Smathers Beach Vacation Rentals
PRICE PER NIGHT
ACCOMMODATION TYPES
Location, Location, Location!!! Downtown Key West - Truman Annex!!!
9.5
Excellent
·
Condo
·
2 br
·
Sleeps 4
·
Assigned Parking · Beach · Balcony ·
From
$351/nightProperty
Condo · 2 Beds · 1 bath
Amenities
Assigned Parking
Beach
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
Pilar`s Secret - An oasis right off Duval Street - Sleeps up to 8
9.8
Excellent
·
House
·
3 br
·
Sleeps 8
·
Ceiling Fan · Assigned Parking · Private Pool ·
From
$1,590/nightProperty
House · 3 Beds · 2 baths
Amenities
Ceiling Fan
Assigned Parking
Private Pool
Dishwasher
Oven
Pool
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Salacia at Key West Beach Club Ocean Front with Gorgeous views
No reviews
·
House
·
2 br
·
Sleeps 4
·
Hot Tub · Assigned Parking · Private Pool ·
From
$822/nightProperty
House · 2 Beds · 2 baths
Amenities
Hot Tub
Assigned Parking
Private Pool
Dishwasher
Oven
Pool
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
Villa Paradiso: A unique mid-town paradise
9.7
Excellent
·
House
·
3 br
·
Sleeps 6
·
Private Pool · Fitness Center · Dishwasher ·
From
$949/nightProperty
House · 3 Beds · 3 baths
Amenities
Private Pool
Fitness Center
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Upper Bayview North: Waterfront 4 Bedroom Condo at Bayfront Suites & Marina
9.6
Excellent
·
Condo
·
4 br
·
Sleeps 8
·
Leed Certified · On Site Laundry · Ocean ·
From
$1,099/nightProperty
Condo · 4 Beds · 4 baths
Amenities
Leed Certified
On Site Laundry
Ocean
Waterfront
Fitness Center
Dishwasher
Wifi
Oven
Other spaces
Balcony, Kitchen
SEA CONCH~ Gorgeous "Old Town" Home in Perfect Location! Pool, Parking
9.9
Excellent
·
Apartment
·
2 br
·
Dishwasher · Wifi · Oven ·
From
$810/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Air Conditioning
Furnished
Swimming Pool
Other spaces
Kitchen
QUEEN CONCH ~ Stunning "Old Town" Home w/ Pool In Perfect Location!
9.8
Excellent
·
House
·
4 br
·
Private Pool · Balcony · Dishwasher ·
From
$1,568/nightProperty
House · 4 Beds · 4 baths
Amenities
Private Pool
Dishwasher
Oven
Pool
In Unit Laundry
Air Conditioning
Furnished
Swimming Pool
Other spaces
Balcony, Kitchen
~ROOSTER CONCH~ Tropical Suite in PERFECT Location w/ Shared Pool
9.8
Excellent
·
Apartment
·
1 br
·
Ceiling Fan · Balcony · Dishwasher ·
From
$387/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Ceiling Fan
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
The best of Zumper, delivered
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Pete's West Cottage steps from Duval
9.7
Excellent
·
Apartment
·
2 br
·
Sleeps 4
·
Fitness Center · Dishwasher · Wifi ·
From
$408/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Fitness Center
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Kitchen
Upper Sunset North: Luxury 4 Bedroom Condo at Bayfront Suites & Marina
9.9
Excellent
·
Condo
·
4 br
·
Sleeps 8
·
Leed Certified · On Site Laundry · Fitness Center ·
From
$1,048/nightProperty
Condo · 4 Beds · 5 baths
Amenities
Leed Certified
On Site Laundry
Fitness Center
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Other spaces
Balcony, Kitchen
Bayview North One: Waterfront 4 Bedroom Condo at Bayfront Suites
9.7
Excellent
·
Condo
·
4 br
·
Sleeps 8
·
High Ceilings · Leed Certified · On Site Laundry ·
From
$1,163/nightProperty
Condo · 4 Beds · 4 baths
Amenities
High Ceilings
Leed Certified
On Site Laundry
Ocean
Waterfront
Fitness Center
Dishwasher
Wifi
Other spaces
Balcony, Kitchen
Upper Sunset South: Luxury 3 Bedroom Condo at Bayfront Suites & Marina
9.6
Excellent
·
Condo
·
3 br
·
Sleeps 6
·
Leed Certified · On Site Laundry · Fitness Center ·
From
$866/nightProperty
Condo · 3 Beds · 3 baths
Amenities
Leed Certified
On Site Laundry
Fitness Center
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Other spaces
Balcony, Kitchen
Sunset North: Luxury 4 Bedroom Condo at Bayfront Suites & Marina
9.4
Excellent
·
Condo
·
4 br
·
Sleeps 8
·
Leed Certified · On Site Laundry · Fitness Center ·
From
$1,069/nightProperty
Condo · 4 Beds · 5 baths
