Islamorada Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Islamorada vacation rentals

25-inch flat-screen TV with digital channels, TV
Treasure Harbor

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (123)
"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
Exterior
Breezy Palms Resort

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (606)
"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
Exterior
Florida Keys Getaway - Slps 4 - Ocean View

Condo in Tavernier

Florida Keys Getaway - Slps 4 - Ocean View
9.6 out of 10, Exceptional, (19)
"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.
$377 nightly
The price is $418
Feb 8 - Feb 9
Total with taxes and fees
Florida Keys Getaway - Slps 4 - Ocean View
Beach
Aqua Vista Ocean Pointe 3307

Condo in Tavernier

Aqua Vista Ocean Pointe 3307
2.5 star property
10.0 out of 10, Exceptional, (1)
"Beautiful & perfect place for a getaway. Really enjoyed our stay. Highly recommend."
United States
Michelle
$438 nightly
The price is $479
Feb 1 - Feb 2
Total with taxes and fees
Aqua Vista Ocean Pointe 3307
Beach nearby
Blue Haven Key Largo | Ocean Pointe 1315

Condo in Tavernier

Blue Haven Key Largo | Ocean Pointe 1315
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
$398 nightly
The price is $432
Feb 3 - Feb 4
Total with taxes and fees
Blue Haven Key Largo | Ocean Pointe 1315
On the beach
Serenity In The Sun Condo Fabulous Ocean View

Condo in Tavernier

Serenity In The Sun Condo Fabulous Ocean View
10.0 out of 10, Exceptional, (108)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
$418 nightly
The price is $465
Jan 21 - Jan 22
Total with taxes and fees
Serenity In The Sun Condo Fabulous Ocean View
Beach nearby
Paradise Palms 2 Bedroom Condo Ocean Pointe 1206

Condo in Tavernier

Paradise Palms 2 Bedroom Condo Ocean Pointe 1206
9.6 out of 10, Exceptional, (5)
"Thanks for your great hospitality."
United States
richard
$392 nightly
The price is $426
Jan 25 - Jan 26
Total with taxes and fees
Paradise Palms 2 Bedroom Condo Ocean Pointe 1206
Interior
Private 1-bedroom apartment in peaceful Tavernier with kitchen, key Largo

Apartment in Tavernier

Private 1-bedroom apartment in peaceful Tavernier with kitchen, key Largo
2.0 star property
10.0 out of 10, Exceptional, (1)
"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
Property grounds
Tavernier Oceanfront Resort Condo-Pool, Dockage, Kayaks, Onsite Restaurant & Bar

Condo in Tavernier

Tavernier Oceanfront Resort Condo-Pool, Dockage, Kayaks, Onsite Restaurant & Bar
9.2 out of 10, Wonderful, (35)
"Great place, comfortable, clean and good location. "
United States
Joshua P.
$659 nightly
The price is $731
Jan 26 - Jan 27
Total with taxes and fees
Tavernier Oceanfront Resort Condo-Pool, Dockage, Kayaks, Onsite Restaurant & Bar
Marina
Island Sanctuary Islamorada

Houseboat in Tavernier

Island Sanctuary Islamorada
9.8 out of 10, Exceptional, (13)
"It exceeded our expectations, and we are so glad we found this location!"
United States
Jenn H.
$365 nightly
The price is $406
Jan 20 - Jan 21
Total with taxes and fees
Island Sanctuary Islamorada
Pool
Amazing Ocean view condo

Condo in Tavernier

Amazing Ocean view condo
9.6 out of 10, Exceptional, (43)
"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 19 - Jan 20
Total with taxes and fees
Amazing Ocean view condo
Beach nearby
Modern and Coastal Ocean Pointe 2307

Condo in Tavernier

Modern and Coastal Ocean Pointe 2307
10.0 out of 10, Exceptional, (123)
"We enjoyed our stay!"
United States
Halley R.
$393 nightly
The price is $428
Jan 19 - Jan 20
Total with taxes and fees
Modern and Coastal Ocean Pointe 2307
Interior
Boho Chic Ocean Pointe 3214

Apartment in Tavernier

Boho Chic Ocean Pointe 3214
10.0 out of 10, Exceptional, (12)
"It was clean, well organized and communication was great. Had a good time."
United States
Shirl
$399 nightly
The price is $435
Jan 20 - Jan 21
Total with taxes and fees
Boho Chic Ocean Pointe 3214
Beach nearby
Lazy Daze Double King Suite Ocean Pointe 2310

Condo in Tavernier

Lazy Daze Double King Suite Ocean Pointe 2310
9.8 out of 10, Exceptional, (26)
"Everything was exceptionally nice. Would definitely book again."
United States
Sharon
$373 nightly
The price is $407
Jan 21 - Jan 22
Total with taxes and fees
Lazy Daze Double King Suite Ocean Pointe 2310
Beach nearby
Sunrise Oasis - Top Floor 2 BR 2 BA Condo 2411

Apartment in Tavernier

Sunrise Oasis - Top Floor 2 BR 2 BA Condo 2411
10.0 out of 10, Exceptional, (4)
"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
Beach nearby
Reel Key Largo Escape Ocean Pointe 5209

Condo in Tavernier

Reel Key Largo Escape Ocean Pointe 5209
9.4 out of 10, Exceptional, (6)
"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
Pool
Keys Bohemian 2 BR 2 BA at Ocean Pointe 1312

Apartment in Tavernier

Keys Bohemian 2 BR 2 BA at Ocean Pointe 1312
$416 nightly
The price is $451
Jan 13 - Jan 14
Total with taxes and fees
Keys Bohemian 2 BR 2 BA at Ocean Pointe 1312
Beach nearby
Ocean Pointe 2BR Retreat Ocean View, Pool, Marina & Resort Amenities

Condo in Blue Waters

Ocean Pointe 2BR Retreat Ocean View, Pool, Marina & Resort Amenities
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.
$676 nightly
The price is $751
Jan 16 - Jan 17
Total with taxes and fees
Ocean Pointe 2BR Retreat Ocean View, Pool, Marina & Resort Amenities
Interior
Top Floor w Amazing Ocean Views!! Resort Style Pool, Beach, Marina, & Cafe!

Condo in Tavernier

Top Floor w Amazing Ocean Views!! Resort Style Pool, Beach, Marina, & Cafe!
2.0 star property
10.0 out of 10, Exceptional, (1)
"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!
Beach
Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen

Condo in Tavernier

Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen
2.0 star property
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.
$418 nightly
The price is $455
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

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina

10/10 Excellent
"The room was very modern very clean ,spacious. staff was friendly and helpful the resort itself was beautiful"
Michael 1-night trip
Posted 1 day ago
Ragged Edge Resort & Marina

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.

Explore a world of travel with Expedia

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.