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1,000 Rentals In Islamorada
United States
Florida
Monroe Area
Florida Keys
Islamorada
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Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
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Parking
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Smoking Allowed
Grill
Islamorada Ocean Views\nNew 2\/2 Waterfront bars\/restaurants\/shopping close by\n
2
2.0
5
Islamorada Florida Mobile home
From $90 per night
(USD)
☀️Luxury 3 BR Remodeled! Ocean View, Pool Spa, Marina Bikes Kayak Tennis\/Pickle
3
3.0
6
Islamorada Florida Condo
From $511 per night
(USD)
Beautiful New Island Home for 2 Small Families
5
3.0
8
Tavernier Florida Private vacation home
From $480 per night
(USD)
Tropical Paradise at Futura Yacht Club
2
2.0
6
Tavernier Florida Condo
From $215 per night
(USD)
Beautiful 3 Bedroom Condo with Ocean Views Located in Lower Matecumbe
3
3.0
6
Islamorada Florida Private vacation home
From $448 per night
(USD)
Alligator Reef Conch & Lobster Homes, a special slice of paradise
5
5.0
14
Islamorada Florida Private vacation home
From $1045 per night
(USD)
Gorgeous Anglers Reef Islamorada Florida Keys Oceanfront Pool
2
3.0
6
Islamorada Florida Private vacation home
From $602 per night
(USD)
Canal front Oasis with Pool and Tiki Hut
3
2.0
6
Tavernier Florida Private vacation home
From $198 per night
(USD)
Seaside Sanctuary 5 bed, 5 bath pool home
5
5.0
10
Tavernier Florida Private vacation home
From $1000 per night
(USD)
Paradise Retreat
3
3.0
8
Islamorada Florida Private vacation home
From $450 per night
(USD)
POOL AND DEEP WATER DOCK
3
2.0
6
Islamorada Florida Private vacation home
Click For Pricing
Front Row, DIRECT Ocean\/Pool Views, Anglers Reef, Islamorada. Boat Dock, Beach
2
3.0
6
Islamorada Florida Private vacation home
From $735 per night
(USD)
Cute Canal front Venetian Shores Weekly Rental!
3
2.0
4
Islamorada Florida Private vacation home
From $496 per night
(USD)
Bay Views from this Charming 3 Bedroom Canal Home
3
3.0
6
Tavernier Florida Private vacation home
From $193 per night
(USD)
Panoramic Ocean Views from this 3 Bedroom Islamorada Home
3
3.0
6
Islamorada Florida Private vacation home
From $434 per night
(USD)
Home in Islamorada Florida
4
3.0
12
Tavernier Florida Private vacation home
From $365 per night
(USD)
Cheerful 4bedroom and 4 1\/2 bath
4
5.0
8
Tavernier Florida Private vacation home
Click For Pricing
Little Piece of Paradise (AVAIL Oct-Dec)
3
1.0
8
Islamorada Florida Private vacation home
Click For Pricing
Tiki Bar,Heated Pool,Pri Spa, kayaks,SUP’s,Bikes,BBQ,Fire ring, outside TV, more
2
1.0
5
Islamorada Florida Private vacation home
From $575 per night
(USD)
Unique 2 Bedroom Bay Front Home with Roof Top Terrace
2
2.0
4
Islamorada Florida Private vacation home
From $373 per night
(USD)
Quiet Home Amazing Sunsets+Sandy Beach+Pier+Heated Pool+Bikes+2 Kayaks+2 Offices
3
2.0
6
Islamorada Florida Private vacation home
From $295 per night
(USD)
Renovated canal home in Islamorada. Views from 2nd fl pool, partial 65' of dock.
4
3.0
8
Tavernier Florida Private vacation home
From $957 per night
(USD)
Work remote, or not at all, in paradise at this cozy, beachy condo!
2
2.0
6
Tavernier Fl Condo
From $204 per night
(USD)
Beautiful 'Keysey' Condo in Gated Community 24-0169
2
3.0
4
Islamorada Florida Condo
From $319 per night
(USD)
Islamorada Luxury Waterfront Condo with Boat Slip
2
3.0
6
Islamorada Florida Condo
From $350 per night
(USD)
Beautiful Condominium with with Ocean view, Protected Boat Slip, Tennis,
2
3.0
4
Islamorada Florida Condo
From $315 per night
(USD)
Oceanfront! Oceanfront! Oceanfront!
