Caribbean Islands Guest Houses

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Our top choices for Caribbean Islands guest houses

A beach with clear turquoise waters, waves crashing onto the shore, and a rocky cliff with vegetation in the background.

1. The Vieques Guesthouse

Esperanza

"We had a lovely stay! The room was clean, comfortable, and very well organized, and the location was absolutely perfect for exploring the town. The owner was incredibly kind and helpful, especially with helping us navigate the area and sharing great local recommendations. We also really appreciated the thoughtful offer of morning coffee. We truly enjoyed our stay and would highly recommend this place to anyone looking for a welcoming, comfortable, and convenient stay!"

Kshitiz

includes taxes & fees

21 Oct - 22 Oct

A coastal area with a marina, palm trees, and a beach.

2. Marigot Palms Luxury Gateway

Marigot Bay

Maria

includes taxes & fees

1 Nov - 2 Nov

An open door with white curtains, a chair with a cushion, a small table with a cup and saucer, and a potted plant.

3. Fortaleza Suites

Old San Juan

Laura

includes taxes & fees

21 Oct - 22 Oct

A waterfront property with a dock, a boat, and a building with a balcony.

4. Mamacita's Guest House

Culebra Pueblo

Jeff

includes taxes & fees

20 Oct - 21 Oct

A patio area with a table and chairs, surrounded by greenery.

5. Villa Coral

Esperanza

Natalie

includes taxes & fees

19 Oct - 20 Oct

A bar area with a view of the sea, bar stools, and a wooden ceiling.

6. Trade Winds Restaurant & Guesthouse

Esperanza

Alex

includes taxes & fees

2 Nov - 3 Nov

A beach scene with a palm tree, clear blue water, and a distant island.

7. Waterside Inn

Esperanza

J. Hunter

includes taxes & fees

14 Oct - 15 Oct

A glass table with a white mug and a loaf of bread, a decorative vase, and a poolside lounge area with a view of purple flowers and palm trees.

8. Pomme Cannelle Luxury Suites & Spa

Orient Bay

includes taxes & fees

29 Oct - 30 Oct

A bedroom with a view of a beach and ocean.

9. Villa blanca

Las Terrenas

Yuri

includes taxes & fees

14 Oct - 15 Oct

A modern living room with a round marble table, a dark sofa, and a unique geometric light fixture.

10. Casa Ciana

Santurce

Yeidy

includes taxes & fees

20 Oct - 21 Oct

11. Casa Patriota

Lares

Juan

includes taxes & fees

14 Oct - 15 Oct

A person standing in a swimming pool with arms outstretched, wearing a straw hat, and a tray with food and drinks.

12. Island View Guesthouse

St. Thomas

Robert

includes taxes & fees

16 Oct - 17 Oct

An aerial view of a swimming pool area with multiple umbrellas and lounge chairs.

13. CALIZO VIP GUEST HOUSE

Cabezas

Christina

includes taxes & fees

11 Nov - 12 Nov

A covered balcony with a view of a body of water and a bridge.

14. Victoria House

Downtown Frederiksted

Julia Umemoto

includes taxes & fees

14 Oct - 15 Oct

A bedroom with a bed, two bedside tables, a nightstand, a window with curtains, a wall-mounted air conditioner, and a framed picture on the wall.

15. E Luga Guesthouse

Willemstad

Perry Hannah

includes taxes & fees

14 Oct - 15 Oct

A balcony with a table and chairs, overlooking a clear blue sea with a small boat and an island in the distance.

16. HOTEL BOIS JOLI

Terre-de-Haut

Mathieu

includes taxes & fees

14 Oct - 15 Oct

A view of a bay with boats, surrounded by greenery and hills.

17. The Ocean Inn

English Harbour

Godwin I

includes taxes & fees

27 Oct - 28 Oct

A room with a thatched roof, a sofa with cushions, a table with a pink tablecloth, and a view of greenery outside.

18. Ki-Ra Holistic Living

San Rafael del Yuma

includes taxes & fees

14 Oct - 15 Oct

A cozy wooden cabin interior with a hammock, a small table, and a potted plant.

19. Hacienda Tres Casitas

Cabo Rojo

Michelle

includes taxes & fees

14 Oct - 15 Oct

A modern building with a balcony, outdoor seating, and a well-maintained garden.

20. Mata e' Platano Guesthouse

Mata de Plátano

Jacqueline

includes taxes & fees

21 Oct - 22 Oct

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Top Caribbean Islands Hotel Reviews

Hyatt Vacation Club at Hacienda del Mar, Dorado

10/10 Excellent

"There was a young lady at the front desk who was soooo welcoming!!!!!! Then, there was an older woman who looked miserable, I tried avoiding her at all cost. She’s doesn’t represent the hotel in the best way…luckily they have the young girl who compensated."

Hotel Riu Montego Bay - Adults Only - All Inclusive

8/10 Good

"The property certainly delivers on its "party hotel" reputation. Arriving on Thursday, we found the resort bustling with energy and constant entertainment. DJs regularly perform by the pools, so we were very grateful our room was situated further away. However, noise levels in the hallways late at night were a frequent issue and disrupted our sleep. We would rate the dining a 8/10. The primary restaurant offers repetitive choices, though specialty reservations at the steakhouse and Italian restaurant provided good alternatives. The main dining had good authentic food While the beach views are excellent, guests should expect frequent approaches from local vendors. Sunday was notably quieter as weekend guests checked out. Ultimately, this property caters to a lively crowd (primarily ages 20–45). If you are seeking a peaceful, restful getaway, particularly as an older couple, I would recommend looking elsewhere. Jamaica can be pretty expensive. Transportation is always outside the hotel lobby. Be aware it can be pricey. Hope this helps"

Wyndham Alltra Punta Cana All-Inclusive Resort

8/10 Good

"En la comida buffet faltó más variedad muy poco a escoger y más organización en la zona bar Al servir el licor también pienso que debió tener brazaletes con el nombre del hotel pero de ahí muy bonito las instalaciones todo muy limpio"

Excellence Carmen Punta Cana - Adults Only All Inclusive

10/10 Excellent

"We had an incredible stay at Excellence El Carmen! From the moment we arrived, the service was truly top-notch. The room was spacious, spotless, and very comfortable. To top it all off, the food was absolutely delicious, with so many great options to choose from. I 100% recommend it for anyone looking for an amazing getaway!"

Ocean Blue & Sand Beach Resort - All Inclusive

10/10 Excellent

"Gasolina was an incredible staff member there he was a great help as well can’t wait to come back Rosa was awesome too I can’t remember his name but the man who helped us too our room was great also the musician in the piano lounge was excellent also the saxophone player in the buffet"

Find out more about Caribbean Islands