🇬🇷

Summer Holidays 2026

Greece · Aug 18–26 · Organised by Nelson

10 properties · 5 islands · 8 nights

Tap to update all prices
3 confirmed couples + 5 singles

👥 The Group

💑 Couples
Nelson Tiberghien&Isabelle ChaputOrganiser
Florian Eberhardt&Siyan Chen
Atikah&Danny Lim
Hillary Lui&Keenan⚠ Undecided
🧍 Singles
Phill Backes
Shxpir
YC
Tobi Asrauscher⚠ Undecided
MiKO⚠ Undecided
Yu Chen⚠ Undecided
🟢 Scenario B — 11 pax
Nelson+Isabelle · Florian+Siyan · Atikah+Danny + 5 singles · Need: 3 couple rooms + 5 single beds
🟡 Scenario A — 13 pax
All above + Hillary+Keenan · Need: 4 couple rooms + 5 single beds
Filter by island:

🏠 Property Analysis(10)

Exquisite Beachfront Mansion
1
Superhost
Syros

Exquisite Beachfront Mansion

📍 Megas Gialos, Syros
👥 12 guests🛏 5 BR / 9 beds🚿 5.5 bathsNo rating · 2 reviews
Total · 8 nights
$13,693
Per person · Scenario B
$1,245
🟢 11 pax: $1,245🟡 13 pax: $1,053
✗ No Pool🌊 Direct Beachfront💑 Tight — confirm with host
Bed fit: Scenario B ✓ (3 couples) · Scenario A needs host confirmation
Villa Elxi
2
Superhost
Paros

Villa Elxi

📍 Kolybithres Beach, Paros
👥 12 guests🛏 6 BR / 6 beds🚿 6.5 baths★ 4.67 · 3 reviews
Total · 8 nights
$23,113
Per person · Scenario B
$2,101
🟢 11 pax: $2,101🟡 13 pax: $1,778
🏊 Pool🏖 Near Beach💑 Good for couples
Bed fit: Scenario B ✓ (3 couples) · Scenario A tight — only 6 beds total
Keras Cliff House
3
Airbnb Luxe
Superhost
Crete

Keras Cliff House

📍 Agia Galini, South Crete
👥 12 guests🛏 6 BR / 6 beds🚿 6 bathsNo rating · 1 review
Total · 8 nights
$20,258
Per person · Scenario B
$1,842
🟢 11 pax: $1,842🟡 13 pax: $1,558
🏊 Infinity Pool🏔 Cliff💑 Ideal for couples
Bed fit: Scenario A+B ✓ — 4 confirmed king beds, all en-suite
Pure C — Design Villa
4
2025 Gold Award⚡ Rare Find
Superhost
Crete

Pure C — Design Villa

📍 Agios Nikolaos, East Crete
👥 12 guests🛏 6 BR / 6 beds🚿 4.5 baths★ 5.00 · 6 reviews
Total · 8 nights
$26,234
Per person · Scenario B
$2,385
🟢 11 pax: $2,385🟡 13 pax: $2,018
🏊 25m Infinity Pool🏔 Cliff💑 Ideal for couples
Bed fit: Scenario A+B ✓ — 6 super-king beds, all en-suite
Amaryl Seaside Residence
5
Paros

Amaryl Seaside Residence

📍 East Paros
👥 14 guests🛏 7 BR / 8 beds🚿 6 bathsNo rating · 2 reviews
Total · 8 nights
$24,411
Per person · Scenario B
$2,219
🟢 11 pax: $2,219🟡 13 pax: $1,878
🏊 Infinity Pool🌊 Direct Beachfront💑 TBC with host
Bed fit: TBC with host — 7 rooms, 8 beds, types unconfirmed
Villa Delfini
6
Guest Favorite
Superhost
Syros

Villa Delfini

📍 Syros, Cyclades
👥 16 guests🛏 7 BR / 7 beds🚿 5.5 baths★ 5.00 · 8 reviews
Total · 8 nights
$11,188
Per person · Scenario B
$1,017
🟢 11 pax: $1,017🟡 13 pax: $861
🏊 Infinity Pool🌊 Direct Beachfront💑 TBC with host
Bed fit: TBC with host — 7 rooms, 7 beds, types unconfirmed
Big Blue Villas
7
Superhost
Andros

