- Anglers Reef
- Beacon Reef
- Coral Cove
- Coral Harbour Club
- Executive Bay Club
- Futura Yacht Club
- Holiday House
- Lower Matecumbe Beach
- Ocean Harbour
- Palms of Islamorada
- Plantation by the Sea
- Plantation Key Colony
- Plantation Lake Estates
- Plantation Tropical Park
- Port of Call
- Sandy Cove
- Sandy Point
- Seabreeze Trailer Park
- Sea Gull Condos
- Summer Sea
- Toll Gate Shores
- Venetian Shores
- Showing 1-50 of 300+
View map
Map
Additional fees apply. Taxes may be added.
Sort By
- VRBO Sort
- Price: Low to High
Viewed 176 times in the last 48 hours
Excellent!
4.7/5
(41 reviews)
(41 reviews)
avg/night
- 2 BR
- 2 BA
- 1 HF BA
- Sleeps 6
avg/night
Townhome
#484134
7 - 8 night min stay
41
Viewed 176 times in the last 48 hours
Viewed 128 times in the last 48 hours
Wonderful!
4.8/5
(45 reviews)
(45 reviews)
avg/night
- 2 BR
- 2 BA
- Sleeps 5
avg/night
Condo
#77221
7 night min stay
45
Viewed 128 times in the last 48 hours
Viewed 107 times in the last 48 hours
Wonderful!
4.9/5
(19 reviews)
(19 reviews)
avg/night
- 2 BR
- 2 BA
- 1 HF BA
- Sleeps 6
avg/night
House
#899629
7 night min stay
19
Viewed 107 times in the last 48 hours
Viewed 268 times in the last 48 hours
Exceptional!
5/5
(25 reviews)
(25 reviews)
avg/night
- 2 BR
- 2 BA
- 1 HF BA
- Sleeps 6
avg/night
Condo
#750103
7 night min stay
25
Viewed 268 times in the last 48 hours
Viewed 96 times in the last 48 hours
Exceptional!
5/5
(31 reviews)
(31 reviews)
avg/night
- 4 BR
- 3 BA
- Sleeps 8
avg/night
House
#614739
7 night min stay
31
Viewed 96 times in the last 48 hours
- 2 BR
- 2 BA
- Sleeps 6
Condo
#873539
28 night min stay
Viewed 59 times in the last 48 hours
Viewed 51 times in the last 48 hours
Wonderful!
4.8/5
(25 reviews)
(25 reviews)
avg/night
- 2 BR
- 2 BA
- Sleeps 4
avg/night
Condo
#613561
7 night min stay
25
Viewed 51 times in the last 48 hours
Viewed 59 times in the last 48 hours
Wonderful!
4.8/5
(18 reviews)
(18 reviews)
avg/night
- 2 BR
- 2 BA
- 1 HF BA
- Sleeps 6
avg/night
House
#4208345ha
7 night min stay
18
Viewed 59 times in the last 48 hours
Viewed 121 times in the last 48 hours
Exceptional!
5/5
(14 reviews)
(14 reviews)
avg/night
- 4 BR
- 3 BA
- Sleeps 8
avg/night
House
#639492
28 night min stay
14
Viewed 121 times in the last 48 hours
Viewed 26 times in the last 48 hours
avg/night
- 2 BR
- 2 BA
- Sleeps 8
Condo
#4348821ha
28 night min stay
Viewed 26 times in the last 48 hours
Viewed 81 times in the last 48 hours
Exceptional!
5/5
(43 reviews)
(43 reviews)
avg/night
- 2 BR
- 2 BA
- 1 HF BA
- Sleeps 5
avg/night
House
#426200
7 night min stay
43
Viewed 81 times in the last 48 hours
Viewed 50 times in the last 48 hours
Wonderful!
