Florida Keys, Florida Rentals

$221 avg/night

SPECIAL summer pricing SAVE on your lower keys family vacation Visit Key West

3 Bedrooms • 2 Bathrooms • Sleeps 6 • Cudjoe Key, Lower Keys, Florida Keys, Florida
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$753 avg/night

Sea Biscuit 1/2 block to Duval, private pool

4 Bedrooms • 4 Bathrooms • Sleeps 8 • Key West, Florida Keys, Florida
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$187 avg/night

Waterfront Bungalow

2 Bedrooms • 1 Bathrooms • Sleeps 6 • Marathon, Florida Keys, Florida
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$185avg/night

Mitchell's Keys Villa - Private, Secluded House on the Bay

1 Bedrooms • 1 Bathrooms • Sleeps 4 • Islamorada, Florida Keys, Florida
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$197 avg/night

Updated waterfront home in Prestigeous neighborhood

3 Bedrooms • 2 Bathrooms • Sleeps 6 • Key Largo, Florida Keys, Florida
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$301 avg/night

Paradise in Marathon - A Boaters Dream Vacation - 75' Dock, Oceanside, Deep Cana

3 Bedrooms • 3 Bathrooms • Sleeps 10 • Marathon, Marathon Area, Florida Keys, Florida
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$143 avg/night

Newly remodeled Condo at Futura Yacht Club

2 Bedrooms • 2 Bathrooms • Sleeps 6 • Islamorada Area, Florida Keys, Florida
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$342 avg/night

Panoramic Ocean View, Pool, Hot Tub, Tennis & Fishing

2 Bedrooms • 2.5 Bathrooms • Sleeps 6 • Key Colony Beach, Marathon Area, Florida Keys, Florida
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$227 avg/night

Tavernier Canalfront Home with Dockage

3 Bedrooms • 2.5 Bathrooms • Sleeps 8 • Sunshine Estates, Tavernier, Key Largo Area, Florida Keys, Florida
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$139 avg/night

My Dream, Water Front Property, Very Quiet Community

3 Bedrooms • 2 Bathrooms • Sleeps 6 • Layton, Marathon Area, Florida Keys, Florida
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$214 avg/night

Beautiful Belleair 3 Bedroom Luxury Home with Pool

3 Bedrooms • 2 Bathrooms • Sleeps 6 • Largo, Key Largo Area, Florida Keys, Florida
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$186 avg/night

The Ocean Never Felt So Close! 2 half duplexes KEY COLONY see VRBO 449

2 Bedrooms • 2 Bathrooms • Sleeps 6 • Key Colony Beach, Marathon Area, Florida Keys, Florida
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$450 avg/night

All-inclusive Yacht Charters to the Florida Keys, Cuba and The Bahamas

3 Bedrooms • 3 Bathrooms • Sleeps 8 • Historic Seaport, Key West, Florida Keys, Florida
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$210 avg/night

gated 1/2 acre lot / lagoon pool/ 175 ' dock, best ocean/gulf acess in Keys

3 Bedrooms • 2 Bathrooms • Sleeps 8 • Cudjoe Key, Lower Keys, Florida Keys, Florida
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$726 avg/night

Lrg Waterfront Pool Home, Gazebo, Dock, Kayak, Sunsets, Spectacular open water

3 Bedrooms • 4 Bathrooms • Sleeps 10 • Layton, Islamorada Area, Florida Keys, Florida
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$127 avg/night

Big-Dog-Friendly, Affordable Corporate Housing, Long Term Renters welcome

2 Bedrooms • 2 Bathrooms • Sleeps 6 • Anglers Park, Key Largo, Florida Keys, Florida
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$700 avg/night

Waterfront Elegance: Heated Pool/Spa/Dock Ultimate Vacation Rental

4 Bedrooms • 4 Bathrooms • Sleeps 8 • Islamorada, Florida Keys, Florida
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$271 avg/night

