Vacation Rentals in Caribbean

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Caribbean holiday rentals
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341848 Holiday rentals and Airbnb in Caribbean

Best family friendly Caribbean holiday rentals

Among the 341848 accommodations in Caribbean, here are the 4 best family friendly rentals

Imperial Paradise Naples - Caribbean
9.5 4 reviews
Caribbean
27/08 – 05/09
A$523/nighttotal: A$4707 (9 )

Imperial Paradise Naples

3 2
house , Bonita Springs
Imperial Paradise, a Bonita Springs holiday home, is situated 24 kilometres from Tin City and 11 kilometres from Silverspot Cinema, offering easy access to local attractions.
This recently renovated three-bedroom property boasts 204 square metres of living space, sleeping up to 11 guests and featuring a private terrace, garden, swimming pool, and all mod cons including free Wi-Fi and parking.
Beachfront Playa Turquesa, Stunning Pool View - Caribbean
10 66 reviews
Caribbean
17/08 – 23/08
A$207/nighttotal: A$1242 (6 )

Beachfront Playa Turquesa, Stunning Pool View

1 4
apartment , Punta Cana
This beachfront Playa Turquesa condo in Punta Cana offers direct access to the beach and is within easy reach of over 40 restaurants and other amenities.
The two-bedroom, two-bathroom apartment sleeps six, features a private terrace opening onto tropical gardens, a fully equipped kitchen, laundry facilities, and 100 Mbps WiFi.
Come Sail Away And Relax At Our Beautifully Remodeled 2br/2ba Condo On The Beach - Caribbean
9.7 75 reviews
Caribbean
17/08 – 23/08
A$284/nighttotal: A$1704 (6 )

Come Sail Away And Relax At Our Beautifully Remodeled 2br/2ba Condo On The Beach

2 6
apartment , Christiansted
This waterfront apartment is located in Christiansted, just 1.5 kilometres from Sugar Beach and Little Princess Estate, providing easy access to the town's attractions and beautiful beaches. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has two bedrooms and two bathrooms, offering 102 square metres of living space and accommodating up to six guests. Enjoy the convenience of a fully equipped kitchen, a private swimming pool, and a terrace with stunning views of the Caribbean Sea.
Blue Lizard House - Caribbean
9.9 161 reviews
Caribbean
05/07 – 12/07
A$149/nighttotal: A$1043 (7 )

Blue Lizard House

1 2
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 341848 accommodations in Caribbean, here are the 4 best rentals with a pool

Apartamento Mercedes - Caribbean
10 23 reviews
Caribbean
10/01 – 13/03
A$93/nighttotal: A$5766 (62 )

Apartamento Mercedes

1 2
apartment , Puerto Plata
This apartment is located in a quiet residential area, just a short drive from Lorilar Ranch and Playa Dorada beach. It has received excellent ratings for location, cleanliness and overall experience.
The apartment has one bathroom and comes with a kitchen equipped with a fridge and microwave. Guests can enjoy a private pool, an outdoor pool, a terrace, a garden and parking, as well as access to the internet and air conditioning.
Charming  Lovely View  Beach  Pool 1404a - Caribbean
9.7 359 reviews
Caribbean
21/12 – 31/12
A$156/nighttotal: A$1560 (10 )

Charming Lovely View Beach Pool 1404a

1 3
apartment , Cartagena
This Cartagena studio apartment boasts a prime location near Cartagena's iconic city sites and beaches, though precise distances aren't specified.
Sleeping up to three adults comfortably in a queen and two single beds (one pull-out), this self-contained flat offers a fully equipped kitchen, free Wi-Fi, a swimming pool, jacuzzi, gym, and sauna within the building, plus free parking (reservation required).
A World Apart Villa | The Perfect Getaway | Direct Access To Beach - Caribbean
9.4 149 reviews
Caribbean
27/08 – 05/09
A$491/nighttotal: A$4419 (9 )

A World Apart Villa | The Perfect Getaway | Direct Access To Beach

3 2
house , Humacao
This 3-bedroom villa is located in Palmas del Mar, just 0.5 kilometres from Palmas del Mar Beach and 2.5 kilometres from Palmas Del Mar Golf Club. The property has received excellent ratings for user experience, location, and cleanliness.
The villa comfortably sleeps 6 guests and comes equipped with 4 bathrooms, a fully fitted kitchen, and a spacious living area. Guests can enjoy the private swimming pool, barbecue facilities, and free Wi-Fi, as well as explore the nearby Humacao Nature Reserve and take advantage of the on-site parking.
Fully Furnished Condo With Direct Access To Beach - Caribbean
9.2 154 reviews
Caribbean
06/12 – 20/12
A$235/nighttotal: A$3290 (14 )

Fully Furnished Condo With Direct Access To Beach

1 5
apartment , Hollywood
This newly renovated holiday flat is situated in the Hollywood Beach district, offering direct beach access and is minutes from shopping, dining, entertainment, and cultural attractions such as Aventura Mall (8 kilometres) and Sawgrass Mills Mall (16 kilometres).
This 81 square metre apartment accommodates up to five guests, featuring a fully equipped kitchen, air conditioning, a swimming pool, a terrace, garden, and parking, with complimentary beach towels, chairs, and an umbrella provided.