4.9/5
(32 reviews)
(32 reviews)
avg/night
- 2 BR
- 2 BA
- 1 HF BA
- Sleeps 6
avg/night
House
#3788659ha
7 night min stay
32
Viewed 50 times in the last 48 hours
Viewed 52 times in the last 48 hours
avg/night
- 3 BR
- 2 BA
- Sleeps 10
House
#4034558ha
30 night min stay
3
Viewed 52 times in the last 48 hours
Viewed 76 times in the last 48 hours
Excellent!
4.4/5
(30 reviews)
(30 reviews)
avg/night
- 1 BR
- 1 BA
- Sleeps 5
avg/night
Condo
#9904
7 night min stay
30
Viewed 76 times in the last 48 hours
Viewed 21 times in the last 48 hours
avg/night
- 2 BR
- 2 BA
- Sleeps 5
Townhome
#1030281
30 night min stay
1
Viewed 21 times in the last 48 hours
Viewed 43 times in the last 48 hours
Excellent!
4.7/5
(35 reviews)
(35 reviews)
avg/night
- 2 BR
- 2 BA
- Sleeps 5
avg/night
Cottage
#490315
28 night min stay
35
Viewed 43 times in the last 48 hours
Viewed 117 times in the last 48 hours
Excellent!
4.5/5
(31 reviews)
(31 reviews)
avg/night
- 2 BR
- 2 BA
- Sleeps 6
avg/night
Condo
#454283
6 night min stay
31
Viewed 117 times in the last 48 hours
Viewed 63 times in the last 48 hours
Wonderful!
4.9/5
(73 reviews)
(73 reviews)
avg/night
- 3 BR
- 2 BA
- 1 HF BA
- Sleeps 8
avg/night
House
#359378
7 night min stay
73
Viewed 63 times in the last 48 hours
Viewed 45 times in the last 48 hours
Wonderful!
4.8/5
(11 reviews)
(11 reviews)
avg/night
- 4 BR
- 3 BA
- Sleeps 10
avg/night
House
#979944
29 night min stay
11
Viewed 45 times in the last 48 hours
Viewed 30 times in the last 48 hours
Wonderful!
4.8/5
(11 reviews)
(11 reviews)
avg/night
- 3 BR
- 2 BA
- Sleeps 6
avg/night
House
#307472ha
7 night min stay
11
Viewed 30 times in the last 48 hours
Viewed 53 times in the last 48 hours
Wonderful!
4.8/5
(33 reviews)
(33 reviews)
avg/night
- 2 BR
- 2 BA
- 1 HF BA
- Sleeps 6
avg/night
House
#3970025ha
7 night min stay
33
Viewed 53 times in the last 48 hours
Viewed 66 times in the last 48 hours
Exceptional!
5/5
(57 reviews)
(57 reviews)
avg/night
- 2 BR
- 2 BA
- 1 HF BA
- Sleeps 4
avg/night
Condo
#50672
7 night min stay
57
Viewed 66 times in the last 48 hours
Viewed 43 times in the last 48 hours
Exceptional!
5/5
(60 reviews)
(60 reviews)
avg/night
- 2 BR
- 2 BA
- 1 HF BA
- Sleeps 6
avg/night
House
#326184ha
7 night min stay
60
Viewed 43 times in the last 48 hours
Viewed 31 times in the last 48 hours
Wonderful!
4.8/5
(50 reviews)
(50 reviews)
avg/night
- 2 BR
- 2 BA
- 1 HF BA
- Sleeps 6
avg/night
House
#944148ha
7 night min stay
50
Viewed 31 times in the last 48 hours
Viewed 32 times in the last 48 hours
Wonderful!
4.8/5
(38 reviews)
(38 reviews)
avg/night
- 2 BR
- 2 BA
- 1 HF BA
- Sleeps 4
avg/night
House
#513264
7 night min stay
38
Viewed 32 times in the last 48 hours
Viewed 43 times in the last 48 hours
avg/night
- 4 BR
- 3 BA
- Sleeps 8
House
#976088
28 night min stay
2
Viewed 43 times in the last 48 hours
Viewed 19 times in the last 48 hours
Wonderful!
