Gulf Pines Vacation Packages

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Top Holiday Package Deals in Gulf Pines

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
Price was CA $620, price is now CA $377 per person
CA $377
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Price was CA $2,092, price is now CA $1,157 per person
CA $1,157
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
Location, service and amenities are excellent

Reviewed on Aug. 31, 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 CA $2,583, price is now CA $1,610 per person
CA $1,610
per person
Nov 6 - Nov 9
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.8/10 Excellent! (1,009 reviews)
The overall experience at the hotel was excellent.

Reviewed on Sep. 2, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,578, price is now CA $1,011 per person
CA $1,011
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (406 reviews)
“My stay at this hotel exceeded my expectations. The room was spotless, the staff were attentive and welcoming, and the amenities made my stay very comfortable. I would definitely recommend it to others.”

Reviewed on Sep. 3, 2025

Edison Beach House

Edison Beach House

3.5 out of 5
Price was CA $1,268, price is now CA $815 per person
CA $815
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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

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
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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
The price is CA $180 per night from Sep 9 to Sep 10
CA $180
CA $255 total
Sep 9 - Sep 10
includes taxes & 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
The price is CA $135 per night from Sep 22 to Sep 23
CA $135
CA $182 total
Sep 22 - Sep 23
includes taxes & 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
The price is CA $148 per night from Sep 12 to Sep 13
CA $148
CA $165 total
Sep 12 - Sep 13
includes taxes & 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
Family Vacations
Family Vacations

Frequently asked questions

How much does a Gulf Pines vacation package cost?
The cheapest Gulf Pines vacation package is CA $377, so your dream escape can become a reality — without breaking the bank. Combine flights, hotels and car rentals to custom build a package that matches your traveling style.
How do I get a cheap travel package to Gulf Pines?
Browse and book everything all in one place with our Gulf Pines vacation packages. You'll find bargains on hotels, flights, tours and more that'll keep your hip pocket happy and your adventurous spirit full. And, with more than 550 airlines and 1,000,000 hotel options across the globe to select from, you have countless opportunities to mix and match as you want.
Where should I stay in Gulf Pines?
With lots to explore in Gulf Pines, it's a good idea to book a hotel close to its attractions. Sanibel Island Southern Beach, Bowmans Beach and J. N. Ding Darling National Wildlife Refuge are some good ones to add to your must-see list.
How far in advance should I book my Gulf Pines vacation?
Travelers can normally browse international airfares on Expedia within 12 months of the departure date. Booking last minute? With a bit of luck, it's still possible to nab a cheaper ticket just weeks before your journey.
What does an Expedia Gulf Pines travel package include?
Hotels, rental cars and flights, or any combination of the three — it's totally up to you. Whether you're venturing to Gulf Pines with the family or adventuring with your friends, there's a package to suit every budget and style. Once you've made your booking, why not add on a couple of tours or activities?
What should I know before booking a Gulf Pines travel package?
You'll score impressive savings when you combine your flights, hotels and rental cars into a package. Plus, booking everything in one spot will make your trip planning easier. So why waste money or time? Whether you're organizing a ritzy city getaway or a low-cost family road trip, have a look at our vacation packages today.
Can I choose my airline with a Gulf Pines Expedia vacation package?
With a vacation package, you're the boss. Whether you're looking to fly to Gulf Pines in first class or coach, simply pick from the available airline options. Expedia has access to over 550 airline partners across the world.
If I'm not able to travel, can I cancel my Gulf Pines vacation package?
Certainly, and we'll help you every step of the way. You may be able to cancel or change your Gulf Pines vacation package for free if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If your travel plans suddenly change, take a look at our Customer Service Portal for more information.

Discover the most popular places to visit in Gulf Pines

Bowman's 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
J. N. Ding Darling National Wildlife Refuge

J. N. Ding Darling National Wildlife Refuge

See almost anything that flies, swims or crawls in Florida in this protected area. Become acquainted with wildlife while learning about varied species.

J. N. Ding Darling National Wildlife Refuge

Sanibel Island Golf Club

Enjoy a round of golf in Sanibel at Sanibel Island Golf Club. Stroll along the beautiful beaches in this family-friendly area, or check out its lively bars.

Sanibel Island Golf Club

Things to do

Dolphin and Sightseeing Tiki Cruise

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

CA $89
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

CA $82
per adult
Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

CA $90
per adult
100% of travellers recommend
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime 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.