Holiday Rentals in Caribbean

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Caribbean holiday rentals
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Best Holiday rentals and Airbnb offers in Caribbean

Best family friendly Caribbean holiday rentals

Among the 491001 accommodations in Caribbean, here are the 4 best family friendly rentals

2 Bedroom Villa With Pool And Stunning Ocean Views. - Caribbean
9.8 102 reviews

2 Bedroom Villa With Pool And Stunning Ocean Views.

house, Cabo Rojo
This Cabo Rojo villa, situated in La Mela, offers stunning Caribbean Sea views and is minutes from Buye and Boquerón Beaches, a short drive (approximately 10-20km) from Combate Beach, Playa Sucia (Lighthouse Beach), and Joyuda.
The 167 square metre property features two bedrooms, one bathroom, and accommodates up to six guests, boasting a chef's kitchen, air conditioning, a garden, parking, and excellent internet access; nearby activities include exploring Parguera's bioluminescent bay or Rincon's surf.
Amazing Rooftop And Best View Of The City - Caribbean
9.7 61 reviews

Amazing Rooftop And Best View Of The City

apartment, Santiago de los Caballeros
This Santiago de los Caballeros apartment is conveniently located near the Monumento a los Héroes de la Restauración, a short 1.4 km walk away, and within 1.4 km of Estadio Cibao FC.
The self-catering flat offers a one-bedroom layout with two bathrooms, a fully equipped kitchen, free Wi-Fi, private parking, a rooftop pool, fitness centre and sun terrace; sleeping up to two guests and providing easy access to the city's landmarks.
Ocean Front, 2 Bedrooms, 2 Bathrooms, Beautiful Condo With Spectacular Views - Caribbean
9.3 188 reviews

Ocean Front, 2 Bedrooms, 2 Bathrooms, Beautiful Condo With Spectacular Views

apartment, Cabo Rojo
This Cabo Rojo apartment is located just 3km from Playa Moja Casabe, Combate Beach, and the Corozo Salt Flats, offering easy access to the area's natural beauty. The apartment has received excellent user ratings for location, cleanliness, and overall experience.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy the fully equipped kitchen, air conditioning, balcony, swimming pool, and parking, making it a convenient and comfortable base for exploring Cabo Rojo.
Blue Lizard House - Caribbean
9.9 173 reviews

Blue Lizard House

house, San Andrés
Blue Lizard House, a self-catering property in San Andrés, is located 13.3 km from San Andrés Bay and 12.1 km from Gustavo Rojas Pinilla International Airport, a 14-minute walk from Calle de las Palmeras Beach.
This one-bedroom, one-bathroom apartment sleeps two guests and features a swimming pool, garden, terrace, air conditioning, private parking, and a continental or American breakfast; bicycle and car rental are available on-site.

Best Caribbean holiday rentals with a pool

Among the 491001 accommodations in Caribbean, here are the 4 best rentals with a pool

Walk To Beach, Shops, Dining, Pool View, Fast Wifi - Caribbean
10 44 reviews

Walk To Beach, Shops, Dining, Pool View, Fast Wifi

apartment
This recently renovated one-bedroom condo is situated in Punta Cana, an 8-minute walk from Bávaro Beach, with casinos, restaurants, and shops all within an 11-minute radius.
Guests can enjoy exclusive Wi-Fi access at the swimming pool, a 55" Roku 4K HDTV, a fully equipped kitchen, and personal concierge services with 24/7 host support.
Nice 2 Bedroom Apt. In Ocean Dream - Caribbean
9.8 19 reviews

Nice 2 Bedroom Apt. In Ocean Dream

apartment, Cabarete
This two-bedroom apartment is located in Cabarete, a short walk from the beach and within easy reach of the town's restaurants and bars.
The 100 square metre property features a fully equipped kitchen, air conditioning, a private patio overlooking the pool, a washing machine and dryer, and a safe box, making it ideal for families or groups of up to six people.
Spacious - Pool View - Quiet - Excellent Location - Caribbean
9.8 99 reviews

Spacious - Pool View - Quiet - Excellent Location

apartment
This two-bedroom, two-bathroom apartment in Bávaro, Punta Cana, is located a kilometre from Los Corales beach and 2.4 kilometres from Punta Cana Airport.
The 109 m² property offers a spacious layout, accommodating up to six guests, and includes a private balcony per bedroom, a swimming pool, garden, parking, and modern amenities such as smart TV and Wi-Fi.
Beautiful Condo With A Tree House Feel - Caribbean
9.5 99 reviews

Beautiful Condo With A Tree House Feel

apartment, Port St. Lucie
This one-bedroom apartment is located in Port St. Lucie, within 1.6 kilometres of PGA Village and the PGA Center for Golf Learning and Performance, and within 4.8 kilometres of Superplay USA and Clover Park, making it ideal for families and golf enthusiasts alike. The property has received excellent ratings for location, cleanliness and overall user experience.
The apartment has one bathroom and can comfortably accommodate up to four guests. Enjoy a range of amenities including a fully equipped kitchen, a private balcony, a swimming pool, and free Wi-Fi access.

