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.
The Perry Hotel Naples

The Perry Hotel Naples

CA $761
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (992 reviews)
Landing Apartments Fort Myers near Olympia Pointe

Landing Apartments Fort Myers near Olympia Pointe

CA $850
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
8.8/10 Excellent! (9 reviews)
Great pool,comfortable room.

Reviewed on Mar 27, 2026

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

Punta Rassa
CA $1,193
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,012 reviews)
Very well-run establishment with lots of options now available for dining etc. rooms are modern and comfortable. Major issue is the parking. Two years ago I was here and the same issue surfaced = was not dealt with. Unless one pays for parking, it’s a crap-shoot as to whether one will find parking in the garage. If not or surely if one leaves the premises for dinner - one must park beyond the tennis courts… a 10-12 minute walk (with luggage!!) uphill and through a dimly-lit boardwalk back to hotel. Valet service is available but not offered.

Reviewed on Aug 15, 2026

Bellasera Resort

Bellasera Resort

Old Naples
CA $1,415
per person
Oct 26 - Oct 30
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (2,310 reviews)
Very clean, and accessible

Reviewed on Aug 16, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

CA $983
per person
Nov 8 - Nov 14
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (3,145 reviews)
Me gusto mucho el trato a pesar de mi esposo y yo no saber mucho el idioma nos ayudaron mucho y resivimos un excelente trato , nos gusto mucho

Reviewed on Aug 16, 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
CA $1,836
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (2,680 reviews)
This place was amazing. My son loved it, we had a wonderful time.

Reviewed on Aug 16, 2026

Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

Coquina Sands
CA $2,218
per person
Oct 26 - Oct 30
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (28 reviews)
Best luxury hotel in Naples

Reviewed on Aug 15, 2026

The Ritz-Carlton Naples, Tiburón

The Ritz-Carlton Naples, Tiburón

CA $2,061
per person
Oct 26 - Oct 30
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (675 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 $805
per person
Nov 4 - Nov 8
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,002 reviews)
Casa Ybel Resort

Casa Ybel Resort

Mid Island
CA $980
per person
Nov 4 - Nov 8
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (397 reviews)
Loved the location & the beach The only negative is that you need to pay a lot of money for the beach chairs Beautiful sunsets

Reviewed on Aug 14, 2026

The Perry Hotel Naples

The Perry Hotel Naples

CA $988
per person
Oct 26 - Oct 30
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (992 reviews)
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