Old Town (Key West, Florida) Vacation Rentals

(19 rentals)
Fabulous Gated Compound - Best Location in Old Town

$800

per night

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Puerta Coralina

Puerta Coralina

2 BR | 2 BA | Sleeps 6 | Quick View

$409

per night

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The Duval Compound

The Duval Compound

6 BR | 6.5 BA | Sleeps 16 | Quick View

$1250

per night

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Dos Casas - 2 Houses 2 blocks from Duval in beautiful Old Town -- Monthly Rental

$193

per night

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"Southard Comfort"

"Southard Comfort"

2 BR | 2 BA | Sleeps 6 | Quick View

1

$157

per night

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4 BR, 3 BA Margaritavilla Beach Cottage in Old Town - Ask About Our Specials!

$697

per night

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6 BR, 5.5 BA Luxury Key West Beach House in Old Town at Fort Zachary Taylor

$1929

per night

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2 BR, 2 BA Margaritavilla Beach Cottage in Old Town - Ask About Our Specials!

$425

per night

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A Touch Of Cuba In Key West

A Touch Of Cuba In Key West

2 BR | 1 BA | Sleeps 4 | Quick View

Owner special: I HAD A CANCELLATION FOR THE WEEK OF MAY 19 TO 26 SO I WILL DRASTICALLY REDUCE MY RATE TO $1400

$271

per night

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3 BR, 2 BA Margaritavilla Beach Cottage in Old Town - Ask About Our Specials!

$633

per night

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My Condo by the Beach with Ocean View

$169

per night

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Simonton Studio, an Old Town get-away for 2

$152

per night

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1 BR Margaritavilla Beach Cottage at Fort Zachary Taylor - Discounts Available!

$236

per night

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4 BR, 2 BA Margaritavilla Beach Cottage in Old Town - Ask About Our Specials!

$681

per night

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Sea Watch 3 BR Open Water Luxury Penthouse - Ask About Our Specials!

$714

per night

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Sea Watch 2 BR Open Water Luxury Penthouse - Ask About Our Specials!

$500

per night

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Superb Location, Affordably Priced - The TwoSim Suite

$135

per night

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2 BR, 1 BA Margaritavilla Beach Cottage in Old Town - Ask About Our Specials!

$393

per night

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Key West Seashell Cottage - private home with spa, located on a quiet lane.

$186

per night

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