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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 329 Condo Rentals in Cudjoe Key with updated reviews, rates, and availability.

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, (808)
"Very tropical, on the water. Everything u need in amenities. Pools were great!"
Coconut Mallory Resort And Marina By Kees Vacations
Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval
A heated pool

Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval

9.2 out of 10, Wonderful, (130)
"Place was great. "
Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval
Spectacular Morning Sunrises, Smathers Beach convenience La Brisa 3 Bedroom.
Beach/ocean view

Spectacular Morning Sunrises, Smathers Beach convenience La Brisa 3 Bedroom.

9.8 out of 10, Exceptional, (7)
"The place was great - had most everything we needed. Location was ideal across the street from the beach. Pool and tennis court were both great. "
Spectacular Morning Sunrises, Smathers Beach convenience La Brisa 3 Bedroom.
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, (286)
"Great time!! Great place!!"
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
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, (146)
"Great location! Pool area and a short walk to the beach were exactly what we were looking for."
Key West Beachfront Luxury 2/2 Condo A212
Sundial Luxurious 2 Bedroom Ocean View Condominium- Quality at its Best.
A heated pool

Sundial Luxurious 2 Bedroom Ocean View Condominium- Quality at its Best.

9.8 out of 10, Exceptional, (15)
"We really enjoyed our stay. The refrigerator wasn’t working but they tried to inform us when we were in flight and we worked with property management to make it right. They were there to fix it as soon as the part was in. Great pool and beach access (walking). Comfortable for our family"
Sundial Luxurious 2 Bedroom Ocean View Condominium- Quality at its Best.
**ATLANTIC REFLECTIONS @ THE BEACH** Ocean Penthouse / Pool + LAST KEY SERVICES.
Pool

**ATLANTIC REFLECTIONS @ THE BEACH** Ocean Penthouse / Pool + LAST KEY SERVICES.

10.0 out of 10, Exceptional, (113)
"Very easy check in process. Lots of space for our family. Pool area great. Fantastic view."
**ATLANTIC REFLECTIONS @ THE BEACH** Ocean Penthouse / Pool + LAST KEY SERVICES.
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, (152)
"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
**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, (149)
"We had a wonderful time"
**NATURES EDGE @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES...
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, (200)
"Atlantic Breeze was just as the pictures showed. The most organized well stocked place we have ever stayed in. We felt like we were at home. Would stay here again 100%. "
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!
Hemingways Atlantic Retreat overlooks Smathers Beach upgrades galore Key West
Beach nearby

Hemingways Atlantic Retreat overlooks Smathers Beach upgrades galore Key West

9.0 out of 10, Wonderful, (107)
"Great location very convertible "
Hemingways Atlantic Retreat overlooks Smathers Beach upgrades galore Key West
Beautiful Stock Island Rental ~10 Min from Downtown Key West
Fridge, microwave, oven, stovetop

Beautiful Stock Island Rental ~10 Min from Downtown Key West

9.6 out of 10, Exceptional, (37)
"Place was great and pictures don’t do it justice! Great stay and for sure check out Hogfish for good spirits and food!"
Beautiful Stock Island Rental ~10 Min from Downtown Key West
**CONCH IN THE TREETOPS @ 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES
Pool

**CONCH IN THE TREETOPS @ 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES

9.8 out of 10, Exceptional, (167)
"Very nice. Loved the view & the pool!"
**CONCH IN THE TREETOPS @ 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES
**SET SAIL @ COCONUT MALLORY** Condo + LAST KEY SERVICES…
Beach

**SET SAIL @ COCONUT MALLORY** Condo + LAST KEY SERVICES…

9.8 out of 10, Exceptional, (84)
"2nd time staying there. Both times have been amazing. Last keys is a well rounded company and leaves nothing out when preparing for your stay .will rent again "
**SET SAIL @ COCONUT MALLORY** Condo + LAST KEY SERVICES…
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 $981
includes taxes & fees
$884 per night
May 6 - May 7
Pool View 3BR Residence | Beachside Resort
Oceanfront Marina Condo With All Luxuries
Sun loungers, beach towels

Oceanfront Marina Condo With All Luxuries

9.8 out of 10, Exceptional, (142)
"This is a great condo, comfortable for five adults. We especially enjoyed the location, which was close to downtown Key West and had great local eats. The place is comfortable and has a beautiful water view."
Oceanfront Marina Condo With All Luxuries
**NEPTUNE'S PENTHOUSE @ THE BEACH** Oceanfront Condo / Pool + LAST KEY SERVICE.
Pool

**NEPTUNE'S PENTHOUSE @ THE BEACH** Oceanfront Condo / Pool + LAST KEY SERVICE.

9.8 out of 10, Exceptional, (111)
"Stayed from a Wednesday through Sunday. Last Key Property management was very communicative, meet us at the condo, walked us through the parking and condo details. It was very welcoming and comforting to have someone there to provide us guidance. Great touch was the Key Lime Pie, thank you Brian. You are met with an amazing view and great condo for the week. The private beach, pool and hot tub had us relaxed while we were not out in Key West doing things. Such a great time!"
**NEPTUNE'S PENTHOUSE @ THE BEACH** Oceanfront Condo / Pool + LAST KEY SERVICE.
Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing
A heated pool

Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing

9.8 out of 10, Exceptional, (123)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Property is clean and comfortable. Views are amazing! We enjoyed our stay and would recommend it to others. Property management was responsive and although there were a couple of minor things that need repair, these items did not impact our...
Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing
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, (236)
"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
Two Bedroom Residence
Pool

Two Bedroom Residence

10.0 out of 10, Exceptional, (5)
"Good location near to all The property was clean and highly recommend for families "
The price is $623
includes taxes & fees
$561 per night
May 7 - May 8
Two Bedroom Residence
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.
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Other property types in Cudjoe Key

Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (135)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!
Cottage with swimming pool and dockage, just minutes to Key West!
Miscellaneous

Cottage with swimming pool and dockage, just minutes to Key West!

9.0 out of 10, Wonderful, (145)
"We had a wonderful stay in a small cottage in Cudjoe Key. It was a fun little place stay. Location was great for visiting the other Keys. I would seriously look at staying in one of the bigger cottages if I brought my family down. Thank you very much!"
The price is $285
includes taxes & fees
$257 per night
May 30 - May 31
Cottage with swimming pool and dockage, just minutes to Key West!
Cottage with Pool and Dockage, just minutes to Key West
Pool

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (140)
"We had a wonderful time at your place. Thank you for having us, we loved the Keys!"
The price is $348
includes taxes & fees
$314 per night
May 1 - May 2
Cottage with Pool and Dockage, just minutes to Key West
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.

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