Frequently asked questions about holiday rentals in Caribbean

  • What are the must-see sights 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. For breathtaking natural beauty, consider the Pitons in St Lucia or the Dunn's River Falls in Jamaica.
  • What are the best Airbnb and holiday rentals in Caribbean?

    Lowest Floor Condo - Oversized Balcony - Beach Front - Reserved Parking Space, Villa Renaissance and Portofino Tower 3 Unit 1601 are the most popular Airbnb and holiday rentals in Caribbean among travellers.

  • Are there unique natural phenomena in the Caribbean?

    Absolutely! The Caribbean is home to bioluminescent bays in Puerto Rico (Mosquito Bay is particularly famous), volcanic landscapes in Martinique and St. Vincent, and vibrant coral reefs teeming with marine life, easily accessible for snorkeling and diving in places like Barbados and the Bahamas.
  • What are the most popular Airbnbs in Caribbean?

  • What essentials should you bring along for a trip to the Caribbean?

    Pack light, breathable clothing, swimwear, sunscreen (high SPF is crucial!), a hat, sunglasses, insect repellent, comfortable walking shoes, and a reusable water bottle. Don't forget any necessary medications and a travel adapter.
  • What are the best holiday rentals with a pool in Caribbean?

  • What famous events or festivals are happening in the Caribbean?

    Carnival celebrations are huge across the Caribbean, with vibrant parades and music. Trinidad and Tobago's Carnival is particularly renowned. Other notable events include Crop Over in Barbados and Junkanoo in the Bahamas.
  • What are the best rentals for families and kids in Caribbean?

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in the Caribbean?

    Daily budgets vary wildly depending on your travel style and the island. A budget-conscious traveller might manage on £100 per day, while a luxury trip could easily cost £500 or more. This includes accommodation, meals, local transport, and some activities.
  • What are the best rentals or Airbnbs with a jacuzzi in Caribbean?

  • Where can you find the best restaurants serving local dishes in the Caribbean, and what are the must-try specialties?

    Each island has its culinary gems. In Jamaica, try jerk chicken; in Cuba, ropa vieja; in Barbados, flying fish; and in the Dominican Republic, la bandera. Look for local restaurants away from the main tourist areas for more authentic experiences. Many islands also have fantastic street food scenes.
  • What are some less-famous attractions in the Caribbean that are worth a visit?

    Consider exploring the lesser-known islands like Dominica, known for its lush rainforests and hiking trails, or explore the beautiful beaches and laid-back atmosphere of Culebra, Puerto Rico. Many smaller islands offer a more secluded and authentic Caribbean experience.
  • What are the best activities for engaging with locals and understanding their culture in the Caribbean?

    Visit local markets, attend community events, take a cooking class focusing on Caribbean cuisine, or try a local craft workshop. Many islands offer opportunities to interact with locals through guided tours or community-based tourism initiatives.
  • What unique natural landscapes and terrain features can travellers explore in the Caribbean?

    The Caribbean's diverse geography offers everything from pristine beaches and lush rainforests to volcanic peaks and dramatic cliffs. Explore the John Crow Mountains National Park in Jamaica, the cloud forests of Dominica, or the unique rock formations of El Yunque National Forest in Puerto Rico.
  • How many days are ideal for exploring the Caribbean, and what are some itinerary suggestions?

    The ideal trip length depends on your interests. A week allows for exploring one or two islands in depth. Two weeks enables a more relaxed pace and the opportunity to visit three or more islands. Consider focusing on a specific island group (e.g., the Lesser Antilles) or choosing islands with contrasting experiences (e.g., a beach island and a more adventurous island).

