Title: Islamorada Vacation Rentals from CA $173: 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 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-24&endDate=2025-10-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-25&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[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)

Next weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-31&endDate=2025-11-02&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)

![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)

![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

(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. "

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

JoAnn

CA $138

CA $352 total

includes taxes & fees

Oct 26 - Oct 27

[](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)

![Deluxe Cottage](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/b8fa0acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Bedroom, Kitchen, Pool View | Living area](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/5e728c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Breezy Palms Resort

Matecumbe

8.8/10

Excellent

(550)

"Nice place to stay for the wedding I went to "

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

michael

CA $109

CA $173 total

includes taxes & fees

Oct 27 - Oct 28

[](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)

![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)

![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

(67)

"Great for family vacation with kids. love it"

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

Dixania

CA $769

CA $943 total

includes taxes & fees

Oct 26 - Oct 27

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

![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)

### 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. "

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

Kimber T.

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

(198)

"We had a fantastic stay at this property it was the perfect choice for our family vacation. Located in a secure gated community, the home is centrally situated near all the attractions and activities in Islamorada. The house itself is beautifully maintained, and the pool was a highlight for everyone. Craig, the owner, was incredibly helpful and welcoming, making the entire experience even better. We’re already looking forward to booking this home again for our next trip!"

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

Nikki G.

[](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/77000000/76260000/76257400/76257359/6ab2d73c.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)

![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)

### 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. "

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

Susan H.

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

![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)

![Exterior](https://images.trvl-media.com/lodging/114000000/113320000/113313700/113313657/660dcd95.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)

![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."

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

Keith M.

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

![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/90000000/89670000/89661200/89661122/0d92c0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89670000/89661200/89661122/57dee95b.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 "

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

jose

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

![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."

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

Craig R.

[](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)

![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)

"Second stay in 3 years. Highly recommend!"

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

Don B.

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

![Pool](https://images.trvl-media.com/lodging/115000000/114370000/114366600/114366508/3876fdcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/115000000/114370000/114366600/114366508/e2f55dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114370000/114366600/114366508/cd04a69e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114370000/114366600/114366508/f25ea333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio Escape at Caloosa Cove, Islamorada

Matecumbe

10/10

Exceptional

(2)

"Very nice clean place. Pool amazing with great views of ocean"

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

Dawn S.

[](https://www.expedia.ca/Islamorada-Hotels-Studio-Escape-At-Caloosa-Cove.h114366508.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)

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

### 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."

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

Chris S.

[](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/120000000/119140000/119131700/119131604/3aeed11e.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)

![Exterior](https://images.trvl-media.com/lodging/120000000/119140000/119131700/119131604/c8121883.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)

### Beautiful two- story beach house

Matecumbe

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

![Exterior](https://images.trvl-media.com/lodging/91000000/90030000/90028900/90028884/66470bb2.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)

![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)

### 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!"

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

Jennifer S.

[](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/e906dcf6.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)

![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)

### 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 "

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

Isabella

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

![Beach](https://images.trvl-media.com/lodging/35000000/34080000/34074700/34074635/23f2f79c.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

(86)

"Great property and great location!"

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

Anonymous traveller

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

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/88000000/87380000/87373500/87373500/4b78f6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/88000000/87380000/87373500/87373500/c7b0dea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87380000/87373500/87373500/924a536c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/88000000/87380000/87373500/87373500/f3af307b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront 4-BR w/ private 31' Boat Slip Included, Pool & Beach, gourmet kitchen

Islamorada

9.8/10

Exceptional

(34)

"We had a great family trip! The house was perfect and so comfortable "

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

Cheryl J.

[](https://www.expedia.ca/Islamorada-Hotels-Oceanfront.h87373500.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)

![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)

![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/90000000/89640000/89631900/89631816/7f8eb16c.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! "

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

Nicole L.

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

![Property grounds](https://images.trvl-media.com/lodging/60000000/59200000/59193600/59193507/2ae7152a.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)

![Dining](https://images.trvl-media.com/lodging/60000000/59200000/59193600/59193507/1628bedb.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! "

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

Marissa H.

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

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

### La Siesta Resort & Villas

10/10 Excellent

"Very friendly staff. Clean and very comfortable rooms. Pool drained after first day we were there. I liked how the pool, beach and amenities were so convenient . Still enjoyed boat to Three Waters and their pool. Boat and shuttle between resorts very convenient and nice. Went kayaking.Love the feel of old Florida at La Siesta! Plan to return"

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

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

### La Jolla Resort

10/10 Excellent

"This was a very nice and quaint place and the people were so friendly! Have beach access was awesome! We will definitely be back!"

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

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

### Cheeca Lodge & Spa

10/10 Excellent

"Nice room with everything you need."

[](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

"Our experience was amazing, the staff is really sweet and kind. "

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

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

### Breezy Palms Resort

10/10 Excellent

"Beautiful room with great set up, enjoyed eating breakfast on screened porch each morning while enjoying the view and no bugs!"

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

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

### Chesapeake Beach Resort

10/10 Excellent

"Resort offered alot considering it was somewhat smaller. Excellent staff and rooms/amenities..will definitely go back. "

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

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

### Islander Resort

10/10 Excellent

"Beautiful place. Would go back again."

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

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

### Sunset Inn

10/10 Excellent

"Very nice"

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

"The location was quiet and relaxing. We never heard a peep out of any of the other guests and it seemed that they were up early and in bed early which left us to enjoy the hotel grounds later in the evening... We had the pool to ourselves the entire week. Pretty view of the ocean. Close to everything you'll need or want including great restaurants and convenience stores. The staff was helpful and kind and we would def go back for a restful vacation. "

[](https://expedia.ca/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.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 $173 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

-   Trending destinations on Expedia.ca
-   All accommodation types in Islamorada

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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?

> [OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars](https://www.expedia.ca/Islamorada-Hotels-OCEAN-VIEW-ANGLERS-REEF-POOL.h33501813.Hotel-Information): This Islamorada vacation home rental is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Some other homes for rent in Islamorada include [BeachFront Paradise/By The Glam Homes](https://www.expedia.ca/Islamorada-Hotels-BeachFront-ParadiseBy-The-Glam-Homes.h113313657.Hotel-Information) and [Oceanfront 165ft Beach-Dock-Pool-4K sq.ft 4 bed-5 bath - Islamorada](https://www.expedia.ca/Islamorada-Hotels-Oceanfront-165ft-Beach-Dock-Heated-Pool-4K-Sqft-4-Bed5-Bath-Next-Avail-8925.h32583358.Hotel-Information).

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

> With 488 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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)