The 30 Best Holiday Rentals in Caribbean Islands

Ranked 1 out of 12,848 in the region, as well as being 1 of 125 for holiday rentals in Bouillante.

• “Perfection in paradise with hosts who were also perfect”
• “It was an amazing and relaxing stay, we will surely come...”
• “Lovely cottage set in an expansive garden.”
• See more reviews of Rêve Et Alizé

Ranked 2 out of 12,848 in the region, as well as being 1 of 23 for holiday rentals in Noord.

• “Everything was great.”
• “Hostess Lina is very friendly and hospitable. She let you feel at home.”
• “Amazing!”
• See more reviews of Beach Homes Aruba

Ranked 3 out of 12,848 in the region, as well as being 1 of 192 for holiday rentals in Willemstad.

• “The host was very service oriented and kind.”
• “Perfect”
• “Everything!”
• See more reviews of Grand Sun Valley Residences

Ranked 4 out of 12,848 in the region, as well as being 1 of 132 for holiday rentals in Palm-Eagle Beach.

• “The place was nice. I will visit again close to everything.”
• “It does feel like paradise”
• “Great place”
• See more reviews of Piece of Paradise

Ranked 5 out of 12,848 in the region, as well as being 2 of 132 for holiday rentals in Palm-Eagle Beach.

• “Aruba 2024”
• “Great and comfortable stay! They had thought about a lot of little details which was great!”
• “I would recommend this apartment to all my friends and family and any future travelers. They also were able to direct me”
• See more reviews of Gray Door Apartments - Adults only

Ranked 6 out of 12,848 in the region, as well as being 2 of 192 for holiday rentals in Willemstad.

• “Great Place in Curacao!!!”
• “Fantastic”
• “Really peachful stay with a great host”
• See more reviews of Xanadu Apartments at Blue Bay Golf & Beach Resort

Ranked 7 out of 12,848 in the region, as well as being 1 of 200 for holiday rentals in San Juan.

• “”
• “A very good place to stay”
• “Great way to stay.”
• See more reviews of Cozy Beach Apartment

Ranked 8 out of 12,848 in the region, as well as being 1 of 1 for holiday rentals in Barceloneta.

• “”
• “I would definitely come back here when I come back to Puerto Rico it was a great experience”
• “Excellent and great place to stay.”
• See more reviews of Paradise Escape

Ranked 9 out of 12,848 in the region, as well as being 3 of 132 for holiday rentals in Palm-Eagle Beach.

• “Hideout Suites is a perfect place to stay near Eagle beach.”
• “The place was beautiful, clean & well kept.”
• “We were alone in the property, and everything was excellent.”
• See more reviews of Hideout Suites - from Eagle Beach

Ranked 10 out of 12,848 in the region, as well as being 2 of 35 for holiday rentals in Isabela.

• “Everything”
• “Perfect Homey Apartment.”
• “Vacation with my daughter for her birthday.”
• See more reviews of Walk to the Beach 2Min, Cozy, Boutique, Pool, Palmeras Del Mar Isabela

Ranked 11 out of 12,848 in the region, as well as being 3 of 35 for holiday rentals in Isabela.

• “The best vacation spot!!! Excellent staff that responded efficiently!!! We definitely will rent from them again.”
• “Private, Clean & A Great Place to Stay!”
• “👍👍👍👍👍”
• See more reviews of My dulce hogar

Ranked 12 out of 12,848 in the region, as well as being 1 of 40 for holiday rentals in Schœlcher.

• “Cozy new apartment with a fantastic view”
• “A perfect stay at La Plage. Ela is so accommodating. The apartment was a 10/10.”
• “Wonderful treat staying at La Plage Martinique”
• See more reviews of LA PLAGE MARTINIQUE

Ranked 13 out of 12,848 in the region, as well as being 1 of 27 for holiday rentals in Vieux-Habitants.

• “Nice stay in very peaceful surroundings”
• “Enchanting and very comfortable❣️”
• See more reviews of les écolo-gîtes de l'Habitation Laurichesse

Ranked 14 out of 12,848 in the region, as well as being 1 of 5 for holiday rentals in Yabucoa.

• “Super nice stay”
• “The energy of the apartment was nice.”
• “Sergio made sure we were well taken care of. He's a really good guy!!”
• See more reviews of Hollywood Apartments

Ranked 15 out of 12,848 in the region, as well as being 1 of 11 for holiday rentals in Goyave.

