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Caribbean vacation rentals
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Best Vacation rentals and Airbnb offers in Caribbean

Best family friendly Caribbean vacation rentals

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

Half Mile To The Beach! Heated Pool & Spa, With Tiki On Boat Dock! - Villa Changes In Attitude - Caribbean
9.0 60 reviews

Half Mile To The Beach! Heated Pool & Spa, With Tiki On Boat Dock! - Villa Changes In Attitude

house, Cape Coral
This Cape Coral vacation home is located just a 9-minute walk from Cape Coral Beach and a short drive from the Sanibel and Captiva Chamber of Commerce and Visitors Center. The property has received very good user ratings for cleanliness and location, making it a popular choice for travelers.
This 1750 square foot home comfortably accommodates 8 guests in its 4 bedrooms. Enjoy amenities like a private pool and spa, a tiki hut on the boat dock, a fully equipped kitchen, air conditioning, cable TV, free Wi-Fi, and easy access to nearby attractions.
Apartamentos Commodore Bay Club - Caribbean
9.0 61 reviews

Apartamentos Commodore Bay Club

apartment, San Andrés
Apartamentos Commodore Bay Club is ideally situated in San Andrés's lively Zona Rosa district, just a stone's throw from the main beach and surrounded by shops, restaurants, and entertainment venues. It has received excellent location and cleanliness ratings and very good user ratings.
The apartments offer stunning Caribbean Ocean views from their balconies, modern furnishings, and fully-equipped kitchenettes. The living rooms feature comfortable seating areas with plasma cable TVs, and guests can enjoy the outdoor pool, sun terrace, and communal barbecue facility. The apartments range in size from 880 square feet and can accommodate up to 8 guests, making them suitable for families or groups of friends.
Suite Vista A Reserva Y Mar Piso Alto En Bello Horizonte Sin Iva - Caribbean
9.7 36 reviews

Suite Vista A Reserva Y Mar Piso Alto En Bello Horizonte Sin Iva

apartment, Santa Marta
This one-bedroom apartment in Bello Horizonte, Santa Marta, is a 2-minute walk from Bello Horizonte beach and 2.5 miles from Simón Bolívar International Airport.
This 370-square-foot unit offers a fully equipped kitchenette, air conditioning, complimentary WiFi, and access to an outdoor swimming pool, fitness center, spa, restaurant, and bar, with pets and families welcome.
Villa Nova | Pool Bkb Court Fire Pit Minigolf - Caribbean
9.2 136 reviews

Villa Nova | Pool Bkb Court Fire Pit Minigolf

house, Golden Glades
This luxurious villa is located in Golden Glades, just a short drive from the bustling city of Miami and its beautiful beaches. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The 4-bedroom, 3-bathroom villa comfortably accommodates 16 guests, offering a spacious 10,760 square feet of living space. With a heated pool, basketball court, mini golf course, fire pit, and a fully equipped kitchen, there are plenty of opportunities for fun and relaxation.

Best Caribbean vacation rentals with a pool

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

Family Friendly Fort Myers Vacation Rental W/ Pool - Caribbean
9.8 7 reviews

Family Friendly Fort Myers Vacation Rental W/ Pool

house, McGregor
This Fort Myers vacation home, near Southwest Florida International Airport (13 miles), offers easy access to Sanibel Island (14-16 miles) and Naples (26-28 miles), placing you conveniently close to beaches, Delnor-Wiggins Pass State Park, and the Bailey Matthews Shell Museum.
This 2,800-square-foot property boasts four bedrooms, three bathrooms, and accommodates up to 15 guests, featuring a private pool, fully equipped kitchen, free Wi-Fi, and a family-friendly atmosphere.
The Leaves Apartments #2 - Caribbean
9.7 172 reviews

The Leaves Apartments #2

apartment
This two-bedroom, one-bathroom apartment rental in Carolina, Puerto Rico boasts excellent location near Luis Muñoz Marín International Airport (SJU), with beaches a short 7-minute drive away.
The 4-guest unit features a 68” TV, private parking, a shared pool (with full reservation option), a fully equipped kitchen (fridge, microwave), air conditioning, and a generator/cistern for reliable power and water.
Dv Real Philoxenia Villa - Caribbean
9.8 34 reviews