Best Caribbean holiday rentals with a balcony

Modern Beach Villa 1150 - Caribbean
9.0 17 reviews

Modern Beach Villa 1150

house, Baie Nettle
This modern beach villa offers direct access to Nettle Bay Beach in Baie Nettle, with immediate proximity to the sea and coastline, and is conveniently located a few steps from the shore.
This two-bedroom, two-bathroom villa with a floor area of 100 square metres accommodates up to seven guests and features a private swimming pool, air conditioning, complimentary WiFi, and a fully fitted kitchen, with boating opportunities nearby.
Peaceful Lehigh Acres Home W/ Grill + Lanai! - Caribbean
9.3 40 reviews

Peaceful Lehigh Acres Home W/ Grill + Lanai!

house, Lehigh Acres
This four-bedroom property is situated in Lehigh Acres, just 19 kilometres from JetBlue Park and 24 kilometres from Dunbar Park, offering a peaceful escape from the hustle and bustle. The house has received excellent ratings for its location, cleanliness and overall user experience.
The 185 square metre property comfortably accommodates up to eight guests, and boasts a fully equipped kitchen, a private terrace and lanai, a garden, a spa, and parking. Guests can enjoy the tranquility of the garden, relax on the terrace, or make use of the modern kitchen to prepare meals.
Alpine Cabin Pr 2026 - Caribbean
No reviews

Alpine Cabin Pr 2026

cabin, Tavera
Cabana Alpina PR, a cabin near Tavera, offers a peaceful retreat in a natural setting close to a large Caribbean dam with numerous dining and entertainment venues. This 6 square meter, three-bedroom, one-bathroom lodge accommodates up to six guests and features air conditioning, a kitchen with a fridge, and a terrace, set within a garden with parking, making it ideal for families and pet owners seeking outdoor activities.
Sea View Penthouse 50m Beach Las Ballenas/bars/restaurants/ 2 Pools - Free Wifi - Caribbean
9.3 85 reviews

Sea View Penthouse 50m Beach Las Ballenas/bars/restaurants/ 2 Pools - Free Wifi

apartment, Las Terrenas
This beachfront apartment in central Las Terrenas is a short walk from La Iglesia Beach, Playa Ballenas, and Beach Garden Plaza, with the Haitian Caraïbes Art Gallery and Plaza Rosada Shopping Centre within a 15-minute radius (approximately 2.4km).
This 155 square metre, two-bedroom, two-bathroom apartment sleeps four guests and boasts a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, concierge service, parking, and excellent user and location ratings.

Best Caribbean holiday rentals with parking

Beach Villa 233 - Caribbean
9.5 54 reviews

Beach Villa 233

apartment, Humacao
Beach Villa 233 is located in the Palmas del Mar district in Humacao, directly on the beachfront and a short walk from Secret Beach, a popular local spot. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is 130 square metres in size and comfortably accommodates up to six guests. It features a fully equipped kitchen, a private terrace with sea views, a private swimming pool, free Wi-Fi, and free parking.
Jensen Beach Home: Walk To Beach Access! - Caribbean
9.7 98 reviews

Jensen Beach Home: Walk To Beach Access!

house, Jensen Beach
This Jensen Beach holiday home is situated a mere 0.4 kilometres from beach access, a short 5-minute walk from Jensen Beach itself, and 457 metres from Dollman Park Beach, offering easy access to the area's coastal attractions.
This 109-square-metre property features three bedrooms, a fully equipped kitchen with dishwasher, a patio, free Wi-Fi, and parking, comfortably accommodating families or groups and providing all the amenities for a relaxing beach holiday near A E Backus Gallery Museum (27km), Jensen Beach to Jupiter Inlet Aquatic Preserve (29km), Fort Pierce City Marina (29km), and Fort Pierce Inlet State Park (34km).
Dream Villa With Private Pool - Caribbean
9.7 162 reviews

Dream Villa With Private Pool

house, Ocho Rios
This Ocho Rios villa is situated within 5km of Jamaica's Beaches, the Green Grotto Caves, and the Seville Great House & Heritage Park, and 10km from Dunn's River Falls.
The three-bedroom, two-bathroom property sleeps six guests and boasts a private pool, fitness centre, fully equipped kitchen, free Wi-Fi, and proximity to a water park.
Saltwater Pool & Lanai: Lehigh Acres Escape! - Caribbean
9.0 3 reviews

Saltwater Pool & Lanai: Lehigh Acres Escape!

house, Lehigh Acres
This Lehigh Acres holiday home is conveniently located approximately 19 kilometres from Southwest Florida International Airport, 19 kilometres from JetBlue Park, and 26 kilometres from Dunbar Park.
This two-bedroom, two-bathroom property boasts 137 square metres of living space, a private saltwater pool, free Wi-Fi, and parking, comfortably accommodating up to seven guests.
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