Amenities
Leed Certified
On Site Laundry
Fitness Center
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Other spaces
Balcony, Kitchen
Bayview Middle: Waterfront 3 Bedroom Condo at Bayfront Suites & Marina
9.4
Excellent
·
Condo
·
3 br
·
Sleeps 6
·
High Ceilings · Leed Certified · On Site Laundry ·
From
$993/nightProperty
Condo · 3 Beds · 2 baths
Amenities
High Ceilings
Leed Certified
On Site Laundry
Ocean
Waterfront
Fitness Center
Dishwasher
Wifi
Other spaces
Balcony, Kitchen
Rose Lane Villas - Villa Grande - 3 bedrooms - Downtown Key West
9.6
Excellent
·
Condo
·
3 br
·
Sleeps 6
·
Workspace · Fitness Center · Balcony ·
From
$1,039/nightProperty
Condo · 3 Beds · 2 baths
Amenities
Fitness Center
Wifi
Oven
Pool
In Unit Laundry
Air Conditioning
Furnished
Swimming Pool
Other spaces
Workspace, Balcony, Kitchen
Rockland Key Rental Nine Miles From Key West
10
Excellent
·
House
·
3 br
·
Sleeps 8
·
Ceiling Fan · Private Pool · Waterfront ·
From
$258/nightProperty
House · 3 Beds · 2 baths
Amenities
Ceiling Fan
Private Pool
Waterfront
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Other spaces
Kitchen
Bayview South: Luxury 4 Bedroom Waterfront Condo at Bayfront Suites & Marina
9.1
Excellent
·
Condo
·
4 br
·
Sleeps 8
·
High Ceilings · Leed Certified · On Site Laundry ·
From
$1,099/nightProperty
Condo · 4 Beds · 3 baths
Amenities
High Ceilings
Leed Certified
On Site Laundry
Ocean
Waterfront
Fitness Center
Dishwasher
Wifi
Other spaces
Balcony, Kitchen
Miami Vice Sailboat Near Downtown Key West North Fleming Key
9.6
Excellent
·
Apartment
·
2 br
·
Sleeps 6
·
Workspace · Wifi · Kitchen ·
From
$408/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Wifi
Air Conditioning
Furnished
Business Center
Other spaces
Workspace, Kitchen
Middle Sunset: 3 Bedroom Luxury Condo at Bayfront Suites & Marina
9.1
Excellent
·
Condo
·
3 br
·
Sleeps 6
·
Leed Certified · On Site Laundry · Fitness Center ·
From
$819/nightProperty
Condo · 3 Beds · 3 baths
Amenities
Leed Certified
On Site Laundry
Fitness Center
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Other spaces
Balcony, Kitchen
ISLAND PEARL - Cozy Nightly Rental just off Duval RealKeyWest
9.5
Excellent
·
Apartment
·
1 br
·
Assigned Parking · Beach · Fitness Center ·
From
$312/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Beach
Fitness Center
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Other spaces
Kitchen
ISLAND DAZE ~ Perfectly Located 2 Bedroom, 2 Bathroom Cottage!
9.8
Excellent
·
House
·
2 br
·
Sleeps 6
·
Beach · Fitness Center · Dishwasher ·
From
$858/nightProperty
House · 2 Beds · 2 baths
Amenities
Beach
Fitness Center
Dishwasher
Wifi
Oven
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Kitchen
Casa Verde - Perfection in a monthly rental - private pool - RealKeyWest
10
Excellent
·
House
·
3 br
·
Sleeps 6
·
Hot Tub · High Ceilings · Private Pool ·
From
$403/nightProperty
House · 3 Beds · 4 baths
Amenities
Hot Tub
High Ceilings
Private Pool
Beach
Fitness Center
Dishwasher
Wifi
Oven
Other spaces
Kitchen
VanGogh Studio - Efficiency w/ Pool at Galleria #8
No reviews
·
Apartment
·
1 br
·
Sleeps 2
·
Balcony · Wifi · Kitchen ·
From
$224/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Pool
In Unit Laundry
Air Conditioning
Furnished
Swimming Pool
Residents Lounge
Other spaces
Balcony, Kitchen
Key West Beach House with pool and dock , ♿︎
8
Very good
·
House
·
5 br
·
Sleeps 8
·
Smoking Allowed · Outdoor Space · Private Pool ·
From
$399/nightProperty
House · 5 Beds · 4 baths
Amenities
Smoking Allowed
Private Pool
Ocean
Beach
Waterfront
Dishwasher
Wifi
Oven
Other spaces
Workspace, Balcony, Kitchen
**MARGARET’S MAGIC COMPOUND @ SOLARIS HILL** Old Town Compound & Pool + LAST KEY
No reviews
·
House
·
4 br
·
Sleeps 8
·
Central Heat · Ceiling Fan · High Ceilings ·
From
$428/nightProperty
House · 4 Beds · 5 baths
Amenities
Central Heat
Ceiling Fan
High Ceilings
Private Pool
Dishwasher
Pool
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Runaway Bills- 2 BDR house with Cottage and pool in the Key West downtown.
