and barbecue facilities, providing everything you need for a relaxing and enjoyable stay.

Best Caribbean short term rentals with laundry available

Camino Del Mar Townhouse, Fully Air-conditioned, High Speed Wifi, W/open Terrace - Caribbean
9.7 132 reviews
Caribbean
08/08 – 18/08
NZ$303/nighttotal: NZ$3030 (10 )

Camino Del Mar Townhouse, Fully Air-conditioned, High Speed Wifi, W/open Terrace

2 3
apartment , Cabo Rojo
This Beach Villa in Combate, Cabo Rojo, is a short walk from Combate Beach and 10 kilometres from Playa Sucia, Los Morillos Lighthouse, and the pink salt flats.
This air-conditioned villa accommodates four guests with two bedrooms and two bathrooms, featuring a full kitchen, high-speed internet, a private garden, and access to a communal swimming pool, with two dedicated parking spaces within gated grounds.
Modern Beach Condo At Peaceful Hutchinson Island - Caribbean
9.8 155 reviews
Caribbean
17/08 – 23/08
NZ$271/nighttotal: NZ$1626 (6 )

Modern Beach Condo At Peaceful Hutchinson Island

1 4
apartment , Fort Pierce
This one-bedroom apartment is situated in a beachfront community in Fort Pierce, just a short drive from the historic downtown and the St. Lucie Inlet. The apartment features a fully equipped kitchen, a private balcony, and access to a swimming pool, tennis courts, and a fitness centre, making it ideal for families or groups of up to four people.
Tpcouple Oasis, Quiet,safe, Bright & Perfect Location For Exploring Puerto Rico - Caribbean
9.2 72 reviews
Caribbean
06/07 – 13/07
NZ$323/nighttotal: NZ$2261 (7 )

Tpcouple Oasis, Quiet,safe, Bright & Perfect Location For Exploring Puerto Rico

1 3
apartment , Humacao
This apartment is situated in Palmas del Mar, just 0.3 kilometres from the beach and 2.7 kilometres from the Palmas Del Mar Golf Club, offering a peaceful and scenic location. The property has received excellent ratings for its cleanliness, location and overall user experience.
The apartment has one bedroom and one bathroom, covering 70 square metres and accommodating up to four guests. The apartment comes with a private pool, tennis courts, free Wi-Fi, a fully equipped kitchen, a washing machine, and parking.
Modern 1br-wifi-ac-view-gym-bluemall |Yellowkey - Caribbean
9.6 130 reviews
Caribbean
17/08 – 24/08
NZ$143/nighttotal: NZ$1001 (7 )

Modern 1br-wifi-ac-view-gym-bluemall |Yellowkey

1 2
apartment , Santo Domingo
This one-bedroom apartment is ideally situated in Downtown Santo Domingo, within easy walking distance of the Acropolis Center and Blue Mall, and a short drive from the Malecon. It benefits from excellent user, location, and cleanliness ratings.
The apartment is suitable for up to two guests and features modern amenities such as free Wi-Fi, a washing machine, and a fully equipped kitchen. Guests can also enjoy a balcony, a garden, and a fitness centre.
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