Updating...

Enter dates for more accurate prices

Key West Rentals

Filter

Key West Rentals

403 rentals

Sunrise At Seaside Condo 2 bedroom 2 bath

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

“Amamzing” First time to Key West and fell in love! The condo was truly a home away from home. We will be going back to make many more memories!

$158

1 / 12

~ POTTER'S COTTAGE ~ Perfect Home w/ Pvt Heated Pool Just 1 Block to Duval!

Key West house

2 bedrooms / 2 bathrooms / Sleeps 6

“Found what we were looking for” Cute cottage with a great master bedroom loft suite, well appointed throughout, furnishings look new. The private pool and really cool poolside seating area were perfect for sun or shade. Location couldn't have been b

$535

1 / 26

1/2 Block to Duval, World of its own -Nassau Suite

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Would go back again in a minute....” 12 old friends rented all 4 condos and had the absolute best time. The condos were great , clean ,bright, cherry and that pool OMG was too fabulous for words. Loved the market being so close and Duval right around

$279

1 / 17

$134

1 / 8

Best Location, 1/2 Block to Duval, Bimini Suite

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

“Key west” This was our 4th time to Key West and it was the best of all!! You had a paradise island in comparison to other places we went to visit family as we were in town for a wedding.

$258

1 / 17

LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH

Key West apartment

1 bedroom / 1 bathroom / Sleeps 4

“Fantastic Stay!” My husband and two sons (21 & 24) stayed in this condo over Christmas. This was our first stay in Key West and we wanted to be close to everything, but yet not right on Duval St. This location was perfect; literally a stones throw a

$197

1 / 27

Linger Longer

Key West house

2 bedrooms / 2 bathrooms / Sleeps 5

“Clean and well provisioned” Townhouse was centrally located, clean, and all basic household goods (paper towels, laundry detergent etc.) were there to meet our needs for the week. I would definitely recommend this unit.

$245

1 / 24

Captains Wheel

Key West house

2 bedrooms / 3 bathrooms / Sleeps 6

$275

1 / 24

~ CHAVEZ HOUSE ~ World Class Luxury w/ Private Heated Pool & Great Location!

Key West house

3 bedrooms / 2 bathrooms / Sleeps 6

$755

1 / 32

~ ISLAND DAYS ~ Spacious "Coral Hammock" Home w/ Beautiful Pool & Pvt Parking

Key West house

3 bedrooms / 3 bathrooms / Sleeps 8

“Great space and pool area!” My family stayed at Island Days for a week in February. The staff was very accomadating and we found the place very clean and had great space for my family. Each bedroom had its own bathroom which was a perk and there was o

$351

1 / 27

Spectacular Atlantic Ocean View Condo (MONTHLY)

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Amazing Views And A Great Condo” My wife and I stayed here on our honeymoon and were absolutely 100% pleased with the condo. I have to honestly say it was the nicest condo either of us have stayed in. The view was amazing and the patio was very tranqu

$179

1 / 26

Center of It All - Paradise Island Suite

Key West apartment

2 bedrooms / 1 bathroom / Sleeps 6

“Great location in the heart of Old Town Key West, just a block off Duval..” We stayed in the Paradise Suite. Great front porch to hang out on, pool in back with pergola for lounging. Place was set up perfect, pool towels hanging by the door, bathroom

$248

1 / 14

Nautical Adventures in Paradise C126

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$400

1 / 52

Sunrise at Seaside Condo 2 Bedroom

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

“A cozy second home with an amazing view” The location is great! We were near shopping centers and easy access to anywhere we'd desired to go. Rooms were spacious, clean and neat. The view from the balcony was amazing. Everything was perfect! My parent

$159

1 / 14

Key West Harbour Oceanfront Suites #1

Key West apartment

2 bedrooms / 3 bathrooms / Sleeps 5

“Awesome Stay- Exceeded Expectations” Wow, what a wonderful stay. We came down with another couple and stayed for four nights. We had trouble finding the condo but once we did we were blown away. They are very spacious and accommodating. We backed

$198

1 / 25

Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Perfect place to experience Key West” This is a lovely condo with a tropical, quiet view. Many extras are included: beach towels, bikes, and kitchen supplies. The pool area was our favorite spot, and we had coffee every morning on the balcony with cha

$375

1 / 39

Private and Immaculate 2 Bedroom Home with Private Fenced Yard

Key West house

2 bedrooms / 1 bathroom / Sleeps 4

$115

1 / 13

Key West Harbour Oceanfront Suites #3

Key West apartment

2 bedrooms / 3 bathrooms / Sleeps 5

$198

1 / 25

Casa Del Sol, a Key West Vacation (Truman Annex)

Key West house

2 bedrooms / 3 bathrooms / Sleeps 6

“awesome” the condo was beautiful. very good location. 2 suggestions. the grill did not have gas . the bed that opens up to king. not so much, mattress is 2 different heights and slides if you try to sleep on it. very very uncomfortable.

