Find short term rentals in Caribbean at the best prices

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

Beautiful Penthouse In La Vega, Rd - Caribbean
9.4 30 reviews
Caribbean
20/08 – 24/08
$92/nighttotal: $368 (4 )

Beautiful Penthouse In La Vega, Rd

3 3
apartment , Concepción de La Vega
This three-bedroom penthouse apartment in Concepción de La Vega boasts excellent location, approximately 34km from Salto de Jimenoa waterfall, 35km from the Heroes of the Restoration Monument, and 35km from the Leon Centre.
The 230 square metre property features a spacious layout, accommodating up to six guests comfortably, and includes air conditioning, a fully equipped kitchen, private parking, Wi-Fi, and a terrace with barbecue facilities.
Beautiful Fully Equipped House, Perfect For Remote Work - Caribbean
9.8 32 reviews
Caribbean
30/11 – 31/12
$60/nighttotal: $1860 (31 )

Beautiful Fully Equipped House, Perfect For Remote Work

1 2
apartment , Las Galeras
This beachfront property in Las Galeras is a short walk from Playa Grande and La Playita beaches, with Colorado Beach and Playa Breman within 5km.
The one-bedroom, one-bathroom house sleeps five, boasting a fully equipped kitchen (including dishwasher), private garden, terrace, fitness centre, parking and Wi-Fi; nearby activities include exploring Las Galeras's stunning beaches.
Avisa Stays. A Hidden Gem. Luxury Beach Living. - Caribbean
9.4 201 reviews
Caribbean
06/01 – 20/01
$169/nighttotal: $2366 (14 )

Avisa Stays. A Hidden Gem. Luxury Beach Living.

1 2
apartment , Ocho Rios
This beachfront apartment building is located in Ocho Rios, just 1.6 kilometres from the city centre and within walking distance of Taj Mahal Mall and Turtle Beach, with Dunn's River Falls approximately 3.4 kilometres away. The apartment has consistently received excellent ratings for its location, cleanliness, and user experience.
The apartment is a one-bedroom, one-bathroom flat with a floor area of 60 square metres, suitable for up to three guests. It offers a range of features including a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, a spa, a tennis court, and parking.
Apartamento Frente Al Mar - Caribbean
9.3 85 reviews
Caribbean
20/11 – 30/11
$60/nighttotal: $600 (10 )

Apartamento Frente Al Mar

1 2
apartment , San Felipe de Puerto Plata
The Apartamento Frente Al Mar is located in San Felipe de Puerto Plata, close to the beach, with El Chaparral just a short walk away and Dorada a 1.2-mile drive. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment offers a private entrance and a fully equipped kitchen with a microwave and fridge. Guests can enjoy a range of amenities including a swimming pool, a sauna, a spa, a restaurant, and a fitness centre.

Best Caribbean lodging with a balcony

ÁTico Fantástico - Caribbean
9.3 3 reviews
Caribbean
28/12 – 09/01
$136/nighttotal: $1632 (12 )

ÁTico Fantástico

3 3
apartment , Santiago de los Caballeros
This three-bedroom flat in Santiago de los Caballeros is situated an 8-minute walk from Leon Center, with the Monumento a los Heroes de la Restauracion and La Aurora Cigar Factory approximately 4.3 to 4.5 kilometres away.
This apartment offers accommodation for up to 10 guests, featuring air conditioning, a kitchen, a swimming pool, a terrace, parking, and complimentary WiFi, all supported by full-day security.
Bright Hillside 2br  Rincón  Near Town & Beaches - Caribbean
9.9 59 reviews
Caribbean
06/07 – 13/07
$195/nighttotal: $1365 (7 )

Bright Hillside 2br Rincón Near Town & Beaches

2 3
apartment , Rincón
Casa Ramé's apartment is located in Rincón's Pineapple Hill neighbourhood, approximately 4.8km from Steps Beach, requiring a challenging 30-minute hike.
This recently renovated, accessible flat boasts a BohoRetroChic interior, features a terrace, garden, spa, pool table, and parking, plus self check-in via lockbox; it sleeps [number of guests] and includes a fully equipped kitchen and air conditioning.
Cool's 1 Bedroom Beach & Garden View - Caribbean
8.7 25 reviews
Caribbean
27/06 – 04/07
$193/nighttotal: $1351 (7 )

Cool's 1 Bedroom Beach & Garden View

2 2
apartment , Ocho Rios
This apartment is located in Ocho Rios, just a short distance from popular beaches like Ocho Rios Bay Beach and Mahogany Beach. It has received excellent ratings for location, cleanliness, and overall experience.
The self-catering apartment is spacious at 65 square metres and comes with a separate living room, bedroom, and kitchen. You'll have access to a range of amenities, including a swimming pool, a restaurant, a bar, a tennis court, and a garden.
Newly Remodeled Beach Access Penthouse Apartment - Caribbean
9.7 194 reviews
Caribbean
06/12 – 20/12
$222/nighttotal: $3108 (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.

