Search and Rent Islamorada Condos

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Jan 2 - Jan 4
In two weeks
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In one month
Jan 23 - Jan 25
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Feb 20 - Feb 22

Our top choices for Islamorada condo rentals

Pool
Amazing Ocean view condo

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (42)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
United States
Natalie M.
$336 nightly
The price is $374
Jan 4 - Jan 5, 2026
Total with taxes and fees
Amazing Ocean view condo
Pool
Modern and Coastal Ocean Pointe 2307

Modern and Coastal Ocean Pointe 2307

Modern and Coastal Ocean Pointe 2307
Tavernier
10.0 out of 10, Exceptional, (122)
"We enjoyed our stay!"
United States
Halley R.
$386 nightly
The price is $419
Jan 19 - Jan 20, 2026
Total with taxes and fees
Modern and Coastal Ocean Pointe 2307
Pool
Blue Haven Key Largo | Ocean Pointe 1315

Blue Haven Key Largo | Ocean Pointe 1315

Blue Haven Key Largo | Ocean Pointe 1315
Tavernier
9.6 out of 10, Exceptional, (15)
"This condo was everything we needed. Lots of space, bug comfy beds, hreat shower and the pool at the complex was great in the late afternoon after a day exploring the upper keys. There were works going on at the conplex when we were there which took the edge off things as 9am drilling on Monday morning wasnt welcome but I only knocked 1 star off - otherwise wouldnt hesitate to recommend!"
United Kingdom
Philippa
$419 nightly
The price is $456
Jan 21 - Jan 22, 2026
Total with taxes and fees
Blue Haven Key Largo | Ocean Pointe 1315
A heated pool
Serenity In The Sun Condo Fabulous Ocean View

Serenity In The Sun Condo Fabulous Ocean View

Serenity In The Sun Condo Fabulous Ocean View
Tavernier
10.0 out of 10, Exceptional, (108)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
$429 nightly
The price is $477
Jan 5 - Jan 6, 2026
Total with taxes and fees
Serenity In The Sun Condo Fabulous Ocean View
Pool
Aqua Vista Ocean Pointe 3307

Aqua Vista Ocean Pointe 3307

Aqua Vista Ocean Pointe 3307
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (1)
"Beautiful & perfect place for a getaway. Really enjoyed our stay. Highly recommend."
United States
Michelle
$456 nightly
The price is $496
Jan 4 - Jan 5, 2026
Total with taxes and fees
Aqua Vista Ocean Pointe 3307
Pool
Flamingo Flats Ocean Pointe 5306 2BR/2BA

Flamingo Flats Ocean Pointe 5306 2BR/2BA

Flamingo Flats Ocean Pointe 5306 2BR/2BA
Tavernier
9.6 out of 10, Exceptional, (7)
"Great location and prompt support with all questions we had. "
United States
Jim I.
$432 nightly
The price is $471
Jan 14 - Jan 15, 2026
Total with taxes and fees
Flamingo Flats Ocean Pointe 5306 2BR/2BA
Pool
Sea View Farm Style Ocean front Condo Views

Sea View Farm Style Ocean front Condo Views

Sea View Farm Style Ocean front Condo Views
Tavernier
10.0 out of 10, Exceptional, (154)
"The property was excellent."
United States
June M.
$401 nightly
The price is $446
Jan 5 - Jan 6, 2026
Total with taxes and fees
Sea View Farm Style Ocean front Condo Views
Pool
Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen

Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen

Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen
2.0 star property
Tavernier
10.0 out of 10, Exceptional, (3)
"Great place! Condo was clean l and was as described. Property and pool area was fun and very clean."
United States
Kevin W.
$459 nightly
The price is $501
Jan 14 - Jan 15, 2026
Total with taxes and fees
Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen
Pool
Captains Quarters Ocean Pointe 4405

Captains Quarters Ocean Pointe 4405

Captains Quarters Ocean Pointe 4405
Tavernier
10.0 out of 10, Exceptional, (13)
"We had a very pleasant weekend away with all the comforts of home, yet even better with the amazing view! Great communication with the host with quick pleasant responses. The property is conveniently located and easy to get around. "
United States
Debbie W.
$451 nightly
The price is $491
Jan 12 - Jan 13, 2026
Total with taxes and fees
Captains Quarters Ocean Pointe 4405
Beach nearby
Ocean Pointe 2BR Retreat Ocean View, Pool, Marina & Resort Amenities

