Search Vacation Homes in Key West

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Compare 877 Vacation Homes in Key West with updated reviews, rates, and availability.

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Terrace/patio

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

9.0 out of 10, Wonderful, (37)
"As a mom I liked the cleanliness of kitchen, basic supplies, clean sponge, dish soap etc. it was very cute place. Perfect for three people! Location was good to get to Key West. Stock Island has several good restaurants we didn’t get to try them.all. Had fun using bikes to bike to Starbucks! Beds are comfortable. "
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Spec.Feb.24-Mar 1 @229+ w. 3 night stay close beach
Terrace/patio

Spec.Feb.24-Mar 1 @229+ w. 3 night stay close beach

9.0 out of 10, Wonderful, (157)
"The good: convenient location, quiet, bed was comfortable, the little patio in the back is nice. The bad: there is no “on site’ parking but we always found parking on the street about a block away, The communication with property manager was a bit strange, she accused us of still being inside the unit a full day after we had check out on time, despite texting her to tell her we had left (an hour before check out)"
Spec.Feb.24-Mar 1 @229+ w. 3 night stay close beach
Poolside Cottage #411
Outdoor dining

Poolside Cottage #411

9.8 out of 10, Exceptional, (38)
"Quiet area close to everything we were looking for. "
The price is AED 1,241
AED 1,916 total
includes taxes & fees
20 Mar - 21 Mar
Poolside Cottage #411
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
Property grounds

INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!

9.4 out of 10, Exceptional, (33)
"This was a very smooth, perfect 5 night visit. The property offered us everything that we could need. It was a short drive to Duval St and all of the activities in Key West yet the property was very peaceful with a wonderful waterfront patio that we sat out on and enjoyed. The hot tub was a nice treat as well. I have to mention the incredible responsiveness of the property manager. Every question that I had they responded to within minutes which was very much appreciated. "
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
Feb 2-5 spec 279.lodg. + extras Close to beach w full kitchen. & patio
Exterior detail

Feb 2-5 spec 279.lodg. + extras Close to beach w full kitchen. & patio

9.6 out of 10, Exceptional, (210)
"Had enjoyable three day visit in Key West. Stayed in comfortable little VRBO house apartment in southern part of Old Town. "
Feb 2-5 spec 279.lodg. + extras Close to beach w full kitchen. & patio
CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!
A heated pool

CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!

9.6 out of 10, Exceptional, (177)
"This property was perfect. The house itself is lovely and has a great set up. 4 bedrooms (one is in a little attached cottage outside). The pool is a very nice addition. The home is located a little bit off the beaten track, so it is quiet. It is in walking distance of everything. We would definitely stay here again!walkingof "
CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!
Villa Déjà vu Key West - Steps Off Duval w Private Pool
A heated pool

Villa Déjà vu Key West - Steps Off Duval w Private Pool

9.4 out of 10, Exceptional, (56)
"We had such a wonderful time! The house, its pool and location was perfect. Can’t wait to come back "
Villa Déjà vu Key West - Steps Off Duval w Private Pool
Coastal Comfort; Waterfront Luxury Home with private pool!
Property grounds

Coastal Comfort; Waterfront Luxury Home with private pool!

9.4 out of 10, Exceptional, (64)
"excellent location, quiet from the town noise, but close proximity, and access to all the Key West points. great rental house amenities for up to 8 people , and great ocean view "
Coastal Comfort; Waterfront Luxury Home with private pool!
Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location
A heated pool

Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location

10.0 out of 10, Exceptional, (5)
"The property was so beautiful and clean! It was close proximity to everything you want to do in Key West. We did notice a small leak on the first floor balcony and it was a little slippery.But overall loved!!!"
The price is AED 2,175
AED 4,385 total
includes taxes & fees
4 Mar - 5 Mar
Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location
Duval Street Retreat | Dog-Friendly Home w/ Hot Tub, Patio, & Parking
Terrace/patio

Duval Street Retreat | Dog-Friendly Home w/ Hot Tub, Patio, & Parking

10.0 out of 10, Exceptional, (6)
"We loved our hideaway location! Unit was clean and well stocked with everything we needed. Easy access, great directions and a parking space too.We will return again! "
The price is AED 1,792
AED 3,380 total
includes taxes & fees
24 Mar - 25 Mar
Duval Street Retreat | Dog-Friendly Home w/ Hot Tub, Patio, & Parking
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!
A heated pool

EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!

9.8 out of 10, Exceptional, (90)
"Clean, roomy, comfortable. Adequate seating and dishes for 6 adults. Great mattresses and pillows. "
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!
HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!
Terrace/patio

HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!

