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 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

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, (584 reviews)
"My friends and I had a great stay here! The host was so helpful and kind, and gave us so many cool spots to check out ! We all agreed that when we return for another trip we would love to stay here again :)"
United States
Diana
The price is ￥19,690
￥22,536 total
includes taxes & fees
Oct 15 - Oct 16
The Vieques Guesthouse
An open door with white curtains, a chair with a cushion, a small table with a cup and saucer, and a potted plant.

2. Fortaleza Suites

Fortaleza Suites
3.5 star property
Old San Juan
8.8 out of 10, Excellent, (1,462 reviews)
"Great stay"
United States
Laura
The price is ￥9,696
￥10,375 total
includes taxes & fees
Oct 19 - Oct 20
Fortaleza Suites
A waterfront property with a dock, a boat, and a building with a balcony.

3. Mamacita's Guest House

Mamacita's Guest House
2.5 star property
Culebra Pueblo
8.2 out of 10, Very good, (650 reviews)
"Super place to stay for a few days are a week"
United States
Jeff
The price is ￥18,696
￥22,747 total
includes taxes & fees
Nov 5 - Nov 6
Mamacita's Guest House
A bar area with a view of the sea, bar stools, and a wooden ceiling.

4. Trade Winds Restaurant & Guesthouse

Trade Winds Restaurant & Guesthouse
3.0 star property
Esperanza
8.0 out of 10, Very good, (139 reviews)
"Amazing location"
United States
Alex
The price is ￥11,664
￥12,713 total
includes taxes & fees
Oct 8 - Oct 9
Trade Winds Restaurant & Guesthouse
A coastal area with a marina, palm trees, and a beach.

5. 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 ￥29,202
￥36,060 total
includes taxes & fees
Nov 1 - Nov 2
Marigot Palms Luxury Gateway
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.

6. 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 ￥46,271
￥48,122 total
includes taxes & fees
Oct 29 - Oct 30
Pomme Cannelle Luxury Suites & Spa
A modern living room with a round marble table, a dark sofa, and a unique geometric light fixture.

7. Casa Ciana

Casa Ciana
3.5 star property
Santurce
9.6 out of 10, Exceptional, (524 reviews)
"Wonderful stay! Friendly and efficient staff. No complaints!"
United States
Travonne
The price is ￥12,819
￥16,280 total
includes taxes & fees
Oct 6 - Oct 7
Casa Ciana
A modern building with a balcony, outdoor seating, and a well-maintained garden.

8. Mata e' Platano Guesthouse

Mata e' Platano Guesthouse
3.5 star property
Mata de Plátano
9.0 out of 10, Wonderful, (257 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 ￥15,615
￥34,654 total
includes taxes & fees
Oct 12 - Oct 13
Mata e' Platano Guesthouse
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 ￥8,679
￥10,241 total
includes taxes & fees
Oct 14 - Oct 15
Villa blanca
A patio area with a table and chairs, surrounded by greenery.

10. Villa Coral

Villa Coral
3.5 star property
Esperanza
8.8 out of 10, Excellent, (543 reviews)
"The property was absolutely goergous with a wonderful view and easy access. Perfect way to experience vieques"
United States
Natalie
The price is ￥16,669
￥18,169 total
includes taxes & fees
Oct 6 - Oct 7
Villa Coral
A beach scene with a palm tree, clear blue water, and a distant island.

11. 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 ￥14,541
￥15,850 total
includes taxes & fees
Oct 6 - Oct 7
Waterside Inn
A multi-story building with a grand staircase leading to a balcony.

12. Aupic Paradise

Aupic Paradise
2.5 star property
Vieux Fort
8.0 out of 10, Very good, (232 reviews)
"3rd stay here. Will recommend it. Close to the airport, clean and good price."
Canada
Jocian
The price is ￥14,221
￥16,115 total
includes taxes & fees
Nov 5 - Nov 6
Aupic Paradise
A covered balcony with a view of a body of water and a bridge.

13. Victoria House

Victoria House
3.5 star property
Downtown Frederiksted
9.2 out of 10, Wonderful, (139 reviews)
"We loved our stay at the Victoria House "
United States
Julia Umemoto
The price is ￥24,983
￥30,916 total
includes taxes & fees
Oct 7 - Oct 8
Victoria House
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.

14. Casa Patriota

Casa Patriota
2.0 star property
Lares
10.0 out of 10, Exceptional, (5 reviews)
"Very clean room and well maintained."
United States
Juan
The price is ￥7,446
￥9,695 total
includes taxes & fees
Oct 6 - Oct 7
Casa Patriota
A rooftop pool area with multiple lounge chairs, umbrellas, and a small sofa.

15. Casa Toñita

Casa Toñita
2.0 star property
Levittown
9.2 out of 10, Wonderful, (214 reviews)
"Great stay!"
United States
Talia
The price is ￥12,252
￥13,355 total
includes taxes & fees
Oct 12 - Oct 13
Casa Toñita
A person standing in a swimming pool with arms outstretched, wearing a straw hat, and a tray with food and drinks.

16. Island View Guesthouse

Island View Guesthouse
3.5 star property
St. Thomas
9.4 out of 10, Exceptional, (399 reviews)
"Great view, nice people, easy access everywhere"
United States
Robert
The price is ￥20,663
￥30,307 total
includes taxes & fees
Oct 6 - Oct 7
Island View Guesthouse
An aerial view of a swimming pool area with multiple umbrellas and lounge chairs.

17. 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 ￥17,376
￥43,897 total
includes taxes & fees
Oct 16 - Oct 17
CALIZO VIP GUEST HOUSE
A balcony with wicker chairs and a table, overlooking a parking area and a marina with boats.

18. Sueños del Mar Vacation Rentals

Sueños del Mar Vacation Rentals
3.0 star property
Cabezas
9.0 out of 10, Wonderful, (490 reviews)
"The room was clean spacious comfortable enough for one day."
United States
ruth
The price is ￥23,903
￥25,576 total
includes taxes & fees
Nov 5 - Nov 6
Sueños del Mar Vacation Rentals
A room with a thatched roof, a sofa with cushions, a table with a pink tablecloth, and a view of greenery outside.

19. Ki-Ra Holistic Living

Ki-Ra Holistic Living
4.0 star property
San Rafael del Yuma
The price is ￥20,969
￥24,743 total
includes taxes & fees
Oct 14 - Oct 15
Ki-Ra Holistic Living
A beach view with clear skies, calm sea, and a tree-lined foreground.

20. Luichy's Seaside Hotel

Luichy's Seaside Hotel
3.0 star property
Cabo Rojo
9.4 out of 10, Exceptional, (585 reviews)
"Excellent way to have a beach day or vacation clean rooms great atmosphere"
United States
Noel
The price is ￥22,269
￥24,273 total
includes taxes & fees
Oct 6 - Oct 7
Luichy's Seaside Hotel
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

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

10/10 Excellent
"Love the resort only recommendation is that few things should be fix quickly so the stayed would have been marvelous."
Zudy 6-night trip
Posted less than an hour ago
Princess Grand Jamaica Resort - All Inclusive

Find out more about Caribbean Islands

Caribbean Islands Guest Houses information

Number of reviews
3,445
Accommodation
69 Guest Houses
Lowest Price
￥9,695
Highest Price
￥48,122