A Touch of Paradise. 2 bed, 2 FULL bath, Pool, close to beach ,food, music,DUVAL

2 Bedrooms • 2 Bathrooms • Sleeps 5 • Old Town, Key West, Florida Keys, Florida
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$393 avg/night

Beautiful Views, NEW POOL,Dockage, Spa, Ice Machine, Paddleboards, Kayaks, & More

3 Bedrooms • 2 Bathrooms • Sleeps 8 • Marathon Shores, Marathon, Florida Keys, Florida
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$686 avg/night

Extrodanary waterfront custom home & pool: 65'dock,ice machine,kayaks,bikes,ect

6 Bedrooms • 5 Bathrooms • Sleeps 14 • Marathon, Florida Keys, Florida
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$325 avg/night

Venetian 4/4 Waterfront Canal Home W/Pool, 70' Dock w/access to ocean and bay

4 Bedrooms • 4 Bathrooms • Sleeps 10 • Venetian Shores, Islamorada, Florida Keys, Florida
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$97 avg/night

Endless Paradise at Executive Bay Club in Islamorada

3 Bedrooms • 2 Bathrooms • Sleeps 8 • Plantation Key, Islamorada, Florida Keys, Florida
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$286 avg/night

2 Free Bikes, Free Wi-Fi Pool, Hot Tub, Gym, Sauna, Clay Tennis Court

1 Bedrooms • 1 Bathrooms • Sleeps 4 • Midtown, Key West, Florida Keys, Florida
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$300 avg/night

Free Bicycles, Free secured Wi-Fi, telephone, 1st Floor, Exterior Fans.

2 Bedrooms • 1 Bathrooms • Sleeps 4 • Old Town, Key West, Florida Keys, Florida
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$107 avg/night

Dolphin Bay Cottage, Private And Tropical

2 Bedrooms • 2 Bathrooms • Sleeps 4 • Bowens Addition, Key Largo, Key Largo Area, Florida Keys, Florida
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$600 avg/night

Feb/March/April 2019 condo Great View!! Great Location

2 Bedrooms • 2 Bathrooms • Sleeps 6 • Old Town, Key West, Florida Keys, Florida
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$211 avg/night

Oceanfront View 2 Bedroom At Oceanpointe Condominium

2 Bedrooms • 2 Bathrooms • Sleeps 4 • Tavernier, Key Largo Area, Florida Keys, Florida
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$214 avg/night

Where Canals Converge...Heated Pool..Pet Friendly, Open April , May June, 2019

4 Bedrooms • 2.5 Bathrooms • Sleeps 10 • Islamorada, Florida Keys, Florida
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$348 avg/night

A Beauty on Two Converging Crystal Clear Canals

4 Bedrooms • 3 Bathrooms • Sleeps 12 • Islamorada, Florida Keys, Florida
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$121 avg/night

Spectacular Top Floor Oceanfront View Condo

1 Bedrooms • 1 Bathrooms • Sleeps 4 • Plantation Key, Islamorada, Florida Keys, Florida
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$230 avg/night

Book your winter vacation today!

2 Bedrooms • 2 Bathrooms • Sleeps 6 • Tavernier, Key Largo Area, Florida Keys, Florida
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$304 avg/night

Beautiful Oceanfront Home on Ramrod Key, Dock & Poolside Tiki Bar-Call for Rates

3 Bedrooms • 2 Bathrooms • Sleeps 6 • Breezeswept Beach Estates, Ramrod Key, Lower Keys, Florida Keys, Florida
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$1,000 avg/night

Old Town Key West by Southernmost Beach and Duval Main Street.

