Search and Rent Islamorada Condos

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Dec 26 - Dec 28
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Our top choices for Islamorada condo rentals

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
$384 nightly
The price is $418
Dec 22 - Dec 23
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
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.
$341 nightly
The price is $379
Jan 4 - Jan 5, 2026
Total with taxes and fees
Amazing Ocean view condo
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
$377 nightly
The price is $409
Dec 22 - Dec 23
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.
$381 nightly
The price is $414
Dec 22 - Dec 23
Total with taxes and fees
Flamingo Flats Ocean Pointe 5306 2BR/2BA
Indoor pool
Reel Key Largo Escape Ocean Pointe 5209

Reel Key Largo Escape Ocean Pointe 5209

Reel Key Largo Escape Ocean Pointe 5209
Tavernier
9.4 out of 10, Exceptional, (6)
"Great area"
United States
Yesenia
$473 nightly
The price is $515
Dec 23 - Dec 24
Total with taxes and fees
Reel Key Largo Escape Ocean Pointe 5209
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)
"A great first stop on our trip to the Keys! Instructions were great and the condo was very nice."
United States
Anonymous traveler
$358 nightly
The price is $398
Dec 22 - Dec 23
Total with taxes and fees
Toes in the Sand - 2 Bedroom Condo Sleeps 4
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.
$372 nightly
The price is $405
Jan 19 - Jan 20, 2026
Total with taxes and fees
Modern and Coastal Ocean Pointe 2307
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
$386 nightly
The price is $429
Jan 13 - Jan 14, 2026
Total with taxes and fees
1BR w/ Pool, Beach, Near Marine & Bird Sanctuaries
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
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
$433 nightly
The price is $471
Jan 13 - Jan 14, 2026
Total with taxes and fees
Lazy Daze Double King Suite Ocean Pointe 2310
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.
$686 nightly
The price is $763
Jan 8 - Jan 9, 2026
Total with taxes and fees
Ocean Pointe 2BR Retreat Ocean View, Pool, Marina & Resort Amenities
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
$470 nightly
The price is $512
Jan 21 - Jan 22, 2026
Total with taxes and fees
Ocean View Overlooking Marina Ocean Pointe 5305
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
$386 nightly
The price is $428
Jan 4 - Jan 5, 2026
Total with taxes and fees
Ocean view condo with balcony/marina view
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, (160)
"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.
$421 nightly
The price is $459
Jan 19 - Jan 20, 2026
Total with taxes and fees
Island Time at Ocean Pointe Luxe 2 King Spa BR/BA, 2 Balcony
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.
$517 nightly
The price is $564
Jan 6 - Jan 7, 2026
Total with taxes and fees
Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen
Marina
{PRIVATELY OWNED} This 2 bedroom has everything you need. with a Fantastic view.

{PRIVATELY OWNED} This 2 bedroom has everything you need. with a Fantastic view.

{PRIVATELY OWNED} This 2 bedroom has everything you need. with a Fantastic view.
Tavernier
9.8 out of 10, Exceptional, (108)
"Clean, everything we needed.The property, especially the pool and restaurant were excellent. We had a great time."
United States
Lenny F.
$413 nightly
The price is $459
Jan 11 - Jan 12, 2026
Total with taxes and fees
{PRIVATELY OWNED} This 2 bedroom has everything you need. with a Fantastic view.
Pool
Paradise Palms 2 Bedroom Condo Ocean Pointe 1206

Paradise Palms 2 Bedroom Condo Ocean Pointe 1206

Paradise Palms 2 Bedroom Condo Ocean Pointe 1206
Tavernier
9.6 out of 10, Exceptional, (5)
"Thanks for your great hospitality."
United States
richard
$382 nightly
The price is $415
Dec 22 - Dec 23
Total with taxes and fees
Paradise Palms 2 Bedroom Condo Ocean Pointe 1206
Pool
Nauti Hideaway Ocean Pointe 2314

Nauti Hideaway Ocean Pointe 2314

Nauti Hideaway Ocean Pointe 2314
3.0 star property
Tavernier
$392 nightly
The price is $426
Dec 22 - Dec 23
Total with taxes and fees
Nauti Hideaway Ocean Pointe 2314
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"The breakfasts are great "
Raymond 4-night trip
Posted 2 days ago
Chesapeake Beach Resort

Find out more about Islamorada

Islamorada Condo Rentals information

Number of reviews
815
Accommodation
433 Condo Rentals
Lowest Price
$379
Highest Price
$763

Frequently asked questions

How much do condos in Islamorada cost?
The price range for condos in Islamorada is $379 to $763 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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