Search guest houses in Caribbean Islands

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Featured guest house destinations

Destination inspiration for your trip – find a guest house

Montego Bay

36 guest houses

Santo Domingo

28 guest houses

Port Antonio

16 guest houses

San Juan

16 guest houses

Punta Cana

15 guest houses

Negril

13 guest houses

Ocho Rios

12 guest houses

Willemstad

10 guest houses

Falmouth

9 guest houses

Vieques

9 guest houses

Roseau

8 guest houses

Sainte-Anne

8 guest houses

Christ Church

8 guest houses

Treasure Beach

7 guest houses

Portmore

7 guest houses

Kingston

7 guest houses

The best guest houses in Caribbean Islands

Check out our pick of great guest houses in Caribbean Islands

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Tus Recuerdos

Colonial Zone, Santo Domingo

Well located in the centre of Santo Domingo, Tus Recuerdos offers a terrace, air conditioning, free WiFi and flat-screen TV. With city views, this accommodation provides a balcony.

M
Matt
From
Canada
We loved our stay here. The place isn't fancy but its quite charming and fantastic value. The owners don't speak English but are very friendly. The pictures are accurate, the bed is comfortable, and the location is excellent in Ciudad Colonial just around the corner from the main pedestrian street. We also appreciated the shared kitchen and balcony to make meals there. Highly recommended.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 246 reviews
Price from
US$24.65
1 night, 2 adults

Red Flamboyan Guesthouse and Restaurant

Rincon

Set in Rincon and only 500 metres from Sandy Beach, Red Flamboyan Guesthouse and Restaurant offers accommodation with sea views, free WiFi and free private parking.

P
Pouchert
From
United States
Amazing location. Restaurant on-site. Seems like the guesthouse is newly renovated with an awesome rooftop. Great value, price vs quality.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 129 reviews
Price from
US$230
1 night, 2 adults

ElDorado Guesthouse & Car Rental

Roseau

ElDorado Guesthouse & Car Rental features rooms in Roseau. The property has pool and city views.

E
Eve
From
Anguilla
The view and it was really good.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 245 reviews
Price from
US$320
1 night, 2 adults

Casa Mano Juan

Mano Juan

Set in Mano Juan, Casa Mano Juan provides accommodation with seating area. This guest house offers air-conditioned accommodation with a terrace. All rooms have a patio with quiet street views.

S
Sid Ahmed
From
France
Great place with all the comfort to spend a good time. I definitely recommend. Very welcoming staff. Maria & Carlos who were a great host and did everything they could to make out stay memorable.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 188 reviews
Price from
US$79
1 night, 2 adults

El Conde De Atrini

Colonial Zone, Santo Domingo

Set in Santo Domingo, 300 metres from Montesinos and 4.3 km from the centre, El Conde De Atrini offers air-conditioned accommodation with free WiFi, and a garden.

C
Charlie
From
Canada
Great hospitality, clean and comfortable rooms. My pet was welcomed without questions or extra charge. Walking distance from everything. The stay was fantastic.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 387 reviews
Price from
US$50
1 night, 2 adults

casa maria

La Romana

Offering a garden and quiet street view, casa maria is set in La Romana, 8.1 km from Teeth of the Dog and 12 km from Dye Fore.

E
Elisha
From
United Kingdom
the property was clean throughout
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 192 reviews
Price from
US$35.10
1 night, 2 adults

Akunamatata Guest House Grand Case

Grand Case

Boasting a shared lounge, Akunamatata Guest House Grand Case is situated in Grand Case, 200 metres from Grand Case Beach.

M
Michael
From
United Kingdom
Nice host, very clean room, great value
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 139 reviews
Price from
US$60.58
1 night, 2 adults

VILLA DIAMANTILLES - MAISON D'HOTES

Le Diamant

Set in Le Diamant, within 700 metres of Grande Anse du Diamant Beach, VILLA DIAMANTILLES - MAISON D'HOTES offers accommodation with air conditioning.

D
Dorothy
From
United States
Everything was exceptional. Amazing views, really nice room and pool. Our host was lovely, very welcoming. Breakfast was delicious, so was a dinner that the host prepared. Easy walk to beach and close to shops, restaurants, hiking trail up Morne Larcher. Loved the area. A beautiful part of Martinique. Highly recommended!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 103 reviews
Price from
US$220.30
1 night, 2 adults

Hostal Mi Rincón

Colonial Zone, Santo Domingo

Set in the centre of Santo Domingo, just 600 metres from Montesinos and less than 1 km from Puerto Santo Domingo, Hostal Mi Rincón offers accommodation with quiet street views and free WiFi.