No reviews
·
House
·
3 br
·
Sleeps 6
·
Hardwood Floor · Ceiling Fan · Assigned Parking ·
From
$400/nightProperty
House · 3 Beds · 2 baths
Amenities
Hardwood Floor
Ceiling Fan
Assigned Parking
Private Pool
Dishwasher
Wifi
Oven
Pool
Other spaces
Kitchen
Tortuga Hammock
10
Excellent
·
House
·
2 br
·
Sleeps 6
·
Assigned Parking · Beach · Balcony ·
From
$263/nightProperty
House · 2 Beds · 3 baths
Amenities
Assigned Parking
Beach
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
Key West's Crown Jewel
9.3
Excellent
·
Condo
·
2 br
·
Sleeps 6
·
Hot Tub · Workspace · Ocean ·
From
$605/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Hot Tub
Ocean
Beach
Waterfront
Fitness Center
Dishwasher
Wifi
Oven
Other spaces
Workspace, Balcony, Kitchen
Rose Haven in Key West
No reviews
·
House
·
1 br
·
Sleeps 2
·
Hardwood Floor · Ceiling Fan · Private Pool ·
From
$426/nightProperty
House · 1 Bed · 1 bath
Amenities
Hardwood Floor
Ceiling Fan
Private Pool
Beach
Wifi
Pool
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Downtown Waterfront Penthouse Pool, Parking, Dock
10
Excellent
·
House
·
4 br
·
Sleeps 14
·
Free Parking · Ocean · Waterfront ·
From
$1,524/nightProperty
House · 4 Beds · 4 baths
Amenities
Free Parking
Ocean
Waterfront
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Other spaces
Balcony, Kitchen
Large waterfront 2/2 end unit with boat slip
10
Excellent
·
Condo
·
2 br
·
Sleeps 6
·
Walk In Closets · Free Parking · Ocean ·
From
$647/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Walk In Closets
Free Parking
Ocean
Waterfront
Dishwasher
Wifi
Oven
Pool
Other spaces
Balcony, Kitchen
Downtown Waterfront 2/2 Dock & Pool Pet-Friendly
10
Excellent
·
House
·
2 br
·
Sleeps 6
·
Walk In Closets · Free Parking · Ocean ·
From
$653/nightProperty
House · 2 Beds · 2 baths
Amenities
Walk In Closets
Free Parking
Ocean
Waterfront
Dishwasher
Wifi
Oven
Pool
Other spaces
Balcony, Kitchen
Waterfront Penthouse sleeps 16 w/Pool & Boat Dock
No reviews
·
House
·
4 br
·
Free Parking · Ocean · Waterfront ·
From
$1,565/nightProperty
House · 4 Beds · 4 baths
Amenities
Free Parking
Ocean
Waterfront
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Other spaces
Balcony, Kitchen
Large 2/2 Waterfront Condo Great View Pool & Dock
10
Excellent
·
House
·
2 br
·
Sleeps 6
·
Walk In Closets · Free Parking · Ocean ·
From
$668/nightProperty
House · 2 Beds · 2 baths
Amenities
Walk In Closets
Free Parking
Ocean
Waterfront
Dishwasher
Wifi
Oven
Pool
Other spaces
Balcony, Kitchen
Downtown Waterfront Penthouse Pool, Dock, Parking
9.7
Excellent
·
House
·
4 br
·
Sleeps 14
·
Free Parking · Ocean · Waterfront ·
From
$1,584/nightProperty
House · 4 Beds · 4 baths
Amenities
Free Parking
Ocean
Waterfront
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Other spaces
Balcony, Kitchen
Downtown 4/4 Waterfront Penthouse Pool, Dock, Pet
10
Excellent
·
House
·
4 br
·
Sleeps 14
·
Free Parking · Ocean · Waterfront ·
From
$1,618/nightProperty
House · 4 Beds · 4 baths
Amenities
Free Parking
Ocean
Waterfront
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Other spaces
Balcony, Kitchen
THE FICUS HOUSE ~ Adult Only, Lush 3 BR, 2.5 Ba Gem with Pool and Cottage!