5 Bedrooms • 5 Bathrooms • Sleeps 12 • Uptown/Upper Duval, Key West, Florida Keys, Florida
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$233 avg/night

Private House Facing the Ocean with Heated Pool/Spa

4 Bedrooms • 2 Bathrooms • Sleeps 8 • Breezeswept Beach Estates, Ramrod Key, Lower Keys, Florida Keys, Florida
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$151 avg/night

Clean Keys Pool Home w/Davits Clear Canal Open Bay Great Views Fenced/~MM93.5

3 Bedrooms • 3 Bathrooms • Sleeps 12 • Hammer Point, Tavernier, Key Largo Area, Florida Keys, Florida
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$135 avg/night

Deep/Wide/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise

3 Bedrooms • 2 Bathrooms • Sleeps 10 • Summerland Key, Lower Keys, Florida Keys, Florida
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$75 avg/night

Very Nice 3 Bedroom Home With Large Lot! Basketball Court! Rv Hook Up

3 Bedrooms • 2 Bathrooms • Sleeps 5 • Plantation Key, Islamorada Area, Florida Keys, Florida
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$479 avg/night

Oceanside Vacation Townhome - Sleeps 11

4 Bedrooms • 3 Bathrooms • Sleeps 11 • Key Largo, Florida Keys, Florida
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$209 avg/night

Waterfront Paradise with Free Dockage - Contact us to price your stay!!

1 Bedrooms • 1 Bathrooms • Sleeps 2 • Islamorada, Florida Keys, Florida
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$245 avg/night

Luxurious "Home from Home" in Amazing Anglers Reef with Pool & Boat Slip

2 Bedrooms • 2.5 Bathrooms • Sleeps 5 • Islamorada, Florida Keys, Florida
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$157 avg/night

Private Beach-Large Pool-Walking Distance:Dining/Fishing/Golf

2 Bedrooms • 2.5 Bathrooms • Sleeps 6 • Key Colony Beach, Florida Keys, Florida
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$111 avg/night

Best Deal in Key Largo Mini vacations 3 days 2 nights

1 Bedrooms • 1 Bathrooms • Sleeps 4 • Key Largo, Florida Keys, Florida
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$357 avg/night

TORCHVIEW - NEW RATES IN 2019

3 Bedrooms • 2 Bathrooms • Sleeps 6 • Big Torch Key, Lower Keys, Florida Keys, Florida
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$600 avg/night

Quiet, Secure, 7 Br Home, Boater's Dream, 100 Ft Dock, accomm multiple families

7 Bedrooms • 5 Bathrooms • Sleeps 20 • Key Largo, Florida Keys, Florida
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$197 avg/night

PARADISE IN THE KEYS 3/2 WITH CABANA CLUB KAYAKS BIKES 2 REFRIG 2 FREEZERS

3 Bedrooms • 2 Bathrooms • Sleeps 6 • Key Colony Beach, Florida Keys, Florida
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$193 avg/night

Family Fun Waterfront Home Close to Sombrero Beach

2 Bedrooms • 2 Bathrooms • Sleeps 6 • Marathon, Florida Keys, Florida
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$471 avg/night

Sombrero Beachside Getaway W/ Heated Pool & Jacuzzi

3 Bedrooms • 3.5 Bathrooms • Sleeps 8 • Marathon, Florida Keys, Florida
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$325 avg/night

luxury-3-Bed Houseboat w/ POOL, TIKI BAR AND RESTAURANT

3 Bedrooms • 2 Bathrooms • Sleeps 6 • Key Largo, Florida Keys, Florida
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$300 avg/night

FALL ESCAPE, $1900, A Tropical Paradise, Private, Breathtaking Views, Quiet

4 Bedrooms • 3.5 Bathrooms • Sleeps 10 • Marathon Shores, Marathon Area, Florida Keys, Florida
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$425 avg/night

Water Front, Private Boat Dockage, Heated Private Pool, Minutes From Key West.

