Title: Islamorada Vacation Rentals from CA $206: 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 featuring a sunset and general coastal views](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Islamorada Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-11&endDate=2025-12-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-12&endDate=2025-12-13&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-19&endDate=2025-12-21&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)

![Exterior](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/ee0752b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/17a61bb5.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)

### Houseboat in Islamorada

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

9.0/10

Wonderful

(117)

"I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore."

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

Mary

CA $173

CA $390 total

includes taxes & fees

Dec 12 - Dec 13

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

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Cottage | Living area](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/7a0bffa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/98496c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Cottage](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/b8fa0acc.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

(584)

"we stayed in the beach front cottage kitchen was stocked room was clean and the views were great friendly staff "

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

Terry

CA $133

CA $221 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.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/64000000/63120000/63112600/63112538/276a3898.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)

![Smart TV](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/94f309cc.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

(42)

"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 $187

CA $477 total

includes taxes & fees

Dec 14 - Dec 15

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

![Property grounds](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/d754d352.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)

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

![Children's area](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/7d3e3e4f.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

(18)

"Room and location were great! Community pool was very nice and we used it a lot. Quick walk down to the marina. We would stay here again."

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

Kyle W.

CA $149

CA $464 total

includes taxes & fees

Dec 13 - Dec 14

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

![Pool](https://images.trvl-media.com/lodging/107000000/106390000/106383400/106383398/bfc84dae.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)

![Beach](https://images.trvl-media.com/lodging/107000000/106390000/106383400/106383398/c449b326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/107000000/106390000/106383400/106383398/72f54992.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 $193

CA $561 total

includes taxes & fees

Dec 15 - Dec 16

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/94241dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/b3fdbd21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/301698a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/078f0b06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information)

9.8/10

Exceptional

(27)

"It was clean and a very nice place to stay. Plenty of room and awesome amenities."

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

Eric M.

CA $242

CA $660 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/822e7cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/c064b61a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/28450ffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/fef534a6.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

(107)

"Good clean condo, great pool and little private beach "

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

Nicola W.

CA $338

CA $700 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/7f2e2269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Conch Key One-bedroom Cottage | Private kitchen](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/2180f342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Key Largo One-bedroom Cottage](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/29275608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/0514aa55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Island-Bay-Resort.h13279636.Hotel-Information)

10/10

Exceptional

(140)

"Very quiet and the outdoor spaces are very nice. Staff was very friendly also."

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

Jacob

CA $350

CA $394 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Tavernier-Hotels-Island-Bay-Resort.h13279636.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/92000000/91590000/91581900/91581828/57d5ae83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91590000/91581900/91581828/dca0fcbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/92000000/91590000/91581900/91581828/4aa3c9fa.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 $194

CA $563 total

includes taxes & fees

Dec 14 - Dec 15

[](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/109000000/108880000/108879000/108878919/c60eb0e4.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)

![Marina](https://images.trvl-media.com/lodging/109000000/108880000/108879000/108878919/ea9a3e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/109000000/108880000/108879000/108878919/b42e3366.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 $217

CA $594 total

includes taxes & fees

Dec 14 - Dec 15

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

![2 bedrooms, in-room safe, desk, bed sheets](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w903h683x61y0-6a8ad40c.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)

![Interior](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w903h683x60y0-ed597f77.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)

### Houseboat in Tavernier

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

9.8/10

Exceptional

(12)

"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 $366

CA $580 total

includes taxes & fees

Dec 13 - Dec 14

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

![Exterior](https://images.trvl-media.com/lodging/123000000/122910000/122908900/122908861/ae89c542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122910000/122908900/122908861/31b5c4e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122910000/122908900/122908861/3909b3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, stovetop](https://images.trvl-media.com/lodging/123000000/122910000/122908900/122908861/4cbd2540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Private-2-Bedroom-Apartment-With-Kitchen-In-Lovely-Tavernier.h122908861.Hotel-Information)

CA $198

CA $440 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Tavernier-Hotels-Private-2-Bedroom-Apartment-With-Kitchen-In-Lovely-Tavernier.h122908861.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256353/cdd7becc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256353/6b3fca41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256353/e5d544cb.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)

### Condo in Tavernier

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

10/10

Exceptional

(122)

"We loved the condo. The immenities were very nice. Very clear about what was provided. The cafe and pool were fantastic! The pool was crystal clear! Thank you for a lovely stay!!"

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

Emily T.

CA $209

CA $583 total

includes taxes & fees

Dec 14 - Dec 15

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

![Pool](https://images.trvl-media.com/lodging/105000000/104900000/104890400/104890339/e1388ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104900000/104890400/104890339/f89c793f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104900000/104890400/104890339/9c01feda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/105000000/104900000/104890400/104890339/e1e9fc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Marina-View-Ocean-Pointe-5306.h104890339.Hotel-Information)

9.6/10

Exceptional

(7)

"Great location and prompt support with all questions we had. "

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

Jim I.