Frequently asked questions about holiday rentals in Caribbean

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

    The Caribbean boasts a wealth of incredible sights. For stunning beaches, you can't miss Grace Bay in Turks and Caicos or Seven Mile Beach in Grand Cayman. History buffs should explore the historic forts in Santo Domingo, Dominican Republic, or the Nelson's Dockyard in Antigua. For breathtaking natural beauty, a visit to the Pitons in St Lucia or Dunn's River Falls in Jamaica is a must.
  • What are the best Airbnb and holiday rentals in Caribbean?

  • Are there unique natural phenomena in the Caribbean?

    Absolutely! The Caribbean is home to many unique natural wonders. The bioluminescent bays of Puerto Rico, where microorganisms create a magical glow in the water, are a truly unforgettable sight. Then there are the vibrant coral reefs teeming with marine life, perfect for snorkelling or diving. Many islands also boast unique geological formations, like the dramatic cliffs of Dominica.
  • What are the most popular Airbnbs in Caribbean?

  • What essentials should you bring along for the Caribbean?

    Pack light, breathable clothing, swimwear, sunscreen (high SPF is crucial!), a hat, sunglasses, insect repellent, and comfortable walking shoes. Don't forget a reusable water bottle to stay hydrated in the tropical climate. A waterproof bag is also handy for beach days and water activities.
  • 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 costumes. Trinidad and Tobago's Carnival is particularly famous. Other notable festivals include Crop Over in Barbados, and Junkanoo in the Bahamas. Dates vary each year, so checking specific event calendars closer to your travel dates is recommended.
  • 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 chosen island. A budget traveller might spend around £50-100 per day, while a more luxurious trip could easily exceed £300 per day. This includes accommodation, meals, local transport and some activities. Prices are generally higher on islands like St Barts and Anguilla.
  • 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 own culinary delights. In Jamaica, try jerk chicken or ackee and saltfish. In Cuba, savour ropa vieja or picadillo. Many islands offer fresh seafood dishes. Look for local restaurants away from the main tourist areas for authentic experiences. For example, The Beach House in Barbados is known for its seafood, while many smaller restaurants in the towns of Jamaica offer delicious jerk chicken.
  • What are some less-famous attractions in the Caribbean that are worth the visit?

    Consider exploring the rainforests of Dominica, known for their unique flora and fauna. The lesser-known islands of the Grenadines offer secluded beaches and tranquil waters. The Arecibo Observatory in Puerto Rico (currently undergoing repairs) is a fascinating site for astronomy enthusiasts. Exploring smaller towns and villages away from the main tourist hubs will reveal hidden gems and local life.
  • What are the best activities for engaging with locals and understanding their culture in the Caribbean?

    Visit local markets to experience the vibrant atmosphere and interact with vendors. Take a cooking class to learn about Caribbean cuisine and its ingredients. Attend local festivals and events to immerse yourself in the music and dance. Consider staying in a locally-owned guesthouse or small hotel for a more authentic experience.
  • What unique natural landscapes and terrain features can travellers explore in the Caribbean?

    The Caribbean offers a diverse range of landscapes. From white-sand beaches and turquoise waters to lush rainforests and volcanic mountains, there's something for everyone. Explore the dramatic cliffs of Nevis, the mangrove swamps of Cuba, or the unique rock formations of Antigua. Each island has its own distinct geological characteristics.
  • How many days are ideal for the Caribbean, and what are some itinerary suggestions?

    The ideal length of stay depends on your interests and budget. A week allows for a good exploration of one or two islands, while two weeks offers more flexibility to explore multiple destinations. A possible itinerary could include 3 days exploring Jamaica's beaches and culture followed by 4 days in exploring the historic sites and stunning scenery of Puerto Rico.

Best Caribbean holiday rentals with a balcony

1 Mi To Golf Sebring Condo With Pool Access! - Caribbean
9.9 23 reviews
Caribbean
17/08 – 23/08
A$305/nighttotal: A$1830 (6 )

1 Mi To Golf Sebring Condo With Pool Access!

2 4
apartment , Sebring
This Sebring condo is situated 1.6km from Sebring Golf Club, conveniently located within a 32km radius of Avon Square and the Avon Park Depot Museum.
The 107-square-metre apartment offers two bedrooms, two bathrooms, a fully equipped kitchen, private patio, garden views, free Wi-Fi, on-site parking, plus access to a shared pool, spa, fitness centre, and tennis court.
Hermoso Apartamento, 3 Habitaciones Espaciosas, 2 Aires Acondicionados - Caribbean
9.7 26 reviews
Caribbean
20/08 – 24/08
A$86/nighttotal: A$344 (4 )

