Ten Thousand Islands Mountain Vacations

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Flight and Mountain hotel deals in Ten Thousand Islands

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $873
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (1,006 reviews)
The Perry Hotel Naples

The Perry Hotel Naples

Save 100% on your flight
CA $1,963
per person
Nov 15 - Nov 22
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (1,163 reviews)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach
Save 100% on your flight
CA $3,158
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,004 reviews)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

Punta Rassa
CA $973
per person
Dec 11 - Dec 15
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Wiggins Pass Chalet

Wiggins Pass Chalet

CA $1,288
per person
Nov 15 - Nov 22
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (291 reviews)
Such a hidden gem in Naples! I’ve stayed here three weekends in a row and already have my next stay planned in two weeks. The rooms are incredibly clean, modern, comfortable and have everything you need. The staff is always friendly and welcoming, and it truly feels more like staying in a beautiful little condo than a hotel. I’m so happy I found this place — it has officially become my go-to whenever I’m in Naples. Highly recommend! ⭐️⭐️⭐️⭐️⭐️

Reviewed on Oct 1, 2026

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5* Mountain holidays in Ten Thousand Islands

Price found within the past 48 hours. Click for updated prices.
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

Mid Island
Save 100% on your flight
CA $2,408
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
8.6/10 Excellent! (2,700 reviews)
Tiki bar and restaurants were excellent and very good prices for excellent food. All staff were so helpful. So much to do. Rooms were spacious and comfy

Reviewed on Oct 1, 2026

Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

Coquina Sands
Save 100% on your flight
CA $6,143
per person
Nov 15 - Nov 22
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (38 reviews)
The Ritz-Carlton, Naples

The Ritz-Carlton, Naples

Pelican Bay
CA $8,997
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.2/10 Wonderful! (519 reviews)
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3 Night Mountain holidays in Ten Thousand Islands

Price found within the past 48 hours. Click for updated prices.
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

CA $976
per person
Dec 4 - Dec 7
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (2,580 reviews)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $1,231
per person
Dec 4 - Dec 7
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (1,006 reviews)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

Punta Rassa
CA $979
per person
Nov 13 - Nov 16
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
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4 Night Mountain holidays in Ten Thousand Islands

Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

CA $803
per person
Dec 11 - Dec 15
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,005 reviews)
The Perry Hotel Naples

The Perry Hotel Naples

Save 100% on your flight
CA $1,337
per person
Dec 4 - Dec 8
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (1,163 reviews)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

Punta Rassa
CA $973
per person
Dec 11 - Dec 15
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.