A waterfront with a pier, calm water, and houses with palm trees in the background.

Find Pet-friendly Hotels in Sugarloaf Key, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Sugarloaf Key Pet-friendly Hotels

Tonight
Oct 9 - Oct 10
Tomorrow
Oct 10 - Oct 11
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Sugarloaf Key pet-friendly hotels

A wooden deck with a railing, wicker chairs, and a view of greenery.
A modern kitchen with a large island, white cabinetry, and three wicker bar stools.
A two-story house with a balcony and a staircase leading to the upper level.
A modern bedroom with a large bed, two windows, a ceiling fan, and a green bench.

1. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
United States
max
￥46,064
￥109,502 total
includes taxes & fees
Oct 14 - Oct 15
Starlight Serenity - Hideaway w Stunning Views
A wooden deck with a hanging hammock and a view of a green landscape.
A spacious living room with a flat-screen TV, a sofa, a dining table, and large windows offering a view of greenery.
A spacious living area with a kitchen island, a staircase, and large windows offering a view of the outdoors.
A modern kitchen with a central island, bar stools, and a dining area with a round table.

2. Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
United States
Tom H.
￥33,001
￥95,768 total
includes taxes & fees
Oct 14 - Oct 15
Starlight Serenity - Hideaway with Stunning Views
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A marina with boats docked, a clear sky, and a calm waterway.
A resort with a swimming pool, beach area, and marina.
Outdoor dining

3. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Cudjoe Key
￥31,501
￥80,066 total
includes taxes & fees
Oct 13 - Oct 14
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
Outdoor dining
A room with a sliding glass door, a small table with a 'WELCOME' sign, a refrigerator, and a wicker chair.
A coastal residential area with houses, a marina, and a flag.

4. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
United States
Elena S.
￥19,730
￥65,718 total
includes taxes & fees
Oct 10 - Oct 11
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
A view from a balcony overlooking a beach with a clear sky and calm sea.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A spacious living area with a large window overlooking the sea, a teal sofa set, a wooden coffee table, and a dining area with a view.
A beachfront property with three houses, each with a white roof and a small balcony. The houses are surrounded by palm trees and have a clear view of the ocean and a small island in the distance.

5. Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly

Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly
Cudjoe Key
United States
G G.
￥74,608
￥134,878 total
includes taxes & fees
Oct 11 - Oct 12
Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly
A two-story building with a blue exterior, white railings, and a staircase leading to the upper floor.
A bedroom with a bed, a ceiling fan, a window with curtains, and a framed picture on the wall.
A clear view of a lobster underwater, surrounded by a rocky seabed.
A compact kitchen with white cabinets, a refrigerator, a stove, and a dining area with a table and chairs.

6. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Cudjoe Key
United States
Kiara
￥32,827
￥96,675 total
includes taxes & fees
Oct 10 - Oct 11
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.
A canal with boats docked on both sides, surrounded by lush greenery and trees.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

7. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United States
Stephen
￥15,931
￥17,922 total
includes taxes & fees
Oct 14 - Oct 15
Looe Key Reef Resort
An aerial view of a resort with a large pool, palm trees, and a pier.
A two-story building with a balcony, a covered entrance, and a parking area with a bicycle.
An aerial view of a coastal residential area with multiple tennis courts, a marina, and houses with ocean views.
A modern kitchen with a central island, bar stools, a refrigerator, and a seating area with a sofa and chairs.

8. Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
Cudjoe Key
United States
Tom A.
￥55,265
￥108,754 total
includes taxes & fees
Oct 12 - Oct 13
Spanish Queen @Venture Out, Cudjoe Key
Pool
Pool
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.
View from room

9. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
￥20,098
￥27,944 total
includes taxes & fees
Oct 27 - Oct 28
DoubleTree Resort by Hilton Grand Key - Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.
A bar area with a thatched roof, wooden chairs, and a poolside view.
A hotel room with a balcony, a bed, a desk, and two chairs.

10. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
￥28,635
￥32,214 total
includes taxes & fees
Oct 13 - Oct 14
Hampton Inn Key West FL
View all properties

Top Sugarloaf Key Hotel Reviews

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"We arrived late around 8PM so difficult to see vista from room. However next morning a stunning view of sea was apparent. Nice balcony but a lttle warm to sit out"
Russell 5-night trip
Posted 16 hours ago
Hilton Key West Resort & Marina
Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"Guest BEWARE, didn't think there would be a surcharge, but there was. A total of $262. and no one said anything. When we checked in and the asked for a credit card, I asked why, they said for unexpectedly occurred charges, nothing about surcharges. So PLEASE beware"
Connie 4-night trip
Posted 2 days ago
Pier House Resort & Spa

Explore a world of travel with Expedia