Title: Islamorada Vacation Rentals from CA $305: Short-Term Rentals for 2026 | Expedia.ca

[Islamorada Travel Guide](https://expedia.ca/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.ca/Islamorada-Hotels.d10768.Travel-Guide-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)[Islamorada Car Rentals](https://expedia.ca/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)[Islamorada Vacation Packages](https://expedia.ca/Islamorada.d10768.Destination-Travel-Guides)

![Islamorada showing a marina and a beach bar](https://images.trvl-media.com/place/10768/aa6cabc7-815d-438b-a2ba-0f375f1a2b40.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Islamorada Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Islamorada vacation rentals

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, individually decorated, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/e70c5d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/92a650b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/13368841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Islamorada

[](https://www.expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

9.0/10

Wonderful

(123)

"Great spot! Will be back someday hopefully. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Diane

[](https://www.expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/19240ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Bedroom, Kitchen, Pool View | Living area](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/3602f78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Room](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/f0ed1fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/98989626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Matecumbe

[](https://www.expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information)

8.8/10

Excellent

(606)

"Property was nice and easy to navigate, ocean view room was extra nice to have!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa

CA $207

CA $305 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/83b3602f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/96b65caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/94e72557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/b33bbeb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Florida-Keys-Getaway-Slps-4-Ocean-View.h90524666.Hotel-Information)

9.6/10

Exceptional

(19)

"Everything was just as described in the condo listing. We enjoyed the pool and hot tub. Wonderful location to explore the Keys. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michele G.

CA $244

CA $583 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Tavernier-Hotels-Florida-Keys-Getaway-Slps-4-Ocean-View.h90524666.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/107000000/106390000/106383400/106383398/82af36af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106390000/106383400/106383398/a5c6e7da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106390000/106383400/106383398/bc83b2bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106390000/106383400/106383398/ff27683f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Aqua-Vista-Ocean-Pointe-3307.h106383398.Hotel-Information)

10/10

Exceptional

(1)

"Beautiful & perfect place for a getaway. Really enjoyed our stay. Highly recommend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michelle

CA $288

CA $664 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Tavernier-Hotels-Aqua-Vista-Ocean-Pointe-3307.h106383398.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/c69f1e9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/cd09e26f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/8b8d54d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/f47fdbe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Blue-Haven-Key-Largo-Ocean-Pointe-1315.h87824083.Hotel-Information)

9.6/10

Exceptional

(15)

"This condo was everything we needed. Lots of space, bug comfy beds, hreat shower and the pool at the complex was great in the late afternoon after a day exploring the upper keys. There were works going on at the conplex when we were there which took the edge off things as 9am drilling on Monday morning wasnt welcome but I only knocked 1 star off - otherwise wouldnt hesitate to recommend!"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Philippa

CA $206

CA $554 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Tavernier-Hotels-Blue-Haven-Key-Largo-Ocean-Pointe-1315.h87824083.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/0ad9df61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/8d386ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/a1490da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/3a4de8ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Serenity-In-The-Sun-Condo-Fabulous-Ocean-View.h53645406.Hotel-Information)

10/10

Exceptional

(108)

"Fantastic place to stay! Very clean and great hosts. Will stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Les

CA $298

CA $644 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Tavernier-Hotels-Serenity-In-The-Sun-Condo-Fabulous-Ocean-View.h53645406.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/55a120e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/106bc6f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/087c8d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/ae7ae6fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Paradise-Palms-Ocean-Pointe-1206.h107445689.Hotel-Information)

9.6/10

Exceptional

(5)

"Thanks for your great hospitality."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

richard

CA $220

CA $589 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Tavernier-Hotels-Paradise-Palms-Ocean-Pointe-1206.h107445689.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/123000000/122910000/122909000/122908939/1df61f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/123000000/122910000/122909000/122908939/6dc91064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122910000/122909000/122908939/4d162346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122910000/122909000/122908939/8c539107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Private-1-Bedroom-Apartment-In-Peaceful-Tavernier-With-Kitchen.h122908939.Hotel-Information)

10/10

Exceptional

(1)

"Host was very helpful and place was very nice and very clean. Would definitely recommend. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amy E.

