A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

Guest Houses in Caribbean

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Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

Top Cities in Caribbean

A pier with kayaks and a sailboat.
Guest HousesGuest Houses

Montego Bay

Montego Bay

Our top choices for Caribbean guest houses

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

1. Fortaleza Suites

Fortaleza Suites
3.5 star property
Old San Juan
8.8 out of 10, Excellent, (1,494 reviews)
"Great stay"
United States
chris
The price is CA $154
CA $164 total
includes taxes & fees
Nov 3 - Nov 4
Fortaleza Suites
A neatly arranged bedroom with a bed, bedside table, and a hanging light fixture.

2. Aura House Isla Verde

Aura House Isla Verde
3.0 star property
Isla Verde
7.8 out of 10, Good, (403 reviews)
"It was a nice stay."
United States
Jordan
The price is CA $109
CA $119 total
includes taxes & fees
Nov 30 - Dec 1
Aura House Isla Verde
A room with a rustic ceiling, a blue hanging light fixture, a door, and a zebra painting on the wall.

3. Trotamundos

Trotamundos
2.0 star property
Old San Juan
8.4 out of 10, Very good, (181 reviews)
"Very nice place and even better location!"
United States
Carmen
The price is CA $129
CA $243 total
includes taxes & fees
Nov 2 - Nov 3
Trotamundos
A covered outdoor seating area with white railings, offering a view of the ocean and lush greenery.

4. The Bay House

The Bay House
4.0 star property
Grand Anse
9.2 out of 10, Wonderful, (260 reviews)
"Nice place, clean and convenient."
United States
Giorgi
The price is CA $154
CA $169 total
includes taxes & fees
Nov 2 - Nov 3
The Bay House
A swimming pool with water flowing from a concrete wall into the pool.

5. Dream Inn PR

Dream Inn PR
3.5 star property
Santurce
9.4 out of 10, Exceptional, (975 reviews)
"The staff were very welcoming and helpful. Rooms were clean and the area had lots of food options."
United States
Carlos Jose
The price is CA $180
CA $227 total
includes taxes & fees
Nov 2 - Nov 3
Dream Inn PR
A cozy lounge area with wicker furniture, a glass coffee table, and a large painting of marine life.

6. Casa del Caribe Inn

Casa del Caribe Inn
2.0 star property
Condado
7.4 out of 10, Good, (1,001 reviews)
"Excellent location"
United States
Milagro
The price is CA $138
CA $158 total
includes taxes & fees
Nov 2 - Nov 3
Casa del Caribe Inn
A modern interior with a white sofa, a dining table, and a decorative mirror.

7. Navona Studios

Navona Studios
2.5 star property
Old San Juan
8.2 out of 10, Very good, (970 reviews)
"The property was wonderful, room was clean, great location, staff was out of this world!!! Geronimo made me feel welcome from check in to my last day 10/10 i will be renting from them in the near future"
United States
Steve
The price is CA $126
CA $135 total
includes taxes & fees
Nov 2 - Nov 3
Navona Studios
A modern kitchen with a central island, a built-in stove, and a stainless steel refrigerator.

8. Ayana Inn PR

Ayana Inn PR
3.0 star property
Santurce
9.6 out of 10, Exceptional, (215 reviews)
"Loved this place plan on using this location again and the staff was great"
United States
Ronald
The price is CA $183
CA $236 total
includes taxes & fees
Nov 2 - Nov 3
Ayana Inn PR
A rooftop pool area with multiple lounge chairs, umbrellas, and a small sofa.

9. Casa Toñita

Casa Toñita
2.0 star property
Levittown
9.2 out of 10, Wonderful, (231 reviews)
"Would definitely stay again!"
United States
Jessilee
The price is CA $112
CA $122 total
includes taxes & fees
Nov 2 - Nov 3
Casa Toñita
A bedroom with a bed, bedside table, and a desk. There is a window with curtains, a wall-mounted shelf with a plant, and a wall decoration.

10. Trade Winds Restaurant & Guesthouse

Trade Winds Restaurant & Guesthouse
3.0 star property
Esperanza
8.0 out of 10, Very good, (142 reviews)
"Amazing location"
United States
Alex
The price is CA $101
CA $110 total
includes taxes & fees
Nov 7 - Nov 8
Trade Winds Restaurant & Guesthouse
A beachside hotel with multiple lounge chairs and umbrellas, palm trees, and a building with a blue facade.

11. Numero Uno Beach House

Numero Uno Beach House
3.0 star property
Santurce
9.4 out of 10, Exceptional, (524 reviews)
"Love the beach house, can’t wait to come back!!"
United States
Joseph
The price is CA $267
CA $320 total
includes taxes & fees
Nov 2 - Nov 3
Numero Uno Beach House
A modern living room with a round marble table, a dark sofa, and a unique geometric light fixture.