Hermoso Apartamento, 3 Habitaciones Espaciosas, 2 Aires Acondicionados

3 3
apartment , Santiago de los Caballeros
This Santiago de los Caballeros apartment is conveniently located a short distance from the Leon Centre, within 6.4km of the Monumento a los Héroes de la Restauración, Santiago Apostol Cathedral, and Kaskada Park.
The 105 square metre, three-bedroom property sleeps up to six guests and boasts a fully equipped kitchen, two bathrooms, air conditioning, free Wi-Fi, private parking, and a terrace; a nearby supermarket provides easy access to groceries.
Oleander Staycation                     . - Caribbean
9.9 111 reviews
Caribbean
21/12 – 31/12
A$135/nighttotal: A$1350 (10 )

Oleander Staycation .

1 3
apartment , Sandy Bay
This Sandy Bay holiday home is a five-minute walk from Tryall Golf Club and Jamaica's beaches, and within 20km of Fairview Shopping Centre and the Rocklands Bird Sanctuary.
The property offers one bedroom sleeping four guests, two bathrooms, a fully equipped kitchen including a fridge and microwave, free Wi-Fi, a Smart TV, in-house laundry facilities, and beach towels; parking is also available.
Modern Bedroom In Great Condo! Beach Pass Incl! - Caribbean
9.3 195 reviews
Caribbean
06/01 – 20/01
A$432/nighttotal: A$6048 (14 )

Modern Bedroom In Great Condo! Beach Pass Incl!

1 2
house , Boynton Beach
This modern one-bedroom apartment is located in Boynton Beach, just 1.8 kilometres from both Ocean Ridge Hammock Park Beach and Oceanfront Park - Boynton Beach Municipal, offering easy access to the beautiful Florida coastline. The property has received excellent ratings for user experience, location, and cleanliness.
The apartment is 66 square metres in size and can comfortably accommodate two guests. It features a private pool, modern amenities like air conditioning, free Wi-Fi, and a fully equipped kitchen, as well as free parking and a beach pass for convenient access to the nearby beaches.

Best Caribbean holiday rentals with parking

Sea-renity - Caribbean
9.0 87 reviews
Caribbean
06/07 – 13/07
A$290/nighttotal: A$2030 (7 )

Sea-renity

2 3
apartment , Philipsburg
Sea-Renity apartments in Philipsburg offer stunning mountain and sea views, a short 0.9-mile walk from Dawn Beach and 9 kilometres from Grand Case–Espérance Airport.
These family-friendly flats, each including a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and access to a pool, spa and garden, provide comfortable accommodation for your Philipsburg stay.
Crescent Beach 251 - Caribbean
9.5 96 reviews
Caribbean
10/01 – 13/03
A$365/nighttotal: A$22630 (62 )

Crescent Beach 251

1 2
apartment , Humacao
Crescent Beach 251 is a one-bedroom apartment located in Humacao, just a short 58km drive from Luis Muñoz Marín International Airport and a stone's throw from the tranquil Secret Beach. This property has received very good user and cleanliness ratings, with an excellent location rating.
The apartment features a separate bedroom and bathroom, perfect for couples or small families. Guests can enjoy free Wi-Fi, private parking, a swimming pool, and a comfortable living room, making it an ideal base for exploring the local area.
Bahía Serena - 2 Bedroom With Direct Beach Access And Pool - Caribbean
9.3 128 reviews
Caribbean
28/12 – 09/01
A$511/nighttotal: A$6132 (12 )

Bahía Serena - 2 Bedroom With Direct Beach Access And Pool

2 3
apartment , Cabo Rojo
This two-bedroom apartment is situated in Cabo Rojo, conveniently located within a 5km radius of Club Deportivo Del Oeste, La Playita, and Isla de Ratones, and within 10km of Playa Azul and Playa Punta Arenas. The property has received excellent ratings for location, cleanliness, and user experience.
The apartment can accommodate up to four guests and features a fully equipped kitchen, a private balcony, a washing machine, and a swimming pool. You can also enjoy the surrounding garden, parking, and internet access.
Avanti Vacation Rental - Caribbean
8.7 71 reviews
Caribbean
08/07 – 20/07
A$593/nighttotal: A$7116 (12 )

Avanti Vacation Rental

1 8
house , Naples Park
This Naples Park holiday home is located just 8.8 kilometres from Fifth Avenue South and Tin City, offering easy access to the area's shops and attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
The three-bedroom house spans 144 square metres and features a private pool, full kitchen, and access to a range of amenities including a spa, fitness centre, tennis court, and restaurant. Guests can enjoy grocery deliveries, free Wi-Fi, and the option of heating the pool during the cooler months.
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