An aerial view of a coastal town with a marina, surrounded by clear blue waters and green islands.

Search and Rent Islamorada Condos

Dates

November 2026

December 2026

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Our top choices for Islamorada condo rentals

A beachfront hotel with two palm trees, a flag, and a pool area with lounge chairs.

1. Florida Keys Getaway - Slps 4 - Ocean View

Tavernier

Nick

$320 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern showerhead with multiple water streams, a tiled wall, and a pool area with blue chairs and a palm tree.

2. Ocean view condo with balcony/marina view

Tavernier

Katy T.

$330 nightly

Nov 14 - Nov 15

Total with taxes and fees

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, and a covered pavilion in the background.

3. Amazing Ocean view condo

Tavernier

Jerad E.

$290 nightly

Nov 15 - Nov 16

Total with taxes and fees

A beach with palm trees, thatched umbrellas, and beach chairs.

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

Tavernier

Erica C.

$316 nightly

Nov 15 - Nov 16

Total with taxes and fees

A marina with boats docked, a swimming pool, and a building with a blue roof.

5. The Fishing Shack | 2BR/2BA | Ocean Pointe 2312

Tavernier

$399 nightly

Nov 17 - Nov 18

Total with taxes and fees

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

Tavernier

$297 nightly

Nov 30 - Dec 1

Total with taxes and fees

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

Tavernier

Les

$323 nightly

Nov 19 - Nov 20

Total with taxes and fees

8. Aqua Vista | Ocean View 2BR | Ocean Pointe 3307

Tavernier

Michelle

$387 nightly

Nov 10 - Nov 11

Total with taxes and fees

9. Flamingo Flats | Marina View | Ocean Pointe 5306

Tavernier

Jim I.

$380 nightly

Nov 14 - Nov 15

Total with taxes and fees

A pool area with a palm tree, a showerhead, and blue lounge chairs.

10. Ocean Pointe Ocean View w/heated pool beach marina

Tavernier

Mary Katherine B.

$302 nightly

Nov 11 - Nov 12

Total with taxes and fees

11. Lazy Daze | Double King Suite | Ocean Pointe 2310

Tavernier

Jean V.

$418 nightly

Nov 17 - Nov 18

Total with taxes and fees

12. Tiki Time | Top Floor King | Ocean Pointe 1413

Tavernier

Constance W.

$354 nightly

Nov 29 - Nov 30

Total with taxes and fees

A beach with rows of sun loungers, a wooden pier, and a thatched-roof structure.

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

Tavernier

Alicia

$384 nightly

Nov 9 - Nov 10

Total with taxes and fees

14. Ocean View Gem | 2 Balconies | Ocean Pointe 3406

Tavernier

Kate D.

$405 nightly

Nov 22 - Nov 23

Total with taxes and fees

15. Blue Haven | Nature View 2BR | Ocean Pointe 1315

Tavernier

Rodney B.

$397 nightly

Nov 8 - Nov 9

Total with taxes and fees

16. Starfish Seas | Ocean View | Ocean Pointe 1302

Tavernier

Miranda J.

$418 nightly

Nov 18 - Nov 19

Total with taxes and fees

A marina with boats docked, a dock, and a building with a thatched roof.

17. Coastal Retreat, Pool, Marina, Ocean View, FL Keys

Tavernier

"The Perfect Coastal Getaway!We had an amazing weekend stay! The apartment is in the perfect location at the beginning of the Keys, with shops conveniently nearby. From the moment we arrived, we felt like we were in a true coastal retreat—the apartment was spotless, beautifully organized, cozy, and equipped with everything we needed to cook, relax, and enjoy quality family time.Honestly, we didn’t even need to leave the complex! The amenities were fantastic, with a beautiful pool and bar, a small...

Manuel S.

$345 nightly

Nov 16 - Nov 17

Total with taxes and fees

18. Sky Blue Escape | Ocean View | Ocean Pointe 1314

Tavernier

Bryan K.

$402 nightly

Dec 8 - Dec 9

Total with taxes and fees

A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a gazebo.

19. Family-Friendly 1BR w/ Partial Ocean View & Pool

Tavernier

$297 nightly

Nov 30 - Dec 1

Total with taxes and fees

20. Ocean View 1BR - Near Marine & Bird Sanctuaries

Tavernier

$297 nightly

Nov 30 - Dec 1

Total with taxes and fees

View all properties

Learn more about Islamorada

The turquoise waters between the Keys offer world-class fishing that even beginners can enjoy with knowledgeable local guides. Spend mornings snorkeling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

See all hotels in Islamorada

Top reviews in Islamorada

A beach with palm trees, a thatched-roof structure, and kayaks.

Kona Kai Resort and Gallery - Adults Only

Rock Harbor

10/10 Excellent

Audrey

Three Adirondack chairs facing a sunset over a body of water.

Ragged Edge Resort & Marina

Islamorada

10/10 Excellent

Alejandro

A beach with two thatched umbrellas, three sun loungers, and a view of the sea with boats.

Dolphin Point Villas

Key Largo

10/10 Excellent

We stayed here on our way back from key west to lighten trip to FLL airport. We were in love with this place! Every thing about it, location, the high ceilings, the incredibly comfortable beds-the brand new smell of all dwellings. I also was in love with the toiletries that were provided!!! Never have I love a hotel toiletry before. All staff was very professional and friendly. The sunset on the pier was incredible, and our suite was overlooking the pool and it was amazing for a late night swim,...

Sherrie L.

A wooden deck with white railings, outdoor seating, and a view of the sea with palm trees.

