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Explore Islamorada from Your Luxury Lodging

Luxury rental homes are available in Islamorada, Florida, with up to five bedrooms that will accommodate a dozen people in comfort and style. Many of these residences are oceanfront, and you can even find one that includes your own private fishing pier and swimming pool. Linens are provided, and each dwelling includes a washer and dryer. The homes are beautifully furnished and come with completely outfitted kitchens.

Eco-tours

Tour companies in Islamorada offer a variety of walking and boating tours. An eco-tour will give you a chance to see the gorgeous natural scenery of the Florida Keys up close. The Indian Key walking tour combines land and sea, with a twenty-minute kayak ride to the beautiful and unspoiled island of Indian Key. The tour includes a narrated description of the rich history of this unique island.

Water Sports

There are a lot of options when it comes to water sports in Islamorada. Jets ski and boat rentals are available, and there are plenty of guided boat tours. Fishing, diving and snorkeling gear can be rented, along with transportation to locations like Alligator Reef, a marine sanctuary filled with sea life. Reservations are recommended to make sure that the equipment you need will be available.

Sport Fishing

Islamorada has the largest sport fishing fleet in the Florida Keys. Fishing tournaments are held there every year, with bonefish and sailfish being the main objects of pursuit. Fishing excursions are offered for visitors, and some restaurants will even cook your catch for a small fee.

Dining and Nightlife

Local Restaurants

No matter what kind of food you prefer, you can find it at one of the many popular restaurants on Islamorada. Naturally, seafood is the specialty, but restaurants like the M.E.A.T. Eatery and Taproom also offer delicious burgers and steaks along with pulled pork. Chef Michael's offers upscale dining for lunch or dinner, and their ceviche is one of the house specialties. The menu also offers delicious crab soup and lobster tempura.

Local Music Scene

The nightlife on Islamorada is low-key and laid-back, with a tropical vibe. Florida Keys Brewing Company and Islamorada Fishing Club are two of the popular spots for kicking back with a craft brew or a frozen drink. Lazy Days Restaurant and Sharkey's Pub and Galley offer live, local music in the evening.

Weather

Islamorada is sunny and warm just about year-round. Temperatures in the winter range from the mid-sixties to the high seventies, and the thermometer rarely tops ninety degrees in the summer. Spring and fall are the best times to visit because it's warm enough to lie on the beach but not too hot to enjoy outdoor activities. From the beginning of October to the end of May, there are very few rainy days.

How to Get There

To reach Islamorada by plane, it's best to fly into the Miami or Ft. Lauderdale airport. Once you arrive, there are several car and van rental companies to choose from. Shuttles also operate from the airport to Islamorada and other locations in the Florida Keys. Some of them provide luxuries like mini-bars, and all of them are air-conditioned.

If you are driving, take Exit 4 from the Florida Turnpike. This will connect you to Route U.S. 1, a highway that extends all the way through the Keys. But be careful, because speed limits are enforced in the area. Greyhound Bus also provides a shuttle to the Keys, and this is a picturesque way to see the sights along the way.

