Florida Keys, Florida Rentals

$300 avg/night

Luxury Home #107-pool,dock,kayaks,bikes,on Ocean Near Key West,free Trailer Keep

2 Bedrooms • 3 Bathrooms • Sleeps 6 • Cudjoe Key, Lower Keys, Florida Keys, Florida
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$291 avg/night

Bayside Beauty on Open Water

3 Bedrooms • 3 Bathrooms • Sleeps 8 • Key West, Florida Keys, Florida
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$225 avg/night

Dragonfly Lite - Private home in a tropical setting with your own pool to enjoy!

2 Bedrooms • 1 Bathrooms • Sleeps 4 • Marathon, Florida Keys, Florida
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$165 avg/night

Relax In a Piece Of Paradise Waterfront with Private END Canal

3 Bedrooms • 2 Bathrooms • Sleeps 8 • Key Largo, Florida Keys, Florida
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$150 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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$129 avg/night

Right in the middle of "Season" Availability for March 4-31, 2021. Discount 10%

1 Bedrooms • 1 Bathrooms • Sleeps 4 • Key West, Florida Keys, Florida
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$254 avg/night

BRAND NEW...Ocean View, Private Pool, with a Dock

4 Bedrooms • 3 Bathrooms • Sleeps 8 • Cudjoe Key, Lower Keys, Florida Keys, Florida
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$900 avg/night

#Key Largo beachfront: “Sunset Beach Paradise” private beach/Pool Home

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

Remodeled with water view, sandy beach & 31' slip. Rare April 2021 availability!

2 Bedrooms • 1.5 Bathrooms • Sleeps 6 • Key Largo Area, Florida Keys, Florida
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$186 avg/night

Tropical Waterfront Home - Gulf View, Deepwater Dock, Kayak

2 Bedrooms • 2 Bathrooms • Sleeps 6 • Marathon, Florida Keys, Florida
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$1,234 avg/night

Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking

6 Bedrooms • 5 Full / 2 Half Bathrooms • Sleeps 16 • Key West, Florida Keys, Florida
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$374 avg/night

Dolphins * Sunsets * Jacuzzi * 4 Kayaks * Directly on the Bay * Dockage

2 Bedrooms • 2 Bathrooms • Sleeps 7 • Key Largo, Florida Keys, Florida
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$269 avg/night

ANGLER'S REEF, ISLAMORADA, KEYS LUXURY- SLIPS, POOL, BEACHES

2 Bedrooms • 2.5 Bathrooms • Sleeps 6 • Islamorada, Florida Keys, Florida
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$135 avg/night

Choose from 2 Properties - also see VR 7008744 Now in our 27th year!

2 Bedrooms • 2 Bathrooms • Sleeps 6 • Key Colony Beach, Marathon Area, Florida Keys, Florida
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$118 avg/night

Snowscape - Clean & Tropical 3/2 Custom Built Home on Beautiful Canal

3 Bedrooms • 2 Bathrooms • Sleeps 6 • Big Pine Key, Lower Keys, Florida Keys, Florida
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$175 avg/night

Venture Out - Waterfront Paradise 2/1, with 35' Dock and open water views!

2 Bedrooms • 1 Bathrooms • Sleeps 6 • Cudjoe Key, Lower Keys, Florida Keys, Florida
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$149 avg/night

Tranquil Tropical Townhome With Boat Dock

2 Bedrooms • 2.5 Bathrooms • Sleeps 4 • Key Largo, Florida Keys, Florida
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$430 avg/night

Bring your boat! Minutes to the Gulf and the Atlantic.

3 Bedrooms • 2 Bathrooms • Sleeps 6 • Key West, Florida Keys, Florida
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$343 avg/night

Key Largo - 5 bed 5 bath, Pool, Jacuzzi, Open Ocean, Outdoor Kitchen, Tiki Hut.

5 Bedrooms • 5 Bathrooms • Sleeps 15 • Key Largo, Florida Keys, Florida
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$180 avg/night

Oceanfront Home; Great Views; Large Boat Dock! Access to Pool; Remodeled!

2 Bedrooms • 2 Bathrooms • Sleeps 7 • Marathon, Florida Keys, Florida
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$426 avg/night

Waterfront Bungalow

3 Bedrooms • 2.5 Bathrooms • Sleeps 8 • Marathon, Florida Keys, Florida
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$150 avg/night

Sunny Florida Keys Getaway

3 Bedrooms • 2 Bathrooms • Sleeps 6 • Big Pine Key, Lower Keys, Florida Keys, Florida
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$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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