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Islamorada
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Vacation Rentals
>
World
>
USA
>
Florida
>
Florida Keys
>
Upper Florida Keys
>
Islamorada
4
BR /
4
BA /
1
HF BA /
Sleeps
12
Featured
2
BR /
Sleeps
4
Featured
2
BR /
2
BA /
Sleeps
6
From $750/wk
Featured
4
BR /
3
BA /
Sleeps
8
Featured
2
BR /
1
BA /
1
HF BA /
Sleeps
8
From $2,100/wk
Featured
Islamorada Golf
(65)
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Accepts Online Payments
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Special Offers First
Bayfront with Free Dockage and Outstanding View!
1 Bedrooms, Sleeps 4
Bayfront with Free Dockage and Outstanding View!
1
BR,
Sleeps
4
Upper Florida Keys
>
Islamorada Condo
#252520
(6)
Compare
Oceanfront End Unit, Internet, Pool, Tennis, PANORAMIC OCEAN VIEWS
2 Bedrooms,
2
Bathrooms
, Sleeps 5
Oceanfront End Unit, Internet, Pool, Tennis, PANORAMIC OCEAN VIEWS
2
BR,
2
BA,
Sleeps
5
Upper Florida Keys
>
Islamorada Condo
#151910
(8)
Compare
Islamorada Oceanfront Estate 2 Lush Acres with Dockage Private
4 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 12
Islamorada Oceanfront Estate 2 Lush Acres with Dockage Private
4
BR,
4
BA,
1
HF BA,
Sleeps
12
Upper Florida Keys
>
Islamorada House
#73619vb
1 Review
Compare
Ocean Front - Catch Bonefish &Tarpon from our 450-foot fishing pier.
4 Bedrooms,
3
Bathrooms
, Sleeps 8
Ocean Front - Catch Bonefish &Tarpon from our 450-foot fishing pier.
4
BR,
3
BA,
Sleeps
8
Upper Florida Keys
>
Islamorada Lodge
#294142
Compare
Best Islamorada Vacation Rental
3 Bedrooms, Sleeps 6
$272
per night
Best Islamorada Vacation Rental
5 - 7 night Minimum Stay
3
BR,
Sleeps
6
Upper Florida Keys
>
Islamorada House
#153876
(26)
Compare
Mitchell's Keys Villa - Private, Secluded House on the Bay
2 Bedrooms, Sleeps 4
Mitchell's Keys Villa - Private, Secluded House on the Bay
2
BR,
Sleeps
4
Upper Florida Keys
>
Islamorada House
#236873
(60)
Compare
Magnificent Ocean View from Private Roof Top Sundeck!
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
Magnificent Ocean View from Private Roof Top Sundeck!
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Upper Florida Keys
>
Islamorada Townhome
#153551
(18)
Compare
Spectacular 3 Story Pool Home On Deep Dockage Minutes Ocean& Bay Tavernier Creek
4 Bedrooms,
3
Bathrooms
, Sleeps 8
$700
per night
Spectacular 3 Story Pool Home On Deep Dockage Minutes Ocean& Bay Tavernier Creek
1 - 14 night Minimum Stay
4
BR,
3
BA,
Sleeps
8
Upper Florida Keys
>
Islamorada House
#3014301
Compare
Tropically Furnished Condo with Ocean Views
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$750 - $1,050
per week
Tropically Furnished Condo with Ocean Views
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Islamorada Condo
#301565
(11)
Compare
Upscale Family Friendly Gated Community - Direct Ocean Access
2 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 8
$2,100
per week
Upscale Family Friendly Gated Community - Direct Ocean Access
7 night Minimum Stay
2
BR,
1
BA,
1
HF BA,
Sleeps
8
Upper Florida Keys
>
Islamorada Villa
#477726vb
Compare
Waterfront Paradise with Private Beach
3 Bedrooms,
2
Bathrooms
, Sleeps 10
Waterfront Paradise with Private Beach
3
BR,
2
BA,
Sleeps
10
Upper Florida Keys
>
Islamorada House
#323488
(10)
Compare
Ocean Front Heated Pool w/Stunning ocean views,Tiki Hut Bar, 90' of Dockage
3 Bedrooms,
3
Bathrooms
, Sleeps 8
Ocean Front Heated Pool w/Stunning ocean views,Tiki Hut Bar, 90' of Dockage
3
BR,
3
BA,
Sleeps
8
Upper Florida Keys
>
Islamorada House
#423195vb
(11)
Compare
Ocean Harbour- It Has It All for Your Keys Adventure MONTLY RENTAL
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 8
$7,000
per month
Ocean Harbour- It Has It All for Your Keys Adventure MONTLY RENTAL
28 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
8
Upper Florida Keys
>
Islamorada Condo
#3478902
Compare
Florida Keys Islamorada Deep Water Dockage Best Value in Keys
3 Bedrooms,
2
Bathrooms
, Sleeps 7
$250 - $400
per night
Florida Keys Islamorada Deep Water Dockage Best Value in Keys
3 night Minimum Stay
3
BR,
2
BA,
Sleeps
7
Upper Florida Keys
>
Islamorada Townhome
#221210
(9)
Compare
Islamorada – Simply Beautiful with Free Wifi & Many Extras
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$180
per night
Islamorada – Simply Beautiful with Free Wifi & Many Extras
5 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Islamorada Townhome
#397581vb
(8)
Compare
Keys wtih Ease 3/3 Oceanside Canal-Larg Waterfront Dockage, WiFi-Clean, Quiet
3 Bedrooms,
3
Bathrooms
, Sleeps 6
Keys wtih Ease 3/3 Oceanside Canal-Larg Waterfront Dockage, WiFi-Clean, Quiet
3
BR,
3
BA,
Sleeps
6
Upper Florida Keys
>
Islamorada House
#242664
(7)
Compare
Islamorada Luxury Ocean View Townhouse w/private beach & dock
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
Islamorada Luxury Ocean View Townhouse w/private beach & dock
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Upper Florida Keys
>
Islamorada Townhome
#223915
(7)
Compare
Ocean Front, Spectacular Home, Pool, Panoramic View, On Private Beach!
