House vacation rentals in Caribbean

Find and book unique houses on Airbnb

Top-rated house rentals in Caribbean

Guests agree: these houses are highly rated for location, cleanliness, and more.

Guest favorite
Home in San Cayetano de Venecia, Costa Rica
Quinta La Ceiba Modern Home with Pool in DairyFarm
A contemporary roomy vacation home situated in a dairy farm. Embrace serenity, unwind in a tranquil haven surrounded by cows grazing in lush green fields. It's a birdwatcher's paradise too. This is an ideal escape to disconnect and reconnect with nature. Dine and lounge outdoors make the most of the property's features. Our in-house travel concierge will be glad to arrange tours and activities for you at no additional cost. Consider our private chef service for an even more memorable experience.
Jan 27 – Feb 3
$170 per night
4.95 out of 5 average rating, 128 reviews
Guest favorite
Home in Nassau, Bahamas
Sunrise by the Sea - the ocean on your doorstep!
Enjoy swimming, kayaking & snorkelling on the doorstep and spectacular oceanfront views in this gated-community home on the water at the eastern tip of Nassau. Experience the sunrise & moonrise off the back patio and - in winter - awesome sunsets. Here you'll find the REAL Bahamas, away from the busy tourism hubs yet within a 15-minute drive. Includes a generator for back-up power. *WARNING: Please book directly with Airbnb and NOT 3rd-party companies or anyone using my name outside of Airbnb.
Sep 18 – 25
$445 per night
4.94 out of 5 average rating, 142 reviews
Guest favorite
Home in Havana, Cuba
Casa Colonial 1922-Entire apartment-DATA internet
Painstakingly restored Casa Colonial 1922 is a private, complete apartment with 2 bedrooms. Spread over 2 levels the home features generous outdoor spaces and refined comfort indoors. Your casa away includes a 70 ft wrap around balcony accessed through 7 doors, 16 ft ceilings, spiral stairs, roof gardens, original tile, 6 AC splits + fans, a modern kitchen, 3 full bathrooms (one en suite), laundry, Also included: A view of the busy Havana street life and Hammocks for maximum relaxation.
Oct 31 – Nov 7
$202 per night
4.97 out of 5 average rating, 302 reviews

Popular amenities for Caribbean house rentals

House rentals with a pool

Guest favorite
Home in Fort Lauderdale, Florida
Beach area chic cabana home/pool/BBQ
Jun 29 – Jul 6
$295 per night
4.99 out of 5 average rating, 152 reviews
Guest favorite
Home in Rincon, Puerto Rico
Casa Ensenada- Rincon Puerto Rico
Sep 27 – Oct 4
$413 per night
4.91 out of 5 average rating, 200 reviews
Superhost
Home in Fort Lauderdale, Florida
Bamboo House/step 2 beach/Heated Pool/Spa
Jan 17 – 24
$771 per night
4.96 out of 5 average rating, 125 reviews
Guest favorite
Home in Adjuntas, Puerto Rico
Secluded Coffee Farm House w/Chimney & Heated Pool
Oct 25 – Nov 1
$568 per night
4.97 out of 5 average rating, 179 reviews
Guest favorite
Home in Lake Worth, Florida
Tropical Beach Villa with Heated Salt Water Pool
Oct 14 – 21
$573 per night
4.97 out of 5 average rating, 148 reviews
Guest favorite
Home in Isabela, Puerto Rico
Costa Bonita Beach House /With Solar System
Jan 10 – 17
$248 per night
4.98 out of 5 average rating, 161 reviews
Guest favorite
Home in Miami, Florida
Luxury Oasis in Brickell - Only 3 min to Ocean
Jul 11 – 18
$818 per night
4.95 out of 5 average rating, 129 reviews
Guest favorite
Home in Gros Islet, St. Lucia
Gorgeous 3BR2BA Oceanfront Villa w/Pool, Concierge
Feb 9 – 16
$985 per night
4.98 out of 5 average rating, 66 reviews
Guest favorite
Home in Stake Bay, Cayman Islands
Modern Oceanfront, 2Primary Suites, sleeps 6, pool
Oct 31 – Nov 7
$411 per night
5.0 out of 5 average rating, 33 reviews
Guest favorite
Home in Lake Worth, Florida
Modern beach escape with heated pool
Dec 20 – 27
$174 per night
4.93 out of 5 average rating, 72 reviews
Guest favorite
Home in Vieques, Puerto Rico
Casa Cumbre - Spectacular views, location and pool
Oct 5 – 12
$600 per night
5.0 out of 5 average rating, 33 reviews
Guest favorite
Home in Northside, U.S. Virgin Islands
La Luz
Aug 31 – Sep 7
$997 per night
4.89 out of 5 average rating, 9 reviews

