Holiday Benefits - Vacation Rentals in Kalymnos

Vita | Mia Anasa - Luxury Suites From US $236
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Harry's Paradise From US $40
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Kalypso Studios From US $98
         

8.6 (17 Reviews)
House
  • Air Conditioner
  • Pool
  • TV
Homerez - House in Mirties From US $395
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sole | Mia Anasa - Luxury Suites From US $377
         

Luna | Mia Anasa - Luxury Suites From US $262
         

New
Villa
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Mare | Mia Anasa - Luxury Suites From US $236
         

New
Villa
  • Air Conditioner
  • Parking
  • Designated Smoking Area

Luxury Places to Stay in Kalymnos

Over 698+ Luxury Places to Stay in or Near Kalymnos
Kasteli Villa East - Kalymnos From US $1,945
         

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

|
10.0 (5 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
         

|
10.0 (22 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
Almyra Seaside Luxury Suites From US $552
         

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9.3 (25 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • View
The Villa at Kastelli Bay, Luxury Waterfront Villa From US $530
         

Villa Kalydna From US $530
         

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9.6 (5 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Kalymnos

Over 110+ Top-Rated Vacation Rentals with a Pool in or Near Kalymnos
Vouros Villages - Villa From US $435
         

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10.0 (12 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Maison Des Clementines From US $316
         

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10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Markos House From US $75
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Villa Odyssey From US $303
         

|
10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Villa Selas Kalymnos From US $362
         

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10.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Kastelli Sunset Villa From US $410
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
Markos House 2 From US $66
         

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

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9.9 (242 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Kalymnos

Over 166+ Pet-Friendly Vacation Rentals in or Near Kalymnos
Family-friendly oasis near the beach From US $187
         

10.0 (15 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
Tatsis Apartments From US $65
         

7.6 (4 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
Apartment 'No 12' with Shared Pool, Wi-Fi and Air Conditioning From US $86
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Marias k studios in Armeos Massouri From US $192
         

9.2 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Apartment 'Syrios Suites No 1' with Sea View, Wi-Fi and Air Conditioning From US $150
         

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
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
Villa Niki by the sea From US $163
         

10.0 (5 Reviews)
Villa
  • Air Conditioner
  • TV
  • Balcony/Terrace
Casa Sabine Luxury Villa with spectacular view From US $316
         

10.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • TV
R&G Luxury accommodation in Kalymnos (Private Villa) From US $480
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Pool
  • Private Pool
Fantasia Villas "Galene". From US $288
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • TV

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
  • Designated Smoking Area
Family Home Kalymnos From US $56
         

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9.3 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Mela Studios From US $64
         

8.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
PANORAMIC VIEW SEA TO TELENDOS From US $2,600
         

New
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
D e D From US $145
         

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5.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
CALLIOPE MAILLE STUDIOS & APARTMENTS From US $66
         

SPONGIA HOTEL SUITES & Spa From US $183
         

|
9.6 (161 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Apollonia Hotel From US $103
         

9.4 (22 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View

Kalymnos Vacation Rentals and Airbnb Places to Stay Under $200

Over 568+ Kalymnos Vacation Rentals and Airbnb Places to Stay Under $200
Ionaris From US $87
         

3.5 (6 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Child Friendly
Ambiance Studios From US $79
         

8.4 (15 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Maria's Cottage House From US $163
         

9.8 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Quiet apartment, perfectly located and very comfortable From US $65
         

9.6 (36 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
House for 5 in Skalia, kalymnos From US $105
         

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

Instantly Bookable Vacation Homes in Kalymnos

Over 171+ Instantly Bookable Vacation Homes in or Near Kalymnos
Blue Dawn Kalymnos PREMIUM SUITE From US $200
         

Aegean Villita -Masouri-on beach- apartment From US $175
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Fantasia Villas "Selene". From US $317
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • TV
Eos - Boutique Apartment From US $229
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Designated Smoking Area
  • TV

About Kalymnos Vacation Rentals

With more than 707 Kalymnos vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Holidaybenefits 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 Holidaybenefits 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 519.19 ft² on average, with prices averaging US $152 a night.

Holidaybenefits 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
Holiday Apartments 421
Vacation Homes 158
Villas 71
Hotels 45
Cottages 4
Ski Chalet Rentals 3
B&B 2
Hostels 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Kalymnos

Pro Tip: Holidaybenefits makes it easy to compare the best listings on Holidaybenefits homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Holidaybenefits 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

How many vacation rentals are available in Kalymnos?

Currently, the total number of properties listed in 2026 is over 707 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.