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Vacation home rentals in Caribbean

Find and book unique vacation home rentals on Airbnb

Top-rated vacation home rentals in Caribbean

Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

Superhost
Vacation home in Key Largo, Florida
Key Largo | Guest's Favorite | Waterfront Cabana 5
Embrace the tranquil waterfront lifestyle in Key Largo! Revel in picturesque boat views and indulge in freshly caught dishes served at nearby restaurants. Observe the serene presence of manatees, nurse sharks, and a variety of fish leisurely gliding through the canal. Conveniently dock your boat at the Pilot House Marina nearby. Our unit boasts a Modern, Spacious, and Impeccably Clean atmosphere, featuring Private Parking, Wifi, YouTubeTV, Refreshingly Cool AC, Plush Pillows, and a Cozy bed.
Aug 29 – Sep 5
$251 per night
4.82 out of 5 average rating, 221 reviews
Guest favorite
Vacation home in Key West, Florida
Historic Cigar House. 3rd floor Suite W/Kitchen
This unit is located in the historic "Cigar House" of the Island City House Hotel. Unit 12 is on the 3rd floor and is one of the most requested units in the entire hotel. Your private balcony overlooks the pool. Only 3 blocks from Duval street so close everything, yet quiet enough for a good nights sleep. You will have your own private entrance and use of all the hotel amenities. The space is a private 1BR with a kitchen and NEW sleeper sofa (12/23). In Old Town, walk to everything.
Nov 29 – Dec 6
$354 per night
4.88 out of 5 average rating, 217 reviews
Guest favorite
Vacation home in Jobos, Isabela, Puerto Rico
A PLACE TO STAY & PLAY PRIVATE BEACH PATH#C
Located between jobos and Shacks Beach. Walk our private path to the ocean where the beach is very quiet. Great surfing, snorkeling & kite boarding along the north shore. Private, Gated, fenced and plenty of parking. Studio C at Pedro's Palms has AC, ceiling fans, screened doors & windows to enjoy the Caribbean breeze. Tiled floors & walkways. Serta queen size mattresses and smart TV's. Fully equipped kitchens so you to eat in or dine out at local restaurants!
Oct 13 – 20
$86 per night
4.99 out of 5 average rating, 265 reviews

Popular amenities for Caribbean vacation home rentals

Family-friendly vacation home rentals

Superhost
Vacation home in La Fortuna, Costa Rica
La Fortuna WilsonRooms Apartment & WiFi , A/C #1
Aug 7 – 14
$34 per night
4.81 out of 5 average rating, 509 reviews
Guest favorite
Vacation home in Noord, Aruba
♥ 5★ Private Villa ⎮ Pool ⎮ 5Min Drive to Beach
Nov 30 – Dec 7
$186 per night
4.93 out of 5 average rating, 257 reviews
Superhost
Vacation home in Alajuela, Costa Rica
Luxury Villa The Retreat
Jan 30 – Feb 6
$611 per night
4.83 out of 5 average rating, 58 reviews
Guest favorite
Vacation home in Las Galeras, Dominican Republic
ChaletTropical #3 Ocean, superior pool villa
Jun 17 – 24
$241 per night
4.92 out of 5 average rating, 76 reviews
Superhost
Vacation home in Havana, Cuba
Entire Hostal Habana 101 just 4 U - WIFI
May 12 – 19
$158 per night
4.76 out of 5 average rating, 42 reviews
Superhost
Vacation home in Saint James, Barbados
Penthouse Luxury Beach-Access Apartment
May 22 – 29
$432 per night
5.0 out of 5 average rating, 10 reviews
Superhost
Vacation home in Placida, Florida
★ Secluded Island - Waterfront Retreat with Pool ★
Aug 13 – 20
$229 per night
4.86 out of 5 average rating, 58 reviews
Guest favorite
Vacation home in Maxwell, Barbados
SWISS CHALET Studio peach
Jan 7 – 14
$47 per night
4.76 out of 5 average rating, 66 reviews
Superhost
Vacation home in San Juan, Puerto Rico
Caribbean style,10 steps to beach, Pool, H/speedWF
Sep 26 – Oct 3
$302 per night
4.67 out of 5 average rating, 85 reviews
Superhost
Vacation home in Checker Hall, Barbados
View,5 br,near beach,WiFi,A/C,pools,staff,sunsets
Nov 27 – Dec 4
$772 per night
4.5 out of 5 average rating, 6 reviews
Superhost
Vacation home in Ponce, Puerto Rico
Waterfront , Paradise House
Feb 3 – 10
$142 per night
4.74 out of 5 average rating, 193 reviews
Guest favorite
Vacation home in Sainte-Anne, Guadeloupe
Waterfront Sainte-Anne (B3) 1 bedroom
Jan 31 – Feb 7
$114 per night
4.83 out of 5 average rating, 12 reviews

