Olveston Vacation Rentals from $161: Search Short-Term Rentals

Q: What's the top vacation rental in Olveston?

Luxury Spacious Villa with Aircon and Pool Table : This vacation home rental outside Olveston offers a balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the pool table in this rental home to help you unwind.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Olveston vacation rentals

Stunning 3-bedroom Villa Suite with Ocean views, AC, & Pool, near the Beach

Salem

$409 nightly

May 27 - May 28

Total with taxes and fees

RELAX-INN: 2bedroom apartment n JEEP RENTAL

St.John's

Marek

$171 nightly

May 27 - May 28

Total with taxes and fees

Luxury Villa | Egyptian cotton sheets, premium bedding, down comforters

Chez Mango Villas

Old Towne

Ronald

$147 nightly

May 27 - May 28

Total with taxes and fees

Royal 2 - Chez Mango Villa

Salem

$232 nightly

May 27 - May 28

Total with taxes and fees

Royal 1 - Chez Mango Villa

Salem

$232 nightly

May 27 - May 28

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Private vacation homes

Villas

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Olveston Hotel Reviews

Chez Mango Villas

10/10 Excellent

"A place to stay in Montserrat, kitchen, pool and garden to relax"

Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.

10/10 Excellent

"It was a wonderful stay. We went about and had a fun time all over the island, seeing places, connecting and reconnecting with people. But coming back to the property every time was beyond beautiful and totally relaxing. The pool and the amazing view washed up my tired day and prepared me for relaxing nights. Thank you Marie for your assistance when was needed. You were great!"

Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

8/10 Good

"Great location, close to beach, quiet and private. Nice covered veranda. Great view. Property manager, Yvette, was very helpful and available. Nice cleaning person with service included in rent."

Caribbean Villa with private pool & ocean view in the heart of Montserrat .

10/10 Excellent

"Adams Place was the best appointed VRBO of which I've had the pleasure of staying. The home is expansive with tropical gardens and has all the amenities of your own private home. Nothing is lacking. The owners and managers of the property are extremely attentive and accommodating. Our interactions were always positive and our stay was elevated because of them.Surrounding this wonderful home is the beautiful and unique island of Montserrat. Their marriage is perfect and they must be considered as one. Me and my party did not have any specific preconceptions of Montserrat; we were paralyzed by the beauty of the surroundings, the warmth of the people, and the island's singular history, both recent and more distant.If you need a reset. If you want to be remote ... just enough. This is the address.*Oh, and watching the sunrise over the ridgeline as clouds and mist pour across their apex, well that's just nuts."

Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

10/10 Excellent

"Entering the home, you are instantly greeted with a view through the glass doors to the pool and the Caribbean Sea beyond. The family room is bright and spacious, leading either to the master bedroom and bath to the left, the two remaining bedrooms and bath to the right, or the indoor dining and kitchen area. Continuing through the well-appointed kitchen is a second access to the covered patio and large pool area.The entire home is clean and well-maintained. We did not utilize additional housekeeping services during our time here, but the option is there for you if you choose. While air conditioning is not always needed on the island due to constant trade winds, it was a welcome relief, especially during sleep, and the units worked flawlessly.The propane grill situated on the patio got heavy use during our stay and is a great way to keep added heat out of the kitchen during meals.As perfect as the home is, the patio and pool area are where it is all at! From the pool, you get 180 degrees of private Caribbean sea views looking North towards Woodland Beach and South to Old Town. An occasional passing sailboat or yacht only adds to the vibe. The large pool offered much-needed relief from the hours spent staring into the sea.We had zero issues during our 14-day stay and would not hesitate to stay at Villa Kurtena in the future and to recommend it to our family and friends. Thank you, David, for sharing your home with us."

Find out more about Olveston

Everything you need to know about Olveston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Olveston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Olveston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Olveston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Olveston. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Olveston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $161 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Olveston rentals

At Expedia, we put the best Olveston vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Olveston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Olveston vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Olveston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Olveston?

Yes, there are vacation rentals close to top local attractions in Olveston, or you can select a more remote option if you're looking for relaxation. Olveston is known for its beaches.

What's the top vacation rental in Olveston?

Luxury Spacious Villa with Aircon and Pool Table: This vacation home rental outside Olveston offers a balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the pool table in this rental home to help you unwind.

What’s there to see and do in Olveston?

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

What’s a vacation rental in Olveston like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Olveston. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family getaway.

Room 1

Check prices for these dates

Our top choices for Olveston vacation rentals

Stunning 3-bedroom Villa Suite with Ocean views, AC, & Pool, near the Beach

RELAX-INN: 2bedroom apartment n JEEP RENTAL

Chez Mango Villas

Royal 2 - Chez Mango Villa

Royal 1 - Chez Mango Villa

Find vacation rentals that suit your style

Top Olveston Hotel Reviews

Chez Mango Villas

Lucy's Sunshine Villa Palm Loop, Spacious 3 Bed 2 Bathroom,

Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.

Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

Caribbean Villa with private pool & ocean view in the heart of Montserrat .

Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

Luxury Spacious Villa with Aircon and Pool Table

Find out more about Olveston

Explore a world of travel with Expedia

Trending destinations on Expedia.com

Frequently asked questions