Search Vacation Homes in Cudjoe Key

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

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (189)
"We were very Happy!! The place was very clean and most accommodating!! We will stay here again in the future! Also, the Key Lime Pie was awesome!!! Thank You!"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Poolside Cottage #412
10.0 out of 10, Exceptional, (6)
"Perfect location. Poolside. Friendly staff, excellent service ~ Brandy!!!"
The price is $216
$369 total
includes taxes & fees
Jun 23 - Jun 24
Poolside Cottage #412
Old Florida Style, wrap around porch, boat basin for dockage, open water
9.8 out of 10, Exceptional, (47)
"So glad we found this location. Nice and peaceful but close to anything we needed. Sitting on the porch was so relaxing, watching boats go by. The house was very comfortable. Only wish the 2nd bedroom had a working TV. Our host was quick to answer any issue we had and left some great suggestions on places to eat. I would definitely return to enjoy this beautiful location"
Old Florida Style, wrap around porch, boat basin for dockage, open water
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
9.4 out of 10, Exceptional, (16)
"Location was awesome. Love the proximity of water with the open deck. AC works really good."
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
9.6 out of 10, Exceptional, (64)
"Enjoyed our stay…..Dan was very helpful with the smart tv issue…."
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
LICENSE TO CHILL ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
9.6 out of 10, Exceptional, (13)
"Annual family trip to the keys, a little fishing, a little snorkeling, some sailing……this place is soo convenient for all. Right on the water, close to everything. Second time we’ve stayed in this house. Will definitely return. Kudos to Dan and Wendy, made everything so easy. Thank you!!"
LICENSE TO CHILL ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
Poolside Cottage #411
10.0 out of 10, Exceptional, (18)
"Great place with beautiful decor and lots of extra details and amenities provided. Nice, quiet setting but close to all Key West activities. Host responded quickly to an issue with the toilet and it was repaired immediately. We'd like to come back for future Key West visits!"
The price is $216
$369 total
includes taxes & fees
Jun 20 - Jun 21
Poolside Cottage #411
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (206)
"This property is in a great location in the FL Keys. The space was clean and well-appointed with everything you need for a great stay. The grounds are well maintained have access to the water and a very nice pool area. We enjoyed the kayaks and fishing on the dock. Restaurants are a very short drive away. Host was the most responsive and attentive of any similar property we've stayed at. This is a great pick for a family vacation in the Keys!"
The price is $350
$444 total
includes taxes & fees
Jul 9 - Jul 10
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Mother Ocean: Waterfront 4 Bedroom 3 Bath luxury Oceanfront home with pool
9.4 out of 10, Exceptional, (48)
"Beautiful VRBO! It had a wonderful pool with a great water view. The house was beautifully furnished with all necessities. There was a broken cover on one of the pool drains. We received an immediate response and it was repaired within 24 hours. We would definitely stay there again. "
Mother Ocean: Waterfront 4 Bedroom 3 Bath luxury Oceanfront home with pool
NEWLY REMODELED KITCHEN!! PET FRIENDLY! 3 Bedroom 3 bathroom home. Sleeps 8
9.6 out of 10, Exceptional, (187)
"We were disappointed that paying over $600 per night and there wasn't even any soap in the bathrooms. If you were to put any money into the house, i would suggest energy and sound proof windows as you can hear everything that goes down US1"
NEWLY REMODELED KITCHEN!! PET FRIENDLY! 3 Bedroom 3 bathroom home. Sleeps 8
HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!
9.6 out of 10, Exceptional, (14)
"Great stay! Parking is tight but house was perfect for us! Very close to fishing charters! Would stay again!"
HAVANA DAYDREAMING ~ Waterfront 1 BR/1 Ba w/ Dockage & Hot Tub!
3/4 Time: Oceanfront, luxury home with private pool & lush landscaping
9.8 out of 10, Exceptional, (63)
"This spot was so great for our stay in Key West. I had my husband, myself, our 2 children under the age of 2 and my in laws. There was plenty of space, the pool was great for kids. It’s not near all of the action of Duval but it’s only about a 10 min drive."
3/4 Time: Oceanfront, luxury home with private pool & lush landscaping
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
9.8 out of 10, Exceptional, (97)
"Really enjoyed the stay. House was very clean. Only negative was the maintenance of the pool area coupd have been much better"
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
CASA DE VINO ~ Amazing Price for Charming Townhouse with Pool & Tiki!
9.8 out of 10, Exceptional, (71)
