Gulf Pines Vacations from $230

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Gulf Pines Vacation

Make planning your travels easy by creating a vacation package to Gulf Pines. We'll look after all the details, so you can focus on discovering everything this neighborhood can offer. Kick off your trip to Gulf Pines by visiting nearby attractions such as Sanibel Island Southern Beach, Bowmans Beach and J. N. Ding Darling National Wildlife Refuge. Whatever your dream Gulf Pines vacation looks like, you can turn it into reality with Expedia.

The Latest Gulf Pines Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
Price was $408, price is now $230 per person
$230
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,009 reviews)
The only complaint is the water pressure was extremely low in the shower.

Reviewed on Sep 5, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was $3,487, price is now $1,691 per person
$1,691
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (1,009 reviews)
The overall experience at the hotel was excellent.

Reviewed on Sep 2, 2025

Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $717, price is now $401 per person
$401
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,490 reviews)
First stay at Edison beach house having stayed numerous times at FMB. Lift out of order and on the 5th floor but the balcony view over the beach and sunsets were awesome. Carpet tired in places and air con very noisy otherwise only complaint was the smoking from other guests throughout out stay.

Reviewed on Sep 4, 2025

Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Save 100% on your flight
Price was $438, price is now $252 per person
$252
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.2/10 Very Good! (1,011 reviews)
We visited family at Discovery on Forum Blvd so it was extremely convenient.

Reviewed on Sep 3, 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
Price was $994, price is now $602 per person
$602
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
Location, service and amenities are excellent

Reviewed on Aug 31, 2025

Where to stay in Gulf Pines

Find the best Gulf Pines areas and neighborhoods for the activities you enjoy most. Learn more about Gulf Pines
Periwinkle Way featuring cycling as well as an individual femail

Beachview Country Club Estates

1 out of top 10 points of interest in this area

If you're spending some time in Beachview Country Club Estates, Periwinkle Way and Sanibel Island Golf Club are top sights worth seeing.

Find hotels in Beachview Country Club Estates

Gulf Pines Hotel Deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
$209 nightly
The price is $234 total per night from Sep 18 to Sep 19
$234 total
Sep 18 - Sep 19
Total with taxes and fees
Margaritaville Beach Resort Fort Myers
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $129 total per night from Sep 9 to Sep 10
$129 total
Sep 9 - Sep 10
Total with taxes and fees
Lani Kai Beachfront Resort
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
12600 University Dr, Fort Myers, FL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $119 total per night from Sep 12 to Sep 13
$119 total
Sep 12 - Sep 13
Total with taxes and fees
Hilton Garden Inn Ft Myers
See all 12,272 properties in Gulf Pines
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Gulf Pines

Sanibel Island Southern Beach

Sanibel Island Southern Beach

Why not spend a lazy afternoon at Sanibel Island Southern Beach during your trip to Sanibel?

Sanibel Island Southern Beach
Bowman\'s Beach which includes general coastal views and a sandy beach

Bowman's Beach

Relax and revel in a visit to one of the area’s most beautiful beaches, great for swimming, fishing and finding special seashells.

Bowman's Beach
Sanibel Island Lighthouse which includes a beach, general coastal views and a sunset

Sanibel Island Lighthouse

Although nobody knows how many shipwrecks it’s prevented, this lighthouse has been a welcome beacon for over a century. Visit it on an island that’s noted for shell collecting.

Sanibel Island Lighthouse

Things to do

Fort Myers Beach Sunset Excursion

Fort Myers Beach Sunset Excursion

$60
per adult
100% of travellers recommend
Fort Myers Beach Sunset Excursion
Dolphin and Sightseeing Tiki Cruise

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

$65
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise

Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise

$59
per adult
Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise
See all activities in Sanibel
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.