Condo Rentals in Key West
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Search Condos Rentals in Key West from CA $142

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your current months are November, 2026 and December, 2026.

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Our top choices for Key West condo rentals

An indoor swimming pool with a hexagonal tiled floor, wooden beams on the ceiling, and a view of the outdoors through large windows.

A house with a porch, satellite dishes, and chimneys.

A living room with a fireplace, a ceiling fan, and a sofa with yellow cushions.

A living room with a fireplace, a dining area, and a staircase.

1. Fall in Galena - 2 Kings & Golf Views

Fall in Galena - 2 Kings & Golf Views

The Galena Territory

10.0 out of 10, Exceptional, (103 reviews)

10/10

Exceptional

(103 reviews)

"Lovely, quiet place to stay"

Bethanie B.

The price is CA $142

CA $142

CA $393 total

includes taxes & fees

Nov 10 - Nov 11

Fall in Galena - 2 Kings & Golf Views

An indoor swimming pool with a view of the mountains, wooden beams on the ceiling, and lounge chairs.

A modern kitchen with stainless steel appliances, a dining area with a wooden table and blue chairs, and a staircase leading to a balcony.

A golf course with a winding path, lush green grass, and trees under a sunset sky.

A modern kitchen with a built-in oven, a microwave, and a dishwasher. There is a wooden staircase leading to a balcony with a view.

2. Galena Territory Golf Villa | 3 King Beds | Fireplace | Sleeps 8

Galena Territory Golf Villa | 3 King Beds | Fireplace | Sleeps 8

The Galena Territory

10.0 out of 10, Exceptional, (63 reviews)

10/10

Exceptional

(63 reviews)

"This villa was beautiful, very clean, well-maintained and they thought of everything. The communication was above and beyond and we will definitely be back."

Jennifer

The price is CA $195

CA $195

CA $502 total

includes taxes & fees

Nov 15 - Nov 16

Galena Territory Golf Villa | 3 King Beds | Fireplace | Sleeps 8

A cozy living room with a fireplace, large windows, and a view of the outdoors.

An aerial view of a campus with a prominent red brick building featuring a clock tower, surrounded by lush green trees and a river.

A two-story house with a covered patio, large windows, and chimneys.

An aerial view of a resort with multiple swimming pools, lounge areas, and a large building with a unique roof design.

3. Creekwood Pines | 2 Kings + Private Baths | 12th Fairway · Fireplace · Deck

Creekwood Pines | 2 Kings + Private Baths | 12th Fairway · Fireplace · Deck

The Galena Territory

10.0 out of 10, Exceptional, (39 reviews)

10/10

Exceptional

(39 reviews)

"Very nice place"

Richard B.

The price is CA $174

CA $174

CA $424 total

includes taxes & fees

Nov 16 - Nov 17

Creekwood Pines | 2 Kings + Private Baths | 12th Fairway · Fireplace · Deck

A sign for Shenandoah Riding Center surrounded by lush greenery and a forested hill in the background.

A spacious living room with a wooden dining table, chairs, a fireplace, and a large window overlooking a deck.

4. 3BR Ensuites | Access to Pool, Pickleball, Lake & more | Walk to Golf & Spa

3BR Ensuites | Access to Pool, Pickleball, Lake & more | Walk to Golf & Spa

The Galena Territory

10.0 out of 10, Exceptional, (56 reviews)

10/10

Exceptional

(56 reviews)

"Great location; Within a short walk to the Eagle Ridge Hotel and Restaurants. Will stay here again."

Eric S.

The price is CA $217

CA $217

CA $528 total

includes taxes & fees

Nov 8 - Nov 9

3BR Ensuites | Access to Pool, Pickleball, Lake & more | Walk to Golf & Spa

An indoor swimming pool with a wooden ceiling and large windows.

A gym with cardio machines, weightlifting equipment, and large windows.

A living room with a fireplace, a television mounted above it, and a ceiling fan.

A dining area with a table and chairs, a staircase with a railing, and a hanging light fixture.

5. Newly renovated, dog friendly home. Easy checkout!

Newly renovated, dog friendly home. Easy checkout!

