VRBO® is Vacation Rentals By Owner
Join us... Members Area Testimonials Advantages Rent With Confidence Newsletter Links VRBO Stayed Here Help
Property Owners Join Us

Home > USA > Florida > Florida Keys > Key West Area > Key West > Private Homes, Old Town

Available Dates

Credit Cards OK

Guest Comments

Pet Friendly

VRBO Bear stayed here

Video

(#) Photos

Sort this page by: Default Bedrooms: Bathrooms: Sleeps:

Private Homes, Old Town Walk Everywhere... One Block to Harbor... Three to Duval [#89834]16
	3BR+/2BA (Sleeps 6) From $4500/mo US Dollars

Private Homes, Old Town Casa De Cuba a Beach House - Cuban Flair Steps from Duval [#98473]16
	3BR/2BA (Sleeps 6) $458-$620/nt - $3000-$4200/wk US Dollars

Private Homes, Old Town Captains Mansion - Fantasy Fest Avail. [#99427]16
	3BR/3BA (Sleeps 6) $8000-$14,000/mo US Dollars

Private Homes, Old Town "The Real Deal" Key West, Only 1 Block Off Duval on Southard [#117148]16
	1BR/1BA (Sleeps 2-4) $160-$248/nt - $997-$1597/wk US Dollars

Private Homes, Old Town "Old Town" Key West Charmer [#118424]16
	1BR+/1BA (Sleeps 2-14) From $99/nt - $895/wk US Dollars

Private Homes, Old Town "Southard Comfort" @ Old Town: a Dazzling Key West Conch House [#122535]16
	3BR/2BA (Sleeps 6) From $500/nt - $2500/wk - $4500/mo US Dollars

Private Homes, Old Town Villa Tropicale - Secluded Tropical Villa [#125695]16
	4BR+/5BA (Sleeps 8-9) $4600-$7900/wk US Dollars

Private Homes, Old Town The Mermaids House - Old Town, Historic Bahama Conch House [#129511]16
	2BR+/1.25BA (Sleeps 3-6) $2000-$6000-mo US Dollars

Private Homes, Old Town The "Hollinsed House" "Big House" Condos #1, 2, 3, 5 Guesthous [#144522]16
	3BR/3BA (Sleeps 2-12) From $99/nt - $937/wk - $3,400/mo US Dollars

Private Homes, Old Town "The Secret Garden" Very Private & Classic Key West [#153214]16
	2BR/1.75BA (Sleeps 2-6) $2,900-$6400/mo US Dollars

Private Homes, Old Town "Falling Water” @ Old Town: Breathtaking Residential Compound [#168095]16
	5BR+/4.5BA (Sleeps 10-12) $8000-$24,000/mo US Dollars

Private Homes, Old Town "Bimini" Luxurious Townhome Villa in the Heart of Old Key West [#168724]16
	2BR+/3.5BA (Sleeps 6) From $428/nt - $2700/wk US Dollars

Sort this page by: Default Bedrooms: Bathrooms: Sleeps:	Top

Private Homes, Old Town **Fantasy Fest $400discount** Supermodel Vacation Rental [#185246]16
	2BR/2BA (Sleeps 4-5) From $2,600/wk - $1200/wkd - $4800/mo US Dollars

Private Homes, Old Town Luxury House,Old Town Lane, Pool - Free Wireless- Monthly Only [#123424]14
	2BR/2BA (Sleeps 4) $4000-$7500/mo US Dollars

Private Homes, Old Town Private Gated Escape...Heart of Old Town [#194278]14
	3BR+/2.25BA (Sleeps 2-8) $895/wk - $1895-$8500/mo US Dollars

Private Homes, Old Town Dos Casas-4 BR Compound in Beautiful Old Town Key West [#76082]13
	4BR/2BA (Sleeps 8) $5500-$8500/mo US Dollars

Private Homes, Old Town Sophisticated Elegance on Fleming Street (Pool, Parking) [#128058]13
	3BR/2.75BA (Sleeps 6) $8000-$14,000/mo US Dollars

Private Homes, Old Town 200 Yards from Beach! [#170598]13
	1BR+/1BA (Sleeps 2) $2500-$3000/mo US Dollars

Private Homes, Old Town Sophisticated Southard Street Charmer [#176314]13
	2BR/2BA (Sleeps 4) $4500-$8000/mo US Dollars

Private Homes, Old Town The White House Key West's Finest Monthly Rental/4 BR [#177512]13
	4BR/3BA (Sleeps 8) $5000-$9000/mo US Dollars

Private Homes, Old Town Contemporary Gem [#177596]13
	3BR/2.5BA (Sleeps 6) $4500-$7500/mo US Dollars