M
Michael
From
Thailand
Quiet and comfortable. Excellent location, in the middle of the historical town. Very friendly management.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 436 reviews
Price from
US$49.73
1 night, 2 adults

Prince Valley Guesthouse

Irish Town

Located in Irish Town, Prince Valley Guesthouse features accommodation with seating area. This property offers access to a terrace, free private parking and free WiFi.

J
Jarmo
From
Finland
I just liked everything so much here! My stay in a treehouse was memorable, they cook delicious meals, breakfasts and dinners. There is no need to go out for eat. Friendly atmosphere overall. I did a lot of hiking and walking in the area. There are nice places to go, up to Holywell park and down to coffee estate, the church and roadside cafeterias. Also one beautiful trail takes to Gordon town by river and waterfalls and it is easy to get a transport from there.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 194 reviews
Price from
US$48
1 night, 2 adults
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Scored out of 10, guest rating 9.6
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Scored out of 10, guest rating 7.9
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Scored out of 10, guest rating 8.1
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Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 246 reviews

FAQs about guest houses in Caribbean Islands

Guest houses that guests love in Caribbean Islands

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Avg. price/night: US$50.20
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 124 reviews
The guest house is in a quiet location, close to the town. The host, Shirley is nice and friendly. All rooms have air-conditioning.
Guest review by
Alexis
Family with young children
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 92 reviews
This bed and breakfast was amazing. The place was clean, and confortable. John is a great host!!! The breakfast was very good too. We never been in this area of Rincón, an we like it very much. It was our favorite place now.
Guest review by
Rodríguez
Young couple
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 178 reviews
Very clean and safe. You can walk at night to the guest house and be safe. Lots of good local restaurants and popular bars. Very good location, quiet and peaceful at night. Hosts very welcoming and accommodating. There are a convenient store walking distance from the property and I had no problem with transportation with TTRideshare (Local Uber). I willl stay there again should I visit Port of Spain again.
Guest review by
Hoffman
Solo traveller
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 129 reviews
Martin and Dianna were great hosts who made sure we felt welcomed. They also recommended sites and restaurants we might want to go to which was very helpful. The beach house was well decorated, cozy and quiet. We would definitely stay there again.
Guest review by
Shelly
Young couple
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 119 reviews
Quiet, peaceful location. Beautiful, spacial room with a fridge, coffee machine and a table with chairs. Swimming pool too. Free parking. It was a 3 minute drive to the centre of La Parguera where all the restaurants are at. Also, Isabela was a star - she was always communicating with us and giving us clear instructions of what to do and how to check-in. Everything was contact-free but we really felt welcomed by Isabela. She was a great host!
Guest review by
Chloe
People with friends
Avg. price/night: US$59
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 387 reviews
The hosts were very nice, very helpful and accomodating, nice to talk to. We recommend. The hotel is in the colonial neighbourhood so very central and close to the sea, restaurants, shops, musea. The room was quiet and on the roof there was a nice place to sit and a jacuzzi to enjoy. We could park our car just across the entrance in the street in a safe area. The breakfast was with fresh fruits and products so very tasty.
Guest review by
Anton
Young couple
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 33 reviews
The place was super clean and in a great location and neighborhood. The host was lovely and was able to fulfill all our requests. They even went as far as to extend our check-out time so my partner could arrive at the airport in time for her flight. I've decided that this is where I want to be for our next outing. The place even had additional things that made preparing meals cheaper and easier. Super happy we made that choice or else it would have been more costly
Guest review by
Smith
Young couple
Avg. price/night: US$49.50
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 214 reviews
Perfect place to stay for a quiet getaway to Tobago. Great host. Property located in a quiet neighborhood.
Guest review by
Sherron
Group
Avg. price/night: US$52.80
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 194 reviews
This has been the highlight of our trip and we wish we could have stayed longer. Prince Valley is ideally located with breathtaking views. We stayed at the most charming cabin, the Mango tree house, and it was AMAZING. Ruth and Bob are great hosts and communication was easy and smooth. Follow their directions to get to the guesthouse. Bob received us with a warm smile and cooked a delicious dinner and breakfast for us, you won't regret it! Thank you so much for your hospitality, respect !
Guest review by
Rosario
Young couple
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 123 reviews
Miss Bev was a great host. Warm, curteous, and helpful. The location was fantastic - close to the airport and a short drive from 'town'. Private access to the ocean - a real treat in Jamaica where so much of the shoreline is owned by big resorts. Peace! No TVs blaring. Other guests were quiet and respectful. The ultra clean, bright, spacious room with a huge, comfortable bed. A decent restaurant just a five minute walk away. The competitive price. Great for a couple of days before onward travel to another part of the island.
Guest review by
Elena
Solo traveller