Winklers Holidays from £1,125

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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.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was £1,754, price is now £1,125 per person
£1,125
per person
3 Oct - 10 Oct
found 23 hours ago
Return direct flight included
Manchester (MAN) to Fort Myers (RSW)
8.6/10 Excellent! (1,004 reviews)
When looking over the balcony all you see is over grown trees and down below is trash. The elevator was between two buildings and you had to walk to the opposite end just to get to your room. Also the beach is across the street not on the property.

Reviewed on 14 Jul 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was £1,639, price is now £1,142 per person
£1,142
per person
3 Oct - 10 Oct
found 23 hours ago
Return direct flight included
Birmingham (BHX) to Fort Myers (RSW)
9.6/10 Exceptional! (912 reviews)
This is the 5th time I stay at the Perry in the last year and a half. It’s a good place. Clean, friendly, quiet and well kept. The Cafe seems to have downgraded.. it used to have more variety of pastries and fruits, perhaps due to low season they’ve made corrections. Also the televisions in each rooms aren’t properly identified so AirPlay is impossible to use. Our suite had a squeaky bed which is probably due for service and the shower door wheels were difficult to maneuver as the wheels were misaligned. Lastly each floor has a mini section between the hotel and the garage, it seems to be neglected as no one ever aligns the chairs. And the EV charging station is no longer complimentary. I stayed for 4 days so these things became noticeable but for a weekend outing I doubt they are meaningful, I recommend it to anyone. I just wish they kept up with everything they offered the year prior when booking direct. Now it is a no brainer to shop the rate around especially with these little details.

Reviewed on 15 Jul 2026

GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
South Island
Price was £1,663, price is now £1,182 per person
£1,182
per person
3 Oct - 10 Oct
found 23 hours ago
Return direct flight included
Birmingham (BHX) to Fort Myers (RSW)
9.4/10 Exceptional! (955 reviews)
Absolutely gorgeous ocean view suite! Exceeded our expectations! The beach was so nice and easy to walk to. Nice location. Great staff! We’ll definitely be going back!

Reviewed on 11 Jul 2026

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Price was £1,689, price is now £1,210 per person
£1,210
per person
3 Oct - 10 Oct
found 23 hours ago
Return direct flight included
Birmingham (BHX) to Fort Myers (RSW)
8.8/10 Excellent! (372 reviews)
I loved the unit and property. I also like the food and drinks at the restaurant by the pool. I was a little unhappy w housekeeping as they did not clean our room and provide us w clean towels one day.

Reviewed on 14 Jul 2026

Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Price was £1,842, price is now £1,391 per person
£1,391
per person
3 Oct - 10 Oct
found 23 hours ago
Return direct flight included
Manchester (MAN) to Fort Myers (RSW)
9.4/10 Exceptional! (300 reviews)
such a great spot on a beautiful beach!!!!

Reviewed on 14 Jul 2026

Where to stay in Winklers

Find the best Winklers areas and neighborhoods for the activities you enjoy most. Learn more about Winklers
A sunset over a calm sea with trees framing the view.

Mid Island

1 out of top 10 points of interest in this area

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

Find hotels in Mid Island

Top hotels in Winklers

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
The price is £192 per night from 30 Jul to 31 Jul
£192
30 Jul - 31 Jul
includes taxes & fees
9/10 Wonderful! (2,326 reviews)
"I didn't dislike anything everything was how I expected.."

Reviewed on 15 Jul 2026

Margaritaville Beach Resort Fort Myers
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
17260 Harbour Pointe Dr Fort Myers FL
Fully refundableReserve now, pay when you stay
The price is £183 per night from 30 Jul to 31 Jul
£183
30 Jul - 31 Jul
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"The stay, our 2nd here, was great! The hotel location is fantastic, the staff that are present are wonderful, the rooms are a very nice size & the balcony is adequate, the view is amazing… each day we spotted tons of birds, dolphins, a turtle and a manatee! The rooms, however, could use decor refreshing ..."

Reviewed on 14 Jul 2026

Marriott Sanibel Harbour Resort & Spa
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 £133 per night from 20 Jul to 21 Jul
£133
20 Jul - 21 Jul
includes taxes & fees
9/10 Wonderful! (1,747 reviews)
"We had a great vacation at the Lani Kai resort. The room was clean, comfortable, and spacious. The view from the room was great. We also took advantage of several amenities associated with the property. Specifically dolphin watching and parasailing. In addition to that, the food available on the ..."

Reviewed on 16 Jul 2026

Lani Kai Beachfront Resort
See all 17,905 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.
All Inclusive Holidays
All Inclusive Holidays
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Family Friendly Holidays

Frequently asked questions

How much does a Winklers travel package cost?
Starting from only £1,125, 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.

Things to do

Sunset Cruise Fort Myers Beach

Sunset Cruise Fort Myers Beach

£36
per adult
100% of travellers recommend
Sunset Cruise Fort Myers Beach
90 Minute Bonita Springs Tiki Boat Cruise, Bay and Wildlife Tour

90 Minute Bonita Springs Tiki Boat Cruise, Bay and Wildlife Tour

£57
per adult
90 Minute Bonita Springs Tiki Boat Cruise, Bay and Wildlife Tour
Parasailing Adventure on Fort Myers Beach

Parasailing Adventure on Fort Myers Beach (400 Foot Flight)

£79
per adult
94% of travellers recommend
Parasailing Adventure on Fort Myers Beach (400 Foot Flight)
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.