Southwest Coast Florida Kid friendly Holidays
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Price found within the past 48 hours. Click for updated prices.
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See all available trips from Boston to Southwest Coast Florida
View all tripsPrice found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Boston to Southwest Coast Florida
View all tripsPrice found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa
€1,014
per person
8 Oct - 12 Oct
found 1 day ago
Return flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
The manager was horrible and completely u accommodating. I have never felt so attacked and the unwillingness of the reservations manager to accept payment or the phone even was a joke. It was a great property but the manager was horrible. My fiance tried paying for our room and was denied. Had all our reservations cancelled to be told the were sold out but in fact we're not. I. Brought my family 24 hours away from home only to be denied service. And totally discriminated against
Reviewed on 23 Aug 2026
Lani Kai Beachfront Resort
€971
per person
8 Oct - 12 Oct
found 1 day ago
Return flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (1,919 reviews)
Room clean and could tell newly updated. View was spectacular! The beach loungers and umbrellas on site were a plus but for a fee. Loved the all day music and live band at night. Food places and beach bar didn’t really need to leave.
Returning in November already booked!
Reviewed on 24 Aug 2026
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Pink Shell Beach Resort and Marina
275 Estero Blvd Fort Myers Beach FL
- 2 hours drive from Siesta Key Beach
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 pool in ...
9.4/10 Exceptional! (1,447 reviews)
"Excellent"
Reviewed on 23 Aug 2026
Sundial Beach Resort & Spa
1451 Middle Gulf Drive Sanibel FL
- 2 hours drive from Siesta Key Beach
Stay at this luxury aparthotel in Sanibel. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the property condition in their reviews. Popular ...
South Seas
5400 South Seas Plantation Rd Captiva FL
- 2 hours drive from Siesta Key Beach
Stay at this beach resort in Captiva. Enjoy 6 outdoor pools, 5 restaurants and a private beach. Popular attractions Bowman's Beach and Jungle Drums are located ...
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