CA $184

CA $476 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Tavernier-Hotels-Private-1-Bedroom-Apartment-In-Peaceful-Tavernier-With-Kitchen.h122908939.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/68000000/67540000/67536800/67536703/955e8c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/68000000/67540000/67536800/67536703/ae41fbbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/68000000/67540000/67536800/67536703/9943fed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/68000000/67540000/67536800/67536703/d054969d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Island-Escape-At-Ocean-Pointe.h67536703.Hotel-Information)

9.2/10

Wonderful

(35)

"Great place, comfortable, clean and good location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joshua P.

CA $215

CA $996 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Tavernier-Hotels-Island-Escape-At-Ocean-Pointe.h67536703.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-10596317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Books](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-4fee4dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w903h683x60y0-ed597f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-23f3304c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Island-Sanctuary-Islamorada.h96473229.Hotel-Information)

9.8/10

Exceptional

(13)

"It exceeded our expectations, and we are so glad we found this location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jenn H.

CA $368

CA $563 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Tavernier-Hotels-Island-Sanctuary-Islamorada.h96473229.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/82e6e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/c35a47ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/0464ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/9d4d58bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Amazing-Ocean-View-Condo.h63112538.Hotel-Information)

9.6/10

Exceptional

(43)

"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Natalie M.

CA $225

CA $525 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Tavernier-Hotels-Amazing-Ocean-View-Condo.h63112538.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256353/1663abf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256353/f6a8b6f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256353/459e6b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256353/2b98fd9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Modern-Coastal-Renovation.h78256353.Hotel-Information)

10/10

Exceptional

(123)

"We enjoyed our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Halley R.

CA $215

CA $576 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Tavernier-Hotels-Modern-Coastal-Renovation.h78256353.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100160000/100150100/100150070/1c0d4ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100160000/100150100/100150070/3c7b00a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100160000/100150100/100150070/58cd76fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/101000000/100160000/100150100/100150070/c1841df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Boho-Chic-Ocean-Pointe-3214.h100150070.Hotel-Information)

10/10

Exceptional

(12)

"It was clean, well organized and communication was great. Had a good time."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shirl

CA $227

CA $585 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Tavernier-Hotels-Boho-Chic-Ocean-Pointe-3214.h100150070.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256364/bc4eb34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256364/52ff82ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256364/f5a9e2a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256364/96107825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Lazy-Daze-Double-King-Suite-Ocean-Pointe-2310.h78256364.Hotel-Information)

9.8/10

Exceptional

(26)

"Everything was exceptionally nice. Would definitely book again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharon

CA $218

CA $564 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Tavernier-Hotels-Lazy-Daze-Double-King-Suite-Ocean-Pointe-2310.h78256364.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/103000000/102130000/102126800/102126702/8dc03fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/103000000/102130000/102126800/102126702/48b24b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102130000/102126800/102126702/7e85aa5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102130000/102126800/102126702/afc1a5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Sunrise-Oasis-Top-Floor-Ocean-Pointe-2411.h102126702.Hotel-Information)

10/10

Exceptional

(4)

"The condo was very clean, comfortable and had everything we needed. We appreciated the close location to the pool. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erica T.

