The 30 Best Holiday Rentals in Caribbean Islands

Ranked 1 out of 13,047 in the region, as well as being 1 of 124 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 13,047 in the region, as well as being 1 of 24 for holiday rentals in Noord.

• “Amazing!”
• “The apartment Is very comfortable and clean.”
• “Best Stay in Aruba”
• See more reviews of Beach Homes Aruba

Ranked 3 out of 13,047 in the region, as well as being 1 of 136 for holiday rentals in Palm-Eagle Beach.

• “Great place”
• “A piece of paradise indeed, great value for money!”
• “Great short stay”
• See more reviews of Piece of Paradise

Ranked 4 out of 13,047 in the region, as well as being 2 of 136 for holiday rentals in Palm-Eagle Beach.

• “It was fabulous”
• “Clean and perfectly located with great property management...”
• “Best Stay Ever”
• See more reviews of Gray Door Apartments - Adults only

Ranked 5 out of 13,047 in the region, as well as being 1 of 197 for holiday rentals in Willemstad.

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

Ranked 6 out of 13,047 in the region, as well as being 2 of 197 for holiday rentals in Willemstad.

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

Ranked 7 out of 13,047 in the region, as well as being 1 of 204 for holiday rentals in San Juan.

• “Great way to stay.”
• “Everything .”
• “Excellent home to stay at.”
• See more reviews of Cozy Beach Apartment

Ranked 8 out of 13,047 in the region, as well as being 3 of 136 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 9 out of 13,047 in the region, as well as being 2 of 36 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 10 out of 13,047 in the region, as well as being 3 of 36 for holiday rentals in Isabela.

• “Beautifully decorated and cleaned very peaceful area and...”
• “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 11 out of 13,047 in the region, as well as being 1 of 24 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 12 out of 13,047 in the region, as well as being 1 of 6 for holiday rentals in Yabucoa.

• “The energy of the apartment was nice.”
• “Sergio made sure we were well taken care of. He's a really good guy!!”
• “Great Location, very clean, have everything you need, a lot of places close by to eat. Carlos is a great host and easy t”
• See more reviews of Hollywood Apartments

Ranked 13 out of 13,047 in the region, as well as being 4 of 136 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 14 out of 13,047 in the region, as well as being 1 of 9 for holiday rentals in Gros-Morne.

• “A place where you feel sincerely welcome and like to go back.”
• “Absolutely fantastic stay in the hinterland.”
• See more reviews of La Jandyra

Ranked 15 out of 13,047 in the region, as well as being 1 of 26 for holiday rentals in Soufrière.

• “We felt we had a s real a St Lucian experience as we could. Beats a resort any day!”
• “Our stay was super sweet”
• “ABSOLUTELY AMAZING STAY AND HOST!”
• See more reviews of The Suite Spot Apartment - Private Paradise Stay

Ranked 16 out of 13,047 in the region, as well as being 1 of 79 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 17 out of 13,047 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 18 out of 13,047 in the region, as well as being 1 of 132 for holiday rentals in Santo Domingo.

• “Excellent location with fair value!”
• “Amazing”
• “Un lugar perfecto para hospedarse”
• See more reviews of Hermoso refugio céntrico

Ranked 19 out of 13,047 in the region, as well as being 1 of 13 for holiday rentals in Goyave.

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

Ranked 20 out of 13,047 in the region, as well as being 1 of 21 for holiday rentals in Aguada.

• “Loved it!!!!!”
• “Fantastic get away”
• “All in all a great place to stay on the west coast and a great value.”
• See more reviews of Beautiful Ocean Front Villa

Ranked 21 out of 13,047 in the region, as well as being 5 of 136 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 22 out of 13,047 in the region, as well as being 6 of 136 for holiday rentals in Palm-Eagle Beach.

• “We had a fantastic stay at Bida Marino apartments, everything was perfect. Ronny is a great guy, we will be booking agai”
• “Perfection!”
• “The apartment was really nice. The pool was clean.The beach, store, restaurants was walking distance”
• See more reviews of Bida Marino Residence Aruba

Ranked 23 out of 13,047 in the region, as well as being 1 of 26 for holiday rentals in Cabo Rojo.

• “Fabolous!!”
• “Always a pleasure to stay in Blue House”
• “Quiet, cozy and comfortable, apartment with amenities.”
• See more reviews of Blue House Joyuda

Ranked 24 out of 13,047 in the region, as well as being 2 of 124 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 25 out of 13,047 in the region, as well as being 2 of 132 for holiday rentals in Santo Domingo.

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

Ranked 26 out of 13,047 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”
• “Felt like St Martin vibes. Right by the beach too”
• See more reviews of The Horny Toad Guest House

Ranked 27 out of 13,047 in the region, as well as being 1 of 41 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 28 out of 13,047 in the region, as well as being 1 of 26 for holiday rentals in Sainte-Marie.

• “Great experience and exquisite rest with my family!”
• “Perfect stay in Martinique!”
• “Personal hosts and very nice place.”
• See more reviews of Le Voyageur

Ranked 29 out of 13,047 in the region, as well as being 1 of 27 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

Ranked 30 out of 13,047 in the region, as well as being 1 of 10 for holiday rentals in Cabrera.

• “Hidden gem 💎”
• “Beautiful accommodation, would definitely stay again!”
• “I would live there if I could. Love the place!”
• See more reviews of Apartamento Carey