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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Oct 16 - Oct 18
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Nov 6 - Nov 8
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Dec 4 - Dec 6

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, (1,465 reviews)
"Great stay"
United States
Laura
The price is CA $87
CA $93 total
includes taxes & fees
Oct 21 - Oct 22
Fortaleza Suites
A beach with sun loungers and umbrellas, a clear sky, and the ocean in the background.

2. Aura House Isla Verde

Aura House Isla Verde
3.0 star property
Isla Verde
7.6 out of 10, Good, (379 reviews)
"Great and cheap. Not too bad for a weekend stay."
United States
Siul
The price is CA $127
CA $139 total
includes taxes & fees
Nov 9 - Nov 10
Aura House Isla Verde
A swimming pool with water flowing from a concrete wall into the pool.

3. Dream Inn PR

Dream Inn PR
3.5 star property
Santurce
9.4 out of 10, Exceptional, (965 reviews)
"Clean room, location was great."
United States
Angel David
The price is CA $173
CA $218 total
includes taxes & fees
Oct 12 - Oct 13
Dream Inn PR
A beach with palm trees, beach chairs, and umbrellas. There are buildings in the background.

4. Casa del Caribe Inn

Casa del Caribe Inn
2.0 star property
Condado
7.4 out of 10, Good, (1,007 reviews)
"Excellent location"
United States
Milagro
The price is CA $103
CA $118 total
includes taxes & fees
Oct 11 - Oct 12
Casa del Caribe Inn
A building with three flags, two of which are Puerto Rican and one of which is Dominican.

5. Trotamundos

Trotamundos
2.0 star property
Old San Juan
8.4 out of 10, Very good, (174 reviews)
"Owner was so helpful and caring, loved the place and perfect location."
United States
Kathy
The price is CA $113
CA $185 total
includes taxes & fees
Oct 12 - Oct 13
Trotamundos
A covered outdoor seating area with white railings, offering a view of the ocean and lush greenery.

6. The Bay House

The Bay House
4.0 star property
Grand Anse
9.2 out of 10, Wonderful, (249 reviews)
"This is the perfect place for a getaway. It’s quiet & reserved. The food is also really good."
United States
Jaydah
The price is CA $156
CA $172 total
includes taxes & fees
Oct 14 - Oct 15
The Bay House
A beachside hotel with multiple lounge chairs and umbrellas, palm trees, and a building with a blue facade.

7. Numero Uno Beach House

Numero Uno Beach House
3.0 star property
Santurce
9.4 out of 10, Exceptional, (519 reviews)
"The staff and accommodations were perfect. I highly recommend this place…great location, beautiful and private beach access."
United States
Danny
The price is CA $275
CA $330 total
includes taxes & fees
Oct 12 - Oct 13
Numero Uno Beach House
A modern interior with a white sofa, a dining table, and a decorative mirror.

8. Navona Studios

Navona Studios
2.5 star property
Old San Juan
8.2 out of 10, Very good, (964 reviews)
"I loved that they had housekeeping available and everything was within a five minute walk!! Great for a stay at Old San Juan and affordable!"
United States
Halle
The price is CA $128
CA $137 total
includes taxes & fees
Oct 14 - Oct 15
Navona Studios
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, (216 reviews)
"Great stay!"
United States
Talia
The price is CA $117
CA $127 total
includes taxes & fees
Oct 26 - Oct 27
Casa Toñita
A resort pool area with a clear blue pool, palm trees, and resort buildings with red roofs.

10. Hillview at Mystic Ridge

Hillview at Mystic Ridge
3.5 star property
Ocho Rios
7.4 out of 10, Good, (465 reviews)
"Great place to relax"
United States
Walton
The price is CA $151
CA $167 total
includes taxes & fees
Oct 11 - Oct 12
Hillview at Mystic Ridge
A modern living room with a round marble table, a dark sofa, and a unique geometric light fixture.

11. Casa Ciana

Casa Ciana
3.5 star property
Santurce
9.6 out of 10, Exceptional, (525 reviews)
"Nice place to stay love it"
United States
Yeidy
The price is CA $132
CA $168 total
includes taxes & fees
Oct 20 - Oct 21
Casa Ciana
A sandy beach with palm trees and a clear view of the ocean.

