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Lower Keys Holiday Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
209 rentals in Lower Keys.
Direct Oceanfront Cottage-Sunrise View- #2,, holiday rental in Lower Keys
Direct Oceanfront Cottage-Sunrise View- #2,, holiday rental in Lower Keys
Direct Oceanfront Cottage-Sunrise View- #2,, holiday rental in Lower Keys

Direct Oceanfront Cottage-Sunrise View- #2,

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Old Florida Style, wrap around porch, boat basin for dockage, open water, holiday rental in Lower Keys
Old Florida Style, wrap around porch, boat basin for dockage, open water, holiday rental in Lower Keys
Old Florida Style, wrap around porch, boat basin for dockage, open water, holiday rental in Lower Keys

Old Florida Style, wrap around porch, boat basin for dockage, open water

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Front Access - Sunrise View - Fishing - Snorkeling - Pet Friendly - Unit 1, holiday rental in Lower Keys
Ocean Front Access - Sunrise View - Fishing - Snorkeling - Pet Friendly - Unit 1, holiday rental in Lower Keys
Ocean Front Access - Sunrise View - Fishing - Snorkeling - Pet Friendly - Unit 1, holiday rental in Lower Keys

Ocean Front Access - Sunrise View - Fishing - Snorkeling - Pet Friendly - Unit 1

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill, holiday rental in Lower Keys
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill, holiday rental in Lower Keys
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill, holiday rental in Lower Keys

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Kelly's Kabin - Adorable Private Summerland Key Cottage, holiday rental in Lower Keys
Kelly's Kabin - Adorable Private Summerland Key Cottage, holiday rental in Lower Keys
Kelly's Kabin - Adorable Private Summerland Key Cottage, holiday rental in Lower Keys

Kelly's Kabin - Adorable Private Summerland Key Cottage

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Ocean/Canal Views 21ft Dock - Venture Out #357, holiday rental in Lower Keys
Ocean/Canal Views 21ft Dock - Venture Out #357, holiday rental in Lower Keys
Ocean/Canal Views 21ft Dock - Venture Out #357, holiday rental in Lower Keys

Ocean/Canal Views 21ft Dock - Venture Out #357

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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OCEAN BREEZE COTTAGE AT HIDDEN HAMMOCK, holiday rental in Lower Keys
OCEAN BREEZE COTTAGE AT HIDDEN HAMMOCK, holiday rental in Lower Keys
OCEAN BREEZE COTTAGE AT HIDDEN HAMMOCK, holiday rental in Lower Keys

OCEAN BREEZE COTTAGE AT HIDDEN HAMMOCK

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private Secluded Ocean View & Pool Near Key West, holiday rental in Lower Keys
Private Secluded Ocean View & Pool Near Key West, holiday rental in Lower Keys
Private Secluded Ocean View & Pool Near Key West, holiday rental in Lower Keys

Private Secluded Ocean View & Pool Near Key West

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Little Torch Key Nest - Ocean view with pool, holiday rental in Lower Keys
Little Torch Key Nest - Ocean view with pool, holiday rental in Lower Keys
Little Torch Key Nest - Ocean view with pool, holiday rental in Lower Keys

Little Torch Key Nest - Ocean view with pool

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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SEA SHELL COTTAGE UNIT #2, holiday rental in Lower Keys
SEA SHELL COTTAGE UNIT #2, holiday rental in Lower Keys
SEA SHELL COTTAGE UNIT #2, holiday rental in Lower Keys

SEA SHELL COTTAGE UNIT #2

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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One of the very few beach houses with a daily, rental license in the Keys., holiday rental in Lower Keys
One of the very few beach houses with a daily, rental license in the Keys., holiday rental in Lower Keys
One of the very few beach houses with a daily, rental license in the Keys., holiday rental in Lower Keys

One of the very few beach houses with a daily, rental license in the Keys.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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FLAMINGO COTTAGE UNIT #1, holiday rental in Lower Keys
FLAMINGO COTTAGE UNIT #1, holiday rental in Lower Keys
FLAMINGO COTTAGE UNIT #1, holiday rental in Lower Keys

FLAMINGO COTTAGE UNIT #1

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4, holiday rental in Lower Keys
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4, holiday rental in Lower Keys
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4, holiday rental in Lower Keys

THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beachside * Torchview Waterfront Retreat, holiday rental in Lower Keys
Beachside * Torchview Waterfront Retreat, holiday rental in Lower Keys
Beachside * Torchview Waterfront Retreat, holiday rental in Lower Keys

Beachside * Torchview Waterfront Retreat

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS, holiday rental in Lower Keys
OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS, holiday rental in Lower Keys
OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS, holiday rental in Lower Keys

OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Starfish - Ocean front with dock and pool, holiday rental in Lower Keys
Starfish - Ocean front with dock and pool, holiday rental in Lower Keys
Starfish - Ocean front with dock and pool, holiday rental in Lower Keys

Starfish - Ocean front with dock and pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Anchor House with Boat Basin & Ramp!, holiday rental in Lower Keys
Waterfront Anchor House with Boat Basin & Ramp!, holiday rental in Lower Keys
Waterfront Anchor House with Boat Basin & Ramp!, holiday rental in Lower Keys

Waterfront Anchor House with Boat Basin & Ramp!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront Cozy Cottage with Boat Ramp & Dock!, holiday rental in Lower Keys
Waterfront Cozy Cottage with Boat Ramp & Dock!, holiday rental in Lower Keys
Waterfront Cozy Cottage with Boat Ramp & Dock!, holiday rental in Lower Keys

Waterfront Cozy Cottage with Boat Ramp & Dock!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront Beach House with Dock & Heated Pool!, holiday rental in Lower Keys
Waterfront Beach House with Dock & Heated Pool!, holiday rental in Lower Keys
Waterfront Beach House with Dock & Heated Pool!, holiday rental in Lower Keys

Waterfront Beach House with Dock & Heated Pool!

Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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PALM COTTAGE, holiday rental in Lower Keys
PALM COTTAGE, holiday rental in Lower Keys
PALM COTTAGE, holiday rental in Lower Keys

PALM COTTAGE

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel, holiday rental in Lower Keys
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel, holiday rental in Lower Keys
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel, holiday rental in Lower Keys

Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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44ft Seawall at Sportsman's Paradise, holiday rental in Lower Keys
44ft Seawall at Sportsman's Paradise, holiday rental in Lower Keys
44ft Seawall at Sportsman's Paradise, holiday rental in Lower Keys

44ft Seawall at Sportsman's Paradise

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Deep/Wide/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise, holiday rental in Lower Keys
Deep/Wide/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise, holiday rental in Lower Keys
Deep/Wide/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise, holiday rental in Lower Keys

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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20 ft from your room to a clean canal full of fish and lobsters and crabs., holiday rental in Lower Keys
20 ft from your room to a clean canal full of fish and lobsters and crabs., holiday rental in Lower Keys
20 ft from your room to a clean canal full of fish and lobsters and crabs., holiday rental in Lower Keys

20 ft from your room to a clean canal full of fish and lobsters and crabs.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Waterfront Oceanside 200' Seawall 3/2 Sleeps 6, holiday rental in Lower Keys
Waterfront Oceanside 200' Seawall 3/2 Sleeps 6, holiday rental in Lower Keys
Waterfront Oceanside 200' Seawall 3/2 Sleeps 6, holiday rental in Lower Keys

Waterfront Oceanside 200' Seawall 3/2 Sleeps 6

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy 2 Bedroom home in Summerland Key, holiday rental in Lower Keys
Cozy 2 Bedroom home in Summerland Key, holiday rental in Lower Keys
Cozy 2 Bedroom home in Summerland Key, holiday rental in Lower Keys

Cozy 2 Bedroom home in Summerland Key

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Summerland Canal-Front Escape w/ Plunge Pool, Dock, Tiki Bar, WiFi & Laundry, holiday rental in Lower Keys
Summerland Canal-Front Escape w/ Plunge Pool, Dock, Tiki Bar, WiFi & Laundry, holiday rental in Lower Keys
Summerland Canal-Front Escape w/ Plunge Pool, Dock, Tiki Bar, WiFi & Laundry, holiday rental in Lower Keys

