Pet-Friendly Rentals in Old Town, FL: Compare 10+ Sites & Save

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  4.  Florida
  5.  Key West
  6.  Old Town

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777 Best Pet-Friendly Rentals in Old Town (Starting from $84)

Ecco Domani by AvantStay Gorgeous Home w Pool Balcony in Great Location Month Long Stays Only
Ecco Domani by AvantStay Gorgeous Home w Pool Balcony in Great Location Month Long Stays Only
House
Key West, FL, USA
0.0k from Old Town center

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

3 Bedrooms6 Guests
New to Booking
$310
Average price / night
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The Hideout! Where Luxury Meets Location. Fully Renovated, with Pool.
The Hideout! Where Luxury Meets Location. Fully Renovated, with Pool.
House
Key West, FL, 33040, United States
0.1k from Old Town center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$366
Average price / night
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Sea Esta Suite - Duval Square
Sea Esta Suite - Duval Square
Apartment
Key West, FL, USA
0.1k from Old Town center

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

2 Bedrooms6 Guests
New to Booking
$939
Average price / night
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Half block to Duval - Stay at the Bonaire Suite
Half block to Duval - Stay at the Bonaire Suite
Condo
Key West, FL, 33040, United States
0.1k from Old Town center

AC, Barbecue, Kitchen, Microwave, No Smoking, Patio, Pool, TV

2 Bedrooms4 Guests
9.4

Superb

68 reviews

$419
Average price / night
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Elizabeth's Secret - Old Town Key West
Elizabeth's Secret - Old Town Key West
House
Key West, FL, USA
0.1k from Old Town center

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

3 Bedrooms6 Guests
New to Booking
$1628
Average price / night
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Orchid Suite on Center St - 1/2 block from Duval Sleeps 4
Orchid Suite on Center St - 1/2 block from Duval Sleeps 4
Condo
Key West, FL, 33040, United States
0.1k from Old Town center

AC, Dryer, Kitchen, Laundry, Living Area, Microwave, No Smoking, Pool, TV

1 Bedroom4 Guests
9.4

Superb

91 reviews

$577
Average price / night
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Cabana Retreat
Cabana Retreat
House
Key West, FL, USA
0.1k from Old Town center

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

3 Bedrooms6 Guests
New to Booking
$550
Average price / night
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ESPERANZA SUITE Monthly Rental close to Duval
ESPERANZA SUITE Monthly Rental close to Duval
House
Key West, FL, 33040, United States
0.1k from Old Town center

AC, Barbecue, Dryer, Hot Tub, Kitchen, Laundry, Microwave, No Smoking, Pool

1 Bedroom4 Guests
New to Booking
$237
Average price / night
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Tropical Dreaming by AvantStay 4 BLKS to Beach Private Pool
Tropical Dreaming by AvantStay 4 BLKS to Beach Private Pool
House
Key West, FL, USA
0.1k from Old Town center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

2 Bedrooms6 Guests
9.3

Superb

4 reviews

$947
Average price / night
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VanGogh Studio | Updated, Old Town, Heated Pool
VanGogh Studio | Updated, Old Town, Heated Pool
Apartment
Key West, FL, 33040, United States
0.1k from Old Town center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Grill

1 Bedroom2 Guests
8.6

Fabulous

41 reviews

$371
Average price / night
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Amelia Home by AvantStay In Historic Old Town w Pool
Amelia Home by AvantStay In Historic Old Town w Pool
House
Key West, FL, USA
0.1k from Old Town center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

2 Bedrooms6 Guests
9.4

Superb

8 reviews

$612
Average price / night
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SEAS THE DAY~ Newly Built Townhome in Perfect Location with Community Pool!
SEAS THE DAY~ Newly Built Townhome in Perfect Location with Community Pool!
House
Key West, FL, 33040, United States
0.1k from Old Town center

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

2 Bedrooms6 Guests
10.0

Exceptional

20 reviews

$239
Average price / night
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Old Town Garden Villas - Abaco Suite
Old Town Garden Villas - Abaco Suite
Apartment
Key West, FL, USA
0.2k from Old Town center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$367
Average price / night
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A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town /Private Heated Pool!
A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town /Private Heated Pool!
House
Key West, FL, 33040, United States
0.1k from Old Town center