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Viewed 168 times in the last 48 hours
  • 1 BR
  • 1 BA
$95
avg/night
House #1055960vb
Viewed 260 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1400 sq. ft.
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Townhome #1090112vb
2
Viewed 69 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 525 sq. ft.
avg/night
House #1186950vb
Viewed 197 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1040 sq. ft.
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House #1156382vb
2
Viewed 32 times in the last 48 hours
  • 2 BR
  • 2 BA
avg/night
Townhome #1030281vb
3
Viewed 65 times in the last 48 hours
  • Studio
  • 1 BA
  • 400 sq. ft.
Wonderful! 4.9/5
(27 reviews)
$83
avg/night
Studio #866430vb
27
Viewed 85 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1 HF BA
  • 1387 sq. ft.
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House #4298356
Viewed 137 times in the last 48 hours
  • 2 BR
  • 2 BA
Wonderful! 4.9/5
(20 reviews)
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House #133481vb
20
Viewed 24 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 575 sq. ft.
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Viewed 16 times in the last 48 hours
  • 2 BR
  • 3 BA
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Townhome #1139578vb
1
Viewed 105 times in the last 48 hours
  • 3 BR
  • 2 BA
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Condo #1212803vb
Viewed 21 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1400 sq. ft.
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Townhome #1107240vb
1
Viewed 30 times in the last 48 hours
  • 2 BR
  • 2 BA
Excellent! 4.3/5
(9 reviews)
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Townhome #380165vb
9
Viewed 58 times in the last 48 hours
  • 3 BR
  • 3 BA
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House #1211334vb
Viewed 31 times in the last 48 hours
  • 1 BR
  • 1 BA
Good! 3.7/5
(6 reviews)
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Condo #690152vb
6
Viewed 60 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1 HF BA
Wonderful! 4.8/5
(41 reviews)
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House #3970025
41
Viewed 47 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1 HF BA
  • 1376 sq. ft.
Wonderful! 4.9/5
(32 reviews)
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House #507954vb
32
Viewed 43 times in the last 48 hours
  • 3 BR
  • 2 BA
Wonderful! 4.8/5
(10 reviews)
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Condo #324205vb
10
Viewed 18 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1470 sq. ft.
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House #4555954
Viewed 47 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1 HF BA
  • 1522 sq. ft.
Exceptional! 5/5
(19 reviews)
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House #677953vb
19
Viewed 154 times in the last 48 hours
  • 3 BR
  • 3 BA
Wonderful! 4.9/5
(17 reviews)
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17
Viewed 22 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 1 HF BA
  • 1500 sq. ft.
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House #4546416
Viewed 40 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1172 sq. ft.
Wonderful! 4.9/5
(17 reviews)
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Condo #863892vb
17
Viewed 81 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 1300 sq. ft.
Excellent! 4.5/5
(15 reviews)
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House #686520vb
15
Viewed 13 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1 HF BA
  • 1644 sq. ft.
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Townhome #4473415
Viewed 39 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1152 sq. ft.
Very Good! 4/5
(7 reviews)
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Condo #884970vb
7
Viewed 15 times in the last 48 hours
  • 1 BR
  • 1 BA
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House #4555907
Viewed 34 times in the last 48 hours
  • Studio
  • 1 BA
  • 1200 sq. ft.
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1
Viewed 74 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 525 sq. ft.
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House #1241858vb
Viewed 58 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1594 sq. ft.
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House #4555893
1
Viewed 29 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 1 HF BA
  • 968 sq. ft.
Exceptional! 5/5
(8 reviews)
$83
avg/night
Condo #724831vb
8
Viewed 74 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1179 sq. ft.
Excellent! 4.5/5
(35 reviews)
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Condo #454283vb
35
Viewed 20 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1300 sq. ft.
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House #911239vb
3
Viewed 55 times in the last 48 hours
  • 3 BR
  • 3 BA
  • 1 HF BA
Exceptional! 5/5
(30 reviews)
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House #370890vb
30
Viewed 52 times in the last 48 hours
  • 1 BR
  • 800 sq. ft.
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Guest House #4729283
2
Viewed 75 times in the last 48 hours
  • 2 BR
  • 2 BA
Wonderful! 4.9/5
(17 reviews)
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Condo #795441vb
17
Viewed 18 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 853 sq. ft.
Exceptional! 5/5
(7 reviews)
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Condo #788846vb
7
  • 1 BR
  • 1 BA
View details for price
Mobile Home #4818207
Viewed 44 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 900 sq. ft.
Excellent! 4.4/5
(9 reviews)
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Condo #784682vb
9
Viewed 83 times in the last 48 hours
  • 1 BR
  • 1 BA
Excellent! 4.4/5
(35 reviews)
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Condo #9904vb
35
Viewed 52 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1176 sq. ft.
Wonderful! 4.8/5
(48 reviews)
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Condo #77221vb
48
Viewed 18 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 650 sq. ft.
Excellent! 4.7/5
(35 reviews)
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Condo #197265vb
35
Viewed 65 times in the last 48 hours
  • 2 BR
  • 2 BA
Wonderful! 4.9/5
(14 reviews)
avg/night
Condo #18699vb
14
Viewed 91 times in the last 48 hours
  • 2 BR
  • 2 BA
Exceptional! 5/5
(6 reviews)
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Condo #1021237vb
6
Viewed 36 times in the last 48 hours
  • 2 BR
  • 2 BA
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House #4779222
Viewed 8 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1100 sq. ft.
Wonderful! 4.9/5
(7 reviews)
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Condo #4191272
7
Viewed 21 times in the last 48 hours
  • 1 BR
  • 1 BA
$95
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Condo #1251151vb
Viewed 68 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1 HF BA
  • 1200 sq. ft.
Exceptional! 5/5
(23 reviews)
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House #899629vb
23
  • 2 BR
  • 1 BA
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House #981778vb
Viewed 26 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 1 HF BA
  • 850 sq. ft.
Excellent! 4.7/5
(28 reviews)
avg/night
Condo #17144vb
28
 

Recent Islamorada Reviews

Beautifully appointed home with very responsive owners

5 of 5
Our family rented three homes in Anglers Reef and Windley Key surpassed all expectations. The home is child ready which was perfect for our son and his young children. The owners obviously love their home and that shone through on all of our conversations with them from the initial to closing contacts. We would highly recommend this home.
  • Submitted: Jan 09, 2018
  • Stayed: Dec 2017

Nice and quiet

4 of 5
Property was cute with lovely ocean views. Very quiet there. Everything is 10-15 minutes from the property. Groceries are 15-20 + drive. Place was nice for a lazy sort of vacation. We enjoyed renting kayaks and paddle boards for daytime fun. The yard is small and after Irma, there is no "beach" as it once had, but we dealt with it. Lots of Iguanas on the property which were fun to watch from the balcony.We would return for a laid back vacation.
  • Submitted: Nov 08, 2017
  • Stayed: Oct 2017