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Caribbean cottages
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3563 Best cottages in Caribbean

Best family friendly Caribbean cottages

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

3-bedroom-2 Full Baths Beach House Mnts To Central Beach & Downtown - Caribbean
10 13 reviews
Caribbean
07/15 – 07/18
$309/nighttotal: $927 (3 )

3-bedroom-2 Full Baths Beach House Mnts To Central Beach & Downtown

3 2
cottage , Vero Beach
This charming cottage is located in the peaceful Rock Ridge neighborhood, just a short drive from Vero Beach's attractions like My Crazy Frogs, the Indian River Citrus Museum, and the Vero Train Station. This family-friendly rental has received excellent guest reviews for its comfort and convenience.
This 3-bedroom, 2-bathroom home can accommodate up to 6 guests and features a fully equipped kitchen, a private garden, a patio, and a washer and dryer. Enjoy the Florida sunshine with the outdoor barbecue grill and relax in the evenings with the smart TV.
200ft Of Waterfront With Tiki & Heated Pool - Boaters Paradise - Caribbean
10 7 reviews
Caribbean
11/30 – 12/31
$282/nighttotal: $8742 (31 )

200ft Of Waterfront With Tiki & Heated Pool - Boaters Paradise

2 2
cottage , North Key Largo
This waterfront cottage in North Key Largo is conveniently located within a 9-mile radius of Crocodile Lake National Wildlife Refuge, Key Largo Baptist Church, and the Florida Keys Visitor Center. The cottage has received excellent ratings from previous guests and provides a relaxing retreat for travelers seeking a tranquil escape.
The charming 2-bedroom, 2-bathroom cottage offers ample space for up to 4 guests and features a fully equipped kitchen, a private pool, a spa tub, and a balcony with free Wi-Fi. Enjoy the beautiful surroundings with barbecue grills and a garden, or explore the nearby attractions and enjoy the stunning waterfront views.
84 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests - Caribbean
10 4 reviews
Caribbean
11/30 – 12/31
$113/nighttotal: $3503 (31 )

84 M² Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage , Stuart
This cottage is located in the historic district of Stuart, 3 miles from Stuart Public Beach and 1.5 miles by car from the YMCA of the Treasure Coast.
This 900 square foot, 2-bedroom, 1-bathroom house sleeps 4 guests and features a full kitchen, air conditioning, internet, parking, and a private fenced yard.
An Oasis In The City! The Finquita Sde - Caribbean
Caribbean
10/19 – 10/23
$293/nighttotal: $1172 (4 )

An Oasis In The City! The Finquita Sde

4 8
cottage , Santo Domingo Este
This charming cottage is located in Santo Domingo Este, a peaceful rural area just a short drive from shopping malls like Agora Mall and Blue Mall, as well as cultural attractions like the Larimar Museum and Trampolin Children's Museum. This makes it a perfect base for exploring the city and its surrounding areas.
This two-story house features 4 bedrooms and can accommodate up to 15 guests, making it ideal for families or groups of friends. The cottage offers a range of amenities, including air conditioning, ceiling fans, an inverter, a power plant, Wi-Fi, a smart TV with Netflix and YouTube access, a swimming pool, a garden, and a kitchen with a fridge.

Best Caribbean cottages with a garden

Cane Garden Bay Cottage #3 - Caribbean
9.3 32 reviews
Caribbean
12/19 – 12/26
$437/nighttotal: $3059 (7 )

Cane Garden Bay Cottage #3

1 4
cottage , Tortola
This Cane Garden Bay cottage, steps from Cane Garden Bay's main beach, offers a beachfront escape in the British Virgin Islands.
The one-bedroom, one-bathroom home features a queen-sized bed, a fold-out sofa bed, a full kitchen with microwave and refrigerator, air conditioning, a private yard with gazebo and grill, and amenities including Wi-Fi and a local cell phone; it sleeps up to four guests and is Gold Seal Certified for COVID-19 quarantine use.
Flamingo Cottage Sleeps 4 - Escape The Cold; Our Pool Is Heated! - Caribbean
9.8 47 reviews
Caribbean
06/26 – 06/30
$284/nighttotal: $1136 (4 )

Flamingo Cottage Sleeps 4 - Escape The Cold; Our Pool Is Heated!