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

3 Bedrooms8 Guests
9.8

Exceptional

103 reviews

$1134
Average price / night
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Old Town Garden Villas - Andros Suite
Old Town Garden Villas - Andros Suite
Apartment
Key West, FL, USA
0.2k from Old Town center

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

1 Bedroom4 Guests
9.2

Superb

13 reviews

$256
Average price / night
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ISLAND OASIS ~ Stylish 2 Bedroom, 2 Bath Home w/ Private Heated Pool!
ISLAND OASIS ~ Stylish 2 Bedroom, 2 Bath Home w/ Private Heated Pool!
House
Key West, FL, 33040, United States
0.1k from Old Town center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.8

Exceptional

91 reviews

$1156
Average price / night
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The Cozy Little Cottage
The Cozy Little Cottage
Apartment
Key West, FL, USA
0.2k from Old Town center

Apartments, Cheap, Accommodations, Parking, Cottages, Pet-friendly, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
9.4

Superb

15 reviews

$350
Average price / night
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Sanctuary Adorable Gated Loft Studio Old Town Close to Duval - Location Location
Sanctuary Adorable Gated Loft Studio Old Town Close to Duval - Location Location
Apartment
Key West, FL, 33040, United States
0.1k from Old Town center

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

1 Bedroom4 Guests
10.0

Exceptional

3 reviews

$120
Average price / night
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Leeward Isle
Leeward Isle
House
Key West, FL, USA
0.2k from Old Town center

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

2 Bedrooms6 Guests
8.3

Very Good

26 reviews

$469
Average price / night
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ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
House
Key West, FL, 33040, United States
0.1k from Old Town center

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

3 Bedrooms6 Guests
9.8

Exceptional

105 reviews

$1015
Average price / night
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Paradise Suite
Paradise Suite
House
Key West, FL, USA
0.2k from Old Town center

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

1 Bedroom2 Guests
New to Booking
$84
Average price / night
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Moongate, a Stylish Studio Retreat near Duval, Pet-Friendly, Gated and Private
Moongate, a Stylish Studio Retreat near Duval, Pet-Friendly, Gated and Private
Apartment
Key West, FL, 33040, United States
0.2k from Old Town center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$110
Average price / night
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A contemporary island gem that was formerly used as a bottling plant,
A contemporary island gem that was formerly used as a bottling plant,
House
Key West, FL, 33040, United States
0.2k from Old Town center

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

4 Bedrooms8 Guests
9.8

Exceptional

20 reviews

$1230
Average price / night
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HIDDEN OASIS 3 blocks from Duval
HIDDEN OASIS 3 blocks from Duval
Cottage
Key West, FL, 33040, United States
0.2k from Old Town center

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

1 Bedroom4 Guests
9.6

Exceptional

100 reviews

$764
Average price / night
Check Availability
Find your zen at HIDDEN TREASURE
Find your zen at HIDDEN TREASURE
Cottage
Key West, FL, 33040, United States
0.2k from Old Town center

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

2 Bedrooms6 Guests
9.0

Fabulous

16 reviews

$1263
Average price / night
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Get your ISLAND STLYE on!
Get your ISLAND STLYE on!
Cottage
Key West, FL, 33040, United States
0.2k from Old Town center

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

1 Bedroom4 Guests
9.6

Exceptional

84 reviews

$451
Average price / night
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Eyebrow Suite - 2bd/1.5ba Suite off Duval
Eyebrow Suite - 2bd/1.5ba Suite off Duval
Cottage
Key West, FL, 33040, United States
0.2k from Old Town center

AC, Dryer, Hot Tub, Kitchen, Laundry, Microwave, No Smoking, TV, Washer

2 Bedrooms4 Guests
9.6

Exceptional

77 reviews

$601
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 Old Town.

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Old Town Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 777 verified pet-friendly rentals in Old Town. 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 Old Town vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $84 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Old Town 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 Old Town 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 Old Town may include amenities such as Pet Friendly, Pool, and Laundry. 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.