Search Condo Rentals in Cudjoe Key

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
20 Jun - 22 Jun
In two weeks
27 Jun - 29 Jun
In one month
11 Jul - 13 Jul
In two months
8 Aug - 10 Aug
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, (814)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!
A heated pool

IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!

9.4 out of 10, Exceptional, (173)
"Nice property with beautiful pool right in the ocean. The condo was clean, bright and very nicely furnished. The beds were super comfy and we slept great. I’d recommend to anyone who wants to be in Key West but not in the center of all the action. "
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!
Pool

ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!

9.8 out of 10, Exceptional, (204)
"The place is beautiful and every convenience thought of. Would definitely stay here Asian! "
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
A heated pool

GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

9.8 out of 10, Exceptional, (39)
"Property was well maintained and nice folks in the community. Recommend highly!"
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
Oceanfront Marina Condo With All Luxuries
On the beach, sun-loungers, beach towels

Oceanfront Marina Condo With All Luxuries

9.8 out of 10, Exceptional, (146)
"I stay here, if available when visiting Key West. The condo is fantastic, the location is superb."
Oceanfront Marina Condo With All Luxuries
Steps To The Beach And The Sunrise-No Contact Check-In
Beach

Steps To The Beach And The Sunrise-No Contact Check-In

9.4 out of 10, Exceptional, (103)
"Unit was as advertised Clean Close to a beach Host was very prompt at answering any questions and our stay was wonderful."
Steps To The Beach And The Sunrise-No Contact Check-In
**NATURES EDGE @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES...
Pool

**NATURES EDGE @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES...

10.0 out of 10, Exceptional, (153)
"Great resort, only issue was a huge insect attack every night at around 5-6pm , we got so bit up, we had to DoorDash Benadryl. I heard other people saying the same. Seems like an establishment issue. The condo itself was immaculate with everything we needed. I would stay again as long as insect issues were resolved. "
**NATURES EDGE @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES...
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Outdoor pool, a heated pool

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

9.8 out of 10, Exceptional, (287)
"This was a top notch VRBO! The condo was perfect, with all the needed amentities. Excellent communication with the host, very responsive and helpful. The location was a 4 minute drive from the airport, and all of Key West was easily accessible via walking or the included bicycles. I would highly recommend this host and VRBO to anyone looking for a short getaway, in a great setting. Trust me the pictures don’t do this place justice."
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
High Tide awaits your next visit upgraded condo close to Smathers Beach
A heated pool

High Tide awaits your next visit upgraded condo close to Smathers Beach

8.8 out of 10, Excellent, (96)
"We loved this location because it was away from the Key West night life but still close enough for a quick car ride or decent walk. The condo was very roomy and had most amenities needed for your stay. "
High Tide awaits your next visit upgraded condo close to Smathers Beach
Penthouse Beach Ocean Views- Live the Dream
On the beach, beach towels

Penthouse Beach Ocean Views- Live the Dream

9.6 out of 10, Exceptional, (240)
"very happy with our decision to stay here. Great views, nice balcony, clean place and it came as advertised. Would be happy to stay here again"
Penthouse Beach Ocean Views- Live the Dream
Poolside Breeze a Tropical Retreat has a wrap around Balcony best location
A heated pool

Poolside Breeze a Tropical Retreat has a wrap around Balcony best location

9.6 out of 10, Exceptional, (132)
"Nice condo, great master shower. Management company easy to work with, Diana especially helpful. "
Poolside Breeze a Tropical Retreat has a wrap around Balcony best location
Key West Beachfront Luxury 2/2 Condo A212
Outdoor pool, a heated pool

Key West Beachfront Luxury 2/2 Condo A212

10.0 out of 10, Exceptional, (150)
"Great location! Pool area and a short walk to the beach were exactly what we were looking for."
The price is HK$3,893
HK$7,893 total
includes taxes & fees
3 Jul - 4 Jul
Key West Beachfront Luxury 2/2 Condo A212
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
A heated pool

Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis

9.0 out of 10, Wonderful, (101)
"Great place to stay! Will definitely come back here in the future"
The price is HK$1,743
HK$5,471 total
includes taxes & fees
16 Jun - 17 Jun
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
Moonlight Paradise Upgraded Family oasis Tropical views expansive balcony
A heated pool

Moonlight Paradise Upgraded Family oasis Tropical views expansive balcony

9.6 out of 10, Exceptional, (81)
"The property was nice. Location was good. We enjoyed our stay. Would one back to this property!"
Moonlight Paradise Upgraded Family oasis Tropical views expansive balcony
By the Beautiful Sea - Key West Beach Front Condo - w Pool Access
On the beach

By the Beautiful Sea - Key West Beach Front Condo - w Pool Access

9.2 out of 10, Wonderful, (65)
"Property was very nice, great location!"
By the Beautiful Sea - Key West Beach Front Condo - w Pool Access
Pool View 3BR Residence | Beachside Resort
Pool

Pool View 3BR Residence | Beachside Resort

10.0 out of 10, Exceptional, (6)
"Easy check in, shuttle is amazing and John is a fabulous driver..super informative and has great tips he passes along to customers. Great location. "
The price is HK$3,603
HK$7,698 total
includes taxes & fees
8 Jul - 9 Jul
Pool View 3BR Residence | Beachside Resort
JUNE - OCTOBER 2025 LOW RATES!!! ATLANTIC HIDEAWAY- Key West
Outdoor pool, a heated pool

JUNE - OCTOBER 2025 LOW RATES!!! ATLANTIC HIDEAWAY- Key West

9.8 out of 10, Exceptional, (60)
"We enjoyed our stay condo was great."
JUNE - OCTOBER 2025 LOW RATES!!! ATLANTIC HIDEAWAY- Key West
Balcony, Pool, & Pet Friendly - The Trinidad
Pool

Balcony, Pool, & Pet Friendly - The Trinidad

9.2 out of 10, Wonderful, (32)
"The host was able to get us in early which was a great benefit. The place was clean, had two private bathrooms and a balcony, which was great to sit out on and relax in the mornings. I recommend."
The price is HK$1,350
HK$3,938 total
includes taxes & fees
23 Jun - 24 Jun
Balcony, Pool, & Pet Friendly - The Trinidad
Direct Ocean View from Your Condo-No Contact Check-In
Outdoor dining

Direct Ocean View from Your Condo-No Contact Check-In

9.4 out of 10, Exceptional, (154)
"We had a wonderful stay, clean and easy to access , its was centrally located we took Uber back and forth as needed spent alot of time on town doing all the things "
Direct Ocean View from Your Condo-No Contact Check-In
Pool View 3BR Residence | Beachside Resort
Pool

Pool View 3BR Residence | Beachside Resort

9.6 out of 10, Exceptional, (4)
"Great, very clean, pool and hot tub open 24 hours."
The price is HK$3,132
HK$7,106 total
includes taxes & fees
17 Jun - 18 Jun
Pool View 3BR Residence | Beachside Resort
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Why book your condo in Cudjoe Key with Expedia?
With Expedia, it’s easy to find your dream condo in Cudjoe Key. Looking for an upmarket stay? Make the most of our filters to search for properties with a 5-star rating. If you’re on a budget, select how much you’d like to spend and then browse our incredible deals. We’ll help you find the right fit whatever your escape looks like.
How can I find cheap condos in Cudjoe Key?
With Expedia’s filter tool, sourcing cheap condos in Cudjoe Key is a snap. To discover stays that are easy on the wallet, narrow down your search by amenities, budget and star rating.