12. Casa Ciana

Casa Ciana
3.5 star property
Santurce
9.6 out of 10, Exceptional, (537 reviews)
"Great stay."
United States
Nikola
The price is CA $168
CA $213 total
includes taxes & fees
Nov 9 - Nov 10
Casa Ciana
A modern house with a white exterior, a brown door, and a small garden with artificial grass and plants.

13. Rosalina Isla Verde

Rosalina Isla Verde
2.0 star property
Isla Verde
8.8 out of 10, Excellent, (441 reviews)
"Everything Was Perfect,close to many bar’s and restaurants at walking distance from Bistro Cafe,for sure I be back ."
United States
Abel
The price is CA $96
CA $158 total
includes taxes & fees
Nov 11 - Nov 12
Rosalina Isla Verde
An outdoor patio area with red and white chairs, a table, and potted plants.

14. Red Door Inn

Red Door Inn
3.5 star property
Condado
8.6 out of 10, Excellent, (179 reviews)
"Great place."
United States
gissell
The price is CA $164
CA $204 total
includes taxes & fees
Nov 2 - Nov 3
Red Door Inn
A balcony with outdoor furniture, a view of a coastal area, and lush greenery.

15. Island View Guesthouse

Island View Guesthouse
3.0 star property
St. Thomas
9.4 out of 10, Exceptional, (401 reviews)
"Quaint inn tucked away from the hustle and bustle! We were pleasantly surprised to also find the Island View Steakhouse onsite. It was an absolutely stunning dinner by amazing Chef Marshall! Words just can't describe it. If on the island and want a special dinner, you must come here!"
United States
Theresa
The price is CA $176
CA $240 total
includes taxes & fees
Nov 2 - Nov 3
Island View Guesthouse
A resort pool area with a clear blue pool, palm trees, and resort buildings with red roofs.

16. Hillview at Mystic Ridge

Hillview at Mystic Ridge
3.5 star property
Ocho Rios
7.4 out of 10, Good, (471 reviews)
"Great location, clean room"
United States
Angelo
The price is CA $171
CA $189 total
includes taxes & fees
Nov 10 - Nov 11
Hillview at Mystic Ridge
A covered outdoor seating area with wicker furniture and a concrete floor.

17. Mamacita's Guest House

Mamacita's Guest House
2.5 star property
Culebra Pueblo
8.2 out of 10, Very good, (657 reviews)
"Super place to stay for a few days are a week"
United States
Jeff
The price is CA $166
CA $201 total
includes taxes & fees
Dec 2 - Dec 3
Mamacita's Guest House
A two-story building with a covered outdoor area, a swimming pool, and a paved patio.

18. Piarco Village Suites

Piarco Village Suites
3.0 star property
Piarco
9.6 out of 10, Exceptional, (355 reviews)
"I like that they offer free transport to and from the airport, and also free breakfast."
United States
Rosanna
The price is CA $144
CA $175 total
includes taxes & fees
Nov 6 - Nov 7
Piarco Village Suites
A hotel room with a bed, a TV, a desk, a chair, a lamp, a painting, and a view of the outside.

19. Caño Tiburones Guest House

Caño Tiburones Guest House
3.0 star property
Arecibo
9.2 out of 10, Wonderful, (54 reviews)
"Good place to stay"
United States
Nelson
The price is CA $145
CA $158 total
includes taxes & fees
Nov 2 - Nov 3
Caño Tiburones Guest House
A swimming pool with lounge chairs and umbrellas, surrounded by a modern building.

20. Luichy's Seaside Hotel

Luichy's Seaside Hotel
3.0 star property
Cabo Rojo
9.4 out of 10, Exceptional, (594 reviews)
"Excellent way to have a beach day or vacation clean rooms great atmosphere"
United States
Noel
The price is CA $210
CA $229 total
includes taxes & fees
Nov 2 - Nov 3
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.
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Top Caribbean Hotel Reviews

Comfort Suites Paradise Island

Comfort Suites Paradise Island

10/10 Excellent
"Clean, friendly staff and very accommodating!"
NATALIE M 6-night trip
Posted 8 hours ago
Comfort Suites Paradise Island

Price trends for hotels in Caribbean

Less expensive
More expensive
This month
Next month
May
March
CA $124
CA $127
Month
Price
January
CA $124
February
CA $122
March
CA $133
April
CA $124
May
CA $118
June
CA $129
July
CA $132
August
CA $127
September
CA $124
October
CA $122
November
CA $124
December
CA $127
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Guest Houses in Caribbean. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Caribbean

Caribbean Guest Houses information

Number of reviews
5,002
Accommodation
947 Guest Houses
Lowest Price
CA $110
Highest Price
CA $320