Summerland Canal-Front Escape w/ Plunge Pool, Dock, Tiki Bar, WiFi & Laundry

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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FALL SPECIAL!!! NEW RATES☠️ PIRATES PLEASURE ☠️, holiday rental in Lower Keys
FALL SPECIAL!!! NEW RATES☠️ PIRATES PLEASURE ☠️, holiday rental in Lower Keys
FALL SPECIAL!!! NEW RATES☠️ PIRATES PLEASURE ☠️, holiday rental in Lower Keys

FALL SPECIAL!!! NEW RATES☠️ PIRATES PLEASURE ☠️

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Conch House on a Quiet Canal : Monthly Only, holiday rental in Lower Keys
Conch House on a Quiet Canal : Monthly Only, holiday rental in Lower Keys
Conch House on a Quiet Canal : Monthly Only, holiday rental in Lower Keys

Conch House on a Quiet Canal : Monthly Only

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2 Bedroom 2 Bathroom Home with Private Pool Walking Distance to a Water View, holiday rental in Lower Keys
2 Bedroom 2 Bathroom Home with Private Pool Walking Distance to a Water View, holiday rental in Lower Keys
2 Bedroom 2 Bathroom Home with Private Pool Walking Distance to a Water View, holiday rental in Lower Keys

2 Bedroom 2 Bathroom Home with Private Pool Walking Distance to a Water View

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Love Shack | Charming 2 bed/1 bath cottage on Summerland Key, holiday rental in Lower Keys
Love Shack | Charming 2 bed/1 bath cottage on Summerland Key, holiday rental in Lower Keys
Love Shack | Charming 2 bed/1 bath cottage on Summerland Key, holiday rental in Lower Keys

Love Shack | Charming 2 bed/1 bath cottage on Summerland Key

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Pirates Pleasure Fishing and Snorkeling., holiday rental in Lower Keys
Pirates Pleasure Fishing and Snorkeling., holiday rental in Lower Keys
Pirates Pleasure Fishing and Snorkeling., holiday rental in Lower Keys

Pirates Pleasure Fishing and Snorkeling.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Secluded Oceanfront property, Private pool, hot tub, boat ramp and dock, holiday rental in Lower Keys
Secluded Oceanfront property, Private pool, hot tub, boat ramp and dock, holiday rental in Lower Keys
Secluded Oceanfront property, Private pool, hot tub, boat ramp and dock, holiday rental in Lower Keys

Secluded Oceanfront property, Private pool, hot tub, boat ramp and dock

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Ocean Front Beach Home on Semi Private Island Only Accessible by Boat, holiday rental in Lower Keys
Ocean Front Beach Home on Semi Private Island Only Accessible by Boat, holiday rental in Lower Keys
Ocean Front Beach Home on Semi Private Island Only Accessible by Boat, holiday rental in Lower Keys

Ocean Front Beach Home on Semi Private Island Only Accessible by Boat

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Water View Town Home, holiday rental in Lower Keys
Water View Town Home, holiday rental in Lower Keys
Water View Town Home, holiday rental in Lower Keys

Water View Town Home

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cudjoe Bay Overlook, holiday rental in Lower Keys
Cudjoe Bay Overlook, holiday rental in Lower Keys
Cudjoe Bay Overlook, holiday rental in Lower Keys

Cudjoe Bay Overlook

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Banana Cabana, Canal Front Home Sugarloaf Key, holiday rental in Lower Keys
The Banana Cabana, Canal Front Home Sugarloaf Key, holiday rental in Lower Keys
The Banana Cabana, Canal Front Home Sugarloaf Key, holiday rental in Lower Keys

The Banana Cabana, Canal Front Home Sugarloaf Key

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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LittleTorch Key3/2 canal home with quick ocean access!
May reduced rate, holiday rental in Lower Keys
LittleTorch Key3/2 canal home with quick ocean access!
May reduced rate, holiday rental in Lower Keys
LittleTorch Key3/2 canal home with quick ocean access!
May reduced rate, holiday rental in Lower Keys

LittleTorch Key3/2 canal home with quick ocean access! May reduced rate

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Peaceful ocean front cottage., holiday rental in Lower Keys
Peaceful ocean front cottage., holiday rental in Lower Keys
Peaceful ocean front cottage., holiday rental in Lower Keys