The Galena Territory

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"This is one of our favorite rentals in the territory so far! Clean and comfortable, perfect for any length of stay. They’ve thought of everything to make you feel right at home. So many small details that just show how much they care about their property and their guests. Thank you very much for hosting such a lovely rental. We can’t wait to book again soon!"

Sara R.

The price is CA $278

CA $278

CA $441 total

includes taxes & fees

Nov 8 - Nov 9

Newly renovated, dog friendly home. Easy checkout!

A modern kitchen with white cabinetry, a marble countertop, a gas stove, and pendant lighting.

A room with a brick wall, a patterned wallpaper, a round table with chairs, and a view of the street outside.

A corner room with a brick wall, a window with white curtains, and two upholstered chairs.

A living room with a blue sofa, beige armchairs, a coffee table, and a dining area with a chandelier.

6. Elle & Becks Second Floor Suite

Elle & Becks Second Floor Suite

Galena Historic District

10.0 out of 10, Exceptional, (81 reviews)

10/10

Exceptional

(81 reviews)

"Very clean, lots of room, fully stocked kitchen with all the gadgets!"

Carissa V.

The price is CA $754

CA $754

CA $1,199 total

includes taxes & fees

Nov 11 - Nov 12

Elle & Becks Second Floor Suite

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

View all properties

Top reviews in Key West

A multi-level hotel lobby with a central seating area, multiple staircases, and a view of the lobby from above.

An indoor swimming pool with lounge chairs and a reception area in the background.

A multi-story hotel with a classic architectural style, featuring arched windows and a prominent entrance with a canopy.

A spacious lobby with patterned carpet, ornate ceiling, and classic furniture.

Hotel Julien Dubuque

Downtown Dubuque

10/10 Excellent

Great property. Great staff!

Nancy

Reviewed July 10, 2026Reviewed July 10, 2026

Hotel Julien Dubuque

A spacious indoor area with a pool, multiple dining tables and chairs, and a large tree.

A hotel atrium with a glass ceiling, two pools, and outdoor seating areas.

A spacious indoor area with a pool table, a ping pong table, and several tables and chairs.

Best Western Plus Dubuque Hotel & Conference Center

Dubuque

10/10 Excellent

Great staff breakfast was gross same stuff every day never changed

mark

Reviewed November 13, 2025Reviewed November 13, 2025

Best Western Plus Dubuque Hotel & Conference Center

A breakfast buffet area with clear glass containers of food, a sign promoting waffles, and a wall with kitchen utensils illustrations.

A swimming pool with lounge chairs, a tiled floor, and windows with a view.

A Hampton Inn hotel with a clear entrance, a covered waiting area, and a sign indicating a 1900 clearance height.

A snack display with various chips and candies, a beverage refrigerator, and a sign reading 'BEVERAGE-AIR'.

Hampton Inn Dubuque

Dubuque

10/10 Excellent

Easy to reach from the Highway while driving through Dubuque. Nice place to stay if you do the sunset river cruise. Most comfortable bed and pillows I’ve ever slept on in a hotel! Quick check in and easy check out. Nice hot breakfast but some options weren’t available at 6 am when it was posted as being ready.

Sandra

Reviewed August 3, 2023Reviewed August 3, 2023

Hampton Inn Dubuque

An outdoor dining area with tables and chairs, surrounded by a wooden deck and a railing.

A library with bookshelves, a blue sofa, and a staircase.

A reception desk with a sign, a coffee machine, and a seating area with blue sofas.

A bar area with wooden bar counters, red upholstered bar stools, and ornate chandeliers.

Irish Cottage Inn & Suites

Galena

10/10 Excellent

Pool and hot tub are great

Larry

Reviewed July 23, 2026Reviewed July 23, 2026

Irish Cottage Inn & Suites

A Holiday Inn Express & Suites building with a covered entrance and multiple windows.

A buffet with various food items, including omelets and other dishes, displayed in metal trays.

A hotel lobby with a fireplace, seating area, and artwork on the walls.

A hotel room with a TV, a bed, a desk, a sofa, and a kitchen area with a sink.

