Caribbean Short term rentals

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

Prime Negril Location - 2br Brand New Apartment. New Water Tank Installed. - Caribbean
No reviews

Prime Negril Location - 2br Brand New Apartment. New Water Tank Installed.

cottage, Negril
This Negril West End cottage is conveniently located less than 1.6km from Seven Mile Beach and a 15-minute walk from the Negril Watershed Environmental Protection Area.
This two-bedroom, one-bathroom holiday home sleeps four, offering a fully equipped kitchen, air conditioning, Wi-Fi, a terrace, garden, and parking; housekeeping is available on request.
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.
Coastal View Apt. Walkable To Beach & Restaurants - Caribbean
9.9 95 reviews

Coastal View Apt. Walkable To Beach & Restaurants

apartment
This Juan Dolio apartment, located a short walk from a 10km beach and within a minute's walk of restaurants, banks, and shops, offers easy access to Las Américas International Airport (a 20-minute drive).
The one-bedroom flat sleeps four, features a fully equipped kitchen, air conditioning, a balcony with ocean views, and access to a swimming pool, gym, and children's play area; beach chairs and towels are provided.
Vacation Home 6 Minutes To The Beach, Heated Pool, Free Canoe, Free Wifi - Caribbean
9.7 132 reviews

Vacation Home 6 Minutes To The Beach, Heated Pool, Free Canoe, Free Wifi

house, Bonita Springs
This waterfront holiday home in Bonita Springs is located just 3.2km from Riverside Park, Everglades Wonder Gardens, and Golf Safari Mini Golf, offering easy access to these popular attractions. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This three-bedroom property comfortably sleeps up to six guests and features a private pool, a garden, and a terrace. Guests can enjoy a range of amenities including air conditioning, a fully equipped kitchen, free Wi-Fi, and a tennis court.

Best Caribbean short term rentals with a balcony

Cactus Flower Cottage - A Charming Quiet Retreat With Ocean View - Caribbean
9.8 254 reviews

Cactus Flower Cottage - A Charming Quiet Retreat With Ocean View

cottage, St. John
Cactus Flower Cottage is located in Fish Bay, a short 1.5km drive from Cruz Bay and the North Shore Beaches, offering a peaceful and convenient base for exploring the island. The cottage has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The cottage is a one-bedroom, one-bathroom property with a floor area of 84 square metres, comfortably accommodating up to two guests. Amenities include a fully equipped kitchen, air conditioning, a private outdoor shower, a large porch, a shared pool and hot tub, and access to hiking trails, making it an ideal choice for a relaxing and enjoyable stay.
Apartamento 3 Dormitorios A Solo 1 Calle Del Mar ツ - Caribbean
9.0 72 reviews

Apartamento 3 Dormitorios A Solo 1 Calle Del Mar ツ

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.
Adorable 3-bedroom Cabin In Tranquil Constanza Getaway - Caribbean
No reviews

Adorable 3-bedroom Cabin In Tranquil Constanza Getaway

cabin, Constanza
This three-bedroom mountain lodge in Constanza offers a peaceful retreat, situated conveniently close to local sites such as the Monument Divino Niño and Monument Las Pirámidas, and within easy reach of natural attractions like Salto Baiguate waterfall, approximately 6 kilometers away.
This family-friendly property accommodates up to 12 guests, featuring a fully equipped kitchen with a fridge, oven, and stovetop, complimentary Wi-Fi, on-site laundry, and a terrace or balcony, ideal for those seeking a self-catering mountain escape.
Chic Bright 1 Bedroom With Ocean View Condado With Parking - Caribbean
9.7 130 reviews

Chic Bright 1 Bedroom With Ocean View Condado With Parking

apartment, San Juan
This one-bedroom apartment is located in the Condado district of San Juan, just a short walk from the lively Ashford Avenue and Condado Beach. This property has excellent user, location, and cleanliness ratings.
The 49 square metre apartment is modern and comfortable with a fully equipped kitchen, a queen-size bed, and a full-size futon. Guests can enjoy ocean views from the balcony, a private pool, a library, and 24-hour security within the Ashford Imperial Condo complex.

