Woodlands Vacation Rentals

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Our top choices for Woodlands vacation rentals

10.0 out of 10, Exceptional, (1)
"The overall experience was wonderful, the accommodation offered us everything that we wanted. The situation of the Ville was perferct for our needs, and within easy reach of the whole island.We would definitely want to stay there again."
United Kingdom
Lennox John K.
The price is ¥14,648
¥57,431 total
includes taxes & fees
Dec 19 - Dec 20
Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.
10.0 out of 10, Exceptional, (14)
"We booked the villa for us and our adult kids it was so clean and spacious.The kids loved the pool, nieces and nephews used every excuse to come over so they can use it.The fruit trees were a bonus, mangoes, guavas and coconut.The host Dave was easily contactable and made sure we had everything we needed.Would definitely recommend cant wait to visit again."
United Kingdom
Denise G.
Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated
8.4 out of 10, Very Good, (16)
"The view from the villa is amazing and it changes throughout the day. The Villa was the perfect size for my wife and me. It is centrally located and close to everything. Enjoy!"
United States
Tim R.
Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea
8.8 out of 10, Excellent, (8)
"family stayed and we all had our own individual space, the villa was perfect, the view over looking the ocean was superb if there was any criticism it’s just in need of a little upgrade but that doesn’t stop me giving it a 5* rating"
United Kingdom
Lesley Jane B.
Tranquil island escape with stunning ocean view.

Villa in Old Towne

Chez Mango Villas
3.5 star property
7.2 out of 10, Good, (27)
"We enjoyed our stay in Mango vilas"
United Kingdom
Franck
The price is ¥18,805
¥28,424 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Chez Mango Villas
Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.
10.0 out of 10, Exceptional, (2)
"Staying at adams place was the ultimate Monserrat experience! We enjoyed having the entire villa to ourselves, it was perfect for our romantic getaway but there was plenty of room to bring the whole family next time! The property manager, Kristina, was so kind and attentive to all of our questions and made sure we had everything we needed and having Toni as our private chef for the day was unbeatable! Her food is amazing! We watched the sunset from the saltwater pool every evening and the beach...
United States
Anna B.
Caribbean Villa with private pool & ocean view in the heart of Montserrat .
9.6 out of 10, Exceptional, (10)
"The pool, the view, the stars st night, delightful"
United States
Alice D.
Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.
8.8 out of 10, Excellent, (5)
"The property is very nicely kept, very clean and comfortable in the quite location."
Canada
Marek
The price is ¥17,025
¥20,120 total
includes taxes & fees
Jan 16 - Jan 17, 2026
RELAX-INN: 2bedroom apartment n JEEP RENTAL

Apartment in Brades

Casa Dorada
The price is ¥8,563
¥11,842 total
includes taxes & fees
Dec 18 - Dec 19
Casa Dorada
8.0 out of 10, Very Good, (2)
"We had a very relaxing vacation at Sonido Del Mar.Our hosts, David and Valerie, were very responsive to any questions we had. The property was immaculate and the view of the ocean is impressive. We enjoyed evening cocktails watching the sunset from the Estella. It was very beautiful. All the amenities of the house were appreciated especially the dishwasher and washing machine. The house is beautifully decorated and really gives you an island vibe. We highly recommend this property to anyone who...
Canada
David K.
Sonido Del Mar, Island Retreat, 9 minute walk to the beach
10.0 out of 10, Exceptional, (1)
"I have to say that since I have been visiting Montserrat, this apartment is the best have I stayed in.The view is beautiful from all windows, the neighbors very friendly and our privacy respected. It was like a home from home! Everything we needed for a comfortable stay was there including WiFi and cable and the caretaker lives nearby so any queries are dealt with promptly .The apartment is clean and spacious plus the lovely gesture of fresh flowers in the main room to welcome us. We will...
United Kingdom
Valerie M.
Spacious 1 bedroom Apartment to rent in Montserrat West Indies.
Luxury Spacious Villa with Aircon and Pool Table
10.0 out of 10, Exceptional, (1)
The price is ¥58,129
¥89,170 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Caribbean Villa with Spectacular Views
8.0 out of 10, Very Good, (1)
"We had a fantastic 15days in Carpe Diem.The veiw from the veranda was amazing. The villa was comfortable and well situated, with in walking distance of the beautiful Isles bay beach. We hired a car for the duration of our stay which was essential it was through Joe Irish who was very helpful. The pool was lovely and a nice size. The surrounding area was a sun trap but also had plenty of shade. We were however disappointed to find that there were only two sun beds, which were both unusable. For...
United Kingdom
Peter G.
Enjoy the lovely Carpe Diem villa in the unspoiled Caribbean isle of Montserrat
Cozy 1-bedroom Studio Apartment in Montserrat with WiFi, and AC

Apartment in Salem

Royal 2 - Chez Mango Villa
2.5 star property
The price is ¥24,802
¥27,902 total
includes taxes & fees
Dec 24 - Dec 25
Royal 2 - Chez Mango Villa
2.0 out of 10, (1)
Breezy, Clean, Comfortable and Peaceful, with a breathtaking view
Secluded Villa with scenic views of the Atlantic ocean

Vacation Home in Saint John's

Modern North Side Hideaway w/Aircon
10.0 out of 10, Exceptional, (2)
"The experience of staying in this place for 5 days was truly remarkable. From the moment we arrived, the host extended a warm and gracious welcome that immediately made us feel at home. Their hospitality and attentiveness surpassed all expectations, as they went above and beyond to ensure that our stay was comfortable and enjoyable. The friendliness of the people at this place is unparalleled. Each day, they looked out for us and made sure we had everything we needed. It's rare to encounter...
United Kingdom
joyce m.
Modern North Side Hideaway w/Aircon
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Woodlands Hotel Reviews

Find out more about Woodlands

Search for holiday rentals in Woodlands on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodlands using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Woodlands?

Yes, there are vacation rentals near well known local attractions in Woodlands, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Woodlands?

RELAX-INN: 2bedroom apartment n JEEP RENTAL: Visitors like this Woodlands vacation home rental. It has laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Woodlands?

While you're exploring the area, Woodlands Beach and Lime Kiln Beach are a couple of picturesque spots to get outside and enjoy nature. Little Bay and Montserrat Volcano Observatory are a couple of places you'll find in the larger area.

What’s a vacation rental in Woodlands like?

Vacation rentals are privately owned properties where you can stay for short or long periods in Woodlands. Vacation rentals feature extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family getaway.