Peaceful ocean front cottage.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Perfect Boating Access to Kemp Channel Cudjoe Key New POOL!, holiday rental in Lower Keys
Perfect Boating Access to Kemp Channel Cudjoe Key New POOL!, holiday rental in Lower Keys
Perfect Boating Access to Kemp Channel Cudjoe Key New POOL!, holiday rental in Lower Keys

Perfect Boating Access to Kemp Channel Cudjoe Key New POOL!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Oceanfront Villa with Pool and near Key West, Florida, holiday rental in Lower Keys
Beautiful Oceanfront Villa with Pool and near Key West, Florida, holiday rental in Lower Keys
Beautiful Oceanfront Villa with Pool and near Key West, Florida, holiday rental in Lower Keys

Beautiful Oceanfront Villa with Pool and near Key West, Florida

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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The Hideaway: Lose Yourself At This Recently Decorated Canal Front Home on Big, holiday rental in Lower Keys
The Hideaway: Lose Yourself At This Recently Decorated Canal Front Home on Big, holiday rental in Lower Keys
The Hideaway: Lose Yourself At This Recently Decorated Canal Front Home on Big, holiday rental in Lower Keys

The Hideaway: Lose Yourself At This Recently Decorated Canal Front Home on Big

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Key house on canal 5-minutes to ocean with 75’ of dockage, holiday rental in Lower Keys
Key house on canal 5-minutes to ocean with 75’ of dockage, holiday rental in Lower Keys
Key house on canal 5-minutes to ocean with 75’ of dockage, holiday rental in Lower Keys

Key house on canal 5-minutes to ocean with 75’ of dockage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Waterfront Haven House with Boat Basin & Ramp!, holiday rental in Lower Keys
Waterfront Haven House with Boat Basin & Ramp!, holiday rental in Lower Keys
Waterfront Haven House with Boat Basin & Ramp!, holiday rental in Lower Keys

Waterfront Haven House with Boat Basin & Ramp!

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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L' archipel | Canalfront 2 bedroom retreat on Ramrod Key with brand new dock!, holiday rental in Lower Keys
L' archipel | Canalfront 2 bedroom retreat on Ramrod Key with brand new dock!, holiday rental in Lower Keys
L' archipel | Canalfront 2 bedroom retreat on Ramrod Key with brand new dock!, holiday rental in Lower Keys

L' archipel | Canalfront 2 bedroom retreat on Ramrod Key with brand new dock!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Blue Heaven, holiday rental in Lower Keys
Blue Heaven, holiday rental in Lower Keys
Blue Heaven, holiday rental in Lower Keys

Blue Heaven

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 Bedroom 2.5 Bath Luxury Townhome 26 Miles from Downtown Key West, holiday rental in Lower Keys
2 Bedroom 2.5 Bath Luxury Townhome 26 Miles from Downtown Key West, holiday rental in Lower Keys
2 Bedroom 2.5 Bath Luxury Townhome 26 Miles from Downtown Key West, holiday rental in Lower Keys

2 Bedroom 2.5 Bath Luxury Townhome 26 Miles from Downtown Key West

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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2 Bedroom 2.5 Bath Luxury Townhome in the Keys, holiday rental in Lower Keys
2 Bedroom 2.5 Bath Luxury Townhome in the Keys, holiday rental in Lower Keys
2 Bedroom 2.5 Bath Luxury Townhome in the Keys, holiday rental in Lower Keys

2 Bedroom 2.5 Bath Luxury Townhome in the Keys

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Blackbeard`s Hideaway | Cozy canalfront cottage is an angler's dream on Cudjoe, holiday rental in Lower Keys
Blackbeard`s Hideaway | Cozy canalfront cottage is an angler's dream on Cudjoe, holiday rental in Lower Keys
Blackbeard`s Hideaway | Cozy canalfront cottage is an angler's dream on Cudjoe, holiday rental in Lower Keys

Blackbeard`s Hideaway | Cozy canalfront cottage is an angler's dream on Cudjoe

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Views Views!  Direct Oceanfront, Beautiful Inside!, holiday rental in Lower Keys
Views Views!  Direct Oceanfront, Beautiful Inside!, holiday rental in Lower Keys
Views Views!  Direct Oceanfront, Beautiful Inside!, holiday rental in Lower Keys

Views Views! Direct Oceanfront, Beautiful Inside!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Showing results 1-50 of 209
Frequently Asked Questions about Lower Keys