Search and Rent Islamorada Condos

Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Islamorada condo rentals

Exterior

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay
3.0 star property
Matecumbe
9.8 out of 10, Exceptional, (6 reviews)
"Easy check in if you come After business hours. Kayaks and sport equipment available. Has a small beach which is unique to the Keys. Pool pretty much vacant at all times. Great views. Highly recommend."
United States
Dana
$201 nightly
The price is $226
Jun 23 - Jun 24
Total with taxes and fees
Caloosa Cove Resort by CoolVacay
Beach nearby

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (115 reviews)
"Everything was wonderful! We enjoyed our stay very much. "
United States
Colleen D.
$394 nightly
The price is $438
Jun 23 - Jun 24
Total with taxes and fees
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Exterior

Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (32 reviews)
"A comfortable little condo, conveniently located for exploring the Keys. There’s a nice pool and small beach area with a bar/restaurant that are well maintained."
United States
Stephen
$301 nightly
The price is $333
Jul 7 - Jul 8
Total with taxes and fees
Florida Keys Getaway - Slps 4 - Ocean View
Pool

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (50 reviews)
"Unit was really nice. The only complaint was the pillows were the worst we have ever used anywhere. We did find a pillow in the closet that was a little less lumpy but very stained. The pool does get very crowded. The beach area is really cute but smelled pretty bad. Overall a great place!"
United States
joleen s.
$332 nightly
The price is $369
Jun 30 - Jul 1
Total with taxes and fees
Amazing Ocean view condo
Pool

Flip-Flops & Sunshine: Islamorada Studio Escape

Flip-Flops & Sunshine: Islamorada Studio Escape
Matecumbe
10.0 out of 10, Exceptional, (6 reviews)
"Very nice clean place. Pool amazing with great views of ocean"
United States
Dawn S.
$219 nightly
The price is $244
Jun 25 - Jun 26
Total with taxes and fees
Flip-Flops & Sunshine: Islamorada Studio Escape
Sun loungers, beach towels

Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen

Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen
Tavernier
10.0 out of 10, Exceptional, (21 reviews)
"Cute place! Plenty of room for our family with beautiful view from the balcony. The pool and beach were perfect. We’d stay again! "
United States
Erin G.
$430 nightly
The price is $478
Jul 22 - Jul 23
Total with taxes and fees
Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen
Beach nearby

Modern and Coastal Ocean Pointe 2307

Modern and Coastal Ocean Pointe 2307
Tavernier
10.0 out of 10, Exceptional, (133 reviews)
"There’s plenty to do for families of all ages at Ocean Pointe, and the condo was an extremely comfortable place to do it from. The hosts made us feel welcome, and we appreciated their care. "
United States
Sherry G.
$422 nightly
The price is $458
Jul 1 - Jul 2
Total with taxes and fees
Modern and Coastal Ocean Pointe 2307
Beach

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (169 reviews)
"Condo was beautiful would definitely stay here again."
United States
Dan M.
$384 nightly
The price is $427
Jun 23 - Jun 24
Total with taxes and fees
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Beach nearby

Ocean View Overlooking Marina Ocean Pointe 5305

Ocean View Overlooking Marina Ocean Pointe 5305
Tavernier
10.0 out of 10, Exceptional, (27 reviews)
"Great place with a wonderful view. It has everything you need in the kitchen. We would definitely stay there again. "
United States
Edwina S.
Ocean View Overlooking Marina Ocean Pointe 5305
Marina

Friends' Getaway 1BR w/ Ocean View, Pool & Beach

Friends' Getaway 1BR w/ Ocean View, Pool & Beach
Tavernier
$255 nightly
The price is $283
Jul 6 - Jul 7
Total with taxes and fees
Friends' Getaway 1BR w/ Ocean View, Pool & Beach
Beach nearby

Captains Quarters Ocean Pointe 4405

Captains Quarters Ocean Pointe 4405
Tavernier
10.0 out of 10, Exceptional, (14 reviews)
"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.
$518 nightly
The price is $566
Jun 27 - Jun 28
Total with taxes and fees
Captains Quarters Ocean Pointe 4405
A heated pool

OP-2 Ocean View w/heated pool beach marina

OP-2 Ocean View w/heated pool beach marina
Tavernier
8.6 out of 10, Excellent, (12 reviews)
"Great location, thoughtful set-up. "
United States
Michelle J.
$299 nightly
The price is $332
Jun 24 - Jun 25
Total with taxes and fees
OP-2 Ocean View w/heated pool beach marina
Sun loungers

