Holiday Rentals Anemomilos from £61: Find Short-Term Rentals & Holiday Accommodations

Q: What are some of the best holiday rentals that Anemomilos has to offer?

City Cottage : This holiday home rental outside of Anemomilos is located in the city centre, and has an outdoor pool, a private balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a terrace, a garden and a selection of games so that you can immerse yourself in your holiday.

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Our top choices for Anemomilos holiday rentals

1. Olivilla Garden Retreat A Peaceful Escape

Messini

2. Olivilla Garden Retreat – A Peaceful Escape

Eva

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

Μεσσηνια

"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...

Anonymous traveller

includes taxes & fees

9 Sept - 10 Sept

4. Martinia Pool Escape - Tragos Panoramic Views

Ano Amfia

"The place was perfect and exactly as advertised. Very modern place with a wonderful view, close to Kalamata by car but a great spot to be if you want to be out of the city a little bit. Communication from the host was 10/10, would recommend it to anyone and would definitely stay again. If you need to park on the street it could be a little intimidating for some but if that's the case you can easily park down the road a little."

Vince G.

includes taxes & fees

23 Aug - 24 Aug

In-room safe, laptop workspace, soundproofing

5. Achinos - Kalamata Mediterranean Suites

Kalamata

Dina

includes taxes & fees

8 Sept - 9 Sept

Deluxe Penthouse, 2 Bedrooms | Egyptian cotton sheets, premium bedding, memory-foam beds, in-room safe

6. Evripidou7 Kalamata Mediterranean Suites

Kalamata

EFSTATHIOS

includes taxes & fees

3 Sept - 4 Sept

7. 1920 classic

Kalamata Old Town

Kevin

includes taxes & fees

1 Sept - 2 Sept

8. Asklipiou Cube

Kalamata

Robert

includes taxes & fees

1 Sept - 2 Sept

9. Elaia Grove

Kalamata

includes taxes & fees

20 Aug - 21 Aug

10. VENI Olive House

Kalamata

includes taxes & fees

27 Aug - 28 Aug

11. Martinia Pool Escape - Aiga Panoramic Vistas

Kalamata

"The indoor space was spacious and clean with a well equipped kitchen. The view was spectacular and the fireplace was ready with everything we needed to have a cozy evening by firelight. Church bells ringing, roosters crowing, chickens clucking, a cat that enjoyed curling up in your lap, and a dog that loved attention, and a nearby corner store all added to the sense of small village peacefullness. We really enjoyed this place and would gladly come again."

teagan

includes taxes & fees

2 Sept - 3 Sept

Deluxe Apartment | Iron/ironing board (on request), free WiFi

12. Ipapanti Square

Kalamata Old Town

includes taxes & fees

20 Aug - 21 Aug

Apartment, 2 Bedrooms, Sea View (1) | Terrace/patio

13. Agriomata Vergas Apartments

Kalamata

Travis

Deluxe Villa, 4 Bedrooms, Hot Tub | Desk, laptop workspace, soundproofing, iron/ironing board

14. Country Home

Kalamata

Andrew James

includes taxes & fees

7 Sept - 8 Sept

15. Palinas comfy home!!

Kalamata

includes taxes & fees

30 Aug - 31 Aug

1 bedroom, iron/ironing board, WiFi, bed sheets

16. K2 Suites Kalamata - Suite 1

Kalamata Old Town

includes taxes & fees

8 Sept - 9 Sept

17. Studio w/king size bed near the Heart of Kalamata

Kalamata

includes taxes & fees

31 Aug - 1 Sept

18. Prince Antilochus – King-Size Bed Room with Balcony

Kalamata Old Town

includes taxes & fees

9 Sept - 10 Sept

Deluxe Apartment, 3 Bedrooms, Private Pool, Ground Floor | 1 bedroom, premium bedding, soundproofing, iron/ironing board

19. The Mansion

Kalamata

Nick

includes taxes & fees

7 Sept - 8 Sept

20. Holiday Home Villa Maria and Dimosthenis with Sea View, Garden & Wi-Fi

Kalamata

includes taxes & fees

9 Sept - 10 Sept

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Top Anemomilos Hotel Reviews

Grand Hotel Kalamata

10/10 Excellent

"Great location."