"Condo was lovely. Plenty of room for all of us and enjoyed the outdoor porches. Pool was great, too. Fun watching the roosters/hens/baby chicks and the iguanas and lizards! Area was good -- some walking distance restaurants (Roostica, Hogfish Bar & Grill), very good Cuban coffee truck. Easy uber ride into Duval St. area."
CASA DE VINO ~ Amazing Price for Charming Townhouse with Pool & Tiki!
Sailor's Son: Waterfront 4 Bedroom 4 bath Luxury Home in Key Cove Landings
9.8 out of 10, Exceptional, (52)
"Our stay was incredible. Truly paradise. The home is tucked away along the water surrounded by beautiful tropical trees. The private pool was such a helpful addition as we spent many afternoons there. The home was in pristine condition and accommodated our large family easily. Breakfast and shopping options were in walking distance along with jet ski rentals. We used ride share apps to get the downtown area and they were quick and affordable. I cannot recommend this property enough."
Sailor's Son: Waterfront 4 Bedroom 4 bath Luxury Home in Key Cove Landings
Seagate House by Brightwild | Waterfront w/Dock
10.0 out of 10, Exceptional, (9)
"Overall the house was at a perfect distance from the main attractions, yet it’s a quiet gated neighborhood. A perfect place to have the whole family and friends gatherings and have a good time."
The price is $1,026
$1,997 total
includes taxes & fees
Jun 26 - Jun 27
Seagate House by Brightwild | Waterfront w/Dock
Paris Mango: Waterfront Luxury Home with Ocean View & Heated Private Pool!
9.6 out of 10, Exceptional, (73)
"Would book again if visiting Key West"
Paris Mango: Waterfront Luxury Home with Ocean View & Heated Private Pool!
**PLANTATION TROPICALE @ CASA EAST** Grand Estate & Pool + LAST KEY SERVICES…
10.0 out of 10, Exceptional, (34)
"We traveled from Michigan celebrating my mother’s 75th birthday. I don’t know much about the company last key rentals. The concierge, Victor and awesome person and awesome man very knowledgeable. Very pleasant made me and my family feel right at home. To last key Victor went above and beyond to answer any questions and to make everyone feel as comfortable and was very supportive and knowledgeable of the community and surrounding areas. To the owner you have amazing property."
**PLANTATION TROPICALE @ CASA EAST** Grand Estate & Pool + LAST KEY SERVICES…
**KEYSIE DOES IT @ CUDJOE KEY** Private Home in Waterfront Community + LAST KEY
10.0 out of 10, Exceptional, (4)
"This cute home was the perfect spot for our 3 day stay in the lower keys. The place was so clean and had an excellent supply of towels, tp, and other supplies. The furniture was comfortable . The beds were ok- a little “bouncy” but that didn’t prevent us from getting a good nights rest. The small pool was a great place to relax after a day of sightseeing. We didn’t make use of kayaks or grill or table at ground level. The water hose provided was an awesome addition to clean our beach gear. This...
**KEYSIE DOES IT @ CUDJOE KEY** Private Home in Waterfront Community + LAST KEY
Coral Hammock Poolside Home 3 bdrm 3 bath10 minute drive to Old Town Key West
9.8 out of 10, Exceptional, (99)
"Easy access to restaurants and downtown Key West."
Coral Hammock Poolside Home 3 bdrm 3 bath10 minute drive to Old Town Key West
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See all available properties in Cudjoe Key
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.

Other property types in Cudjoe Key

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (206)
"This property is in a great location in the FL Keys. The space was clean and well-appointed with everything you need for a great stay. The grounds are well maintained have access to the water and a very nice pool area. We enjoyed the kayaks and fishing on the dock. Restaurants are a very short drive away. Host was the most responsive and attentive of any similar property we've stayed at. This is a great pick for a family vacation in the Keys!"
The price is $350
$444 total
includes taxes & fees
Jul 9 - Jul 10
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (189)
"We were very Happy!! The place was very clean and most accommodating!! We will stay here again in the future! Also, the Key Lime Pie was awesome!!! Thank You!"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Cozy, Perfect Conch Cottage!
9.0 out of 10, Wonderful, (31)
"Our stay was great! The description is accurate. We enjoyed our 6 Mid-March days at "Cozy Perfect Conch Cottage." Yes, it's technically camping, but it's very NICE camping...in a campground...but a very NICE campground. The bed we used (there were only 2 of us) was super comfortable. The WiFi worked great. It was awesome having a full kitchen and washer/dryer. The towels were plentiful, soft and luxurious. Linens were also very soft and comfortable. Everything needed for basic cooking was...
Cozy, Perfect Conch Cottage!
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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