9.6 out of 10, Exceptional, (26)
"Very comfortable unit to stay near Key West.Beautiful water view.Just 15-20 min from downtown .Will stay again . "
HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!
The Flower Power House - Boho Beautiful
A heated pool

The Flower Power House - Boho Beautiful

2.5 star property
8.8 out of 10, Excellent, (25)
"We truly enjoyed our stay at the Flower Power House! The house was awesome, in a great neighborhood and had everything we needed! The property manager was very pleasant, responsive and accommodating! We will definitely return the next time we are in Key West! Thank you! "
The Flower Power House - Boho Beautiful
Conch Cove - 3br/3ba with private heated pool and private parking
A heated pool

Conch Cove - 3br/3ba with private heated pool and private parking

10.0 out of 10, Exceptional, (4)
"Rick and team were awesome and exceptional throughout the whole stay! Nice house!! "
The price is AED 3,629
AED 6,857 total
includes taxes & fees
18 Mar - 19 Mar
Conch Cove - 3br/3ba with private heated pool and private parking
Luxurious 3-Bedroom Key West Home with WiFi, EV charging, AC & Tropical Vibes!
Miscellaneous

Luxurious 3-Bedroom Key West Home with WiFi, EV charging, AC & Tropical Vibes!

2.0 star property
6.0 out of 10, (2)
"Plenty of room indoors and outdoors to live in. Comfortable beds. Clean and tidy"
Luxurious 3-Bedroom Key West Home with WiFi, EV charging, AC & Tropical Vibes!
MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!
Fridge, microwave, oven, stovetop

MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!

9.6 out of 10, Exceptional, (202)
"Loved the location. House was really comfortable and well stocked with everything we needed. Pool area very tropical and private and although our weather was unusually a bit cool, we enjoyed the outside area. The property manager was very responsive to any communication and we even got to check in early as soon as we landed which was an excellent perk. Definitely would stay here again on our next trip. "
MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!
A heated pool

BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!

9.6 out of 10, Exceptional, (65)
"Overall the best things about the home was location to Duval St and historic sites. The pool was relaxing and the large covered porch with big table was an ideal place to eat and hang outdoors."
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!
Duval Hideaway | Dog-Friendly Home w/ Shared Hot Tub, Patio & Prime Location
Terrace/patio

Duval Hideaway | Dog-Friendly Home w/ Shared Hot Tub, Patio & Prime Location

9.4 out of 10, Exceptional, (3)
"Great location- private, quiet and you can walk to everything in downtown KW- restaurants, bars, shopping, etc. or take free Duval Loop bus system- terrific!The first floor location was great- easy to get to with luggage. Designated parking was a huge plus- we parked on Friday and didn't move car until we left on Sunday. Comfortable for a small group, kitchen was outfitted well, used the hot tub at night and enjoyed the music from LaTeDa with a glass of wine!Only negative- We hope that the owner...
The price is AED 1,613
AED 3,159 total
includes taxes & fees
13 Mar - 14 Mar
Duval Hideaway | Dog-Friendly Home w/ Shared Hot Tub, Patio & Prime Location
BLUE BUNGALOW ~ 2 Bedroom Townhome in Truman Annex Community with Pool!
Fridge, microwave, oven, stovetop

BLUE BUNGALOW ~ 2 Bedroom Townhome in Truman Annex Community with Pool!

9.8 out of 10, Exceptional, (65)
"Key West is very walkable and the Blue Bungalow is a great place to start - Truman Waterfront Park and Zachary Taylor State Park in one direction, The Green Parrot and Duval Street in the other. Whitney was a great host - very responsive. Well furnished property. Cleanliness was outstanding. Just a wonderful place to experience paradise!"
BLUE BUNGALOW ~ 2 Bedroom Townhome in Truman Annex Community with Pool!
Gone Coastal
Outdoor pool

Gone Coastal

10.0 out of 10, Exceptional, (12)
"I am so happy we opted to stay at Chris’ Stock Island townhome instead of in the heart of Key West!! We would absolutely stay there on a future visit. The accommodations were spacious and comfortable, exactly as described. The two upstairs bedrooms both have balconies and full baths. Downstairs has another bedroom and powder room.and another balcony. Full kitchen and large dining table. It’s super close to a CVS and Roostica for amazing pizza. We also ate at Hogfish a few times for great casual...
The price is AED 1,098
AED 2,242 total
includes taxes & fees
4 Mar - 5 Mar
Gone Coastal
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.
Don't see what you're looking for?
See all available properties in Key West
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Key West

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (121)
"Pros: clean, comfortable bed, nice location if you want to be a little outside the main touristy area. Cons: a little pricey for the space $500 on night 2/22"
The price is AED 823
AED 1,542 total
includes taxes & fees
12 Mar - 13 Mar
Aqua Lodges at Hurricane Hole Marina
Steps from Duval, Pool on Site & Bikes Included!
Beach towels

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (374)
"The location was perfect! It was 2 or 3 blocks from Duval Street. The bed was comfortable and the room with bath clean."
Steps from Duval, Pool on Site & Bikes Included!
Coconut Mallory Resort And Marina By Kees Vacations
2 outdoor pools

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (804)
"Great place overall and would definitely come back. Only major complaint is they don’t exchange towels. Apparently and old Covid policy that has never been reversed. Kind of annoying when you are staying for a full week and have to go to the laundromat to wash your own towels. But they did offer us late checkout at 11am vs 10am, so that was nice. "
Coconut Mallory Resort And Marina By Kees Vacations
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.