Anemomilos Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Anemomilos vacation rentals

A cozy living room with a stone wall, wooden ceiling, a television, a sofa, a wooden dresser, and a dining area.

1. Angelina's Authentic Stone House: Village Life Near Kalamata

Angelina's Authentic Stone House: Village Life Near Kalamata
Μεσσηνια
8.0 out of 10, Very good, (1 review)
"We had a pleasant two-night stay at this classic stone house. The beautiful renovations are mostly complete and very well done. There are expansive patios to enjoy the village and mountain views, though the yard is still wild. The kitchen is generally well equipped. We found the host very friendly and responsive, and provided directions to find and access the place when prompted. Unfortunately the Internet was not available throughout our stay. Free parking on the street out front. The region is...
United States
Anonymous traveller
The price is CA $142
CA $149 total
includes taxes & fees
Dec 13 - Dec 14
Angelina's Authentic Stone House: Village Life Near Kalamata
A table set with a cup, a glass of juice, a plate with cookies, a bowl of fruit, and a croissant on a terrace with a mountain view.

2. Yiannis & Ria’s Farmhouse—Country Retreat with Garden, Orchard, Countryside Views & Sunset

Yiannis & Ria’s Farmhouse—Country Retreat with Garden, Orchard, Countryside Views & Sunset
Kalamata
The price is CA $252
CA $258 total
includes taxes & fees
Nov 15 - Nov 16
Yiannis & Ria’s Farmhouse—Country Retreat with Garden, Orchard, Countryside Views & Sunset
A modern hotel room with a large bed, a view of the outdoor patio, and an air conditioning unit on the wall.

3. Apartment with Sea View

Apartment with Sea View
Kalamata
The price is CA $96
CA $109 total
includes taxes & fees
Nov 18 - Nov 19
Apartment with Sea View
A modern living room with a grey sofa, a round coffee table, and abstract wall art.

4. Charming 2-bedroom house with WiFi and AC in lovely Arfara

Charming 2-bedroom house with WiFi and AC in lovely Arfara
Arfara
The price is CA $189
CA $197 total
includes taxes & fees
Nov 20 - Nov 21
Charming 2-bedroom house with WiFi and AC in lovely Arfara
A modern villa with a swimming pool, stone walls, and a view of the surrounding hills.

5. Alos Suites

Alos Suites
Kalamata
The price is CA $129
CA $211 total
includes taxes & fees
Nov 27 - Nov 28
Alos Suites
A modern building with a flat roof, solar panels, and a balcony with potted plants.

6. Evripidou7 Kalamata Mediterranean Suites

Evripidou7 Kalamata Mediterranean Suites
Kalamata
9.6 out of 10, Exceptional, (35 reviews)
"Clean room very good staff Good location "
United States
EFSTATHIOS
The price is CA $108
CA $123 total
includes taxes & fees
Nov 17 - Nov 18
Evripidou7 Kalamata Mediterranean Suites
A building with classical architecture, featuring columns and a balcony with ornate railings.

7. 1920 classic

1920 classic
Kalamata Old Town
10.0 out of 10, Exceptional, (14 reviews)
"Ideal location, close to the city center and only a 20 minute walk down to the water. Host was very friendly and accommodating upon our arrival. The entire space was clean and bright, with a nice balcony. Would definitely recommend this location!"
Canada
Daniel
The price is CA $84
CA $97 total
includes taxes & fees
Nov 15 - Nov 16
1920 classic
A modern room with a round table, black metal chair, and potted cacti on a shelf.

8. Asklipiou Cube

Asklipiou Cube
Kalamata
9.6 out of 10, Exceptional, (5 reviews)
"Quiet, clean and above expectations"
Canada
Robert
The price is CA $102
CA $117 total
includes taxes & fees
Nov 19 - Nov 20
Asklipiou Cube
A modern living room with a large sofa, two round wooden tables, and a view of a backyard with a pool and lounge chairs.

9. Elaia Grove

Elaia Grove
Kalamata
10.0 out of 10, Exceptional, (1 review)
The price is CA $305
CA $353 total
includes taxes & fees
Nov 17 - Nov 18
Elaia Grove
A two-story building with a balcony, a small shop, and a sign indicating a restaurant.

10. Ipapanti Square

Ipapanti Square
Kalamata Old Town
10.0 out of 10, Exceptional, (2 reviews)
"Location to old town was an easy walk accommodation was clean modern and comfortable ... And you get used to the bells ringing a small but acceptable highlight"
Australia
Rodney
The price is CA $105
CA $120 total
includes taxes & fees
Nov 15 - Nov 16
Ipapanti Square
A balcony with a metal railing, a table, and chairs. There is a tree with green leaves in the background.

11. VENI Olive House

VENI Olive House
Kalamata
10.0 out of 10, Exceptional, (1 review)
"Just a forewarning to others, the Google Maps app to us to a different location. Make sure to ask the host for a map pin as the maps app was not accurate.Place was extremely charming and special, we really enjoyed it."
United States
Alexi T.
VENI Olive House
A woman sitting at an outdoor wooden table with a glass of orange juice, a cup, and a plate with food.

