Vacation Rentals in Schooner Western Union, FL: Compare 10+ Sites & Save

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1736 Best Vacation Rentals in Schooner Western Union (Starting from $166)

African Queen - Harbor Walk Hideaways
African Queen - Harbor Walk Hideaways
Apartment
Key West, FL, USA
0.2k from Schooner Western Union center

Apartments, Accommodations, Pools, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
5.5

Review score

2 reviews

$273
Average price / night
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Studio overlooking historic Key West waterfront.
Studio overlooking historic Key West waterfront.
Apartment
Key West, FL, 33040, United States
0.1k from Schooner Western Union center

AC, Dryer, Laundry, Microwave, No Smoking, TV, Washer

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$172
Average price / night
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Harbor Walk Hideaways
Harbor Walk Hideaways
House
Key West, FL, USA
0.2k from Schooner Western Union center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms14 Guests
New to Booking
$839
Average price / night
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**THE WICKED TUNA @ THE SEAPORT** Private Home & Pool + LAST KEY SERVICES…
**THE WICKED TUNA @ THE SEAPORT** Private Home & Pool + LAST KEY SERVICES…
House
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
New to Booking
$409
Average price / night
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Pilar Cottage - Harbor Walk Hideaways
Pilar Cottage - Harbor Walk Hideaways
Apartment
Key West, FL, USA
0.2k from Schooner Western Union center

Apartments, Cheap, Accommodations, Pools, Cottages, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$273
Average price / night
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CASA MARGARITA Steps to the Historic Seaport
CASA MARGARITA Steps to the Historic Seaport
House
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
9.8

Exceptional

127 reviews

$1413
Average price / night
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Atocha Cottage - Harbor Walk Hideaways
Atocha Cottage - Harbor Walk Hideaways
Apartment
Key West, FL, USA
0.2k from Schooner Western Union center

Apartments, Accommodations, Pools, Cottages, Pet-friendly, Lodgings, Places to stay, Family

2 Bedrooms6 Guests
9.0

Fabulous

3 reviews

$383
Average price / night
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Underwater Cabana at Custom House Inn | On Duval!
Underwater Cabana at Custom House Inn | On Duval!
Apartment
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Internet, Microwave, No Smoking, TV

1 Bedroom4 Guests
9.8

Exceptional

21 reviews

$550
Average price / night
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Star of the Seaport by Last Key Realty
Star of the Seaport by Last Key Realty
House
Key West, FL, USA
0.2k from Schooner Western Union center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

5 Bedrooms12 Guests
New to Booking
$2584
Average price / night
Check Availability
Sunshine State at Custom House Inn | Bright Studio
Sunshine State at Custom House Inn | Bright Studio
Apartment
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Balcony, Internet, Microwave, No Smoking, TV

1 Bedroom3 Guests
9.2

Superb

17 reviews

$605
Average price / night
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Kokomo Suite by Last Key Realty
Kokomo Suite by Last Key Realty
House
Key West, FL, USA
0.2k from Schooner Western Union center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$488
Average price / night
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Custom House Inn | 8 BR Suite Compound on Duval!
Custom House Inn | 8 BR Suite Compound on Duval!
House
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Internet, Kitchen, Microwave, No Smoking, TV

8 Bedrooms25 Guests
10.0

Exceptional

1 reviews

$2532
Average price / night
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Barbuda Suite by Last Key Realty
Barbuda Suite by Last Key Realty
House
Key West, FL, USA
0.2k from Schooner Western Union center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$632
Average price / night
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Cozy on Caroline - Key West Seaport
Cozy on Caroline - Key West Seaport
Apartment
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Balcony, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom4 Guests
New to Booking
$235
Average price / night
Check Availability
Calusa Suite by Last Key Realty
Calusa Suite by Last Key Realty
House
Key West, FL, USA
0.2k from Schooner Western Union center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$465
Average price / night
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**STAR OF THE SEAPORT @ OLD TOWN** Huge Home & Pool + LAST KEY SERVICES...
**STAR OF THE SEAPORT @ OLD TOWN** Huge Home & Pool + LAST KEY SERVICES...
House
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

6 Bedrooms12 Guests
10.0

Exceptional

91 reviews

$3128
Average price / night
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Atocha Cottage by Brightwild
Atocha Cottage by Brightwild
Apartment
Key West, FL, USA
0.2k from Schooner Western Union center

Apartments, Accommodations, Pools, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms6 Guests
4.5

Review score

2 reviews

$1032
Average price / night
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Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest
Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest
Cottage
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
9.6

Exceptional

11 reviews

$513
Average price / night
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Rigby House - Brand New with Private Pool
Rigby House - Brand New with Private Pool
House
Key West, FL, USA
0.3k from Schooner Western Union center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

6 Bedrooms12 Guests
New to Booking
$2937
Average price / night
Check Availability
The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport
The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport
House
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Dryer, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

5 Bedrooms10 Guests
9.8

Exceptional

22 reviews

$1816
Average price / night
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SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!
SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!
House
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
9.8

Exceptional

206 reviews

$2516
Average price / night
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THE SEASHELL ~ Classic, Luxury Old Town Gem with Private Pool & Gardens!
THE SEASHELL ~ Classic, Luxury Old Town Gem with Private Pool & Gardens!
House
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
9.8

Exceptional

22 reviews

$482
Average price / night
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SEAPORT SANCTUARY ~ Come and Enjoy this Romantic & Lovely Couples Hideaway!
SEAPORT SANCTUARY ~ Come and Enjoy this Romantic & Lovely Couples Hideaway!
Cottage
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

1 Bedroom4 Guests
9.6

Exceptional

16 reviews

$166
Average price / night
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STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town!
STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town!
House
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

8 Bedrooms20 Guests
9.6

Exceptional

76 reviews

$2867
Average price / night
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Bella Grand Premier Estate Key West - 2 Blocks off Duval w Private Pool
Bella Grand Premier Estate Key West - 2 Blocks off Duval w Private Pool
House
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Balcony, Barbecue, Dryer, Hot Tub, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
New to Booking
$717
Average price / night
Check Availability
Heart of Old Town on QUIET Peacon Lane. Historic Seaport. Duval St. PETS WELCOME
Heart of Old Town on QUIET Peacon Lane. Historic Seaport. Duval St. PETS WELCOME
House
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$399
Average price / night
Check Availability
Seaport Walkabout- the best location in town
Seaport Walkabout- the best location in town
House
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio

2 Bedrooms6 Guests
8.0

Good

2 reviews

$301
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Schooner Western Union.

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Frequently Asked Questions

You can explore 1736 verified vacation rentals in Schooner Western Union. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Schooner Western Union vary depending on the season, property size, and location. Rates typically start from around $166 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Schooner Western Union include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Schooner Western Union welcome pets. Currently, 42 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Schooner Western Union often include amenities such as Internet, Pool, and Wellness Facilities. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.