4 Bedrooms • 3 Bathrooms • Sleeps 8 • Cudjoe Key, Lower Keys, Florida Keys, Florida
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$215 avg/night

Shipyard Treasure by AT HOME IN KEY WEST

2 Bedrooms • 1 Bathrooms • Sleeps 4 • Old Town, Key West, Florida Keys, Florida
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$253 avg/night

Luxury Shark Key waterfront home with beach 10 minutes from downtown Key West

3 Bedrooms • 4 Bathrooms • Sleeps 8 • Key West, Florida Keys, Florida
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$113 avg/night

Beautiful Home on Canal, W/Boat Ramp & Dock, Bikes, & Kayaks

3 Bedrooms • 2 Bathrooms • Sleeps 6 • Breezeswept Beach Estates, Ramrod Key, Lower Keys, Florida Keys, Florida
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$229 avg/night

šŸ SPECIAL Luxurious, Waterview, Two King Suites, Pool, Gym,Tennis, Marina, Bikes

2 Bedrooms • 2.5 Bathrooms • Sleeps 4 • Islamorada Area, Florida Keys, Florida
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$294 avg/night

Beautiful Ocean & Sunrise Views - Sept.-Nov. SPECIAL RATES!

3 Bedrooms • 2.5 Bathrooms • Sleeps 6 • Islamorada Area, Florida Keys, Florida
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$214 avg/night

Keys Kottage; Remodeled Villa in Native Hammock on Florida Bay

2 Bedrooms • 2 Bathrooms • Sleeps 8 • Islamorada Area, Florida Keys, Florida
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$214 avg/night

Bayside: 1st Floor Apartment in Native Hammock on Florida Bay

1 Bedrooms • 2 Bathrooms • Sleeps 4 • Islamorada Area, Florida Keys, Florida
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$200 avg/night

Stunning Sunsets over Crystal Clear Water in a family friendly setting

2 Bedrooms • 2 Bathrooms • Sleeps 8 • Sugarloaf Shores, Sugarloaf Key, Lower Keys, Florida Keys, Florida
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$180 avg/night

Tropical Paradise for Family and Boaters

3 Bedrooms • 2 Bathrooms • Sleeps 8 • Tavernier, Key Largo Area, Florida Keys, Florida
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$238 avg/night

Book Now! Just Reduced! Private Single Family Home With Inground Heated Pool

2 Bedrooms • 2 Bathrooms • Sleeps 6 • Marathon, Marathon Area, Florida Keys, Florida
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$179 avg/night

OCEANFRONT 5th Floor End Unit! Pool, Free WiFi, Million Dollar Ocean Views

2 Bedrooms • 2 Bathrooms • Sleeps 4 • Tavernier, Key Largo Area, Florida Keys, Florida
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$257 avg/night

Boli Townhouse - Luxury Rental in Truman Annex - Close to Everything!

2 Bedrooms • 2 Bathrooms • Sleeps 6 • Old Town, Key West, Key West Area, Florida Keys, Florida
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$264 avg/night

Oceanfront Paradise W/ Large Screened Porch & Cable Internet::SPECIAL Aug 1000

2 Bedrooms • 2 Bathrooms • Sleeps 5 • Tavernier, Key Largo Area, Florida Keys, Florida
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$356 avg/night

Breathtaking Waterfront Home! Did not suffer Hurricane Damage. Ready to Rent!

4 Bedrooms • 3 Bathrooms • Sleeps 10 • Marathon Shores, Marathon, Florida Keys, Florida
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$315 avg/night

Beautiful Gulf Front Retreat

3 Bedrooms • 2.5 Bathrooms • Sleeps 6 • Marathon Shores, Marathon Area, Florida Keys, Florida
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$307 avg/night

JAN & FEB Dates Open-WATERFRONT HOME, SPECTACULAR VIEWS, GREAT DOCKAGE, Wifi

3 Bedrooms • 2 Bathrooms • Sleeps 8 • Islamorada Area, Florida Keys, Florida
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$264 avg/night

WATERFRONT HOME-BOATERS DREAM- WONDERFUL DOCKAGE - WiF-CLEAN-NO STORM DAMAGE

3 Bedrooms • 3 Bathrooms • Sleeps 6 • Islamorada Area, Florida Keys, Florida
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$514 avg/night

Mickey and Lynn's House of Windows

3 Bedrooms • 3 Bathrooms • Sleeps 8 • Whispering Pines, Big Pine Key, Lower Keys, Florida Keys, Florida
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$334 avg/night