Ocean Pointe 2BR Retreat Ocean View, Pool, Marina & Resort Amenities

Ocean Pointe 2BR Retreat Ocean View, Pool, Marina & Resort Amenities
Blue Waters
9.4 out of 10, Exceptional, (24)
"Unit was everything we hoped for, building was nice, quiet, and had good amenities, and the grounds and pool were great. Would absolutely stay here again on future trips."
United States
Jacob W.
$675 nightly
The price is $750
Jan 9 - Jan 10, 2026
Total with taxes and fees
Ocean Pointe 2BR Retreat Ocean View, Pool, Marina & Resort Amenities
Terrace/patio
Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
8.8 out of 10, Excellent, (42)
"The condo was renovated, and very nicely decorated, very clean and cozy. We enjoyed our short stay. Community and pool were good too. "
United States
Lina
$385 nightly
The price is $427
Jan 4 - Jan 5, 2026
Total with taxes and fees
Ocean view condo with balcony/marina view
Beach
1BR w/ Pool, Beach, Near Marine & Bird Sanctuaries

1BR w/ Pool, Beach, Near Marine & Bird Sanctuaries

1BR w/ Pool, Beach, Near Marine & Bird Sanctuaries
2.0 star property
Tavernier
$363 nightly
The price is $404
Jan 4 - Jan 5, 2026
Total with taxes and fees
1BR w/ Pool, Beach, Near Marine & Bird Sanctuaries
Pool
Ocean View Overlooking Marina Ocean Pointe 5305

Ocean View Overlooking Marina Ocean Pointe 5305

Ocean View Overlooking Marina Ocean Pointe 5305
Tavernier
10.0 out of 10, Exceptional, (24)
"This was a wonderful place to stay in the Florida Keys. The location was beautiful. We watched sunrise each morning from the balcony. The unit faced the ocean. We would certainly stay here again."
United States
Donald
$441 nightly
The price is $480
Jan 27 - Jan 28, 2026
Total with taxes and fees
Ocean View Overlooking Marina Ocean Pointe 5305
Property grounds
Top Floor w Amazing Ocean Views!! Resort Style Pool, Beach, Marina, & Cafe!

Top Floor w Amazing Ocean Views!! Resort Style Pool, Beach, Marina, & Cafe!

Top Floor w Amazing Ocean Views!! Resort Style Pool, Beach, Marina, & Cafe!
2.0 star property
Tavernier
$354 nightly
The price is $395
Jan 5 - Jan 6, 2026
Total with taxes and fees
Top Floor w Amazing Ocean Views!! Resort Style Pool, Beach, Marina, & Cafe!
Beach nearby
Oceanfront Views at Ocean Pointe + Pool + Beach & Marina Access, Updated 2BR

Oceanfront Views at Ocean Pointe + Pool + Beach & Marina Access, Updated 2BR

Oceanfront Views at Ocean Pointe + Pool + Beach & Marina Access, Updated 2BR
Tavernier
9.4 out of 10, Exceptional, (48)
"clean great location "
United States
Tracey A.
$700 nightly
The price is $779
Dec 31 - Jan 1, 2026
Total with taxes and fees
Oceanfront Views at Ocean Pointe + Pool + Beach & Marina Access, Updated 2BR
Property grounds
Ocean Front 2/2 Condo,OCEAN FRONT/MARINA VIEW,Tavernier/Key Largo Fl. Fla.Keys

Ocean Front 2/2 Condo,OCEAN FRONT/MARINA VIEW,Tavernier/Key Largo Fl. Fla.Keys

Ocean Front 2/2 Condo,OCEAN FRONT/MARINA VIEW,Tavernier/Key Largo Fl. Fla.Keys
Tavernier
9.8 out of 10, Exceptional, (162)
"place was great. wish the price of using the dock would be known before I booked it,"
United States
Duffy P.
$575 nightly
The price is $638
Jan 13 - Jan 14, 2026
Total with taxes and fees
Ocean Front 2/2 Condo,OCEAN FRONT/MARINA VIEW,Tavernier/Key Largo Fl. Fla.Keys
Beach
Island Time at Ocean Pointe Luxe 2 King Spa BR/BA, 2 Balcony

