Islamorada Vacation Rentals

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Our top choices for Islamorada vacation rentals

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (123 reviews)
"Great spot! Will be back someday hopefully. "
Canada
Diane
$274 nightly
The price is $308
Jan 13 - Jan 14
Total with taxes and fees
Treasure Harbor

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (606 reviews)
"Property was nice and easy to navigate, ocean view room was extra nice to have!"
United States
Lisa
$219 nightly
The price is $247
Jan 14 - Jan 15
Total with taxes and fees
Breezy Palms Resort

Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.6 out of 10, Exceptional, (19 reviews)
"Everything was just as described in the condo listing. We enjoyed the pool and hot tub. Wonderful location to explore the Keys. "
United States
Michele G.
$351 nightly
The price is $389
Feb 3 - Feb 4
Total with taxes and fees
Florida Keys Getaway - Slps 4 - Ocean View

Aqua Vista Ocean Pointe 3307

Aqua Vista Ocean Pointe 3307
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (1 review)
"Beautiful & perfect place for a getaway. Really enjoyed our stay. Highly recommend."
United States
Michelle
$439 nightly
The price is $480
Feb 1 - Feb 2
Total with taxes and fees
Aqua Vista Ocean Pointe 3307

Blue Haven Key Largo | Ocean Pointe 1315

Blue Haven Key Largo | Ocean Pointe 1315
Tavernier
9.6 out of 10, Exceptional, (15 reviews)
"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
$431 nightly
The price is $469
Feb 3 - Feb 4
Total with taxes and fees
Blue Haven Key Largo | Ocean Pointe 1315

Serenity In The Sun Condo Fabulous Ocean View

Serenity In The Sun Condo Fabulous Ocean View
Tavernier
10.0 out of 10, Exceptional, (108 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
$424 nightly
The price is $471
Jan 21 - Jan 22
Total with taxes and fees
Serenity In The Sun Condo Fabulous Ocean View

Paradise Palms 2 Bedroom Condo Ocean Pointe 1206

Paradise Palms 2 Bedroom Condo Ocean Pointe 1206
Tavernier
9.6 out of 10, Exceptional, (5 reviews)
"Thanks for your great hospitality."
United States
richard
$399 nightly
The price is $433
Jan 25 - Jan 26
Total with taxes and fees
Paradise Palms 2 Bedroom Condo Ocean Pointe 1206

Private 1-bedroom apartment in peaceful Tavernier with kitchen, key Largo

Private 1-bedroom apartment in peaceful Tavernier with kitchen, key Largo
2.0 star property
Tavernier
10.0 out of 10, Exceptional, (1 review)
"Host was very helpful and place was very nice and very clean. Would definitely recommend. "
United States
Amy E.
$310 nightly
The price is $344
Jan 12 - Jan 13
Total with taxes and fees
Private 1-bedroom apartment in peaceful Tavernier with kitchen, key Largo

Tavernier Oceanfront Resort Condo-Pool, Dockage, Kayaks, Onsite Restaurant & Bar

Tavernier Oceanfront Resort Condo-Pool, Dockage, Kayaks, Onsite Restaurant & Bar
Tavernier
9.2 out of 10, Wonderful, (35 reviews)
"Great place, comfortable, clean and good location. "
United States
Joshua P.
$647 nightly
The price is $719
Jan 26 - Jan 27
Total with taxes and fees
Tavernier Oceanfront Resort Condo-Pool, Dockage, Kayaks, Onsite Restaurant & Bar

Island Sanctuary Islamorada

Island Sanctuary Islamorada
Tavernier
9.8 out of 10, Exceptional, (13 reviews)
"It exceeded our expectations, and we are so glad we found this location!"
United States
Jenn H.
$360 nightly
The price is $401
Jan 20 - Jan 21
Total with taxes and fees
Island Sanctuary Islamorada

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (43 reviews)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
United States
Natalie M.
$329 nightly
The price is $367
Jan 19 - Jan 20
Total with taxes and fees
Amazing Ocean view condo

Modern and Coastal Ocean Pointe 2307

Modern and Coastal Ocean Pointe 2307
Tavernier
10.0 out of 10, Exceptional, (123 reviews)
"We enjoyed our stay!"
United States
Halley R.
$388 nightly
The price is $423
Jan 19 - Jan 20
Total with taxes and fees
Modern and Coastal Ocean Pointe 2307

