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Stock Island Holiday Rentals

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545 rentals in Stock Island.
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**NOONA'S MANSION * THE ANNEX** Grand Home & Pool + LAST KEY SERVICES..., holiday rental in Stock Island

**NOONA'S MANSION * THE ANNEX** Grand Home & Pool + LAST KEY SERVICES...

6 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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**BAHAMIAN BAMBOO * THE ANNEX**  Chic Home By Duval & Beach + LAST KEY SERVICES., holiday rental in Stock Island

**BAHAMIAN BAMBOO * THE ANNEX** Chic Home By Duval & Beach + LAST KEY SERVICES.

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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**FOLLOW THE SUN * THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES.., holiday rental in Stock Island

**FOLLOW THE SUN * THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Steps from Duval, Heated Pool,  $99-$219 Night - Free Bikes Included!, holiday rental in Stock Island

Steps from Duval, Heated Pool, $99-$219 Night - Free Bikes Included!

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Clean and Relaxing!!   3 King Suites!!  Home with everything you need, holiday rental in Stock Island

Clean and Relaxing!! 3 King Suites!! Home with everything you need

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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**AMERICANA TROPICALE * OLD TOWN** Home & Pool by Duval + LAST KEY SERVICES..., holiday rental in Stock Island

**AMERICANA TROPICALE * OLD TOWN** Home & Pool by Duval + LAST KEY SERVICES...

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Stylish, dog-friendly condo w/ balcony - in the heart of the historic district, holiday rental in Stock Island

Stylish, dog-friendly condo w/ balcony - in the heart of the historic district

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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**VILLA BAHAMA * THE ANNEX** Villa Near Duval & Beach + LAST KEY SERVICES..., holiday rental in Stock Island

**VILLA BAHAMA * THE ANNEX** Villa Near Duval & Beach + LAST KEY SERVICES...

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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**NATURES EDGE * THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..., holiday rental in Stock Island

**NATURES EDGE * THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES...

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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**OCTOPUS'S GARDEN * CORAL HAMMOCK** Spacious Home & Pool + LAST KEY SERVICES..., holiday rental in Stock Island

**OCTOPUS'S GARDEN * CORAL HAMMOCK** Spacious Home & Pool + LAST KEY SERVICES...

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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**BRISA FRESCA * THE ANNEX** Airy Home by Duval & Beach + LAST KEY SERVICES..., holiday rental in Stock Island

**BRISA FRESCA * THE ANNEX** Airy Home by Duval & Beach + LAST KEY SERVICES...

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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**THE COMMODORE'S MANOR * THE BIGHT** Waterfront Home & Pool + LAST KEY SERVICES, holiday rental in Stock Island

**THE COMMODORE'S MANOR * THE BIGHT** Waterfront Home & Pool + LAST KEY SERVICES

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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'CONCH HEAVEN' ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/Heated Cocktail Pool, holiday rental in Stock Island

'CONCH HEAVEN' ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/Heated Cocktail Pool

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Alegre In Fabulous Key West Awaits - Free Bikes, Wifi & Parking, holiday rental in Stock Island

Alegre In Fabulous Key West Awaits - Free Bikes, Wifi & Parking

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Casa De Cuba a Beach House - Cuban Flair Steps from Duval, holiday rental in Stock Island

Casa De Cuba a Beach House - Cuban Flair Steps from Duval

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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**SOUTHERNMOST HOSPITALITY VII** 7BR/7BA & Pool + LAST KEY SERVICES..., holiday rental in Stock Island

**SOUTHERNMOST HOSPITALITY VII** 7BR/7BA & Pool + LAST KEY SERVICES...

7 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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**SUZY'S PARROT PERCH * OLD TOWN** Cozy 2nd Floor Condo + LAST KEY SERVICES..., holiday rental in Stock Island

**SUZY'S PARROT PERCH * OLD TOWN** Cozy 2nd Floor Condo + LAST KEY SERVICES...

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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'SUNKISSED'~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!, holiday rental in Stock Island

'SUNKISSED'~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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**NEPTUNE'S PENTHOUSE * THE BEACH** Oceanfront Condo / Pool + LAST KEY SERVICE., holiday rental in Stock Island

**NEPTUNE'S PENTHOUSE * THE BEACH** Oceanfront Condo / Pool + LAST KEY SERVICE.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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**THE SMILING IBIS * OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES..., holiday rental in Stock Island

**THE SMILING IBIS * OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES...

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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**STAR OF THE SEAPORT * OLD TOWN** Huge Home & Pool + LAST KEY SERVICES..., holiday rental in Stock Island

**STAR OF THE SEAPORT * OLD TOWN** Huge Home & Pool + LAST KEY SERVICES...

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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**WINDSWEPT PALMS * THE BEACH** Oceanfront / Pool & Jacuzzi + LAST KEY SERVICE, holiday rental in Stock Island

**WINDSWEPT PALMS * THE BEACH** Oceanfront / Pool & Jacuzzi + LAST KEY SERVICE

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Steps From Duval St. Historical Charm Meets Modern Design In Old Town Key West, holiday rental in Stock Island