Coconut Palm Inn

Tavernier

10/10 Excellent

A beautiful, hidden gem right on the water. They have kayaks and paddleboards to use with no cost. Complimentary breakfast, smores and wine. Everything was cleaned well. All the staff was friendly and helpful, especially Ashley. We were beyond impressed with the communication and helpfulness. We spoke to the gentleman who was renovating the rooms (even when he worked it was a quiet and peaceful place), and learned there will soon be a houseboat as a room to rent.

A beach with palm trees and lounge chairs.

Chesapeake Beach Resort

Matecumbe

10/10 Excellent

Paco

A beach with palm trees, a sandy path, and beach chairs.

Aqua Lodge Rentals At Coconut Cay

Marathon

10/10 Excellent

I totally enjoyed my stay in the Aqua Lodge, it was very beautiful inside and out. I would highly recommend staying at this location. The sunsets in the RV section were absolutely breath taking!!! We rented a pontoon from this location and had a wonderful day one the water, the rates were fair and the pontoon was really nice!! I would stay there again. The staff (Jim and his wife) were extremely friendly and helpful, they made our stay very enjoyable!!

Sharon

A marina with several docked boats and a row of small, white cabins with blue roofs.

Yacht Haven Marina

Marathon

10/10 Excellent

We stayed here for 5 days for a family vacation and absolutely adored the area and aqua lodges. It was so beautiful and peaceful, the manatees swam up nightly and the area had gorgeous views. The lodges are roomy and kitchen area was perfect- nice that they provided kitchen utensils, plates, glasses, coffee mugs you name it. Whatever we needed was provided here. Staff is very friendly and helpful- easily and readily able to assist any questions we had. The cleaning crew even had our aqua lodge...

Rachael

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

Islander Resort

Matecumbe

10/10 Excellent

Patrick

Lime Tree Bay Resort

Long Key

10/10 Excellent

Jack

A beach with lounge chairs, palm trees, and a view of the water.

Atlantic Bay Resort

Tavernier

10/10 Excellent

Emily

A pool surrounded by palm trees and a beach area with lounge chairs.

Largo Resort

Key Largo

10/10 Excellent

Beatriz

A hammock on a sandy beach with palm trees, a pool, and lounge chairs in the background.

Seascape Resort & Marina

Marathon

10/10 Excellent

THIS WAS AWESOME, GREAT STAFF, SUPER FRIENDLY PROFESSIONAL MANAGER ON SITE DAILY. A QUIET WELL MAINTAINED AND TRULY CARED ABOUT 11 UNIT MOTEL ON THE OCEAN. VERY CLEAN, LARGE ROOMS, GREAT BED!! COOKING FRESH FISH ON THE NICE PROVIDED GAS GRILLS WAS INCREDIBLE.. AWESOME VIEWS, LOTS OF TROPICAL FOLIAGE AND WILDLIFE SURROUNDS. I WILL GO BACK AS MUCH AS POSSIBLE.. FIREPITS LIT UP THE SCENE AS THE SUN SET. AWESOME..MISS IT !! FREE KAYAKS FOR GUESTS..

Anonymous traveler

A wooden deck with a pool and chairs overlooking a beach with palm trees.

Grassy Flats Resort & Beach Club

Marathon

10/10 Excellent

We stayed at this hotel several times. It is very nice, It’s nice that they have a separate area for adults. They also have 3 in house places to eat, a tiki bar for lunch, a roof top for breakfast and bar in the evening and a restaurant for dinner (didn’t go to this one though). They include free paddle boards and kayaks. The rooms could have better A/C, they added another portable fan and seem to be having issues with A/C, hopefully will be resolved soon. Also they don’t have room service...

Victoria

A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

La Jolla Resort

Matecumbe

10/10 Excellent

Kathleen

A covered outdoor area with a view of a beach and palm trees.

Rock Reef Resort

Rock Harbor

10/10 Excellent

Jackson

A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

Sunset Cove Beach Resort

Key Largo

10/10 Excellent

Maricel

Casa Morada

Matecumbe

10/10 Excellent

Peggy

Frequently Asked Questions

How much do condos in Islamorada cost?

The price range for condos in Islamorada is $324 to $457 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 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.

Search and Rent Islamorada Condos

Bundle & Save

OneKeyCash

Upfront pricing

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Islamorada condo rentals

1. Florida Keys Getaway - Slps 4 - Ocean View

2. Ocean view condo with balcony/marina view

3. Amazing Ocean view condo

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

5. The Fishing Shack | 2BR/2BA | Ocean Pointe 2312

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

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

8. Aqua Vista | Ocean View 2BR | Ocean Pointe 3307

9. Flamingo Flats | Marina View | Ocean Pointe 5306

10. Ocean Pointe Ocean View w/heated pool beach marina

11. Lazy Daze | Double King Suite | Ocean Pointe 2310

12. Tiki Time | Top Floor King | Ocean Pointe 1413

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

14. Ocean View Gem | 2 Balconies | Ocean Pointe 3406

15. Blue Haven | Nature View 2BR | Ocean Pointe 1315

16. Starfish Seas | Ocean View | Ocean Pointe 1302

17. Coastal Retreat, Pool, Marina, Ocean View, FL Keys

18. Sky Blue Escape | Ocean View | Ocean Pointe 1314

19. Family-Friendly 1BR w/ Partial Ocean View & Pool

20. Ocean View 1BR - Near Marine & Bird Sanctuaries

Learn more about Islamorada

Top reviews in Islamorada

Kona Kai Resort and Gallery - Adults Only

10/10 Excellent

Frequently Asked Questions

How much do condos in Islamorada cost?

How many condos are there in Islamorada?

Are there any family-friendly condos in Islamorada?

Why book your condo in Islamorada with Expedia?

How can I find cheap condos in Islamorada?

What is there to do in Islamorada near my condo?

Explore a world of travel with Expedia