Cottages in Caribbean at the best prices

3574 available cottage rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Caribbean cottages
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

3574 Best cottages in Caribbean

Best family friendly Caribbean cottage rentals

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

Kampground Escape W/ Kayaks, Heated Pool & Marina! - Caribbean
9.8 17 reviews

Kampground Escape W/ Kayaks, Heated Pool & Marina!

cottage, Key Largo
This charming cottage is situated within the Key Largo Kampground community, just a short drive from John Pennekamp Coral Reef State Park and within easy reach of the beautiful Florida Keys coastline. The surrounding area offers a tranquil escape from the hustle and bustle of everyday life, with plenty of opportunities for nature exploration and enjoying the local attractions.
This one-bedroom, one-bathroom property comfortably accommodates up to four guests, providing ample space for families or groups of friends. It boasts a range of amenities, including a private terrace, a swimming pool, and access to the community's facilities such as a marina, playground, and private beaches.
Romantic Cottage Directly On The Beach! - Caribbean
10 26 reviews

Romantic Cottage Directly On The Beach!

cottage, Savannah Sound Eleuthera
This Savannah Sound, Eleuthera beachfront cottage offers direct access to Double Bay, a 10-minute walk from the Lucayan Archipelago and Central Eleuthera Beach, with Ten Bay Beach 5km away.
The 63 square metre self-catering property sleeps three, boasting a fully equipped kitchen, Smart TV, DVD player, washing machine, and a terrace with BBQ facilities, plus an onsite children's playground.
Cottage With Pool  And Boat Dockage Just Minutes To Key West! - Caribbean
8.6 166 reviews

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

cottage, Cudjoe Key
This Cudjoe Key waterfront cottage, situated within 5km of Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key, offers stunning views and direct water access.
The 36 square metre property sleeps two in one bedroom, one bathroom, and boasts a fully equipped kitchen, private terrace, swimming pool, garden, and barbecue facilities.
Luxurious Dome Set On Hillside With Views To A Lagoon, The Ocean And Mountains - Caribbean
No reviews

Luxurious Dome Set On Hillside With Views To A Lagoon, The Ocean And Mountains

cottage, Miches
This Miches holiday home is situated 1.8 km from Playa Limón, with Playa Esmeralda and Playa Arriba within a 26 km radius.
The 23 square metre property offers two bedrooms, one bathroom, and sleeps four, featuring a fully equipped kitchenette, air conditioning, Wi-Fi, a patio, and BBQ facilities.

Best Caribbean cottages with a garden

This Old Florida Feeling Getaway Is 420 Friendly And A Great Place To Just Relax - Caribbean
8.0 4 reviews

This Old Florida Feeling Getaway Is 420 Friendly And A Great Place To Just Relax

cottage, Avon Park
This cottage in Avon Park is situated 4 kilometres from downtown Avon Park, 19 kilometres south to Sebring, and 24 kilometres southeast to Sebring Raceway, offering convenient access to fishing lakes, Legoland 32 kilometres north, and Disneyland 92 kilometres north.
This one-bedroom, one-bathroom holiday let accommodates up to four guests and includes a kitchen with a fridge and microwave, air conditioning, a garden, and parking suitable for boats and trailers, with easy day trip access to the Gulf Coast and Atlantic Ocean, each approximately 240 kilometres away.
Old Florida Style, Dockage, Swimming Pool (Shared), Just 20 Miles From Key West - Caribbean
8.6 84 reviews

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

cottage, Cudjoe Key
This charming waterfront cottage is located just 3km from Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key, offering easy access to the surrounding area's attractions. The property has received very good ratings from previous guests.
The cottage provides 2 bedrooms and 1 bathroom in a 70 square meter space, comfortably accommodating 4 guests. It boasts a fully equipped kitchen, air conditioning, a private swimming pool, a terrace, a garden, and parking, as well as access to the water for fishing, kayaking, or simply relaxing by the shore.
Seabreeze Cottage  - Steps To Own Private Beach. - Caribbean
9.8 9 reviews

Seabreeze Cottage - Steps To Own Private Beach.

cottage, Tarpum Bay
Seabreeze Cottage, a two-bedroom holiday home, is located 4.8km north of Tarpum Bay, Eleuthera, boasting private beach access and proximity to Cotton Bay Club Golf Course and Powel Point Marina.
This self-catering property sleeps four, features a terrace, garden, air conditioning, Wi-Fi, and a kitchen with a fridge and microwave, offering easy access to Eleuthera's attractions including the Glass Window Bridge and Leon Levy Native Plant Preserve.
Blue Beach Eco-hotel By Sanfabini - Caribbean
9.6 21 reviews

Blue Beach Eco-hotel By Sanfabini

cottage, San Rafael del Yuma
This mountain-situated cottage in San Rafael del Yuma is located 4.2 kilometres from Bayahibe Beach and 4.3 kilometres from Cotubamana National Park, with Dominicus Beach and East National Park also within 10 kilometres.
This family-friendly accommodation offers a swimming pool, garden, terrace, bar, restaurant, room service, and valet parking, with complimentary WiFi available in public areas and charcoal grills for guest use.

