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Flight and Fishing hotel deals in Southwest Florida

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

The Westin Cape Coral Resort At Marina Village

Pelican

CA $946

per person

Jul 5 - Jul 9

found 5 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

9/10 Wonderful! (1,005 reviews)

pool was nice and outdoor restaurant

Reviewed on May 25, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $1,418

per person

Jul 5 - Jul 9

found 5 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

9/10 Wonderful! (883 reviews)

Everything is great, 100% recommended.

Reviewed on May 24, 2026

Pink Shell Beach Resort and Marina

CA $1,515

per person

Aug 15 - Aug 22

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

9.4/10 Exceptional! (1,372 reviews)

The salmon in The bongo’s restaurant was amazing

Reviewed on Jun 5, 2026

Holiday Inn Club Vacations Sunset Cove Resort by IHG

CA $2,206

per person

Jul 13 - Jul 19

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Fort Myers (RSW)

9.8/10 Exceptional! (290 reviews)

Place was very accommodating for our family of 4 and could easily fit 6-8. Staff was friendly and willing to offer advice on places to see and restaurants to eat at. Shuttle was great but busy during peak times so just need to plan accordingly. VERY CLEAN AND UPDATED! In room laundry and kitchen were fantastic! Definitely would recommend and on our list to revisit.

Reviewed on Apr 2, 2026

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3 Night Fishing holidays in Southwest Florida

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

Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $834

per person

Aug 18 - Aug 21

found 19 hours ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

9/10 Wonderful! (883 reviews)

Everything is great, 100% recommended.

Reviewed on May 24, 2026

Holiday Inn Club Vacations Sunset Cove Resort by IHG

CA $1,050

per person

Aug 24 - Aug 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.8/10 Exceptional! (290 reviews)

Place was very accommodating for our family of 4 and could easily fit 6-8. Staff was friendly and willing to offer advice on places to see and restaurants to eat at. Shuttle was great but busy during peak times so just need to plan accordingly. VERY CLEAN AND UPDATED! In room laundry and kitchen were fantastic! Definitely would recommend and on our list to revisit.

Reviewed on Apr 2, 2026

The Westin Cape Coral Resort At Marina Village

Pelican

CA $1,033

per person

Aug 14 - Aug 17

found 10 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Fort Myers (RSW)

9/10 Wonderful! (1,005 reviews)

pool was nice and outdoor restaurant

Reviewed on May 25, 2026

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See all available trips from Columbus to Southwest Florida

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4 Night Fishing holidays in Southwest Florida

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

Matanzas Inn Bayside Resort and Marina

CA $816

per person

Aug 20 - Aug 24

found 10 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

9.4/10 Exceptional! (1,006 reviews)

A very nice affordable motel with walkable distance to the beach and bars and restaurants.

Reviewed on May 31, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $1,418

per person

Jul 5 - Jul 9

found 5 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

9/10 Wonderful! (883 reviews)

Everything is great, 100% recommended.

Reviewed on May 24, 2026

South Seas

CA $1,782

per person

Jul 5 - Jul 9

found 5 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

8.4/10 Very Good! (1,002 reviews)

Our family loved our stay! It was so close to all the wonderful aspects of Captiva and we could walk with our younger children to everything. We will definitely be making this a regular vacation spot!

Reviewed on May 28, 2026

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Fishing Hotels in Southwest Florida

South Seas

5400 South Seas Plantation Rd Captiva FL

2 hours drive from Siesta Key Beach

Book a stay at this beach resort in Captiva. Enjoy 3 outdoor pools, 5 restaurants, and a private beach. Popular attractions Captiva Beach and Jungle Drums are ...

8.4/10 Very Good! (1,002 reviews)

"We recently stayed at this resort and overall had a pleasant experience. The beachfront location is beautiful, and the water park was definitely one of the highlights of our trip. The staff throughout the resort were friendly, helpful, and always willing to assist when needed. That said, there were ..."

Reviewed on May 31, 2026

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

2 hours drive from Siesta Key Beach

Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Captiva Beach and Captiva Chapel ...

8.6/10 Excellent! (1,002 reviews)

"Beautiful place to stay. Would stay again. Loved it"

Reviewed on Jun 4, 2026

Port of the Islands Everglades Adventure Resort

Naples FL

3 hours drive from Siesta Key Beach

Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular ...

7.6/10 Good! (1,001 reviews)

"Great staff"

Reviewed on Jun 2, 2026

See all 47,039 properties in Southwest Florida

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.