$264

1 / 26

Steps to Duval, Old Town Charm -Grand Bahama Suite

Key West apartment

3 bedrooms / 2 bathrooms / Sleeps 8

“Can't wait to return” We loved staying at the Grand Bahama suite. It was spacious, clean and centrally located just a street from all the action. We loved the courtyard and pool. I was a little concerned about parking but it worked out fine for us.

$329

1 / 11

Key West Harbour Oceanfront Suites #2

Key West apartment

2 bedrooms / 3 bathrooms / Sleeps 5

$201

1 / 25

Rose Treehouse

Key West studio

Studio / 1 bathroom / Sleeps 2

$235

1 / 20

Shelleys Rooftop Hideaway

Key West apartment

2 bedrooms / 3 bathrooms / Sleeps 4

“great place to stay” Close to every thing in Key West Walking distance to all of down town stores and bar my personal favorite

$288

1 / 15

~ MAISONS de LUXE ~ 2 Stunning Homes w/ Private Heated Pool on Duval St!

Key West house

6 bedrooms / 6 bathrooms / Sleeps 12

$1,236

1 / 45

Tropical Escape

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

“Very comfortable and all around great place to stay.” It was very clean, comfortable and homey. The pool was great and it's very close to Key West and a beach. We really enjoyed our stay. Provided plenty of towels, pool accessories, kitchenware, etc.

$226

1 / 26

~ GRAND MAISON ~ Breathtaking Home w/ Private Pool Located On Duval Street!

Key West house

4 bedrooms / 4 bathrooms / Sleeps 8

$863

1 / 29

Newton Street Hideaway: A secluded one bedroom

Key West house

1 bedroom / 2 bathrooms / Sleeps 2

“Laid Back and Leisurely!” Newton Street remains a peaceful enclave - hard to believe it is situated between busy White and Truman streets. The interior was immaculate, as always, and it only took about 20 minutes to unpack the groceries and we were of

$110

1 / 21

~ SOUTHARD COMFORT ~ Breathtaking Home w/ Pvt Pool, Parking & Quiet Location

Key West house

3 bedrooms / 2 bathrooms / Sleeps 6

$745

1 / 28

Vista Fresco : Oceanside condominiums with resort-style amenities

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“This was by far our best vacation ever!” Rent Key West was very accomodating and made our stay memorable. We absolutely loved the condo that we chose, and the pictures on line do not show how spacious and lovely that condo really is! The pool area wa

$290

1 / 23

Coral Hammock 34- 3 Bedroom Townhouse with a Shared Pool

Key West house

3 bedrooms / 3 bathrooms / Sleeps 6

“New Years Vacation” We had a great time at Coral Hammock, it was a nice community town home with a lovely pool and in a great location. Our rental agent, Brian, was very helpful and personable. We look forward to returning.

$300

1 / 24

Key West Condo close to the Ocean

Key West condo

2 bedrooms / 2 bathrooms / Sleeps 6

$273

1 / 22

Coconut Cabana: A restored Old Town home with charm & tropical ambience

Key West house

3 bedrooms / 2 bathrooms / Sleeps 6

“Best vacation experience yet!” Perfect size for a family of 5 and could have fit more. Kitchen was perfect. We ate in almost every meal and whenever I thought, "I should have brought...", there it was. For instance...tin foil, a cupcake pan, cookin

$490

1 / 28

Duval Balcony - Suite Mischief

Key West apartment

1 bedroom / 1 bathroom / Sleeps 4

$299

1 / 14

Atlantic Oasis Penthouse on the Ocean C420

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$475

1 / 54

Atlantic Paradise Found C232

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$475

1 / 48

Galleon Resort Efficiency in Old Town

Key West condo

1 bedroom / 1 bathroom / Sleeps 2

$214

1 / 13

~ MARTHA TRUMAN SUITE ~ Luxury Apt w/ Pvt Balcony, Steps to Duval St & Beach

Key West house

1 bedroom / 1 bathroom / Sleeps 3

$200

1 / 24

Coral Casita

Key West house

3 bedrooms / 3 bathrooms / Sleeps 8

“Celebrating 50 Years” My family rented this house for a girls week getaway to celebrate my sisters 50th birthday. The house was wonderful! The bedrooms were roomy, the balcony's on every level were absolutely fabulous! WE would absolutely recommend

$245

1 / 24
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more