Ocean Pointe - Pool, Hot Tub, View, Beach, Parking

Ocean Pointe - Pool, Hot Tub, View, Beach, Parking
Tavernier
10.0 out of 10, Exceptional, (3 reviews)
"Nelson was very responsive and a wonderful host. The unit was excellent! The best we have ever stayed in. We will most certainly be back "
United States
barbara m.
$406 nightly
The price is $450
Jul 6 - Jul 7
Total with taxes and fees
Ocean Pointe - Pool, Hot Tub, View, Beach, Parking
A heated pool

Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
8.6 out of 10, Excellent, (45 reviews)
"Rooms were spacious and a short drive to most of the attractions we wanted to do. Rooms and bathrooms were gorgeous!"
United States
Cindy
$392 nightly
The price is $435
Jun 29 - Jun 30
Total with taxes and fees
Ocean view condo with balcony/marina view
Beach nearby

Lazy Daze Double King Suite Ocean Pointe 2310

Lazy Daze Double King Suite Ocean Pointe 2310
Tavernier
9.8 out of 10, Exceptional, (34 reviews)
"Loved the beach and pool."
United States
Haley P.
$418 nightly
The price is $455
Jul 5 - Jul 6
Total with taxes and fees
Lazy Daze Double King Suite Ocean Pointe 2310
Interior

Marina and Ocean View, 2 Bed, 2 Bath End Unit 4201

Marina and Ocean View, 2 Bed, 2 Bath End Unit 4201
Tavernier
10.0 out of 10, Exceptional, (1 review)
"This was a great unit for our purpose. Felt newly remodeled. Beds were comfy. Nice extras provided, like a cooler, pool noodles, pickleball, tennis rackets and some fishing gear. Check in & out was one of the easiest, so far. The pool was a HUGE hit. Location was good. Close to the park and good food. Husband only wished we were a bit closer to fishing, but we just didn’t know. Only critiques; wish the couch was a bit bigger. It isn’t bad, just a note. And the patio is small and the furniture...
United States
Cara B.
$459 nightly
The price is $499
Jul 2 - Jul 3
Total with taxes and fees
Marina and Ocean View, 2 Bed, 2 Bath End Unit 4201
Beach nearby

Salty Mermaid Ocean Pointe 4406

Salty Mermaid Ocean Pointe 4406
Tavernier
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing stay at the Salty Mermaid. We enjoyed gorgeous sunrises every morning! The condo was beautiful, comfortable, and clean. We would definitely stay here again."
United States
Nicole W.
$496 nightly
The price is $540
Jun 30 - Jul 1
Total with taxes and fees
Salty Mermaid Ocean Pointe 4406
Beach nearby

Blue Haven Key Largo | Ocean Pointe 1315

Blue Haven Key Largo | Ocean Pointe 1315
Tavernier
9.8 out of 10, Exceptional, (16 reviews)
"The unit was clean. The bed was comfortable. Everything worked well."
United States
William G.
$417 nightly
The price is $453
Jul 5 - Jul 6
Total with taxes and fees
Blue Haven Key Largo | Ocean Pointe 1315
On the beach, beach towels

Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo

Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo
Tavernier
9.6 out of 10, Exceptional, (227 reviews)
"Great location, lovely pool area, and the owner was very easy to communicate with answering our questions!"
United States
Cathy M.
$395 nightly
The price is $439
Jul 23 - Jul 24
Total with taxes and fees
Two Spectacular Ocean Views from the Living Room and Master Bedroom of the Condo
TV

Saltair Loft Ocean Pointe 2 BR 2 BA 1411

Saltair Loft Ocean Pointe 2 BR 2 BA 1411
Tavernier
10.0 out of 10, Exceptional, (5 reviews)
"Everything was perfect and the hosts were super helpful with recommendations for places to eat"
United States
Tricia L.
$452 nightly
The price is $491
Jul 8 - Jul 9
Total with taxes and fees
Saltair Loft Ocean Pointe 2 BR 2 BA 1411
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

8/10 Good
"The property was beautiful. 2 pools, great sand beach, ... but the hot tub wasn't working. The drinks were OK. The rooms were ok but our room door didn't latch very well. The wind blew the door wide open after the maid had been in.... nothing was taken but they moved us into a ocean view room which was very nice. Thank you! We would stay there again."
Dawn 2-night trip
Posted 5 hours ago
Chesapeake Beach Resort

Find out more about Islamorada

Islamorada Condo Rentals information

Number of reviews
6
Accommodation
401 Condo Rentals
Lowest Price
$226
Highest Price
$226

Frequently asked questions

How much do condos in Islamorada cost?
The price range for condos in Islamorada is $226 to $226 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 401 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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