Guesthouse vacation rentals in Caribbean

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Caribbean guesthouse rentals

Family-friendly guest house rentals

Superhost

Guesthouse in LC, St. Lucia

4.95 out of 5 average rating, 147 reviews

Romantic hideaway The Lodge at Cosmos St Lucia

Nov 25 – Dec 2

$495 per night
Guest favorite

Guesthouse in Punta Cana, Dominican Republic

4.84 out of 5 average rating, 645 reviews

Suite with pool and beach

Dec 25 – Jan 1

$57 per night
Guest favorite

Guesthouse in Sarasota

4.93 out of 5 average rating, 454 reviews

La Casetta: "the little house" near to the beaches

Oct 7 – 14

$90 per night
Guest favorite

Guesthouse in Rockley, Barbados

4.97 out of 5 average rating, 146 reviews

Footsteps to the beach

Oct 14 – 21

$75 per night
Guest favorite

Guesthouse in Coral Gables

4.85 out of 5 average rating, 297 reviews

Studio #1 hot jacuzzi Miami Center Beach

Dec 31 – Jan 7

$130 per night
Guest favorite

Guesthouse in Barrio Rio Grande, Puerto Rico

4.96 out of 5 average rating, 367 reviews

Clean & Breezy Solar Casita :: POOL AC WIFI GRILL

Oct 24 – 31

$91 per night
Guest favorite

Guesthouse in Miami, Florida

4.93 out of 5 average rating, 516 reviews

Artsy Cottage. Cute patio. LittleHavana & Brickell

Jul 15 – 22

$98 per night
Guest favorite

Guesthouse in Fort Myers, Florida

4.98 out of 5 average rating, 618 reviews

Hints of Key West in Fort Myers' Historic District

Aug 20 – 27

$115 per night

Guest house rentals with a patio

Destinations to explore