Stock Island Vacation Rentals
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524 rentals in Stock Island.
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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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**FOLLOW THE SUN * THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
2 bedrooms
2 bathrooms
Sleeps 6
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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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Steps from Duval, Heated Pool, $99-$219 Night - Free Bikes Included!
0 bedrooms
1 bathroom
Sleeps 2
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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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Clean and Relaxing!! 3 King Suites!! Home with everything you need
3 bedrooms
3 bathrooms
Sleeps 6
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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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**VILLA BAHAMA * THE ANNEX** Villa Near Duval & Beach + LAST KEY SERVICES...
2 bedrooms
3 bathrooms
Sleeps 6
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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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Casa De Cuba a Beach House - Cuban Flair Steps from Duval
3 bedrooms
2 bathrooms
Sleeps 6
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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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**BRISA FRESCA * THE ANNEX** Airy Home by Duval & Beach + LAST KEY SERVICES...
3 bedrooms
3 bathrooms
Sleeps 8
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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 HEAVEN' ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/Heated Cocktail Pool
2 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
Match: Sleeps
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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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'SUNKISSED'~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!
3 bedrooms
3 bathrooms
Sleeps 7
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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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**SOUTHERNMOST HOSPITALITY VII** 7BR/7BA & Pool + LAST KEY SERVICES...
7 bedrooms
8 bathrooms
Sleeps 16
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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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**STAR OF THE SEAPORT * OLD TOWN** Huge Home & Pool + LAST KEY SERVICES...
5 bedrooms
5 bathrooms
Sleeps 12
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**DARLING OF DUVAL * OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
2 bedrooms
2 bathrooms
Sleeps 4
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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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'Coconut Cabana' Old Town Tropical Bungalow
3 bedrooms
2 bathrooms
Sleeps 6
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**PUERTA CORALINA * OLD TOWN** Cottage Near Duval + LAST KEY SERVICE...
2 bedrooms
3 bathrooms
Sleeps 6
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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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Luxury and Spacious Condo on Duval Steet
2 bedrooms
2 bathrooms
Sleeps 8
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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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Old Town Bali Hideaway for 2, Just Steps from Duval
1 bedroom
1 bathroom
Sleeps 2
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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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**LA PETITE PENTHOUSE * THE ANNEX** Elegant Condo & Pool + LAST KEY SERVICES...
2 bedrooms
1 bathroom
Sleeps 4
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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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**WINDSWEPT PALMS * THE BEACH** Oceanfront / Pool & Jacuzzi + LAST KEY SERVICE
3 bedrooms
2 bathrooms
Sleeps 6
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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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The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6
2 bedrooms
1 bathroom
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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**CONCH IN THE TREETOPS * 1800 ATLANTIC** Beach Condo / Pool + 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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'BEACH HOUSE'~ Stunning 4B/4Ba Home with Private Pool in Truman Annex!
4 bedrooms
4 bathrooms
Sleeps 8
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**SHANG-RI-LA * THE BEACH** Oceanview Condo / Pool & Tennis + LAST KEY SERVICES.
2 bedrooms
2 bathrooms
Sleeps 6
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**PROMENADE TO PARADISE** Ocean Condo & Pool + LAST KEY SERVICES...
2 bedrooms
2 bathrooms
Sleeps 5
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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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2 Bed/2 Bath Condo in Oceanside Marina with 50' Boat Slip
2 bedrooms
2 bathrooms
Sleeps 4
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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 MELLOW MACAW** Cozy Condo Near Duval + LAST KEY SERVICES...
2 bedrooms
1 bathroom
Sleeps 6
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'CASA AMOR' ~ 2 Story, 3 Bedroom Home with Private Pool!
3 bedrooms
3 bathrooms
Sleeps 10
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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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**AVALYNN HOUSE * THE ANNEX** Lush Home by Beach & Duval + LAST KEY SERVICES...
5 bedrooms
4 bathrooms
Sleeps 8
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Frequently Asked Questions about Stock Island
- Yes, here are some popular vacation rentals in Stock Island that have a pool:
- Waterfront Condo with Old Florida Charm, Wrap-Around Balcony & Large Pool!
- 'GARDEN OASIS' ~ Great Casa Marina Location with True Island Elegance!
- 'SEAPORT SANCTUARY' ~ Come and Enjoy this Romantic & Lovely Couples Hideaway!
- Yes, here are some popular vacation rentals in Stock Island that have internet access:
- 'VILLAGE ROOSTER' ~ Quaint Cottage in Bahama Village Steps from the FUN!
- 'MEMORY MAKER' ~This Property Was Featured on HGTV's show 'Island Life'!
- Waterfront Condo with Old Florida Charm, Wrap-Around Balcony & Large Pool!
- The best pet friendly rentals in Stock Island are:
- Coconut Mallory #411, Key West Convenience + Resort Amenities, Pools, Hot Tub, D
- Coconut Mallory #412, Resort Amenities, Pools, Hot Tub, Dockage, Pub and Key Wes
- New Listing! Royal Palm Villa - Large Private Key West Sanctuary w/ Pool/Spa, Pa
- Some of the most popular kid friendly rentals in Stock Island are:
- 'VILLAGE ROOSTER' ~ Quaint Cottage in Bahama Village Steps from the FUN!
- 'MEMORY MAKER' ~This Property Was Featured on HGTV's show 'Island Life'!
- Waterfront Condo with Old Florida Charm, Wrap-Around Balcony & Large Pool!