Weekly house rentals

Guest favorite
Home in North Side, Cayman Islands
Ocean's Edge: Beachfront Home with Rooftop Views
Aug 15 – 22
$497 per night
5.0 out of 5 average rating, 52 reviews
Guest favorite
Home in Hartswell, Bahamas
Sunset Cove
Jul 23 – 30
$751 per night
5.0 out of 5 average rating, 69 reviews
Superhost
Home in Frederiksted, U.S. Virgin Islands
Turtle Cove
Aug 20 – 27
$350 per night
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Nuevo Arenal, Costa Rica
Little Paradise Lakefront Lodge
Oct 24 – 31
$64 per night
4.9 out of 5 average rating, 41 reviews
Guest favorite
Home in Bayamón, Puerto Rico
Cassablanca On The Hill: Pool & Amazing Views
Sep 1 – 8
$271 per night
5.0 out of 5 average rating, 10 reviews
Guest favorite
Home in Cape Coral, Florida
Gulf Access Villa Heated Pool
Sep 16 – 23
$397 per night
4.81 out of 5 average rating, 16 reviews
Guest favorite
Home in Fort Lauderdale, Florida
Casita Bonita, Heated Pool, Patio Paradise
Oct 8 – 15
$187 per night
4.95 out of 5 average rating, 21 reviews
Guest favorite
Home in Marigot, St. Lucia
Amazing mountain top home with stunning views!
Nov 28 – Dec 5
$450 per night
4.86 out of 5 average rating, 22 reviews
Guest favorite
Home in Miami, Florida
Luxury Villa Azure with Heated Pool 20min to Beach
Oct 27 – Nov 3
$899 per night
5.0 out of 5 average rating, 6 reviews
Guest favorite
Home in Port Charlotte, Florida
Peaceful Heated Pool Home Perfect Florida Retreat
May 6 – 13
$206 per night
5.0 out of 5 average rating, 60 reviews
Guest favorite
Home in George Town, Cayman Islands
Paradise Beach House in South Sound, George Town
Sep 27 – Oct 4
$500 per night
4.87 out of 5 average rating, 15 reviews
Superhost
Home in Cape Coral, Florida
Luxury Gulf Access Home, Pool, 6 Bdrm, 4 Bath
Dec 8 – 15
$513 per night
4.82 out of 5 average rating, 11 reviews

Private house rentals

Guest favorite
Home in Cabarete, Dominican Republic
5-Bedroom Oceanfront Villa: Your Private Paradise
Apr 6 – 13
$393 per night
4.83 out of 5 average rating, 6 reviews
Superhost
Home in La Fortuna
Villa Los Sueños with jacuzzi
Apr 17 – 24
$144 per night
4.94 out of 5 average rating, 17 reviews
Superhost
Home in North Side, Cayman Islands
Chic Family Friendly 3 Bed 2 Bath Beach Front Home
Nov 6 – 13
$378 per night
4.9 out of 5 average rating, 30 reviews
Guest favorite
Home in Pompano Beach, Florida
•Floasis• Your private FL oasis 5 min to beach!
Sep 14 – 21
$333 per night
5.0 out of 5 average rating, 54 reviews
Guest favorite
Home in Cape Coral, Florida
Skyline Paradise-5 Bed Retreat Pool&hotub-LakeView
Aug 5 – 12
$573 per night
4.98 out of 5 average rating, 91 reviews
Guest favorite
Home in Marathon, Florida
Million Dollar View
Jan 4 – 11
$950 per night
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Montego Bay, Jamaica
Amara Fully Staffed 3BR Waterfront Villa
Sep 24 – Oct 1
$715 per night
4.92 out of 5 average rating, 59 reviews
Superhost
Home in Medianía Alta, Puerto Rico
Beachfront Paradise with infinity pool
Jan 21 – 28
$721 per night
4.89 out of 5 average rating, 72 reviews
Guest favorite
Home in Lauderdale-by-the-Sea, Florida
Heated Pool! Massive Yard+Walk To Beach & Shops!
Apr 28 – May 5
$443 per night
4.88 out of 5 average rating, 59 reviews
Guest favorite
Home in Fort Myers, Florida
Fairview Getaway
Sep 22 – 29
$300 per night
4.93 out of 5 average rating, 15 reviews
Superhost
Home in Marathon, Florida
Paradise Point ~ Pool ~ Dock ~ Lounges ~ BBQ!
Jul 13 – 20
$918 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Treasure Beach, Jamaica
Luxury beach front villa with private pool & staff
Jun 18 – 25
$600 per night
4.91 out of 5 average rating, 54 reviews

Destinations to explore