Title: Estero Island Vacation Packages & Trips 2026 from CA $552 | Expedia.ca

[Estero Island Travel Guide](https://expedia.ca/Estero-Island.dx904327233888346112)[Hotels in Estero Island](https://expedia.ca/Estero-Island-Hotels.d904327233888346112.Travel-Guide-Hotels)[Vacation Rentals in Estero Island](https://expedia.ca/Estero-Island-Vacation-Rentals.d904327233888346112.Travel-Guide-VacationRentals)[Flights to Estero Island](https://expedia.ca/Cheap-Flights-To-Estero-Island.d904327233888346112.Travel-Guide-Flights)[Estero Island Car Rentals](https://expedia.ca/Car-Rentals-In-Estero-Island.d904327233888346112.Car-Rental-Guide)

![](https://images.trvl-media.com/place/7194/874a676f-e356-4866-8bfc-93f2fc3854f6.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Estero Island Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

Photo by Stephanie Karasek

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## Top Estero Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![Courtyard by Marriott Fort Myers Cape Coral](https://images.trvl-media.com/lodging/1000000/30000/22400/22386/ffbd89e9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Courtyard by Marriott Fort Myers Cape Coral

CA $552

per person

Apr 13 - Apr 18

found 1 day ago

Roundtrip flight included

Detroit (DTT) to Fort Myers (RSW)

8.2/10 Very Good! (1,005 reviews)

Property could use some updating, ice machines out of service (no sign), customer service hit or miss (some fantastic, some miserable). Expected more for the price we paid.

Reviewed on Mar 13, 2026

![The Suites at Fishermen’s Village- 2 Bedroom Suites](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/7bc32ddb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Suites at Fishermen’s Village- 2 Bedroom Suites

Punta Gorda Isles

CA $1,143

per person

Apr 13 - Apr 18

found 1 hour ago

Roundtrip flight included

Detroit (DTT) to Fort Myers (RSW)

9.8/10 Exceptional! (1,114 reviews)

Room was very clean and staff was extremely friendly and helpful. The location was amazing.

Reviewed on Mar 12, 2026

![Windward Passage Resort](https://images.trvl-media.com/lodging/123000000/122910000/122905200/122905151/23bcb5a8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Windward Passage Resort

CA $3,350

per person

Apr 14 - Apr 20

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

No reviews

![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Perry Hotel Naples

CA $1,136

per person

May 14 - May 18

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

9.6/10 Exceptional! (664 reviews)

The pool was nice and the grounds are beautifully maintained.

Reviewed on Mar 11, 2026

![The Boat House](https://images.trvl-media.com/lodging/5000000/4440000/4437700/4437617/5d355af5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Boat House

Olde Marco

CA $1,391

per person

May 22 - May 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.2/10 Wonderful! (670 reviews)

What a relaxing, casual, very cared for property. The family-owned concern for a comfortable stay was apparent throughout. It is not a brand new building but perfect for my stay. I would definitely stay again.

Reviewed on Mar 10, 2026

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_904327233888346112)

## Ready to book your vacation to Estero Island?

Choose your dates

## Estero Island Hotel Deals

![Margaritaville Beach Resort Fort Myers ](https://images.trvl-media.com/lodging/96000000/95130000/95127000/95126992/09777b0c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Margaritaville Beach Resort Fort Myers 

251 Crescent Street Fort Myers Beach FL

CA $504

per night

Apr 14 - Apr 15

9/10 Wonderful! (1,941 reviews)

The resort grounds are beautiful, and clean. The room was very small and bathroom somewhat outdated. The pool and beach were beautiful, however very high cost with lots of hidden fees .a resort fee or $50 daily on top of the already expensive stay. Also charged me $35 a day to park my car which I ...

Reviewed on Mar 13, 2026

[](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=95126992&PinnedHotelID=95126992&HadPinnedHotel=true&regionId=904327233888346112)

![Lani Kai Beachfront Resort](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/9bc89705_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL

Fully refundableReserve now, pay when you stay

CA $329

per night

Mar 24 - Mar 25

9/10 Wonderful! (1,307 reviews)

Nice view in a large room.