12. Red Door Inn

Red Door Inn
3.5 star property
Condado
8.6 out of 10, Excellent, (176 reviews)
"Great place."
United States
gissell
The price is CA $204
CA $252 total
includes taxes & fees
Oct 13 - Oct 14
Red Door Inn
A modern kitchen with a central island, a built-in stove, and a stainless steel refrigerator.

13. Ayana Inn PR

Ayana Inn PR
3.0 star property
Santurce
9.4 out of 10, Exceptional, (206 reviews)
"I loved how close it was to the beach and the receptionist was sweet and amazing!!!"
United States
Malcolm
The price is CA $142
CA $182 total
includes taxes & fees
Oct 18 - Oct 19
Ayana Inn PR
A hotel room with a bed, a TV, a desk, a chair, a lamp, a painting, and a view of the outside.

14. Caño Tiburones Guest House

Caño Tiburones Guest House
3.0 star property
Arecibo
9.0 out of 10, Wonderful, (43 reviews)
"Great place"
United States
Jonathan
The price is CA $148
CA $161 total
includes taxes & fees
Oct 20 - Oct 21
Caño Tiburones Guest House
A two-story building with a covered outdoor area, a swimming pool, and a paved patio.

15. Piarco Village Suites

Piarco Village Suites
3.0 star property
Piarco
9.6 out of 10, Exceptional, (347 reviews)
"This is a hotel that feels like home. The owners were so helpful & accommodating. I highly recommend stayinh at Piarco Village Suites."
United States
Jan
The price is CA $141
CA $173 total
includes taxes & fees
Oct 15 - Oct 16
Piarco Village Suites
Property entrance

16. Levimar Guest House

Levimar Guest House
2.5 star property
Levittown
8.2 out of 10, Very good, (464 reviews)
"Room was clean, staff was helpful, and onsite parking was convenient"
United States
Jorge
The price is CA $103
CA $112 total
includes taxes & fees
Nov 1 - Nov 2
Levimar Guest House
A waterfront property with a dock, a boat, and a building with a balcony.

17. 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 CA $156
CA $191 total
includes taxes & fees
Nov 7 - Nov 8
Mamacita's Guest House
A large indoor swimming pool with a hot tub, surrounded by lounge chairs and a two-story building with balconies.

18. PeSheres Inn & Spa

PeSheres Inn & Spa
5.0 star property
Crown Point
9.0 out of 10, Wonderful, (275 reviews)
"It was a decent experience"
United States
Alana
The price is CA $175
CA $209 total
includes taxes & fees
Oct 11 - Oct 12
PeSheres Inn & Spa
A hammock in a room with large windows, a chair, and a woven rug.

19. Casa Botanica

Casa Botanica
3.5 star property
Santurce
9.6 out of 10, Exceptional, (28 reviews)
"A must stay! The space is gorgeous, rooms are unique and comfortable, and staff is the best. Parking isnt too hard around the neighborhood, and trust me breakfast was so worth it!"
United States
Mayck
The price is CA $239
CA $318 total
includes taxes & fees
Oct 11 - Oct 12
Casa Botanica
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, (587 reviews)
"Excellent way to have a beach day or vacation clean rooms great atmosphere"
United States
Noel
The price is CA $214
CA $233 total
includes taxes & fees
Oct 13 - Oct 14
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

La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

10/10 Excellent
"Wow! La Concha was truly an amazing experience. If you just want to Vacation and not leave your room this is the place to stay! The valet guys were so helpful and nice to greet you to assist with ANY help. As soon as you walked into La Concha the smell took your breath away with the clean scent I've never smelled. You have everything at your fingertips from food to entertainment for you to enjoy steps from your room. Everything was BEAUTIFUL in EVERY area with GREAT staff in each area of La Concha! All the staff was so nice and friendly that I didn't want to leave. The room was so big and beautiful if you stepped out on your balcony or your front door the scenery was spectacular ✨️ 😍 I went to celebrate my birthday and when I tell you I planning my next birthday there next year from the greatest experience I've ever had. Highly recommended 10/10!🫶🏽❤️"
Georgette 3-night trip
Posted 3 hours ago
La Concha Resort, Puerto Rico, Autograph Collection

Price trends for hotels in Caribbean

Less expensive
More expensive
This month
Next month
May
March
CA $122
CA $124
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
5,319
Accommodation
860 Guest Houses
Lowest Price
CA $93
Highest Price
CA $330