Condo vacation rentals in Key West
Find and book unique condos on Airbnb
Top-rated condo rentals in Key West
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Key West condo rentals
Condo rentals with a pool
Condo in Tavernier
4.93 out of 5 average rating, 133 reviewsIt's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba
Dec 13 – 20
Condo in Key Largo
4.98 out of 5 average rating, 115 reviewsOceanfront Condo w/Lake, Kayak, Paddleboard & Bike
Nov 7 – 14
Condo in Tavernier
4.99 out of 5 average rating, 101 reviewsOcean View Corner Penthouse | Ocean Pointe 5416
Dec 13 – 20
Condo in Key West
4.93 out of 5 average rating, 44 reviewsBright Condo in Paradise
May 14 – 21
Condo in Key West
4.88 out of 5 average rating, 17 reviewsTop Floor Pool View Suite with Rooftop Balcony
Oct 1 – 8
Condo in Key West
4.89 out of 5 average rating, 64 reviewsThe Island Suite @ KW vacation
Aug 12 – 19
Condo in Key West
5.0 out of 5 average rating, 7 reviewsParadise Place @ Duval Square
Sep 8 – 15
Condo in Key West
5.0 out of 5 average rating, 28 reviewsGorgeous Ocean View in Paradise
Aug 31 – Sep 7
Weekly condo rentals
Condo in Key Colony Beach
5.0 out of 5 average rating, 27 reviewsSea-Esta Condo beach and pool
Nov 2 – 9
Condo in Marathon
5.0 out of 5 average rating, 6 reviewsOceanside Spacious Studio Escape
Jul 18 – 25
Condo in Key West
4.95 out of 5 average rating, 87 reviewsFully renovated 2/2 bath condo w/ shared pool!
Feb 27 – Mar 6
Condo in Marathon
4.94 out of 5 average rating, 94 reviewsManatees outside your front door! Pool, Tiki Bar!
Sep 22 – 29
Condo in Key West
5.0 out of 5 average rating, 4 reviewsGalleon-Walk to Duval & Mallory Square!
Jul 13 – 20
Condo in Marathon
5.0 out of 5 average rating, 7 reviewsOcean Potion NEW 1B/2B 3Balconies Ocean View
Mar 16 – 23
Condo in Key West
4.89 out of 5 average rating, 35 reviewsOcean Breezes, Morning Sunrises, Excellent nightly
Aug 22 – 29
Condo in Key West
4.78 out of 5 average rating, 51 reviewsENJOY THE BEST DEAL IN THE KEYS!!
Oct 15 – 22
Pet-friendly condo rentals
Condo in Key West
4.85 out of 5 average rating, 20 reviewsLa Maisonnette~ Gated Condominium 1 Blk from Town
Jul 26 – Aug 2
Condo in Key West
4.89 out of 5 average rating, 27 reviewsCasita Angelita @ Old Town - Historic Condo
Aug 3 – 10
Condo in Key West
4.98 out of 5 average rating, 45 reviewsOceanfront 3 bed condo Ocean Edge w/ optional slip
Apr 7 – 14
Condo in Marathon
4.83 out of 5 average rating, 6 reviewsReel Escape - Updated 2nd Floor Condo, Shared Pool
May 11 – 18
Condo in Key Largo
4.9 out of 5 average rating, 60 reviewsOceanside Key Largo 3/3 kayaks included
Feb 7 – 14
Condo in Key West
4.78 out of 5 average rating, 128 reviewsDog Friendly 1BR | Pool | Easy Beach Access
Apr 13 – 20
Condo in Marathon
5.0 out of 5 average rating, 8 reviewsParadise Awaits You!
Oct 4 – 11
Condo in Key West
4.61 out of 5 average rating, 142 reviewsThe Andros by Brightwild | 4th Floor Sunset View
Sep 23 – 30
Quick stats about condo rentals in Key West
Total rentals
460 properties
Rentals with a pool
410 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
360 properties are a good fit for families
Total number of reviews
14K reviews
Nightly prices starting at
$90 before taxes and fees
Destinations to explore
- Varadero Vacation rentals
- Havana Vacation rentals
- Naples Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- West Palm Beach Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Rentals with an EV charger Key West
- Rentals with a washer and dryer Key West
- Apartment rentals Key West
- Rentals with beach access Key West
- Monthly Rentals Key West
- Cottage rentals Key West
- Beachfront rentals Key West
- Rentals with outdoor seating Key West
- Cabin rentals Key West
- Rentals with a hot tub Key West
- Pet-friendly rentals Key West
- Villa rentals Key West
- Beach house rentals Key West
- Waterfront rentals Key West
- Rentals with a kayak Key West
- Kid-friendly rentals Key West
- Mansion rentals Key West
- Rentals with pools Key West
- Townhouse rentals Key West
- Rentals with breakfast Key West
- Family-friendly rentals Key West
- Rentals with a patio Key West
- House rentals Key West
- Rentals with a fire pit Key West
- Rentals with an accessible height toilet Key West
- Bungalow rentals Key West
- Beach condo rentals Key West
- Fitness-friendly rentals Key West
- Condo rentals Florida
- Beach condo rentals Florida
- Condo rentals Florida Keys
- Beach condo rentals Florida Keys
- Beach condo rentals Marco Island
- Condo rentals Marco Island
- Condo rentals Monroe County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes