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

Club Wyndham Palm-aire - Caribbean
9.0 4133 reviews
Caribbean
13/12 – 17/12
£167/nighttotal: Â£668 (4 )

Club Wyndham Palm-aire

2 2
resort , Pompano Beach
The Club Wyndham Palm-Aire is a 4-star hotel located in Pompano Beach, just across the street from the Isle Casino and Racetrack and a 15-minute drive from Fort Lauderdale. It consistently receives very good user ratings, with excellent marks for location and cleanliness.
The apartments feature flat-screen TVs, kitchens, living areas, balconies, and some even have spa bathtubs and two bathrooms. Guests can enjoy a range of amenities including three swimming pools, a spa, tennis courts, and discounted rates for golf at the Palm-Aire Country Club.
Apto En Sai A Metros De La Playa - Dash Vacaciones - Caribbean
9.0 125 reviews
Caribbean
10/08 – 17/08
£102/nighttotal: Â£714 (7 )

Apto En Sai A Metros De La Playa - Dash Vacaciones

2 4
apartment , San Andrés
This apartment is located in San Andrés, just a short walk from Spratt Bight Beach and a few minutes from Los Almendros Beach, offering easy access to the island's beautiful coastline. The apartment has received excellent user ratings for its location, cleanliness and overall experience.
This spacious holiday home sleeps up to six guests and features three bedrooms, a living room, and a fully equipped kitchen. The apartment has air conditioning, a terrace, a garden, and a dishwasher, as well as a range of other amenities and features to make your stay as comfortable and enjoyable as possible.
125.00 Night! Construction Sale! Now Thru Sept! Beautiful Jupiter Bay 2bed 2bath - Caribbean
9.8 86 reviews
Caribbean
09/08 – 16/08
£139/nighttotal: Â£973 (7 )

125.00 Night! Construction Sale! Now Thru Sept! Beautiful Jupiter Bay 2bed 2bath

2 2
apartment , Jupiter
This smoke-free apartment is located in Jupiter Bay, within a mile of both Maltz Jupiter Theatre and Jupiter Beach, offering easy access to cultural attractions and the stunning coastline. The apartment receives excellent ratings for location, cleanliness, and overall experience.
This two-bedroom, two-bathroom apartment spans 107 square metres and comfortably accommodates up to six guests. The apartment offers a range of amenities, including a private spa tub, an outdoor pool, a garden, free Wi-Fi, a patio, and a fully equipped kitchen.
Charmant Appartement Avec Terrasse En Bord De Mer - Caribbean
10 26 reviews
Caribbean
05/07 – 12/07
£54/nighttotal: Â£378 (7 )

Charmant Appartement Avec Terrasse En Bord De Mer

1 2
apartment , Parroquia Antolín del Campo
This apartment is situated in Cimarrón, Antolin del Campo, on Isla Margarita, offering direct access to Playa Parguito, a prominent Caribbean beach, and is conveniently located for island exploration.
This family-friendly flat accommodates up to four guests with one bedroom and a sofa bed, featuring air conditioning, Wi-Fi, Netflix, and access to three communal swimming pools, expansive gardens, a tennis court, and on-site restaurant services.

Best Caribbean holiday rentals with a pool

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

Luxurious Cabin Retreat In Las Jarabacoa With Private Pool, El Reloj Se Detuvo - Caribbean
Caribbean
27/06 – 04/07
£346/nighttotal: Â£2422 (7 )

Luxurious Cabin Retreat In Las Jarabacoa With Private Pool, El Reloj Se Detuvo

5 2
cabin , Las Guázaras
This spacious five-bedroom, five-bathroom lodge, suitable for up to sixteen guests, is located in the tranquil Las Guázaras, Dominican Republic, offering convenient access to hiking trails and waterfalls.
This wheelchair-accessible property boasts 500 square meters of living space, featuring a fully equipped kitchen, air conditioning, a private swimming pool, and a garden with outdoor seating, ensuring a comfortable stay for families and pets.
Bhserene Penthouse Oasis. Beach Steps Away, Pool, & Tranquility - Caribbean
9.8 81 reviews
Caribbean
08/07 – 20/07
£227/nighttotal: Â£2724 (12 )

Bhserene Penthouse Oasis. Beach Steps Away, Pool, & Tranquility

3 8
apartment , Humacao
This apartment is situated just 0.3 kilometres from Palmas del Mar Beach and 2.7 kilometres from Palmas Del Mar Golf Club, offering easy access to both attractions. The property has received excellent ratings for location, cleanliness and user experience.
The three-bedroom apartment spans 175 square metres and comfortably accommodates up to eight guests. Amenities include a private pool, tennis courts, air conditioning, a fully equipped kitchen, free Wi-Fi, and a garden.
Apartamento Carey - Caribbean
9.8 161 reviews
Caribbean
21/12 – 31/12
£81/nighttotal: Â£810 (10 )

Apartamento Carey

1 3
apartment , Cabrera
This Cabrera apartment, situated 69km from Samaná El Catey International Airport, offers easy access to local sightseeing tours.
The self-catering flat features a bedroom, bathroom, and private terrace with mountain and sea views; it includes a swimming pool, jacuzzi, and parking, sleeping up to two guests and boasting excellent user reviews.
Modern And Elegant Apartment!! With Pool!! Downtown!! - Caribbean
9.7 165 reviews
Caribbean
26/06 – 29/06
£89/nighttotal: Â£267 (3 )

Modern And Elegant Apartment!! With Pool!! Downtown!!

