Pet-Friendly Rentals in Key West Historic District, FL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Pet-Friendly Rentals
  3.  USA

  4.  Florida
  5.  Key West
  6.  Key West Historic District

Refine your search

Price per night

Amenity Filter

Rating

777 Best Pet-Friendly Rentals in Key West Historic District (Starting from $209)

Casa Azul-Open Concept Home With Pool
Casa Azul-Open Concept Home With Pool
House
Key West, FL, USA
0.1k from Key West Historic District center

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

2 Bedrooms4 Guests
New to Booking
$343
Average price / night
Check Availability
Old Town 4 /4.5 house with private pool and 2 poolside cottages + outdoor shower
Old Town 4 /4.5 house with private pool and 2 poolside cottages + outdoor shower
House
Key West, FL, 33040, United States
0.0k from Key West Historic District center

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

4 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$574
Average price / night
Check Availability
Green Mermaid
Green Mermaid
House
Key West, FL, USA
0.1k from Key West Historic District center

Air Conditioner, Pet Friendly, Laundry, Hot Tub, Internet, Child Friendly

2 Bedrooms4 Guests
New to Booking
$238
Average price / night
Check Availability
little bodega in Key West
little bodega in Key West
House
Key West, FL, 33040, United States
0.0k from Key West Historic District center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, Patio

1 Bedroom3 Guests
9.6

Exceptional

4 reviews

$484
Average price / night
Check Availability
Courtney's Place Historic Cottages & Inns
Courtney's Place Historic Cottages & Inns
House
Key West Historic District, Key West, Florida, USA
0.2k from Key West Historic District center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Romantic, Pet-friendly, Lodgings

18 Bedrooms72 Guests
8.8

Fabulous

1291 reviews

$738
Average price / night
Check Availability
Charming 2-bedroom House in Historic Key West with Pool
Charming 2-bedroom House in Historic Key West with Pool
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
New to Booking
$209
Average price / night
Check Availability
Key to Paradise
Key to Paradise
House
Key West, FL, USA
0.3k from Key West Historic District center

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

3 Bedrooms6 Guests
New to Booking
$872
Average price / night
Check Availability
~ POINCIANA PARADISE ~ Casual duplex 2 blocks from Duval Street!
~ POINCIANA PARADISE ~ Casual duplex 2 blocks from Duval Street!
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

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

2 Bedrooms6 Guests
10.0

Exceptional

22 reviews

$646
Average price / night
Check Availability
Americana Tropicale by Last Key Realty
Americana Tropicale by Last Key Realty
House
Key West, FL, USA
0.3k from Key West Historic District center

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

4 Bedrooms10 Guests
New to Booking
$2020
Average price / night
Check Availability
~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street!
~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street!
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

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

1 Bedroom3 Guests
9.6

Exceptional

158 reviews

$421
Average price / night
Check Availability
Conch Cove
Conch Cove
House
Key West, FL, USA
0.3k from Key West Historic District center

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

3 Bedrooms8 Guests
New to Booking
$1428
Average price / night
Check Availability
~POINCIANA GARDEN~ Casual 1st floor duplex 2 blocks from Duval Street!
~POINCIANA GARDEN~ Casual 1st floor duplex 2 blocks from Duval Street!
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

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

1 Bedroom3 Guests
9.6

Exceptional

175 reviews

$397
Average price / night
Check Availability
The Zesty Lime by Last Key Realty
The Zesty Lime by Last Key Realty
House
Key West, FL, USA
0.3k from Key West Historic District center

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

1 Bedroom8 Guests
New to Booking
$1466
Average price / night
Check Availability
QUEEN OF SOL ~ 3 Bed, 2 Bath in Peaceful Neighborhood with Dip Pool!
QUEEN OF SOL ~ 3 Bed, 2 Bath in Peaceful Neighborhood with Dip Pool!
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
8.4

Very Good

10 reviews

$420
Average price / night
Check Availability
The Toasted Coconut by Last Key Realty
The Toasted Coconut by Last Key Realty
House
Key West, FL, USA
0.3k from Key West Historic District center

