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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare 633 Vacation Homes in Cudjoe Key with updated reviews, rates, and availability.

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Grill up your fresh catch (Kayaks not included)

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

9.0 out of 10, Wonderful, (34)
"Great place in a very convenient location! Pull out couch isn’t the most comfortable thing in the world, but it sleeps. Super clean, super easy check in (was even able to get in early) and a great price! "
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Old Florida Style, wrap around porch, boat basin for dockage, open water
Beach

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.8 out of 10, Exceptional, (63)
"Just a beautiful location, paradise. Spent mornings in the covered porch, husband loved the lagoon for fishing. We brought kayaks and the kids loved it. The dogs enjoyed the large property as well. "
The price is SAR 1,688
SAR 3,329 total
includes taxes & fees
2 Feb - 3 Feb
Old Florida Style, wrap around porch, boat basin for dockage, open water
Poolside Cottage #411
Pool

Poolside Cottage #411

10.0 out of 10, Exceptional, (37)
"From the moment we stepped on the property it was a great experience. We were pleasantly surprised to have a small water view from the front deck of the condo. Walking/biking trail was accessible right outside the property and we could easily walk to a public beach from the property. The condo was well stocked and we had everything we needed to cook our own meals. The resort was quiet and extremely clean. Only disappointment was that “Gumbos” the small bar on property has been closed. Will...
The price is SAR 1,268
SAR 1,964 total
includes taxes & fees
3 Mar - 4 Mar
Poolside Cottage #411
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
Sunny days ahead

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

9.6 out of 10, Exceptional, (31)
"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!
Beachside @ Torchview Waterfront Retreat
Aerial view

Beachside @ Torchview Waterfront Retreat

9.8 out of 10, Exceptional, (39)
"Good place to hang out and relax. Screened in porch and dock we're our favorites. "
Beachside @ Torchview Waterfront Retreat
Coastal Comfort; Waterfront Luxury Home with private pool!

Coastal Comfort; Waterfront Luxury Home with private pool!

9.4 out of 10, Exceptional, (63)
"This property was awsome! The area is quiet and close to grocery stores. And a.short drive to down townlpve it, love it, love it. Definitely coming back!!"
Coastal Comfort; Waterfront Luxury Home with private pool!
HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!
Plush linen

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

9.6 out of 10, Exceptional, (25)
"Great property! Easy to get back and forth to Key West! Loved the water view!"
HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!
3 night minimum! Spectacular Ocean Views!
Exterior

3 night minimum! Spectacular Ocean Views!

8.4 out of 10, Very Good, (18)
"Venture out is a great location for being on the water. This rental was reasonable, spacious and clean! We had an amazing stay with no issues!"
3 night minimum! Spectacular Ocean Views!
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Front / Side View of home

Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security

9.8 out of 10, Exceptional, (234)
"Clean, easy access, friendly complex/neighborhood. "
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Luxurious 3-Bedroom Key West Home with WiFi, EV charging, AC & Tropical Vibes!
Interior

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"
The price is SAR 2,869
SAR 3,995 total
includes taxes & fees
16 Feb - 17 Feb
Luxurious 3-Bedroom Key West Home with WiFi, EV charging, AC & Tropical Vibes!
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Cozy decor

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

9.4 out of 10, Exceptional, (29)
"Excellent views, very quiet, pool was outstanding "
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
Entrance of the heated pool overlooking Cudjoe Bay.

Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5

10.0 out of 10, Exceptional, (213)
"Great location and a clean home. "
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
Gone Coastal
Pool

Gone Coastal

9.8 out of 10, Exceptional, (9)
"Love the stay everything was amazing "
Gone Coastal
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Relax on the little sandy beach.

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (221)
"Everything was very nice. We enjoyed sitting down by the water any time. It was close to everything we were interested in seeing and doing. Great stay."
The price is SAR 1,594
SAR 3,400 total
includes taxes & fees
20 Feb - 21 Feb
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Poolside Cottage #412
Pool

Poolside Cottage #412

9.8 out of 10, Exceptional, (16)
"We really enjoyed this property as a mid vacation stop. We did 2 nights in Key Largo, 4 nights here, and 3 nights in Miami. We were thrilled to have the full kitchen, included parking space, and the laundry was free (I was almost expecting it to be coin operated). This unit is one I would 100% stay at again. My only complaints were we found the bed in bedroom to be warm (mattress cover was thick so we actually utilized Murphy bed in living room more). The ceiling fan in bedroom is also very...
The price is SAR 1,268
SAR 1,964 total
includes taxes & fees
2 Feb - 3 Feb
Poolside Cottage #412
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
Welcome to OFF CALL

OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!

9.8 out of 10, Exceptional, (77)
"Would return"
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
Havana Daydream; Spacious Waterfront 4 Bedroom Home With Private Heated Pool

Havana Daydream; Spacious Waterfront 4 Bedroom Home With Private Heated Pool

9.6 out of 10, Exceptional, (77)
"Hi, our stay overall was pretty good. I will say that not having any handrails for the pool is a dangerous issue. My 76 yr old father fell getting out of the pool and severely injured his knee which put quite a damper on the rest of our trip. I would also mention that the pool was not nearly warm enough when we arrived."
Havana Daydream; Spacious Waterfront 4 Bedroom Home With Private Heated Pool
Eisenhower Retreat: Conch style home in Oldtown with private pool AND dock!

Eisenhower Retreat: Conch style home in Oldtown with private pool AND dock!

9.8 out of 10, Exceptional, (104)
"Overall was wonderful! Check-in was easy and so was check-out. We had plenty of space and loved the house. Which we spent more time in than anticipated due to weather."
Eisenhower Retreat: Conch style home in Oldtown with private pool AND dock!
Seafarer's Refuge: 3 Story spacious conch style home w/ private pool & dock!

Seafarer's Refuge: 3 Story spacious conch style home w/ private pool & dock!

9.8 out of 10, Exceptional, (119)
"They let us do an early check in which was extremely helpful! The house is actually bigger than it looked in photos. It was the perfect house for 10 girls on my bachelorette. We loved having enough space in the living area for all of us to hangout. It didn’t feel cramped at all. The area is quiet and close enough to walk to Duvall in 15 minutes or take a $5 Uber. The boat slip was an added bonus - so nice to be picked up at our house for our boat day so we didn’t have to lug coolers to a...
Seafarer's Refuge: 3 Story spacious conch style home w/ private pool & dock!
Seaside Retreat: Waterfront Home with private heated pool & lush landscaping

Seaside Retreat: Waterfront Home with private heated pool & lush landscaping

9.8 out of 10, Exceptional, (60)
"This was a nice location with a great pool. The amenities were lovely and the neighborhood was quiet and convenient. It was great for a family get-together. "
Seaside Retreat: Waterfront Home with private heated pool & lush landscaping
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!
Pool

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

8.6 out of 10, Excellent, (132)
"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!
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Relax on the little sandy beach.

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (221)
"Everything was very nice. We enjoyed sitting down by the water any time. It was close to everything we were interested in seeing and doing. Great stay."
The price is SAR 1,594
SAR 3,400 total
includes taxes & fees
20 Feb - 21 Feb
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Cottage with swimming pool and dockage, just minutes to Key West!
Property grounds

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

9.0 out of 10, Wonderful, (137)
"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 SAR 563
SAR 1,070 total
includes taxes & fees
3 Feb - 4 Feb
Cottage with swimming 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.