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Hamilton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Hamilton vacation rentals

A balcony with curtains, a view of a lush landscape, and a building in the background.

1. Dalys Luxury Apartments

Dalys Luxury Apartments
4.0 star property
Choppins
10.0 out of 10, Exceptional, (9 reviews)
"I visited the property shortly after the hurricane and the property manager went above and beyond to ensure we had everything needed given the current conditions. "
United States
Alston
The price is CA $358
CA $437 total
includes taxes & fees
Nov 16 - Nov 17
Dalys Luxury Apartments
A living room with a beige sofa, a TV on a wooden table, and a balcony with a white railing and potted plants.

2. Sandrati Villa

Sandrati Villa
4.0 star property
Bequia Island
8.8 out of 10, Excellent, (3 reviews)
"Ocean was visible at a distance. Only suitable for older children who can be separate from adult supervision as the rooms are separated and require having to go outside stairs to access each other. Friendly and helpful staff. Location can loud with passing vans, dogs barking. Slight bug problem on ground floor. "
United States
Brandon
The price is CA $108
CA $231 total
includes taxes & fees
Oct 20 - Oct 21
Sandrati Villa
A living room with a beige sofa, a TV on a wooden stand, and a potted plant.

3. Sandrati Villa - Bequia

Sandrati Villa - Bequia
Port Elizabeth
7.4 out of 10, Good, (8 reviews)
"Overall clean and functional. Nice location, great communication from management. Will stay here again."
United States
Matt M.
The price is CA $108
CA $155 total
includes taxes & fees
Oct 25 - Oct 26
Sandrati Villa - Bequia
A spacious living room with a high ceiling, large windows, and a flat-screen TV.

4. WindBlow Villa

WindBlow Villa
3.0 star property
Belmont
3.0 out of 10, (2 reviews)
"My stay at windblow was very disappointing. I was booked from Feb 22 to 3/1 and left on Feb 23. The studio apartment had no draws, no nightstand, the sink in the bathroom was so tiny we ended up washing our faces in the kitchen sink because we would bump our heads trying to use bathroom sink. The Villa advertised as “quiet time” at night but had a dog that wasn’t disclosed,on site that howled for long periods of time.The shower caddy was so nasty it looked like something was growing out of it...
United States
Lisa
The price is CA $120
CA $150 total
includes taxes & fees
Nov 15 - Nov 16
WindBlow Villa
A two-story building with a white fence and a balcony.

5. 3- one-bedroom apartments in awesome Richland Park with AC

3- one-bedroom apartments in awesome Richland Park with AC
Richland Park
The price is CA $83
CA $112 total
includes taxes & fees
Oct 17 - Oct 18
3- one-bedroom apartments in awesome Richland Park with AC
A beachside bar with wooden furniture and a thatched roof, overlooking the ocean.

6. Palm House

Palm House
Grenadines
9.6 out of 10, Exceptional, (11 reviews)
"Had a great time as always,will definitely visit again "
United States
Mark B.
The price is CA $285
CA $326 total
includes taxes & fees
Nov 9 - Nov 10
Palm House
A balcony with a view of the sea and a small island.

7. Windsor Apartment

Windsor Apartment
St. George
10.0 out of 10, Exceptional, (2 reviews)
"Llvely place with an amazing view of the sea. We all enjoyed it"
United States
Trajce I.
The price is CA $163
CA $213 total
includes taxes & fees
Nov 2 - Nov 3
Windsor Apartment
A coastal building with a light blue roof, a balcony, and a view of the sea and distant land.

8. Immaculate 3 Bed Villa Overlooking Admiralty Bay

Immaculate 3 Bed Villa Overlooking Admiralty Bay
3.0 star property
Bequia Island
The price is CA $325
CA $397 total
includes taxes & fees
Oct 29 - Oct 30
Immaculate 3 Bed Villa Overlooking Admiralty Bay
A stone staircase leading to a building surrounded by lush greenery.

9. Hypnosis Haus - Secluded Oceanview Villa—5-Minutes to Beach

Hypnosis Haus - Secluded Oceanview Villa—5-Minutes to Beach
Grenadines
The price is CA $413
CA $448 total
includes taxes & fees
Oct 17 - Oct 18
Hypnosis Haus - Secluded Oceanview Villa—5-Minutes to Beach
A modern outdoor pool area with a clear blue sky, a pool with blue tiles, and two lounge chairs.

10. Hillside Escape- Private Pool & Breathtaking Sunset Over the Town

Hillside Escape- Private Pool & Breathtaking Sunset Over the Town
Bequia
10.0 out of 10, Exceptional, (3 reviews)
"Nice little place with a great view of the Admiralty bay. Very clean. Host was very nice. It is up a steep hill with a narrow windy road so a taxi ride is a must."
United States
Keith M.
The price is CA $228
CA $256 total
includes taxes & fees
Oct 20 - Oct 21
Hillside Escape- Private Pool & Breathtaking Sunset Over the Town
A balcony with wicker furniture and a view of the ocean and palm trees.

11. Coconut Breeze SVG - 1 bdrm seaview apt

Coconut Breeze SVG - 1 bdrm seaview apt
Argyle
The price is CA $150
CA $229 total
includes taxes & fees
Oct 17 - Oct 18
Coconut Breeze SVG - 1 bdrm seaview apt
A living room with grey sofas, a flat-screen TV, decorative wall mirrors, and a patterned rug.