CA $272

CA $665 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Tavernier-Hotels-Sunrise-Oasis-Top-Floor-Ocean-Pointe-2411.h102126702.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/92000000/91590000/91581900/91581828/007a058b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/92000000/91590000/91581900/91581828/4cfee0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91590000/91581900/91581828/c8dd01e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91590000/91581900/91581828/cf2ff366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-New-Listing-At-Ocean-Point-Key-Largo-Escape-5209.h91581828.Hotel-Information)

9.4/10

Exceptional

(6)

"Great area"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Yesenia

CA $338

CA $752 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Tavernier-Hotels-New-Listing-At-Ocean-Point-Key-Largo-Escape-5209.h91581828.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/125000000/124250000/124247200/124247179/a303c779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124250000/124247200/124247179/12d6181c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/125000000/124250000/124247200/124247179/c678398a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124250000/124247200/124247179/a9aacca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Keys-Bohemian-2-BR-2-BA-At-Ocean-Pointe-1312.h124247179.Hotel-Information)

CA $238

CA $625 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/Tavernier-Hotels-Keys-Bohemian-2-BR-2-BA-At-Ocean-Pointe-1312.h124247179.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/70000000/69960000/69950800/69950775/d33372f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69960000/69950800/69950775/b4d85c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69960000/69950800/69950775/dabdd192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69960000/69950800/69950775/e33f0334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Blue Waters

[](https://www.expedia.ca/Tavernier-Hotels-Reel-Stoked-At-Ocean-Pointe.h69950775.Hotel-Information)

9.4/10

Exceptional

(24)

"Unit was everything we hoped for, building was nice, quiet, and had good amenities, and the grounds and pool were great. Would absolutely stay here again on future trips."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jacob W.

CA $249

CA $1,041 total

includes taxes & fees

Jan 16 - Jan 17

[](https://www.expedia.ca/Tavernier-Hotels-Reel-Stoked-At-Ocean-Pointe.h69950775.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/123000000/122650000/122646900/122646817/7a4cd555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122650000/122646900/122646817/fb2c371f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122650000/122646900/122646817/ebb696cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122650000/122646900/122646817/d6aec2be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Top-Floor-W-Amazing-Ocean-Views-Resort-Style-Pool.h122646817.Hotel-Information)

10/10

Exceptional

(1)

"The property was just as pictured on the site! We loved the view from the balconies (yes, two!!!). The host was superior in supplying our basic needs upon arrival. More importantly, she was extremely responsive to our questions during our stay (usually responding within a few minutes--even on Christmas day!!). The property is conveniently located in the keys so it's not too far to Miami or Key West. We absolutely loved our stay! If we come back to the Keys, we will definitely stay here again!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mark W.

CA $222

CA $525 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Tavernier-Hotels-Top-Floor-W-Amazing-Ocean-Views-Resort-Style-Pool.h122646817.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/109000000/108880000/108879000/108878919/cfdfb870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/109000000/108880000/108879000/108878919/a7270f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/109000000/108880000/108879000/108878919/8757c041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108880000/108879000/108878919/403f7716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Ocean-View-Gem-Ocean-Pointe-3406.h108878919.Hotel-Information)

10/10

Exceptional

(3)

"Great place! Condo was clean l and was as described. Property and pool area was fun and very clean."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin W.

CA $252

CA $631 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Tavernier-Hotels-Ocean-View-Gem-Ocean-Pointe-3406.h108878919.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-23&endDate=2026-01-24&regionId=10768&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=VACATION_HOME)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=HOUSE_BOAT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=CONDO)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=CABIN)

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## Top Islamorada Hotel Reviews

![Ragged Edge Resort & Marina](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b0a43673_y.jpg)

### Ragged Edge Resort & Marina

10/10 Excellent

"The room was very modern very clean ,spacious. staff was friendly and helpful the resort itself was beautiful"

[](https://expedia.ca/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information)

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg)

### Cheeca Lodge & Spa

10/10 Excellent

"The property is spectacular - absolutely beautiful, lit up at night with torches and lighting. The room was well appointed, clean and relaxing. The food was good, the service was excellent."

[](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg)

### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent

"Amazing place - so much variety"

[](https://expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information)

![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg)

### La Siesta Resort & Villas

10/10 Excellent

"I would definitely stay here again. The property and staff are awesome. The pool hours could be extended. Closing at 5pm is very early. "

[](https://expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information)

![Treasure Harbor](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3_y.jpg)

### Treasure Harbor

10/10 Excellent

"This place is super fun and unlike anywhere we've stayed before. Water lodges are well appointed with all the amenities needed and there are additional facilities around the main reception area."