10
Excellent
·
House
·
3 br
·
Sleeps 6
·
Private Pool · Workspace · Beach ·
From
$461/nightProperty
House · 3 Beds · 3 baths
Amenities
Private Pool
Beach
Fitness Center
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Other spaces
Workspace, Kitchen
Sky Suites Retreat - 2 Stunning Condos On Duval St
10
Excellent
·
Apartment
·
4 br
·
Sleeps 12
·
High Ceilings · On Site Laundry · Balcony ·
From
$1,262/nightProperty
Apartment · 4 Beds · 5 baths
Amenities
High Ceilings
On Site Laundry
Dishwasher
Wifi
In Unit Laundry
Air Conditioning
Furnished
Garage Parking
Other spaces
Balcony, Kitchen
Tortuga Suite - Pet Friendly, Pool, & New Counters!
8.6
Very good
·
Condo
·
2 br
·
Sleeps 6
·
Hot Tub · Balcony · Dishwasher ·
From
$382/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Hot Tub
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
ATLANTIC HIDEAWAY- Key West
10
Excellent
·
Condo
·
2 br
·
Sleeps 6
·
Outdoor Space · Assigned Parking · Ocean ·
From
$450/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Assigned Parking
Ocean
Beach
Waterfront
Fitness Center
Dishwasher
Wifi
Oven
Other spaces
Balcony, Kitchen
Rose Lane Villas - Villa Rosa - 1 Bedroom - Downtown Key West
9.4
Excellent
·
Condo
·
1 br
·
Sleeps 4
·
Workspace · Fitness Center · Wifi ·
From
$559/nightProperty
Condo · 1 Bed · 1 bath
Amenities
Fitness Center
Wifi
Oven
Pool
In Unit Laundry
Air Conditioning
Furnished
Swimming Pool
Other spaces
Workspace, Kitchen
Amelia's Hideaway ~ Hidden Courtyard
9.1
Excellent
·
Apartment
·
4 br
·
Sleeps 10
·
Outdoor Space · On Site Laundry · Private Pool ·
From
$1,250/nightProperty
Apartment · 4 Beds · 4 baths
Amenities
On Site Laundry
Private Pool
Beach
Fitness Center
Dishwasher
Wifi
Oven
Pool
Other spaces
Workspace, Balcony, Kitchen
A Tropical Tradition (Gallup Arms)
9.4
Excellent
·
House
·
3 br
·
Sleeps 6
·
Hardwood Floor · High Ceilings · Fitness Center ·
From
$608/nightProperty
House · 3 Beds · 3 baths
Amenities
Hardwood Floor
High Ceilings
Fitness Center
Dishwasher
Wifi
Oven
Pool
In Unit Laundry
Other spaces
Balcony, Kitchen
Island Style- 1 bedroom 1 bath in old town Key West
9.5
Excellent
·
House
·
1 br
·
Sleeps 4
·
Ceiling Fan · High Ceilings · Private Pool ·
From
$438/nightProperty
House · 1 Bed · 1 bath
Amenities
Ceiling Fan
High Ceilings
Private Pool
Dishwasher
Oven
Pool
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Superb Location! 3 Pools, Tiki Bar, Pet-friendly!
No reviews
·
House
·
1 br
·
Sleeps 2
·
Workspace · Beach · Waterfront ·
From
$1,138/nightProperty
House · 1 Bed · 1 bath
Amenities
Beach
Waterfront
Fitness Center
Pool
In Unit Laundry
Air Conditioning
Furnished
Concierge Service
Other spaces
Workspace, Balcony
Pool Garden View Balcony 2 Queens at The Marker Waterfront Resort Key West
No reviews
·
House
·
1 br
·
Sleeps 4
·
Workspace · Beach · Waterfront ·
From
$694/nightProperty
House · 1 Bed · 1 bath
Amenities
Beach
Waterfront
Fitness Center
Pool
In Unit Laundry
Air Conditioning
Furnished
Concierge Service
Other spaces
Workspace, Balcony
Serenity Suite - One Bedroom Accessible at The Marker Waterfront Resort Key West
No reviews
·
House
·
1 br
·
Sleeps 4
·
Workspace · Beach · Waterfront ·
From
$1,378/nightProperty
House · 1 Bed · 1 bath
Amenities
Beach
Waterfront
Fitness Center
Pool
In Unit Laundry
Air Conditioning
Furnished
Concierge Service
Other spaces
Workspace, Balcony
Luxurious Vacation! Pools, Onsite Restaurant & Bar, Bike Rental, Pets Allowed!
