Title: Matecumbe Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $811 Expedia.ca

[Matecumbe Travel Guide](https://expedia.ca/Islamorada-Matecumbe.dx855587555438403584)[Hotels in Matecumbe](https://expedia.ca/Matecumbe-Islamorada-Hotels.0-n855587555438403584-0.Travel-Guide-Filter-Hotels)[Flights to Islamorada](https://expedia.ca/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.ca/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Matecumbe Car Rentals](https://expedia.ca/Car-Rentals-In-Matecumbe.d855587555438403584.Car-Rental-Guide)

![](https://images.trvl-media.com/place/10768/d63e1d3a-2c8e-4dba-bca7-1c1af5c02531.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Matecumbe Vacation Packages

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

Photo by Shannon Rocco

- ##  
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 Holiday Package Deals in Matecumbe

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

![Casablanca Miami Beach](https://images.trvl-media.com/lodging/32000000/31660000/31652200/31652150/628e521a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casablanca Miami Beach

North Beach

CA $811

per person

Apr 10 - Apr 15

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

5.8/10 (311 reviews)

I stood in the multiple bed 1 bedroom everything was good beach right there pool and security where very friendly

Reviewed on Nov 12, 2025

![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Creekside Inn

CA $904

per person

Apr 10 - Apr 15

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8/10 Very Good! (1,004 reviews)

Room was clean, spacious with a wonderful canal view.

Reviewed on Jan 27, 2026

![W South Beach](https://images.trvl-media.com/lodging/1000000/20000/11900/11881/f8e7300f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### W South Beach

South Beach

CA $7,698

per person

Apr 29 - May 6

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

9.2/10 Wonderful! (1,002 reviews)

Clean rooms great service

Reviewed on Jan 29, 2026

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $14,654

per person

Apr 26 - May 1

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

8/10 Very Good! (1 review)

![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/w4800h3297x0y3-ab24f575_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel South Beach

South Beach

CA $11,095

per person

Apr 29 - May 6

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

9.4/10 Exceptional! (1,365 reviews)

Amazing hotel. Beyond our expectations. Rooms are huge. Modern and stylish Lobby is fabulous as is the bars and restaurants You must stay here !!! Total wow

Reviewed on Jan 21, 2026

## Where to stay in Matecumbe

Find the best Matecumbe areas and neighborhoods for the activities you enjoy most. [Learn more about Matecumbe](https://expedia.ca/Islamorada-Matecumbe.dx855587555438403584)

![Colorful Island Palm Tree Sunset](https://images.trvl-media.com/place/553248635976470270/e99cad96-7ebc-485b-9c82-f30673c7991c.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Venetian Shores

 Venetian Shores might not have many top sights, but Islamorada County Park and Windley Key Fossil Reef Geological State Park are two attractions nearby that you can check out. 

[Find hotel + flight trips in Venetian Shores](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Venetian%20Shores&DestID=553248635976470270&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Anne’s beach is on Lower Matecumbe Key](https://images.trvl-media.com/place/553248635976195207/ab908e06-f8d5-4131-85de-4fe1a3f5bec9.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Lower Matecumbe Beach

 Though Lower Matecumbe Beach might not have many top sights, you can venture to the surrounding area to see attractions like Anne's Beach and Sunset Drive Beach. 

[Find hotel + flight trips in Lower Matecumbe Beach](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Lower%20Matecumbe%20Beach&DestID=553248635976195207&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Coastline of Islamorada, panoramic view at dusk](https://images.trvl-media.com/place/553248635976480972/cbbf8137-5222-4c34-bb34-851fa872c5bd.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Seabreeze Trailer Park

 If you're looking for some top things to see and do in Seabreeze Trailer Park and surrounding area, you can visit Islamorada County Park and Founders Park. 

[Find hotel + flight trips in Seabreeze Trailer Park](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Seabreeze%20Trailer%20Park&DestID=553248635976480972&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Matecumbe Hotel Deals

![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

CA $320

CA $437 total

Feb 11 - Feb 12

includes taxes & fees

9.2/10 Wonderful! (1,665 reviews)

We loved this place. It’s small and easy to get around. Beautiful setting, watched the sunrise from bed, and the best hotel breakfast we’ve ever had.

