Holiday Rentals in Caribbean

341848 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Caribbean holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Amazing 2 Bedroom Beach Apartment For 6 (1 Of 2) - Caribbean
9.6 195 reviews
Caribbean
20/11 – 30/11
90 €/nighttotal: 900 € (10 )

Amazing 2 Bedroom Beach Apartment For 6 (1 Of 2)

2 2
apartment , Juan Dolio
This two-bedroom, two-bathroom apartment in Villas Del Mar, Juan Dolio, is located less than 0.6 km from Marbella Beach and 5.8 km from Los Marlins Golf Course.
The 6-guest property boasts a private fenced yard, free Wi-Fi, a fully equipped kitchen, and access to an on-site swimming pool, fitness centre, and games room.
Costambar - Caribbean
8.3 1219 reviews
Caribbean
09/11 – 16/11
43 €/nighttotal: 301 € (7 )

Costambar

1 2
apartment , San Felipe de Puerto Plata
This apartment is situated in the Costambar district of San Felipe de Puerto Plata, just a short walk from the beautiful Playa Costambar beach and a short drive from the San Felipe Fort and Playa Dorada Golf Club. The property has received very good ratings for user experience, location, and cleanliness.
The accommodation features a seating area to relax in and a small kitchenette for preparing light meals. Guests can enjoy a refreshing swim in the outdoor pool, relax on the shared terrace or in the garden, or play tennis on the court.
Los Corales Beach Villa · Community Pool · Steps To The Beach · Bávaro - Caribbean
9.7 183 reviews
Caribbean
30/11 – 31/12
199 €/nighttotal: 6169 € (31 )

Los Corales Beach Villa · Community Pool · Steps To The Beach · Bávaro

2 2
house , Punta Cana
This two-bedroom apartment is just a two-minute walk from the beach in Punta Cana, close to restaurants, bars, and supermarkets. It has excellent user, location, and cleanliness ratings.
The apartment has a large living and dining area and is well-furnished. It offers a range of amenities including a private patio, terrace, BBQ area, air conditioning, cable TV, Wi-Fi, secure parking, and 24/7 security.
Ksl Residence - Caribbean
9.6 775 reviews
Caribbean
12/10 – 18/10
49 €/nighttotal: 294 € (6 )

Ksl Residence

2 2
apartment , Boca Chica
The KSL Residence apartment complex is a 4-minute walk from Boca Chica Beach, putting you right in the heart of this popular seaside destination. This accommodation has consistently received excellent ratings for location, cleanliness, and overall experience.
The apartments feature a fully equipped kitchen, a private balcony with sea views, and modern amenities like air conditioning and free Wi-Fi. Enjoy a range of facilities including a swimming pool, Jacuzzi, fitness centre, and even a garden, making it a perfect choice for a relaxing and enjoyable stay.

Best Caribbean holiday rentals with a pool

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

Acogedora Casa Rural En Plena Naturaleza Frente Al Río Con Piscina Bonao - Caribbean
9.7 131 reviews
Caribbean
28/12 – 09/01
291 €/nighttotal: 3492 € (12 )

Acogedora Casa Rural En Plena Naturaleza Frente Al Río Con Piscina Bonao

5 3
house , Bonao
This five-bedroom house in Bonao, Dominican Republic, boasts a stunning natural setting beside a river, 35km from La Vega's Olympic Stadium and 61km from Cibao International Airport.
This 360-square-metre property offers a private pool, terrace, garden, free Wi-Fi, parking, and a fully equipped kitchen, comfortably accommodating families or groups.
Villa Ukarimu - Caribbean
9.0 17 reviews
Caribbean
27/08 – 05/09
117 €/nighttotal: 1053 € (9 )

Villa Ukarimu

2 2
house , Cul de Sac
Villa Ukarimu is situated near Orient Bay, Saint Martin, a 0.6km walk from Orient Bay Beach and 1.9km from Grand Case-Espérance Airport.
This 60 square metre property, sleeping up to eight guests in two bedrooms and one bathroom, boasts a private pool, garden, terrace, free Wi-Fi, and a fully equipped kitchen including a dishwasher and microwave.
Beachfront Condo Beautiful Flat - Caribbean
9.5 12 reviews
Caribbean
20/11 – 30/11
64 €/nighttotal: 640 € (10 )

