Title: Islamorada Vacation Rentals from CA $188: Short-Term Rentals for 2025 | Expedia.ca

  

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![Islamorada which includes tropical scenes and a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63860-Islamorada.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Islamorada Vacation Rentals

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## Check prices for these dates

In two weeks

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Islamorada

![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)

![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)

![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/1641bbd2.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)

### Treasure Harbor

Islamorada

8.8/10

Excellent

(106)

"If you are looking for a laid back vibe with no hassle here is the place. Friendly staff. Aqualodge was cute and comfortable. Easily rented a boat for the day...found great snorkeling and beautiful views. "

CA $138

CA $352 total

includes taxes & fees

Oct 12 - Oct 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](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/b8fa0acc.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 | Living area](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/7a0bffa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Breezy Palms Resort

Matecumbe

8.8/10

Excellent

(543)

"Spacious rooms and location was great for what we needed. "

CA $103

CA $188 total

includes taxes & fees

Oct 13 - Oct 14

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

![2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/61575cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/531fe0b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/fa0090c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/a93dc7d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Islands of Islamorada

Matecumbe

9.8/10

Exceptional

(66)

"Absolutely outstanding resort. Legitimate 5 star property. "

CA $767

CA $940 total

includes taxes & fees

Oct 9 - Oct 10

[](https://www.expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information)

![Sun loungers](https://images.trvl-media.com/lodging/114000000/113320000/113313700/113313657/362909f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113320000/113313700/113313657/660dcd95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/114000000/113320000/113313700/113313657/19e63d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113320000/113313700/113313657/fbce4b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### BeachFront Paradise/By The Glam Homes

Matecumbe

[](https://www.expedia.ca/Islamorada-Hotels-BeachFront-ParadiseBy-The-Glam-Homes.h113313657.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34530000/34520800/34520723/b6691c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34530000/34520800/34520723/dc3d65ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/35000000/34530000/34520800/34520723/62cb2b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34530000/34520800/34520723/4af3e774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Paradise in Venetian Shores Pool / SPA - Heater / Chiller & Commercial Ice Maker

Venetian Shores

10/10

Exceptional

(38)

"Was a nice property and pleasant enough for our stay."

[](https://www.expedia.ca/Islamorada-Hotels-Paradise-In-Venetian-Shores-Pool-SPA-Heater-Chiller-Commercial-Ice-Maker.h34520723.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/33000000/32590000/32583400/32583358/38e83c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32590000/32583400/32583358/d743bb5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/33000000/32590000/32583400/32583358/a9bfcbbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32590000/32583400/32583358/19a40742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront 165ft Beach-Dock-Pool-4K sq.ft 4 bed-5 bath - Islamorada

Matecumbe

10/10

Exceptional

(85)

"Wonderful place to stay for families. We loved it. Rooms and bathrooms were fantastic. Michele was a great host that made sure our stay was perfect. "

[](https://www.expedia.ca/Islamorada-Hotels-Oceanfront-165ft-Beach-Dock-Heated-Pool-4K-Sqft-4-Bed5-Bath-Next-Avail-8925.h32583358.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/36000000/35270000/35265400/35265387/56c8be3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35270000/35265400/35265387/9d3eacfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/36000000/35270000/35265400/35265387/c9137c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/36000000/35270000/35265400/35265387/8c530ac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views

Matecumbe

10/10

Exceptional

(105)

"Chauncey was awesome and very accommodating."

[](https://www.expedia.ca/Islamorada-Hotels-Private-Oceanfront-Heated-Pool.h35265387.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/30000000/29960000/29956500/29956429/c7e07388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/30000000/29960000/29956500/29956429/34468839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/30000000/29960000/29956500/29956429/64ae72ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/30000000/29960000/29956500/29956429/1feb9c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5 bedroom - Deep Dockage & Heated Pool in Islamorada.

Matecumbe

10/10

Exceptional

(118)

"Wonderful location."

