Kalypso Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kalypso vacation rentals

Traditional Apartments Madares

Traditional Apartments Madares
Sfakia
10.0 out of 10, Exceptional, (5)
"Tutto bellissimo. Antonia, molto gentile, ma ci hai fatto pagare troppo il servizio "taxi". Consigliamo di chiedere in anticipo i prezzi dei servizi extra."
Italy
Anna Marta
Traditional Apartments Madares

Grecotel Plaza Beach House

Grecotel Plaza Beach House
4.0 star property
Perivolia
7.8 out of 10, Good, (45)
"The Staff at this resort are amazing. Very helpful and friendly and accomadating. They speak really good english. Service was amazing"
Canada
Chanelle
The price is ¥11,168
¥13,265 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Grecotel Plaza Beach House

Triopetra Luxury Villas Panagia

Triopetra Luxury Villas Panagia
Agios Vasileios
10.0 out of 10, Exceptional, (1)
"Fantastic and quite place, nice house, pleasant hosts. Fully equipped kitchen. Local products in the fridge...... red and white vine, raki, eggs, fruits, vegetables and sweets. Nice garden and the pool with clear water. Triopetra beach 5 minutes by car"
Czechia
Jakub
The price is ¥36,300
¥42,061 total
includes taxes & fees
Dec 27 - Dec 28
Triopetra Luxury Villas Panagia

Petalo Suites

Petalo Suites
Rethymno
10.0 out of 10, Exceptional, (17)
"Excellent stay!"
Canada
Christian
The price is ¥13,576
¥15,547 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Petalo Suites

Olympic Palladium

Olympic Palladium
3.0 star property
Rethymno
8.2 out of 10, Very Good, (70)
" Very basic for an all guys trip. Somewhat run down. Parking is a challenge. But if you don’t plan to spend time in your room or in the hotel, it is ok. Centrally located. "
United States
Grant
The price is ¥8,500
¥9,953 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Olympic Palladium

Gaia Luxury Rooms Rethymno

Gaia Luxury Rooms Rethymno
Rethymno
The price is ¥7,934
¥9,126 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Gaia Luxury Rooms Rethymno

Rethymno Heart

Rethymno Heart
Rethymno
The price is ¥9,035
¥10,653 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Rethymno Heart

Creta Sun apartments

Creta Sun apartments
Rethymno
The price is ¥8,928
¥10,139 total
includes taxes & fees
Dec 29 - Dec 30
Creta Sun apartments

Elina Hotel Apartments

Elina Hotel Apartments
3.0 star property
Rethymno
8.4 out of 10, Very Good, (82)
"We stayed for 2 nights. It was a perfect location to the old town. Tons of reaturants and little markets. "
Canada
Jakline
Elina Hotel Apartments

Omma Suites

Omma Suites
Rethymno
9.6 out of 10, Exceptional, (20)
"Fantastic Place to stay at! "
United States
Jimmy
Omma Suites

Villa Aloni-traditional Stone Villa With Nice View,pool and Garden

Villa Aloni-traditional Stone Villa With Nice View,pool and Garden
Apokoronas
10.0 out of 10, Exceptional, (2)
"It was a very nice experience. The villa has value of money."
United States
Anonymous traveler
The price is ¥25,814
¥29,481 total
includes taxes & fees
Dec 28 - Dec 29
Villa Aloni-traditional Stone Villa With Nice View,pool and Garden

Orama Studios

Orama Studios
Agios Vasileios
The price is ¥19,359
¥22,131 total
includes taxes & fees
Dec 27 - Dec 28
Orama Studios

Twin furnished self-catering studio for relaxation

Twin furnished self-catering studio for relaxation
Plakias
9.2 out of 10, Wonderful, (14)
"Katerina und Fotis sorgen sich sehr zuvorkommend um ihre Gäste, geben viele wertvolle Tipps, pflegen die Anlage sorgfältig und sind immer zur Stelle, wenn man sie benötigt. Die Lage des Hauses zwischen zwei Buchen (Plakias und Damnoni) ist ideal für alle Vorlieben. Ein Stern muss leider abgezogen werden, weil das Haus an einer lauten Durchgangsstraße liegt, so dass man nicht bei offenem Fenster schlafen kann. Aber es gibt eine Klimaanlage."
Germany
Bodo B.
The price is ¥9,184
¥12,857 total
includes taxes & fees
Dec 29 - Dec 30
Twin furnished self-catering studio for relaxation

