Pet-Friendly 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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777 Best Pet-Friendly Rentals in Waterfront Playhouse (Starting from $273)

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
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Pier House Resort & Spa
Pier House Resort & Spa
Resort
Key West, FL, USA
0.2k from Waterfront Playhouse center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Pet-friendly, 4-star, Lodgings

140 Bedrooms62 Guests
8.3

Very Good

664 reviews

$534
Average price / night
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Harbor House Penthouse- A
Harbor House Penthouse- A
Condo
Key West, FL, 33040, United States
0.1k from Waterfront Playhouse center

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

4 Bedrooms12 Guests
10.0

Exceptional

23 reviews

$1914
Average price / night
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Opal Key Resort & Marina
Opal Key Resort & Marina
Resort
Key West, FL, USA
0.2k from Waterfront Playhouse center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Hot tubs

188 Bedrooms106 Guests
8.6

Fabulous

1178 reviews

$716
Average price / night
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Harbor House Penthouse- B
Harbor House Penthouse- B
House
Key West, FL, 33040, United States
0.1k from Waterfront Playhouse center

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

4 Bedrooms8 Guests
9.6

Exceptional

15 reviews

$1691
Average price / night
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Hyatt Centric Key West Resort & Spa
Hyatt Centric Key West Resort & Spa
Resort
Key West, FL, USA
0.3k from Waterfront Playhouse center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Pet-friendly, 4-star, Lodgings

118 Bedrooms30 Guests
8.2

Very Good

545 reviews

$387
Average price / night
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**SEAPORT SENSATION @ OLD TOWN VILLAS** Condo & Pool + LAST KEY SERVICES...
**SEAPORT SENSATION @ OLD TOWN VILLAS** Condo & Pool + LAST KEY SERVICES...
House
Key West, FL, 33040, United States
0.3k from Waterfront Playhouse center

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

3 Bedrooms8 Guests
New to Booking
$428
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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Unlock your Paradise Adventure - Between Sloppy Joe's and the Harbor
Unlock your Paradise Adventure - Between Sloppy Joe's and the Harbor
House
Key West, FL, 33040, United States
0.3k from Waterfront Playhouse center

Elevator, Extra Bed, Internet, Kitchen, Living Area, No Smoking, Patio, Pool, TV

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$482
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 | 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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New The Cottage at James House
New The Cottage at James House
House
Key West, FL, USA
0.4k from Waterfront Playhouse center

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

1 Bedroom3 Guests
8.8

Fabulous

6 reviews

$358
Average price / night
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African Queen - Harbor Walk Hideaways
African Queen - Harbor Walk Hideaways
Apartment
Key West, FL, USA
0.4k from Waterfront Playhouse 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 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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Harbor Walk Hideaways
Harbor Walk Hideaways
House
Key West, FL, USA
0.4k from Waterfront Playhouse 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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Pilar Cottage - Harbor Walk Hideaways
Pilar Cottage - Harbor Walk Hideaways
Apartment
Key West, FL, USA
0.4k from Waterfront Playhouse 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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Atocha Cottage - Harbor Walk Hideaways
Atocha Cottage - Harbor Walk Hideaways
Apartment
Key West, FL, USA
0.4k from Waterfront Playhouse 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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Amsterdam's Curry Mansion Inn
Amsterdam's Curry Mansion Inn
Bed & Breakfast
Waterfront Playhouse, Key West, Florida, USA
0.4k from Waterfront Playhouse center

Child Friendly, Internet, Wheelchair Accessible, Air Conditioner, Balcony/Terrace, Pet Friendly, Pool

6 Bedrooms15 Guests
8.8

Fabulous

139 reviews

$563
Average price / night
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Commodore's Cove
Commodore's Cove
Apartment
Key West, FL, USA
0.4k from Waterfront Playhouse center

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

4 Bedrooms12 Guests
5.5

Review score

2 reviews

$1713
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
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Seaport Suite
Seaport Suite
Apartment
Key West, FL, USA
0.4k from Waterfront Playhouse center

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

4 Bedrooms12 Guests
New to Booking
$1517
Average price / night
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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
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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 Pet-Friendly Rentals in Waterfront Playhouse.

Where to stay in Waterfront Playhouse? Best neighborhoods & areas

Waterfront Playhouse Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 777 verified pet-friendly rentals in Waterfront Playhouse. These include a range of homes, cabins, and condos that welcome pets, making it easier to plan a trip with your companion.

Pet fees in Waterfront Playhouse vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $273 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Waterfront Playhouse may have weight or breed restrictions, while others are more flexible. It’s recommended to review the property’s house rules or contact the host to confirm whether your pet is allowed.

Some pet-friendly rentals in Waterfront Playhouse include fenced or partially enclosed outdoor spaces, which can be helpful for pets. Checking the listing details can help you find properties that offer secure outdoor areas.

Pet-friendly properties can be in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. Availability may be more flexible during off-peak periods.

Pet-friendly rentals in Waterfront Playhouse may include amenities such as Pet Friendly, Internet, and Child Friendly. These features help make stays more comfortable for both pets and their owners.

You can use map-based search features to find rentals located near dog parks, walking trails, or pet-friendly outdoor areas. This can help you choose a location that is convenient for daily walks and outdoor activities with your pet.