A beach with clear turquoise water, white sand, and palm trees.

Search Guest Houses in Caribbean Islands

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

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

The Vieques Guesthouse
3.0 star property
Esperanza
9.8 out of 10, Exceptional, (586 reviews)
"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!"
United States
Kshitiz
The price is ￥19,748
￥22,601 total
includes taxes & fees
Oct 15 - Oct 16
The Vieques Guesthouse
A coastal area with a marina, palm trees, and a beach.

2. Marigot Palms Luxury Gateway

Marigot Palms Luxury Gateway
3.5 star property
Marigot Bay
10.0 out of 10, Exceptional, (112 reviews)
"Clean room and wonderful staff. Great view as well and close to Marigot Bay"
United States
Maria
The price is ￥29,287
￥36,166 total
includes taxes & fees
Nov 2 - Nov 3
Marigot Palms Luxury Gateway
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

Fortaleza Suites
3.5 star property
Old San Juan
8.8 out of 10, Excellent, (1,471 reviews)
"Great stay"
United States
Laura
The price is ￥9,724
￥10,405 total
includes taxes & fees
Oct 21 - Oct 22
Fortaleza Suites
A waterfront property with a dock, a boat, and a building with a balcony.

4. Mamacita's Guest House

Mamacita's Guest House
2.5 star property
Culebra Pueblo
8.2 out of 10, Very good, (655 reviews)
"Super place to stay for a few days are a week"
United States
Jeff
The price is ￥17,790
￥21,771 total
includes taxes & fees
Nov 13 - Nov 14
Mamacita's Guest House
A patio area with a table and chairs, surrounded by greenery.

5. Villa Coral

Villa Coral
3.5 star property
Esperanza
8.8 out of 10, Excellent, (544 reviews)
"The property was absolutely goergous with a wonderful view and easy access. Perfect way to experience vieques"
United States
Natalie
The price is ￥16,718
￥18,222 total
includes taxes & fees
Oct 15 - Oct 16
Villa Coral
A bar area with a view of the sea, bar stools, and a wooden ceiling.

6. Trade Winds Restaurant & Guesthouse

Trade Winds Restaurant & Guesthouse
3.0 star property
Esperanza
8.0 out of 10, Very good, (140 reviews)
"Amazing location"
United States
Alex
The price is ￥11,723
￥12,779 total
includes taxes & fees
Nov 2 - Nov 3
Trade Winds Restaurant & Guesthouse
A beach scene with a palm tree, clear blue water, and a distant island.

7. Waterside Inn

Waterside Inn
2.0 star property
Esperanza
7.8 out of 10, Good, (297 reviews)
"Room was dirty, wifi didnt work and had no service in the room, detached and shared bathroom. Good location, beach towels also provided. Would not stay again, especailly for the price, even though it was still the cheapest stay I could find on short notice."
United States
J. Hunter
The price is ￥14,584
￥15,896 total
includes taxes & fees
Oct 18 - Oct 19
Waterside Inn
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

Pomme Cannelle Luxury Suites & Spa
Orient Bay
10.0 out of 10, Exceptional, (106 reviews)
"I found a very special place to stay for my few days of vacation—a convenient location near Orient Beach that was clean and equipped with everything needed."
United States
Mircea
The price is ￥46,097
￥47,941 total
includes taxes & fees
Oct 29 - Oct 30
Pomme Cannelle Luxury Suites & Spa
A bedroom with a view of a beach and ocean.

9. Villa blanca

Villa blanca
3.0 star property
Las Terrenas
9.6 out of 10, Exceptional, (34 reviews)
"Great place"
United States
Yuri
The price is ￥8,704
￥10,270 total
includes taxes & fees
Oct 23 - Oct 24
Villa blanca
A modern living room with a round marble table, a dark sofa, and a unique geometric light fixture.

10. Casa Ciana

Casa Ciana
3.5 star property
Santurce
9.6 out of 10, Exceptional, (529 reviews)
"Nice place to stay love it"
United States
Yeidy
The price is ￥14,691
￥18,657 total
includes taxes & fees
Oct 20 - Oct 21
Casa Ciana
A framed picture of a building with the text 'Hacienda Lealtad Lares, Puerto Rico' on a wall. There is a round glass table with two wicker chairs in front of it.

