Search Guest Houses in Caribbean Islands

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Dec 12 - Dec 14
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Dec 19 - Dec 21
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Jan 2 - Jan 4
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Jan 30 - Feb 1

Guest Houses in Caribbean Islands

Beach nearby, white sand, beach towels
The Vieques Guesthouse

The Vieques Guesthouse

3.0 star property
Esperanza
9.8 out of 10, Exceptional, (501)
"Great stay and lovely hotel & staff!"
United States
Amanda
$119 nightly
The price is $130
Dec 6 - Dec 7
Total with taxes and fees
The Vieques Guesthouse
Beach nearby
Waterside Inn

Waterside Inn

2.0 star property
Esperanza
7.8 out of 10, Good, (248)
"Great place to stay in probably the best area to be in on the island if you are looking to enjoy good beach and food near by"
United States
Andrew
$102 nightly
The price is $112
Dec 7 - Dec 8
Total with taxes and fees
Waterside Inn
Front of property
Villa Coral

Villa Coral

3.5 star property
Esperanza
8.6 out of 10, Excellent, (472)
"The room was cute, clean and perfect for our stay. The area was quiet, and we were able to storage our bags while going around."
United States
Mercedes
$98 nightly
The price is $107
Dec 6 - Dec 7
Total with taxes and fees
Villa Coral
Beach nearby, beach towels
Gemini House Bed & Breakfast

Gemini House Bed & Breakfast

3.0 star property
Inch Marlowe
9.0 out of 10, Wonderful, (207)
"Love my stay at Gemini house BNB very friendly host clean and pleasant atmosphere I would go again "
United States
Floyd
$112 nightly
The price is $125
Dec 6 - Dec 7
Total with taxes and fees
Gemini House Bed & Breakfast
View from property
HOTEL BOIS JOLI

HOTEL BOIS JOLI

3.0 star property
Terre-de-Haut
9.0 out of 10, Wonderful, (70)
"Top emplacement "
France
Yannick
$215 nightly
The price is $224
Dec 7 - Dec 8
Total with taxes and fees
HOTEL BOIS JOLI
Lake
Mamacita's Guest House

Mamacita's Guest House

2.5 star property
Culebra Pueblo
8.0 out of 10, Very Good, (472)
"Room was really clean and the place is really close to both the airport and the ferry's port."
United States
Harry
$147 nightly
The price is $161
Jan 4 - Jan 5, 2026
Total with taxes and fees
Mamacita's Guest House
Interior
Placid Suites

Placid Suites

3.0 star property
Condado
8.0 out of 10, Very Good, (1002)
"Good location to everything in San Juan .. will definitely stay again"
United States
Jaime
$104 nightly
The price is $111
Jan 4 - Jan 5, 2026
Total with taxes and fees
Placid Suites
Windsor Apartment | View from room
Marigot Palms Luxury Guesthouse

Marigot Palms Luxury Guesthouse

3.5 star property
Marigot Bay
10.0 out of 10, Exceptional, (104)
"Beautiful view good amenities nice hosts"
United States
Jane
$204 nightly
The price is $228
Dec 12 - Dec 13
Total with taxes and fees
Marigot Palms Luxury Guesthouse
2 restaurants, breakfast, lunch, dinner served; Caribbean cuisine
Hibiscus Valley Inn

Hibiscus Valley Inn

3.0 star property
Marigot
8.0 out of 10, Very Good, (116)
"The staff was very helpful, even with a rental car, and accommodating"
United States
Brian
$60 nightly
The price is $67
Dec 19 - Dec 20
Total with taxes and fees
Hibiscus Valley Inn
Front of property - evening/night
Midtown Guest House

Midtown Guest House

3.0 star property
St. Thomas
8.2 out of 10, Very Good, (271)
"Convenient location. Very helpful host!"
United States
Glenda
$105 nightly
The price is $118
Dec 6 - Dec 7
Total with taxes and fees
Midtown Guest House
Property entrance
Levimar Guest House

Levimar Guest House

2.5 star property
Levittown
8.2 out of 10, Very Good, (316)
"Really nice staff and easy to check in and out."
United States
Fernando
$92 nightly
The price is $101
Dec 7 - Dec 8
Total with taxes and fees
Levimar Guest House
Porch
Aupic Paradise

