Winklers Holidays from £1,244

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Your Winklers Holiday

Experience everything this neighbourhood has to offer with a tailor-made Winklers holiday package. However you imagine spending your time here, you'll find countless opportunities for relaxation, fun and adventure. Some top nearby attractions to check out during your trip to Winklers include Fishing Pier Fort Myers Beach, Bunche Beach and Jungle Golf Ft. Myers. Whatever your ideal Winklers holiday may look 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)
Kev and bellmen Jon gave my family and I so much kindness and compassion during my stay and I will be forever grateful to them and all the staff at this property

Reviewed on 11 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)
Bar was priced way to high as were most bars on fort myer beach.

Reviewed on 10 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)
The Sanibel Inn was absolutely amazing! My wife and i went here to celebrate our 20th Anniversary and from the time we booked the staff was amazing! Once we arrived they checked in on us regularly to make sure we had everything we needed! Our room was completely updated and very clean,had all of the amenities, free coffee, coffee machine, toaster , plates, bowls, cups, and silverware. The Sanibel inn has literally everything u could want, stunning landscaping on the entire property, every room has great views of the pool area or the gulf or of both! The beach is very private and they provide beach lounge chairs and umbrellas! They have a tiki bar with full food menu and play music all day at the pool. They have corn hole boards, pickleball courts, free bikes to ride, they provide all of the pool and beach towels, they 4 built in grills for all to use, firepits to hang out by. They also have Dantes Italian kitchen on site which is a very nice restaraunt with great food. I literally cant say enough great things about the Sanibel Inn, they made us feel very welcome and we would reccomend to book a stay at the Sanibel Inn to any of our friends, family and to all of you trying to find a place in Sanibel! You will be happy that you did!

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 Winklers

Find the best Winklers areas and neighborhoods for the activities you enjoy most. Learn more about Winklers
Sunset on the island of Sanibel.Florida.USA

Mid Island

1 out of top 10 points of interest in this area
4.5/5(2 area reviews)

While visiting Mid Island, you might make a stop by sights like Estero Boulevard Beach and Sterling Ave Beach.

Find hotels in Mid Island

Top hotels in Winklers

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 5 May to 6 May
£81
5 May - 6 May
includes taxes & fees
9.2/10 Wonderful! (1,385 reviews)
Room was neat, clean and tidy. Staff was friendly, breakfast was good and filling. Able to park easily.

Reviewed on 11 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
9/10 Wonderful! (2,003 reviews)
Beautiful beach, clean hotel, friendly staff, felt like a little too long distances to walk and multiple levels to go up and down between the road that splits the property and safety layout. Totally understandable, but could be annoying for people with strollers or handicapped.

Reviewed on 11 Apr 2026

Get rates
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 £299 per night from 19 Apr to 20 Apr
£299
19 Apr - 20 Apr
includes taxes & fees
9.2/10 Wonderful! (1,769 reviews)
Great place to vacation! The beach was so close we could just stroll to it everyday. The staff was very amenable and prompt. The property is slightly old but rooms were clean and quiet. We got our best sleep in a long time! Thanks folks!

Reviewed on 10 Apr 2026

Sanibel Island Beach Resort
See all 17,629 properties in Winklers
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.
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Frequently asked questions

How much does a Winklers travel package cost?
Starting from only £1,244, a travel package is your portal to cheap travel. Create your own Winklers escape by choosing from our comprehensive range of flights, hotels and rental cars.
If I'm not able to travel, can I cancel my Winklers travel package?
Certainly, and we're here to help. You may be able to cancel or change your Winklers travel package for free within 24 hours of booking. However, you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If life gets in the way of your holiday, have a look at our Customer Service Portal for further information.
How do I get a cheap travel package to Winklers?
Bundle your hotels and flights with Expedia to save on your next exciting adventure. With more than 550 airlines and 1,000,000 properties around the globe, your Winklers travel package can be customized exactly to suit your budget. With all those extra dollars, why not throw in a few exciting tours and experiences? It's an easy way to unlock even more bargains. That holiday you've always dreamed of in Winklers is much closer than you thought!
Does Expedia offer Book Now, Pay Later Winklers holidays?
Expedia has joined forces with online lender Klarna to make your next getaway easier on your wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that fits into your budget. Browse these flexible payment options:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that work for all types of budgets, so you can have that well-deserved holiday sooner.
  • Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then select this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan from Klarna.

Where should I stay in Winklers?
A getaway to Winklers isn't complete without visiting Fishing Pier Fort Myers Beach, Jungle Golf Ft. Myers and Bunche Beach. Stay near these popular attractions and make sightseeing a breeze.
What are the top hotels in Winklers?
If it's your very first time in Winklers, make a reservation at Wyndham Garden Fort Myers Beach or Best Western Plus Beach Resort. Both hotels offer comfortable beds and are top options with many savvy travellers.
How far in advance should I book my Winklers holiday?
It depends on the air carrier, but you can generally look up international airfares on Expedia nearly a year in advance. While it's generally a good idea to book ahead of time, lucky travellers will sometimes find a cheaper ticket just weeks before the date of departure.
What does an Expedia Winklers travel package include?
From hotels and airfares to car rentals, Expedia can help you craft a Winklers package that's perfect for you. Heading off for a while? Consider a flight, rental car and hotel bundle. If you can only squeeze in a quick getaway, a hotel and flight deal could be what you're after. Activities can also be added after you've booked. Our packages make it easy to plan and save.
What should I know before booking a Winklers travel package?
Locking in all the parts of your holiday together is an excellent way to save. Combine your flights, car rentals and hotels into one little package. But hotels aren't your only option. Expedia features all kinds of properties, including holiday rentals like beachfront villas and spacious residences. The list is almost endless!
Can I choose my airline with a Winklers Expedia travel package?
Expedia has access to more than 550 airline partners globally, so you certainly can. Simply choose your preferred carrier and craft your ideal Winklers trip.

Popular places to visit

Santini Marina Shopping Plaza

You can do some window-shopping at Santini Marina Shopping Plaza during your trip to Fort Myers Beach. Wander the beautiful beaches or discover the beautiful sunsets in this family-friendly area.

Santini Marina Shopping Plaza

Bay Oaks Recreation Center

After visiting Bay Oaks Recreation Center, make a plan to see the other sights and activities in Fort Myers Beach. Stroll along the beautiful beaches in this family-friendly area or visit its lively bars.

Bay Oaks Recreation Center

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 Fort Myers Beach

* 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.