Holiday Rental Villas - Vacation Rentals in Kalymnos

Kastelli Blu SEA - Luxury Waterfront Designer Villa From US $79
         

9.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Petra Boutique Homes From US $89
         

10.0 (10 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Casa Sabine Luxury Villa with spectacular view From US $298
         

10.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • TV
villa marouso From US $110
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Fantasia Villas "Selene".nnnnn From US $350
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • TV
Vita | Mia Anasa - Luxury Suites From US $277
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Kalymnos

Over 653+ Luxury Places to Stay in or Near Kalymnos
PANORAMIC VIEW SEA TO TELENDOS From US $2,600
         

New
Apartment
  • Air Conditioner
  • Parking
  • TV
Kasteli Villa East - Kalymnos From US $1,659
         

10.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
NIKIS SEASIDE HOUSE From US $1,363
         

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10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Sirius Villa Skalia From US $1,097
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Petra Boutique Villas From US $929
         

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10.0 (22 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Apollonas & Sibylla Villa - Luxury Stay with Pool From US $625
         

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8.9 (16 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Triton Villa at Kasonia beach Pothia From US $566
         

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10.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • View

Top-Rated Vacation Rentals with a Pool in Kalymnos

Over 105+ Top-Rated Vacation Rentals with a Pool in or Near Kalymnos
Kantouni Beach Boutique Hotel From US $183
         

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10.0 (37 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Vouros Villages - Villa From US $435
         

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10.0 (12 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Maison Des Clementines From US $272
         

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10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Villa Odyssey From US $303
         

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10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Salt Life Villa From US $484
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Pool
  • Security/Safety
Kastelli Sunset Villa From US $410
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
Apartment 'No 12' with Shared Pool, Wi-Fi and Air Conditioning From US $69
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Kantouni Beach Boutique Hotel From US $238
         

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9.9 (247 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Kalymnos

Over 151+ Pet-Friendly Vacation Rentals in or Near Kalymnos
Family-friendly oasis near the beach From US $164
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
BEACH FRONT APARTMENT From US $58
         

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7.9 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Mela Studios From US $60
         

8.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Grande Grotta! house in armeos Massouri From US $191
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Marias k studios in Armeos Massouri From US $156
         

9.2 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Apartment In The Heart Of Masouri From US $77
         

7.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Apartment 'Syrios Suites No 1' with Sea View, Wi-Fi and Air Conditioning From US $129
         

See More Pet-Friendly Vacation Rentals in Kalymnos on PetFriendly.io

Large Vacation Homes & Villas in Kalymnos

Over 125+ Large Vacation Homes & Villas in or Near Kalymnos
Sole | Mia Anasa - Luxury Suites From US $404
         

Ionaris From US $87
         

3.5 (6 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Child Friendly
Apollonas & Sypyla Villa From US $327
         

New
Villa
  • Air Conditioner
  • Parking
  • Pool
Mare | Mia Anasa - Luxury Suites From US $279
         

Luna | Mia Anasa - Luxury Suites From US $277
         

Villa - Sleeps 7 - Hot Tub - Pets - Sea View From US $252
         

Wheelchair Accessible Vacation Homes in Kalymnos

Over 15+ Wheelchair Accessible Vacation Homes in or Near Kalymnos
FAMILY OWNED HOUSE - GEORGE 2 From US $191
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV
Family Home Kalymnos From US $56
         

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9.3 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
CALLIOPE MAILLE STUDIOS & APARTMENTS From US $66
         

Sylvia's houses From US $35
         

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9.0 (62 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Evanik Chic Hotel From US $106
         

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9.8 (20 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
D e D From US $145
         

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5.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Apollonia Hotel From US $103
         

9.4 (21 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
SPONGIA HOTEL SUITES & Spa From US $297
         

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9.6 (158 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • TV

Kalymnos Varoom and Airbnb Places to Stay Under $200

Over 531+ Kalymnos Varoom and Airbnb Places to Stay Under $200
Maria's Cottage House From US $138
         

9.8 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Harry's Paradise From US $40
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Giameiko Traditional House Kalymnos From US $108
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • TV
  • View
Quiet apartment, perfectly located and very comfortable From US $66
         

9.6 (35 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
House for 5 in Skalia, kalymnos From US $117
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Mountain-Sea Kalymnos for 2 From US $81
         

New
Cottage
  • Air Conditioner
  • TV
  • Balcony/Terrace
Aegean Villita -Masouri-on beach- apartment From US $193
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Kalymnos

Over 172+ Instantly Bookable Vacation Homes in or Near Kalymnos
Cozy house by Kalydna Mirties From US $186
         

9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Kalymnos Residence the art of Hospitality From US $105
         

9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Home sweet home! From US $205
         

8.8 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Gestema Luxury Residences From US $473
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pool
Gestema Residences From US $469
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pool

About Kalymnos Vacation Rentals

With more than 93 Kalymnos vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Holidayrentalvillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Kalymnos.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Holidayrentalvillas Kalymnos, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Kalymnos. Places to stay near Kalymnos are 1123.46 ft² on average, with prices averaging $321 a night.

Holidayrentalvillas makes it easy and safe to find and compare vacation rentals in Kalymnos with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Kalymnos

Type Count
Villas 70
Vacation Homes 15
Holiday Apartments 8

Use these Quick Filters to Find a Vacation Rental in Kalymnos

Pro Tip: Holidayrentalvillas makes it easy to compare the best listings on Holidayrentalvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Holidayrentalvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Kalymnos.

Weather in Kalymnos

View the weather forecast for Kalymnos before booking your Kalymnos Vacation Rentals to confirm your best time to go.

December - February
High 70°F       Low 41°F
March - May
High 76°F       Low 49°F
June - August
High 91°F       Low 68°F
September - November
High 85°F       Low 63°F

Kalymnos Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Kalymnos?

There are a lot of options in Kalymnos. If you plan on staying in the Kalymnos area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kalymnos:

How many vacation rentals are available in Kalymnos?

Currently, the total number of properties listed in 2026 is over 93 in the Kalymnos area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Kalymnos.