2
2.0
4
Tavernier Florida Condo
From $325 per night
(USD)
Vacation Condo at Futura Yacht Club
2
2.0
6
Islamorada Florida Condo
From $186 per night
(USD)
Tastefully Renovated Townhome with Great Community Amenities
2
3.0
6
Islamorada Florida Private vacation home
From $175 per night
(USD)
Discover the Charm of Island Living
2
2.0
4
Islamorada Florida Condo
From $243 per night
(USD)
Penthouse view - Futura Yacht Club #604
3
2.0
5
Tavernier Florida Condo
From $209 per night
(USD)
Executive Bay Club Condo (2 bds + loft & 3 full baths)
2
3.0
9
Islamorada Florida Private vacation home
From $170 per night
(USD)
A great place to relax, fish, or even work from. 2\/2 , 66 ft
2
2.0
7
Tavernier Florida Private vacation home
Click For Pricing
Beautiful Bayfront Home with Amazing Sunsets
4
3.0
8
Islamorada Florida Private vacation home
From $700 per night
(USD)
Spectacular Top Floor Oceanfront View Condo
1
1.0
2
Plantation Key Florida Condo
From $142 per night
(USD)
Private Pool, Completely Renovated Lovely Cottage Home in Islamorada
4
3.0
8
Islamorada Florida Private vacation home
From $514 per night
(USD)
Super Penthouse - Futura Yacht Club #603
2
2.0
4
Tavernier Florida Condo
From $400 per night
(USD)
4 BR Ocean front Condo in Islamorada, FL Keys steps away from pool & sandy beach
4
5.0
8
Islamorada Florida Condo
From $2571 per night
(USD)
OPEN -Endless Bay Views... Sues Promise private villas, beach, dock, Islamorada
1
1.0
4
Islamorada Florida Villa
From $239 per night
(USD)
Ocean Front 4 Bedroom Estate with Private Beach
4
5.0
12
Islamorada Florida Villa
From $1643 per night
(USD)
5 Bedroom Ocean Front Pool Home
5
5.0
10
Islamorada Florida Villa
From $1429 per night
(USD)
Beautiful Townhouse in the heart of the Florida Keys
2
2.0
10
Islamorada Florida Private vacation home
From $130 per night
(USD)
Pineapple Point pet friendly paradise Islamorada\n\n
2
2.0
6
Tavernier Florida Mobile home
From $150 per night
(USD)
Islamorada 3\/2 condo. Dockage, swimming pool, sunsets
3
2.0
6
Islamorada Florida Condo
From $267 per night
(USD)
Incredible Bayside Home in the Florida Keys!
3
3.0
8
Islamorada Florida Private vacation home
From $305 per night
(USD)
Family\/Pet Friendly Venetian Shores Home
3
2.0
6
Islamorada Florida Private vacation home
From $468 per night
(USD)
Bright & Cheery Pool Front Home with Ocean Views at Anglers Reef in Islamorada
2
3.0
6
Islamorada Florida Private vacation home
From $500 per night
(USD)
Anglers Reef Direct Ocean, 4 bedroom, Dock, Comm Pool & Beach
4
3.0
8
Islamorada Florida Private vacation home
From $600 per night
(USD)
Just a Few Friends - Ocean View and Bring your Boat!
2
3.0
4
Islamorada Florida Condo
From $292 per night
(USD)
Waterfront Oasis Legal weekly rental*Mins2Beach*Tons of dockage
5
3.0
12
Islamorada Florida Private vacation home
From $943 per night
(USD)
BAYSIDE PARADISE ~ Heart of Islamorada ~ Private Boat Dockage
4
4.0
8
Islamorada Florida Private vacation home
Click For Pricing
Indian Mound - Islamorada Keys Bungalow
3
2.0
8
Tavernier Florida Private vacation home
From $175 per night
(USD)
Charming 2 Bedroom Condo in Wonderful Beacon Reef
2
2.0
4
Islamorada Florida Private vacation home
From $162 per night
(USD)
Aqua Lodge Houseboat \"The Grey Lady\"
4
2.0
6
Tavernier Florida House boat
From $500 per night
(USD)
Aqua Lodge Houseboat \"Sea Turtle\"
1
1.0
2
Tavernier Florida House boat
From $333 per night
(USD)
Aqua Lodge Houseboat \"Calypso\"
3
2.0
6
Tavernier Florida House boat
From $480 per night
(USD)
Aqua Lodge Houseboat \"Captain's Quarters\"
2
1.0
4
Tavernier Florida House boat
From $353 per night
(USD)
Private Tropical Oasis
1
1.0
2
Islamorada Florida Apartment
From $180 per night
(USD)
Venetian Shores Pool Home
4
3.0
6
Islamorada Florida Private vacation home
From $342 per night
(USD)
Aqua Lodge Houseboat \"Yellow Tail \"
1
1.0
5
Tavernier Florida House boat
From $356 per night
(USD)
Aqua Lodge Houseboat \"Tarpon\"
1
1.0
5
Tavernier Florida House boat
From $356 per night
(USD)
Beautifully Updated Studio Apartment, Summer Sea Condo
1.0
2
Tavernier, Florida Condo
From $106 per night
(USD)
Luxury Oceanfront Villa with Resort Amenities
4
5.0
8
Islamorada Florida Villa
From $2433 per night
(USD)
Radiant Suite with Ocean View and Resort Amenities
1
1.0
4
Islamorada Florida Guest house
From $795 per night
(USD)
Alluring Accessible Suite with Ocean Views
1
1.0
4
Islamorada Florida Guest house
From $789 per night
(USD)
Pristine Accessible Oceanfront Villa at Islamorada
4
5.0
8
Islamorada Florida Villa
From $2221 per night
(USD)
San Remo Canal Front
5
4.0
10
Islamorada Florida Private vacation home
From $468 per night
(USD)
Ocean Views from Balcony, Living Room and Bedroom. Islamorada License 24-0380
1
1.0
2
Tavernier \/ Islamorada fl Condo
From $163 per night
(USD)
THE premier gated oceanfront complex in the heart of Islamorada.
