Cottages in Caribbean at the best prices

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Caribbean cottages
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3563 Best cottages in Caribbean

Best family friendly Caribbean cottage rentals

Among the 3563 accommodations in Caribbean, here are the 4 best family friendly cottage rentals

Beach Style Cottage - Caribbean
9.2 10 reviews
Caribbean
09/11 – 16/11
$117/nighttotal: $819 (7 )

Beach Style Cottage

3 2
cottage , La Romana
This charming cottage is situated in the Residencial ROMANA district, just a short drive from the popular Playa Caleta and within easy reach of Playa de la Isla Catalina and El Obelisco. The property has been highly rated by previous guests, consistently receiving excellent reviews.
The cottage offers three bedrooms and two bathrooms, comfortably accommodating up to six guests. The property is equipped with a private pool, a garden, a terrace, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay with plenty of space for relaxation and entertainment.
Waterfront Cottage Near Key West, Sleeps 6 - Caribbean
9.4 29 reviews
Caribbean
09/11 – 16/11
$392/nighttotal: $2744 (7 )

Waterfront Cottage Near Key West, Sleeps 6

2 2
cottage , Cudjoe Key
This charming cottage is situated in Summerland Key, just a short distance from sailing areas and incredible diving spots, offering a peaceful retreat close to the action. It has received excellent reviews from previous guests, making it a popular choice for families and groups.
The cottage provides 86 square metres of living space, comfortably accommodating up to 6 guests. It features a fully equipped kitchen, a private patio, and access to a shared swimming pool and hot tub, making it ideal for both relaxing and exploring the beautiful surroundings.
Lotus Lane Ocean View Cottage - Caribbean
8.8 3 reviews
Caribbean
09/11 – 16/11
$219/nighttotal: $1533 (7 )

Lotus Lane Ocean View Cottage

1 2
cottage , Governor's Harbour
This one-bedroom cottage is located in Governor's Harbour, just 4.8 kilometres from the North Side Beach, accessible via Sky Beach Resort or a 15-minute walk across the street.
The property features a Murphy bed, a yoga-friendly porch, and a kitchen with stainless steel appliances, as well as a washer and dryer, making it ideal for couples seeking a comfortable and convenient stay.
Serene And Tranquil Ocean View Cottage W/ Vehicle - Caribbean
9.6 42 reviews
Caribbean
19/12 – 26/12
$650/nighttotal: $4550 (7 )

Serene And Tranquil Ocean View Cottage W/ Vehicle

2 4
cottage , George Town
This two-bedroom cottage is located in George Town, just 3.2 kilometres east of Sandals Resort, and within walking distance of a grocery store.
The self-catering property offers a comfortable stay for up to six guests, with a fully equipped kitchen, two bathrooms, air conditioning, a jacuzzi and a garden.

Best Caribbean cottages with a garden

Twin Palm Cottage - Caribbean
10 3 reviews
Caribbean
19/12 – 26/12
$327/nighttotal: $2289 (7 )

Twin Palm Cottage

2 4
cottage , Fort Myers
This charming two-bedroom cottage is located in the peaceful Sunset Park neighbourhood, just a short distance from Fort Myers' downtown historic district, River district, and popular attractions like Butterfly Estates and the Imaginarium Hands-On Museum. It has received excellent guest reviews, making it a popular choice for families and groups.
The cottage comfortably accommodates up to four guests and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a garden, and internet access. Enjoy easy access to a range of activities, including nearby golf courses, a butterfly sanctuary, and a hands-on museum.
Dalkeith Cottage-romantic Retreat - Caribbean
10 1 review
Caribbean
15/07 – 18/07
$142/nighttotal: $426 (3 )

Dalkeith Cottage-romantic Retreat

1 2
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.
Lovely Private Cottage, Less Than 5 Miles To The Beach!!! - Caribbean
9.4 15 reviews
Caribbean
30/11 – 31/12
$349/nighttotal: $10819 (31 )

Lovely Private Cottage, Less Than 5 Miles To The Beach!!!