11. Casa Patriota

Casa Patriota
2.0 star property
Lares
10.0 out of 10, Exceptional, (6 reviews)
"Very clean room and well maintained."
United States
Juan
The price is ￥6,810
￥9,009 total
includes taxes & fees
Oct 27 - Oct 28
Casa Patriota
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

Island View Guesthouse
3.5 star property
St. Thomas
9.4 out of 10, Exceptional, (400 reviews)
"Great view, nice people, easy access everywhere"
United States
Robert
The price is ￥18,443
￥27,571 total
includes taxes & fees
Oct 16 - Oct 17
Island View Guesthouse
An aerial view of a swimming pool area with multiple umbrellas and lounge chairs.

13. CALIZO VIP GUEST HOUSE

CALIZO VIP GUEST HOUSE
4.0 star property
Cabezas
9.0 out of 10, Wonderful, (101 reviews)
"We love, love, LOVED our room and the whole place! You enter into a super cute court yard, the room was spacious, really clean and super cute. Staff was super helpful and accommodating. We had a great stay. The pool area was nice and also super clean. Would highly recommend. There is a little Cafe next door that was great too!"
United States
Christina
The price is ￥18,732
￥45,499 total
includes taxes & fees
Oct 17 - Oct 18
CALIZO VIP GUEST HOUSE
A covered balcony with a view of a body of water and a bridge.

14. Victoria House

Victoria House
3.5 star property
Downtown Frederiksted
9.2 out of 10, Wonderful, (140 reviews)
The price is ￥25,055
￥31,006 total
includes taxes & fees
Oct 19 - Oct 20
Victoria House
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

E Luga Guesthouse
2.0 star property
Willemstad
8.0 out of 10, Very good, (3 reviews)
"Amazing hospitality, pretty room and delicious complimentary breakfast!"
United States
Perry Hannah
The price is ￥8,303
￥8,884 total
includes taxes & fees
Oct 14 - Oct 15
E Luga Guesthouse
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

HOTEL BOIS JOLI
3.0 star property
Terre-de-Haut
9.0 out of 10, Wonderful, (130 reviews)
"Very nice hotel in Terre-de-Haut. Great snorkeling around the bay."
Canada
Mathieu
The price is ￥38,054
￥39,455 total
includes taxes & fees
Nov 13 - Nov 14
HOTEL BOIS JOLI
A view of a bay with boats, surrounded by greenery and hills.

17. The Ocean Inn

The Ocean Inn
3.0 star property
English Harbour
9.2 out of 10, Wonderful, (186 reviews)
The price is ￥14,419
￥20,233 total
includes taxes & fees
Oct 17 - Oct 18
The Ocean Inn
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

Ki-Ra Holistic Living
4.0 star property
San Rafael del Yuma
The price is ￥21,074
￥24,867 total
includes taxes & fees
Oct 29 - Oct 30
Ki-Ra Holistic Living
A cozy wooden cabin interior with a hammock, a small table, and a potted plant.

19. Hacienda Tres Casitas

Hacienda Tres Casitas
3.0 star property
Cabo Rojo
9.8 out of 10, Exceptional, (195 reviews)
"This is my 2nd time staying here and all I can say is that if magical! The property is beautiful, the owners are amazing and take great care of their guests. It has truly become one of my favorite places to stay in Puerto Rico. I cannot recommend it enough"
United States
Michelle
The price is ￥14,102
￥25,253 total
includes taxes & fees
Oct 14 - Oct 15
Hacienda Tres Casitas
A modern building with a balcony, outdoor seating, and a well-maintained garden.

20. Mata e' Platano Guesthouse

Mata e' Platano Guesthouse
3.5 star property
Mata de Plátano
9.0 out of 10, Wonderful, (259 reviews)
"This place was very private and has an amazing view of the mountains. Clean room, nice pool and only about 7 min from the town!"
United States
Jacqueline
The price is ￥18,678
￥38,042 total
includes taxes & fees
Oct 18 - Oct 19
Mata e' Platano Guesthouse
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Caribbean Islands Hotel Reviews

Hyatt Vacation Club at Hacienda del Mar, Dorado

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."
Margarita 4-night trip
Posted 1 hour ago
Hyatt Vacation Club at Hacienda del Mar, Dorado

Find out more about Caribbean Islands

Caribbean Islands Guest Houses information

Number of reviews
3,792
Accommodation
69 Guest Houses
Lowest Price
￥8,884
Highest Price
￥47,941