1 4
cottage , Cudjoe Key
The Flamingo Cottage is located in Summerland Key, just a short walk from Tonio's tiki bar and a 25-mile drive from Key West. This charming cottage boasts excellent ratings, making it a popular choice for travelers seeking a relaxing getaway. The cottage offers a private space with a full kitchen, accommodating up to four guests. Amenities include a shared outdoor pool, covered patio with a gas grill, and picnic area, providing opportunities for both relaxation and social gatherings.
Cottage Cut Villas - Caribbean
Caribbean
09/17 – 09/21
$366/nighttotal: $1464 (4 )

Cottage Cut Villas

1 2
cottage , Michelson
Cottage «Cottage Cut Villas» is located in Michelson, a few minutes from the city center, offering direct access to urban amenities and a nearby skiing area. This villa provides complimentary Wi-Fi, on-site parking, picnic and barbecue areas, as well as laundry and car rental services, with enhanced cleaning protocols for guest safety.
Magoya Del Carmen: A Cottage Near The Beach - Caribbean
Caribbean
10/19 – 10/23
$978/nighttotal: $3912 (4 )

Magoya Del Carmen: A Cottage Near The Beach

6 8
cottage , Las Galeras Samana'
This charming cottage is located in Las Galeras, just a short distance from the beautiful Playa Grande and La Playita Beach, offering easy access to the area's natural beauty. The cottage is situated in a peaceful and tranquil setting, perfect for a relaxing escape.
This vacation rental comfortably accommodates up to 16 guests in its six bedrooms. The cottage features a private pool, a jacuzzi, a terrace, a garden, and free parking, providing ample space for relaxation and entertainment.

Frequently Asked Questions about cottages in Caribbean

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

    The Caribbean is vast! Top attractions depend on the island, but some highlights include: Old San Juan in Puerto Rico, with its colorful colonial architecture and forts like Castillo San Felipe del Morro; the pristine beaches of Barbados, like Crane Beach; Dunn's River Falls in Jamaica, perfect for climbing; and the breathtaking underwater scenery of the coral reefs around Grand Cayman, ideal for snorkeling or diving. Each island offers unique experiences.
  • What are the best cottages in Caribbean?

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

    A 5-day trip needs focus. Pick an island! For relaxation, spend your days on the beach, maybe trying watersports like paddleboarding or kayaking. For adventure, explore rainforests like El Yunque National Forest in Puerto Rico or hike to waterfalls. Consider a mix: beach days paired with exploring a historical city like Havana, Cuba, or Port-au-Prince, Haiti. Remember to factor in travel time between islands if you plan to island hop.
  • What are the best cottages with a pool in Caribbean?

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

    Absolutely! Many Caribbean islands offer charming cottages for rent, particularly in areas like the countryside of Jamaica or the quieter parts of islands like St. Lucia. These offer a more authentic and intimate experience than large resorts. Look for rentals through reputable websites or local agencies, and check reviews carefully.
  • What are the best cottages with a jacuzzi in Caribbean?

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

    Hurricane season (June 1st to November 30th) is a major consideration. Check forecasts before you go. Mosquitoes are prevalent, so pack repellent. Some islands have venomous snakes or spiders, though encounters are rare. Be aware of strong sun and stay hydrated. Rip currents can be dangerous on beaches; always heed lifeguard warnings.
  • What are the best cottages for families and kids in Caribbean?

  • Is the Caribbean pedestrian and cyclist-friendly?

    It varies greatly by island and location. Some areas, especially tourist hubs, are well-suited for walking, while others are more car-dependent. Cycling is more challenging in many areas due to hilly terrain and limited dedicated bike lanes. Public transportation is available on most islands, but its reliability can be inconsistent.
  • What are the best pet friendly cottages in Caribbean?

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

    Yes! Explore the lesser-known islands like Dominica, known for its lush rainforests and natural hot springs, or explore the secluded beaches of Vieques, Puerto Rico. Seek out local guides for hidden waterfalls or caves. Many islands have unique historical sites or archaeological ruins off the beaten path.
  • What are the best cottages 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 Mercado Central in San Juan, Puerto Rico, to interact with vendors and experience the local life. Take a cooking class to learn traditional recipes and interact with chefs. Consider staying in a guesthouse or a locally-owned hotel for a more immersive experience.
  • What are the best authentic dishes to taste in the Caribbean?

    It depends on the island! Jerk chicken in Jamaica is iconic. Try mofongo (mashed plantains) in Puerto Rico. Conch fritters are common in the Bahamas. Roti is a staple in Trinidad and Tobago. Many islands have their unique variations on rice and beans. Explore local restaurants and street food stalls for the best authentic flavors.
  • Are there any recommended items to pack for a stay in the Caribbean?

    Pack light clothing, swimwear, sunscreen (high SPF!), insect repellent, a hat, sunglasses, and comfortable walking shoes. A reusable water bottle is essential. If you plan on hiking or watersports, pack appropriate gear. Consider a light rain jacket, as showers can be brief but intense. Don't forget any necessary medications.