Beachfront Condo Beautiful Flat

2 2
apartment , Santa Marta
This beachfront apartment in El Rodadero, Santa Marta, is steps from El Rodadero Beach and within 2km of Salguero Beach and 3km of Playa Blanca.
The 70 square metre property features two bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, air conditioning, free Wi-Fi, parking, and a swimming pool; it comfortably sleeps a family or group of friends.
Las Terrenas 2-bedroom Ocean View Luxury Condo - Caribbean
10 81 reviews
Caribbean
20/11 – 30/11
99 €/nighttotal: 990 € (10 )

Las Terrenas 2-bedroom Ocean View Luxury Condo

1 4
apartment , Las Terrenas
This luxurious two-bedroom apartment near Playa Bonita in Las Terrenas offers breathtaking ocean and mountain views and complimentary transport to the beach.
The 2-bathroom property sleeps six, boasting a fully equipped kitchen, private balcony, in-unit laundry, and secure gated parking within a community with a swimming pool and garden.

Frequently asked questions about holiday rentals in Caribbean

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

    The Caribbean boasts a wealth of stunning sights. For breathtaking beaches, you can't miss Grace Bay in Providenciales, 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 a taste of unique architecture, wander through the colourful streets of Willemstad, Curaçao, or Havana, Cuba.
  • 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, like Mosquito Bay in Vieques, Puerto Rico, where the water glows at night. You'll also find stunning coral reefs teeming with marine life, perfect for snorkelling or diving. The Pitons, volcanic spires on the island of St Lucia, are another incredible natural wonder.
  • 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!), insect repellent, a hat, sunglasses, and comfortable walking shoes. Don't forget a reusable water bottle to stay hydrated. Depending on your activities, you might also need a waterproof bag, snorkeling gear, and a raincoat for the occasional shower.
  • 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 renowned. Other notable events include the Crop Over Festival in Barbados and Junkanoo in the Bahamas. Dates vary yearly, so it's best to check specific dates closer to your travel time.
  • 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-conscious traveller might spend around £50-£100 per day, while a more luxurious trip could easily cost £200-£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 or ackee and saltfish. In Cuba, savour ropa vieja or paladares (private restaurants). In Barbados, flying fish is a must-try. Many islands feature fresh seafood, tropical fruits, and rice and beans variations. Look for local eateries and restaurants recommended by locals for an authentic experience.
  • What are some less-famous attractions in the Caribbean that are worth the visit?

    Consider exploring the El Yunque National Forest in Puerto Rico, a lush rainforest with waterfalls and hiking trails. The underwater museum in Grenada offers a unique diving experience. The secluded beaches of Culebra, Puerto Rico, provide a tranquil escape.
  • 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 cultural significance. Attend a local festival or event to immerse yourself in the music, dance, and traditions of the island. Consider staying in a guesthouse or smaller hotel for a more personalised experience.
  • What unique natural landscapes and terrain features can travellers explore in the Caribbean?

    The Caribbean offers diverse landscapes. From the white-sand beaches and turquoise waters to lush rainforests, volcanic mountains (like the Pitons in St Lucia), and dramatic cliffs, the variety is immense. Exploring caves, like those found in Barbados and Cuba, offers a different perspective.
  • How many days are ideal for the Caribbean, and what are some itinerary suggestions?

    A week is a good starting point to explore one or two islands, allowing for relaxation and some exploration. A two-week trip lets you experience more islands and activities. A possible itinerary could include three days in Jamaica exploring beaches and waterfalls, followed by four days in Cuba exploring Havana and its surroundings.

Best Caribbean holiday rentals with a balcony

Caribbean Sea View Apt.on 19 Level, A Serene Stay - Caribbean
9.8 332 reviews
Caribbean
17/08 – 23/08
123 €/nighttotal: 738 € (6 )

Caribbean Sea View Apt.on 19 Level, A Serene Stay

2 4
apartment , Guayacanes
This beachfront apartment is situated in the Juan Dolio-El Pueblo district, 1.8 km from Guayacanes Beach and 2.8 km from Los Marlins Golf Course.
The self-catering flat boasts a fully equipped kitchen, private balcony, in-unit laundry, and access to a swimming pool, sauna, fitness centre, and tennis court; free Wi-Fi is also provided.
1br Apartment · Community Pool · 2 Min To Los Corales Beach - Caribbean
9.7 131 reviews
Caribbean
01/07 – 08/07
101 €/nighttotal: 707 € (7 )