Reviewed on Mar 13, 2026

[](https://expedia.ca/Hotel-Search?startDate=24%2F03%2F2026&endDate=25%2F03%2F2026&selected=438796&PinnedHotelID=438796&HadPinnedHotel=true&regionId=904327233888346112)

![DiamondHead Beach Resort](https://images.trvl-media.com/lodging/1000000/210000/200700/200632/814c4388_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

DiamondHead Beach Resort

2000 Estero Blvd Fort Myers Beach FL

Fully refundableReserve now, pay when you stay

9.2/10 Wonderful! (1,086 reviews)

Great place very nice. Music was too loud

Reviewed on Mar 12, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=28%2F03%2F2026&endDate=29%2F03%2F2026&selected=200632&PinnedHotelID=200632&HadPinnedHotel=true&regionId=904327233888346112)

[](https://expedia.ca/Hotel-Search?startDate=28%2F03%2F2026&endDate=29%2F03%2F2026&selected=200632&PinnedHotelID=200632&HadPinnedHotel=true&regionId=904327233888346112)

[See all 2,889 properties in Estero Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=15%2F03%2F2026&endDate=16%2F03%2F2026&regionId=904327233888346112)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Estero Island

![Palm trees at Fort Myers Beach Bowditch Point Park, Florida USA](https://images.trvl-media.com/place/6296094/0effc680-2a56-4677-8424-9b15baa55420.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Bowditch Point Park

You can take time to visit Bowditch Point Park during your travels to Fort Myers Beach. Amble around this family-friendly area's beautiful beaches and enjoy its lively bars. 

[](https://expedia.ca/Bowditch-Point-Park-Fort-Myers-Beach.d6296094.Vacation-Attraction)

![Fishing Pier Fort Myers Beach featuring a sandy beach and a bridge](https://images.trvl-media.com/place/553248634504813413/ca31b420-8c55-4a7f-8d44-23ecf1e2b8d3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Lynn Hall Memorial Park

Why not spend a carefree afternoon at Lynn Hall Memorial Park during your travels in Fort Myers Beach? Amble around this family-friendly area's seaside and enjoy its lively bars. 

[](https://expedia.ca/Lynn-Hall-Memorial-Park-Fort-Myers-Beach.d553248634504813413.Vacation-Attraction)

![Bunche Beach featuring general coastal views and a beach](https://images.trvl-media.com/place/6296159/41ec9c7f-9657-4079-9f93-efcdbcb0b6c1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Bunche Beach

Find a relatively obscure beach in a popular area of sand, warm water and a fascinating variety of coastal life. You’ll be thankful for the uncrowded space.

[](https://expedia.ca/Bunche-Beach-Fort-Myers-Beach.d6296159.Vacation-Attraction)

### What to do in Estero Island

![Southwest Florida Sunset Sail](https://mediaim.expedia.com/localexpert/3146060/208129dd-2c36-4c94-bbae-6379e223335e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Southwest Florida Sunset Sail

CA $96

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/southwest-florida-sunset-sail.a3146060.activity-details)

![Copacetic Day Sail](https://mediaim.expedia.com/localexpert/3146061/ce46a7d1-6271-4a2e-9229-41a28a522002.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Copacetic Day Sail

CA $95

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/copacetic-day-sail.a3146061.activity-details)

![Dolphin Wildlife Cruise Fort Myers Beach](https://mediaim.expedia.com/localexpert/49515597/7ddf5e09-b4b4-4b06-b75b-dc221f49d5cd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Dolphin Wildlife Cruise Fort Myers Beach

CA $88

per adult

[](https://expedia.ca/things-to-do/dolphin-wildlife-cruise-fort-myers-beach.a49515597.activity-details)

[See all activities in Estero Island](https://expedia.ca/things-to-do/search?rid=904327233888346112)

## Explore a world of travel with Expedia

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- [Flights from Lovers Key ](https://www.expedia.ca/lp/flights/553248635976194802/flights-from-lovers-key)
- [Flights from Toronto (YYZ) to Fort Myers (RSW) ](https://www.expedia.ca/lp/flights/yyz/rsw/toronto-to-fort-myers)

