Gulf Pines Holidays from £1,244

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Your Gulf Pines Holiday

Our Gulf Pines holiday packages are a speedy and practical way to arrange and book your next exciting adventure. Discover the true character of this unique neighbourhood without the pressure of planning it all yourself. Kick start your trip to Gulf Pines by visiting nearby attractions such as Bowmans Beach, J. N. Ding Darling National Wildlife Refuge and JN Ding Darling National Wildlife Refuge. Whatever your ideal Gulf Pines holiday looks like, you can make it a reality with Expedia.

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was £1,825, price is now £1,244 per person
£1,244
per person
22 May - 29 May
found 1 day ago
Return direct flight included
London (LHR) to Fort Myers (RSW)
9.6/10 Exceptional! (725 reviews)
Had a wonderful time at Perry! Be sure to take advantage of the boat ride to a private beach. Very special.

Reviewed on 10 Apr 2026

South Seas

South Seas

3.5 out of 5
Price was £2,527, price is now £1,934 per person
£1,934
per person
22 May - 29 May
found 1 day ago
Return direct flight included
London (LHR) to Fort Myers (RSW)
8.4/10 Very Good! (1,001 reviews)
On site dining was just average. But price was high. The resort was very nice and had a very nice beach area and the pools were great as well. If you like seclusion. It’s a good place to go.

Reviewed on 10 Apr 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was £1,633, price is now £1,271 per person
£1,271
per person
22 May - 29 May
found 1 day ago
Return direct flight included
London (LHR) to Fort Myers (RSW)
9.4/10 Exceptional! (1,008 reviews)
Would stay here every time we come to Ft Myers! Loved everything about it. Much happier here than in a huge corporate hotel!

Reviewed on 9 Apr 2026

Sanibel Inn

Sanibel Inn

3 out of 5
East End
Price was £2,365, price is now £1,880 per person
£1,880
per person
22 May - 29 May
found 1 day ago
Return direct flight included
London (LHR) to Fort Myers (RSW)
9.2/10 Wonderful! (1,006 reviews)
This was a wonderful experience from start to finish! The grounds were beautifully landscaped and the rooms were incredibly clean. The screened in balcony was a great way to start the morning, drinking coffee and watching the waves. Will be back for sure!

Reviewed on 10 Apr 2026

Waterfront Pink House With Private Dock Pool

Waterfront Pink House With Private Dock Pool

2 out of 5
Save 100% on your flight
Price was £4,363, price is now £3,510 per person
£3,510
per person
22 May - 29 May
found 1 day ago
Return direct flight included
London (LHR) to Fort Myers (RSW)
No reviews

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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Mid Island

2 out of top 10 points of interest in this area

If you're spending some time in Mid Island, Periwinkle Way and Sanibel Island Southern Beach are top sights worth seeing.

Find hotels in Mid Island

Top hotels in Gulf Pines

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

2.5 out of 5
1538 Cape Coral Pkwy E Cape Coral FL
Fully refundableReserve now, pay when you stay
The price is £81 per night from 4 May to 5 May
£81
4 May - 5 May
includes taxes & fees
9.2/10 Wonderful! (1,383 reviews)
Bkfast was fine and parking lot was safe

Reviewed on 10 Apr 2026

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
The price is £220 per night from 11 May to 12 May
£220
11 May - 12 May
includes taxes & fees
9/10 Wonderful! (2,001 reviews)
Yes

Reviewed on 9 Apr 2026

Margaritaville Beach Resort Fort Myers
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr Sanibel FL
Fully refundableReserve now, pay when you stay
The price is £217 per night from 4 May to 5 May
£217
4 May - 5 May
includes taxes & fees
9.2/10 Wonderful! (1,767 reviews)
Enjoyed our stay and will return again.

