Winklers Holidays from £499

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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 Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
per person
3 Sept - 8 Sept
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
8.2/10 Very Good! (1,000 reviews)
This place never disappoints the rooms are really comfortable and clean and the area is always nice and safe

Reviewed on 24 Jun 2025

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
per person
3 Sept - 8 Sept
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
8.6/10 Excellent! (1,033 reviews)
I have stayed at lani kai twice before. I am always happy with my stay. Unfortunately the lani kai was hit very hard during the hurricane that hit fort meyers a few years back. They have done a great job trying to get everything rebuilt. Fort Meyers itself appears to be still working to rebuild. It appears that since the hurricane now properties stores etc have been bought up and are being rebuilt into beach homes. That makes me very sad to see. I will continue to stay at lani kai when i visit my niece. They are a family owned resort and I commend them for their strength after the hurricane. Staff was pleasant and helpful. I love that it is beachfront. The staff is out there every morning making the beach perfect. Only complaint is the cost to rent beach chairs and an umbrella daily.

Reviewed on 26 Jun 2025

Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
Old Naples
per person
3 Sept - 8 Sept
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9/10 Wonderful! (1,259 reviews)
The breakfast was very good, we enjoyed the swimming pool and the river view.

Reviewed on 24 Jun 2025

Trianon Bonita Bay

Trianon Bonita Bay

3.5 out of 5
Bonita Bay
per person
3 Sept - 8 Sept
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9.2/10 Wonderful! (1,650 reviews)
room 116 was amazing and we will be back back patio was great, great facility just hope breakfast can be better

Reviewed on 24 Jun 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

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 £153 per night from 30 Jun to 1 Jul
£153
30 Jun - 1 Jul
includes taxes & fees
8.4/10 Very Good! (1,020 reviews)
"Many amenities, restaurants, live band. Staff was friendly, helpful, polite."

Reviewed on 23 Jun 2025

Lani Kai Beachfront Resort
Naples Grande Beach Resort
Naples Grande Beach Resort
4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundable
The price is £211 per night from 15 Jul to 16 Jul
£211
15 Jul - 16 Jul
includes taxes & fees
9/10 Wonderful! (1,542 reviews)
"The beach access and pool were fantastic! We really lived the adults only pool!"

Reviewed on 22 Jun 2025

Naples Grande Beach Resort
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 £182 per night from 16 Jul to 17 Jul
£182
16 Jul - 17 Jul
includes taxes & fees
8.8/10 Excellent! (1,173 reviews)
"Excellent, clean, staff helpful & pleasant!"

Reviewed on 24 Jun 2025

Sanibel Island Beach Resort
See all 15,947 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 £499, 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

Dolphin and Sightseeing Tiki Cruise

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

£46
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
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
Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

£52
per adult
100% of travellers recommend
Southwest Florida Sunset 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.