Apartment Rentals in Waterfront Playhouse, FL: Compare 10+ Sites & Save

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  4.  Florida
  5.  Key West
  6.  Waterfront Playhouse

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374 Best Apartment Rentals in Waterfront Playhouse (Starting from $159)

Harbor Luxe Celebration Suites
Harbor Luxe Celebration Suites
Apartment
Key West, FL, USA
0.1k from Waterfront Playhouse center

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

1 Bedroom20 Guests
New to Booking
$3894
Average price / night
Check Availability
Chicken Run at Custom House Inn | Unbeatable Location!
Chicken Run at Custom House Inn | Unbeatable Location!
Apartment
Key West, FL, 33040, United States
0.1k from Waterfront Playhouse center

AC, Balcony, Dryer, Free Parking, Internet, Living Area, Microwave, No Smoking, TV

1 Bedroom4 Guests
9.8

Exceptional

10 reviews

$550
Average price / night
Check Availability
Great Old Town Location, Steps from Mallory Square
Great Old Town Location, Steps from Mallory Square
Apartment
Waterfront Playhouse, Key West, Florida, USA
0.1k from Waterfront Playhouse center

Air Conditioner, Internet

1 Bedroom2 Guests
New to Booking
$159
Average price / night
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Feather Queen at Custom House Inn | Two Vibrant Suites!
Feather Queen at Custom House Inn | Two Vibrant Suites!
Apartment
Key West, FL, 33040, United States
0.1k from Waterfront Playhouse center

AC, Dryer, Free Parking, Internet, Living Area, Microwave, No Smoking, Pool, TV

2 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1074
Average price / night
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Underwater Cabana at Custom House Inn
Underwater Cabana at Custom House Inn
Apartment
Key West, FL, USA
0.2k from Waterfront Playhouse center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$481
Average price / night
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Chicken Run at Custom House Inn
Chicken Run at Custom House Inn
Apartment
Key West, FL, USA
0.2k from Waterfront Playhouse center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family

1 Bedroom4 Guests
9.0

Fabulous

2 reviews

$514
Average price / night
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Luxury Waterfront Stay @ The Galleon, Mins from Downtown
Luxury Waterfront Stay @ The Galleon, Mins from Downtown
Apartment
Key West, FL, 33040, United States
0.1k from Waterfront Playhouse center

AC, Dryer, Extra Bed, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
New to Booking
$675
Average price / night
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Citrus Queen at Custom House Inn
Citrus Queen at Custom House Inn
Apartment
Key West, FL, USA
0.2k from Waterfront Playhouse center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$544
Average price / night
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Sandbar Suite | 2 bed near Duval & waterfront
Sandbar Suite | 2 bed near Duval & waterfront
Apartment
Key West, FL, 33040, United States
0.2k from Waterfront Playhouse center

AC, Balcony, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

2 Bedrooms6 Guests
9.6

Exceptional

11 reviews

$1092
Average price / night
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Birds of a Feather at Custom House Inn
Birds of a Feather at Custom House Inn
Apartment
Key West, FL, USA
0.2k from Waterfront Playhouse center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$549
Average price / night
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Coral Reef Suite | 1 bed near Duval & waterfront
Coral Reef Suite | 1 bed near Duval & waterfront
Apartment
Key West, FL, 33040, United States
0.2k from Waterfront Playhouse center

AC, Balcony, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$952
Average price / night
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Chicken Water Cabana at Custom House Inn
Chicken Water Cabana at Custom House Inn
Apartment
Key West, FL, USA
0.2k from Waterfront Playhouse center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms8 Guests
New to Booking
$837
Average price / night
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Birds of a Feather at Custom House Inn | Perfect Stay on Duval Street!
Birds of a Feather at Custom House Inn | Perfect Stay on Duval Street!
Apartment
Key West, FL, 33040, United States
0.3k from Waterfront Playhouse center

AC, Internet, Microwave, No Smoking, TV

1 Bedroom4 Guests
10.0

Exceptional

9 reviews

$550
Average price / night
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Feather Queen at Custom House Inn
Feather Queen at Custom House Inn
Apartment
Key West, FL, USA
0.2k from Waterfront Playhouse center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms8 Guests
New to Booking
$867
Average price / night
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Chicken Water Cabana at Custom House Inn | Two Modern Suites!
Chicken Water Cabana at Custom House Inn | Two Modern Suites!
Apartment
Key West, FL, 33040, United States
0.3k from Waterfront Playhouse center

