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103 Holiday apartments & homes for a holiday with pool in the Caribbean

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Bani

Finca im Grünen

2 guests

25 m²

1 bedroom

Free cancellation

Finca in the countryside, Dominican Republic, 25m², for 2 people, 1 apartment with kitchen and bathroom. The property was built in 2014. Newly renovated in 2025. There is hot water.

Free cancellation

from 35 € per night / night

prices from 35€ per night

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Holetown

Villa Mango

5 guests

90 m²

3 bedrooms

2 bedrooms, 2 bathrooms, up to 5 people --- with pool! PC + DSL ...

from 185 € per night / night

4.9

prices from 186€ per night

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Willemstad

Cocobana 20

4 guests

70 m²

2 bedrooms

Free cancellation

Holiday home Cocobana 20 in Willemstad, 65 m², for 4 people, 2 rooms.

Free cancellation

from 111 € per night / night

prices from 112€ per night

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Luxushaus Privatstrand am Meer unverbaubarer Blick auf das Karibische Meer. Mehrere Apartments

Puerto Plata

Luxushaus Privatstrand am Meer unverbaubarer Blick auf das Karibische Meer. Mehrere Apartments

6 guests

120 m²

2 bedrooms

Free cancellation

Luxury house in Puerto Plata with private beach and sea view, 120 sqm, 2 rooms, max. 6 people.

Free cancellation

from 65 € per night / night

prices from 65€ per night

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Luxushaus in Puerto Plata Karibik, Dominikanische Republik

Puerto Plata

Luxushaus in Puerto Plata Karibik, Dominikanische Republik

8 guests

165 m²

2 bedrooms

Free cancellation

Luxury house in Puerto Plata Jacuzzi, Sauna, Infinity pool, 165 m², space for 8 people, 3 rooms. Secure garage. Incl. rental car Volvo C70 Convertible.

Free cancellation

from 50 € per night / night

prices from 51€ per night

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Willemstad

Kas Haddock

6 guests

150 m²

1 bedroom

Free cancellation

Welcome to Casa Haddock: super relaxed vacation home in a quiet, safe neighborhood with private pool, parking and garden in Willemstad, 150m², max 6 people.

Free cancellation

from 202 € per night / night

prices from 203€ per night

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Havanna

Holiday flat family holiday Havanna

2 guests

25 m²

1 bedroom

Free cancellation

from 224 € per night / night

prices from 224€ per night

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Holiday flat family holiday Santiago de Cuba

Santiago de Cuba

Holiday flat family holiday Santiago de Cuba

2 guests

16 m²

1 bedroom

Free cancellation

from 38 € per night / night

prices from 38€ per night

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Holiday flat family holiday Trinidad - Tobago

Trinidad - Tobago

Holiday flat family holiday Trinidad - Tobago

3 guests

15 m²

1 bedroom

Free cancellation

from 24 € per night / night

prices from 24€ per night

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Holiday flat family holiday Pinar del Rio

Pinar del Rio

Holiday flat family holiday Pinar del Rio

4 guests

20 m²

1 sleeping facility

Free cancellation

from 53 € per night / night

prices from 53€ per night

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Santiago de Cuba

Holiday flat family holiday Santiago de Cuba

2 guests

12 m²

1 bedroom

Free cancellation

from 38 € per night / night

prices from 38€ per night

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Cienfuegos

Holiday flat family holiday Cienfuegos

3 guests

20 m²

1 bedroom

Free cancellation

from 32 € per night / night

prices from 32€ per night

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Matanzas

Holiday flat family holiday Matanzas

5 guests

25 m²

2 bedrooms

Free cancellation

from 44 € per night / night

prices from 44€ per night

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Havanna

Holiday flat family holiday Havanna

2 guests

25 m²

1 bedroom

Free cancellation

from 465 € per night / night

prices from 465€ per night

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Trinidad - Tobago

Holiday flat family holiday Trinidad - Tobago

3 guests

15 m²

1 bedroom

Free cancellation

from 23 € per night / night

prices from 23€ per night

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Pinar del Rio

Holiday flat family holiday Pinar del Rio

4 guests

20 m²

1 sleeping facility

Free cancellation

from 53 € per night / night

prices from 53€ per night

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Havanna

Holiday flat family holiday Havanna

2 guests

25 m²

1 bedroom

Free cancellation

from 253 € per night / night

prices from 253€ per night

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Holguin

Holiday flat family holiday Holguin

2 guests

12 m²

1 sleeping facility

Free cancellation

from 30 € per night / night

prices from 30€ per night

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Cienfuegos

Holiday flat family holiday Cienfuegos

2 guests

15 m²

1 bedroom

Free cancellation

from 38 € per night / night

prices from 38€ per night

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Pinar del Rio

Holiday flat family holiday Pinar del Rio

4 guests

25 m²

1 sleeping facility

Free cancellation

from 36 € per night / night

prices from 36€ per night

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Trinidad - Tobago

Holiday flat family holiday Trinidad - Tobago

4 guests

15 m²

1 bedroom

Free cancellation

from 28 € per night / night

prices from 28€ per night

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Santiago de Cuba

Holiday flat family holiday Santiago de Cuba

2 guests

12 m²

1 bedroom

Free cancellation

from 38 € per night / night

prices from 38€ per night

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Baracoa

Holiday flat family holiday Baracoa

4 guests

30 m²

1 bedroom

Free cancellation

from 44 € per night / night

prices from 44€ per night

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Havanna

Holiday flat family holiday Havanna

2 guests

50 m²

1 sleeping facility

Free cancellation

from 99 € per night / night

prices from 99€ per night

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Havanna

Holiday flat family holiday Havanna

2 guests

20 m²

1 sleeping facility

Free cancellation

from 89 € per night / night

prices from 89€ per night

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Guest Reviews of Vacation Rentals in the Caribbean

These accommodations are rated the best by vacationers

57 Reviews

with Ø 4.4 5-star ratings

5.0

Verified guest from Tourist-paradise.com

Villa Mango

Holetown

View German

Fantastic accommodation that is second to none!

Dear holidaymakers,

We stayed in this beautiful accommodation for a month in 2023. Two adults with our teenage children. Unfortunately, I have repeatedly failed to leave a decent review here. I'll catch up on that now.

We all loved the location. We are familiar with Barbados and often spend several weeks on the island. We can say that the location and accommodation had the best price/performance ratio so far. The pool alone, the evening Holetown, and the beautiful beaches nearby are extremely impressive. The landlady was always available, the staff was friendly and always approachable. Air conditioning and everything necessary was available in the house.

from 186€ night

4.6

Villa Mango

Holetown

View German

like at home

this was a relaxed holiday, like at home, but in the caribbean. no battles for the buffet and the pool lounger, lots of peace and greenery.
the city is not far and there is our favourite beach bar.
we want to go again.

from 186€ night

5.0

Villa Mango

Holetown

View German

A home in the Caribbean

A beautiful and quiet accommodation with a great swimming pool and huge garden, including visiting monkeys and hummingbirds.
The quiet location in the cul-de-sac makes it ideal for relaxing and it is only a few steps to the sandy beach or the city
Ideal starting point to explore the island, whether by bus or car.

from 186€ night