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Flight and Fishing hotel deals in Stock Island

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

The Perry Hotel & Marina Key West

CA $991

per person

Aug 1 - Aug 6

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9.4/10 Exceptional! (1,282 reviews)

Nice hotel. 5 days/4 nights stay. Free parking, but no free breakfast The room came with a fridge and a coffee maker, no microwave. 2 Restaurants in the property, but food is very expensive. Staff at check in don’t even smile at you, when they do it feels forced. Concierges were very nice. The shuttle to Key West is a great feature. One of the two pools was closed. The one pool was packed full every day. Room was great. Tile on the floors, hubby found bed uncomfortable. Our room had one King bed and a coffee table. It felt unfinished. It needs a small sofa or something, so you don’t have to use the bed to sit to eat or work on your laptop. Every room has a very spacious balcony. The gym is very well equipped.

Reviewed on Jun 22, 2026

Oceans Edge Key West Resort, Hotel & Marina

CA $1,473

per person

Sep 5 - Sep 9

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Key West (EYW)

9/10 Wonderful! (1,878 reviews)

Very nice! Very clean. Rooms are big! Shuttle to and from Duval St every hour was super convenient! Great stay!

Reviewed on Jun 24, 2026

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3 Night Fishing holidays in Stock Island

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

The Perry Hotel & Marina Key West

CA $762

per person

Aug 10 - Aug 13

found 18 hours ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

9.4/10 Exceptional! (1,282 reviews)

Nice hotel. 5 days/4 nights stay. Free parking, but no free breakfast The room came with a fridge and a coffee maker, no microwave. 2 Restaurants in the property, but food is very expensive. Staff at check in don’t even smile at you, when they do it feels forced. Concierges were very nice. The shuttle to Key West is a great feature. One of the two pools was closed. The one pool was packed full every day. Room was great. Tile on the floors, hubby found bed uncomfortable. Our room had one King bed and a coffee table. It felt unfinished. It needs a small sofa or something, so you don’t have to use the bed to sit to eat or work on your laptop. Every room has a very spacious balcony. The gym is very well equipped.

Reviewed on Jun 22, 2026

Oceans Edge Key West Resort, Hotel & Marina

CA $1,290

per person

Sep 10 - Sep 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9/10 Wonderful! (1,878 reviews)

Very nice! Very clean. Rooms are big! Shuttle to and from Duval St every hour was super convenient! Great stay!

Reviewed on Jun 24, 2026

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4 Night Fishing holidays in Stock Island

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

Oceans Edge Key West Resort, Hotel & Marina

CA $1,301

per person

Jul 31 - Aug 4

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,878 reviews)

Very nice! Very clean. Rooms are big! Shuttle to and from Duval St every hour was super convenient! Great stay!

Reviewed on Jun 24, 2026

The Perry Hotel & Marina Key West

CA $1,485

per person

Sep 5 - Sep 9

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Key West (EYW)

9.4/10 Exceptional! (1,282 reviews)

Nice hotel. 5 days/4 nights stay. Free parking, but no free breakfast The room came with a fridge and a coffee maker, no microwave. 2 Restaurants in the property, but food is very expensive. Staff at check in don’t even smile at you, when they do it feels forced. Concierges were very nice. The shuttle to Key West is a great feature. One of the two pools was closed. The one pool was packed full every day. Room was great. Tile on the floors, hubby found bed uncomfortable. Our room had one King bed and a coffee table. It felt unfinished. It needs a small sofa or something, so you don’t have to use the bed to sit to eat or work on your laptop. Every room has a very spacious balcony. The gym is very well equipped.

Reviewed on Jun 22, 2026

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Fishing Hotels in Stock Island

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue Key West FL

4 min walk from Stock Island Yacht Club & Marina

Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...

9/10 Wonderful! (1,862 reviews)

"Very nice! Very clean. Rooms are big! Shuttle to and from Duval St every hour was super convenient! Great stay!"

Reviewed on Jun 24, 2026

Sail Florida Adventures

617 Front Street Key West FL

4 min walk from Stock Island Yacht Club & Marina

Book a stay at this beach houseboat in Key West. Enjoy free WiFi, a private beach, and a marina. Popular attractions Southernmost Point and Duval Street are ...

The Perry Hotel & Marina Key West

7001 Shrimp Road Key West FL

16 min walk from Stock Island Yacht Club & Marina

Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...

9.4/10 Exceptional! (1,278 reviews)

"Absolutely loved this property. Perfect location, off to the side so not directly in loud and busy Key West but close enough to run and grab a key lime slice after dinner! Property is beautiful, hotel smells so nice. The absolute only thing and perhaps it’s not even the hotels fault, the marina has ..."

Reviewed on Jun 25, 2026

See all 3,094 properties in Stock Island

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.