AC, Internet, Microwave, No Smoking, TV

2 Bedrooms8 Guests
9.2

Superb

12 reviews

$1028
Average price / night
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Sunshine State at Custom House Inn
Sunshine State at Custom House Inn
Apartment
Key West, FL, USA
0.2k from Waterfront Playhouse center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom3 Guests
New to Booking
$541
Average price / night
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The Curry Poolside | Ground  Floor King
The Curry Poolside | Ground Floor King
Apartment
Key West, FL, 33040, United States
0.3k from Waterfront Playhouse center

AC, Balcony, Dryer, Internet, Laundry, No Smoking, Outdoor Space, Pool, TV

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$451
Average price / night
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Custom House Inn All
Custom House Inn All
Apartment
Key West, FL, USA
0.2k from Waterfront Playhouse center

Apartments, Accommodations, Lodgings, Places to stay

8 Bedrooms25 Guests
New to Booking
$5685
Average price / night
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The Penthouse at Custom House Inn
The Penthouse at Custom House Inn
Apartment
Key West, FL, USA
0.2k from Waterfront Playhouse center

Apartments, Accommodations, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$919
Average price / night
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The Curry Poolside | Ground Floor Two Queens
The Curry Poolside | Ground Floor Two Queens
Apartment
Key West, FL, 33040, United States
0.3k from Waterfront Playhouse center

AC, Balcony, Dryer, Internet, Laundry, No Smoking, Outdoor Space, Pool, TV

1 Bedroom4 Guests
9.2

Superb

5 reviews

$461
Average price / night
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Sandbar Suite
Sandbar Suite
Apartment
Key West, FL, USA
0.2k from Waterfront Playhouse center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$568
Average price / night
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New Rose Petal Petite Suite - Pool & Parking
New Rose Petal Petite Suite - Pool & Parking
Apartment
FL, USA
0.4k from Waterfront Playhouse center

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

1 Bedroom2 Guests
7.0

Good

1 reviews

$324
Average price / night
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New Coastal Rose - Bright Loft with High Ceilings
New Coastal Rose - Bright Loft with High Ceilings
Apartment
FL, USA
0.4k from Waterfront Playhouse center

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

1 Bedroom4 Guests
7.3

Good

3 reviews

$427
Average price / night
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The Curry Poolside | Second Floor King
The Curry Poolside | Second Floor King
Apartment
Key West, FL, 33040, United States
0.3k from Waterfront Playhouse center

AC, Balcony, Dryer, Extra Bed, Free Parking, Internet, Laundry, No Smoking, Outdoor Space

1 Bedroom2 Guests
8.0

Good

3 reviews

$551
Average price / night
Check Availability
The Curry Poolside Suite | Second Floor King
The Curry Poolside Suite | Second Floor King
Apartment
Key West, FL, 33040, United States
0.3k from Waterfront Playhouse center

AC, Balcony, Dryer, Internet, Laundry, No Smoking, Outdoor Space, Pool, TV

1 Bedroom4 Guests
7.4

Good

3 reviews

$474
Average price / night
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Deluxe King, Pet Friendly &  - Curry Mansion Inn
Deluxe King, Pet Friendly & - Curry Mansion Inn
Apartment
Key West, FL, 33040, United States
0.3k from Waterfront Playhouse center

AC, Balcony, Dryer, Internet, Laundry, No Smoking, Outdoor Space, Pool, TV

1 Bedroom2 Guests
9.6

Exceptional

5 reviews

$502
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 Apartment Rentals in Waterfront Playhouse.

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Waterfront Playhouse Apartment Rentals on the Map

Frequently Asked Questions

You can explore 374 verified apartment rentals in Waterfront Playhouse. These include a variety of options such as studios, lofts, and larger apartments suitable for different budgets and lifestyles.

Apartment rental prices in Waterfront Playhouse vary depending on the neighborhood, size, and building features. Monthly rents typically start from around $159, with higher prices for central locations or premium amenities.

Utility policies in Waterfront Playhouse apartments can vary. Some rentals include services like water or trash, while others require tenants to pay separately for electricity, gas, or internet. It’s helpful to review the listing details to understand what is included.

Yes, some apartments in Waterfront Playhouse allow pets. Currently, 40 listings are pet-friendly, although policies may vary by building. Checking pet rules in advance can help you find a suitable option.

It’s generally recommended to begin your search 30 to 60 days before your intended move-in date. This timing can help you find available options while still having enough flexibility to compare different properties.

Apartments in Waterfront Playhouse often include amenities such as Security/Safety, Child Friendly, and Laundry. These features are commonly found in modern residential buildings and can improve everyday convenience.

Some apartments in Waterfront Playhouse offer flexible lease terms, including shorter stays or month-to-month options. Availability can vary, so checking the lease details for each property is recommended.