Gulf Harbor Vacations from $305
Book a Hotel + Flight or Car together to unlock savings
Your Gulf Harbor Vacation
Gulf Harbor is calling your name! Whatever type of escape you're planning, get ready to discover the best of this neighborhood with a Gulf Harbor vacation package. Kick off your trip to Gulf Harbor by heading to nearby attractions such as Barefoot Beach, Vanderbilt Beach and Mercato. No matter your travel goals or the size of your budget, booking the ultimate Gulf Harbor vacation is easy with Expedia.
The Latest Gulf Harbor Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $603, price is now $305 per person
$305
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,003 reviews)
Safe and quiet place. Easy parking.
Strongly recommend.
Reviewed on Aug 23, 2025
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Price was $2,502, price is now $1,090 per person
$1,090
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (1,004 reviews)
Ants in room-service was just okay-place needs updating-prices very high for what you get. Lack of attention to detail-Balleen was just fair-signature grouper dish highly recommended by server was warm (not hot) and risotto cake was undercooked (and for $65 per portion ????? ) overall price for value received was WAY TO HIGH).
Reviewed on Aug 29, 2025
Edison Beach House
Save 100% on your flight
Price was $1,089, price is now $586 per person
$586
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,474 reviews)
The staff was so kind and very helpful. The beach and views were amazing. Alot of places to shop and eat were in walking distance. We will definitely be back.
Reviewed on Aug 31, 2025
The Perry Hotel Naples
Save 100% on your flight
Price was $1,231, price is now $669 per person
$669
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (398 reviews)
Amazing experience. Will definitely come back!
Reviewed on Aug 30, 2025
Where to stay in Gulf Harbor
Find the best Gulf Harbor areas and neighborhoods for the activities you enjoy most. Learn more about Gulf Harbor
Old Naples
3 out of top 10 points of interest in this area
4.5/5(397 area reviews)
The stunning beaches and popular shops are just a few highlights of Old Naples. Make a stop by Fifth Avenue South or Naples Beach while you're exploring the area.
Gulf Harbor Hotel Deals
Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
Fully refundable
$197 nightly
The price is $219 total per night from Sep 8 to Sep 9
$219 total
Sep 8 - Sep 9
Total with taxes and fees
Margaritaville Beach Resort Fort Myers
251 Crescent Street, Fort Myers Beach, FL
$200 nightly
The price is $224 total per night from Sep 4 to Sep 5
$224 total
Sep 4 - Sep 5
Total with taxes and fees
Hyatt House Naples/5th Avenue
1345 5th Avenue South, Naples, FL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Sep 10 to Sep 11
$141 total
Sep 10 - Sep 11
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.