[](https://expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg)

### Chesapeake Beach Resort

10/10 Excellent

"The resort is a great family friendly atmosphere. The staff was extremely hospitable. The beach is clean and lots of fun activities to do. Only wish we had more time! "

[](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)

![Breezy Palms Resort](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48_y.jpg)

### Breezy Palms Resort

10/10 Excellent

"The bungalow was quaint and well appointed. "

[](https://expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information)

![Fisher Inn Resort & Marina](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg)

### Fisher Inn Resort & Marina

10/10 Excellent

"Beautiful view"

[](https://expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information)

![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg)

### Amara Cay Resort

10/10 Excellent

"Rooms were clean, restaurant food was excellent, and service was friendly."

[](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information)

## Find out more about Islamorada

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Islamorada. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Islamorada ](https://expedia.ca/Islamorada-Private-Vacation-Homes.d10768-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Islamorada ](https://expedia.ca/Islamorada-Condos.d10768-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Islamorada ](https://expedia.ca/Islamorada-Apartments.d10768-aaApartments.Travel-Guide-Accommodation)
- [Villas in Islamorada ](https://expedia.ca/Islamorada-Villas.d10768-aaVillas.Travel-Guide-Accommodation)
- [Cottages in Islamorada ](https://expedia.ca/Islamorada-Cottages.d10768-aaCottages.Travel-Guide-Accommodation)
- [Houseboats in Islamorada ](https://expedia.ca/Islamorada-Houseboats.d10768-aaHouseboats.Travel-Guide-Accommodation)
- [Aparthotels in Islamorada ](https://expedia.ca/Islamorada-Apart-Hotels.d10768-aaApartHotels.Travel-Guide-Accommodation)
- [Resorts in Islamorada ](https://expedia.ca/Islamorada-Resort-Hotels.d10768-aaResortHotels.Travel-Guide-Accommodation)
- [Motels in Islamorada ](https://expedia.ca/Islamorada-Motels.d10768-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Islamorada ](https://expedia.ca/Islamorada-Guest-Houses.d10768-aaGuestHouses.Travel-Guide-Accommodation)
- [Chalets in Islamorada ](https://expedia.ca/Islamorada-Chalets.d10768-aaChalets.Travel-Guide-Accommodation)
- [Lodges in Islamorada ](https://expedia.ca/Islamorada-Lodges.d10768-aaLodges.Travel-Guide-Accommodation)
- [Condo Resorts in Islamorada ](https://expedia.ca/Islamorada-Condominium-Resort.d10768-aaCondominiumResort.Travel-Guide-Accommodation)
- [B&B in Islamorada ](https://expedia.ca/Islamorada-Bed-And-Breakfast.d10768-aaBedAndBreakfast.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Islamorada?

### What are some of the best vacation home rentals that Islamorada has to offer?

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- [Things to do in Sarasota](https://expedia.ca/Things-To-Do-In-Sarasota.d602719.Travel-Guide-Activities)
- [Things to do in New Smyrna Beach](https://expedia.ca/Things-To-Do-In-New-Smyrna-Beach.d8943.Travel-Guide-Activities)
- [Things to do in Daytona Beach](https://expedia.ca/Things-To-Do-In-Daytona-Beach.d6023995.Travel-Guide-Activities)
- [Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)
- [Things to do in Cape Coral](https://expedia.ca/Things-To-Do-In-Cape-Coral.d6521.Travel-Guide-Activities)
- [Things to do in St. Augustine](https://expedia.ca/Things-To-Do-In-St-Augustine.d6047864.Travel-Guide-Activities)

Packages

- [Key West Vacations](https://expedia.ca/Key-West.d1187.Destination-Travel-Guides)

General

- [Visit Cocoa Beach](https://expedia.ca/Cocoa-Beach.dx6549)

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