No reviews
·
House
·
1 br
·
Sleeps 4
·
Workspace · Beach · Waterfront ·
From
$1,406/nightProperty
House · 1 Bed · 1 bath
Amenities
Beach
Waterfront
Fitness Center
Pool
In Unit Laundry
Air Conditioning
Furnished
Concierge Service
Other spaces
Workspace, Balcony
Luxurious Vacation! 3 Pools, Bar, Pet-friendly, Bike Rental!
No reviews
·
House
·
1 br
·
Sleeps 2
·
Workspace · Beach · Waterfront ·
From
$1,133/nightProperty
House · 1 Bed · 1 bath
Amenities
Beach
Waterfront
Fitness Center
Pool
In Unit Laundry
Air Conditioning
Furnished
Concierge Service
Other spaces
Workspace, Balcony
Dream Vacation! 3 Pools, Bar, Variety of Water Activities Nearby!
No reviews
·
House
·
1 br
·
Sleeps 2
·
Workspace · Beach · Waterfront ·
From
$778/nightProperty
House · 1 Bed · 1 bath
Amenities
Beach
Waterfront
Fitness Center
Pool
In Unit Laundry
Air Conditioning
Furnished
Concierge Service
Other spaces
Workspace, Balcony
Showing 1 - 50 of 1,826 results
Updated: March 24, 2023
Learn about vacation rentals in
Smathers Beach
Explore 1826 vacation rentals near Smathers Beach, Florida. This beach community has lots to offer from sandy beaches to the blue ocean. Use our interactive map to locate Smathers Beach properties on the beach or more inland. Whether you’re looking for a nightly stay, weekend getaway, or week long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price near Smathers Beach is $224 per night and goes up to as much as $1,618 per night.
696 of the vacation rentals near Smathers Beach are
apartments or condos. The average bathroom count for this property type is 3. The median price for these vacation
units is $814 per night. There are
currently 631 vacation units under this
price. 942 of the vacation rentals near Smathers Beach are houses.
The average bathroom count for a vacation house near Smathers Beach is
2. The average price for vacation houses near Smathers Beach is $889 per night. There are 674 vacation homes under this price. The most common
amenities for vacation rentals near Smathers Beach are: furnished, air conditioning, and in-unit laundry. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.
1 bed rentals
496 available
2 bed rentals
750 available
3 bed rentals
279 available
4+ bed rentals
245 available
Getting around Smathers Beach
Walking
6/10
Grab your reusable bags–many shops and stores are within walking distance.
Car
10/10
Commuting is easy with multiple accessible routes and plenty of parking.
Transit
3/10
There are a few mass transit options within the area.
Points of interest in Smathers Beach
Groceries
7/10
At least one grocery store within a 15-minute walk
Shopping
6/10
Variety of shops within walking distance
Cafes
4/10
Some cafés within walking distance
Restaurants
6/10
Some restaurants within walking distance
Nightlife
4/10
Some bars within walking distance
Smathers Beach Vacation Rentals FAQ
How many Smathers Beach vacation rentals are available?
As of March 24, 2023, there are 1826 Smathers Beach vacation rentals available. Use the filters on Vacations by Zumper to find your next Smathers Beach vacation spot.
Are there vacation rentals near Smathers Beach that have more than 2 bedrooms?
Currently, there are 1274 vacation rentals near Smathers Beach that have more than 2 bedrooms. Check each listing to view photos, pricing, and amenities, and contact the listing manager to begin your next vacation today.
How many Smathers Beach vacation rentals have internet access?
There are currently 1404 Smathers Beach vacation rentals that have internet access. See a full list of property features, photos, pricing, and check availability today.
How many vacation rentals near Smathers Beach have more than 1 bathroom?
Right now, there are 1792 vacation rentals near Smathers Beach that have more than 1 bathroom. View vacation spots and check availability for different properties today.
Are there any pet friendly Smathers Beach vacation rentals?
As of March 24, 2023, there are 640 pet friendly vacation rentals near Smathers Beach. Pet friendly rental policies are managed by the owner. We recommend contacting the listing agent for dog, cat, and other pet policies.
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