• “Awesome and amazing”
• See more reviews of O'Parad'îles

Ranked 16 out of 12,848 in the region, as well as being 1 of 60 for holiday rentals in Trois-Rivières.

• “The view is incredible!”
• See more reviews of Le Bananier Rouge

Ranked 17 out of 12,848 in the region, as well as being 1 of 9 for holiday rentals in Gros-Morne.

• “Absolutely fantastic stay in the hinterland.”
• See more reviews of La Jandyra

Ranked 18 out of 12,848 in the region, as well as being 4 of 132 for holiday rentals in Palm-Eagle Beach.

• “We had a great time, we will absolutely visit again!”
• “Convenient location”
• “Everything, Mrs Lalita thanks nice owners God bless y”
• See more reviews of Bubali Studio

Ranked 19 out of 12,848 in the region, as well as being 1 of 127 for holiday rentals in Santo Domingo.

• “”
• “Excellent location with fair value!”
• “Amazing”
• See more reviews of Hermoso refugio céntrico

Ranked 20 out of 12,848 in the region, as well as being 1 of 25 for holiday rentals in Soufrière.

• “Where you should stay for a grand experience on the island.”
• “Superb Host, Superb Location. Extremely good value for money.”
• “Amazingly cozy”
• See more reviews of The Suite Spot Apartment - Private Paradise Stay

Ranked 21 out of 12,848 in the region, as well as being 1 of 78 for holiday rentals in Sainte-Rose.

• “Relaxing and peaceful”
• “Warm welcome, meticulous attention to detail.”
• “Perfect place if you are looking for quiet and green holliday spot”
• See more reviews of Indigo Palmes

Ranked 22 out of 12,848 in the region, as well as being 1 of 20 for holiday rentals in Aguada.

• “”
• “Loved it!!!!!”
• “Fantastic get away”
• See more reviews of Beautiful Ocean Front Villa

Ranked 23 out of 12,848 in the region, as well as being 5 of 132 for holiday rentals in Palm-Eagle Beach.

• “Great with a few issues”
• “In general It was amazing experience there! The apartment has everything you need, it is very well located right in fron”
• “We had the best time of our lives!”
• See more reviews of O Condominium Beachfront Residences, by Bocobay Aruba

Ranked 24 out of 12,848 in the region, as well as being 1 of 25 for holiday rentals in Cabo Rojo.

• “”
• “”
• “Fabolous!!”
• See more reviews of Blue House Joyuda

Ranked 25 out of 12,848 in the region, as well as being 2 of 125 for holiday rentals in Bouillante.

• “Best place to stay in Guadeloupe. Hosts are wobderful and kind people, and we are glad that they were part of our wonder”
• “10 stars is not enough :-) The most beautiful accommodation...”
• See more reviews of LES HAUTS DE LA BAIE

Ranked 26 out of 12,848 in the region, as well as being 6 of 132 for holiday rentals in Palm-Eagle Beach.

• “Our stay was amazing and we will definitely be back with the whole family !”
• “”
• “Amazing loved everything so beautiful end clean”
• See more reviews of Bida Marino Residence Aruba

Ranked 27 out of 12,848 in the region, as well as being 2 of 127 for holiday rentals in Santo Domingo.

• “very nice appartment, nicely decorated, good communication...”
• “Great host and apartment”
• “great”
• See more reviews of Ambar 5D - Céntrico apart estilo Boho Chic

Ranked 28 out of 12,848 in the region, as well as being 1 of 20 for holiday rentals in Simpson Bay.

• “”
• “Horny Toad is perfect for a low key get away, but close enough to the main roads to get anywhere on the island!”
• “The gem of the island”
• See more reviews of The Horny Toad Guest House

Ranked 29 out of 12,848 in the region, as well as being 7 of 132 for holiday rentals in Palm-Eagle Beach.

• “Everything you could have asked for at this lovely property.”
• “It was very enjoyable 😊.”
• “Great place with excellent facilities and superb hosts. Would recommend.”
• See more reviews of Bubali Luxury Apartments - Adults Only - Wheelchair Friendly

Ranked 30 out of 12,848 in the region, as well as being 1 of 26 for holiday rentals in Rio Grande.

• “The place is comfortable, beautiful, clean and I loved it.”
• “Everything beautiful 🤩 view, time, location.”
• “Everything was nice clean and had security”
• See more reviews of Relaxing Hillside Village Apartment