5 Bedrooms,
4
Bathrooms
, Sleeps 16
Ocean Front, Spectacular Home, Pool, Panoramic View, On Private Beach!
5
BR,
4
BA,
Sleeps
16
Upper Florida Keys
>
Islamorada House
#3012420
Compare
Angler's Reef, Beautiful new home, Ocean front. Islamorada FL
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 4
$1,200 - $1,400
per week
Angler's Reef, Beautiful new home, Ocean front. Islamorada FL
7 night Minimum Stay
2
BR,
2
BA,
1
HF BA,
Sleeps
4
Upper Florida Keys
>
Islamorada Townhome
#220629
(27)
Compare
Mitchell's Bay View Villa - Islamorada House on the Bay
2 Bedrooms,
2
Bathrooms
, Sleeps 6
Mitchell's Bay View Villa - Islamorada House on the Bay
2
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Islamorada Villa
#276208
(54)
Compare
Tropical Beauty: Venetian Shores Canal Front Home! Private Pool & 70' Dock!
4 Bedrooms,
4
Bathrooms
, Sleeps 8
$500
per night
Tropical Beauty: Venetian Shores Canal Front Home! Private Pool & 70' Dock!
6 night Minimum Stay
4
BR,
4
BA,
Sleeps
8
Upper Florida Keys
>
Islamorada House
#3013474
Compare
Lovely Islamorada Studio in the Heart of the Keys
Studio,
1
Bathroom
, Sleeps 4
$500
per week
Lovely Islamorada Studio in the Heart of the Keys
7 night Minimum Stay
Studio,
1
BA,
Sleeps
4
Upper Florida Keys
>
Islamorada Studio
#121530
(33)
Compare
Sleep On The Water in a Houseboat
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$160
per night
Sleep On The Water in a Houseboat
5 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Islamorada House Boat
#3022377
2 Reviews
Compare
Open Water Sunset View, Heated Pool, Beach , Optional Deeded Dock & WI FI
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$900
per week
Open Water Sunset View, Heated Pool, Beach , Optional Deeded Dock & WI FI
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Upper Florida Keys
>
Islamorada Condo
#271544
(15)
Compare
Open Water Sunset View, WI FI, Huge Warm Pool, Optional Deeded Dock
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$800
per week
Open Water Sunset View, WI FI, Huge Warm Pool, Optional Deeded Dock
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Upper Florida Keys
>
Islamorada Condo
#352115
(4)
Compare
Venetian Shores .. Pool Home Quick Ocean/Bay Access
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 10
Venetian Shores .. Pool Home Quick Ocean/Bay Access
4
BR,
3
BA,
1
HF BA,
Sleeps
10
Upper Florida Keys
>
Islamorada House
#177340
(8)
Compare
Islamorada Waterfront Paradise Getaway
Studio,
1
Bathroom
, Sleeps 2
$900 - $1,400
per week
Islamorada Waterfront Paradise Getaway
7 night Minimum Stay
Studio,
1
BA,
Sleeps
2
Upper Florida Keys
>
Islamorada Studio
#335802
(36)
Compare
Millionaire’s Playground: Custom Gated Home with Ocean Views, Pool & Wet Bar
7 Bedrooms,
6
Bathrooms
, Sleeps 16
Millionaire’s Playground: Custom Gated Home with Ocean Views, Pool & Wet Bar
7
BR,
6
BA,
Sleeps
16
Upper Florida Keys
>
Islamorada House
#3012161
Compare
Quiet Oceanfront Condo with Superb Oceanview
1 Bedrooms,
1
Bathroom
, Sleeps 4
$700 - $900
per week
Quiet Oceanfront Condo with Superb Oceanview
7 - 28 night Minimum Stay
1
BR,
1
BA,
Sleeps
4
Upper Florida Keys
>
Islamorada Condo
#217210
(10)
Compare
Key West Charm in the Heart of Islamorada - one block to public beach
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$6,000
per month
Key West Charm in the Heart of Islamorada - one block to public beach
30 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Islamorada House
#142257
1 Review
Compare
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