1br Apartment · Community Pool · 2 Min To Los Corales Beach

1 2
apartment , Punta Cana
This Punta Cana apartment is situated in a peaceful, tree-lined complex just 0.15km from the beach and within easy walking distance of local supermarkets, restaurants, and bars.
The ground-floor villa, sleeping two guests in one bedroom and one bathroom, boasts a terrace, garden access, swimming pool, spa, parking, and includes all linens, towels, and mosquito repellent; electricity is also included.
Tropical Ocean Sai - Caribbean
9.1 55 reviews
Caribbean
01/11 – 15/11
134 €/nighttotal: 1876 € (14 )

Tropical Ocean Sai

2 6
apartment , San Andrés
TROPICAL OCEAN SAI apartment is situated in San Andrés, close to North End, a short distance from Spratt Bight and Los Almendros beaches, and only 1.9 kilometres from Gustavo Rojas Pinilla International Airport.
This 100 square metre self-catering flat offers two bedrooms, two bathrooms, a fully equipped kitchen with dishwasher and microwave, air conditioning, a balcony, and a flat-screen TV, comfortably sleeping families or small groups.
Apartamento 3 Dormitorios A Solo 1 Calle Del Mar ツ - Caribbean
9.0 72 reviews
Caribbean
17/09 – 21/09
72 €/nighttotal: 288 € (4 )

Apartamento 3 Dormitorios A Solo 1 Calle Del Mar ツ

3 2
apartment , Puerto de Gaira
This apartment is situated in the Rodadero district, just a stone's throw from El Rodadero Beach and a short walk from Salguero Beach, offering a prime beachfront location with easy access to the vibrant atmosphere of the area. It has received excellent user and location ratings and a very good cleanliness rating.
The apartment offers three bedrooms and is a spacious 110 square metres, ideal for families or groups of friends. It includes a fully equipped kitchen, air conditioning, free Wi-Fi, a terrace, a garden, a spa, parking, and is pet and family friendly, making it a perfect choice for a comfortable and enjoyable stay.

Best Caribbean holiday rentals with parking

Luxury And The Beach - Caribbean
9.9 100 reviews
Caribbean
01/11 – 15/11
401 €/nighttotal: 5614 € (14 )

Luxury And The Beach

3 6
house , Naples Park
This beachfront villa in Naples Park boasts stunning ocean views, a short 2.9km walk from Vanderbilt Beach and 14.8km from Tin City.
The 177 square metre property sleeps six across three bedrooms and two bathrooms, offering a private pool, tennis court, and fully equipped kitchen alongside on-site casino access and water sports facilities.
Very Private Downtown Sosua Apartment  Large Pool  Weekly Maid - Caribbean
9.7 53 reviews
Caribbean
01/07 – 08/07
58 €/nighttotal: 406 € (7 )

Very Private Downtown Sosua Apartment Large Pool Weekly Maid

1 2
apartment , Sosùa
This apartment is conveniently located in Sosúa, just a 15-minute walk from both Sosúa Jewish Museum and Sosúa Beach, offering easy access to the town's attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment spans 65 square metres and comfortably accommodates two guests in one bedroom. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and concierge services, ensuring a comfortable and enjoyable stay.
Cozy Designer Condo Across From The Beach. Wifi, Parking, Tennis And More! - Caribbean
9.5 106 reviews
Caribbean
20/08 – 24/08
206 €/nighttotal: 824 € (4 )

Cozy Designer Condo Across From The Beach. Wifi, Parking, Tennis And More!

1 3
apartment , Sunny Isles Beach
This apartment is situated just a short walk from Sunny Isles Beach, offering easy access to the beautiful sands and crystal-clear waters. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is a one-bedroom property, comfortably accommodating up to four guests, and spanning 93 square metres. The apartment comes with a range of amenities, including a fully equipped kitchen, a swimming pool, a fitness centre, and a tennis court, ensuring a comfortable and enjoyable stay.
Luxury 5 Villa Heated Pool Near Beach & Casino - Caribbean
10 77 reviews
Caribbean
27/08 – 05/09
398 €/nighttotal: 3582 € (9 )

Luxury 5 Villa Heated Pool Near Beach & Casino

5 2
house , Dania Beach
This Dania Beach villa, situated minutes from Dania Beach, Hollywood Beach & Boardwalk, and the Dania Beach Casino, offers a convenient location for exploring South Florida.
The 215 square metre (2300 sq ft) property boasts five bedrooms, three bathrooms, a private heated pool (30 x 15 feet), and accommodates up to ten guests, making it ideal for large families or groups.
©2026 cozycozy.com