Cottages in Caribbean

3574 available cottage rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Caribbean cottages
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

3574 Best cottages in Caribbean

Best family friendly Caribbean cottages

Among the 3574 accommodations in Caribbean, here are the 4 best family friendly cottages

West Palm Beach Tuscany Guest House - Caribbean
9.0 9 reviews

West Palm Beach Tuscany Guest House

cottage, Haverhill
This West Palm Beach holiday home is situated approximately 3.2 kilometres from Mounts Botanical Garden and offers easy access to other local attractions such as Cross County Plaza and the Palm Beach Kennel Club.
The 56-square-metre property features one bedroom, one bathroom, sleeps three guests, and includes a private pool, Wi-Fi, a fully equipped kitchen, and a terrace.
Cozy Two-bedroom Two Bathroom On White Sandy Beach - Caribbean
9.8 26 reviews

Cozy Two-bedroom Two Bathroom On White Sandy Beach

cottage, Exuma
This cottage is located in Farmer's Hill, Exuma, directly on the beach, with Rolletown Tombs a local historical landmark approximately 2.5 kilometres away.
This 2-bedroom, 2-bathroom dwelling accommodates up to 4 guests and offers direct beachfront access, Wi-Fi, air conditioning, a kitchen with a fridge and microwave, and a terrace, with hammocks available for relaxation amidst coconut trees.
Cottage 5 - Charming Secluded Cottage, Large Pool, Tennis, Private Community - Caribbean
9.0 2 reviews

Cottage 5 - Charming Secluded Cottage, Large Pool, Tennis, Private Community

cottage, Sandy Point
This Sandy Point holiday home, a short 0.32km stroll from a beach boasting breathtaking views of Three Mary Cay, is conveniently located near Regent Village Shopping Mall and Salt Mills Plaza.
The 93 square metre property features one bedroom, one bathroom, sleeps four guests, and includes a private terrace, swimming pool, and fully equipped kitchen with dishwasher; nearby activities include tennis and basketball courts.
Captains Cottage Close To Beach! Minutes To Singer Island & Peanut Island! - Caribbean
9.6 5 reviews

Captains Cottage Close To Beach! Minutes To Singer Island & Peanut Island!

cottage, Riviera Beach
This West Palm Beach holiday home is situated a 0.5km walk from a kayak launch to Peanut Island and a short drive from both West Palm Beach and Palm Beach town centres.
The 93 square metre property sleeps four guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, private garden with BBQ, spa, and ample boat parking on a private driveway; beach gear is provided.

Best Caribbean cottages with a garden

Dalkeith Greathouse- Chill Vibes - Caribbean
No reviews

Dalkeith Greathouse- Chill Vibes

cottage, Knockpatrick
This Knockpatrick cottage, sleeping three, offers a self-catering holiday home with a private garden, swimming pool, and free Wi-Fi.
The property includes a fully equipped kitchen, one bedroom, one bathroom, and on-site parking; housekeeping is available upon request.
Little Palm Cottage - Caribbean
No reviews

Little Palm Cottage

cottage, Vero Beach
Little Palm Cottage, a pet-friendly self-catering property in Vero Beach South, is located 4 kilometres from Vero Beach city centre and near My Crazy Frogs.
This one-bathroom cottage offers a garden, parking, air conditioning, a fridge and microwave, and is ideal for a peaceful getaway.
Old Florida Style, Dockage, Swimming Pool (Shared), Just 20 Miles From Key West - Caribbean
8.4 67 reviews

Old Florida Style, Dockage, Swimming Pool (Shared), Just 20 Miles From Key West

cottage, Cudjoe Key
This waterfront cottage in Cudjoe Key is located within a short drive of Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key, making it ideal for exploring the area. It has been rated very good by previous guests.
The cottage has two bedrooms and one bathroom, accommodating up to four guests, and is 70 square metres in size. It features a fully equipped kitchen, laundry facilities, a swimming pool, a terrace, and a garden, as well as modern amenities and barbecue grills.
Cottage In Little Exuma! Short Walk To Tropic Of Cancer Beach! - Caribbean
No reviews

Cottage In Little Exuma! Short Walk To Tropic Of Cancer Beach!

cottage, Little Exuma Island
This newly constructed 2022 villa in William's Town, Little Exuma, is located a mere 180 meters from the renowned Tropic of Cancer Beach, offering convenient access to island attractions including the Hermitage Tomb and Rolletown Tombs.
This 2-bedroom, 1-bathroom holiday home accommodates up to six guests with two queen beds and a pull-out sofa, featuring a fully equipped kitchen, Starlink internet, air conditioning, a washer, dryer, and garden, with parking available.