Big Blue Villas

📍 Fellos Beach, Andros
👥 16 guests🛏 9 BR / 13 beds🚿 7.5 bathsNo rating · 1 review
Total · 8 nights
$26,013
Per person · Scenario B
$2,365
🟢 11 pax: $2,365🟡 13 pax: $2,001
🏊 2 Private Pools🌊 Seafront💑 Ideal for couples
Bed fit: Scenario A+B ✓ — 4 kings + 1 queen confirmed, plus 4 twin rooms for singles
Villa Delion
8
Guest Favorite
Paros

Villa Delion

📍 Krotiri, Paros (near Parikia)
👥 12 guests🛏 6 BR / 7 beds🚿 5 baths★ 5.00 · 17 reviews
Total · 8 nights
$19,338
Per person · Scenario B
$1,758
🟢 11 pax: $1,758🟡 13 pax: $1,488
🏊 Private Pool🏖 Near Beach💑 Good for couples
Bed fit: Scenario B ✓ (3 couples) · Scenario A tight — only 6 rooms
Villa near Platis Gialos
9
⚡ Rare Find
Superhost
Sifnos

Villa near Platis Gialos

📍 Platis Gialos, Sifnos
👥 13 guests🛏 7 BR / 13 beds🚿 6.5 baths★ 4.89 · 9 reviews
Total · 8 nights
$24,494
Per person · Scenario B
$2,227
🟢 11 pax: $2,227🟡 13 pax: $1,884
🏊 Pool🏖 Near Beach💑 TBC with host
Bed fit: TBC with host — 13 beds across 7 rooms, types unconfirmed
Villa Karavi
10
Serifos

Villa Karavi

📍 Serifos, Cyclades
👥 12 guests🛏 6 BR / 8 beds🚿 6 bathsNo rating · 0 reviews
Total · 8 nights
$28,721
Per person · Scenario B
$2,611
🟢 11 pax: $2,611🟡 13 pax: $2,209
✗ No Pool🪨 Rocky Beach💑 Good for couples
Bed fit: Scenario A+B ✓ — 4 confirmed doubles, all en-suite (but 0 reviews!)

📋 Final Recommendations

Nelson has put together 10 properties across 5 Greek islands — all available for Aug 18–26. The group has 3 confirmed couples + 5 singles, and 1 undecided couple (Hillary+Keenan). Prices below reflect Scenario B.

💰 Best Value
#6 Villa Delfini (Syros)
$1,017/person · 5.0★ · 8 reviews · Guest Favorite · pool + beachfront
🏆 Most Trusted
#8 Villa Delion (Paros)
17 five-star reviews — most proven on the list · $1,758/person
👑 Premium
#4 Pure C (Crete)
5.0★ · 2025 Gold Award · daily staff · 25m pool · all super-king beds · $2,385/person
💑 Best for Couples
#3 Keras Cliff House (Crete)
4 confirmed king beds en-suite — works for both Scenario A and B
🏠 Best Group Layout
#7 Big Blue Villas (Andros)
9 BR across 2 villas · 2 pools · 4 kings + 4 twin rooms
🍽️ Foodie Pick
#9 Villa near Platis Gialos (Sifnos)
Sifnos = culinary capital of Cyclades · 13 beds · everyone gets their own bed
⚠️ Highest Risk
#10 Villa Karavi (Serifos)
Most expensive ($2,611/person) + zero reviews
👫Keenan & Hillary decision matters: If they join (Scenario A), you need a property that can accommodate 4 couples. Properties #3, #4, and #7 handle this best.
🛏Confirm bed types before booking: #3 (Keras) and #4 (Pure C) have confirmed king beds for all couples. For #5, #6, #8, and #9, contact the host first.
⭐Reviews = trust: #8 (17 reviews), #6 (8 reviews), #4 (6 reviews) are most validated. #10 has zero reviews — highest risk.
📅Book soon: #4 and #9 are "Rare Find". Most have free cancellation before July 19 — lock in now, finalise later.

Prices for 8 nights (Aug 18–26, 2026). 🟢 Scenario B = 11 pax · 🟡 Scenario A = 13 pax. Data as of Apr 6, 2026.