Reviewed on Feb 3, 2026

[](https://expedia.ca/Hotel-Search?startDate=11%2F02%2F2026&endDate=12%2F02%2F2026&selected=4170&PinnedHotelID=4170&HadPinnedHotel=true&regionId=855587555438403584)

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

Fully refundableReserve now, pay when you stay

CA $518

CA $683 total

Feb 10 - Feb 11

includes taxes & fees

9.2/10 Wonderful! (1,296 reviews)

Paradise away from Home!! Thank you!

Reviewed on Feb 7, 2026

[](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=5780&PinnedHotelID=5780&HadPinnedHotel=true&regionId=855587555438403584)

![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

CA $337

CA $480 total

Feb 11 - Feb 12

includes taxes & fees

8.8/10 Excellent! (1,264 reviews)

All good, nice bartender inside downstairs, and easy walk to fish and eat

Reviewed on Feb 5, 2026

[](https://expedia.ca/Hotel-Search?startDate=11%2F02%2F2026&endDate=12%2F02%2F2026&selected=61976&PinnedHotelID=61976&HadPinnedHotel=true&regionId=855587555438403584)

[See all 578 properties in Matecumbe](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&regionId=855587555438403584)

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 Matecumbe

![Anne\'s Beach featuring a bridge](https://images.trvl-media.com/place/6282204/e9aa2f6d-f9c8-4112-a338-63fd8ae82009.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Anne's Beach

4/5(14 reviews)

If a restful vacation is part of your travel plans, Anne's Beach might be the perfect place to seek out during your trip to Islamorada. 

[](https://expedia.ca/Annes-Beach-Matecumbe.d6282204.Vacation-Attraction)

![History of Diving Museum showing heritage elements](https://images.trvl-media.com/place/6069257/3860ae1a-3cef-4809-8059-43794e9fe7f9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### History of Diving Museum

4/5(1 review)

Trace one of the world’s most astonishing watersports back through the centuries to see some of the first diving suits as you explore this interactive museum, featuring the world's largest international collection of diving artifacts.

[](https://expedia.ca/History-Of-Diving-Museum-Matecumbe.d6069257.Vacation-Attraction)

![Hurricane Monument showing outdoor art and a monument](https://images.trvl-media.com/place/6063543/461255cf-b7dd-46e6-b190-1a13cf74e1c5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Hurricane Monument

4/5(1 review)

The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.

[](https://expedia.ca/Hurricane-Monument-Matecumbe.d6063543.Vacation-Attraction)

### Things to do

![Explore the Mangrove Creeks with an All Day Kayak Rental ](https://mediaim.expedia.com/localexpert/677736/f5836570-8b49-49af-a667-33b8a8596ab7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Explore Mangrove Creeks with an All Day SUP/single kayak Rental

CA $68

per adult

[](https://expedia.ca/things-to-do/explore-mangrove-creeks-with-an-all-day-supsingle-kayak-rental.a677736.activity-details)

![Ft. Lauderdale to Key West Bus Tour w/ 6 hours of free time in KW](https://mediaim.expedia.com/localexpert/46991024/43dad7c4-b2cc-4a13-8eb8-76d57d8a8a1e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Ft. Lauderdale to Key West Day Trip Quality Day Tours

CA $312

per adult

[](https://expedia.ca/things-to-do/ft-lauderdale-to-key-west-day-trip-quality-day-tours.a46991024.activity-details)

![Ft Lauderdale to Islamorada Tour with Boat Ride and Lunch](https://mediaim.expedia.com/localexpert/48978354/1bad22a6-2206-44c7-8ad9-68a1197fea7d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Ft Lauderdale to Islamorada Tour with Boat Ride and Lunch

CA $346

per adult

[](https://expedia.ca/things-to-do/ft-lauderdale-to-islamorada-tour-with-boat-ride-and-lunch.a48978354.activity-details)

[See all activities in Islamorada](https://expedia.ca/things-to-do/search?rid=855587555438403584)

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