Private Homes, Old Town Family Reunion - 3 Homes and a Cottage in Pool Garden Compound [#202539]13
	12BR+/10BA (Sleeps 22-28) From $1,350/nt - $7,500/wk US Dollars

Private Homes, Old Town Key West Lazy Lane Vacation Rental Accommodations & Cottages [#6429]12
	1BR+/1BA (Sleeps 1-6) $75-$260/nt - $700-$1600/wk US Dollars

Private Homes, Old Town Private Place- 2 BR ~ 1400 Sf ~ Key West Vacation Rental [#23531]12
	2BR+/2BA (Sleeps 4-6) $295/nt - $2000/wk US Dollars

Sort this page by: Default Bedrooms: Bathrooms: Sleeps:	Top

Private Homes, Old Town "Coconut Cabana" Old Town Tropical Bungalow [#72848]12
	3BR/2BA (Sleeps 4-6) $398-$498/nt - $2200-$3360/wk US Dollars

Private Homes, Old Town Old Town Bali Hideaway for 2, Just Steps from Duval [#82634]12
	Studio/1BA (Sleeps 2) $168-$230/nt - $1100-$1540/wk US Dollars

Private Homes, Old Town Harbor Inn Condominium [#82650]12
	2BR+/2BA (Sleeps 6) $1400-$1750/wk US Dollars

Private Homes, Old Town Historic Conch Cottage 1/2 Block Off Duval -- "Casa Louisa" [#88122]12
	3BR/2BA (Sleeps 6) $2695-$3325/wk US Dollars

Private Homes, Old Town Key West * Laid-Back Sophistication and Understated Glamour * [#89318]12
	3BR/2BA (Sleeps 4-6) $6000-$9000/mo US Dollars

Private Homes, Old Town "Tranquility " at Ann Street Gardens Steps from Duval [#98557]12
	1BR/1BA (Sleeps 2) $188-$260/nt - $1400-$1750/wk US Dollars

Private Homes, Old Town Old Town Historic Eyebrow House (3 BR/2 BA) [#108861]12
	3BR/2BA (Sleeps 5-6) $7,500-8,500/mo US Dollars

Private Homes, Old Town Historic 4 BR/3 BA Luxury Home in Key West [#116745]12
	4BR/3BA (Sleeps 4-8) $2200-$5600/wk US Dollars

Private Homes, Old Town Precious Pink Cottage with Private Pool & 4 Blocks from Duval [#129563]12
	2BR+/1BA (Sleeps 4-5) $1500-$1700/wk US Dollars

Private Homes, Old Town Secret Villa - Hidden Gem in a Heart of Old Town Key West [#137683]12
	3BR/3BA (Sleeps 6) $458-$620/nt - $2900-$4200/wk US Dollars

Private Homes, Old Town Colony Cabanas - Tropical Bungalow in the Heart of Old Town [#137869]12
	1BR+/1.5BA (Sleeps 2-4) $158-$240/nt - $1150-$1610/wk US Dollars

Private Homes, Old Town Historic Restored "Eyebrow" Home [#139799]12
	3BR/3BA (Sleeps 6) $6000-$8500/mo US Dollars

Sort this page by: Default Bedrooms: Bathrooms: Sleeps:	Top

Private Homes, Old Town "Harvey's Haven" Vintage Charm in the Perfect Location [#154275]12
	Studio+/1BA (Sleeps 2-4) From $99/nt - $938/wk US Dollars

Private Homes, Old Town Key West Cottage (Roxies Hide-a-Way) [#188966]12
	1BR+/1BA (Sleeps 2-3) $4,000/mo U S Dollars

Private Homes, Old Town A Royal Home with 4 Master Suites and Style [#123121]11
	4BR/4.75BA (Sleeps 6-8) $10,000-$15,000/no US Dollars

Private Homes, Old Town Duncan Island Home, Private Pool, Easy Walk to Duval [#164094]11
	3BR+/2BA (Sleeps 6) $3000-$7000/mo US Dollars

Private Homes, Old Town Stop Looking Now! Historic Old Town [#166113]11
	1BR/1BA (Sleeps 2) $3000-$5000/mo US Dollars

Private Homes, Old Town Old Town Cottage Home with Tropical Decor & Pool [#30517]10
	2BR/2BA (Sleeps 4) $3500-$6600/mo US Dollars

Private Homes, Old Town Southern Most City Historic Vacation Home [#148393]10
	3BR/3BA (Sleeps 6-8) $4000-$10,000/mo US Dollars

Private Homes, Old Town Designer Dream 2BR/2BA with Heated Pool and Concierge [#190172]10
	2BR/2BA (Sleeps 2-4) $4000-$7000/mo US Dollars

