Top Villas in Messenia Region in 2026

A coastal stone bridge over turbulent sea, a historic stone wall, and a tower.

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Top Cities in Messenia Region

An aerial view of a coastal area with a curved bay, sandy beaches, and a small island with dense vegetation.

A coastal city with a marina, dense urban area, and mountainous backdrop.

Our top choices for Messenia Region villas

A pool area with a view of the sea, stone flooring, and a lounge chair.

1. Vista Avia Villa (Traditional Stone Villa with Pool and Amazing View)

Μεγάλη Μαντινεία

Trevor L.

A pool area with a pergola, stone pillars, and potted plants.

2. Olympia Villas

West Mani

Rebecca

AED 504 total

includes taxes & fees

28 Oct - 29 Oct

An infinity pool with white lounge chairs and umbrellas, overlooking a coastal landscape with mountains and a clear blue sea.

3. Searocks Exclusive Village

West Mani

Zhijun

An aerial view of a coastal residential area with houses, roads, and a body of water in the background.

4. Kotroni Villas

Pylos-Nestoras

Christian

AED 485 total

includes taxes & fees

24 Oct - 25 Oct

A stone staircase leading to a covered outdoor area with a table and chairs, overlooking a body of water at dusk.

5. Enjoy the relaxation of chic seaside living in a sea view stone villa

Stoupa

Tom

A pool area with lounge chairs and a view of mountains.

6. Villa Castillo Ena - Three Bedroom Villa, Sleeps 6

Agios Nikolaos

Anonymous traveler

An aerial view of a coastal property with a swimming pool, surrounded by lush greenery and a view of the sea.

7. Villa Calliope Kalamaki

Pilos Nestor

Anonymous traveler

8. Olive Press 1816 | Pool & Terrace | Walk to Beach

Ano Rigklia

"We spent a week at Olive Press and had a fantastic time - Tina and Michael were super helpful with advice of where to go and what to do and generally looking after us whenever we needed anything. We are a family with three teenagers and everyone loved the house and the pool as well as the nearby beaches and walks. Not to mention the tavernas and lovely food. Recommend strongly to go to Elia’s taverna in Agios Nicolaos as well."

Gerhard H.

A stone wall, a table with chairs, a tray with glasses and a bottle, and a view of a pool and landscape.

9. Monolithoi Villas Mani

West Mani

David

AED 1,288 total

includes taxes & fees

8 Nov - 9 Nov

10. Riverstone Villa 3 with Private Pool

Stoupa

"Nous avons passé 15 jours dans la maison de Ioannis avec un coupe d'amis et deux enfants et l'expérience a été géniale. La maison est super avec une piscine très agréable et une vue splendide. Sa localisation en dehors du petit village de Stoupa et à quelques kilomètres de Kardamily offre à la fois la tranquillité et un accès très aisé aux plages et aux restaurants. Les recommandations de Ioannis étaient parfaites, nous avons pu profiter au maximum de notre séjour! A refaire!"

Jules S.

A modern house with a covered patio, outdoor seating, and a garden.

11. helichrysum lofts

Trifylia

A pool with lounge chairs, a wooden deck, and a view of the sea.

12. Villa Liana - One Bedroom Villa, Sleeps 2

Petalidi

A stone staircase leading to a terrace with a view of the sea and mountains.

13. Villa Pefnos Christos - A tranquil paradise by the sea

Agios Nikolaos

Tanja G.

A multi-story building with balconies adorned with greenery.

14. Kalamata Mediterranean Suites & Villas

Kalamata

A balcony with a table set for breakfast, including croissants, grapes, a glass of orange juice, and a cup of coffee. A vase with a pink flower is on the table. The view includes a road and greenery.

15. Armonia by the Sea - Majestic Seaside Retreat

Petalidi

esther h.

A swimming pool with a view of the sea and hills.

16. Villa Kamaria Luxury villa with private swimming pool, terraces, valley and sea views.

Kamaria

julia b.

A swimming pool with a view of a mountainous landscape and the sea.

17. Afentiko Pigadi

Pylos-Nestoras

AED 209 total

includes taxes & fees

6 Nov - 7 Nov

A table with a vase of flowers, croissants, and fruit on a balcony overlooking a scenic view.

18. Seaside Getaway - Aelia Villa's Dreamy Paradise

Petalidi

Cleo J.

An outdoor dining area with a table set for two, overlooking a body of water and a sunset.

19. Manazil Mani Luxury villas - 3 bedroom villas with panoramic sea & mountain view

Stoupa

Christianna P.

A room with a sliding glass door leading to an outdoor patio with a pool, wicker furniture, and a pergola.

20. Elaia Grove

Kalamata

AED 918 total

includes taxes & fees

8 Nov - 9 Nov

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Top Messenia Region Hotel Reviews

The Romanos, a Luxury Collection Resort, Costa Navarino

10/10 Excellent

"Every part of this resort was amazing"

Grecotel Filoxenia Kalamata

10/10 Excellent

"This was our second stay this year. It is a wonderfully relaxing hotel . Located by a private beach which, like the rest of the resort is kept in pristine condition. We chose the half board option and had the pleasure of eating excellent food while watching the sun set Looking forward to returning next year"

Elite City Resort

10/10 Excellent

"Great location across from the beach . Decent room and nice breakfast. Easy parking. Was a relief to have some excellent food at a late hour of arrival . Front desk staff and restaurant staff excellent. Breakfast waiters a bit miserable but fine. Would recommend for a short stay. 20 minute walk to main tavernas /port."

IRA-HPA Hotel

10/10 Excellent

"Great hotel in a great position right in the middle of Kalamata, close to the charming old town and the main shopping streets. The staff were really helpful and friendly and did everything they could to make our stay as comfortable as possible despite there being major road works outside the hotel when we were staying. Hotel parking is a real bonus in the middle of a city. Our only suggestion would be to include more storage in the room. One clothes frame with no drawers and hardly any shelving made it a challenge to store our clothes. All fine for a couple of nights city break but any longer and it's a squeeze!"

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Kalamata Vacations

Villas in Messenia Region

Change your mind

Treat yourself

Be picky

Check prices for these dates

Top Cities in Messenia Region

Pylos-Nestoras

Kalamata

Our top choices for Messenia Region villas

1. Vista Avia Villa (Traditional Stone Villa with Pool and Amazing View)

2. Olympia Villas

3. Searocks Exclusive Village

4. Kotroni Villas

5. Enjoy the relaxation of chic seaside living in a sea view stone villa

6. Villa Castillo Ena - Three Bedroom Villa, Sleeps 6

7. Villa Calliope Kalamaki

8. Olive Press 1816 | Pool & Terrace | Walk to Beach

9. Monolithoi Villas Mani

10. Riverstone Villa 3 with Private Pool

11. helichrysum lofts

12. Villa Liana - One Bedroom Villa, Sleeps 2

13. Villa Pefnos Christos - A tranquil paradise by the sea

14. Kalamata Mediterranean Suites & Villas

15. Armonia by the Sea - Majestic Seaside Retreat

16. Villa Kamaria Luxury villa with private swimming pool, terraces, valley and sea views.

17. Afentiko Pigadi

18. Seaside Getaway - Aelia Villa's Dreamy Paradise

19. Manazil Mani Luxury villas - 3 bedroom villas with panoramic sea & mountain view

20. Elaia Grove

Find vacation rentals that suit your style

Top Messenia Region Hotel Reviews

The Romanos, a Luxury Collection Resort, Costa Navarino

Explore a world of travel with Expedia