3
2.0
6
Islamorada Florida Condo
From $575 per night
(USD)
Paradise Found - Three Story Beach House w\/ private beach, dock and Ocean Views
3
3.0
6
Islamorada Florida Villa
From $470 per night
(USD)
Luxury villa with beautiful bay views | Pool | Little Basin Villas | Bay Villa 9
3
4.0
6
Islamorada Florida Private vacation home
From $776 per night
(USD)
Waterfront Sunset View Aqua Villa Dolphin @ Mangrove Marina Resort
2
1.0
5
Tavernier Florida House boat
From $356 per night
(USD)
To Paradise \nBook our website fishing & excursions bigdavechartersandtours.com\n
4
2.0
14
islamorada Florida Private vacation home
From $764 per night
(USD)
Beautifully Renovated 2 Bedroom Condo
2
2.0
4
Islamorada Florida Private vacation home
From $193 per night
(USD)
Manatee Harbor - Bayfront Home on Plantation Key
4
5.0
12
Tavernier Florida Private vacation home
From $654 per night
(USD)
4 bedroom, Ocean front,Top tier Condo in Islamorada, Florida Keys
4
5.0
8
Islamorada Florida Private vacation home
From $1616 per night
(USD)
Plantation Key Colony Canal with Boat lift
2
2.0
6
Plantation Key Florida Private vacation home
From $213 per night
(USD)
Ocean Views for DAYS!
2
2.0
4
Islamorada Florida Private vacation home
From $374 per night
(USD)
Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock
3
3.0
6
Islamorada Florida Condo
From $521 per night
(USD)
Spring & summer dates available licensed rental vr #24-0235 NO BOATS
2
2.0
6
tavernier Florida Condo
From $157 per night
(USD)
Beautiful Cottage in Islamorada on canal front! Wifi, Smart TVs and No Stairs!
3
1.0
8
Tavernier Florida Private vacation home
From $228 per night
(USD)
Charming and Cozy Townhouse in the Fl Keys with Pool and Beach Access
2
2.0
4
Islamorada Florida Private vacation home
From $172 per night
(USD)
COASTAL ELEGANCE FOR RENT IN ISLAMORADA !!! PARADISE FOUND ON DEEP WATER
3
2.0
6
Plantation Key Florida Private vacation home
From $565 per night
(USD)
Sanctuary In Paradise Featured On H G T V
4
4.0
10
Tavernier Florida Private vacation home
From $886 per night
(USD)
Relax in Islamorada-Canal Front 3 Bedroom \/ 2 Bath Home
3
2.0
6
Tavernier Florida Private vacation home
From $475 per night
(USD)
WATERFRONT KEYS COTTAGE GREAT RATES ! Walking distance to world famous Lorelei
1
1.0
2
Islamorada Florida Cottage
From $256 per night
(USD)
Egret House @ Tarpon Point
4
4.0
8
Islamorada Florida Private vacation home
From $887 per night
(USD)
Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.
5
4.0
10
Islamorada Florida Private vacation home
From $1357 per night
(USD)
Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly
4
3.0
10
Islamorada Florida Private vacation home
From $995 per night
(USD)
Bayfront 4 Bedroom Home on 3.5 Acre Private Estate w\/ POOL, DOCK & BEACH!
4
6.0
10
Islamorada Florida Private vacation home
From $960 per night
(USD)
3 bed 2 bath condo at Futura Yacht Club!
3
2.0
6
Tavernier Florida Condo
From $310 per night
(USD)
Work from home in this slice of Islamorada paradise!
2
1.0
5
Islamorada Florida Cottage
From $304 per night
(USD)
OSPREY BAY VILLA! Wonderful bayfront home in the heart of Islamorada
5
3.0
10
Islamorada Florida Private vacation home
From $1194 per night
(USD)
Port of Call C2 - Townhome with Oceanview
2
3.0
4
Islamorada Florida Private vacation home
From $119 per night
(USD)
Islamorada Oceanfront Home with Ocean View, Dock, Comm Pool & Beach
2
3.0
6
Islamorada Florida Private vacation home
From $580 per night
(USD)
Brand New \/ Totally Renovated Luxurious Home with POOL
3
2.0
8
Islamorada Florida Private vacation home
From $453 per night
(USD)
Charming Beach Front Home in Lower Matecumbe
4
3.0
8
Islamorada Florida Private vacation home
From $598 per night
(USD)
Relax in this beautiful townhome overlooking the sparkling Atlantic Ocean
3
2.0
6
Islamorada Florida Private vacation home
From $344 per night
(USD)
Ultra Luxurious 4 Bedroom ocean front Rental home in Islamorada, Florida Keys
4
5.0
8
Islamorada Florida Condo
From $1691 per night
(USD)
WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!
3
3.0
6
Islamorada Florida Private vacation home
From $325 per night
(USD)
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