Steps From Duval St. Historical Charm Meets Modern Design In Old Town Key West

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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**PUERTA CORALINA * OLD TOWN** Cottage Near Duval + LAST KEY SERVICE..., holiday rental in Stock Island

**PUERTA CORALINA * OLD TOWN** Cottage Near Duval + LAST KEY SERVICE...

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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'Coconut Cabana' Old Town Tropical Bungalow, holiday rental in Stock Island

'Coconut Cabana' Old Town Tropical Bungalow

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury and Spacious  Condo on Duval Steet, holiday rental in Stock Island

Luxury and Spacious Condo on Duval Steet

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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'Tranquility ' at Ann Street Gardens Steps from Duval, holiday rental in Stock Island

'Tranquility ' at Ann Street Gardens Steps from Duval

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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**VILLA CUBANA * OLD TOWN** Comfy Cottage Near Duval + LAST KEY SERVICES..., holiday rental in Stock Island

**VILLA CUBANA * OLD TOWN** Comfy Cottage Near Duval + LAST KEY SERVICES...

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Old Town Bali Hideaway for 2, Just Steps from Duval, holiday rental in Stock Island

Old Town Bali Hideaway for 2, Just Steps from Duval

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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**CASA VICTORIA * OLD TOWN** Historic 5BR Home & Pool + LAST KEY SERVICES..., holiday rental in Stock Island

**CASA VICTORIA * OLD TOWN** Historic 5BR Home & Pool + LAST KEY SERVICES...

5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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**CONCH IN THE TREETOPS * 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES, holiday rental in Stock Island

**CONCH IN THE TREETOPS * 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6, holiday rental in Stock Island

The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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**CIELO AZUL * THE BEACH CLUB** Oceanfront Condo / Pools + LAST KEY SERVICES..., holiday rental in Stock Island

**CIELO AZUL * THE BEACH CLUB** Oceanfront Condo / Pools + LAST KEY SERVICES...

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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**DARLING OF DUVAL * OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…, holiday rental in Stock Island

**DARLING OF DUVAL * OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Architect's Personal Residence, Private Pool, 1 Blk. to Duval, holiday rental in Stock Island

Architect's Personal Residence, Private Pool, 1 Blk. to Duval

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key, holiday rental in Stock Island

Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'BEACH HOUSE'~ Stunning 4B/4Ba Home with Private Pool in Truman Annex!, holiday rental in Stock Island

'BEACH HOUSE'~ Stunning 4B/4Ba Home with Private Pool in Truman Annex!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Romantic dog-friendly cottage w/shared pool, tropical decor, & easy beach access, holiday rental in Stock Island

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.., holiday rental in Stock Island

**SMOOTH SAILING * THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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**THE IBIS & THE CRANE * OLD TOWN** Compound Near Duval + LAST KEY SERVICES..., holiday rental in Stock Island

**THE IBIS & THE CRANE * OLD TOWN** Compound Near Duval + LAST KEY SERVICES...

6 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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Bottom's Up Bungalow, holiday rental in Stock Island

Bottom's Up Bungalow

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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**SHANG-RI-LA * THE BEACH** Oceanview Condo / Pool & Tennis + LAST KEY SERVICES., holiday rental in Stock Island

**SHANG-RI-LA * THE BEACH** Oceanview Condo / Pool & Tennis + LAST KEY SERVICES.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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**THE CONTENTED CRANE * OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES..., holiday rental in Stock Island

**THE CONTENTED CRANE * OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES...

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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**PROMENADE TO PARADISE** Ocean Condo & Pool + LAST KEY SERVICES..., holiday rental in Stock Island

**PROMENADE TO PARADISE** Ocean Condo & Pool + LAST KEY SERVICES...

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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**THE MELLOW MACAW** Cozy Condo Near Duval + LAST KEY SERVICES..., holiday rental in Stock Island

**THE MELLOW MACAW** Cozy Condo Near Duval + LAST KEY SERVICES...

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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'ATLANTIC BREEZE' ~ 2B/2BA Tropical Retreat w/ Pool, Fitness Area & Beach!, holiday rental in Stock Island

'ATLANTIC BREEZE' ~ 2B/2BA Tropical Retreat w/ Pool, Fitness Area & Beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'CASA AMOR' ~ 2 Story, 3 Bedroom Home with Private Pool!, holiday rental in Stock Island

'CASA AMOR' ~ 2 Story, 3 Bedroom Home with Private Pool!

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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**AVALYNN HOUSE * THE ANNEX** Lush Home by Beach & Duval + LAST KEY SERVICES..., holiday rental in Stock Island

**AVALYNN HOUSE * THE ANNEX** Lush Home by Beach & Duval + LAST KEY SERVICES...

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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2 Bed/2 Bath Condo in Oceanside Marina with 50' Boat Slip, holiday rental in Stock Island

2 Bed/2 Bath Condo in Oceanside Marina with 50' Boat Slip

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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**LA PETITE PENTHOUSE * THE ANNEX** Elegant Condo & Pool + LAST KEY SERVICES..., holiday rental in Stock Island

**LA PETITE PENTHOUSE * THE ANNEX** Elegant Condo & Pool + LAST KEY SERVICES...

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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