1 2
cottage , Island Walk
This one-bedroom cottage is situated in the Oaks Estates area of North Naples, approximately 2.4 kilometres from shopping and 8 kilometres from the beach.
The self-catering property features a fully equipped kitchen, an open living area and a private patio with a barbecue, plus complimentary access to a swimming pool and jacuzzi, and comes with beach equipment and kayaks for guest use.
Large Home Near Brickell | Miami Beach | Calle Ocho - Caribbean
10 1 review
Caribbean
19/10 – 23/10
$1725/nighttotal: $6900 (4 )

Large Home Near Brickell | Miami Beach | Calle Ocho

3 8
apartment , Miami
This charming cottage is situated in Little Havana, just a short walk from Calle Ocho and Magic City Casino, putting you right in the heart of Miami's vibrant Cuban culture. It has received excellent user ratings, so you can be sure of a comfortable and enjoyable stay.
The cottage is well-equipped with everything you need for a relaxing holiday, including a fully equipped kitchen, a garden, and a swimming pool. You can also enjoy free Wi-Fi, a terrace, and a spa, making it the perfect place to unwind after a day exploring the city.

Frequently Asked Questions about cottages in Caribbean

  • What are the top must-see attractions in the Caribbean?

    The Caribbean boasts incredible diversity! For stunning beaches, you can't miss Grace Bay Beach in Turks and Caicos or Seven Mile Beach in Grand Cayman. History buffs should explore the historic forts in San Juan, Puerto Rico, or the ruins of Port Royal in Jamaica. Nature lovers will be captivated by the lush rainforests of Dominica, the volcanic landscapes of St. Lucia, and the coral reefs surrounding many islands. Each island offers unique attractions, so it really depends on your interests.
  • What are the best cottage rentals in Caribbean?

  • How to spend a 5-day holiday in the Caribbean?

    A 5-day trip allows for a taste of Caribbean life. Perhaps spend two days relaxing on a beach like Flamenco Beach in Culebra, Puerto Rico, enjoying swimming and sunbathing. Dedicate a day to exploring a capital city – Port-au-Prince in Haiti or Bridgetown in Barbados offer cultural immersion. Another day could be spent on a catamaran cruise, snorkeling or diving in the vibrant coral reefs around the islands of Bonaire or Curacao. The final day might be dedicated to a more adventurous activity like hiking in the Pitons in St. Lucia or exploring the caves of Barbados.
  • What are the best cottage rentals with a pool in Caribbean?

  • Is the Caribbean a good destination to rent a cottage?

    Absolutely! Many Caribbean islands offer charming cottages for rent, providing a more authentic and intimate experience than large resorts. Consider the cottages in Negril, Jamaica, known for their beachfront locations, or explore the options on smaller islands like St. Barts or Anguilla for a luxurious, secluded stay. Availability and pricing vary greatly depending on the island and time of year.
  • What are the best cottage rentals with a jacuzzi in Caribbean?

  • What weather, wildlife, or natural hazards might affect travelers in the Caribbean?

    The Caribbean has a tropical climate, with warm temperatures year-round. However, hurricane season (June 1st to November 30th) poses a significant risk. Mosquitoes are prevalent, so insect repellent is essential. Wildlife encounters are generally limited to harmless lizards and birds, though some islands have venomous snakes. Be aware of strong ocean currents and riptides, especially when swimming. Check weather forecasts before and during your trip.
  • What are the best cottage rentals for families and kids in Caribbean?

  • Is the Caribbean pedestrian and cyclist-friendly?

    It varies greatly by island. Some islands, especially smaller ones, are quite walkable, particularly within towns and villages. However, many areas rely heavily on cars, and cycling infrastructure is often limited. Larger islands like Jamaica or Cuba are less pedestrian-friendly, while smaller islands like St. Maarten or Antigua might be easier to navigate on foot in certain areas. Renting a car or using taxis and local buses is often the most practical mode of transportation.
  • What are the best pet friendly cottage rentals in Caribbean?

