Winklers Holidays from £876

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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.
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
per person
25 Oct - 1 Nov
found 6 hours ago
Return direct flight included
Dublin (DUB) to Fort Myers (RSW)
9.2/10 Wonderful! (579 reviews)
We loved staying at Coconut Cove! It was clean, well maintained and the staff was very accommodating. My kids and I both loved the lazy river and the many pools to choose from. We also loved the restaurants on property and the delicious drinks. We would definitely go back again!

Reviewed on 10 Aug 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
per person
17 Oct - 24 Oct
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
Hotel was fabulous. Modern look, clean a beautiful room. Staff was fantastic, friendly and helpful. Pool was great. The hotel is located right in the middle of things on 5th Avenue @Naples.

Reviewed on 4 Aug 2025

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
per person
17 Oct - 24 Oct
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
8.6/10 Excellent! (1,031 reviews)
First visit since hurricane and very clean, rooms are renovated nicely. Plenty of food options on site and within walking distance.

Reviewed on 10 Aug 2025

Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
South End
per person
25 Oct - 1 Nov
found 6 hours ago
Return direct flight included
Dublin (DUB) to Fort Myers (RSW)
9/10 Wonderful! (819 reviews)
I loved the property, but didn’t realize that construction was taking place, and the restaurant was closed that we were hoping to enjoy.

Reviewed on 10 Aug 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
per person
3 Oct - 10 Oct
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9.6/10 Exceptional! (365 reviews)
Classic 4 stars hotel. That is goof but something is missing. Here the pool for families was so cold nobody can swim in it. Even though we are in summer the heater wasn’t working and the are was great, the pool super clean a poolside bar etc, but you can’t enjoy the pool because literally was freezing. Good thing we spoke to the staff and they let us use the adults only pool. The other thing and really annoying was the AC in the room. Not working at night despite several attempts of the staff to fix it. So to us was good but could have been better

Reviewed on 8 Aug 2025

Where to stay in Winklers

Find the best Winklers areas and neighborhoods for the activities you enjoy most. Learn more about Winklers
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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

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundable
The price is £158 per night from 7 Sept to 8 Sept
£158
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (1,692 reviews)
"Customer service was excellent the hotel is great we really enjoyed it"

Reviewed on 11 Aug 2025

Naples Grande Beach Resort
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is £179 per night from 18 Aug to 19 Aug
£179
18 Aug - 19 Aug
includes taxes & fees
8.8/10 Excellent! (1,346 reviews)
"Nice property. Dining was limited and constant noise all day long."

Reviewed on 9 Aug 2025

Margaritaville Beach Resort Fort Myers
Hilton Naples

Hilton Naples

4 out of 5
5111 Tamiami Trl N, Naples, FL
Fully refundableReserve now, pay when you stay
The price is £106 per night from 27 Aug to 28 Aug
£106
27 Aug - 28 Aug
includes taxes & fees
9/10 Wonderful! (1,209 reviews)
"No complaints."

Reviewed on 10 Aug 2025

Hilton Naples
See all 16,439 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Winklers travel package cost?
Starting from only £876, 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 seaside in this family-friendly area or visit its top-notch restaurants.

Bay Oaks Recreation Center

Things to do

Dolphin and Sightseeing Tiki Cruise

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

£48
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

£52
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

£48
per adult
100% of travellers recommend
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise
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.