Frequently asked questions about cottages in Caribbean

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

    The Caribbean is vast and diverse, so 'top' attractions depend on your interests! For stunning beaches, consider Grace Bay Beach in Turks and Caicos or Pink Sands Beach in Harbour Island, Bahamas. If you love history, explore the forts of San Juan, Puerto Rico, or the historical sites of Port Royal, Jamaica. For natural beauty, you can't beat the Pitons in St Lucia or Dunn's River Falls in Jamaica. And for vibrant culture, wander through the streets of Havana, Cuba, or explore the colourful buildings of Willemstad, Curaçao.
  • What are the best cottages in Caribbean?

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

    A five-day trip needs focus! Perhaps spend two days relaxing on a beach like Seven Mile Beach in Grand Cayman, enjoying watersports and sunshine. Then dedicate a day to exploring a capital city – Port of Spain, Trinidad, or Bridgetown, Barbados, offer rich cultural experiences and historical sites. Another day could be devoted to a nature excursion – hiking in the rainforest of Dominica or exploring the reefs of Bonaire. Finally, allow time for some delicious Caribbean cuisine and perhaps a sunset cocktail.
  • What are the best cottages with a pool in Caribbean?

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

    Absolutely! Many islands offer charming cottages, particularly in more secluded areas. Consider the smaller islands like Nevis or Anguilla for a quieter, more intimate cottage experience. Airbnb and VRBO are good places to start your search, but booking directly with local owners can sometimes yield better deals and more authentic experiences. You'll find a range of options, from rustic beachfront cottages to more luxurious ones with private pools.
  • What are the best cottages with a jacuzzi in Caribbean?

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

    The Caribbean has a tropical climate, meaning warm temperatures and high humidity year-round. Hurricane season runs from June to November, so travellers should check forecasts and travel insurance policies. Mosquitoes are prevalent, so pack repellent. Wildlife encounters are generally limited to harmless creatures like lizards and birds, but be aware of jellyfish in the ocean. Some islands have volcanic activity (e.g., Montserrat), so check local advisories before travelling to those areas.
  • 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 islands, particularly smaller ones, are more walkable than others. However, many areas rely heavily on cars. In larger cities and tourist hubs, pedestrian infrastructure can be limited. Cycling is possible in some areas, but traffic can be challenging, and cycling infrastructure isn't always well-developed. Always check local conditions before relying on walking or cycling for transport.
  • What are the best pet friendly cottages in Caribbean?

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

    Yes! Consider exploring the less-visited islands like Saba or St. Barts for a more secluded experience. Look beyond the main tourist areas; many islands have hidden coves, secluded beaches, and charming local villages waiting to be discovered. Exploring the local markets or taking a boat trip to a less-visited cay can also reveal hidden gems. Research specific islands' lesser-known attractions before your trip.
  • 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?

    Attending local festivals is a great way to interact with locals. Carnival in Trinidad and Tobago is world-renowned, but many islands have their own unique celebrations. Visiting local markets, such as the ones in Castries, St. Lucia, or Bridgetown, Barbados, allows you to interact with vendors and learn about local produce. Taking a cooking class focusing on Caribbean cuisine is another excellent way to engage with the local culture and people.
  • What are the best authentic dishes to taste in the Caribbean?

    The Caribbean's culinary scene is incredibly diverse! Jerk chicken in Jamaica is a must-try, as is callaloo soup (a leafy green soup) found across many islands. Try the fresh seafood – grilled snapper or conch are common and delicious. Roti, a flatbread filled with curried vegetables or meat, is popular in Trinidad and Tobago. And don't forget the tropical fruits – mangoes, pineapples, and papayas are abundant and incredibly flavourful.