Grande Madonna Luxury Boutique Suites

Grande Madonna Luxury Boutique Suites
Rethymno
10.0 out of 10, Exceptional, (2)
"Excellent central location. "
United States
Theresa
The price is ¥11,243
¥12,892 total
includes taxes & fees
Dec 30 - Dec 31
Grande Madonna Luxury Boutique Suites

Apartment 'Two Bedroom Sea View' with Sea View, Wi-Fi and Air Conditioning

Apartment 'Two Bedroom Sea View' with Sea View, Wi-Fi and Air Conditioning
Crete
The price is ¥12,857
¥13,224 total
includes taxes & fees
Dec 27 - Dec 28
Apartment 'Two Bedroom Sea View' with Sea View, Wi-Fi and Air Conditioning

Creta Sun, Studio 111 City & Pool view

Creta Sun, Studio 111 City & Pool view
Rethymno
10.0 out of 10, Exceptional, (1)
"Ένα πολύ όμορφο και εξυπηρετικό διαμέρισμα για την διαμονή μας στην πόλη. Πεντακάθαρο με ωραίο κρεβάτι και smart tv."
United States
ΜΕΤΑΞΙΑ
The price is ¥9,963
¥10,330 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Creta Sun, Studio 111 City & Pool view

Villa Aloni-Traditional stone Villa with nice view,pool and garden

Villa Aloni-Traditional stone Villa with nice view,pool and garden
Chania-Crete-Vrisses
9.6 out of 10, Exceptional, (14)
"This was exactly the space we needed after a small apartment in Athens. House is a nice size for 2 adults and 3 kids. Girls loved the yard and the kid toys provided. The pool was too cold to swim in much in May, but was nice to have. The location is great, it feels so private and remote, but is a short drive to some great beaches. It was nice to have a tub to bath the kids. A couple of things would have made my stay even better, a larger pillow selection, pillows were very firm; provide beach...
United States
Melanie F.
The price is ¥27,551
¥31,224 total
includes taxes & fees
Dec 28 - Dec 29
Villa Aloni-Traditional stone Villa with nice view,pool and garden

George's Poet Maisonette

George's Poet Maisonette
Rethymno
The price is ¥10,382
¥12,186 total
includes taxes & fees
Jan 12 - Jan 13, 2026
George's Poet Maisonette

Amalen Suites Adults Only

Amalen Suites Adults Only
Rethymno
The price is ¥28,024
¥31,996 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Amalen Suites Adults Only

Areti Seaview Residence

Areti Seaview Residence
Rethymno
The price is ¥9,088
¥10,439 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Areti Seaview Residence
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kalypso Hotel Reviews

Find out more about Kalypso

Search for holiday rentals in Kalypso on Expedia! You can easily find your home rentals, villas, holiday apartments in Kalypso using one of the methods below:

  • View our selection of featured holiday rentals in Kalypso
  • Use the map to find apartments and other holiday homes in the Kalypso neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kalypso while they last

Look no further and take a look at our great range of rental properties in Kalypso!

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Kalypso?

Yes, we offer vacation rentals near top attractions in Kalypso, or you can go with a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the seaside in Kalypso. Make sure you have time to check out the bars while you're in the area.

What are some of the best vacation home rentals that Kalypso has to offer?

Villa VerdeBlu Rethymno near the beach: This vacation home rental outside of Kalypso is located by the ocean and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family. It offers a rooftop terrace, a garden, and a selection of games so you can immerse yourself in your vacation.

What can I see and do in Kalypso?

While exploring the area, visit family-friendly sights like Paleontological Museum, or get outside and enjoy nature at Damnóni Beach. In the larger area, you’ll find Monastery of Preveli and Kourtaliotiko Gorge.

What are vacation rentals like in Kalypso?

Vacation rentals are private accommodations you can reserve for a short or long stay in Kalypso. Vacation rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment 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 option for family gatherings.