Title: Islamorada Vacation Rentals from $303: Search Short-Term Rentals | Expedia.com

[Islamorada Travel Guide](https://expedia.com/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.com/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Flights to Islamorada](https://expedia.com/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.com/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Car Rentals in Islamorada](https://expedia.com/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)[Islamorada Vacation Packages](https://expedia.com/Islamorada.d10768.Destination-Travel-Guides)

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

![](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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We are not like the others - we include taxes and fees

## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

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

In three months

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

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Islamorada vacation rentals

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

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

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

![Premium bedding, individually decorated, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/b0169681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treasure Harbor

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

Islamorada

9.0/10

Wonderful

(129 reviews)

"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"

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

Nick

$270 nightly

$304 total

Feb 8 - Feb 9

Total with taxes and fees

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

![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/dd7d4fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/fcc01350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony view](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/55a08207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony view](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/95dbc957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Islands of Islamorada

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

Matecumbe

9.8/10

Exceptional

(70 reviews)

"Amazing stay, can’t wait to stay there again!"

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

Anonymous traveler

$948 nightly

$1,067 total

Feb 26 - Feb 27

Total with taxes and fees

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

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

![On the beach, beach towels](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/4550dbd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

### Breezy Palms Resort

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

Matecumbe

8.8/10

Excellent

(616 reviews)

"Friendly staff, beautiful peaceful beach, great room with a big comfy bed and all that you might need. "

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

Alexander

$269 nightly

$303 total

Feb 8 - Feb 9

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99530000/99522500/99522454/6b551f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99530000/99522500/99522454/d698dd37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/100000000/99530000/99522500/99522454/8c48dd9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/100000000/99530000/99522500/99522454/ccd7d6f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Yacht Haven Marina

[](https://www.expedia.com/Marathon-Hotels-Yacht-Haven-Marina.h99522454.Hotel-Information)

Marathon

9.8/10

Exceptional

(266 reviews)

"Great place. "

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

Elizabeth

$394 nightly

$443 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Yacht-Haven-Marina.h99522454.Hotel-Information)

![BBQ/picnic area](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/b572d092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow | Private kitchen | Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/0301e6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/5ea76fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow | Individually decorated, individually furnished, soundproofing](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/e1e33fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aqua Lodge Rentals At Coconut Cay

[](https://www.expedia.com/Marathon-Hotels-Aqua-Lodge-Rentals-At-Coconut-Cay.h83951609.Hotel-Information)

Marathon

9.6/10

Exceptional

(208 reviews)

"Room was clean, staff was friendly, view from deck was amazing, took the free kayaks out and saw a Manatee, convenient location. Great experience!"

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

Wendy

$430 nightly

$484 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Aqua-Lodge-Rentals-At-Coconut-Cay.h83951609.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1800000/1797300/1797284/5df555c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/2000000/1800000/1797300/1797284/bdc89d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/2000000/1800000/1797300/1797284/72e0df00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1800000/1797300/1797284/8ef034b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anchorage Resort & Yacht Club

[](https://www.expedia.com/Key-Largo-Hotels-Anchorage-Resort-Yacht-Club.h1797284.Hotel-Information)

Key Largo

8.6/10

Excellent

(303 reviews)

"Quaint and very convenient. Beautiful views of the marina and water. Staff was very helpful and recommended a great restaurant. "

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

Michelle

$225 nightly

$253 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Anchorage-Resort-Yacht-Club.h1797284.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/f9d0d816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Bungalow, Ensuite (Cottage 04) | Exterior](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/c85ca097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/5966f443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/8f9f325c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical Cottages

[](https://www.expedia.com/Marathon-Hotels-Tropical-Cottages.h28908130.Hotel-Information)

Marathon

8.6/10

Excellent

(927 reviews)

"Room was great and clean. Had a sweet cat that roamed the premises. Parking is limited to 1 vehicle but that was fine. Definitely would stay there again!"