[](https://www.expedia.ca/Islamorada-Hotels-5-Bedroom-Deep-Dockage-Heated-Pool-In-Islamorada.h29956429.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34080000/34074700/34074635/3effc76f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34080000/34074700/34074635/528b8783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/35000000/34080000/34074700/34074635/d3da3c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/35000000/34080000/34074700/34074635/23f2f79c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

Matecumbe

9.6/10

Exceptional

(84)

"Great property and great location!"

[](https://www.expedia.ca/Islamorada-Hotels-WOW-WATERFRONT-CANAL-HOME-RELAXING.h34074635.Hotel-Information)

![Smart TV, books, stereo, printers](https://images.trvl-media.com/lodging/112000000/111850000/111848500/111848403/8b8b2523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111850000/111848500/111848403/37983390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111850000/111848500/111848403/e475ebbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/112000000/111850000/111848500/111848403/059fe8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning Oceanfront Estate with Private Pool ~ Beach.

Matecumbe

[](https://www.expedia.ca/Islamorada-Hotels-NEW-Stunning-Oceanfront-Estate-With-Private-Pool-Beach-2026-Calendar-Only.h111848403.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119910000/119902000/119901933/e2a8ac5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/120000000/119910000/119902000/119901933/8b85f6a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119910000/119902000/119901933/e25df72b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119910000/119902000/119901933/07359bba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anglers Reef Islamorada Oceanfront 3BR Pool Front Home Private Beach & Boat Dock

Islamorada

[](https://www.expedia.ca/Islamorada-Hotels-Anglers-Reef-Islamorada-Oceanfront-3BR-Pool-Front-Home-Private-Beach-Boat-Dock.h119901933.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33501900/33501813/932e7e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33510000/33501900/33501813/6ef856f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/34000000/33510000/33501900/33501813/6c41bbd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33510000/33501900/33501813/0d21a2f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars

Islamorada

10/10

Exceptional

(196)

"We just got back from Islamorada and cannot stop talking about our trip. This property was clean and comfortable and the private development had everything we wanted. Everyone was very nice. I will definitely rent again if/when we return."

[](https://www.expedia.ca/Islamorada-Hotels-OCEAN-VIEW-ANGLERS-REEF-POOL.h33501813.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/54000000/53040000/53031600/53031525/w1924h1288x0y1-e5e79d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/54000000/53040000/53031600/53031525/34c2b128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/54000000/53040000/53031600/53031525/4a2abbee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/54000000/53040000/53031600/53031525/4afe5eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### 7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks

Matecumbe

10/10

Exceptional

(59)

"Fabulous house! Awesome pool, fire pit, dock. My family thoroughly enjoyed every single moment here. Plenty of room for everyone. And the wild life is awesome! Manatees, tropical fish and iguanas!"

[](https://www.expedia.ca/Islamorada-Hotels-7-Bedroom-With-Dockage.h53031525.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119140000/119131700/119131604/3aeed11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/120000000/119140000/119131700/119131604/e2356084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119140000/119131700/119131604/c8121883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119140000/119131700/119131604/c9a9a3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful two- story beach house

Matecumbe

[](https://www.expedia.ca/Islamorada-Hotels-Beautiful-Two-Story-Beach-House.h119131604.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/27000000/26850000/26841500/26841407/c21b836d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/26850000/26841500/26841407/b2ff04e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26850000/26841500/26841407/w848h564x1y1-05a06317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/27000000/26850000/26841500/26841407/19539bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Venetian Shores Escape! Heated Pool, 3BR, 70ft Dock, Dog-Friendly!

Venetian Shores

9.6/10

Exceptional

(58)

"The property is central location in Islamorada, best location....The outdoor area is perfect,pool heated very enjoyable.. great neighborhood..Friendly Host JoAnn is amazing, and prompt response, a delightful person, and a wonderful host!"