Frequently Asked Questions about short term rentals in Caribbean

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

    A week in the Caribbean barely scratches the surface! Prioritize based on your interests. If you love beaches, explore the Seven Mile Beach in Grand Cayman or Grace Bay Beach in Turks and Caicos. For history buffs, Old San Juan in Puerto Rico offers stunning colonial architecture and forts like Castillo San Felipe del Morro. Nature lovers should consider hiking in Dominica's rainforest or exploring the underwater world through snorkeling or diving in Bonaire. Consider visiting a different island to experience diverse cultures and landscapes.
  • What are the best short term rentals in Caribbean?

    Among the short term rentals in Caribbean, Folly Vacation Fantastic Vibe Incredible Apt D, Private Bungalow @ Bacalar 7 Colors Lagoon and Bay Harbor One Vacation are the most popular ones.

  • What attractions should you visit when you spend a month in the Caribbean?

    A month gives you time for island hopping and deeper exploration. Start with a major hub like San Juan, Puerto Rico, for easy access to other islands. Then, consider exploring the diverse landscapes of Cuba, from Havana's vibrant streets to the natural beauty of Viñales Valley. Spend time in Jamaica, experiencing the culture of Kingston and the beaches of Montego Bay. Perhaps a trip to the smaller islands like Barbados for its stunning beaches and historical sites, or St. Lucia for its Pitons mountains and lush rainforests. Don't forget to factor in travel time between islands.
  • 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 colors?

    The Caribbean doesn't experience the dramatic autumn colors of North America or the cherry blossoms of Japan. However, you can witness vibrant blooms throughout the year depending on the island and the specific species. Many islands have distinct flowering seasons for local plants, and the change in weather can bring about a shift in the types of flowers you see.
  • 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, venture beyond the resorts. Visit local markets like the Mercado de San José in San Juan, Puerto Rico, to interact with vendors and sample fresh produce. Take a cooking class to learn about traditional dishes. Attend local festivals like Carnival in Trinidad and Tobago or Crop Over in Barbados. Support local businesses and artisans by purchasing handcrafted items. Engage in conversations with locals – they are often happy to share stories and insights.
  • What are the best short term rentals for families and kids in Caribbean?

    The best short term rentals for families and kids in Caribbean are Folly Vacation Fantastic Vibe Incredible Apt D, Bay Harbor One Vacation and Righetto Vacation Rentals.

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

    Absolutely! Many islands offer rum distilling tours and workshops, allowing you to learn about the process from sugarcane to the final product. You can find pottery classes showcasing local techniques, or workshops focusing on traditional music and dance, like reggae in Jamaica or calypso in Trinidad. Several locations offer classes on local crafts like basket weaving or tie-dye.
  • What are some secret spots or hidden treasures to visit in the Caribbean?

    The Caribbean is full of surprises! Explore the less-visited islands like Dominica, known for its untouched rainforests and natural hot springs. Discover hidden beaches accessible only by boat, like those found in the British Virgin Islands. Seek out local hiking trails that lead to breathtaking viewpoints, often away from the main tourist areas. Ask locals for recommendations; they often know the best-kept secrets.
  • What should not be left out of your suitcase if you are going to the Caribbean?

    Pack light, breathable clothing suitable for warm weather. Don't forget swimwear, sunscreen (high SPF!), a hat, sunglasses, and insect repellent. Comfortable walking shoes are essential for exploring. A reusable water bottle will save you money and reduce plastic waste. A small, waterproof bag is handy for beach trips. Consider a light jacket or sweater for cooler evenings.
  • What are the most popular festivals in the Caribbean?

    Carnival in Trinidad and Tobago is world-renowned, a vibrant celebration with colorful costumes, music, and dancing. Crop Over in Barbados is another major festival, featuring parades, music concerts, and a lively atmosphere. Junkanoo in the Bahamas is a unique street parade with elaborate costumes and rhythmic music. Each island has its own unique festivals throughout the year, often linked to harvests or religious events.
  • Where should you try the best local food in the Caribbean?

    The best local food is often found in small, family-run restaurants and local eateries, rather than large tourist establishments. Explore street food markets for authentic flavors and affordable prices. In Puerto Rico, try mofongo. In Jamaica, jerk chicken is a must. Explore the diverse culinary offerings of each island; you'll discover unique dishes and flavors wherever you go.