Island Time at Ocean Pointe Luxe 2 King Spa BR/BA, 2 Balcony

Island Time at Ocean Pointe Luxe 2 King Spa BR/BA, 2 Balcony
2.0 star property
Blue Waters
10.0 out of 10, Exceptional, (2)
"Beautifully high-end decorated & furnished like brand new! Very clean and appointed with everything one could want for a perfect stay. First floor convenience (building elevated on piers) but no water view Would definitely return! "
United States
Peter A. Z.
$448 nightly
The price is $489
Jan 19 - Jan 20, 2026
Total with taxes and fees
Island Time at Ocean Pointe Luxe 2 King Spa BR/BA, 2 Balcony
Pool
Lazy Daze Double King Suite Ocean Pointe 2310

Lazy Daze Double King Suite Ocean Pointe 2310

Lazy Daze Double King Suite Ocean Pointe 2310
Tavernier
9.8 out of 10, Exceptional, (26)
"Everything was exceptionally nice. Would definitely book again."
United States
Sharon
$444 nightly
The price is $483
Jan 11 - Jan 12, 2026
Total with taxes and fees
Lazy Daze Double King Suite Ocean Pointe 2310
Terrace/patio
Toes in the Sand - 2 Bedroom Condo Sleeps 4

Toes in the Sand - 2 Bedroom Condo Sleeps 4

Toes in the Sand - 2 Bedroom Condo Sleeps 4
Tavernier
10.0 out of 10, Exceptional, (28)
"The room was beautiful as was the view. We had a great time utilizing the game area. The pool was nice and clean and the food there was amazing. Would definitely recommend!!"
United States
Jacob F.
$439 nightly
The price is $487
Jan 7 - Jan 8, 2026
Total with taxes and fees
Toes in the Sand - 2 Bedroom Condo Sleeps 4
Pool
Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR

Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR

Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR
Tavernier
9.8 out of 10, Exceptional, (26)
"Accommodation and location are excellent! Listing is accurate and the resort amenities are very enjoyable after a day out exploring the Keys (or just having at least one whole day at the resort, as we did). "
United States
Jenny G.
$415 nightly
The price is $451
Jan 27 - Jan 28, 2026
Total with taxes and fees
Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR
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

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"The location was much more beautiful that the pictures. Serene location, staff was very helpful, rooms were simple yet peaceful and comfortable."
Shreeprasad 1-night trip
Posted 18 hours ago
Coconut Cove Resort and Marina

Find out more about Islamorada

Islamorada Condo Rentals information

Number of reviews
791
Accommodation
433 Condo Rentals
Lowest Price
$374
Highest Price
$779

Frequently asked questions

How much do condos in Islamorada cost?
The price range for condos in Islamorada is $374 to $779 per night. No matter your budget, you'll find a place that makes your wallet happy — as well as your whole squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Islamorada?
Islamorada has 433 condos. To help you book the ideal digs, take advantage of our filters to search for the perks or amenities you need.
Are there any family-friendly condos in Islamorada?
Check in to Topsider Resort and make your getaway to Islamorada a relaxing one. This family-friendly condo has a 3.5-star rating and handy amenities such as a marina and a swimming pool. Islamorada boasts plenty of family-friendly attractions to explore when you need to keep the kids busy. Theater of the Sea and Anne's Beach deliver fun for everyone.
Why book your condo in Islamorada with Expedia?
Booking a condo in Islamorada is as simple as entering your travel dates and choosing an option that meets your needs. Looking for something luxurious or low cost, or a stay that also comes with a pool? Use Expedia's search filters to narrow your results even further and find your dream fit.
How can I find cheap condos in Islamorada?
The simplest way to uncover cheap condos in Islamorada is with Expedia's user-friendly filter tool. Refine your search results by star rating, amenities and budget to nab excellent rates in a few clicks.
What is there to do in Islamorada near my condo?
No matter your interests, Islamorada has tons to keep you busy. Florida Keys Brewing Co., History of Diving Museum and Bud n' Mary's Dive Center are on many travelers' sightseeing plans. Don't miss Windley Key Fossil Reef Geological State Park, Theater of the Sea and Anne's Beach either. With Expedia's condo deals in Islamorada, you'll be able to see more awesome attractions like these with the cash you save.

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