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3 Oct - 5 Oct
In two weeks
10 Oct - 12 Oct
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24 Oct - 26 Oct
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21 Nov - 23 Nov

Featured Condo Rentals in Islamorada

Our top choices for Islamorada condo rentals

5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities
On the beach, sun-loungers, beach towels

5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities

10.0 out of 10, Exceptional, (15)
"Great vacation spot , only thing missing is a good saltwater beach."
5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe
Marina

Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe

9.8 out of 10, Exceptional, (186)
"Cute apartment perfectly located in the complex with proximity to the pool and beach areas. Comfortable for 4 adults "
Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.
Outdoor pool, a heated pool

Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.

9.8 out of 10, Exceptional, (57)
"Great unit, nicely renovated and a good weekend! "
Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.
Luxurious 2BR Beachfront Condo | Steps to Pool & Ocean | Ocean Pointe Resort
On the beach

Luxurious 2BR Beachfront Condo | Steps to Pool & Ocean | Ocean Pointe Resort

9.0 out of 10, Wonderful, (67)
"This was the perfect place to stay!Nice & clean!Close to activities and restaurants!The owner was very easy to communicate with!We will definitely stay here again next time we are in the Keys!"
Luxurious 2BR Beachfront Condo | Steps to Pool & Ocean | Ocean Pointe Resort
Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!
Marina

Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!

10.0 out of 10, Exceptional, (175)
"The property was very clean and comfortable. The pool was beautiful. The condo fit all of our needs and we were glad yo have the opportunity to stay. We would love to come back!"
Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!
Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina and more....
On the beach, sun-loungers, beach towels

Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina and more....

10.0 out of 10, Exceptional, (273)
"Great place to stay friendly staff awesome pool! Condo was so clean and very comfortable felt like home! "
Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina and more....
Top Floor Condo w/ Ocean Views Near Pool [Ocean Pointe 3405]
Sun-loungers, beach towels

Top Floor Condo w/ Ocean Views Near Pool [Ocean Pointe 3405]

9.8 out of 10, Exceptional, (63)
"Great place to spend some time in the Keys. We made a quick fishing trip from New England. Check in was easy, host is extremely responsive. "
Top Floor Condo w/ Ocean Views Near Pool [Ocean Pointe 3405]
Condo with Pool and Beach Access
Terrace/patio

Condo with Pool and Beach Access

10.0 out of 10, Exceptional, (24)
"We liked everything about the property. This is a quite end unit and was nicely finished. Would definitely highly recommend staying here."
Condo with Pool and Beach Access
Castaway Key, Double balcony ocean views in prime building 4
Outdoor pool, a heated pool

Castaway Key, Double balcony ocean views in prime building 4

10.0 out of 10, Exceptional, (128)
"Great location. Very clean and beautiful views"
Castaway Key, Double balcony ocean views in prime building 4
FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!
Property grounds

FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!

9.6 out of 10, Exceptional, (290)
"Beautiful home, clean and had all we needed, no problems at all with one of the swimmjng pools right outside the condo which made it very convenient. Only thing that would have made it over the top was to have a sandy beach with swimming area on site, otherwise, it was great!"
FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!
Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball
Property grounds

Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball

10.0 out of 10, Exceptional, (36)
"Great place to take your family and enjoy doing nothing but relaxing by the pool or on the beach. "
Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball
Ocean View Suite, Top Floor, Updated
Beach nearby, sun-loungers, beach towels

Ocean View Suite, Top Floor, Updated

10.0 out of 10, Exceptional, (81)
"This was a wonderful base of operations for our family vacation in the Keys!"
Ocean View Suite, Top Floor, Updated
Ocean Pointe Ocean View w/heated pool beach marina
Terrace/patio

Ocean Pointe Ocean View w/heated pool beach marina

9.0 out of 10, Wonderful, (9)
"The property is naturally beautiful, safe, and secluded! The staff, especially Alex and Alex, are amazing! Thank you, Alex, for making our stay--for the 4th time--a great one! "
The price is NZ$553
includes taxes & fees
5 Oct - 6 Oct
Ocean Pointe Ocean View w/heated pool beach marina
Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach
Terrace/patio

Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach

9.8 out of 10, Exceptional, (133)
"Very clean and nice"
Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach
Ocean Front 2/2 Condo,OCEAN FRONT/MARINA VIEW,Tavernier/Key Largo Fl. Fla.Keys
Property grounds

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

9.8 out of 10, Exceptional, (158)
"Very nice place for two couples! "
Ocean Front 2/2 Condo,OCEAN FRONT/MARINA VIEW,Tavernier/Key Largo Fl. Fla.Keys
Luxury Condo at Ocean Front Kawama Tower Complex
Property grounds

Luxury Condo at Ocean Front Kawama Tower Complex

9.4 out of 10, Exceptional, (56)
"Very clean and spacious condo. Pool area very quiet and relaxing - no crowds. Enjoyed the pickle ball courts. Quick drive to restaurants."
Luxury Condo at Ocean Front Kawama Tower Complex
Updated ocean-view condo with 2 balconies, pool, hot tub, W/D, & AC
Terrace/patio

Updated ocean-view condo with 2 balconies, pool, hot tub, W/D, & AC

9.8 out of 10, Exceptional, (33)
"Great getaway"
Updated ocean-view condo with 2 balconies, pool, hot tub, W/D, & AC
Relax & Recharge at our Quiescent 2 BR Condo with Stunning Ocean Views
On the beach, sun-loungers, beach towels

Relax & Recharge at our Quiescent 2 BR Condo with Stunning Ocean Views

9.8 out of 10, Exceptional, (89)
"Wonderful stay at a clean and convenient location!The host was very responsive and provided both directions regarding the stay and recommendations for local activities. The beach and marina are an easy walk from the condo and the pool is right across the parking lot."
Relax & Recharge at our Quiescent 2 BR Condo with Stunning Ocean Views
Sea View Farm Style Ocean front Condo Views
Pool

Sea View Farm Style Ocean front Condo Views

10.0 out of 10, Exceptional, (151)
"The place was ready, clean, well organized and the owners were easy to reach on the phone"
The price is NZ$671
includes taxes & fees
24 Sept - 25 Sept
Sea View Farm Style Ocean front Condo Views
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
Outdoor pool, a heated pool

Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

9.8 out of 10, Exceptional, (224)
"We found the condo very nicely located to Key Largo, Islamorada, and Tavernier. Enjoyed restaurants with sunset bayside, snorkeling excursion off John Pennecamp state park, and the pool and tiki hut on resortPremises! Would return here if back in the area. "
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
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

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Beautiful peaceful clean"
Stephanie 3-night trip
Posted 2 days ago
Amara Cay Resort

Find out more about Islamorada

Find out more about Islamorada

Islamorada Condo Rentals information

Number of reviews
2,077
Accommodation
420 Condo Rentals
Lowest Price
NZ$553
Highest Price
NZ$671

Frequently asked questions

How much do condos in Islamorada cost?
The price range for condos in Islamorada is NZ$553 to NZ$671 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 420 condos. To help you book the ideal digs, take advantage of our filters to search for the perks or amenities you need.
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 Centre are on many travellers' sightseeing plans. Don't miss Windley Key Fossil Reef Geological State Park, Theatre 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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