We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Stock Island Vacation Rentals

List your property
Owner log in
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 mi
Price per night
$0
$1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighborhood
524 rentals in Stock Island.
Sort by:
Tripadvisor Sort
**NOONA'S MANSION * THE ANNEX** Grand Home & Pool + LAST KEY SERVICES..., vacation rental in Stock Island

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

6 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**FOLLOW THE SUN * THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES.., vacation rental in Stock Island

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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**BAHAMIAN BAMBOO * THE ANNEX**  Chic Home By Duval & Beach + LAST KEY SERVICES., vacation rental in Stock Island

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

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Steps from Duval, Heated Pool,  $99-$219 Night - Free Bikes Included!, vacation rental in Stock Island

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

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**NATURES EDGE * THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..., vacation rental in Stock Island

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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Clean and Relaxing!!   3 King Suites!!  Home with everything you need, vacation rental in Stock Island

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

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Stylish, dog-friendly condo w/ balcony - in the heart of the historic district, vacation 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
More info
Vrbo.com logo
Check in
Check out
**VILLA BAHAMA * THE ANNEX** Villa Near Duval & Beach + LAST KEY SERVICES..., vacation rental in Stock Island

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

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**AMERICANA TROPICALE * OLD TOWN** Home & Pool by Duval + LAST KEY SERVICES..., vacation rental in Stock Island

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

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Casa De Cuba a Beach House - Cuban Flair Steps from Duval, vacation rental in Stock Island

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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Save time - get the best Stock Island rentals sent straight to your email!
**OCTOPUS'S GARDEN * CORAL HAMMOCK** Spacious Home & Pool + LAST KEY SERVICES..., vacation rental in Stock Island

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

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**BRISA FRESCA * THE ANNEX** Airy Home by Duval & Beach + LAST KEY SERVICES..., vacation rental in Stock Island

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

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**THE COMMODORE'S MANOR * THE BIGHT** Waterfront Home & Pool + LAST KEY SERVICES, vacation rental in Stock Island

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

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
'CONCH HEAVEN' ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/Heated Cocktail Pool, vacation 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
More info
Vrbo.com logo
Check in
Check out
Alegre In Fabulous Key West Awaits - Free Bikes, Wifi & Parking, vacation rental in Stock Island

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

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**THE SMILING IBIS * OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES..., vacation rental in Stock Island

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

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
'SUNKISSED'~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!, vacation rental in Stock Island

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

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Steps From Duval St. Historical Charm Meets Modern Design In Old Town Key West, vacation 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
More info
Vrbo.com logo
Check in
Check out
**SOUTHERNMOST HOSPITALITY VII** 7BR/7BA & Pool + LAST KEY SERVICES..., vacation rental in Stock Island

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

7 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**SUZY'S PARROT PERCH * OLD TOWN** Cozy 2nd Floor Condo + LAST KEY SERVICES..., vacation 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
More info
Vrbo.com logo
Check in
Check out
**STAR OF THE SEAPORT * OLD TOWN** Huge Home & Pool + LAST KEY SERVICES..., vacation rental in Stock Island

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

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**DARLING OF DUVAL * OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…, vacation rental in Stock Island

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

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**CASA VICTORIA * OLD TOWN** Historic 5BR Home & Pool + LAST KEY SERVICES..., vacation rental in Stock Island

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

5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
'Coconut Cabana' Old Town Tropical Bungalow, vacation rental in Stock Island

'Coconut Cabana' Old Town Tropical Bungalow

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**PUERTA CORALINA * OLD TOWN** Cottage Near Duval + LAST KEY SERVICE..., vacation rental in Stock Island

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

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**NEPTUNE'S PENTHOUSE * THE BEACH** Oceanfront Condo / Pool + LAST KEY SERVICE., vacation rental in Stock Island

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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Luxury and Spacious  Condo on Duval Steet, vacation rental in Stock Island

Luxury and Spacious Condo on Duval Steet

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
'Tranquility ' at Ann Street Gardens Steps from Duval, vacation rental in Stock Island

'Tranquility ' at Ann Street Gardens Steps from Duval

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**VILLA CUBANA * OLD TOWN** Comfy Cottage Near Duval + LAST KEY SERVICES..., vacation rental in Stock Island

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

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Old Town Bali Hideaway for 2, Just Steps from Duval, vacation rental in Stock Island

Old Town Bali Hideaway for 2, Just Steps from Duval

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**THE CONTENTED CRANE * OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES..., vacation rental in Stock Island

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

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**LA PETITE PENTHOUSE * THE ANNEX** Elegant Condo & Pool + LAST KEY SERVICES..., vacation rental in Stock Island

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

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**CIELO AZUL * THE BEACH CLUB** Oceanfront Condo / Pools + LAST KEY SERVICES..., vacation rental in Stock Island

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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**WINDSWEPT PALMS * THE BEACH** Oceanfront / Pool & Jacuzzi + LAST KEY SERVICE, vacation rental in Stock Island

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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**SMOOTH SAILING * THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES.., vacation rental in Stock Island

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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6, vacation rental in Stock Island

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

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Architect's Personal Residence, Private Pool, 1 Blk. to Duval, vacation rental in Stock Island

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

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**CONCH IN THE TREETOPS * 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES, vacation rental in Stock Island

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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key, vacation 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
More info
Vrbo.com logo
Check in
Check out
'BEACH HOUSE'~ Stunning 4B/4Ba Home with Private Pool in Truman Annex!, vacation rental in Stock Island

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

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**SHANG-RI-LA * THE BEACH** Oceanview Condo / Pool & Tennis + LAST KEY SERVICES., vacation rental in Stock Island

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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**PROMENADE TO PARADISE** Ocean Condo & Pool + LAST KEY SERVICES..., vacation rental in Stock Island

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

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Romantic dog-friendly cottage w/shared pool, tropical decor, & easy beach access, vacation rental in Stock Island

Romantic dog-friendly cottage w/shared pool, tropical decor, & easy beach access

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
2 Bed/2 Bath Condo in Oceanside Marina with 50' Boat Slip, vacation rental in Stock Island

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

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**THE IBIS & THE CRANE * OLD TOWN** Compound Near Duval + LAST KEY SERVICES..., vacation rental in Stock Island

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

6 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Bottom's Up Bungalow, vacation rental in Stock Island

Bottom's Up Bungalow

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**THE MELLOW MACAW** Cozy Condo Near Duval + LAST KEY SERVICES..., vacation rental in Stock Island

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

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
'CASA AMOR' ~ 2 Story, 3 Bedroom Home with Private Pool!, vacation rental in Stock Island

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

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
'ATLANTIC BREEZE' ~ 2B/2BA Tropical Retreat w/ Pool, Fitness Area & Beach!, vacation rental in Stock Island

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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
**AVALYNN HOUSE * THE ANNEX** Lush Home by Beach & Duval + LAST KEY SERVICES..., vacation rental in Stock Island

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

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Previous
Frequently Asked Questions about Stock Island