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 3574 accommodations in Caribbean, here are the 4 best cottage rentals with a jacuzzi

Newly Renovated Home Near Hard Rock Stadium And Major Highways! - Caribbean
10 4 reviews

Newly Renovated Home Near Hard Rock Stadium And Major Highways!

cottage, Miami Gardens
This Miami Gardens holiday home is situated 1.9km from the NW 57th Avenue Shopping Area, 3.2km from Florida Memorial University, and within 9.7km of Hard Rock Stadium and Calder Casino.
The three-bedroom, two-bathroom property sleeps six guests and offers a fully equipped kitchen, in-unit laundry, free Wi-Fi, a Smart TV, air conditioning, and a terrace; nearby attractions include shopping, university events, and sporting events.
Chill On The Patio Overlooking The Pool & Lush Gardens With Privacy! - Caribbean
10 30 reviews

Chill On The Patio Overlooking The Pool & Lush Gardens With Privacy!

cottage, Lake Worth
This Parrot Cove golf cottage is situated in Lake Worth, Florida, within 3.2km of Lake Worth Playhouse and less than 2km from Merriam Road Beach.
The self-catering studio sleeps two, boasting a kitchenette with fridge and microwave, a private patio, free Wi-Fi, a swimming pool, and is close to Lake Worth Beach and South Olive Park.
Marina View Cottage At Key Largo - Caribbean
9.8 10 reviews

Marina View Cottage At Key Largo

cottage, Key Largo
Marina View Cottage, a waterside dwelling in Key Largo, offers direct marina views and water access, situated a mere 2 minutes from shopping centres including TJ Maxx and Publix, and within easy reach of John Pennekamp Coral Reef State Park.
This two-bedroom, one-bathroom lodge accommodates up to six guests and features a kitchen with a fridge and microwave, air conditioning, a swimming pool, a jacuzzi, a garden, parking, and a fully equipped outdoor kitchen for grilling, with complimentary wine and coffee provided upon arrival.
Ecoscape Tulia - Private Nature Escape -  1 Bedroom, 30 Minutes To Ocho Rios - Caribbean
No reviews

Ecoscape Tulia - Private Nature Escape - 1 Bedroom, 30 Minutes To Ocho Rios

cottage, St. Ann Parish
Ecoscape Tulia, a self-catering property in Newground, Limehall, St Ann Parish, Jamaica, is a short drive from Draxhall and within 25 minutes of Ocho Rios attractions including Dunn's River Falls and Mystic Mountain.
This one-bedroom cottage, sleeping two, boasts a boho-inspired open-plan living area with kitchen, king-size bedroom, glass walk-in shower opening onto a deck, and on-site activities such as river swimming and grilling, plus optional extras like private transport and prepared meals.

Best pet friendly Caribbean cottage rentals

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

Private Pool + Sunroom Beach Escape At Manatee - Caribbean
10 1 review

Private Pool + Sunroom Beach Escape At Manatee

cottage, Naples Park
This Naples Park holiday home is ideally situated within 1.6 to 3.2km of Delnor-Wiggins Pass State Park, the Delnor-Wiggins Pass State Recreational Area, Bluebill Beach, Vanderbilt Beach, and Bayview Avenue Beach.
The self-catering property boasts two bathrooms, a fully equipped kitchen including a dishwasher, in-unit laundry facilities, a private pool, barbecue grills, free Wi-Fi, and parking, perfect for families or groups seeking a relaxing beach holiday.
Tropical Vibes! Riverfront Bonita Springs Hideaway - Caribbean
No reviews

Tropical Vibes! Riverfront Bonita Springs Hideaway

cottage, Bonita Springs
This cottage in Bonita Springs is situated within a 10-minute walk of Everglades Wonder Gardens and Bonita Springs Historical Society, and less than 2 kilometres from Riverside Park and Bonita Springs Dog Park.
This self-catering accommodation offers a microwave oven, dishwasher, air conditioning, garden, and parking, with complimentary Wi-Fi available in common areas and on-site barbecue facilities for guest convenience.
Beach Block Cottage With Putting Green, Everything  Needed For A Great Vacation. - Caribbean
9.8 29 reviews

Beach Block Cottage With Putting Green, Everything Needed For A Great Vacation.

cottage, Pompano Beach
This charming Pompano Beach cottage is situated a short distance from the beach, Pompano Beach, Hillsboro Inlet Lighthouse, and Pompano Municipal Pier, offering easy access to the area's main attractions. The property has received excellent reviews from previous guests.
The two-bedroom cottage has a floor area of 63 square metres and can accommodate up to 6 guests. It features a fully equipped kitchen, air conditioning, a private garden, a swimming pool, and a terrace, providing everything you need for a relaxing and enjoyable stay.
Serenity Cottage, 2 Bedrooms On The Water On Staniel Cay - Caribbean
No reviews

Serenity Cottage, 2 Bedrooms On The Water On Staniel Cay

cottage, Staniel Cay
Serenity Cottage offers an unparalleled waterfront location on Staniel Cay, Exumas, with direct views of the iconic Thunderball Grotto and close proximity to the Staniel Cay Yacht Club.
This private, two-bedroom, one-bathroom dwelling accommodates up to six guests and features complimentary WiFi, air conditioning, and easy access to explore the natural beauty of the Lucayan Archipelago.
©2026 cozycozy.com