Holiday Inn Express Hotel & Suites Dubuque by IHG

Dubuque

10/10 Excellent

kinda people room nice and cold what else is needed

Steven

Reviewed October 17, 2026Reviewed October 17, 2026

Holiday Inn Express Hotel & Suites Dubuque by IHG

A modern hotel room with a wooden dining table, chairs, a stone accent wall, a kitchen area, and a television.

An indoor swimming pool with clear blue water, surrounded by yellow and white lounge chairs, and a sunbed.

A hotel room with a bed, a sofa, two small tables, a desk, a TV, and a painting on the wall.

A modern reception desk with a wooden finish and a black countertop. There is a large window with a blue-tinted glass feature, and a mirror above the desk.

Dubuque Inn & Suites

Dubuque

10/10 Excellent

Tres propre et bien.

Marc

Reviewed October 9, 2026Reviewed October 9, 2026

Dubuque Inn & Suites

An indoor pool area with a stone wall, wooden pillars, and seating.

A spacious lobby with a wooden staircase, a reception desk, and a clothing store.

A cozy room with a fireplace, a television mounted on a stone wall, a sofa, a wooden dresser, and a dining table.

A cozy living room with a stone fireplace, a leather sofa, a wooden chair, a small table, and a large tub.

Stoney Creek Inn Galena

Galena

10/10 Excellent

Great pool and hot tub

Larry

Reviewed March 29, 2025Reviewed March 29, 2025

Stoney Creek Inn Galena

A spacious kitchen with wooden cabinets, a dining area with wooden chairs, and a breakfast bar.

A spacious lobby with a high ceiling, a staircase, and a seating area with a sofa and armchairs.

A hotel room with a large bathtub, a bed with a green bedspread, a wooden headboard, and a blue accent wall.

A hotel lobby with a wooden reception desk, a staircase, and a large fan on the ceiling.

American Inn and Suites

Peosta

10/10 Excellent

Excellent room with clean and nice bed, bathroom, towels and fridge/mw. Quiet and feels safe. Outsides are clean and safe with green grass to walk my young dog. Good services very close and right off the main road. Staff super nice. Brkfst is modest but they have good hot coffee! A definite keeper.

Isabelle

Reviewed October 17, 2025Reviewed October 17, 2025

American Inn and Suites

A room with a round table surrounded by wicker chairs, large arched windows, and a brick floor.

A sunset view with chairs facing a lake, surrounded by trees.

A cozy cabin interior with a leather sofa, wooden dining table, and a kitchen area.

A room with large windows, a bed, a wooden table, and wicker furniture.

Four Mounds Inn

Dubuque

10/10 Excellent

Room was very clean (and very unique.) Enjoyed Willow very much - she's very knowledgeable and informative. The breakfasts were amazing!

Lionel

Reviewed November 8, 2025Reviewed November 8, 2025

Four Mounds Inn

A hotel room with a bed, a desk, a television, a sofa, and a bathroom visible through an open door.

A hotel with a covered entrance, stone pillars, and a brick facade.

A spacious kitchen with wooden cabinets, a countertop, and a tiled backsplash.

A bar area with a counter, bar stools, and a neon sign for Budweiser.

Days Inn by Wyndham Dubuque

Dubuque

10/10 Excellent

Extremely good value. Best bang for the buck I've found in a long time.

Elliot

Reviewed August 21, 2025Reviewed August 21, 2025

Days Inn by Wyndham Dubuque

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Search Condos Rentals in Key West from CA $142

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Key West condo rentals

1. Fall in Galena - 2 Kings & Golf Views

2. Galena Territory Golf Villa | 3 King Beds | Fireplace | Sleeps 8

3. Creekwood Pines | 2 Kings + Private Baths | 12th Fairway · Fireplace · Deck

4. 3BR Ensuites | Access to Pool, Pickleball, Lake & more | Walk to Golf & Spa

5. Newly renovated, dog friendly home. Easy checkout!

6. Elle & Becks Second Floor Suite

Top reviews in Key West

Hotel Julien Dubuque

10/10 Excellent

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