[](https://www.expedia.ca/Islamorada-Hotels-Venetian-Tropics-Weekly-Pvt-Home-Wheated-Pool.h26841407.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/26000000/25090000/25088000/25087966/a399288a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/26000000/25090000/25088000/25087966/5c0cbd2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/26000000/25090000/25088000/25087966/5266da3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25090000/25088000/25087966/5ae18431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards

Islamorada

10/10

Exceptional

(185)

"Great property. Very clean and had everything we needed. The whole complex is very nice and loved our stay. Owners very good with communication and friendly."

[](https://www.expedia.ca/Islamorada-Hotels-OCEANFRONT-ANGLERS-REEF-ISLAMORADA-HOME-Pool.h25087966.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117370000/117360600/117360591/41466dc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, table tennis, stereo](https://images.trvl-media.com/lodging/118000000/117370000/117360600/117360591/f60fb0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117370000/117360600/117360591/79f4d875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117370000/117360600/117360591/c86711e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW - Oceanfront FL Keys Home w/Pool, Free Dockage, Gameroom, Private Balcony

Islamorada

10/10

Exceptional

(1)

"This property was amazing basically brand new definitely recommend "

[](https://www.expedia.ca/Islamorada-Hotels-NEW-Oceanfront-FL-Keys-Home-WPool.h117360591.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/77000000/76260000/76257400/76257359/6ab2d73c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/77000000/76260000/76257400/76257359/a5518809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76260000/76257400/76257359/28b21330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76260000/76257400/76257359/1955b8a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Islamorada Boaters Paradise with 70' Dock and private beach access..

Matecumbe

10/10

Exceptional

(24)

"We loved this house. It had plenty of space for all 8 of us. We enjoyed fishing off the dock, the pool and the private beach. "

[](https://www.expedia.ca/Islamorada-Hotels-Islamorada-Boaters-Paradise-With-70-Dock-And-Private-Beach-Access.h76257359.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/90000000/89670000/89661200/89661122/009106c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89670000/89661200/89661122/0d92c0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89670000/89661200/89661122/50479bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89670000/89661200/89661122/0cc8876e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

Matecumbe

9.6/10

Exceptional

(32)

"Nice property . Well kept. Good management "

[](https://www.expedia.ca/Islamorada-Hotels-Bungalow-4-2-Bed1-Bath-Pool-In-Islamorada.h89661122.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/24000000/23710000/23704700/23704666/w828h549x0y0-2431e647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23710000/23704700/23704666/7c7c00d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/24000000/23710000/23704700/23704666/32376ca8.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/24000000/23710000/23704700/23704666/a55ac37e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Islamorada Anglers Reef! “Sandbar Bungalow Villa" AMAZING! Middle row location!

Islamorada

9.8/10

Exceptional

(153)

"Great place! Exactly as described."

[](https://www.expedia.ca/Islamorada-Hotels-Islamorada-Anglers-Reef-Sandbar-Bungalow-Villa-AMAZING-Middle-Row-Location.h23704666.Hotel-Information)

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## Top Islamorada Hotel Reviews

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

### Islander Resort

10/10 Excellent

"My son and his new wife had an amazing time on their honeymoon! They said everything was top notch and have gone on & on about what an amazing time they had! ⭐️⭐️⭐️⭐️⭐️"

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

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

### Cheeca Lodge & Spa

10/10 Excellent

"Staff was extremely accommodating, Property is stunning with numerous activities. "

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

![Pines & Palms Resort](//images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c_y.jpg)

### Pines & Palms Resort

10/10 Excellent

"Campground feel. Staff was incredible. "

[](https://expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information)

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

### Amara Cay Resort

10/10 Excellent

"We had a room with an ocean view and it was great. There was a beautiful double rainbow over the water one of the days we were there."