4.8/5
(13 reviews)
(13 reviews)
avg/night
- 2 BR
- 2 BA
- Sleeps 6
avg/night
Condo
#863892
7 night min stay
13
Viewed 19 times in the last 48 hours
Viewed 33 times in the last 48 hours
Exceptional!
5/5
(7 reviews)
(7 reviews)
avg/night
- 1 BR
- 1 BA
- 1 HF BA
- Sleeps 4
avg/night
Condo
#724831
28 night min stay
7
Viewed 33 times in the last 48 hours
Viewed 77 times in the last 48 hours
Exceptional!
5/5
(36 reviews)
(36 reviews)
avg/night
- 3 BR
- 3 BA
- Sleeps 6
avg/night
House
#671636
28 night min stay
36
Viewed 77 times in the last 48 hours
Viewed 61 times in the last 48 hours
Exceptional!
5/5
(9 reviews)
(9 reviews)
avg/night
- 4 BR
- 4 BA
- 1 HF BA
- Sleeps 10
avg/night
Estate
#809744
7 night min stay
9
Viewed 61 times in the last 48 hours
Viewed 52 times in the last 48 hours
Wonderful!
4.9/5
(24 reviews)
(24 reviews)
avg/night
- Studio
- 1 BA
- Sleeps 4
avg/night
Studio
#866430
28 night min stay
24
Viewed 52 times in the last 48 hours
Viewed 28 times in the last 48 hours
Exceptional!
5/5
(13 reviews)
(13 reviews)
avg/night
- 2 BR
- 2 BA
- 1 HF BA
- Sleeps 6
avg/night
House
#4269726ha
7 night min stay
13
Viewed 28 times in the last 48 hours
Viewed 28 times in the last 48 hours
Very Good!
4.2/5
(10 reviews)
(10 reviews)
avg/night
- 4 BR
- 3 BA
- 1 HF BA
- Sleeps 8
avg/night
House
#3690813ha
7 night min stay
10
Viewed 28 times in the last 48 hours
Viewed 14 times in the last 48 hours
avg/night
- 1 BR
- 1 BA
- Sleeps 4
Condo
#868856
28 night min stay
1
Viewed 14 times in the last 48 hours
Viewed 28 times in the last 48 hours
avg/night
- 3 BR
- 2 BA
- Sleeps 8
House
#1100567
29 night min stay
Viewed 28 times in the last 48 hours
Viewed 56 times in the last 48 hours
Exceptional!
5/5
(5 reviews)
(5 reviews)
avg/night
- 3 BR
- 3 BA
- Sleeps 8
avg/night
House
#701416
29 night min stay
5
Viewed 56 times in the last 48 hours
Viewed 40 times in the last 48 hours
Exceptional!
5/5
(16 reviews)
(16 reviews)
avg/night
- 2 BR
- 2 BA
- Sleeps 4
avg/night
Condo
#49422
7 night min stay
16
Viewed 40 times in the last 48 hours
Viewed 16 times in the last 48 hours
Exceptional!
5/5
(6 reviews)
(6 reviews)
avg/night
- 2 BR
- 2 BA
- Sleeps 4
avg/night
Condo
#788846
7 night min stay
6
Viewed 16 times in the last 48 hours
Viewed 41 times in the last 48 hours
Exceptional!
5/5
(17 reviews)
(17 reviews)
avg/night
- 2 BR
- 2 BA
- 1 HF BA
- Sleeps 6
avg/night
House
#4249038ha
7 night min stay
17
Viewed 41 times in the last 48 hours
Viewed 22 times in the last 48 hours
avg/night
- 2 BR
- 2 BA
- Sleeps 8
House
#829250
28 night min stay
2
Viewed 22 times in the last 48 hours
Viewed 29 times in the last 48 hours
Wonderful!
4.9/5
(30 reviews)
(30 reviews)
avg/night
- 3 BR
- 3 BA
- Sleeps 6
avg/night
House
#452120
6 night min stay
30
Viewed 29 times in the last 48 hours
Viewed 22 times in the last 48 hours
Exceptional!