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

Dalkeith Cottage-romantic Retreat - Caribbean
10 1 review

Dalkeith Cottage-romantic Retreat

cottage, Knockpatrick
Dalkeith Luxury Cottages, in Manchester, Jamaica, offers this one-bedroom cottage near Milk River Bath and Great Pedro Bluff, approximately 20-30 km from Cecil Charlton Park and Jamaica's beaches, formerly the home of a television personality.
This self-catering property sleeps two, boasting a private pool, garden, parking, internet access, a kitchen with fridge and microwave, and is situated on the grounds of a former 600-acre banana and coffee plantation.
Canal Front, Dockage, 2 Bedroom,  2 Bath - Caribbean
8.8 102 reviews

Canal Front, Dockage, 2 Bedroom, 2 Bath

cottage, Cudjoe Key
This charming waterfront cottage is situated on Cudjoe Key, just a short walk from Venture Key and a 6-mile drive from Upper Sugarloaf Key and Florida Keys Beaches, offering a peaceful escape in a beautiful location. It has been rated excellent by previous guests.
The cottage has two bedrooms and two bathrooms, making it suitable for a family or group of four. Guests can enjoy a range of amenities, including a private pool, barbecue grills, a fully equipped kitchen, and a washing machine, as well as a patio for relaxing and a TV for entertainment.
Casa Arena San Andres - Caribbean
8.4 646 reviews

Casa Arena San Andres

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.
Pool Access, Walk To Beach! Cozy Jensen Beach Home - Caribbean
9.0 2 reviews

Pool Access, Walk To Beach! Cozy Jensen Beach Home

cottage, Jensen Beach
This Jensen Beach holiday home boasts direct beach access and lies within a 1.6km walk of Fort Pierce Beach and Waveland Beach, with Normandy Beach a 3.5km drive away.
The self-catering property features two bathrooms, a fully equipped kitchen including a microwave and dishwasher, free Wi-Fi in public areas, and an outdoor swimming pool; enjoy excellent user ratings and a 10:00 check-out.

Best Caribbean short term rentals with laundry available

Lumina At Jardines Punta Cana Village - Caribbean
8.7 161 reviews

Lumina At Jardines Punta Cana Village

apartment, Punta Cana
The Lumina at Jardines Punta Cana Village flat is located in the Punta Cana Village district, just 1 kilometre from Punta Cana International Airport and within a short drive of La Cana Golf Club (5.3 kilometres) and Freshwater Lagoons (6.1 kilometres). The accommodation has received very good user ratings, with excellent scores for location and cleanliness.
The self-catering flat has a balcony with garden views and a private swimming pool. Guests can benefit from a fully equipped kitchen, air conditioning, free Wi-Fi, a flat-screen TV, a private bathroom with a bath and hair dryer, a seating area, a terrace, and comfortable bedding. There is also a fitness centre, parking, and a concierge service.
The Palm - Studio On The Beach - Caribbean
8.9 10 reviews

The Palm - Studio On The Beach

studio, Baie Nettle
The Palm studio apartment is situated in Baie Nettle, a short walk (less than 1 km) from Nettle Bay Beach, and within 1.3 km of Baie Rouge Beach.
This 30-square-metre self-catering apartment sleeps three, boasting a private terrace, free Wi-Fi, a fully equipped kitchen including a fridge and microwave, air conditioning, a swimming pool, private parking, and a washing machine.
On Hilltop With Pool. Only 400 Feet Down To Waterfront, Dock & Kayaks. - Caribbean
9.8 70 reviews

On Hilltop With Pool. Only 400 Feet Down To Waterfront, Dock & Kayaks.

cottage, Hartswell, Great Exuma
This Hartswell waterfront cottage, in Exuma, boasts direct access to Moriah Harbour Cay National Park and is near Man-O-War Cay, offering easy access to pristine beaches and bonefishing flats.
This 56-square-metre (603 sq ft) holiday home features two bedrooms, one bathroom, and sleeps three, including a kitchen, screened porch, and access to a 35-foot solar-heated pool; a two-person kayak is provided for exploring the mangrove channels.
Boho Villa Sosua: Dream Getaway - Caribbean
9.9 24 reviews

Boho Villa Sosua: Dream Getaway

apartment
This three-bedroom, two-bathroom villa is located in the Sosúa Ocean Village gated community, a 20-minute drive (approximately 16km) from Puerto Plata Airport and 15 minutes (approximately 12km) from Cabarete.
The property boasts a private pool, rooftop terrace, and access to Casa Club, Laguna SOV, and Santa Fe SOV amenities; sleeping seven guests comfortably, it features a boho-chic interior with a Bali bed and rattan chair swing.
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