1 1
apartment , Santo Domingo
This Santo Domingo apartment boasts a prime Downtown location, a short 3.4 km walk from Acropolis Center and Blue Mall, and within easy reach of the Malecon.
The one-bedroom, two-bathroom flat sleeps three guests and features free Wi-Fi, a fully equipped kitchen including oven and microwave, a washing machine, and access to a swimming pool, gym, sauna, and parking.

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

Paseo Del Mar B3a_200mbps_pool_walk To Beach & Dining! - Caribbean
9.1 73 reviews
Caribbean
28/12 – 09/01
£117/nighttotal: Â£1404 (12 )

Paseo Del Mar B3a_200mbps_pool_walk To Beach & Dining!

1 3
apartment , Bavaro-Punta Cana
This apartment is located in Bávaro, a short walk from both Cortecito and Los Corales Beaches, and within 3km of Cocotal Golf and Country Club and Casino Avalon Princess. It has received very good user ratings, and excellent location and cleanliness ratings.
This two-bedroom property includes a sofa bed and a fully equipped kitchen with a fridge, oven, stovetop, and microwave. Guests can enjoy a range of amenities including a swimming pool, tennis court, garden, and free Wi-Fi.
Beautiful Apartment- Just Across The Beach! - Caribbean
9.1 119 reviews
Caribbean
20/11 – 30/11
£129/nighttotal: Â£1290 (10 )

Beautiful Apartment- Just Across The Beach!

1 4
apartment , Sunny Isles Beach
This one-bedroom apartment is situated directly on Sunny Isles Beach, just 0.5km from Aventura Mall, offering a prime location with easy access to both the beach and shopping. The property enjoys excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment is ideal for a family or group of up to four people and comes equipped with a range of amenities including a fully-equipped kitchen, air conditioning, a swimming pool, a fitness centre, and a terrace. Guests can enjoy a relaxing stay with access to free Wi-Fi, a private parking space, and a secure building with 24-hour security.
Villa Cazou, Sea View, Private Pool, Wifi 100mbps - Caribbean
9.5 31 reviews
Caribbean
03/08 – 09/08
£300/nighttotal: Â£1800 (6 )

Villa Cazou, Sea View, Private Pool, Wifi 100mbps

3 1
house , Oyster Pond
Villa Cazou, in Oyster Pond, is a 13-minute walk from Coralita Beach and 2.3 km from Dawn Beach.
This three-bedroom house offers free high-speed Wi-Fi (100Mbps), a private pool, a fully equipped kitchen, and parking; perfect for families or groups of friends enjoying the Oyster Pond area.
Peaceful Lehigh Acres Home With Grill And Lanai! - Caribbean
9.2 39 reviews
Caribbean
28/12 – 09/01
£209/nighttotal: Â£2508 (12 )

Peaceful Lehigh Acres Home With Grill And Lanai!

4 3
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.

Best Caribbean holiday rentals with parking

Oreanda - Casita Verde - Best Of Vieques At A Great Price - Caribbean
9.8 632 reviews
Caribbean
03/08 – 09/08
£147/nighttotal: Â£882 (6 )

Oreanda - Casita Verde - Best Of Vieques At A Great Price

1 1
house , Vieques
This charming villa is situated in Esperanza, Vieques, just 2km from Black Sand Beach and Coconut Beach and 3km from the Esperanza Malecon and Museo de Esperanza, offering easy access to the island's most popular attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
This comfortable holiday home features a well-equipped kitchen, a relaxing garden, and a private terrace. Guests can enjoy the convenience of air conditioning, a swimming pool, and free Wi-Fi, as well as the option of concierge services to arrange activities and tours.
Island Time Villa | Steps From The Beach - Caribbean
9.3 111 reviews
Caribbean
03/08 – 09/08
£184/nighttotal: Â£1104 (6 )

Island Time Villa | Steps From The Beach

3 1
house , Palmas del Mar
This golf villa is located in Humacao, just 0.5km from Palmas del Mar Beach and 2.5km from Palmas Del Mar Golf Club, offering a peaceful retreat within the gated community of Palmas del Mar. The property has received excellent ratings for its location, cleanliness and user experience.
The villa offers 3 bedrooms and 4 bathrooms, comfortably accommodating up to 6 guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, parking, and a barbecue grill, providing everything you need for a relaxing and enjoyable stay.
Sea-renity - Caribbean
9.0 87 reviews
Caribbean
05/07 – 12/07
£147/nighttotal: Â£1029 (7 )

Sea-renity

2 2
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.
2 Bedroom Beachfront As Seen On Hgtv!!! Ground Floor - Caribbean
9.8 76 reviews
Caribbean
17/08 – 23/08
£152/nighttotal: Â£912 (6 )

2 Bedroom Beachfront As Seen On Hgtv!!! Ground Floor

2 4
apartment , Freeport
This Coral Beach ground-floor apartment, part of a secure condominium complex, offers direct beach access.
The 74 square metre condo features two bedrooms, one bathroom, sleeps four, and includes a swimming pool, garden, spa, parking, and modern amenities.
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