Spa Villa at Hawks Cay with dock

2 Bedrooms • 2.5 Bathrooms • Sleeps 6 • Duck Key, Marathon Area, Florida Keys, Florida
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$358 avg/night

Truman Annex, Old Town, Key West, Private Setting with Luxury Features

2 Bedrooms • 2.5 Bathrooms • Sleeps 4 • Old Town, Key West Area, Florida Keys, Florida
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$412 avg/night

*Searenity Beach House* - Ocean Front Home with Views of the Atlantic Ocean

3 Bedrooms • 3 Bathrooms • Sleeps 10 • Islamorada Area, Florida Keys, Florida
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$1,061 avg/night

Private 100 Ft Beach front/Ocean front 1 Acre Estate With Heated Pool

5 Bedrooms • 3.5 Bathrooms • Sleeps 12 • Islamorada Area, Florida Keys, Florida
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$221 avg/night

Island Get-a-Way Beautiful Canalfront Home

3 Bedrooms • 3 Bathrooms • Sleeps 8 • Tavernier, Key Largo Area, Florida Keys, Florida
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$243 avg/night

Conch Key Bayfront Cottages With Sailboat included

1 Bedrooms • 1 Bathrooms • Sleeps 2 • Conch Key, Duck Key, Marathon Area, Florida Keys, Florida
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$100 avg/night

Florida Keys Splendor at Hammer Point

2 Bedrooms • 2 Bathrooms • Sleeps 4 • Hammer Point, Tavernier, Key Largo Area, Florida Keys, Florida
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$300 avg/night

Boat, Fish, Swim from Your Own Dock! Vr-003

3 Bedrooms • 2 Bathrooms • Sleeps 6 • Venetian Shores, Islamorada Area, Florida Keys, Florida
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$309 avg/night

Villa Marlin, renovated and remodeled, private sandy beach

3 Bedrooms • 2 Bathrooms • Sleeps 6 • White Marlin Beach, Islamorada Area, Florida Keys, Florida
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$199 avg/night

Serenity at La Brisa

2 Bedrooms • 2 Bathrooms • Sleeps 6 • Key West, Key West Area, Florida Keys, Florida
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$186 avg/night

Deluxe two bedroom, oceanfrnt condo, reasonable rates

2 Bedrooms • 2 Bathrooms • Sleeps 6 • Key West, Key West Area, Florida Keys, Florida
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Avg. $300 per Night

Beachfront, Deluxe 3 BR oceanfront condo, great rates

3 Bedrooms • 2 Bathrooms • Sleeps 8 • Key West, Key West Area, Florida Keys, Florida
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$333 avg/night

Key Largo waterfront home with heated pool and spa, boat dock and kaya

3 Bedrooms • 3 Bathrooms • Sleeps 8 • Anglers Park, Key Largo Area, Florida Keys, Florida
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$110 avg/night

Beautiful 2/2 Waterfront Designer Home for Your Family Getaway

2 Bedrooms • 2 Bathrooms • Sleeps 6 • Big Pine Key, Lower Keys, Florida Keys, Florida
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$167 avg/night

***Hogfish Hideout***

3 Bedrooms • 2 Bathrooms • Sleeps 8 • Summerland Key, Lower Keys, Florida Keys, Florida
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$243 avg/night

NO H. Irma problems. Awesome Horizon Views from Every Room, Protected Boat Dock

3 Bedrooms • 2 Bathrooms • Sleeps 8 • Marathon Shores, Marathon, Florida Keys, Florida
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$250 avg/night

** Waterfront Paradise with Private Beach **

3 Bedrooms • 2 Bathrooms • Sleeps 10 • Islamorada Area, Florida Keys, Florida
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$162 avg/night

Key Largo 3 Bedroom Penthouse Condo with Boat Slip and Bay View

3 Bedrooms • 2.5 Bathrooms • Sleeps 8 • Key Largo Area, Florida Keys, Florida
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$135 avg/night