Vacation home rentals with a patio

Guest favorite
Vacation home in Key Largo, Florida
Waterfront, GROUND LEVEL, Awesome Sunsets!!!
Jul 30 – Aug 6
$214 per night
4.99 out of 5 average rating, 134 reviews
Guest favorite
Vacation home in La Boquilla, Colombia
Sensational new oceanfront apartment
May 15 – 22
$64 per night
4.93 out of 5 average rating, 121 reviews
Guest favorite
Vacation home in Cartagena de Indias, Colombia
Exclusive, ocean view near Historic Center
Oct 27 – Nov 3
$118 per night
4.92 out of 5 average rating, 102 reviews
Guest favorite
Vacation home in Arenal, Costa Rica
Boho Chic Fortuna * Downtown* W/ King Bed
Apr 30 – May 7
$300 per night
4.89 out of 5 average rating, 115 reviews
Guest favorite
Vacation home in Viñales, Cuba
Feel free to Sunrise On My Balcony.View of the Valley
Feb 9 – 16
$10 per night
4.92 out of 5 average rating, 127 reviews
Guest favorite
Vacation home in Port Charlotte, Florida
Spacious waterfront home with jaw-dropping views!
Aug 29 – Sep 5
$304 per night
4.97 out of 5 average rating, 38 reviews
Guest favorite
Vacation home in Naples, Florida
Newly Renovated Naples Coastal Comfort
Sep 13 – 20
$349 per night
4.93 out of 5 average rating, 15 reviews
Guest favorite
Vacation home in Deerfield Beach, Florida
Your getaway in FLA!
Jun 7 – 14
$299 per night
4.91 out of 5 average rating, 66 reviews
Superhost
Vacation home in Long Bay Hills, Turks & Caicos Islands
Adorable 3 BR/3 Bath - Pool, Hot Tub, Kayaks, WiFi
Feb 18 – 25
$745 per night
4.83 out of 5 average rating, 6 reviews
Guest favorite
Vacation home in Dover, Barbados
Blue Haven - King Studio
Jul 14 – 21
$144 per night
5.0 out of 5 average rating, 56 reviews
Guest favorite
Vacation home in Santiago De Los Caballeros, Dominican Republic
Entire New Luxury Apartment - Santiago De Los Ca..
Jun 19 – 26
$98 per night
4.94 out of 5 average rating, 88 reviews
Guest favorite
Vacation home in Punta Cana, Dominican Republic
Beautiful Apt Steps To The Beach Bavaro Punta Cana
Aug 25 – Sep 1
$123 per night
4.92 out of 5 average rating, 97 reviews

Vacation home rentals with a washer and dryer

Superhost
Vacation home in Yabucoa, Puerto Rico
McArena Beachfront Caribbean Retreat Private Pool
Sep 29 – Oct 6
$397 per night
4.88 out of 5 average rating, 147 reviews
Guest favorite
Vacation home in Isabela, Puerto Rico
Beachfront Villa | Breathtaking View | Rooftop
Jun 3 – 10
$260 per night
4.93 out of 5 average rating, 123 reviews
Superhost
Vacation home in Providenciales, Turks & Caicos Islands
Waterfront Villa on Providenciales with Everything
Jun 26 – Jul 3
$325 per night
4.94 out of 5 average rating, 33 reviews
Guest favorite
Vacation home in GRAND CAYMAN, Cayman Islands
Art beach apartment
Dec 15 – 22
$450 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Vacation home in Port of Spain, Trinidad & Tobago
Jungle Oasis: Sea&City Views W/pool & Ruby Sunsets
May 27 – Jun 3
$185 per night
4.95 out of 5 average rating, 74 reviews
Guest favorite
Vacation home in La Boquilla, Colombia
1 Bedroom with Jacuzzi. Sea View and Cienaga
Jun 4 – 11
$86 per night
4.93 out of 5 average rating, 73 reviews
Superhost
Vacation home in Punta Cana, Dominican Republic
Golf & Beach Resort Living
Jul 25 – Aug 1
$57 per night
4.81 out of 5 average rating, 21 reviews
Guest favorite
Vacation home in Sint Maarten, Sint Maarten
Apt6 (2 bedrooms, terrace & garden, sea view)
May 5 – 12
$350 per night
5.0 out of 5 average rating, 12 reviews
Guest favorite
Vacation home in Santo Domingo, Dominican Republic
REAL PALACE LUXURY AREA SOCIAL PRIVADA
Dec 28 – Jan 4
$135 per night
4.95 out of 5 average rating, 78 reviews
Superhost
Vacation home in Samana, Dominican Republic
HIDDEN PARADISE AT SAMANA
Sep 22 – 29
$128 per night
4.8 out of 5 average rating, 45 reviews
Guest favorite
Vacation home in Key Largo, Florida
Key Largo Vacation Rental with Dock Slip and Pool
Oct 14 – 21
$351 per night
4.96 out of 5 average rating, 74 reviews
Guest favorite
Vacation home in Guayama, Puerto Rico
La Vecchia Village w/Spacious Private Pool Area
Jan 27 – Feb 3
$179 per night
4.99 out of 5 average rating, 88 reviews

Destinations to explore