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

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

### Chesapeake Beach Resort

10/10 Excellent

"Quiet. Peaceful. Perfect getaway for couples. Excellent customer service. This was our second stay at Chesapeake. Chesapeake and Islamorada are our new favorite destinations in the Keys. Islamorada reminds us of the Key West we fell in love with 30 years ago. Low key and peaceful. Every day is perfect when starting with Krystal's French toast. Her smile is infectious. She and the breakfast gang aim to please with their attention to detail. The private beach is lovely with shade and sun options. No talking or music. It was the perfect spot to watch the boats at the sand bar or to take a nap. Walk through the adjacent parking lot to four restaurants. We love the casual vibe outside at Wahoos. We can't wait to go back. "

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

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

### Drop Anchor

10/10 Excellent

"Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again. "

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

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

### Coconut Cove Resort and Marina

10/10 Excellent

"⭐️⭐️⭐️⭐️⭐️ We had such a wonderful stay at Coconut Cove Resort! The room was spotless, comfortable, and had everything we needed. The staff was incredibly friendly and made us feel right at home from the moment we arrived. Breakfast was fresh and delicious each morning, the perfect way to start the day. The best part was the beautiful ocean view—waking up to that scenery was unforgettable. We can’t wait to come back!"

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

![Sunset Inn](//images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792_y.jpg)

### Sunset Inn

10/10 Excellent

"Was great everything was perfect"

[](https://expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information)

![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](//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

"Truly enjoyed our visit to this property. Lots to do and great dining options! We will be back."

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

## Find out more about Islamorada

**Everything you need to know about** **Islamorada** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Islamorada vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Islamorada vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Islamorada vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Islamorada. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Islamorada vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Islamorada vacation rentals we have selected for you start as low as CA $188 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Islamorada rentals**

At Expedia, we put the best Islamorada vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Islamorada rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Islamorada vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Islamorada. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

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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)
-   [Aparthotels in Islamorada](https://expedia.ca/Islamorada-Apart-Hotels.d10768-aaApartHotels.Travel-Guide-Accommodation)
-   [Houseboats in Islamorada](https://expedia.ca/Islamorada-Houseboats.d10768-aaHouseboats.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)
-   [B&B in Islamorada](https://expedia.ca/Islamorada-Bed-And-Breakfast.d10768-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Condo Resorts in Islamorada](https://expedia.ca/Islamorada-Condominium-Resort.d10768-aaCondominiumResort.Travel-Guide-Accommodation)
-   [Lodges in Islamorada](https://expedia.ca/Islamorada-Lodges.d10768-aaLodges.Travel-Guide-Accommodation)

## Frequently asked questions

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

> Yes, we have vacation rentals close to well known points of interest in Islamorada, or you can choose a more remote option if you're looking for a relaxing stay. Visitors to Islamorada like the scenic seaside and entertainment choices this destination is known for. While you're here, grab a bite or have a drink at the seafood restaurants.

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

> [BeachFront Paradise/By The Glam Homes](https://www.expedia.ca/Islamorada-Hotels-BeachFront-ParadiseBy-The-Glam-Homes.h113313657.Hotel-Information): This Islamorada vacation home rental offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a microwave, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind. Some other homes for rent in Islamorada include [Anglers Reef Islamorada Oceanfront 3BR Pool Front Home Private Beach & Boat Dock](https://www.expedia.ca/Islamorada-Hotels-Anglers-Reef-Islamorada-Oceanfront-3BR-Pool-Front-Home-Private-Beach-Boat-Dock.h119901933.Hotel-Information) and [Paradise in Venetian Shores Pool / SPA - Heater / Chiller & Commercial Ice Maker](https://www.expedia.ca/Islamorada-Hotels-Paradise-In-Venetian-Shores-Pool-SPA-Heater-Chiller-Commercial-Ice-Maker.h34520723.Hotel-Information).

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

> With 489 Expedia vacation rentals, you're sure to find just the right place for your Islamorada stay.

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

> Enjoy the outdoors at Islamorada County Park and Anne's Beach, or simply take in cultural attractions like History of Diving Museum and MoradaWay Arts & Cultural District. Other places in town to visit include Bud n' Mary's Dive Center and Fiesta Key.

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

> A vacation rental is a private property where you can stay for a couple of days or more in Islamorada. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family trips or small group gatherings.

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)