Private Homes, Old Town A Hop, Skip and Jump to Duval Street (1 1/2 Blocks) 3bd/2.5BA [#100392]9
	3BR+/2.5BA (Sleeps 6-8) $3000-$6500/mo US Dollars

Private Homes, Old Town Fabulous Key West Retreat [#150680]9
	2BR/2BA (Sleeps 4) From $5000/mo US Dollars

Private Homes, Old Town Ashe Splash--Award-Winning Classic Home in Old Key West [#177438]9
	3BR/3BA (Sleeps 6-7) $3950--$7500/mo US Dollars

Private Homes, Old Town Heart of Old Town - Nightly 1 BR - Upscale, Pool, & Breakfast! [#89723]8
	1BR+/1BA (Sleeps 2-4) $215-$335/nt US Dollars

Sort this page by: Default Bedrooms: Bathrooms: Sleeps:	Top

Private Homes, Old Town Exclusive "Old Town" Cottage [#156551]8
	1BR/1BA (Sleeps 2) $3300/mo US Dollars

Private Homes, Old Town Bella Grande Premier - 5 Star Quality Victorian Estate [#157257]8
	5BR/5.5BA (Sleeps 10) $9000-$14,500/mo US Dollars

Private Homes, Old Town Private Tropical Pool Courtyard Completely Hidden from View [#201627]8
	3BR/3BA (Sleeps 6-8) $600-$750/nt - $3500-$4500/wk US Dollars

Private Homes, Old Town Spectacular Spanish Style Show Piece - One of a Kind Villa [#201647]8
	2BR/2BA (Sleeps 4-6) $5000-$7500/mo US Dollars

Private Homes, Old Town Babalu Cottage - a Colorful Vacation Rental Home in Key West [#6735]7
	3BR/1.5BA (Sleeps 6) From $302-$377/nt - $1800-$2300/wk US Dollars

Private Homes, Old Town Summer Rates from $3000/Month - Louisa Bella [#101530]7
	2BR+/1BA (Sleeps 4-6) $3000-$6500/mo US Dollars

Private Homes, Old Town Key West Charmer Offers Serenity, Simplicity & Close to Beach [#114836]7
	1BR/1BA (Sleeps 2-3) $90-$180/nt - $645-$1395/wk US Dollars

Private Homes, Old Town Abaco Dreams 3BR/2BA Old Town Private Paradise Key West [#151361]7
	3BR+/2BA (Sleeps 5-6) From $550/nt - $3850/wk US Dollars

Private Homes, Old Town Hidden Palm Villa - a Private Key West Resort Residence [#157248]7
	3BR+/3BA (Sleeps 6-8) $700-$800/nt - $3800-$4800/wk US Dollars

Private Homes, Old Town Royal Street Gardens ---Welcome to Key West! [#159307]7
	1BR/1BA (Sleeps 1-2) $2000-$3500/mo US Dollars

Private Homes, Old Town Charming 100+-Year-Old Conch Cottage in the Heart of Old Town [#37855]6
	1BR/1BA (Sleeps 1-2) $1800-$3500/mo US Dollars

Private Homes, Old Town Key West Vacation Condo - Island Retreat Condo [#62097]6
	2BR+/2BA (Sleeps 4) $140-$300/nt - $980-$1800/wk US Dollars

Sort this page by: Default Bedrooms: Bathrooms: Sleeps:	Top

Private Homes, Old Town Egret Cottage: One Bedroom Cottage - Available Nightly/Weekly [#92567]6
	1BR+/1BA (Sleeps 4) $1050-$1550/wk US Dollars

Private Homes, Old Town Coral Cottage [#138924]6
	1BR+/1BA (Sleeps 2-4) $1500-$3300/mo US Dollars

Private Homes, Old Town Island Oasis - Perfectly Situated Just Steps from Duval St. [#146367]6
	2BR+/2.5BA (Sleeps 4-6) $348-$548/nt US Dollars

Private Homes, Old Town Old Town Historic Eyebrow -One Block to Duval-Private Pool/Spa [#150378]6
	3BR+/3BA (Sleeps 6-8) $2690/wk US Dollars

Private Homes, Old Town Elegant Living in Old Town Just Two Blocks from Duval Street [#152401]6
	3BR+/2.5BA (Sleeps 6-8) $5,000-$9,000/mo US Dollars

Private Homes, Old Town Condo in Old Town Near the Beach! [#152407]6
	2BR+/2BA (Sleeps 2-6) $3500-$4500/mo US Dollars

Private Homes, Old Town Tropical Garden Home in Key West [#178122]6
	Studio/1BA (Sleeps 2-3) $1400-$1750/wk US Dollars

Private Homes, Old Town The Golden Heron [#180397]6
	5BR+/4BA (Sleeps 10-12) $4,000-$14,000/mo US Dollars

Private Homes, Old Town Key West - Beautifully Renovated Old Town Cottage - Monthly [#35288]5
	3BR/2BA (Sleeps 6-8) From $4000/mo US Dollars

Private Homes, Old Town Architect's Jewel: Cottage with Magical Garden in Old Town [#154171]5
	2BR+/2BA (Sleeps 4) $4000-$5500/mo US Dollars

Private Homes, Old Town "Serenity" Key West Private Home [#179088]5
	3BR/3BA (Sleeps 6) $5000-$12,000/mo US Dollars

Private Homes, Old Town "The Frances House" Old Town Key West [#179222]5
	3BR/3BA (Sleeps 3-6) From $3800/mo US Dollars

Sort this page by: Default Bedrooms: Bathrooms: Sleeps:	Top

Private Homes, Old Town Romantic Getaway, Private Jacuzzi - 1/2 Block Off Duval Street [#185293]5
	1BR+/2BA (Sleeps 2-4) $2500-$4000/mo US Dollars

Private Homes, Old Town Exclusive Designer Decorated Historic Home Near Duval Street [#185299]5
	1BR+/2BA (Sleeps 2-4) $3500-$5500/mo US Dollars

Private Homes, Old Town Historic 2BR/2BA Centrally Located in Heart of Old Town [#185329]5
	2BR+/2BA (Sleeps 4-6) $4000-$7000/mo US Dollars

Private Homes, Old Town Old Town Key West Hideaway [#187846]5
	3BR+/2BA (Sleeps 4-6) $5000-$7500/mo US Dollars

Private Homes, Old Town Solares Hill - Vintage Key West Charm and Convenience [#188691]5
	1BR/1BA (Sleeps 2) $1700-$3000/mo US Dollars

Private Homes, Old Town Key West "Hemmingway" Cottage with Private Tropical Pool [#206598]5
	3BR+/2BA (Sleeps 6-8) $4500-$8000/mo US Dollars

Private Homes, Old Town Key West Jasmine House - Tropical Inn with Private Spa [#27325]4
	4BR/4BA (Sleeps 8) $700-$3200/wk US Dollars

Private Homes, Old Town Garden Cottages in Paradise-Monthly [#107784]4
	2BR+/2BA (Sleeps 2-6) $3,000-$8,000/mo US Dollars

Private Homes, Old Town Amelia's Hideaway - Hidden Courtyard Villa with Private Pool [#137983]4
	3BR+/3.5BA (Sleeps 6-10) $700-$800/nt - $3800-$4800/wk US Dollars

Private Homes, Old Town Tropical Old Town Treehouse - Monthly Rental Only [#147042]4
	1BR+/1BA (Sleeps 3) $3000-$5000/mo US Dollars

Private Homes, Old Town Vacation Cottage [#36360]3
	1BR+/1BA (Sleeps 2-3) $2600-$3200/mo US Dollars

Private Homes, Old Town Architect's Personal Residence, Private Pool, 1 Blk. to Duval [#105102]3
	2BR+/2.25BA (Sleeps 4-6) $348-$548/nt US Dollars

Sort this page by: Default Bedrooms: Bathrooms: Sleeps:	Top

Private Homes, Old Town Key West Truman Annex Shipyard Condo [#108946]3
	2BR+/1BA (Sleeps 4-6) From $1250/wk US Dollars

Private Homes, Old Town 2 BR House in Old Town Key West - Quiet [#110480]3
	2BR+/1BA (Sleeps 4) $4000/mo Dollars

Private Homes, Old Town Artistic Key West Condo - a Brush Stroke Away from Duval St. [#118837]3
	1BR/1BA (Sleeps 1-2) $89-$235/nt US Dollars

Private Homes, Old Town Private Historic Old Town Home [#142507]3
	4BR+/1.5BA (Sleeps 6-8) $2500-$3500/wk US Dollars

Private Homes, Old Town Classic Key West Ambiance [#158814]3
	Studio/1BA (Sleeps 2) From $129/nt US Dollars

Private Homes, Old Town Key West Old Town Atlantic Getaway [#160048]3
	3BR/2BA (Sleeps 3-6) $2000-$4000/wk - $3500-$7000/mo US Dollars

Private Homes, Old Town Charming Renovated Conch House in the Centre of Old Town [#160296]3
	3BR+/2BA (Sleeps 6-8) $3400-$5000/wk US Dollars