Dv Real Philoxenia Villa

house, Oyster Pond
This family-friendly villa is located in Oyster Pond, a 13-minute walk from Coralita Beach and 1.4 miles from Dawn Beach, with Grand Case-Espérance Airport 5.6 miles away.
This 2480 sq ft air-conditioned villa offers 2 bedrooms, a private pool and terrace with sea views, a well-equipped kitchen, complimentary WiFi, an on-site bar, and a private beach area.
Coral Sands, Seaside Villa - Caribbean
10 56 reviews

Coral Sands, Seaside Villa

house
This Freeport poolside villa, located in a safe Grand Bahama neighborhood, is a three-minute walk from a beautiful white-sand beach and a three-minute drive from Stop n'Shop, with downtown and the airport within a 10-15 minute drive.
This one-bedroom, one-bathroom rental boasts a king-size bed, queen-size pull-out sofa, full kitchen with dishwasher, washer/dryer, private patios with grill, 5G WiFi, Roku TV, and accommodates up to three guests.

Frequently Asked Questions about vacation rentals in Caribbean

  • What are the must-see sights in the Caribbean?

    The Caribbean boasts a wealth of must-see sights. For stunning beaches, you can't beat Grace Bay in Turks and Caicos or Seven Mile Beach in Grand Cayman. History buffs should explore Old San Juan in Puerto Rico, a UNESCO World Heritage site, or the historic forts in Barbados. For breathtaking natural beauty, consider the Pitons in St. Lucia or Dunn's River Falls in Jamaica.
  • What are the best Airbnb and vacation rentals in Caribbean?

  • Are there unique natural phenomena in the Caribbean?

    Absolutely! The Caribbean is home to bioluminescent bays in Puerto Rico and Jamaica, where microorganisms create a magical glow in the water at night. You can also witness volcanic activity in Montserrat or explore the unique coral reefs that surround many islands.
  • What are the most popular Airbnbs in Caribbean?

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

    Pack light clothing, swimwear, sunscreen (high SPF!), insect repellent, a hat, sunglasses, and comfortable walking shoes. Don't forget a reusable water bottle to stay hydrated. Depending on the time of year, a light jacket or sweater for evenings might be useful.
  • What are the best vacation 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 costumes. Trinidad and Tobago's Carnival is world-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 greatly depending on your travel style and the island you visit. A budget traveler might spend $100-$150 per day, while a more luxurious trip could easily cost $500 or more. This includes accommodation, food, local transportation, and some activities. Consider flights separately.
  • What are the best rentals or Airbnbs with a jacuzzi in Caribbean?

    The best vacation rentals or Airbnb with a jacuzzi in Caribbean are Bay Harbor One Vacation, La Finca Lodge and Portofino Tower 3 Unit 1601.

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

    Local restaurants abound! In Jamaica, try jerk chicken or ackee and saltfish. In Cuba, savor ropa vieja or picadillo. Each island has its own unique cuisine. Look for smaller, family-run establishments for an authentic experience. Many hotels also offer restaurants showcasing local flavors.
  • What are some less-famous attractions in the Caribbean that are worth the visit?

    Consider exploring the rainforests of Dominica, hiking to hidden waterfalls in St. Kitts, or visiting the secluded beaches of Culebra, Puerto Rico. Many smaller islands offer a more tranquil and less crowded experience.
  • What are the best activities for engaging with locals and understanding their culture in the Caribbean?

    Attend local festivals, visit farmers' markets, take a cooking class focusing on Caribbean cuisine, or participate in a community-based activity like a beach cleanup. Speaking with locals and asking about their lives and traditions is a great way to deepen your understanding.
  • What unique natural landscapes and terrain features can travelers explore in the Caribbean?

    The Caribbean offers diverse landscapes. Explore lush rainforests, dramatic cliffs, volcanic peaks like those in St. Vincent, pristine beaches, and vibrant coral reefs. Each island has its own unique geological features.
  • How many days are ideal for a trip to the Caribbean, and what are some itinerary suggestions?

    Seven to ten days is a good starting point, allowing you to explore one or two islands in more depth. A possible itinerary could include three days in Puerto Rico exploring Old San Juan and El Yunque National Forest, and four days in the Bahamas relaxing on the beaches and exploring Nassau.

