The 30 Best Holiday Rentals in Caribbean Islands

Ranked 1 out of 12,747 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 12,747 in the region, as well as being 1 of 123 for holiday rentals in Palm-Eagle Beach.

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

Ranked 3 out of 12,747 in the region, as well as being 2 of 123 for holiday rentals in Palm-Eagle Beach.

• “Clean, well equipped, comfortable bed.”
• “We wanted to fly home midweek after a stay at our timeshare and Julissa’s Piece of Paradise lives up to its name!”
• “Great staying in Piece of Paradise”
• See more reviews of Piece of Paradise

Ranked 4 out of 12,747 in the region, as well as being 1 of 184 for holiday rentals in Willemstad.

• “We really enjoyed staying near the beach at Blue Bay and...”
• “Very relaxing and comfortable”
• “Perfect in every way. The beach is within an easy walking distance and the pool is a lovely alternative. Ravi is a very”
• See more reviews of Xanadu Apartments at Blue Bay Golf & Beach Resort

Ranked 5 out of 12,747 in the region, as well as being 2 of 32 for holiday rentals in Isabela.

• “Vacation with my daughter for her birthday.”
• “Excellent place to stay in Isabela”
• “Great accommodations”
• See more reviews of Walk to the Beach 2Min, Cozy, Boutique, Pool, Palmeras Del Mar Isabela

Ranked 6 out of 12,747 in the region, as well as being 1 of 21 for holiday rentals in Noord.

• “Everything was perfect”
• “exellent”
• “Quite, clean and comfortable place”
• See more reviews of Beach Homes Aruba

Ranked 7 out of 12,747 in the region, as well as being 1 of 183 for holiday rentals in San Juan.

• “Great find. Highly recommend!”
• “Susan was a great host and offered many suggestions and recommendations during our stay. Unit is in a gated complex and”
• “Absolutely breathtaking!”
• See more reviews of Cozy Beach Apartment

Ranked 8 out of 12,747 in the region, as well as being 3 of 123 for holiday rentals in Palm-Eagle Beach.

• “We were alone in the property, and everything was excellent.”
• “Great Stay at Hideout Suites!”
• “Impressive little apartment”
• See more reviews of Hideout Suites - from Eagle Beach

Ranked 9 out of 12,747 in the region, as well as being 1 of 86 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 10 out of 12,747 in the region, as well as being 3 of 32 for holiday rentals in Isabela.

• “👍👍👍👍👍”
• “Casa Espectacular”
• “We got to Puerto Rico late”
• See more reviews of My dulce hogar

Ranked 11 out of 12,747 in the region, as well as being 1 of 127 for holiday rentals in Santo Domingo.

• “Amazing”
• “Un lugar perfecto para hospedarse”
• See more reviews of Hermoso refugio céntrico

Ranked 12 out of 12,747 in the region, as well as being 1 of 21 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 13 out of 12,747 in the region, as well as being 1 of 59 for holiday rentals in Pointe-Noire.

• “This place is created with love and attention to detail, it is like living in a fairytale.”
• “It will be one of the best stays of your life and enrich your experience in Guadeloupe”
• “The whole experience are FORMIDABLE”
• See more reviews of west indies cottage

Ranked 14 out of 12,747 in the region, as well as being 2 of 127 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 15 out of 12,747 in the region, as well as being 1 of 27 for holiday rentals in Aguada.

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

Ranked 16 out of 12,747 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 17 out of 12,747 in the region, as well as being 4 of 123 for holiday rentals in Palm-Eagle Beach.

• “Relaxing, easy, enjoyable”
• “Location was perfect for the places we wanted to visit.”
• “Wonderful place to stay with nice amenities and a great host.”
• See more reviews of Boutique Hotel Swiss Paradise Aruba Villas and Suites

Ranked 18 out of 12,747 in the region, as well as being 1 of 11 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 19 out of 12,747 in the region, as well as being 1 of 20 for holiday rentals in Cabo Rojo.

• “Spectacular place”
• “Had a great stay. Thanks Raul, Will be back next time on that side of the island.”
• “No stove”
• See more reviews of Blue House Joyuda

Ranked 20 out of 12,747 in the region, as well as being 1 of 20 for holiday rentals in Simpson Bay.

• “Felt like St Martin vibes. Right by the beach too”
• “Location right on the beach is amazing, and the apartment was delightful, equipped with all convenie”
• “Such a beautiful place!”
• See more reviews of The Horny Toad Guest House

Ranked 21 out of 12,747 in the region, as well as being 1 of 28 for holiday rentals in Soufrière.

• “Great spot for visiting Soufriere and the surrounding area”
• “Relaxing. I will recomend it to all of my friends!”
• “Staying with Arletta at Suite spot was the highlight of our wonderful trip”
• See more reviews of The Suite Spot Apartment - Private Paradise Stay

Ranked 22 out of 12,747 in the region, as well as being 5 of 123 for holiday rentals in Palm-Eagle Beach.

• “Very nice gated apartments. Close to restaurants and a very nice beach. Apartment outfited with beach chairs and cooler.”
• “Had fun, enjoyed the people”
• “Spacious, well furnished apartment in a great location, particularly if you got wheels.”
• See more reviews of Bubali Luxury Apartments - Adults Only - Wheelchair Friendly

Ranked 23 out of 12,747 in the region, as well as being 2 of 21 for holiday rentals in Noord.

• “Fantastic visit-would def recommend!”
• “My husband and I will return to the Aruba Boutique apartments soon.”
• “Wonderful!”
• See more reviews of Aruba Boutique Apartments - Adults Only

Ranked 24 out of 12,747 in the region, as well as being 6 of 123 for holiday rentals in Palm-Eagle Beach.

• “It was a very nice stay but I would choose a different condo in the building next time.”
• “Location, view, apartment itself.”
• “It was 10 otut of 10 experience. We loved this place so much we definitely be back next year!”
• See more reviews of O Condominium Beachfront Residences, by Bocobay Aruba

Ranked 25 out of 12,747 in the region, as well as being 7 of 123 for holiday rentals in Palm-Eagle Beach.

• “One happy stay, on one happy island!!”
• “Would highly recommend for your stay in Aruba!”
• “Too short of a stay in this beautiful apartment.”
• See more reviews of Bida Marino Residence Aruba

Ranked 26 out of 12,747 in the region, as well as being 4 of 32 for holiday rentals in Isabela.

• “Comfortable, private, great location, clean, excellent host”
• “We had a delightful stay at Eden's Garden.”
• “The property owner was so nice me and my husband love the place and would recommend it a million times.”
• See more reviews of Eden's Garden

Ranked 27 out of 12,747 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 28 out of 12,747 in the region, as well as being 1 of 64 for holiday rentals in Trois-Rivières.

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

Ranked 29 out of 12,747 in the region, as well as being 1 of 325 for holiday rentals in Sainte-Anne.

• “Great family stay in Sainte-Anne, highly recommend”
• “Very private studio and garden/pool.”
• “An amazing new villa in a great location!”
• See more reviews of Tropic & Chic

Ranked 30 out of 12,747 in the region, as well as being 1 of 23 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