Best Caribbean cottages with jacuzzi

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

The Delray Cottages Retreat ~Heated Pool Oasis - Caribbean
10 3 reviews
Caribbean
11/09 – 11/16
$522/nighttotal: $3654 (7 )

The Delray Cottages Retreat ~Heated Pool Oasis

4 2
cottage , Delray Beach
This vacation rental, a duplex cottage, is located a few blocks from Atlantic Avenue in Delray Beach, placing you within walking distance to dining, shopping, and nightlife.
This property offers four bedrooms, two bathrooms, and a guest capacity of eight, featuring a private pool, jacuzzi, and full kitchen, and is conveniently situated near Delray Beach Tennis Center and Deerfield Beach.
Nettles Island Waterfront With Dock & Steps From Beach-plus Golf Cart Credit - Caribbean
10 73 reviews
Caribbean
11/09 – 11/16
$236/nighttotal: $1652 (7 )

Nettles Island Waterfront With Dock & Steps From Beach-plus Golf Cart Credit

2 2
cottage , Jensen Beach
The Get-a-Wave Cottage is located on Nettles Island in Jensen Beach, Florida, a 4-minute walk from the beach and close to the Jensen Beach Bridge.
This 970-square-foot waterfront cottage offers a private dock, a fully equipped kitchen, and a swimming pool, accommodating up to 5 guests.
Ecoscape Jamaica - 2 Bedroom Cottage By The River - 30 Minutes To Ocho Rios - Caribbean
Caribbean
11/30 – 12/31
$149/nighttotal: $4619 (31 )

Ecoscape Jamaica - 2 Bedroom Cottage By The River - 30 Minutes To Ocho Rios

2 2
cottage , St. Ann Parish
This 2-bedroom cottage in St. Ann Parish, Jamaica is located on a river, within a 15-minute walk of the Maima Seville Great House & Heritage Park and Our Lady of Perpetual Help Roman Catholic Church, and within 3 miles of the Cranbrook Flower Forest and Green Grotto Caves. The 1,190-square-foot cottage features a fully equipped kitchen, a private balcony, air conditioning, a swimming pool, a jacuzzi, and a garden, and can accommodate up to 4 guests.
Located 10 Mins From The Beach! Central Location! - Caribbean
10 2 reviews
Caribbean
06/20 – 06/27
$162/nighttotal: $1134 (7 )

Located 10 Mins From The Beach! Central Location!

1 2
cottage , Golden Gate
This non-smoking cottage in Naples, Florida, is located a 12-minute drive from 5th Avenue South and a 14-minute drive from the Naples Zoo at Caribbean Gardens.
This 570-square-foot cottage offers 1 bedroom, 1 bathroom, and accommodates up to 4 guests with amenities including a full kitchen, air conditioning, free Wi-Fi, a shared swimming pool, and hot tub.

Best pet friendly Caribbean cottages

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

Cottage With Pool  And Boat Dockage Just Minutes To Key West! - Caribbean
8.6 165 reviews
Caribbean
07/15 – 07/18
$241/nighttotal: $723 (3 )

Cottage With Pool And Boat Dockage Just Minutes To Key West!

1 2
cottage , Cudjoe Key
This Cudjoe Key waterfront cottage offers stunning views and direct access to the water, located within three miles of Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key.
The 390-square-foot vacation home features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, air conditioning, a swimming pool, and a patio with barbecue grills.
Down Town Delray, Walk To Atlantic Ave, Beach, Pets Are Welcome - Caribbean
8.8 80 reviews
Caribbean
11/09 – 11/16
$136/nighttotal: $952 (7 )

Down Town Delray, Walk To Atlantic Ave, Beach, Pets Are Welcome

1 2
cottage , Delray Beach
This charming cottage sits in Delray Beach's Pineapple Grove Arts District, just a short walk from the Puppetry Arts Center and the lively Atlantic Avenue. Guests consistently rate the cottage very good for cleanliness and location, and excellent for overall experience.
The cottage offers a comfortable bedroom and bathroom, comfortably accommodating up to four guests. Enjoy a fully equipped kitchen, a relaxing garden, and a barbecue grill for outdoor dining, plus a convenient coffee maker and a Smart TV for entertainment.
Water Island Cottage With A View - Caribbean
10 34 reviews
Caribbean
07/15 – 07/18
$274/nighttotal: $822 (3 )

Water Island Cottage With A View

2 2
cottage , St Thomas
This charming cottage is located near Lindbergh Bay, a short walk from Honeymoon Beach and within a 3-mile radius of Estate Hassel Island and Lindberg Beach. It boasts excellent user ratings, making it a popular choice for travelers seeking a comfortable and convenient stay. The cottage comfortably sleeps up to 4 guests in its single bedroom and bathroom. Guests can enjoy a range of amenities, including a kitchen with a microwave, a terrace, a garden, and parking.
Cottage With Swimming Pool And Dockage, Just Minutes To Key West! - Caribbean
9.0 314 reviews
Caribbean
07/15 – 07/18
$222/nighttotal: $666 (3 )

Cottage With Swimming Pool And Dockage, Just Minutes To Key West!

1 2
cottage , Cudjoe Key
This Cudjoe Key oceanfront cottage, located within three miles of Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key, offers stunning ocean views and easy beach access.
This 390-square-foot, one-bedroom, one-bathroom vacation home sleeps two guests and features a fully equipped kitchen, laundry facilities, a patio, a swimming pool, and on-site barbecue grills.
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