Islamorada Holiday Rentals

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Islamorada holiday rentals

Exterior

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (3 reviews)
"Easy check in if you come After business hours. Kayaks and sport equipment available. Has a small beach which is unique to the Keys. Pool pretty much vacant at all times. Great views. Highly recommend."
United States
Dana
The price is HK$2,285
HK$2,835 total
includes taxes & fees
5 Jun - 6 Jun
Caloosa Cove Resort by CoolVacay
Shower, hair dryer, towels, soap

Charming Home in Key Largo

Charming Home in Key Largo
Key Largo
9.8 out of 10, Exceptional, (37 reviews)
"Comfortable and well thought out space."
United States
Jessica E.
The price is HK$1,128
HK$3,201 total
includes taxes & fees
2 Jun - 3 Jun
Charming Home in Key Largo
Pool

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (49 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$1,305
HK$3,000 total
includes taxes & fees
1 Jun - 2 Jun
Amazing Ocean view condo
Exterior

Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (31 reviews)
"A comfortable little condo, conveniently located for exploring the Keys. There’s a nice pool and small beach area with a bar/restaurant that are well maintained."
United States
Stephen
Florida Keys Getaway - Slps 4 - Ocean View
Shower, hair dryer, towels, soap

Cozy 1-bedroom apartment with kitchen in peaceful Tavernier/Key largo

Cozy 1-bedroom apartment with kitchen in peaceful Tavernier/Key largo
Tavernier
10.0 out of 10, Exceptional, (3 reviews)
"The unit was exactly as listed. Very clean. Located in a great area."
United States
Seth M.
The price is HK$783
HK$1,743 total
includes taxes & fees
1 Jun - 2 Jun
Cozy 1-bedroom apartment with kitchen in peaceful Tavernier/Key largo
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, (170 reviews)
"Very nice small resort."
United States
Dan
The price is HK$2,293
HK$2,580 total
includes taxes & fees
7 Jun - 8 Jun
Island Bay Resort
Sun-loungers, beach towels

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

Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen
Tavernier
9.8 out of 10, Exceptional, (20 reviews)
"Perfect Stay."
United States
suhaela s.
The price is HK$1,869
HK$4,105 total
includes taxes & fees
7 Jun - 8 Jun
Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen
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.
Paradise Palms 2 Bedroom Condo Ocean Pointe 1206
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, (29 reviews)
"Beautiful condo with nice decor. We enjoyed the pool and was nice having a restaurant on site. I would definitely stay there again "
United States
Cathy
The price is HK$1,246
HK$3,419 total
includes taxes & fees
1 Jun - 2 Jun
Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR
Beach nearby

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

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (115 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
The price is HK$1,481
HK$3,430 total
includes taxes & fees
1 Jun - 2 Jun
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Terrace/patio

Serene Oceanfront Keys Condo

Serene Oceanfront Keys Condo
Tavernier
10.0 out of 10, Exceptional, (38 reviews)
"Beautifully decorated room with wonderful amenities. We appreciated the full kitchen, comfy beds and early morning ocean views. Kids loved the pool! "
Canada
Alicia
The price is HK$1,605
HK$3,544 total
includes taxes & fees
2 Jun - 3 Jun
Serene Oceanfront Keys Condo
Shower, hair dryer, towels, soap

Private 2-bedroom apartment with kitchen in lovely Tavernier, Key Largo

Private 2-bedroom apartment with kitchen in lovely Tavernier, Key Largo
Tavernier
10.0 out of 10, Exceptional, (3 reviews)
"Host was very helpful and responsive! This was our first VRBO stay so we had more questions than seasoned guests, and he was very patient and helpful. Place was as advertised. Bed/pillows were very comfortable. AC was excellent. "
United States
Denise H.
The price is HK$1,051
HK$2,866 total
includes taxes & fees
1 Jun - 2 Jun
Private 2-bedroom apartment with kitchen in lovely Tavernier, Key Largo
Beach

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

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (167 reviews)
"Condo was beautiful would definitely stay here again."
United States
Dan M.
The price is HK$1,607
HK$3,586 total
includes taxes & fees
1 Jun - 2 Jun
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Pool

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

Family-Friendly 1BR w/ Partial Ocean View & Pool
Tavernier
Family-Friendly 1BR w/ Partial Ocean View & Pool
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)
"Very well kept and fully equipped for hosting a family!"
United States
Akash K.
The price is HK$1,607
HK$3,586 total
includes taxes & fees
1 Jun - 2 Jun
4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
Beach nearby

Keys Bohemian 2 BR 2 BA at Ocean Pointe 1312

Keys Bohemian 2 BR 2 BA at Ocean Pointe 1312
Tavernier
8.8 out of 10, Excellent, (3 reviews)
"Very clean and new"
United States
Dave H.
The price is HK$1,246
HK$3,374 total
includes taxes & fees
3 Jun - 4 Jun
Keys Bohemian 2 BR 2 BA at Ocean Pointe 1312
Beach nearby

Captains Quarters Ocean Pointe 4405

Captains Quarters Ocean Pointe 4405
Tavernier
10.0 out of 10, Exceptional, (14 reviews)
"We had a very pleasant weekend away with all the comforts of home, yet even better with the amazing view! Great communication with the host with quick pleasant responses. The property is conveniently located and easy to get around. "
United States
Debbie W.
The price is HK$1,246
HK$3,380 total
includes taxes & fees
2 Jun - 3 Jun
Captains Quarters Ocean Pointe 4405
Beach nearby

Modern and Coastal Ocean Pointe 2307

Modern and Coastal Ocean Pointe 2307
Tavernier
10.0 out of 10, Exceptional, (132 reviews)
"Enjoyed our stay, host was very accommodating-stayed in touch with us the entire we were there. Place has wonderful amenities as well. Would definitely recommend! "
United States
carmen n.
The price is HK$1,332
HK$3,497 total
includes taxes & fees
3 Jun - 4 Jun
Modern and Coastal Ocean Pointe 2307
TV

Saltair Loft Ocean Pointe 2 BR 2 BA 1411

Saltair Loft Ocean Pointe 2 BR 2 BA 1411
Tavernier
10.0 out of 10, Exceptional, (5 reviews)
"Everything was wonderful and clean! Amazing view and amenities!"
United States
Kylee F.
The price is HK$1,246
HK$3,374 total
includes taxes & fees
2 Jun - 3 Jun
Saltair Loft Ocean Pointe 2 BR 2 BA 1411
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)
"The unit was clean. The bed was comfortable. Everything worked well."
United States
William G.
The price is HK$1,246
HK$3,364 total
includes taxes & fees
9 Jun - 10 Jun
Blue Haven Key Largo | Ocean Pointe 1315
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

6/10 Okay
"Good place to stay, very friendly staff and great breakfast!"
Christos 1-night trip
Posted less than an hour 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:

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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?

Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7: This highly rated holiday home rental in Islamorada is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a rooftop terrace, a private garden and a selection of games so that you can immerse yourself in your holiday. Our travellers also rate Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada as a favourite home for rent in Islamorada.

How many holiday rentals are there in Islamorada?

With 410 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 Founders Park 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.