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Stock Island Rentals

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Stock Island Rentals

789 Houses

$43

Mile Zero Studio

Stock Island studio

Studio / 1 bathroom / sleeps 2

$43

1 / 19

$100

True Paradise

Stock Island condo

2 bedrooms / 2 bathrooms / sleeps 4

$100

1 / 23

$300

70 foot Half million dollar yacht key west

Stock Island boathouse

4 bedrooms / 3 bathrooms / sleeps 7

$300

1 / 23

$83

William's Loft

Stock Island cottage

2 bedrooms / 1 bathroom / sleeps 3

$83

1 / 23

$193

Lighthouse Villa

Stock Island house

3 bedrooms / 4 bathrooms / sleeps 8

$193

1 / 25

$246

Roomy waterfront home w/ private pool, lanai, & deck - views from every window!

Stock Island house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 9 minutes

$246

1 / 38

$67

Mile Zero House

Stock Island house

2 bedrooms / 1 bathroom / sleeps 4

$67

1 / 12

$167

Casa de Rosalie

Stock Island house

3 bedrooms / 2 bathrooms / sleeps 8

$167

1 / 24

$100

Mermaid's Dream

Stock Island condo

2 bedrooms / 2 bathrooms / sleeps 4

$100

1 / 21

$70

The Gallery

Stock Island townhouse

2 bedrooms / 2 bathrooms / sleeps 4

$70

1 / 23

$100

Shrimp Party

Stock Island townhouse

2 bedrooms / 2 bathrooms / sleeps 4

$100

1 / 24

$243

Stunning Old Town 3BR w/ Private Elevator, 5 Balconies & Community Pool

Stock Island villa

3 bedrooms / 3 bathrooms / sleeps 6

$243

1 / 24

$107

Conch Republic Retreat

Stock Island cottage

2 bedrooms / 2 bathrooms / sleeps 4

$107

1 / 22

$117

South Oceanside Two bedroom monthly rental

Stock Island condo

2 bedrooms / 2 bathrooms / sleeps 6

$117

1 / 30

$500

Relax Key West Style in this 3 Bedroom 3 Bath Pool Home in the Tropics

Stock Island house

3 bedrooms / 3 bathrooms / sleeps 7

$500

1 / 39

$100

Conch Corner

Stock Island house

3 bedrooms / 3 bathrooms / sleeps 6

$100

1 / 24

$90

Poolside Paradise

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 4

$90

1 / 24

$106

Cozy ground-floor suite in historic home w/ shared pool - close to boardwalk!

Stock Island studio

Studio / 1 bathroom / sleeps 2

$106

1 / 29

$90

Southard Square Hideaway

Stock Island condo

1 bedroom / 1 bathroom / sleeps 4

$90

1 / 24

$105

Cozy, dog-friendly suite for two in the heart of historic Key West!

Stock Island house

1 bedroom / 1 bathroom / sleeps 2

$105

1 / 28

$91

$91

1 / 29

$1,130

Spacious 12-room bed & breakfast w/ private heated pool + a great location!

Stock Island house

12 bedrooms / 11 bathrooms / sleeps 24

$1,130

1 / 50

$108

Spacious main-floor suite w/ private patio & easy access to shared heated pool!

Stock Island studio

Studio / 1 bathroom / sleeps 2

$108

1 / 9

$124

Recently renovated home w/ shared pool, furnished patio area - in town, dogs ok

Stock Island house

1 bedroom / 1 bathroom / sleeps 4

$124

1 / 28

$423

Dog-friendly home w/ private pool - walk to the beach and restaurants!

Stock Island house

3 bedrooms / 3 bathrooms / sleeps 8

$423

1 / 27

$415

Tropical family-friendly home w/private pool, 1/2 block from Duval St. - dogs ok

Stock Island house

3 bedrooms / 4 bathrooms / sleeps 8

$415

1 / 34

$158

Colorful condo w/ shared pool & hot tub, parking spot, & balcony - one dog ok!

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

$158

1 / 26

$467

Historic, dog-friendly home w/ pool & three hot tubs in an unbeatable location!

Stock Island house

5 bedrooms / 4 bathrooms / sleeps 14

$467

1 / 50

$362

A Key West gem w/ a private pool - close to shops & restaurants, dog-friendly

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

$362

1 / 27

$181

Spacious, cozy home w/ private pool & large covered patio - ideal location!

Stock Island house

4 bedrooms / 4 bathrooms / sleeps 10

$181

1 / 35

$141

Island condo w/ balcony & great central location - beach nearby! Dogs OK!

Stock Island house

1 bedroom / 1 bathroom / sleeps 4

$141

1 / 25

$130

Sunny condo w/ shared pool & entertainment - central location!

Stock Island house

1 bedroom / 1 bathroom / sleeps 4

$130

1 / 26

$156

Dog-friendly home w/ convenient location to all Key West must-see attractions!

Stock Island house

3 bedrooms / 3 bathrooms / sleeps 8

$156

1 / 31

$102

Welcoming home w/ shared pool boasts great Old Town location - dogs welcome!

Stock Island house

2 bedrooms / 3 bathrooms / sleeps 4

Responds fast! avg. 1 hour 43 minutes

$102

1 / 26

$106

Cozy ground-floor suite in historic home w/ shared pool - close to boardwalk!

Stock Island studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 43 minutes

$106

1 / 29

$150

West-facing, bright and sunny condo w/ shared pool & hot tub, tennis, & parking

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

$150

1 / 27

$105

Cozy, dog-friendly suite for two in the heart of historic Key West!

Stock Island house

1 bedroom / 1 bathroom / sleeps 2

$105

1 / 28

$246

Roomy waterfront home w/ private pool, lanai, & deck - views from every window!

Stock Island house

4 bedrooms / 4 bathrooms / sleeps 10

$246

1 / 38
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