FANTASTIC FALL DEAL! (And a free Key Lime Pie :)

2 Bedrooms • 2 Bathrooms • Sleeps 6 • White Marlin Beach, Islamorada, Islamorada Area, Florida Keys, Florida
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$257 avg/night

Luxury,Elegant,Water Front Home,Heated Pool,Plantation Key,Islamorada

3 Bedrooms • 2 Bathrooms • Sleeps 8 • Sunshine Estates, Tavernier, Key Largo Area, Florida Keys, Florida
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$167 avg/night

Big Water Views, New Dock With No Neighbors To Scare Off The Key Deer

4 Bedrooms • 2.5 Bathrooms • Sleeps 8 • Sands, Big Pine Key, Lower Keys, Florida Keys, Florida
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Avg. $185 per Night

Water Front Home with Pool and Dock

4 Bedrooms • 2 Bathrooms • Sleeps 8 • Tavernier, Key Largo Area, Florida Keys, Florida
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Avg. $329 per Night

The Best House. Beautiful 3 Bedroom House. Heated Pool, Jacuzzi and Boat Dock

3 Bedrooms • 2 Bathrooms • Sleeps 8 • Marathon Shores, Marathon Area, Florida Keys, Florida
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Avg. $1500 per Night

Exclusive Private Beach, Sunsets, Boating, Water Sports, & Relaxation for 23 Ppl

6 Bedrooms • 4 Bathrooms • Sleeps 22 • Key Largo, Key Largo Area, Florida Keys, Florida
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Avg. $300 per Night

1,400/wk - Best Deal in Key West - Plus 7 Bikes Included!

2 Bedrooms • 2.5 Bathrooms • Sleeps 6 • Stock Island,, Key West Area, Florida Keys, Florida
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Avg. $238 per Night

January Special-Key Largo Waterfront Home W Dock Frm $185 Per Night in January!!

3 Bedrooms • 2.5 Bathrooms • Sleeps 6 • Key Largo, Key Largo Area, Florida Keys, Florida
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Avg. $218 per Night

Rates Reduced!! White Marlin Beach House, Islamorada

2 Bedrooms • 2 Bathrooms • Sleeps 5 • Islamorada Area, Florida Keys, Florida
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Avg. $103 per Night

Paradise Found Here !

4 Bedrooms • 2 Bathrooms • Sleeps 7 • Key Largo, Key Largo Area, Florida Keys, Florida
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Avg. $186 per Night

Tropical Tranquility in the Heart of Islamorada

2 Bedrooms • 2 Bathrooms • Sleeps 6 • Tavernier, Florida, Key Largo Area, Florida Keys, Florida
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Avg. $243 per Night

Spectacular Views and Sunrises

2 Bedrooms • 2 Bathrooms • Sleeps 6 • Tavernier, Florida, Key Largo Area, Florida Keys, Florida
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Avg. $100 per Night

Islamorada Sandy Cove - Keys Paradise!

1 Bedrooms • 1 Bathrooms • Sleeps 4 • Islamorada Area, Florida Keys, Florida
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Avg. $175 per Night

Beautiful 2 Level House on Key Largo on Deep Water Canal.

3 Bedrooms • 3 Bathrooms • Sleeps 8 • Key Largo, Key Largo Area, Florida Keys, Florida
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Avg. $303 per Night

Three Bedroom House with Pool and Dock on a Canal on Lower Matecumbe

3 Bedrooms • 3 Bathrooms • Sleeps 8 • White Marlin Beach, Islamorada Area, Florida Keys, Florida
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Avg. $100 per Night

Plantation by the Sea #215

2 Bedrooms • 1.5 Bathrooms • Sleeps 4 • Plantation by the Sea, Islamorada Area, Florida Keys, Florida
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Avg. $150 per Night

Relaxing Home in the Florida Keys

2 Bedrooms • 2 Bathrooms • Sleeps 4 • Hammer Point, Tavernier, Key Largo Area, Florida Keys, Florida
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