Aupic Paradise

2.5 star property
Vieux Fort
8.0 out of 10, Very Good, (180)
"I would stay again"
United States
Victoria
$77 nightly
The price is $89
Jan 4 - Jan 5, 2026
Total with taxes and fees
Aupic Paradise
BBQ/picnic area
Mata e' Platano Guesthouse

Mata e' Platano Guesthouse

3.5 star property
Mata de Plátano
8.8 out of 10, Excellent, (107)
"Was very private and laidback clean "
United States
Tony k
$174 nightly
The price is $199
Jan 4 - Jan 5, 2026
Total with taxes and fees
Mata e' Platano Guesthouse
Outdoor pool, open 8:00 AM to 5:00 PM, sun loungers
Piarco Village Suites

Piarco Village Suites

3.0 star property
Piarco
9.6 out of 10, Exceptional, (301)
"Excellent for short stays, shopping trips, great mall nearby and having your own car."
United States
Nigel
$116 nightly
The price is $129
Dec 13 - Dec 14
Total with taxes and fees
Piarco Village Suites
Outdoor pool, sun loungers
Tropical Paradise View

Tropical Paradise View

3.0 star property
Anse La Raye
8.8 out of 10, Excellent, (76)
"A wonderful property! Great views, spotless rooms. Elvie, took great care of us! "
United States
April
$130 nightly
The price is $151
Dec 6 - Dec 7
Total with taxes and fees
Tropical Paradise View
Breakfast, lunch, brunch served; pool views
The Bay House

The Bay House

4.0 star property
St. George's
9.2 out of 10, Wonderful, (156)
"I really enjoyed my stay at the Bay House. The property is so beautiful and all staff members were so friendly and extremely helpful. The area was quite peaceful and I definitely enjoyed the scenery along with the shuttle service to and from the beach. I would definitely visit again."
United States
Kemba
$100 nightly
The price is $110
Dec 7 - Dec 8
Total with taxes and fees
The Bay House
Dining
Pax Guest House

Pax Guest House

3.0 star property
St. Augustine
9.2 out of 10, Wonderful, (45)
"Very unusual place to stay which is fascinating being located beside a monastery high above the plain below and away from the hurley burley of life. Well located outside of Port of Spain and above the main routes to the north east of the island. Charming and knowledgeable owner with a particular focus on birds and his wife could not have been more welcoming. "
United States
NICHOLAS
$108 nightly
The price is $119
Dec 6 - Dec 7
Total with taxes and fees
Pax Guest House
Garden
Vieques Tropical Guest House

Vieques Tropical Guest House

2.0 star property
Isabel II
8.2 out of 10, Very Good, (64)
"Good location"
United States
Elysamuel
$144 nightly
The price is $155
Dec 6 - Dec 7
Total with taxes and fees
Vieques Tropical Guest House
View from property
The Ocean Inn

The Ocean Inn

3.0 star property
English Harbour
9.2 out of 10, Wonderful, (142)
"Room was clean, staff was friendly and helpful. view of English Harbor was beautiful, breakfast had a nice selection including fresh cut fruit (a must have for me) daily. The owner even gave me a ride down the hill on my departure so I could catch my cab to the airport."
United States
Mark
$139 nightly
The price is $170
Dec 10 - Dec 11
Total with taxes and fees
The Ocean Inn
Exterior
The Golden Gate Inn

The Golden Gate Inn

2.0 star property
Basseterre
8.8 out of 10, Excellent, (33)
"Good"
United States
Joseph
$97 nightly
The price is $109
Dec 6 - Dec 7
Total with taxes and fees
The Golden Gate Inn
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 Islands Hotel Reviews

The Royal Sonesta San Juan

The Royal Sonesta San Juan

10/10 Excellent
"It’s was a good hotel nice and clean, although the elevators can get crowded at times but overall good."
Samuel 4-night trip
Posted 16 hours ago
The Royal Sonesta San Juan

Find out more about Caribbean Islands

Caribbean Islands Guest Houses information

Number of reviews
4,864
Accommodation
64 Guest Houses
Lowest Price
$67
Highest Price
$228

Frequently asked questions

What is the nightly rate for a guest house in Caribbean Islands?
Rates for Caribbean Islands guest houses vary, but travelers can find great-value prices from $67 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Caribbean Islands guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Caribbean Islands guest house and a B&B?
A guest house in Caribbean Islands is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.