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Featured Condo Rentals in Cudjoe Key and around

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (818)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations

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

9.8 out of 10, Exceptional, (209)
"perfect for families with young kids"
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!

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

9.4 out of 10, Exceptional, (176)
"Really enjoyed the place, very clean and comfortable, great balcony overlooking the ocean. The amenities like the pool and hot tub were very nice and it's a short bike / drive / Lyft from everything in Key West. "
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!

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

9.4 out of 10, Exceptional, (106)
"It was a very nice complex. Quiet and peaceful with a great pool."
Steps To The Beach And The Sunrise-No Contact Check-In

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

9.6 out of 10, Exceptional, (136)
"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

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

9.8 out of 10, Exceptional, (128)
"Great property and host. Everything you need for a family especially with small children to be comfortable. The community is quiet and friendly and the space is well maintained. We will be coming back next year. "
Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing

4-Bed, 3-Bath Waterfront Condo at Bayfront Suites & Marina

9.0 out of 10, Wonderful, (60)
"Excellent "
4-Bed, 3-Bath Waterfront Condo at Bayfront Suites & Marina

Key West Beachfront Luxury 2/2 Condo A212

10.0 out of 10, Exceptional, (154)
"Third time at this address. Never disappoints"
Key West Beachfront Luxury 2/2 Condo A212

Our Nautical Home Key West prime location & amenities. Last minute specials.

9.2 out of 10, Wonderful, (107)
"We had a sister's trip, they're were 6 of us. There was plenty of room for us, and the pool was very nice. "
Our Nautical Home Key West prime location & amenities. Last minute specials.

Magical Sunrises on the Atlantic, Upgraded Condo & 10 minutes to Downtown.

9.6 out of 10, Exceptional, (219)
"It was in the best location with a great view. My family and I would love to come back to the same place another time we enjoyed it that much. "
Magical Sunrises on the Atlantic, Upgraded Condo & 10 minutes to Downtown.

Tropical Paradise Key West - Upgraded Master Bath - Best Value Discounts

9.4 out of 10, Exceptional, (102)
"clean, plenty of room and perfectly located!"
Tropical Paradise Key West - Upgraded Master Bath - Best Value Discounts

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

9.8 out of 10, Exceptional, (63)
"Although it is a little distance to town, this property is remarkable for its outdoor area. Lush gardens and beautiful pool looking out on the ocean."
JUNE - OCTOBER 2025 LOW RATES!!! ATLANTIC HIDEAWAY- Key West

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

10.0 out of 10, Exceptional, (157)
"Very nice accommodations and perfect location. The communication with the property management was 1st class and made us feel welcome and appreciated. Cannot recommend these folks enough!"
**NATURES EDGE @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES...

Botanical Island Delight Key West fantastic discounts for Summer & Fall

9.0 out of 10, Wonderful, (138)
"Lovely home"
Botanical Island Delight Key West fantastic discounts for Summer & Fall

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

9.8 out of 10, Exceptional, (17)
"We really enjoyed our stay. Perfect location for everything. Will consider coming back "
Sundial Luxurious 2 Bedroom Ocean View Condominium- Quality at its Best.

Mar Y Sol – Luxury Oceanfront Condo in Key West Breathtaking Views

9.0 out of 10, Wonderful, (154)
"Booked this place last minute, couldn't believe what a score! The description undersold the location and views. If you have a chance to stay here, do so!"
Mar Y Sol – Luxury Oceanfront Condo in Key West Breathtaking Views

Dog-friendly resort condo with pool & hot tub, private parking

8.4 out of 10, Very good, (120)
"My wife and another couple stayed here two night as we enjoyed Key West. It was a clean comfortable unit in a nice quiet area but close to town. We had no problems and enjoyed our stay. We would definitely stay here again."
Dog-friendly resort condo with pool & hot tub, private parking

Ocean Front Presidential Suite | Beachside Resort

9.2 out of 10, Wonderful, (5)
"Beautiful and spacious condo's. Great service!! thank you - Manager - ANGEL and staff. Loved the views. Pool was very clean and large. - - Great stay! and would stay Again! everyone loved it!"
The price is €879
includes taxes & fees
26 Aug - 27 Aug
Ocean Front Presidential Suite | Beachside Resort

Moonlight Paradise Upgraded Family oasis Tropical views expansive balcony

9.6 out of 10, Exceptional, (82)
"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

Dog-Friendly Sunrise Suites Condo with Pool, Hot Tub & Free Parking

9.2 out of 10, Wonderful, (156)
"Close to Smathers Beach and just a short drive to Duval Street!"
Dog-Friendly Sunrise Suites Condo with Pool, Hot Tub & Free Parking
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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