Best Caribbean vacation rentals with a balcony

South End Villas - Colombian Caribbean Apartments - Caribbean
9.3 258 reviews

South End Villas - Colombian Caribbean Apartments

apartment, San Andrés
South End Villas offers beachfront apartments in San Andrés, conveniently located near Calle de las Palmeras Beach and a 3-minute walk from the Blowing Geyser, approximately 8 miles from San Andrés Bay and Gustavo Rojas Pinilla International Airport.
These pet-friendly rentals feature amenities including a swimming pool, terrace, free Wi-Fi, free parking, and kitchens equipped with dishwashers and microwaves, all within easy reach of nearby cycling routes.
Amazing Ocean View Suite In Fajardo, Pr - Caribbean
9.0 208 reviews

Amazing Ocean View Suite In Fajardo, Pr

apartment
This Fajardo apartment is situated just 1.2 miles from Bahía Las Croabas, a short drive from El Conquistador Golf Course and Seven Seas National Park.
The one-bedroom rental offers a swimming pool, a garden, and parking, perfect for a couple seeking a relaxing waterfront getaway in Fajardo.
Escapade Tropicale - Caribbean
8.8 15 reviews

Escapade Tropicale

apartment, Santiago de los Caballeros
Chez Coralie, a family-friendly apartment rental in Santiago de los Caballeros, Dominican Republic, is conveniently located near Kaskada Park and within five miles of the Leon Center, Monumento a los Heroes de la Restauracion, San Luis Fortress, and Santiago Apostol Cathedral.
This 1322-square-foot three-bedroom unit sleeps eight guests and boasts amenities including a swimming pool, private parking, free Wi-Fi, a terrace, and a well-equipped kitchen; nearby attractions include a children's playground.
I View - In Long Bay - Caribbean
9.2 192 reviews

I View - In Long Bay

house, Long Bay
This holiday home is located near Long Bay Beach, a short drive from Port Antonio, offering a peaceful escape from the town's bustle. The property boasts excellent ratings for cleanliness, location, and overall experience.
The house offers three separate accommodations, perfect for families or groups of friends. Each unit features a private terrace with stunning sea views, a fully equipped kitchen, air conditioning, and free Wi-Fi, ensuring a comfortable and enjoyable stay.

Best Caribbean vacation rentals with parking

Colorful Caribbean House In The Zona Colonial - Caribbean
9.8 148 reviews

Colorful Caribbean House In The Zona Colonial

apartment
This two-bedroom, two-bathroom house in Santo Domingo's Zona Colonial is located steps from Plaza de España, offering easy walking access to historical sites, museums, and restaurants.
The 4-guest rental boasts a private tropical garden with a small pool, a balcony overlooking the San Francisco monastery ruins, and features including air conditioning, a full kitchen (fridge, freezer, microwave), and Wi-Fi.
Aqua Lodges At 47th Street - Caribbean
8.5 240 reviews

Aqua Lodges At 47th Street

house, Marathon
This two-bedroom, one-bathroom house rental, Aqua Lodges at 47th Street, is conveniently located in Marathon, Florida, approximately 3.6 miles from the Florida Keys Aquarium Encounters and within 4 miles of Captain Hook's Marina Dive Center and A Deep Blue Dive Center.
The 6-guest property features a fully equipped kitchen with a fridge and microwave, air conditioning, free Wi-Fi, a private patio, and access to a garden; enjoy nearby diving and explore the Florida Keys Aquarium Encounters.
2 Bedroom Villa Taina, Full A/c, Wifi, Sleeps 6 - Caribbean
9.4 114 reviews

2 Bedroom Villa Taina, Full A/c, Wifi, Sleeps 6

apartment
This two-bedroom Boquerón condo rental is located less than 2 miles from Balneario Boquerón beach and under 2 miles from Tunel Guaniquilla.
The unit features a fully equipped kitchen, air conditioning, a private terrace, and access to a swimming pool, tennis court, and BBQ grills; it comfortably sleeps a family or small group.
Modern Beach Villa 1150 - Caribbean
9.0 17 reviews

Modern Beach Villa 1150

house, Baie Nettle
This modern beach villa is located directly on Baie Nettle's beachfront, offering immediate access to Nettle Bay Beach, just a few steps away.
This 1080 sq ft villa accommodates up to 7 guests with 2 air-conditioned bedrooms, 2 bathrooms, a fully fitted kitchen, and a private swimming pool, plus free WiFi and parking.
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