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Guesthouse vacation rentals in Caribbean
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Caribbean
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Caribbean guesthouse rentals
Family-friendly guest house rentals
![](https://a0.muscache.com/im/pictures/a34ca995-4a8c-4e89-b620-d71f0338fdfa.jpg?im_w=720)
Guesthouse in Rockley
4.97 out of 5 average rating, 151 reviewsFootsteps to the beach
![](https://a0.muscache.com/im/pictures/9cb23659-f95f-4353-9015-98194264f6a5.jpg?im_w=720)
Guesthouse in Grand-Bourg
4.93 out of 5 average rating, 324 reviewsCreole cabin with pool
![](https://a0.muscache.com/im/pictures/3ff2aee6-6998-4ea8-a6f1-1d7010a02911.jpg?im_w=720)
Guesthouse in Perla Marina
4.78 out of 5 average rating, 111 reviewsCASA MILO 200 meters from the beach
![](https://a0.muscache.com/im/pictures/553f74a7-39ff-46f7-bc91-8a5070cb8239.jpg?im_w=720)
Guesthouse in Barrio Rio Grande
4.95 out of 5 average rating, 372 reviewsClean & Breezy Solar/Grid Casita : pool, ac, wifi
![](https://a0.muscache.com/im/pictures/miso/Hosting-15387589/original/8b440d0d-9981-4f66-a3a2-2d4ca972c057.jpeg?im_w=720)
Guesthouse in Fort Myers
4.98 out of 5 average rating, 624 reviewsHints of Key West in Fort Myers' Historic District
![](https://a0.muscache.com/im/pictures/airflow/Hosting-23311189/original/7b922a78-d07d-44f9-a7df-ad2f4afb5ce1.jpg?im_w=720)
Guesthouse in Delray Beach
4.95 out of 5 average rating, 441 reviewsDelray Getaway
![](https://a0.muscache.com/im/pictures/80c8e1aa-a840-4ddc-a45f-5e8dd4e44096.jpg?im_w=720)
Guesthouse in Punta Cana
4.84 out of 5 average rating, 664 reviewsSuite with pool and beach
![](https://a0.muscache.com/im/pictures/f3ffe67e-0248-4d14-a6cf-34a2331f24dc.jpg?im_w=720)
Guesthouse in West Palm Beach
4.93 out of 5 average rating, 234 reviewsOur Guest House
Guest house rentals with a patio
![](https://a0.muscache.com/im/pictures/f2bca9dd-5e3d-4aa0-b24e-6276b7e63559.jpg?im_w=720)
Guesthouse in La Fortuna
4.93 out of 5 average rating, 167 reviewsCabaña kwepal 1 Arenal Volcano view Bfast, jacuzzi
![](https://a0.muscache.com/im/pictures/a090aa01-adab-49b3-9631-3a22085abe6b.jpg?im_w=720)
Guesthouse in Jayuya
4.98 out of 5 average rating, 105 reviewsPradera Country House
![](https://a0.muscache.com/im/pictures/miso/Hosting-52033473/original/377f9159-9745-4f79-9c91-46b69ca16f1c.jpeg?im_w=720)
Guesthouse in Miami
4.98 out of 5 average rating, 258 reviewsChic Studio - Near Everything Trendy
![](https://a0.muscache.com/im/pictures/miso/Hosting-647140504861919590/original/cd64e1f3-2d13-4b32-8f4c-c84b0717f433.jpeg?im_w=720)
Guesthouse in Orosi
4.95 out of 5 average rating, 182 reviewsJungle Jacuzzi & Chimney-Casa Verde
![](https://a0.muscache.com/im/pictures/miso/Hosting-53421865/original/e79639b4-a49a-4e32-b8f3-726b5c6bd269.jpeg?im_w=720)
Guesthouse in Bradenton Beach
5 out of 5 average rating, 129 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
![](https://a0.muscache.com/im/pictures/16236642-ce1d-4b8d-b8f3-d43a000d48c4.jpg?im_w=720)
Guesthouse in Luquillo
4.99 out of 5 average rating, 144 reviewsAlcoba de Alejandro
![](https://a0.muscache.com/im/pictures/miso/Hosting-571060365437541313/original/9e06e944-03c9-4653-8fa9-24085355c81d.jpeg?im_w=720)
Guesthouse in Heredia Province
4.99 out of 5 average rating, 180 reviewsChalet Le Terrazze, near SJO airport
![](https://a0.muscache.com/im/pictures/c87d8910-d12a-417d-bde1-32283b570895.jpg?im_w=720)
Guesthouse in Miami
4.95 out of 5 average rating, 101 reviewsCharming Studio-Free Parking
Guest house rentals with a washer and dryer
![](https://a0.muscache.com/im/pictures/db326e7e-f5a6-4b0e-8583-93096effe4f3.jpg?im_w=720)
Guesthouse in Saint Martin
4.88 out of 5 average rating, 175 reviewsBungalow aux terres basses
![](https://a0.muscache.com/im/pictures/16882398-6a21-4d12-8ee7-266ae701a538.jpg?im_w=720)
Guesthouse in Fort Pierce
4.97 out of 5 average rating, 171 reviewsExtraordinary location, private, beach path, cozy
![](https://a0.muscache.com/im/pictures/miso/Hosting-9946167/original/fad61552-f20a-46e2-be93-55bad79627c3.jpeg?im_w=720)
Guesthouse in Fort Lauderdale
4.91 out of 5 average rating, 322 reviewsVilla with Heated Pool, Laundry, Ping Pong & More
![](https://a0.muscache.com/im/pictures/a2c314be-5d58-4779-aa56-bb0c6bb4b702.jpg?im_w=720)
Guesthouse in West Palm Beach
4.94 out of 5 average rating, 229 reviewsSunny SoSo Hideaway: Walk to Intracoastal
![](https://a0.muscache.com/im/pictures/a056cbb1-a757-495d-afed-6ddadebd3f0c.jpg?im_w=720)
Guesthouse in West Palm Beach
4.95 out of 5 average rating, 166 reviews*KING BED* Private Cottage in the heart of WPB
![](https://a0.muscache.com/im/pictures/c403c8d7-a306-4f84-88b4-f4611cde1044.jpg?im_w=720)
Guesthouse in Osprey
4.99 out of 5 average rating, 294 reviewsCozy Cottage by the Bay
![](https://a0.muscache.com/im/pictures/miso/Hosting-42439310/original/67aeec2c-03bc-4f7a-b2eb-108675d2623c.jpeg?im_w=720)
Guesthouse in Pompano Beach
4.98 out of 5 average rating, 106 reviewsPompano Beach Guesthouse on the ocean
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MjM2MTA5NDE%3D/original/f0d3f0aa-d4d9-4e46-b7fd-a022270e0aec.jpeg?im_w=720)
Guesthouse in South Miami
4.98 out of 5 average rating, 108 reviewsSouth Miami Cottage
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