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Caldera Beach Vacation Packages

Caldera Beach Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Apeiron Blue Santorini - Sustainable Adults Only 14+

Apeiron Blue Santorini - Sustainable Adults Only 14+

5 out of 5
Price was $2,936, price is now $2,217 per person
$2,217
per person
Jun 30 - Jul 5
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
Book a stay at this luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Athinios Port and Santorini Caldera are located nearby.
Art Maisons Aspaki Exclusive Suites

Art Maisons Aspaki Exclusive Suites

5 out of 5
Save 100% on your flight
Price was $5,829, price is now $3,377 per person
$3,377
per person
Jun 30 - Jul 5
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
Book a stay at this luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Santorini Caldera and Athinios Port are located nearby.
Santorini Princess Presidential Suites

Santorini Princess Presidential Suites

5 out of 5
Save 100% on your flight
Price was $5,741, price is now $3,826 per person
$3,826
per person
Jun 28 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
Book a stay at this luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Athinios Port and Santorini Caldera are located nearby.
Phōs The Boutique Luxury Hotel & Villas

Phōs The Boutique Luxury Hotel & Villas

5 out of 5
Save 100% on your flight
Price was $5,089, price is now $3,402 per person
$3,402
per person
Jun 30 - Jul 5
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
Book a stay at this luxury hotel in Santorini. Enjoy free breakfast, free parking, and an outdoor pool. Popular attractions Santorini Caldera and Athinios Port are located nearby.
Iliovasilema Suites

Iliovasilema Suites

1 out of 5
Price was $4,299, price is now $2,902 per person
$2,902
per person
Jun 23 - Jun 30
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Thira (JTR)
Book a stay at this spa hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Santorini Caldera and Athinios Port are located nearby.
West East Suites

West East Suites

5 out of 5
Price was $4,500, price is now $3,093 per person
$3,093
per person
Jun 30 - Jul 5
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
Book a stay at this luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Santorini Caldera and Athinios Port are located nearby.
Honeymoon Petra Villas

Honeymoon Petra Villas

5 out of 5
Price was $3,790, price is now $2,721 per person
$2,721
per person
Jul 11 - Jul 18
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
Book a stay at this luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Santorini Caldera and Athinios Port are located nearby.
Saint Santorini

Saint Santorini

5 out of 5
Save 100% on your flight
Price was $6,258, price is now $4,511 per person
$4,511
per person
Jun 30 - Jul 5
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
Book a stay at this luxury hotel in Santorini. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Santorini Caldera and Athinios Port are located nearby.
Oikos Santorini Living Concept (Grand Opening May 2026)

Oikos Santorini Living Concept (Grand Opening May 2026)

5 out of 5
Price was $4,435, price is now $3,215 per person
$3,215
per person
Jun 28 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
Book a stay at this luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Athinios Port and Santorini Caldera are located nearby.
North Santorini - A Luxury Spa Hotel

North Santorini - A Luxury Spa Hotel

5 out of 5
Price was $3,329, price is now $2,431 per person
$2,431
per person
Jun 30 - Jul 5
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
Book a stay at this luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Athinios Port and Kamari Beach are located nearby.
Kapari Natural Resort

Kapari Natural Resort

5 out of 5
Price was $3,452, price is now $2,576 per person
$2,576
per person
Jun 30 - Jul 5
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
Book a stay at this luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Santorini Caldera and Athinios Port are located nearby.
Katikies Chromata Santorini - The Leading Hotels of the World

Katikies Chromata Santorini - The Leading Hotels of the World

5 out of 5
Price was $5,204, price is now $3,920 per person
$3,920
per person
Jun 30 - Jul 5
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
Book a stay at this luxury hotel in Santorini. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Santorini Caldera and Athinios Port are located nearby.

3-4 Night Vacations in Caldera Beach

Price found within the past 48 hours. Click for updated prices.
Ios Bliss

Ios Bliss

4 out of 5
Price was $2,121, price is now $1,777 per person
$1,777
per person
Jul 14 - Jul 17
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Thira (JTR)
Art Maisons Oia Castle

Art Maisons Oia Castle

5 out of 5
Price was $4,179, price is now $3,406 per person
$3,406
per person
Jun 23 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Thira (JTR)
Santorini Princess Presidential Suites

Santorini Princess Presidential Suites

5 out of 5
Price was $3,827, price is now $3,201 per person
$3,201
per person
Jun 29 - Jul 2
found 2 hours ago
Roundtrip flight included
Los Angeles (LAX) to Thira (JTR)
Grand Ambassador Santorini Hotel

Grand Ambassador Santorini Hotel

5 out of 5
Price was $2,816, price is now $2,392 per person
$2,392
per person
Jun 22 - Jun 24
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)

5-7 Night Vacations in Caldera Beach

Price found within the past 48 hours. Click for updated prices.
West East Suites

West East Suites

5 out of 5
Price was $4,500, price is now $3,093 per person
$3,093
per person
Jun 30 - Jul 5
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
Art Maisons Aspaki Exclusive Suites

Art Maisons Aspaki Exclusive Suites

5 out of 5
Save 100% on your flight
Price was $5,829, price is now $3,377 per person
$3,377
per person
Jun 30 - Jul 5
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
Santorini Princess Presidential Suites

Santorini Princess Presidential Suites

5 out of 5
Save 100% on your flight
Price was $5,741, price is now $3,826 per person
$3,826
per person
Jun 28 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)
Phōs The Boutique Luxury Hotel & Villas

Phōs The Boutique Luxury Hotel & Villas

5 out of 5
Save 100% on your flight
Price was $5,089, price is now $3,402 per person
$3,402
per person
Jun 30 - Jul 5
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Thira (JTR)

Caldera Beach Last Minute Hotel Deals

Grand Ambassador Santorini Hotel

Grand Ambassador Santorini Hotel

5 out of 5
Akrotiri Santorini
Book a stay at this luxury hotel in Santorini. Enjoy free WiFi, free parking, and private plunge pools. Our guests praise the helpful staff in our reviews. Popular ...
Grand Ambassador Santorini Hotel
Adamastos

Adamastos

3 out of 5
Akrotiri Santorini South Aegean
Stay at this hotel in Santorini. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Popular attractions Athinios Port and Santorini Caldera are located ...
Adamastos
Acroterra Rosa Luxury Suites & Spa

Acroterra Rosa Luxury Suites & Spa

5 out of 5
Akrotiri Santorini Santorini Island
Book a stay at this luxury hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Acroterra Rosa Luxury Suites & Spa
Apanemo Hotel

Apanemo Hotel

2 out of 5
Akrotiri Santorini Santorini Island
Book a stay at this business-friendly hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Apanemo Hotel
Maison Des Lys

Maison Des Lys

Caldera Santorini Santorini Island
Stay at this hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Athinios ...
Maison Des Lys
Grand View

Grand View

Megalohori Santorini Santorini Island
Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Athinios Port and Kamari Beach are located ...
Grand View
Villa Galinia

Villa Galinia

Akrotiri Santorini
Book a stay at this spa hotel in Santorini. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Athinios Port and Santorini Caldera are located ...
Villa Galinia
William's Houses

William's Houses

Akrotiri Santorini
Stay at this guesthouse in Santorini. Enjoy free WiFi, room service, and onsite spa services. Popular attractions Athinios Port and Santorini Caldera are located ...
William's Houses
See all 4,463 properties in Caldera Beach
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.

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