12. Country Home

Country Home
Kalamata
10.0 out of 10, Exceptional, (3 reviews)
"This property is fantastic. I could imagine myself living in it and it felt perfectly at home. It is fully remodeled and updated, comfortable bedding and furniture, good water pressure, two bathrooms, and a convenient location. My only regret is that I would have liked staying in it longer! It is one of the best if not the best apartment I have rented abroad."
United States
Andrew James
The price is CA $127
CA $223 total
includes taxes & fees
Dec 3 - Dec 4
Country Home
A cozy bedroom with a bed, a wooden wardrobe, a sofa, and a chair.

13. Downtown Yellow Studio - Central Secret Nest

Downtown Yellow Studio - Central Secret Nest
Kalamata
8.0 out of 10, Very good, (1 review)
"Proche du centre Proche des commerces et restaurants Beau studio"
France
Anonymous traveller
Downtown Yellow Studio - Central Secret Nest
A modern bedroom with a large bed, a desk, and a wall with abstract art.

14. K2 Suites Kalamata - Suite 1

K2 Suites Kalamata - Suite 1
Kalamata Old Town
The price is CA $106
CA $147 total
includes taxes & fees
Nov 14 - Nov 15
K2 Suites Kalamata - Suite 1
An outdoor pool area with a wooden deck, seating, and potted plants.

15. City Cottage

City Cottage
Kalamata
The price is CA $90
CA $182 total
includes taxes & fees
Nov 22 - Nov 23
City Cottage
A room with a bed, a desk, a chair, a dresser, and a window with curtains.

16. Palinas comfy home!!

Palinas comfy home!!
Kalamata
The price is CA $126
CA $170 total
includes taxes & fees
Nov 14 - Nov 15
Palinas comfy home!!
A person sitting by a poolside with a book, a plate with food, a glass of water, and a portable speaker.

17. The Mansion

The Mansion
Kalamata
9.4 out of 10, Exceptional, (3 reviews)
"Great property, close to most things"
Australia
Nick
The price is CA $137
CA $240 total
includes taxes & fees
Nov 18 - Nov 19
The Mansion
Outdoor dining

18. Villa Vesta Retiré - Kalamata Mediterranean Suites & Villas

Villa Vesta Retiré - Kalamata Mediterranean Suites & Villas
Kalamata
The price is CA $115
CA $131 total
includes taxes & fees
Nov 16 - Nov 17
Villa Vesta Retiré - Kalamata Mediterranean Suites & Villas
A bedroom with a bed, bedside table, TV, and a painting on the wall.

19. Superior Apartment Kalamata

Superior Apartment Kalamata
Kalamata
The price is CA $90
CA $103 total
includes taxes & fees
Nov 27 - Nov 28
Superior Apartment Kalamata
A cozy room with a piano, wooden chairs, a glass staircase, and a bookshelf.

20. King Aristodemus – Room with King-Size Bed and Balcony

King Aristodemus – Room with King-Size Bed and Balcony
Kalamata Old Town
The price is CA $214
CA $214 total
includes taxes & fees
Dec 13 - Dec 14
King Aristodemus – Room with King-Size Bed and Balcony
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.
View all properties

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
apart-hotel image
Aparthotels
Aparthotels

Top Anemomilos Hotel Reviews

A restaurant with round tables, chairs, and a long counter with a bar area.
IRA-HPA Hotel

IRA-HPA Hotel

IRA-HPA Hotel
Kalamata

10/10 Excellent

Amazing location room was great staff very helpful will return.
Canada
theodore
Reviewed November 5, 2026
IRA-HPA Hotel

Find out more about Anemomilos

Everything you need to know about Anemomilos 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 Anemomilos vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Anemomilos vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Anemomilos vacation rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Anemomilos vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Anemomilos vacation rentals we have selected for you start as low as CA $76 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Anemomilos rentals

At Expedia, we put the best Anemomilos 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 Anemomilos 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 Anemomilos 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 Anemomilos. 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

Are there vacation rentals in Anemomilos?

Yes, you can find vacation rentals near popular attractions in Anemomilos, or you can select a more secluded option if you're looking for relaxation.

What's the top vacation rental in Anemomilos?

Enastron Villas: Visitors like this Anemomilos vacation home rental. It is located near the beach and has a fireplace, a private balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a stovetop, a microwave, and a coffee maker. You can relax into your vacation with a garden and a selection of games.

What can I see and do in Anemomilos?

Explore the area and family-friendly sights such as Municipal Railway Park of Kalamata, or get out into nature at a spot like Kalamata Beach. Ancient Messene and Kalamata's Castle are a couple of places you'll find in the larger area.

What are vacation rentals like in Anemomilos?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Anemomilos. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family getaway.