Islamorada Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Islamorada holiday rentals

Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (659 reviews)
"Clean room, good staff and convenience location for a visit."
United States
Judbelth
The price is HK$1,047
HK$1,584 total
includes taxes & fees
26 Apr - 27 Apr
Breezy Palms Resort
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (150 reviews)
"Staff was great, rooms clean, views excellent"
United States
Diane
The price is HK$1,262
HK$2,521 total
includes taxes & fees
23 Apr - 24 Apr
Treasure Harbor
Beach nearby

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

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (113 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
The price is HK$1,528
HK$3,481 total
includes taxes & fees
19 Apr - 20 Apr
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, (27 reviews)
"Very good communication and everything was as advertised "
United States
Sam L.
The price is HK$1,074
HK$2,932 total
includes taxes & fees
20 Apr - 21 Apr
Florida Keys Getaway - Slps 4 - Ocean View
Beach

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

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (162 reviews)
"Amazing details definitely will be back !"
United States
Jamie P.
The price is HK$1,528
HK$3,481 total
includes taxes & fees
19 Apr - 20 Apr
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Private beach, sun-loungers, beach umbrellas, beach towels

Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (160 reviews)
"Wonderful property and staff. Quite and beautiful!. "
United States
Ethan
The price is HK$2,387
HK$2,685 total
includes taxes & fees
29 Apr - 30 Apr
Island Bay Resort
Pool

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (46 reviews)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
United States
Natalie M.
The price is HK$1,290
HK$2,944 total
includes taxes & fees
10 May - 11 May
Amazing Ocean view condo
Marina

Island Sanctuary Islamorada

Island Sanctuary Islamorada
Tavernier
9.8 out of 10, Exceptional, (21 reviews)
"Kelly is the best host!!! Excellent views and comfort. It was magical for me and my wife. Thank you!"
United States
Aisel R.
The price is HK$2,080
HK$3,317 total
includes taxes & fees
23 Apr - 24 Apr
Island Sanctuary Islamorada
Beach nearby

Paradise Palms 2 Bedroom Condo Ocean Pointe 1206

Paradise Palms 2 Bedroom Condo Ocean Pointe 1206
Tavernier
9.8 out of 10, Exceptional, (6 reviews)
"Super clean and neat location!"
United States
Christopher R.
The price is HK$1,199
HK$3,339 total
includes taxes & fees
7 May - 8 May
Paradise Palms 2 Bedroom Condo Ocean Pointe 1206
Beach nearby

3212 Across from Pool * King & Queen/Twin Bunk Bed

3212 Across from Pool * King & Queen/Twin Bunk Bed
Tavernier
9.8 out of 10, Exceptional, (157 reviews)
"The condo was spotless and beautifully decorated. The hosts are exceptionally thoughtful, leaving clear instructions on how to use / where to find items, and a welcome guide with information on local attractions and restaurants. I loved the attention to detail, such as placing nightlights in the bathrooms and beach chairs. The balcony is not large, but comfortably seats two people and offers an expansive view of the ocean. Ocean Pointe is a beautiful complex with a nice pool and beach. I...
United States
Andrea
The price is HK$1,457
HK$3,597 total
includes taxes & fees
10 May - 11 May
3212 Across from Pool * King & Queen/Twin Bunk Bed
Beach nearby

Reel Key Largo Escape Ocean Pointe 5209

Reel Key Largo Escape Ocean Pointe 5209
Tavernier
9.6 out of 10, Exceptional, (8 reviews)
"Great area"
United States
Yesenia
The price is HK$1,112
HK$3,206 total
includes taxes & fees
29 Apr - 30 Apr
Reel Key Largo Escape Ocean Pointe 5209
Beach nearby

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, (7 reviews)
"Clean, perfect place to stay for a couple nights. Being on the top floor was the best so we didn’t have to worry about people above us. "
United States
Natasha
The price is HK$1,230
HK$3,305 total
includes taxes & fees
10 May - 11 May
Sunrise Oasis - Top Floor 2 BR 2 BA Condo 2411
Beach nearby

Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR

Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR
Tavernier
9.8 out of 10, Exceptional, (28 reviews)
"The place was clean, nicely decorated, and the kitchen was well equipped. No problems checking in. Pool was large and very nice."
United States
Dawn W.
The price is HK$1,230
HK$3,399 total
includes taxes & fees
5 May - 6 May
Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR
Beach nearby

Nauti Hideaway Ocean Pointe 2314

Nauti Hideaway Ocean Pointe 2314
Tavernier
10.0 out of 10, Exceptional, (2 reviews)
"Great communication. Very clean. We loved view from the room. We would definitely stay here again!"
United States
Cynthia L.
The price is HK$1,230
HK$3,360 total
includes taxes & fees
29 Apr - 30 Apr
Nauti Hideaway Ocean Pointe 2314
Property grounds

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
Tavernier
9.8 out of 10, Exceptional, (47 reviews)
"There was no staff but the apartment was spotless and very well appointed with amenities like coffee, etc. Everything was clean, neat and new feeling. The beds were very comfortable and the apartment was spacious and welcoming with great views."
United States
Sandra
The price is HK$1,763
HK$3,800 total
includes taxes & fees
23 Apr - 24 Apr
4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
A heated pool

Dazzling Ocean Pointe -OP-Main

Dazzling Ocean Pointe -OP-Main
Tavernier
9.0 out of 10, Wonderful, (93 reviews)
"Cleanliness, location, communication and the pool was just great! Thank you so very much!"
United States
Vicky W.
The price is HK$1,481
HK$2,552 total
includes taxes & fees
29 Apr - 30 Apr
Dazzling Ocean Pointe -OP-Main
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, (30 reviews)
"Everything was exceptionally nice. Would definitely book again."
United States
Sharon
The price is HK$1,230
HK$3,360 total
includes taxes & fees
12 May - 13 May
Lazy Daze Double King Suite Ocean Pointe 2310
A heated pool

OP-2 Ocean View w/heated pool beach marina

OP-2 Ocean View w/heated pool beach marina
Tavernier
8.4 out of 10, Very good, (11 reviews)
"Great location, thoughtful set-up. "
United States
Michelle J.
The price is HK$1,481
HK$2,552 total
includes taxes & fees
29 Apr - 30 Apr
OP-2 Ocean View w/heated pool beach marina
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)
"Loved this condo. Had all the amenities we needed and was super clean and tidy. Will definitely be staying here again. "
United States
Rodney B.
The price is HK$1,700
HK$3,977 total
includes taxes & fees
29 Apr - 30 Apr
Blue Haven Key Largo | Ocean Pointe 1315
A heated pool

Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
8.8 out of 10, Excellent, (42 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
The price is HK$1,586
HK$3,363 total
includes taxes & fees
29 Apr - 30 Apr
Ocean view condo with balcony/marina view
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Islamorada Hotel Reviews

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"No clean room every day"
Igor 3-night trip
Posted 4 hours ago
Amara Cay Resort

Find out more about Islamorada

Search for holiday rentals in Islamorada on Expedia! You can easily find your home rentals, villas, holiday apartments in Islamorada using one of the methods below:

  • View our selection of featured holiday rentals in Islamorada
  • Use the map to find apartments and other holiday homes in the Islamorada neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Islamorada while they last

Look no further and take a look at our great range of rental properties in Islamorada!

Frequently asked questions

Can I find a holiday rental in Islamorada?

Yes, there are holiday rentals in Islamorada close to MoradaWay Arts & Cultural District, or you can select a more secluded 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 holiday rentals that Islamorada has to offer?

Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada: This highly rated holiday home rental in Islamorada offers an outdoor pool, a BBQ 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 Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views and Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7.

How many holiday rentals are there in Islamorada?

With 411 Expedia holiday rentals, you're guaranteed to find just the right place for your Islamorada stay.

What can I see and do in Islamorada?

Everglades National Park and Anne's Beach are a couple of scenic spots to enjoy the outdoors, whereas History of Diving Museum is one of the cultural attractions. Other places in town to visit include Bud n' Mary's Dive Center and Robbie’s of Islamorada.

What’s a holiday rental in Islamorada like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Islamorada. Holiday rentals feature extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family trips.