Find short term rentals in Caribbean at the best prices

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 4 best family friendly rentals

White Sand Beach Apartment - Caribbean
9.6 62 reviews

White Sand Beach Apartment

apartment
This Jan Thiel apartment, situated in the Palapa Beach Resort, is a 3-minute drive (approximately 1.8km) from Jan Thiel Beach and its restaurants.
The two-bedroom, two-bathroom flat sleeps five, boasting a fully equipped kitchen, large balcony with Weber electric BBQ, and resort access to a swimming pool and beach; baby and toddler equipment is also provided.
Sweet Home - Caribbean
9.5 26 reviews

Sweet Home

apartment, Santiago de los Caballeros
This Santiago de los Caballeros apartment, ideal for families, is conveniently located a short drive from key attractions including the Cibao Stadium (3.9 km), the Leon Centre (6.8 km), and the Monumento a los Héroes de la Restauración (6.9 km).
The 115-square-metre property features three bedrooms, a fully equipped kitchen, a swimming pool, fitness centre, and private parking; free Wi-Fi and in-unit laundry facilities are also provided.
Apartamentos Villa Fatmi - Caribbean
9.4 96 reviews

Apartamentos Villa Fatmi

apartment, San Andrés
Apartamentos Villa Fatmi offers a three-bedroom, two-bathroom dwelling near San Andrés' North End, an 8-minute walk (1.3km) from Parceras Beach and close to Gustavo Rojas Pinilla International Airport.
This 84-square-metre property sleeps up to 10 guests and boasts a fully equipped kitchen, private terrace with garden views, free Wi-Fi, air conditioning, and on-site car rental and tour booking.
Malecon Premium Rooms & Hotel - Caribbean
8.1 1118 reviews

Malecon Premium Rooms & Hotel

aparthotel, Santo Domingo
This 3.5-star condo, Room In Condo - Malecon Cozy - Premium Plus 16, is situated in Santo Domingo's Ciudad Universitaria district, within walking distance of the Malecon boardwalk and less than 2km from the Palace of Fine Arts and Guibia Beach.
The self-catering apartment offers a Jacuzzi, terrace, fitness centre and free parking, and is conveniently close to the Ministry of Foreign Affairs Convention Centre and Amin Abel Station.

Best Caribbean lodging with a balcony

Marbella Juan Dolio Beachfront - Caribbean
9.1 606 reviews

Marbella Juan Dolio Beachfront

apartment, Juan Dolio
This apartment is located in Juan Dolio, just 8.1 miles from San Pedro City Center and 25 miles from Las Americas Airport, offering easy access to both the city and the airport. It has received excellent ratings for user experience, location, and cleanliness.
The apartment is directly on the beach and features a private beach area. It offers a full kitchen, a balcony, air conditioning, a swimming pool, and a fitness centre, as well as other amenities like grocery deliveries and access to nearby golf courses.
Modern 1br-wifi-ac-view-gym-bluemall Sdqrentals - Caribbean
9.6 133 reviews

Modern 1br-wifi-ac-view-gym-bluemall Sdqrentals

apartment
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.
Golf Lovers' Haven; Pga Village - Caribbean
9.7 345 reviews

Golf Lovers' Haven; Pga Village

apartment, Port St. Lucie
This golf 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. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment features a kitchenette, a washing machine, and a spa tub. The apartment is also equipped with free WiFi, a TV, and a coffee/tea maker. Guests can also enjoy access to a swimming pool, Jacuzzi, terrace, garden, and parking.
Residencial Christall Ap 2-a - Caribbean
9.5 252 reviews

Residencial Christall Ap 2-a

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.

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

Water At Your Back Door - Caribbean
8.8 34 reviews

Water At Your Back Door

cottage, Cudjoe Key
This waterfront cottage is situated on Cudjoe Key, just a short walk from Venture Key, Venture Out Keys, and Out Key, offering easy access to local attractions and a peaceful island setting. The cottage has received very good ratings from previous guests.
The property has two bedrooms and can accommodate up to six guests. Guests can enjoy a private pool, spa tub, barbecue grills, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
My Breezes Space Ac, Pool, 3 Hab, Santiago - Caribbean
9.0 117 reviews

My Breezes Space Ac, Pool, 3 Hab, Santiago

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.
Spacious Caribbean Condo W/ Marina & Ocean Views! - Caribbean
9.5 205 reviews

Spacious Caribbean Condo W/ Marina & Ocean Views!

apartment
This family-friendly apartment building is situated in Fajardo, just 2 kilometres from BahĂ­a Las Croabas and El Conquistador Golf Course. It boasts excellent ratings for location, cleanliness, and user experience.
The apartment offers 158 square metres of living space, accommodating up to 7 guests across 3 bedrooms and 2 bathrooms. It includes a range of amenities such as a private pool, a fully equipped kitchen, a balcony, and access to a communal fitness centre, spa, sauna, and tennis court.
#14 First Floor 3br, 2ba Apt @ Isabela Beach Court - Caribbean
9.1 157 reviews

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

apartment
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.

Best Caribbean lodging with laundry available

Hermoso Apartamento, 3 Habitaciones Espaciosas, 2 Aires Acondicionados - Caribbean
9.8 29 reviews

Hermoso Apartamento, 3 Habitaciones Espaciosas, 2 Aires Acondicionados

apartment, Santiago de los Caballeros
This Santiago de los Caballeros apartment is conveniently located a short distance from the Leon Centre, within 6.4km of the Monumento a los Héroes de la Restauración, Santiago Apostol Cathedral, and Kaskada Park.
The 105 square metre, three-bedroom property sleeps up to six guests and boasts a fully equipped kitchen, two bathrooms, air conditioning, free Wi-Fi, private parking, and a terrace; a nearby supermarket provides easy access to groceries.
"Salty Beach" - Amazing 1 Bedroom Beachfront - Caribbean
9.8 65 reviews

"Salty Beach" - Amazing 1 Bedroom Beachfront

apartment
This beachfront apartment in Nettle Bay Beach Club, Collectivité de Saint-Martin, offers direct access to the sand and sublime views of the Caribbean Sea and Pic Paradis mountains, with a mini-market, bakery, restaurants, and pharmacy within 500 metres. This one-bedroom flat accommodates up to four guests and boasts a private terrace, fully air-conditioned interiors, a well-equipped kitchen, and access to four swimming pools and two tennis courts within the residence.
Cottages In Cane Garden Bay #2 - Caribbean
9.7 48 reviews

Cottages In Cane Garden Bay #2

resort
This Cane Garden Bay beachfront cottage is steps from the Callwood Rum Distillery and Cane Garden Bay Beach, within 5km of Ballast Bay and Great Carrot Bay.
The self-catering property offers one bedroom, one bathroom, a fully equipped kitchen including oven and microwave, air conditioning, Wi-Fi, a terrace, garden, and on-site parking, sleeping up to two guests with a sofa bed; barbecue facilities are available.
Country Cottage, 40 Acres, Outdoor Kitchen  W/ B-que, Campfire, & Horse Stables. - Caribbean
9.8 86 reviews

Country Cottage, 40 Acres, Outdoor Kitchen W/ B-que, Campfire, & Horse Stables.

cottage, LaBelle
This LaBelle cottage, situated 4.5 km from Babcock Ranch Preserve and within 20 km of the LaBelle Heritage Museum and Firehouse Community Theatre, offers a peaceful rural retreat.
Sleeping two guests, this one-bedroom, one-bathroom self-catering property boasts a fully equipped kitchen, private patio, garden access, free Wi-Fi, and on-site parking.
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