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- [Legends Golf and Country Club ](https://www.expedia.ca/Legends-Golf-And-Country-Club-Daniels-Corridor.d6196336.Vacation-Attraction)
- [Little Hickory Island Beach Park ](https://www.expedia.ca/Little-Hickory-Island-Beach-Park-Bonita-Springs.d6327195.Vacation-Attraction)
- [Lovers Key State Park Vacations ](https://www.expedia.ca/Lovers-Key-State-Park.d6127770.Destination-Travel-Guides)
- [Visit Lovers Key State Park ](https://www.expedia.ca/Lovers-Key-State-Park.dx6127770)
- [Lynn Hall Memorial Park ](https://www.expedia.ca/Lynn-Hall-Memorial-Park-Fort-Myers-Beach.d553248634504813413.Vacation-Attraction)
- [Mercato ](https://www.expedia.ca/Mercato-Naples.d6142907.Vacation-Attraction)
- [Naples Marina and Excursions ](https://www.expedia.ca/Naples-Marina-And-Excursions-Naples.d6201647.Vacation-Attraction)
- [Ostego Bay Marine Science Center ](https://www.expedia.ca/Ostego-Bay-Marine-Science-Center-Fort-Myers-Beach.d6296070.Vacation-Attraction)
- [Raptor Bay Golf Club ](https://www.expedia.ca/Raptor-Bay-Golf-Club-Bonita-Springs.d6327348.Vacation-Attraction)
- [San Carlos Golf Club ](https://www.expedia.ca/San-Carlos-Golf-Club-San-Carlos-Park.d6128034.Vacation-Attraction)
- [San Carlos Island Vacations ](https://www.expedia.ca/San-Carlos-Island.d553248635976197978.Destination-Travel-Guides)
- [Sanibel Island Golf Club ](https://www.expedia.ca/Sanibel-Island-Golf-Club-Beachview-Country-Club-Estates.d6295947.Vacation-Attraction)
- [Sanibel Sea School ](https://www.expedia.ca/Sanibel-Sea-School-Sanibel.d553248621533115713.Vacation-Attraction)
- [Sanibel Vacations ](https://www.expedia.ca/Sanibel.d9791.Destination-Travel-Guides)
- [Six Mile Cypress Slough Preserve ](https://www.expedia.ca/Six-Mile-Cypress-Slough-Preserve-Daniels-Corridor.d6065691.Vacation-Attraction)
- [Southwest Florida Vacations ](https://www.expedia.ca/Southwest-Florida.d6233839.Destination-Travel-Guides)
- [Vanderbilt Beach ](https://www.expedia.ca/Vanderbilt-Beach-Vanderbilt-Beach.d553248621532652404.Vacation-Attraction)
- [Beach Vacation Packages Fort Myers Beach ](https://www.expedia.ca/lp/theme-vacations/beach-vacations/7194/Fort-Myers-Beach)

- [Alamo Rent A Car Rental Cars in Fort Myers Beach ](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Fort-Myers-Beach.d7194-c6.Car-Rental-Guide-Suppliers)
- [Bidvest Rental Cars in Lovers Key ](https://www.expedia.ca/Bidvest-Car-Rentals-In-Lovers-Key.d553248635976194802-c1087.Car-Rental-Guide-Suppliers)
- [Budget Rental Cars in Fort Myers Beach ](https://www.expedia.ca/Budget-Car-Rentals-In-Fort-Myers-Beach.d7194-c39.Car-Rental-Guide-Suppliers)
- [Car rental Fort Myers Beach ](https://www.expedia.ca/Car-Rentals-In-Fort-Myers-Beach.d7194.Car-Rental-Guide)
- [Enterprise Rental Cars in Fort Myers Beach ](https://www.expedia.ca/Enterprise-Car-Rentals-In-Fort-Myers-Beach.d7194-c15.Car-Rental-Guide-Suppliers)
- [Hertz Rental Cars in Fort Myers Beach ](https://www.expedia.ca/Hertz-Car-Rentals-In-Fort-Myers-Beach.d7194-c40.Car-Rental-Guide-Suppliers)
- [Payless Rental Cars in Fort Myers Beach ](https://www.expedia.ca/Payless-Car-Rentals-In-Fort-Myers-Beach.d7194-c38.Car-Rental-Guide-Suppliers)

- [Fort Myers Beach Vacation Rentals ](https://www.expedia.ca/Fort-Myers-Beach-Vacation-Rentals.d7194.Travel-Guide-VacationRentals)
- [Lovers Key State Park Vacation Rentals ](https://www.expedia.ca/Lovers-Key-State-Park-Vacation-Rentals.d6127770.Travel-Guide-VacationRentals)

- [Things to do in Fort Myers Beach ](https://www.expedia.ca/Things-To-Do-In-Fort-Myers-Beach.d7194.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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