  • Are there any unusual or hidden places to explore in the Caribbean?

    Yes! Consider exploring the lesser-known islands like Saba or Montserrat, which offer unique volcanic landscapes and a quieter atmosphere. Many islands have hidden beaches accessible only by boat, such as secluded coves along the coast of Dominica. Seeking out local guides can often lead to discovering hidden waterfalls or natural pools, such as those found in the rainforests of Puerto Rico.
  • What are the best cottage rentals with parking in Caribbean?

  • What are some of the best cultural experiences that allow you to meet locals in the Caribbean?

    Attend local festivals like Carnival in Trinidad and Tobago or Crop Over in Barbados. Visit local markets, like the vibrant markets in Santo Domingo, Dominican Republic, to interact with vendors and experience the local atmosphere. Consider taking a cooking class to learn about Caribbean cuisine and engage with local chefs. Participating in community events or taking guided tours led by locals can also provide opportunities for meaningful interactions.
  • What are the best authentic dishes to taste in the Caribbean?

    Caribbean cuisine is incredibly diverse. Jerk chicken in Jamaica is a must-try. Try mofongo in Puerto Rico, a delicious plantain dish. Conch fritters are a popular Bahamian appetizer. Roti, a flatbread filled with curried vegetables or meat, is a staple in Trinidad and Tobago. Each island has its own unique culinary specialties, so exploring different islands will offer a wide range of flavors.
  • Are there any recommended items to pack for a stay in the Caribbean?

    Pack light, breathable clothing suitable for warm weather. Don't forget swimwear, sunscreen (high SPF), sunglasses, a hat, and insect repellent. Comfortable walking shoes are essential, especially if you plan on exploring. A reusable water bottle will help you stay hydrated. Consider bringing a waterproof bag or case for electronics and valuables, particularly if you plan on any water activities.

Best Caribbean cottage rentals with jacuzzi

Among the 3563 accommodations in Caribbean, here are the 4 best cottage rentals with a jacuzzi

Breezy Point - Venture Out Unit 199 - Caribbean
Caribbean
17/09 – 21/09
$392/nighttotal: $1568 (4 )

Breezy Point - Venture Out Unit 199

2 2
cottage , Cudjoe Key
Breezy Point cottage, a two-bedroom holiday home in Summerland Key, offers easy access to Bahia Honda State Park and other Florida Keys attractions, a short drive away.
This 70 square metre property features a combined kitchen-diner, sleeps six guests comfortably, and includes amenities such as air conditioning, Wi-Fi, a BBQ grill, and an 18ft driveway.
A Perfect Getaway!! Enclosed Surroundings Well Maintained Safe And Quiet - Caribbean
Caribbean
14/08 – 21/08
$270/nighttotal: $1890 (7 )

A Perfect Getaway!! Enclosed Surroundings Well Maintained Safe And Quiet

1 2
cottage , Nassau
This Nassau seaside cottage boasts immediate beach access and proximity to the Lucayan Archipelago, lying within 9.6km of the Junkanoo Expo and Queen Elizabeth Sports Centre.
The 2-square-metre dwelling offers one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, jacuzzi, and free Wi-Fi; nearby attractions include Lake Cunningham and the Heritage Museum of The Bahamas, both within 9.6km.
Magoya Del Carmen: A Cottage Near The Beach - Caribbean
Caribbean
19/12 – 26/12
$1323/nighttotal: $9261 (7 )