Best Caribbean cottages with a jacuzzi

Among the 3574 accommodations in Caribbean, here are the 4 best cottages with a jacuzzi

Casa Privada A 1 Hora De Barranquilla Aa - Caribbean
No reviews

Casa Privada A 1 Hora De Barranquilla Aa

cottage, Sabanalarga
This Sabanalarga holiday home is conveniently located within 51 kilometres of attractions including the Nuestro Shopping Center Atlántico, Roberto Meléndez Metropolitan Stadium, and the Museo de Antropología.
The self-catering property boasts a private pool and hot tub, three bathrooms, a fully equipped kitchenette, and free Wi-Fi in communal areas, offering comfortable accommodation for a relaxing getaway.
Quaint Beautiful Backyard Sanctuary - Caribbean
8.6 4 reviews

Quaint Beautiful Backyard Sanctuary

cottage, Fort Myers Beach
This Fort Myers Beach holiday home is situated less than 0.6km from Estero Boulevard Beach, 3.2km from the Key West Express ferry, and within 1.6km of the Bay Oaks Recreation Centre and Matanzas Pass Preserve.
The two-bedroom, one-bathroom self-catering property sleeps six, offering a fully equipped kitchen, Jacuzzi, air conditioning, Smart TV, and on-site barbecue facilities; guests can also enjoy the nearby hot tub.
Dragon View  Cottage  For 2  | Dragon  Cay Resort, Mudjin Harbour - Caribbean
10 4 reviews

Dragon View Cottage For 2 | Dragon Cay Resort, Mudjin Harbour

cottage, Mudjin Cay
Dragon View Cottage, part of Dragon Cay Resort on Mudjin Harbour, is a seafront property on Mudjin Cay, a 5-minute walk from Mudjin Harbour Beach and under 3.2 kilometres from Indian Caves and Conch Bar Beach.
This 60-square-metre cottage sleeps two, boasting a fully equipped kitchen, a private patio with a spa tub, a Smart TV, and concierge services.
The Delray Cottages Retreat ~Heated Pool Oasis - Caribbean
10 4 reviews

The Delray Cottages Retreat ~Heated Pool Oasis

cottage, Delray Beach
This two-cottage property in Delray Beach is situated just a few blocks from Atlantic Avenue, providing convenient access to dining, shopping, and entertainment options, and is also within easy reach of Deerfield Beach and Lake Worth Beach.
This accommodation offers four bedrooms, two bathrooms, and space for eight guests, featuring a private swimming pool, jacuzzi, and kitchen facilities including a microwave and dishwasher, with parking and Wi-Fi provided.

Best pet friendly Caribbean cottages

Among the 3574 accommodations in Caribbean, here are the 4 best pet friendly cottages

Lw Historic District. 1.5 Mi To Beach. Pet Friendly! - Caribbean
8.6 15 reviews

Lw Historic District. 1.5 Mi To Beach. Pet Friendly!

cottage, Lake Worth
This Lake Worth holiday home, situated in Mango Groves, is within 3.2km of Lake Worth Playhouse, Town and Country Shopping Centre, and Lake Worth Beach.
The two-bedroom, one-bathroom property sleeps four guests and offers a fully equipped kitchen, free Wi-Fi, a Smart TV, barbecue facilities, and is within easy reach of John Prince Park and Merrian Road Beach.
Stylish Private Cottage + Yard | Walk To Dining - Caribbean
No reviews

Stylish Private Cottage + Yard | Walk To Dining

cottage, Lake Worth
This private boho-style studio guesthouse is located in the Lake Worth Beach neighbourhood, 300 metres from Lake Avenue and a short distance to the ocean.
This one-bedroom, one-bathroom guesthouse accommodates two guests and features air conditioning, internet, and a garden, with parking available and pets welcome.
Private Cottage, Private Pool, Great Views ! - Caribbean
9.4 9 reviews

Private Cottage, Private Pool, Great Views !

cottage, St Thomas
Pembroke Cottage, a two-bedroom holiday home in the Rosendal neighbourhood of St Thomas, is conveniently located near Magens Bay and Coki Point beaches.
This 74-square-metre property, sleeping four, boasts a private pool, fully equipped kitchen with Sub-Zero fridge and gas BBQ, plus luxurious amenities including Egyptian cotton linens; nearby watersports include jet skiing, scuba diving and snorkelling.
**Tidewater Views** Cottage + Boat Slip + Pool + Last Key White Glove Service... - Caribbean
9.8 267 reviews

**Tidewater Views** Cottage + Boat Slip + Pool + Last Key White Glove Service...

cottage, Cudjoe Key
This charming cottage is situated on Cudjoe Key, a short 15-minute walk from Venture Key and Venture Out Keys, offering a peaceful retreat close to local attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The cottage spans 79 square metres and comfortably accommodates up to six guests in its two bedrooms and two bathrooms. Guests can enjoy a range of amenities including a private swimming pool, jacuzzi, and a fully equipped kitchen, making it ideal for both relaxation and entertaining.
©2026 cozycozy.com