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

James

$185 nightly

$208 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Tropical-Cottages.h28908130.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/899000/898967/0e73156e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/1000000/900000/899000/898967/c67eb530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/1000000/900000/899000/898967/b411569e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Regional cuisine](https://images.trvl-media.com/lodging/1000000/900000/899000/898967/4e74ed3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Skipjack Resort & Marina

[](https://www.expedia.com/Marathon-Hotels-Skipjack-Resort-Marina.h898967.Hotel-Information)

Marathon

8.6/10

Excellent

(1,224 reviews)

"Beautiful location clean rooms friendly staff "

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

Tiffany

$361 nightly

$407 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Skipjack-Resort-Marina.h898967.Hotel-Information)

![Private beach, sun loungers](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/6213e965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dock](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/235ba8b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Cabin | Terrace/patio](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/84e1eccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Cabin | Private kitchen | Coffee/tea maker](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/4fafaddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kings Kamp

[](https://www.expedia.com/Key-Largo-Hotels-Kings-Kamp.h78323367.Hotel-Information)

Key Largo

8.6/10

Excellent

(28 reviews)

"Clean room, Beautiful view of the sea from the room window."

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

Serhiy

$302 nightly

$340 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Kings-Kamp.h78323367.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/109000000/108750000/108743400/108743380/dd2c750f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, individually furnished, blackout drapes](https://images.trvl-media.com/lodging/109000000/108750000/108743400/108743380/dc4f4949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/109000000/108750000/108743400/108743380/c244835e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with digital channels, books](https://images.trvl-media.com/lodging/109000000/108750000/108743400/108743380/96d842c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Premium Floating Bungalow by Stay Ombi

[](https://www.expedia.com/Key-Largo-Hotels-Premium-Floating-Bungalow-By-Stay-Ombi.h108743380.Hotel-Information)

Key Largo

10/10

Exceptional

(1 review)

$920 nightly

$1,035 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Premium-Floating-Bungalow-By-Stay-Ombi.h108743380.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&regionId=10768&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VILLA)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CONDO)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=HOUSE_BOAT)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APART_HOTEL)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America&regionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN)

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## Top Islamorada Hotel Reviews

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

### Amara Cay Resort

10/10 Excellent

"All good, nice bartender inside downstairs, and easy walk to fish and eat "

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

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

### Cheeca Lodge & Spa

10/10 Excellent

"Everything about this resort is wonderful. Lots to do for the whole family, great restaurants, and gorgeous areas. We will definitely be going back."

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

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

### La Jolla Resort

10/10 Excellent

"On the Gulf side. Right by the beach. Great location. Had hammocks, paddleboard, kayaks, and bikes to barrow for free and games by the pool. Little older property, but has had upgrades recently. Would recommend and looking forward to staying again. "

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

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

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

10/10 Excellent

"Location cannot be beat and amenities were perfect we can’t wait to go back "

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

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

### Chesapeake Beach Resort

10/10 Excellent

"We loved this place. It’s small and easy to get around. Beautiful setting, watched the sunrise from bed, and the best hotel breakfast we’ve ever had. "

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

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

### Fisher Inn Resort & Marina

10/10 Excellent

"Very nice place !"

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

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

### Ragged Edge Resort & Marina

10/10 Excellent

"Great location, new upgraded rooms"

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

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

### La Siesta Resort & Villas

10/10 Excellent

"excellent location very nice simple breakfast close to liz’s of activities great poool "

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

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

### Coconut Cove Resort and Marina

10/10 Excellent

"The hotel and grounds are amazing. The staff are great! Awesome to see such care and love put into a resort!!! 110% will be back and highly recommend "

[](https://expedia.com/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.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, apartments, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Islamorada in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $303 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.com
- All accommodation types in Islamorada

### Trending destinations on Expedia.com

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

## Frequently asked questions

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

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

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

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

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

### Expedia's Latest Trends

Hotels

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Flights

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Cars

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Packages

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General

- [Visit Santa Rosa Beach](https://expedia.com/Santa-Rosa-Beach.dx183118)

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