Reviewed on 10 Apr 2026

Sanibel Island Beach Resort
See all 13,192 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Gulf Pines travel package cost?
Starting from only £1,244, a travel package is your passport to cheap travel. Custom make your Gulf Pines escape by choosing from our huge range of hotels, airfares and rental cars.
If I'm not able to travel, can I cancel my Gulf Pines travel package?
You sure can, and we'll help you every step of the way. You may be able to amend or cancel your Gulf Pines travel package for free if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If your travel plans suddenly change, take a look at our Customer Service Portal for further information.
How do I get a cheap travel package to Gulf Pines?
Our Gulf Pines travel packages mean plenty of savings for the savvy explorer. For the best deals, simply combine your flights, hotels and extras (including activities) into a convenient package. But low prices are only the start of your next amazing adventure. Book with Expedia and you'll have more than 550 airlines and 1,000,000 hotels around the globe to choose from. Whatever your style or budget, there's a package that's perfect for you.
Does Expedia offer Book Now, Pay Later Gulf Pines holidays?
Expedia has partnered with online lender Klarna to make booking your next trip easier on the purse strings. Paying by instalment means you can spread the costs of your next adventure, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that works with your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that work for all budgets, so you can take that well-earned holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your trip across multiple transactions.
  • Low deposit holidays: Hitting the "book now" button is easier with this plan. Just put down a small deposit on your escape and then start packing your suitcase.

Where should I stay in Gulf Pines?
Stay where the action happens. Many travellers favor hotels around top attractions, such as Bowmans Beach, Sanibel Island Southern Beach and J. N. Ding Darling National Wildlife Refuge.
What are the top hotels in Gulf Pines?
If it's your very first time in Gulf Pines, make a reservation at Sundial Beach Resort And Spa or Sanibel Island Beach Resort. Both hotels offer comfortable beds and are favourites among many savvy travellers.
How far in advance should I book my Gulf Pines holiday?
Your safest bet is to book early. Air carriers typically release flight tickets up to a year prior to departure, and this is an excellent opportunity to pick up some of the lowest prices. Just been told you need to take all your holiday days next month? No sweat. Expedia are never short on fantastic bargains to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Gulf Pines travel package include?
Hotels, flights and rental cars, or any combination of them — it's your choice. Whether you're venturing to Gulf Pines on a family road trip or enjoying a solo break, there's a bundle to match every budget and style. Once you've made your booking, why not add on one or two tours and experiences?
What should I know before booking a Gulf Pines travel package?
You'll land great savings when you bundle your flights, hotels and rental cars into a package. Not only that, booking everything together makes trip planning much easier. So why waste money or time? Whether you're organising an upscale romantic escape or a low-cost family break, take a look at our package deals today.
Can I choose my airline with a Gulf Pines Expedia travel package?
Yes — that's the beauty of an Expedia package. You're the boss! We have access to more than 550 airline partners around the world, so you have options galore when organising your Gulf Pines escape.

Popular places to visit

Sanibel Island Lighthouse

Sanibel Island Lighthouse

4/5(23 reviews)

You can find out about the history of Sanibel with a trip to Sanibel Island Lighthouse. Wander through the beautiful beaches and seaside in this family-friendly area.

Sanibel Island Lighthouse
Causeway Islands Park B

Causeway Islands Park B

If a restful holiday is part of your travel plans, Causeway Islands Park B might be the perfect place to visit during your trip to Sanibel. Wander the seaside or discover the beautiful sunsets in this family-friendly area.

Causeway Islands Park B

Sanibel Island Golf Club

Enjoy a round of golf in Sanibel at Sanibel Island Golf Club. Stroll along the seaside in this family-friendly area or visit its lively bars.

Sanibel Island Golf Club

Things to do

Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

£52
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
Dolphin Wildlife Cruise Fort Myers Beach

Dolphin Wildlife Cruise Fort Myers Beach

£48
per adult
Dolphin Wildlife Cruise Fort Myers Beach
Copacetic Day Sail

Copacetic Day Sail

£52
per adult
100% of travellers recommend
Copacetic Day Sail
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. Flight-inclusive packages are ATOL protected.