Boho Chic Ocean Pointe 3214

Boho Chic Ocean Pointe 3214
Tavernier
10.0 out of 10, Exceptional, (12 reviews)
"It was clean, well organized and communication was great. Had a good time."
United States
Shirl
$394 nightly
The price is $430
Jan 20 - Jan 21
Total with taxes and fees
Boho Chic Ocean Pointe 3214

Lazy Daze Double King Suite Ocean Pointe 2310

Lazy Daze Double King Suite Ocean Pointe 2310
Tavernier
9.8 out of 10, Exceptional, (26 reviews)
"Everything was exceptionally nice. Would definitely book again."
United States
Sharon
$378 nightly
The price is $412
Jan 21 - Jan 22
Total with taxes and fees
Lazy Daze Double King Suite Ocean Pointe 2310

Sunrise Oasis - Top Floor 2 BR 2 BA Condo 2411

Sunrise Oasis - Top Floor 2 BR 2 BA Condo 2411
Tavernier
10.0 out of 10, Exceptional, (4 reviews)
"The condo was very clean, comfortable and had everything we needed. We appreciated the close location to the pool. "
United States
Erica T.
$464 nightly
The price is $505
Feb 2 - Feb 3
Total with taxes and fees
Sunrise Oasis - Top Floor 2 BR 2 BA Condo 2411

Reel Key Largo Escape Ocean Pointe 5209

Reel Key Largo Escape Ocean Pointe 5209
Tavernier
9.4 out of 10, Exceptional, (6 reviews)
"Great area"
United States
Yesenia
$498 nightly
The price is $544
Feb 2 - Feb 3
Total with taxes and fees
Reel Key Largo Escape Ocean Pointe 5209

Keys Bohemian 2 BR 2 BA at Ocean Pointe 1312

Keys Bohemian 2 BR 2 BA at Ocean Pointe 1312
Tavernier
$401 nightly
The price is $435
Jan 11 - Jan 12
Total with taxes and fees
Keys Bohemian 2 BR 2 BA at Ocean Pointe 1312

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 reviews)
"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.
$653 nightly
The price is $726
Jan 16 - Jan 17
Total with taxes and fees
Ocean Pointe 2BR Retreat Ocean View, Pool, Marina & Resort Amenities

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
10.0 out of 10, Exceptional, (1 review)
"The property was just as pictured on the site! We loved the view from the balconies (yes, two!!!). The host was superior in supplying our basic needs upon arrival. More importantly, she was extremely responsive to our questions during our stay (usually responding within a few minutes--even on Christmas day!!). The property is conveniently located in the keys so it's not too far to Miami or Key West. We absolutely loved our stay! If we come back to the Keys, we will definitely stay here again!!!"
United States
Mark W.
$341 nightly
The price is $379
Jan 12 - Jan 13
Total with taxes and fees
Top Floor w Amazing Ocean Views!! Resort Style Pool, Beach, Marina, & Cafe!

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 reviews)
"Great place! Condo was clean l and was as described. Property and pool area was fun and very clean."
United States
Kevin W.
$415 nightly
The price is $451
Jan 14 - Jan 15
Total with taxes and fees
Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen
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

Find out more about Islamorada

Everything you need to know about Islamorada vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Islamorada vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Islamorada vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Islamorada vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Islamorada. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Islamorada in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $247 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Islamorada rentals

At Expedia, we put the best Islamorada vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Islamorada rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Islamorada vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Islamorada. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Islamorada?

Yes, we have vacation rentals close to well known points of interest in Islamorada, or you can choose a more remote option if you're looking for a relaxing stay. Visitors to Islamorada like the scenic seaside and entertainment choices this destination is known for. While you're here, grab a bite or have a drink at the seafood restaurants.

What are some of the best vacation home rentals that Islamorada has to offer?

Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada: This Islamorada vacation home rental offers an outdoor pool, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Some other homes for rent in Islamorada include Oceanfront 4-BR w/ private 31' Boat Slip Included, Pool & Beach, gourmet kitchen and Bungalow #3 - 2 Bed/1 Bath & Pool in Islamorada.

How many vacation rentals are there in Islamorada?

With 486 Expedia vacation rentals, you're sure to find just the right place for your Islamorada stay.

What can I see and do in Islamorada?

Enjoy the outdoors at Everglades National Park and Founders Park, or simply take in cultural attractions like History of Diving Museum and MoradaWay Arts & Cultural District. Other places in town to visit include Florida Keys Brewing Co. and Bud n' Mary's Dive Center.

What’s a vacation rental in Islamorada like?

A vacation rental is a private property where you can stay for a couple of days or more in Islamorada. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family trips or small group gatherings.