Southwest Florida Adventure Vacations
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Flight and Adventure hotel deals in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Hilton Marco Island Beach Resort and Spa
South End
CA $1,397
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (1,938 reviews)
Clean room, Crabtree & Evelyn Shampoo, Conditioner, Shower Gel, Body Lotion and Handsoap, beautiful ocean view and pool view.
Reviewed on Aug 14, 2026
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View all trips5* Adventure holidays in Southwest Florida
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View all trips3 Night Adventure holidays in Southwest Florida
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View all trips4 Night Adventure holidays in Southwest Florida
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South Seas
CA $1,209
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Fort Myers (RSW)
8.4/10 Very good! (1,004 reviews)
We had a wonderful stay at South Seas Resort!
Everything was perfect from beginning to end.
The staff was very friendly, helpful, and attentive, and the entire resort was extremely clean, well maintained and organize.
The location is beautiful, and the water park for the kids was absolutely excellent, they all had a great time! Everything was very family-friendly and made our stay relaxing and enjoyable.
I would definitely recommend Southseas Resort to families and anyone looking for a clean, comfortable and fun place to stay .
Reviewed on Aug 13, 2026
Tween Waters Island Resort & Spa
CA $1,268
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
Was able to watch the dolphins in the morning from the balcony. Short walk across the street to the beach and they have umbrellas and chairs to rent. Would definitely come back.
Reviewed on Aug 13, 2026
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View all tripsAdventure Hotels in Southwest Florida
Sundial Beach Resort & Spa
1451 Middle Gulf Drive Sanibel FL
- 2 hours drive from Siesta Key Beach
Book a stay at this luxury aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. ...
8.6/10 Excellent! (2,685 reviews)
"Great place"
Reviewed on Aug 14, 2026
Pink Shell Beach Resort and Marina
275 Estero Blvd Fort Myers Beach FL
- 2 hours drive from Siesta Key Beach
Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the ...
9.4/10 Exceptional! (1,421 reviews)
"Get location and super staff. Very family friendly with much to do!"
Reviewed on Aug 13, 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 Bowman's Beach and Captiva Beach ...
8.6/10 Excellent! (1,001 reviews)
"Was able to watch the dolphins in the morning from the balcony. Short walk across the street to the beach and they have umbrellas and chairs to rent. Would definitely come back."
Reviewed on Aug 13, 2026
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.
Things to do
Palm Beach: Sightseeing Catamaran Cruise
CA $86
per adult
100% of travellers recommend
Craft Beer and Wine Sunset Cruise in Palm Beach
CA $83
per adult
100% of travellers recommend
Guided Snorkel Tour Phil Foster Park (HIGH TIDE ONLY-FREE VIDEOS)
CA $106
per adult
100% of travellers recommend
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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.