12. Olivia's Island Serenity

Olivia's Island Serenity
Brighton
10.0 out of 10, Exceptional, (1 review)
"Very kind host. He and his family live above the VRBO. Interior very clean and no issues whatsoever. Ewan greeted us when we pulled in and had housekeys for us. AC works great and cools the space off very quickly. My only recommendation would be to find it before dark. It is tucked back a ways which we enjoyed."
United States
Mindy S.
The price is CA $113
CA $141 total
includes taxes & fees
Oct 18 - Oct 19
Olivia's Island Serenity
An indoor swimming pool with clear blue water, surrounded by a glass enclosure, and equipped with a stone wall and potted plants.

13. La Casa Duncy's Studio Apartment Getaway

La Casa Duncy's Studio Apartment Getaway
Yambou River
The price is CA $147
CA $228 total
includes taxes & fees
Oct 17 - Oct 18
La Casa Duncy's Studio Apartment Getaway
A covered outdoor seating area with wicker furniture, a view of the sea, and a grassy lawn.

14. Charming 1 bedroom with AC, WiFi at Coconut Breeze SVG

Charming 1 bedroom with AC, WiFi at Coconut Breeze SVG
Argyle
The price is CA $150
CA $255 total
includes taxes & fees
Oct 17 - Oct 18
Charming 1 bedroom with AC, WiFi at Coconut Breeze SVG
A living room with a sofa set, a television, a small table with a vase of flowers, and a decorative shelf.

15. 3-bedroom house in serene New Montrose, with cool AC overlooking Kingstown

3-bedroom house in serene New Montrose, with cool AC overlooking Kingstown
Kingstown
The price is CA $177
CA $298 total
includes taxes & fees
Nov 16 - Nov 17
3-bedroom house in serene New Montrose, with cool AC overlooking Kingstown
An indoor swimming pool with clear blue water, surrounded by a stone wall and potted plants.

16. Lovely 2 Bedroom with EnSite Apartment and Pool

Lovely 2 Bedroom with EnSite Apartment and Pool
Yambou River
The price is CA $248
CA $347 total
includes taxes & fees
Oct 17 - Oct 18
Lovely 2 Bedroom with EnSite Apartment and Pool
A compact kitchen with wooden cabinets, a microwave, a sink, and a gas stove.

17. Exquisite Home away from Home! 2 Bedroom

Exquisite Home away from Home! 2 Bedroom
Kingstown
2.0 out of 10, (1 review)
"Dont like quality of service "
United States
Alvern
The price is CA $114
CA $213 total
includes taxes & fees
Nov 16 - Nov 17
Exquisite Home away from Home! 2 Bedroom
A beach with clear shallow waters, a sailboat, and a distant mountain.

18. Stunning 3 Bed Villa Overlooking Friendship Bay

Stunning 3 Bed Villa Overlooking Friendship Bay
3.0 star property
Bequia Island
8.0 out of 10, Very good, (3 reviews)
"This property is exactly as advertised, and has a great view of the Caribbean waters and some of the rest of the Grenadines. The owners of the place are also very kind, attentive, and quick to respond in case of any trouble or need for help regarding anything and everything. One thing to note is that this property can feel a little far from the main areas of Bequia found around the port. So it is good to keep in mind that a taxi may be required for use when staying at this wonderful house. "
United States
Deniz
The price is CA $532
CA $594 total
includes taxes & fees
Oct 17 - Oct 18
Stunning 3 Bed Villa Overlooking Friendship Bay
A patio with a wicker sofa and a round table, overlooking a coastal view with palm trees and houses.

19. Coconut Breeze SVG - 2 bdrm seaview apt

Coconut Breeze SVG - 2 bdrm seaview apt
Argyle
9.6 out of 10, Exceptional, (7 reviews)
"Lovely place and area , we we're lucky enough to meet the host and hostess of this fine property..And their family which was a extra special treat..Would definitely recommend The Brooks Family "
United States
Tyler B.
The price is CA $250
CA $355 total
includes taxes & fees
Oct 18 - Oct 19
Coconut Breeze SVG - 2 bdrm seaview apt
A clear blue pool with a view of a coastal landscape and a distant island.

20. New - Modern Coastal Villa, Walk To Beach

New - Modern Coastal Villa, Walk To Beach
Port Elizabeth
The price is CA $711
CA $804 total
includes taxes & fees
Oct 25 - Oct 26
New - Modern Coastal Villa, Walk To Beach
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 Hamilton Hotel Reviews

Point Bay Resort

Point Bay Resort

8/10 Good
"This is a nice ocean side hotel for the budget traveler. The staff were friendly and helpful. They had a couple of restaurants. When the power or water went out due to the storms they were very supportive and even provided buckets of water to guests. It is walkable to many restaurants and bars in the area, plus a short bus or taxi ride to the city center. The only thing is I wish the room was more updated. The living room and deck both had beds versus proper furniture to sit on. So you basically have to lie down to watch television or lie down to be out on the deck. Good think I was mostly out and about so it wasn't too much of an issue. Also, no fridge at least. I do not care for microwaves, but a fridge in the room would have been nice and was expected. The ground floor ocean view room where I stayed wasn't very private. People walked by it from the restaurant which I thought to be odd. Also the boats were locked right there and people would be on the boats facing your balcony. So I didn't spend too much time out there. The room was clean and bed was comfortable."
Shrinda 11-night trip
Posted 1 day ago
Point Bay Resort

Find out more about Hamilton

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hamilton. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Hamilton?

Yes, you can find vacation rentals near well known attractions in Hamilton, or you can select a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Hamilton?

Immaculate 3 Bed Villa Overlooking Admiralty Bay: This vacation home rental outside of Hamilton offers a balcony, a private yard, and free WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What’s there to see and do in Hamilton?

While you're exploring the area, Princess Margaret Beach and Lower Bay Beach are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Port of Port Elizabeth and Friendship Bay Beach.

What’s a vacation rental in Hamilton like?

A vacation rental is a private property you can book for a few weeks or just a few days in Hamilton. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family gatherings.