CA $202

CA $577 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Tavernier-Hotels-Marina-View-Ocean-Pointe-5306.h104890339.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/107000000/106880000/106875700/106875633/9a5af65e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106880000/106875700/106875633/b8d45029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/107000000/106880000/106875700/106875633/bf8638cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106880000/106875700/106875633/d38bf4d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-1BR-W-Partial-Ocean-View.h106875633.Hotel-Information)

10/10

Exceptional

(3)

"Loved the property and its central location. Fairly quiet and secluded. Incredible views and the complex has everything you need for a nice relaxing vacation. With the prices they offer, I can’t recommend it enough!"

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

Andrew W.

CA $237

CA $470 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Tavernier-Hotels-1BR-W-Partial-Ocean-View.h106875633.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/7edc0ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/b7b8bab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/a48ed721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/38c238b4.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 $205

CA $577 total

includes taxes & fees

Dec 15 - Dec 16

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

![Property grounds](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/895e45f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/1379ede6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/737e91ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/012c4b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Florida-Keys-Luxury-Houseboat.h32791186.Hotel-Information)

9.8/10

Exceptional

(210)

"Heidi has a little bit of paradise on her houseboat! You must plan on staying!!"

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

Toni M.

CA $361

CA $626 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Tavernier-Hotels-Florida-Keys-Luxury-Houseboat.h32791186.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/8b02c5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/0276ac79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/fd689742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/24beca50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.ca/Tavernier-Hotels-Sea-View-Farm-Style-Ocean-Front-Condo-Views.h33492389.Hotel-Information)

10/10

Exceptional

(154)

"The property was excellent."

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

June M.

CA $262

CA $605 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Tavernier-Hotels-Sea-View-Farm-Style-Ocean-Front-Condo-Views.h33492389.Hotel-Information)

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100160000/100150100/100150070/2dd3be06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/101000000/100160000/100150100/100150070/5a8ec4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100160000/100150100/100150070/37eeb3f7.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 $216

CA $591 total

includes taxes & fees

Dec 15 - Dec 16

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

![Pool](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256364/72daed41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256364/16ce2e33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256364/2f32808e.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)

### 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 $216

CA $591 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Tavernier-Hotels-Lazy-Daze-Double-King-Suite-Ocean-Pointe-2310.h78256364.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=2025-12-25&endDate=2025-12-26&regionId=10768&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

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=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=HOUSE_BOAT)

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=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=VILLA)

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=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=CONDO)

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=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=VACATION_HOME)

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=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&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=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&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=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&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=2026-03-11&d1=2026-03-11&endDate=2026-03-14&d2=2026-03-14&lodging=CABIN)

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## Top Islamorada Hotel Reviews

![La Jolla Resort](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92_y.jpg)

### La Jolla Resort

10/10 Excellent

"Parking was easy. Office staff was very friendly and helpful. We saw beautiful bluefish from the dock. Fishing gear and bait provided and we caught 3 fish off the dock early this am. Had dinner at the Lorelei which was walking distance . Very nice stay. "

[](https://expedia.ca/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information)

![Hadley Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd_y.jpg)

### Hadley Resort and Marina

10/10 Excellent

"Comfortable stay. Great location. "

[](https://expedia.ca/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information)

![Drop Anchor](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d_y.jpg)

### Drop Anchor

10/10 Excellent

"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "

[](https://expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information)

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

### Cheeca Lodge & Spa

10/10 Excellent

"Everything was awsome"

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

![Coconut Cove Resort and Marina](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg)

### Coconut Cove Resort and Marina

10/10 Excellent

"Great place to stay! Clean, great location and great customer service. Very easy to check in, front desk was so sweet! Highly recommended!!! Had a great experience overall"

[](https://expedia.ca/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information)

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

### Amara Cay Resort

10/10 Excellent

"Great location right on the ocean "

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

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

### Breezy Palms Resort

10/10 Excellent

"had a wonderful stay at this hotel. The service was excellent from the moment I arrived, and the staff were warm, attentive, and always willing to help. My room was spotless, comfortable, and beautifully maintained throughout my stay. The facilities were also impressive, making the entire experience relaxing and enjoyable. Overall, I had an amazing stay and would happily return "

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

![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg)

### Islander Resort

10/10 Excellent

"This resort is beautiful and the rooms are decorated so tastefully. I highly recommend The Islander Resort for family fun and couples get aways alike. "

[](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.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

"Great stay and beautiful space"

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

### How many vacation rentals are there in Islamorada?

### What can I see and do in Islamorada?

### What’s a vacation rental in Islamorada like?

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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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