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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Key West
  6.  Schooner Western Union

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1469 Best Vacation Rentals with Pool 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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The Galleon Resort in Beautiful Key West. Amazing Views! 2 bedroom villa!
The Galleon Resort in Beautiful Key West. Amazing Views! 2 bedroom villa!
Condo
Key West, FL, 33040, United States
0.1k from Schooner Western Union center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$804
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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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
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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
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Rooftop Renaissance - Upscale Condo in Old Town Key West. Perfect for Couples.
Rooftop Renaissance - Upscale Condo in Old Town Key West. Perfect for Couples.
Condo
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

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

1 Bedroom4 Guests
New to Booking
$203
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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**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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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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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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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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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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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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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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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
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STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!
STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!
Condo
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
9.8

Exceptional

114 reviews

$1050
Average price / night
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Westwinds Inn
Westwinds Inn
House
Key West, FL, USA
0.3k from Schooner Western Union center

B&bs, Accommodations, Pools, Guest houses, Homestays, Romantic, Lodgings, Vacation rentals, Places to stay

27 Bedrooms28 Guests
8.8

Fabulous

732 reviews

$475
Average price / night
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STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!
STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!
Condo
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

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

4 Bedrooms10 Guests
9.2

Superb

94 reviews

$1174
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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Rare Penthouse 2 bed/2bath additional King in loft
Rare Penthouse 2 bed/2bath additional King in loft
Condo
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms8 Guests
9.4

Superb

96 reviews

$1197
Average price / night
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Galleon Resort Efficiency Historic District
Galleon Resort Efficiency Historic District
Condo
Key West, FL, 33040, United States
0.2k from Schooner Western Union center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

1 Bedroom2 Guests
9.4

Superb

77 reviews

$461
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
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 with Pool in Schooner Western Union.

Where to stay in Schooner Western Union? Best neighborhoods & areas

Schooner Western Union Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 1469 verified vacation rentals with a pool in Schooner Western Union. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Schooner Western Union vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $166 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Schooner Western Union offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Schooner Western Union welcome pets. Currently, 27 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Schooner Western Union often include additional outdoor features such as Pool, Internet, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Schooner Western Union offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.