IRA-HPA Hotel

8/10 Good

"I stayed at the IRAHPA Hotel in central Kalamata and found it a comfortable, straightforward place to stay. The location is excellent, the hotel is clean, and the staff are friendly and helpful. The room is simple but functional and suited for one or two people. The bed was comfortable, there was space for my things, and it stayed quiet. My view was mostly the wall of another building. Breakfast was nice, with some Greek options and a pleasant seating area by the windows. The breakfast hostess, a delightful lady from Montreal, was warm and gracious. A couple of quirks: as is typical in this part of Greece, toilet paper and sanitary items cannot go in the toilet—they go in a small bin nearby. Some design choices felt awkward, such as the hairdryer plugged into an outlet right above the hand-soap dispenser, making the soap hard to use. The hotel provided complementary water plus a welcome gift of wine and local snacks. At checkout they kindly stored my bag for several hours while I explored the city.Overall, IRAHPA isn’t flashy or especially impressive, but it’s clean, comfortable, well-located, and the staff are genuinely helpful. A reliable, simple base with a good breakfast."

Messinian Icon

10/10 Excellent

"My stay at this impressive luxury hotel was truly exceptional. The room was beautifully appointed, and the luxurious mattress made for the best, most restorative sleep. Stepping out onto the terrace balcony was a daily joy — it overlooked the sparkling pools and, further out, the line of gleaming yachts resting in Kalamata Bay. It felt like a private postcard view. The bathroom was stocked with high‑quality toiletries, a small detail that added to the overall sense of comfort and care. On days when the heat made outdoor exercise impossible, the hotel’s well‑equipped gym was perfect. Afterwards, I indulged in some pampering at the spa, which was the ideal way to unwind. Every part of my stay felt thoughtful, relaxing, and wonderfully refined. A truly memorable experience."

Akti Taygetos Conference Resort

10/10 Excellent

"Lovely pool and beach complex over the road from the car park, water so clear to snorkel in. There were facilities pool side to change if going to airport, but no extractor fans in any of the bathrooms which would be my only moan, they got very hot! There's no gym yet, but it could be a nice addition and hotel is away from the busyness of Kalamata. Just a shame that the airport is so old and dilapidated, it puts you off returning to the area, as it's grotty and the lack of facilities are really poor in 2026 from no cafes, to running water and soap in the ladies toilets. Maybe the hotel can raise this with the authorities as I wouldn't return based on the delays and service."

Panellinion Luxury Rooms

8/10 Good

"The hotel room had a nice view and was great for a weekend. The room was a bit small for 2 people. Also, there was parking, but it could be used by others for the adjacent playground, so parking was tough during the later hours. Overall, great place by the sea in the areas near shopping and restaurants."

Find out more about Anemomilos

Everything you need to know about Anemomilos holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Anemomilos holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Anemomilos holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Anemomilos holiday rentals we have selected for you start as low as £61 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 holiday 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 holiday.

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 holiday rentals in Anemomilos?

Yes, there are holiday rentals close to the most popular sights in Anemomilos, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Anemomilos has to offer?

City Cottage: This holiday home rental outside of Anemomilos is located in the city centre, and has an outdoor pool, a private balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a terrace, a garden and a selection of games so that you can immerse yourself in your holiday.

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 Almyros Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Anemomilos?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Anemomilos. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family trip.

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Check prices for these dates

Our top choices for Anemomilos holiday rentals

1. Olivilla Garden Retreat A Peaceful Escape

2. Olivilla Garden Retreat – A Peaceful Escape

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

4. Martinia Pool Escape - Tragos Panoramic Views

5. Achinos - Kalamata Mediterranean Suites