Best Caribbean lodging with a kitchen

Entire Apartment Tu Nido De Amor Netflix Wifi - Caribbean
9.5 41 reviews
Caribbean
20/11 – 30/11
$71/nighttotal: $710 (10 )

Entire Apartment Tu Nido De Amor Netflix Wifi

1 2
apartment , Santo Domingo
This Santo Domingo apartment is conveniently located near the Agora and Blue Malls (6km), offering easy access to shopping and approximately 6km from Estadio Quisqueya baseball stadium.
The one-bedroom, one-bathroom flat sleeps two guests and boasts a fully equipped kitchen with dishwasher, washing machine, Netflix, free Wi-Fi, on-site parking, and access to a swimming pool and spa.
Very Private Downtown Sosua Apartment  Large Pool  Weekly Maid - Caribbean
9.7 53 reviews
Caribbean
14/08 – 21/08
$87/nighttotal: $609 (7 )

Very Private Downtown Sosua Apartment Large Pool Weekly Maid

1 2
apartment , Sosùa
This apartment is conveniently located in Sosúa, just a 15-minute walk from both Sosúa Jewish Museum and Sosúa Beach, offering easy access to the town's attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment spans 65 square metres and comfortably accommodates two guests in one bedroom. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and concierge services, ensuring a comfortable and enjoyable stay.
Cozy Designer Condo Across From The Beach. Wifi, Parking, Tennis And More! - Caribbean
9.5 106 reviews
Caribbean
20/08 – 24/08
$334/nighttotal: $1336 (4 )

Cozy Designer Condo Across From The Beach. Wifi, Parking, Tennis And More!

1 3
apartment , Sunny Isles Beach
This apartment is situated just a short walk from Sunny Isles Beach, offering easy access to the beautiful sands and crystal-clear waters. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is a one-bedroom property, comfortably accommodating up to four guests, and spanning 93 square metres. The apartment comes with a range of amenities, including a fully equipped kitchen, a swimming pool, a fitness centre, and a tennis court, ensuring a comfortable and enjoyable stay.
Casa Arena San Andres - Caribbean
8.5 622 reviews
Caribbean
06/12 – 20/12
$218/nighttotal: $3052 (14 )

Casa Arena San Andres

2 5
apartment , San Andrés
This apartment is located in San Andrés, just 0.5km from Spratt Bight beach and less than 1.6km from the North End, offering easy access to shops, restaurants and bars. The apartment has received very good ratings for cleanliness and user experience, and an excellent rating for its location.
The apartment has one bathroom and offers a kitchen with a fridge and microwave, as well as air conditioning. It also has an electric lock and a power-saving system for added security and sustainability. Guests can enjoy the on-site restaurant and rent a car to explore the island at their own pace. Snorkelling opportunities are available nearby, allowing guests to discover the underwater life of San Andrés.

Best Caribbean lodging with laundry available

Tastefully Decorated Apartment With Centric Location Near Shops And Restaurants - Caribbean
10 84 reviews
Caribbean
23/06 – 01/07
$189/nighttotal: $1512 (8 )

Tastefully Decorated Apartment With Centric Location Near Shops And Restaurants

2 4
apartment , Punta Cana
This Punta Cana Village apartment is situated 1.1 km from BlueMall Punta Cana, 3.9 km from Punta Cana Beach, and 4.8 km from Corales Golf Course.
This 165 square metre, two-bedroom property sleeps four guests and boasts a private pool, three bathrooms, a fully equipped kitchen, and a private balcony, plus access to a shared swimming pool, jacuzzi, fitness centre, and garden.
Santiago Comfort Suite - Caribbean
9.1 163 reviews
Caribbean
27/06 – 04/07
$52/nighttotal: $364 (7 )

Santiago Comfort Suite

3 2
studio , Santiago de los Caballeros
Apartaestudio en Santiago #1 offers a convenient base in Santiago de los Caballeros, Dominican Republic, located approximately 3.5 km from Kaskada Park, 4.5 km from the San Luis Fortress, and a similar distance from the Santiago Apostol Cathedral.
This recently renovated one-bedroom apartment features a fully equipped kitchen, air conditioning, a terrace, free Wi-Fi, and access to spa facilities; it sleeps up to [Number of guests, if available] and is close to the Monumento a los Héroes de la Restauración.
99.99/night! Construction Sale! Now Thru Sept! Beautiful Jupiter Bay 2bed/2bath - Caribbean
9.8 86 reviews
Caribbean
17/08 – 23/08
$332/nighttotal: $1992 (6 )

99.99/night! Construction Sale! Now Thru Sept! Beautiful Jupiter Bay 2bed/2bath

2 6
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.
Close To Great Food & Essentials - Caribbean
9.7 72 reviews
Caribbean
30/11 – 31/12
$86/nighttotal: $2666 (31 )

Close To Great Food & Essentials

1 2
apartment , Kingston
This Kingston house is located in Jack's Hill, a short distance from popular attractions like the Bob Marley Museum, Palace Cineplex, and the US Embassy. It has consistently received excellent ratings for location, cleanliness, and user experience.
The property offers one bedroom and one bathroom across 23 square metres. Guests can enjoy a range of amenities, including a garden, terrace, barbecue facilities, and a fully equipped kitchen.
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