Title: Islamorada Vacation Rentals from CA $183: Short-Term Rentals for 2025 | Expedia.ca

  

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# Islamorada Vacation Rentals

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## Check prices for these dates

Tonight

[Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-11&endDate=2025-10-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-12&endDate=2025-10-13&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

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)

## 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)

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/17a61bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treasure Harbor

Islamorada

8.8/10

Excellent

(108)

"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 $139

CA $353 total

includes taxes & fees

Oct 13 - Oct 14

[](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)

### Breezy Palms Resort

Matecumbe

8.8/10

Excellent

(543)

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

CA $99

CA $183 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)

![Poolside bar](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/5be55ff2.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)

### The Islands of Islamorada

Matecumbe

9.8/10

Exceptional

(66)

"Absolutely outstanding resort. Legitimate 5 star property. "

CA $770

CA $944 total

includes taxes & fees

Oct 13 - Oct 14

[](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)

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

![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/114000000/113320000/113313700/113313657/2eebfb00.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)

![Terrace/patio](https://images.trvl-media.com/lodging/33000000/32590000/32583400/32583358/38e83c14.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)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32590000/32583400/32583358/0b2a8558.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)

### 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)

![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)

![Smart TV](https://images.trvl-media.com/lodging/36000000/35270000/35265400/35265387/ab7b3ad8.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/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)

![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)

![Outdoor dining](https://images.trvl-media.com/lodging/27000000/26850000/26841500/26841407/772ff74c.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)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/60000000/59200000/59193600/59193507/87d82598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/60000000/59200000/59193600/59193507/1628bedb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/60000000/59200000/59193600/59193507/108f149b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books, stereo](https://images.trvl-media.com/lodging/60000000/59200000/59193600/59193507/4a3a2525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.

Matecumbe

10/10

Exceptional

(68)

"Ted’s Place was a 10! Mark and Theresa were wonderful! Easy to communicate with and made sure that the home had everything one might need. Our family absolutely loved the outdoor space and the location in Islamorada couldn’t be better! "

[](https://www.expedia.ca/Islamorada-Hotels-Iconic-Ted-Williams-Estate-Bayfront.h59193507.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)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/120000000/119140000/119131700/119131604/908c98dc.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)

### 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/54000000/53040000/53031600/53031525/w1924h1288x0y1-e5e79d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/54000000/53040000/53031600/53031525/ea39fb64.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)

![Interior](https://images.trvl-media.com/lodging/54000000/53040000/53031600/53031525/34c2b128.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)

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34530000/34520800/34520723/677b25ba.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)

![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/30000000/29960000/29956500/29956429/1feb9c6e.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)

![Exterior](https://images.trvl-media.com/lodging/30000000/29960000/29956500/29956429/479e0d46.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)

![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)

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111850000/111848500/111848403/e475ebbc.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)

### 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)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34080000/34074700/34074635/3effc76f.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)

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34080000/34074700/34074635/72e44a9b.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

(85)

"Great property and great location!"

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

![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)

![Marina](https://images.trvl-media.com/lodging/34000000/33510000/33501900/33501813/6ef856f2.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

(197)

"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/90000000/89640000/89631900/89631816/e27a650b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89640000/89631900/89631816/7cf045fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89640000/89631900/89631816/bae0157a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89640000/89631900/89631816/7f181864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bungalow #3 - 2 Bed/1 Bath & Pool in Islamorada

Matecumbe

9.2/10

Wonderful

(16)

"We love to stay in these cottages in Islamorada! This cottage was very clean, did a great job with organizing and creating extra space for storage, and was beautifully decorated! It was perfect for our family of 4. We enjoyed the pool as well which is clean and nicely accessorized with lots of seating and umbrellas. We will definitely be returning to this cottage! "

[](https://www.expedia.ca/Islamorada-Hotels-Bungalow-3-2-Bed1-Bath-Pool-In-Islamorada.h89631816.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)

![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)

![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)

![Marina](https://images.trvl-media.com/lodging/26000000/25090000/25088000/25087966/5c0cbd2b.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)

"We had a very nice stay at Windley Cottage. Roger & Linda were very nice to work with. They responded quickly to all of our questions prior to our trip and checked in with us during our stay to make sure we had everything we needed. "

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

![On the beach](https://images.trvl-media.com/lodging/91000000/90030000/90028900/90028884/a8d990c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/91000000/90030000/90028900/90028884/31410744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90030000/90028900/90028884/7246cf57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90030000/90028900/90028884/ca20ec9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4 Bedroom House in Angler's Reef, Includes 31' Boat Slip. Islamorada, FL

Islamorada

10/10

Exceptional

(115)

"great location with ocean views, very spacious and comfortably furnished and the amenities like pool and paddle boards/kayaks add to the enjoyment! Boat slip is a huge plus, and hosts have thought of everything, highly recommend!"

[](https://www.expedia.ca/Islamorada-Hotels-4-Bedroom-House-In-Anglers-Reef.h90028884.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)

![Exterior](https://images.trvl-media.com/lodging/118000000/117370000/117360600/117360591/c86711e4.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/e906dcf6.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)

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76260000/76257400/76257359/w1007h768x17y0-a9fa2ded.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)

### 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)

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.

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## Top Islamorada Hotel Reviews

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

### Sunset Inn

10/10 Excellent

"Staff was very friendly and room was very clean. Location was ideal for our needs. "

[](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

"view was great ,service was great also"

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

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

### Treasure Harbor

10/10 Excellent

"We just returned from a fantastic stay at the Treasure Harbor Boat House rental, and it was such a unique and incredibly relaxing experience. ​The highlight for us was the private porch. We spent so much time sitting out there, enjoying the peaceful atmosphere and watching nature—we even got to see manatees swimming by, which was amazing! The boat house is quiet and cozy, and it truly offered the romantic, unique getaway we were hoping for. We loved having the kitchen to cook meals in, making it feel just like home. ​The only minor challenge we faced was with the air conditioning. It wasn't the coldest, and it was a bit hard to keep a comfortable temperature during the September heat. ​Despite the small A/C issue, we absolutely loved our stay and would highly recommend this rental to anyone looking for a distinctive and peaceful retreat!"

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

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

### La Siesta Resort & Villas

10/10 Excellent

"Excelent service "

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

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

### Pines & Palms Resort

10/10 Excellent

"Yes and yes. Loved this place. "

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

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

### Hadley Resort and Marina

10/10 Excellent

"Super "

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

![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)

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

### Ragged Edge Resort & Marina

10/10 Excellent

"Super clean and great! Would definitely stay again."

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

## 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 $183 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)
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-   [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.

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