5/5
(5 reviews)
(5 reviews)
avg/night
- 2 BR
- 2 BA
- Sleeps 8
avg/night
House
#4264853ha
28 night min stay
5
Viewed 22 times in the last 48 hours
Viewed 47 times in the last 48 hours
Exceptional!
5/5
(18 reviews)
(18 reviews)
avg/night
- 3 BR
- 2 BA
- Sleeps 8
avg/night
House
#3719777ha
28 night min stay
18
Viewed 47 times in the last 48 hours
Viewed 29 times in the last 48 hours
Wonderful!
4.9/5
(15 reviews)
(15 reviews)
avg/night
- 2 BR
- 2 BA
- 1 HF BA
- Sleeps 6
avg/night
Townhome
#223915ha
7 night min stay
15
Viewed 29 times in the last 48 hours
Viewed 9 times in the last 48 hours
Exceptional!
5/5
(5 reviews)
(5 reviews)
avg/night
- 2 BR
- 2 BA
- Sleeps 6
avg/night
Condo
#735867
7 night min stay
5
Viewed 9 times in the last 48 hours
Viewed 22 times in the last 48 hours
Exceptional!
5/5
(6 reviews)
(6 reviews)
avg/night
- 3 BR
- 2 BA
- 1 HF BA
- Sleeps 6
avg/night
Condo
#899855
7 night min stay
6
Viewed 22 times in the last 48 hours
Viewed 19 times in the last 48 hours
Wonderful!
4.8/5
(12 reviews)
(12 reviews)
avg/night
- 2 BR
- 2 BA
- 1 HF BA
- Sleeps 6
avg/night
House
#823516
7 night min stay
12
Viewed 19 times in the last 48 hours
Viewed 54 times in the last 48 hours
Wonderful!
4.8/5
(26 reviews)
(26 reviews)
avg/night
- 2 BR
- 2 BA
- Sleeps 6
avg/night
Condo
#301565ha
7 night min stay
26
Viewed 54 times in the last 48 hours
Viewed 16 times in the last 48 hours
Wonderful!
4.8/5
(6 reviews)
(6 reviews)
avg/night
- 3 BR
- 2 BA
- Sleeps 6
avg/night
Condo
#3827390ha
28 night min stay
6
Viewed 16 times in the last 48 hours
Viewed 82 times in the last 48 hours
Wonderful!
4.9/5
(19 reviews)
(19 reviews)
avg/night
- 5 BR
- 3 BA
- Sleeps 12
avg/night
House
#12740
7 night min stay
19
Viewed 82 times in the last 48 hours
There are no results which match your criteria. Try refining your search parameters.
Islamorada (300+)
Recent Islamorada Reviews
Great home and location.
5 of 5
This house was wonderful for my wife and I and our 4 children. We brought our boat and kept it at the convenient dock in the gated community. Our kids loved the pool, sitting on the dock, and boating to the sandbar. Wonderful vacation and cannot wait to go back.
- Submitted: Jul 24, 2017
- Stayed: Jul 2017
Loved it!
5 of 5
We are a family of five that stayed in Windley cottage for a week in July. We loved Islamorada and the community. The grounds were beautiful, conveniently located and quiet. Linda and Roger were easy to work with and available when needed with a question at check in. We were able to rent a boat slip which was very helpful and located on the property. The community has a condominium feel with common grounds, but has the privacy of a single family home. Pictures were accurate and all was great. Fishing off Alligator Reef was most successful with Yellowtail and Queen snapper. Tuna fishing was plentiful just a bit further out. Afternoon sandbar activities could be had just outside the channel. I recommend this property for anyone looking for a nice and peaceful family vacation. We stayed in Marathon last year, but found Islamorada to offer much more to do by boat with great restaurants we could dock at and the water was much better quality.
- Submitted: Jul 23, 2017
- Stayed: Jul 2017