Caloosahatchee Vacations from $553
Book a Hotel + Flight or Car together to unlock savings
Your Caloosahatchee Vacation
Lock in a vacation package to Caloosahatchee and discover everything this fishing neighborhood has to offer. Loved by many for its bars and pubs, dining and fishing, your next memorable adventure is waiting for you here. Your trip to Caloosahatchee wouldn't be complete without seeing major attractions nearby such as Cape Coral Yacht Club Beach, Four Mile Cove Ecological Preserve and Coralwood Shopping Center. Don't just wish for it — turn it into reality! Secure your ultimate Caloosahatchee vacation with Expedia and experience travel your way.
The Latest Caloosahatchee Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Manasota Key Resort
Save 100% on your flight
Price was $960, price is now $553 per person
$553
per person
Sep 14 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (303 reviews)
We were only on property for 10 minutes before agreeing that we needed to come back every year.
It is a little piece of paradise. We used all the things, from lawn chairs to shuffle boards, paddle boards, bikes, and pool.
It is a short drive to restaurants and stores, but the kitchenette was perfect for cooking a quick meal. The rooms are spacious and comfortable.
Reviewed on Jul 16, 2026
Casa Ybel Resort
Mid Island
Save 100% on your flight
Price was $1,894, price is now $1,289 per person
$1,289
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (379 reviews)
+: Room was nice. Great view. Enjoyed sitting out on the enclosed lanai in the mornings and evenings. Quiet (other than the cleaning people speaking quite loudly outside our door one afternoon). Convenient to attractions and area restaurants.
-: Way too expensive. Restaurant prices were ridiculously high (although the food and service were good). Ditto pool bar. There were no wash clothes in our room. We had to wait until the next morning to get some, and then they were cosmetic wash clothes (black) which continually ran black dye. Ugh. Apparently you had to pay to rent beach chairs/umbrella at $40 a day. Seems overkill. We didn't bother to do this.
Reviewed on Jul 24, 2026
The Perry Hotel Naples
Save 100% on your flight
Price was $1,248, price is now $857 per person
$857
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (943 reviews)
Clean room, friendly and helpful staff, and a great atmosphere by the pools. Very nice hotel. I would definitely stay here again!y
Reviewed on Jul 26, 2026
Where to stay in Caloosahatchee
Find the best Caloosahatchee areas and neighborhoods for the activities you enjoy most. Learn more about Caloosahatchee
Pelican
1 out of top 10 points of interest in this area
If you're spending some time in Pelican, Tarpon Point and Chabad Jewish Center are top sights worth seeing.
Caloosahatchee Hotel Deals
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
1538 Cape Coral Pkwy E Cape Coral FL
Fully refundable
$101 nightly
The price is $113 total per night from Aug 9 to Aug 10
$113 total
Aug 9 - Aug 10
Total with taxes and fees
Dolphin Key Resort
1502 Miramar Street Cape Coral FL
Fully refundable
$92 nightly
The price is $102 total per night from Jul 29 to Jul 30
$102 total
Jul 29 - Jul 30
Total with taxes and fees
OYO Waterfront Hotel - Cape Coral/Fort Myers, FL
3608 Del Prado Boulevard South Cape Coral FL
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $61 total per night from Jul 31 to Aug 1
$61 total
Jul 31 - Aug 1
Total with taxes and fees
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.
Stay near popular Caloosahatchee attractions
Things to do
Fort Myers Beach Sunset and Dolphin Watching Cruise
$70
per adult
100% of travellers recommend
Sunset Cruise Fort Myers Beach
$48
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.