
Holiday houses in Leeward Islands
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Leeward Islands
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Leeward Islands holiday rentals
Other great holiday rentals in Leeward Islands
Guest favourite

Home in Le Gosier
5 out of 5 average rating, 7 reviews2-bedroom luxury villa
SabineRating, 5 stars3 weeks ago
We had a lovely stay in the accommodation whose decor is very sober and soothing. The environment is quiet, pleasant, green and unobstructed. The pool is clean and very comfortable. We'll definitely be back.
Top Guest favourite

Villa in quarter of laborie
5 out of 5 average rating, 8 reviewsvilla peleg
JohnRating, 5 stars1 week ago
My wife and I stayed there with my son and we really appreciated the privacy of the two master suites separated by the living area. The pool was great! The location was convenient halfway between the airport and Soufrière making it easy to see a variety of places within 30 minutes driving. We particularly would recommend Michelle’s Villa for the privacy it afforded us.
Superhost

Condo in La Trinité
4.85 out of 5 average rating, 78 reviewsApart Spa Lounge "Les Bougainvilliers" – La Trinité
MaryseRating, 5 stars1 month ago
The place is quiet, in the evening is lulled by the noise of insects and singing lizards it is very relaxing. And during the day the pick up by the roosters, goat. It is a perfect place for those who love nature and the countryside. Brice and his wife are always there to guide us. They are very respectful, welcoming. Thank you
Guest favourite

Villa in Le Diamant
4.96 out of 5 average rating, 27 reviewsHouse with pool near the sea
ClarisseRating, 5 stars2 months ago
A big thank you for hosting Maurice and Brigitte. The house was amazing and the place was splendid! Don't hesitate!
Superhost

Apartment in Gros Islet
4.75 out of 5 average rating, 4 reviewsBon Esprit Villas #11 Luxury Family Getaway
LisseRating, 5 stars1 week ago
Gale and Pearlie were excellent hosts. Great communication, responsive, and proactive. Very peaceful location. You will need a car or arrange transportation unless you are a hiker. Very convenient to Pigeon Island, Rodney Bay, Cap Estates. The property was clean and well appointed. I would stay there again.
Superhost

Apartment in Mamin
4.78 out of 5 average rating, 9 reviewsMoringa Villa Honeymoon Suite
ClaireRating, 5 stars3 weeks ago
Fantastic Airbnb with absolutely breathtaking views! Communication with both Charles and Charmaine was excellent. We received quick responses to our questions and they organized an airport transfer for us as well as a massage, on site, shortly after our arrival! The accommodations were excellent, clean and included all the amenities necessary for a comfortable stay with a few extras (portable Bluetooth speaker, towels for the beach and for the sulphur mud baths, 120 and 240 volt plug ins in the unit, etc…). We were able to relax, enjoy the amazing view, the pool and some much needed quiet time. The near by beach provided good snorkeling, a restaurant for lunch or dinner as well as some almost private beaches if you walk a little bit. Many great local restaurants! When we return to the area, we will definitely stay here again!
Top Guest favourite

Apartment in Vieux Fort
5 out of 5 average rating, 8 reviews1 bed luxury apartment with pool
ChristabelRating, 5 stars2 weeks ago
⭐️⭐️⭐️⭐️⭐️ 10/10 – Absolutely Perfect Stay! I cannot recommend this Airbnb enough! From the moment I arrived, everything exceeded my expectations. The home was spotless, beautifully decorated, and equipped with everything I needed for a comfortable stay. The attention to detail was incredible, fresh linens and thoughtful touches that made me feel right at home. The location was perfect close to everything but still peaceful enough to relax. The host was incredibly responsive, friendly, and went above and beyond to ensure my stay was seamless. Whether you’re visiting for business or leisure, this is the perfect place to stay. I will definitely be booking again! Thank you for an amazing experience. With Love, Christabel 💕
Guest favourite

Villa in Plage d'Anse des Cayes
5 out of 5 average rating, 16 reviewsVilla Eranos
MindyRating, 5 stars2 weeks ago
Loved this house! Highly recommend and would definitely stay again. It’s huge and spacious. Hosts are very welcoming and responsive.
Destinations to explore
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom