Stock Island Vacation Rentals
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$1,000+
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796 rentals in Stock Island.
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Tropical family-friendly home w/private pool, 1/2 block from Duval St. - dogs ok
3 bedrooms
4 bathrooms
Sleeps 8
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Romantic dog-friendly cottage w/shared pool, tropical decor, & easy beach access
1 bedroom
2 bathrooms
Sleeps 4
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Couple's dog-friendly getaway with central location and access to a shared pool
1 bedroom
2 bathrooms
Sleeps 4
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**NOONA'S MANSION * THE ANNEX** Grand Home & Pool + LAST KEY SERVICES...
6 bedrooms
6 bathrooms
Sleeps 8
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**BAHAMIAN BAMBOO * THE ANNEX** Chic Home By Duval & Beach + LAST KEY SERVICES.
3 bedrooms
3 bathrooms
Sleeps 6
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**FOLLOW THE SUN * THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
2 bedrooms
2 bathrooms
Sleeps 6
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Steps from Duval, Heated Pool, $99-$219 Night - Free Bikes Included!
0 bedrooms
1 bathroom
Sleeps 2
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Stylish, dog-friendly condo w/ balcony - in the heart of the historic district
1 bedroom
1 bathroom
Sleeps 4
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**OCTOPUS'S GARDEN * CORAL HAMMOCK** Spacious Home & Pool + LAST KEY SERVICES...
3 bedrooms
3 bathrooms
Sleeps 7
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Clean and Relaxing!! 3 King Suites!! Home with everything you need
3 bedrooms
3 bathrooms
Sleeps 6
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**BRISA FRESCA * THE ANNEX** Airy Home by Duval & Beach + LAST KEY SERVICES...
3 bedrooms
3 bathrooms
Sleeps 8
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**AMERICANA TROPICALE * OLD TOWN** Home & Pool by Duval + LAST KEY SERVICES...
4 bedrooms
5 bathrooms
Sleeps 10
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**VILLA BAHAMA * THE ANNEX** Villa Near Duval & Beach + LAST KEY SERVICES...
2 bedrooms
3 bathrooms
Sleeps 6
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**THE COMMODORE'S MANOR * THE BIGHT** Waterfront Home & Pool + LAST KEY SERVICES
5 bedrooms
4 bathrooms
Sleeps 14
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**CONCH CASA GRANDE * THE ANNEX** Home+ Pool near Duval + LAST KEY SERVICES...
5 bedrooms
6 bathrooms
Sleeps 8
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'CONCH HEAVEN' ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/Heated Cocktail Pool
2 bedrooms
2 bathrooms
Sleeps 6
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**NATURES EDGE * THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES...
2 bedrooms
2 bathrooms
Sleeps 6
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Casa De Cuba a Beach House - Cuban Flair Steps from Duval
3 bedrooms
2 bathrooms
Sleeps 6
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Alegre In Fabulous Key West Awaits - Free Bikes, Wifi & Parking
2 bedrooms
3 bathrooms
Sleeps 6
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Contemporary seaside cottage w/ private hot tub, shared pool - dogs welcome!
1 bedroom
1 bathroom
Sleeps 4
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Dog-friendly, colorful cottages w/ pool & hot tub in a fabulous location!
5 bedrooms
4 bathrooms
Sleeps 14
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**SUZY'S PARROT PERCH * OLD TOWN** Cozy 2nd Floor Condo + LAST KEY SERVICES...
2 bedrooms
1 bathroom
Sleeps 6
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Contemporary dog-friendly cottage with easy beach access and shared pool
1 bedroom
2 bathrooms
Sleeps 4
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**SOUTHERNMOST HOSPITALITY VII** 7BR/7BA & Pool + LAST KEY SERVICES...
7 bedrooms
8 bathrooms
Sleeps 16
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**NEPTUNE'S PENTHOUSE * THE BEACH** Oceanfront Condo / Pool + LAST KEY SERVICE.
2 bedrooms
2 bathrooms
Sleeps 6
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**CONCH IN THE TREETOPS * 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES
2 bedrooms
2 bathrooms
Sleeps 6
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Luxury and Spacious Condo on Duval Steet
2 bedrooms
2 bathrooms
Sleeps 8
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'SUNKISSED'~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!
3 bedrooms
3 bathrooms
Sleeps 7
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**STAR OF THE SEAPORT * OLD TOWN** Huge Home & Pool + LAST KEY SERVICES...
5 bedrooms
5 bathrooms
Sleeps 12
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Steps From Duval St. Historical Charm Meets Modern Design In Old Town Key West
3 bedrooms
3 bathrooms
Sleeps 6
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Old Town Bali Hideaway for 2, Just Steps from Duval
1 bedroom
1 bathroom
Sleeps 2
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**PUERTA CORALINA * OLD TOWN** Cottage Near Duval + LAST KEY SERVICE...
2 bedrooms
3 bathrooms
Sleeps 6
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'Tranquility ' at Ann Street Gardens Steps from Duval
1 bedroom
1 bathroom
Sleeps 2
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**VILLA CUBANA * OLD TOWN** Comfy Cottage Near Duval + LAST KEY SERVICES...
2 bedrooms
2 bathrooms
Sleeps 4
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Architect's Personal Residence, Private Pool, 1 Blk. to Duval
2 bedrooms
3 bathrooms
Sleeps 6
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**CASA VICTORIA * OLD TOWN** Historic 5BR Home & Pool + LAST KEY SERVICES...
5 bedrooms
6 bathrooms
Sleeps 12
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**WINDSWEPT PALMS * THE BEACH** Oceanfront / Pool & Jacuzzi + LAST KEY SERVICE
3 bedrooms
2 bathrooms
Sleeps 6
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**GULFSIDE VISTAS * THE ANNEX** Ocean Penthouse & Pool + LAST KEY SERVICE...
2 bedrooms
3 bathrooms
Sleeps 6
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'Coconut Cabana' Old Town Tropical Bungalow
3 bedrooms
2 bathrooms
Sleeps 6
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The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6
2 bedrooms
1 bathroom
Sleeps 4
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'CASA AMOR' ~ 2 Story, 3 Bedroom Home with Private Pool!
3 bedrooms
3 bathrooms
Sleeps 10
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**THE SMILING IBIS * OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES...
3 bedrooms
4 bathrooms
Sleeps 8
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**THE IBIS & THE CRANE * OLD TOWN** Compound Near Duval + LAST KEY SERVICES...
6 bedrooms
8 bathrooms
Sleeps 16
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Bottom's Up Bungalow
2 bedrooms
2 bathrooms
Sleeps 6
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**THE CONTENTED CRANE * OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES...
3 bedrooms
4 bathrooms
Sleeps 8
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Romantic dog-friendly cottage w/shared pool, tropical decor, & easy beach access
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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**SMOOTH SAILING * THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
2 bedrooms
2 bathrooms
Sleeps 6
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Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
3 bedrooms
2 bathrooms
Sleeps 6
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'ATLANTIC BREEZE' ~ 2B/2BA Tropical Retreat w/ Pool, Fitness Area & Beach!
2 bedrooms
2 bathrooms
Sleeps 6
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**CIELO AZUL * THE BEACH CLUB** Oceanfront Condo / Pools + LAST KEY SERVICES...
2 bedrooms
2 bathrooms
Sleeps 6
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