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

3 Bedrooms8 Guests
New to Booking
$1391
Average price / night
Check Availability
Modern 2BR Condo Old Town/Balcony & Pool
Modern 2BR Condo Old Town/Balcony & Pool
Condo
Key West, FL, 33040, United States
0.1k from Key West Historic District center

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

2 Bedrooms4 Guests
New to Booking
$217
Average price / night
Check Availability
Good Vibrations by Last Key Realty
Good Vibrations by Last Key Realty
House
Key West, FL, USA
0.3k from Key West Historic District center

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

4 Bedrooms10 Guests
New to Booking
$3011
Average price / night
Check Availability
LA CASITA EN CIMA~ Enjoy Key West in this lovely gem with a heated pool.
LA CASITA EN CIMA~ Enjoy Key West in this lovely gem with a heated pool.
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

AC, Barbecue, Dryer, Extra Bed, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
9.8

Exceptional

7 reviews

$350
Average price / night
Check Availability
The Lime and The Coconut by Last Key Realty
The Lime and The Coconut by Last Key Realty
House
Key West, FL, USA
0.3k from Key West Historic District center

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

6 Bedrooms16 Guests
New to Booking
$3019
Average price / night
Check Availability
Quilted Giraffe - Private Home in Old Town Key West
Quilted Giraffe - Private Home in Old Town Key West
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
9.8

Exceptional

7 reviews

$814
Average price / night
Check Availability
Casa Azul - Private Pool
Casa Azul - Private Pool
House
Key West, FL, 33040, United States
0.1k from Key West Historic District center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
New to Booking
$382
Average price / night
Check Availability
Charming pet friendly 2 bed/2 bath cottage 3 blocks from Duval
Charming pet friendly 2 bed/2 bath cottage 3 blocks from Duval
Cottage
Key West, FL, 33040, United States
0.2k from Key West Historic District center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
New to Booking
$363
Average price / night
Check Availability
Old Town 3/3 Home, Private Heated Pool, Free Parking, Outdoor Dining, Balconies
Old Town 3/3 Home, Private Heated Pool, Free Parking, Outdoor Dining, Balconies
House
Key West, FL, 33040, United States
0.2k from Key West Historic District center

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

3 Bedrooms8 Guests
New to Booking
$409
Average price / night
Check Availability
Parothdhideaway - 3 bed w/pool and parking. Walking distance from Duval Street.
Parothdhideaway - 3 bed w/pool and parking. Walking distance from Duval Street.
House
Key West, FL, 33040, United States
0.2k from Key West Historic District center

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

3 Bedrooms8 Guests
8.0

Good

1 reviews

$427
Average price / night
Check Availability
STAINED GLASS SANCTUARY ~ 3 BR/1.5 Ba Home w/ Pool and Parking!
STAINED GLASS SANCTUARY ~ 3 BR/1.5 Ba Home w/ Pool and Parking!
House
Key West, FL, 33040, United States
0.2k from Key West Historic District center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$370
Average price / night
Check Availability
Elizabeth Retreat: A three bedroom historic home in Old Town
Elizabeth Retreat: A three bedroom historic home in Old Town
House
Key West, FL, 33040, United States
0.2k from Key West Historic District center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.2

Superb

10 reviews

$319
Average price / night
Check Availability
LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool
LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool
House
Key West, FL, 33040, United States
0.2k from Key West Historic District center

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

3 Bedrooms8 Guests
10.0

Exceptional

223 reviews

$1219
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 Pet-Friendly Rentals in Key West Historic District.

Where to stay in Key West Historic District? Best neighborhoods & areas

Stay Near Key West Historic District's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Key West Historic District Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 777 verified pet-friendly rentals in Key West Historic District. 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 Key West Historic District vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $209 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Key West Historic District 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 Key West Historic District 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 Key West Historic District may include amenities such as Pet Friendly, Wellness Facilities, and Pool. 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.