Most Popular

from
$315
/nt
2 beds
Venetian Shores
Escape the bustling crowds of Florida by renting this spacious vacation rental in Islamorada for your vacation in Florida. A two bedroom two bath private house in a tran...
from
$500
/nt
5 beds
Venetian Shores
This home is located in Islamorada in prestigious Venetian Shores at Mile Marker 86 on the bay side. This luxurious property has 5 bedrooms and 5 bathrooms, over 4200 sq...
from
$315
/nt
3 beds
Islamorada
King Fisher. High Speed DSL! Welcome, this lovely 3-bedroom home in Safety Harbor, on Lower Matecumbe. This home features spacious living areas, with very comfortable fu...

Listings

from
$260
/nt
2 beds
Islamorada
This great 2 bedroom 2 bath home has a wonderful ocean view from the decks plus protected dockage. Located in Lower Matacumbe on the ocean side of the island. A wonderfu...
from
$160
/nt
4 beds
Venetian Shores
Large, quiet home located in exclusive Venetian Shores, MM86. Two story, 4 bd, 3 ba home on deep water canal with 70ft of dock space. Upstairs, 3 bd, 2 ba. with large op...
from
$260
/nt
2 beds
Islamorada
Pelican Landing A 2-bedroom/2bath home, this hidden gem is located on Lower Matecumbe near mile marker 75. Step out the back of this house and enjoy the quiet serenity o...
from
$160
/nt
2 beds
Islamorada
Located on Lower Matecumbe, near mile marker 75, this charming little 2-bedroom/1 bath downstairs unit is perfect for a quiet getaway. Look out onto a large bayside lago...
from
$200
/nt
3 beds
Islamorada
Welcome to paradise! We are renting our beautiful house in Islamorada (Lower matacumbe key) You can't find a more quiet or peaceful neighborhood, safe for kids, perfect...
from
$170
/nt
2 beds
Islamorada
Total seclusion in 10 unit oceanfront complex along millionaires row on Plantation Key, Islamorada, the Sport Fishing Capital of the World. Off old highway, away from al...
from
$200
/nt
2 beds
Islamorada
Total seclusion in 10 unit oceanfront complex along millionaires row on Plantation Key, Islamorada, the Sport Fishing Capital of the World. Off the old highway, away fro...
5 beds
Islamorada
Tropical Oceanfront Walled Estate. Protected Boat Basin, Deep Water, Great Views, Keys Living at it's Best. This Property is located in the heart of Millionaires Row on...
from
$575
/nt
3 beds
Islamorada
This great Bay Side pool home is located in Islamorada and has everything you would want for a perfect vacation. 3 bedrooms, heated pool, dockage, chickee, there is even...
from
$360
/nt
2 beds
Venetian Shores
The focal point of this spacious Florida Keys vacation home is its great room. kitchen stainless steel appliances, wine cooler, wet bar, dining room and living room comb...
from
$860
/nt
5 beds
Islamorada
Located at Mile Marker 86.5 with 5 bedrooms, 3 Baths, this property sleeps 10-12. Gated estate home offers magnificent sunrises viewed from both 2nd and 3rd floor balcon...
November 09, 2013
To say I’m excited about my trip to Florida next week would be an understatement and to say I’m stoked about the overnight trip to the Key Largo/Islamorada area would be an even bigger understatement....
September 04, 2012
Today, the guys made plans to go jet skiing for an hour in Islamorada, about 30 minutes north, so us girls took Travis to Theater of the Sea to see an assortment of shows. While there, we took a ride...
August 03, 2012
On a recent trip, my favorite slice came from Ma's on Islamorada, one of the upper Keys. Ma's isn't a fancy restaurant; officially it's a fish camp but don't let that distract you. Ma's serves the pi...
July 24, 2012
Last week, my teacher friends and I decided to take an impromptu trip to the Tiki Bar in Islamorada (Holiday Isle) near the Middle Keys. We were surprised by the fact that this was no longer a "public...
July 14, 2012
On Tuesday, July 10, 2012, I ate lunch at Ma's Fish Camp located at 105 Palm Avenue, Islamorada, FL 33036. The place was, as my mom says, "Keysey". It had nice paintings for sale by local artists hang...
June 14, 2012
Father's day is Sunday! My son and i are taking daddy to Anna Maria Saturday followed by a seafood feast! If we play our cards right we may shuttling off from Anna Maria to Shell Key, now that is a...
April 01, 2012
I don't know if you've been reading my blog for this long, but when we left Miami last year in January, I got it in my head to see Stiltsville, houses built out in the flats on the eastern edge of Bis...
November 23, 2011
Smart tarpon like to hang out at Robbie's Pier in Islamorada, in the Florida Keys. They hang out at Robbie's because this is where people come to feed them. For $3, you can get a bucket of small dead ...
February 08, 2011
I had the pleasure to visit the Florida Keys last week and get out of the miserable cold that blasted into Colorado, while Josh and I were there, we visited two State Parks for hiking and snorkeling. ...
March 06, 2010
It was in just such a spot that my husband Jay and I stopped to photograph a at sunset. So, it happened that we approached Islamorada near dark, when the sunset afterglow had disappeared into the wav...
Do you tweet about Islamorada? Add your Twitter feed to this page.
Updating... Loading
In
Out
July
2014
Su Mo Tu We Th Fr Sa
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
August
2014
Su Mo Tu We Th Fr Sa
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
September
2014
Su Mo Tu We Th Fr Sa
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
October
2014
Su Mo Tu We Th Fr Sa
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
November
2014
Su Mo Tu We Th Fr Sa
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
December
2014
Su Mo Tu We Th Fr Sa
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
January
2015
Su Mo Tu We Th Fr Sa
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
February
2015
Su Mo Tu We Th Fr Sa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
Clear Dates