Magoya Del Carmen: A Cottage Near The Beach

6 4
cottage , Las Galeras Samana'
This charming cottage is located in Las Galeras, a short distance from Playa Grande and La Playita Beach, offering easy access to the beautiful beaches of the region. The surrounding area is known for its relaxed atmosphere and stunning natural beauty.
The property has six bedrooms and seven bathrooms, comfortably accommodating up to sixteen guests. Amenities include a private pool, a jacuzzi, a garden, a terrace, and a fully equipped kitchen, providing everything you need for a relaxing and enjoyable stay.
Heated Pool / Las Olas / Victoria Park / Near Beach / Escapism At Its Finest / Mermaid Key - Caribbean
10 3 reviews
Caribbean
15/07 – 18/07
$1308/nighttotal: $3924 (3 )

Heated Pool / Las Olas / Victoria Park / Near Beach / Escapism At Its Finest / Mermaid Key

3 2
cottage , Fort Lauderdale
This pet-friendly holiday home is situated in East Fort Lauderdale, a mere 300 metres from Las Olas Boulevard and a 12-minute walk from the Riverwalk.
The cottage accommodates up to 10 guests across 3 bedrooms and 3 bathrooms, featuring a well-equipped kitchen, air conditioning, a swimming pool, hot tub, and on-site parking.

Best pet friendly Caribbean cottage rentals

Among the 3563 accommodations in Caribbean, here are the 4 best pet friendly cottage rentals

Watercolor A Charming Island Cottage. 3 Bedroom - Caribbean
8.0 4 reviews
Caribbean
11/07 – 18/07
$949/nighttotal: $6643 (7 )

Watercolor A Charming Island Cottage. 3 Bedroom

3 6
cottage , Dunmore Town
Watercolor Cottage, a 125 square meter dwelling in Dunmore Town, is located one block from the Harbour and approximately 550 metres from Pink Sands Beach, offering convenient walking access to shops and restaurants. This 3-bedroom, 3-bathroom property accommodates up to six guests and features separate sleeping and bathing areas across its Main House and Bunk House, with amenities including a fridge, microwave, air conditioning, terrace, garden, and parking.
Charming Cottage On The Orange River In Fort Myers Fl. Pool ,Kayaks, Ac, Wifi - Caribbean
Caribbean
14/08 – 21/08
$235/nighttotal: $1645 (7 )

Charming Cottage On The Orange River In Fort Myers Fl. Pool ,Kayaks, Ac, Wifi

1 2
cottage , Buckingham
This Buckingham cottage, ideally situated near Manatee Park, Morse Shores Shopping Centre, and Manatee World (all within 9.6km), offers easy access to Westminster Golf Club and Revolution Cable Park (approximately 14.5km away).
The self-catering property sleeps two guests in one bedroom with one bathroom, including amenities such as air conditioning, internet access, a hairdryer, and an iron/ironing board.
Susannah River Cottage - Caribbean
10 3 reviews
Caribbean
30/11 – 31/12
$343/nighttotal: $10633 (31 )

Susannah River Cottage

2 2
cottage , Fort Pierce
This two-bedroom Fort Pierce holiday home, situated in the Susannah pioneer settlement, is 6.4km south of Fort Pierce and 19.3km north of Jensen Beach, directly on the Indian River Lagoon, offering stunning sunrise views and abundant wildlife viewing opportunities.
The fully renovated property sleeps four, boasts a new kitchen and bathroom, includes internet access, air conditioning, a garden, covered parking, shared laundry facilities, and is within easy reach of attractions such as the Highwaymen Art Gallery and Heathcote Botanical Gardens.
Cottage 6 - Charming 1-bedroom Cottage-pool-tennis-walk To Beach In Sandy Point - Caribbean
10 2 reviews
Caribbean
26/06 – 30/06
$524/nighttotal: $2096 (4 )

Cottage 6 - Charming 1-bedroom Cottage-pool-tennis-walk To Beach In Sandy Point

1 4
cottage , Sandy Point
This charming cottage is located in the private Seaside Estates enclave of Sandy Point, just 200 metres from the beach and near Bellfield's Landings and Turtle Cove Marina.
This one-bedroom holiday home sleeps four guests and features a king-size bed, a sofa bed, air conditioning, Wi-Fi, and access to a shared pool, tennis court, and basketball court.
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