Search Vacation Homes in Cudjoe Key

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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

Vacation Homes in Cudjoe Key

CASA DE VINO ~ Amazing Price for Charming Townhouse with Pool & Tiki!
Outdoor dining

CASA DE VINO ~ Amazing Price for Charming Townhouse with Pool & Tiki!

9.8 out of 10, Exceptional, (86)
"Very nice, quiet but convenient location and loved the pool"
CASA DE VINO ~ Amazing Price for Charming Townhouse with Pool & Tiki!
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
A heated pool

CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!

9.8 out of 10, Exceptional, (131)
"All rooms have own bathroom which was very nice. They were also nice size rooms. Had a great stay!"
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
Property grounds

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

9.2 out of 10, Wonderful, (45)
"Clean, home included everything you could need. Best of all, communication was clear, friendly, professional and a binder was left with activities, restaurants, etc. Parking spot was clear and easy. Beautiful stay"
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
Luxury 3-Bedroom Waterfront Home with Pool AND Dock!
Marina

Luxury 3-Bedroom Waterfront Home with Pool AND Dock!

9.8 out of 10, Exceptional, (126)
"If you have a large group this is the perfect place for you. We stayed here with 10 people andIt was great. Far from downtown but easy enough to Uber to Duval when needed. The business side of the VRBO is a little annoying because any early check in or check out costs additional money, but otherwise; would recommend to others."
Luxury 3-Bedroom Waterfront Home with Pool AND Dock!
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
Miscellaneous

Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel

9.6 out of 10, Exceptional, (52)
"It was a beautiful home and Francine, our host, was most accommodating."
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
Oceanfront 4-Bed 3-Bath home with pool
Terrace/patio

Oceanfront 4-Bed 3-Bath home with pool

9.6 out of 10, Exceptional, (70)
"We had a great stay! We enjoyed our week in Key West. The area was easy to get a Uber or taxi and not far from anything we wanted to do. We were able to grill as well. The response time from the property management was easy and they were quick to respond. "
Oceanfront 4-Bed 3-Bath home with pool
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
A heated pool

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

9.8 out of 10, Exceptional, (222)
"We loved our stay here! This place had everything that we needed. The resort was safe for my kids to roam around for pickleball, swimming, and fishing. Thank you!"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
3-Story spacious conch style home w/ private pool & dock!
Marina

3-Story spacious conch style home w/ private pool & dock!

9.8 out of 10, Exceptional, (126)
"beautiful house, great location!"
3-Story spacious conch style home w/ private pool & dock!
Waterfront luxury home with private pool
Dining

Waterfront luxury home with private pool

9.8 out of 10, Exceptional, (78)
"Girlfriend trip for fun and to relax!!"
Waterfront luxury home with private pool
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Beach nearby

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

8.6 out of 10, Excellent, (82)
"Property was adequate but could use a few updates. The location was great. Easy to get to Key West near good local restaurants and beaches. Would stay again. "
The price is SAR 1,408
SAR 2,973 total
includes taxes & fees
15 Jul - 16 Jul
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Fandango - private pool
Pool

Fandango - private pool

9.8 out of 10, Exceptional, (78)
"My family and I had a great time staying at Fandago. It was located close enough to Key West to visit, yet far enough away to enjoy some privacy and peace and quiet. We were there for my daughter's wedding and everything was absolutely perfect! Would definitely stay again!"
Fandango - private pool
Luxury Waterfront Home with private pool
Interior

Luxury Waterfront Home with private pool

9.8 out of 10, Exceptional, (64)
"Three couples stayed at this beautiful home for a long weekend, and we had the very best time! The home was clean and beautiful, and the private pool was such a treat. We had an amazing experience and would definitely book again."
Luxury Waterfront Home with private pool
Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community
Miscellaneous

Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community

9.8 out of 10, Exceptional, (6)
"Venture Out is a gated community in Cudjoe Key. The house was very clean and had everything you need to make yourself comfortable. We visited Key West which is about 30 minutes by car. Great place to stay"
The price is SAR 1,586
SAR 3,080 total
includes taxes & fees
17 Jun - 18 Jun
Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community
Conch style home in Oldtown with private pool AND dock!
Marina

Conch style home in Oldtown with private pool AND dock!

9.8 out of 10, Exceptional, (114)
"Lovely property with everything we needed."
Conch style home in Oldtown with private pool AND dock!
Modern Waterfront Luxury Home with Heated Pool!
Beach

Modern Waterfront Luxury Home with Heated Pool!

9.6 out of 10, Exceptional, (89)
"Would book again if visiting Key West"
Modern Waterfront Luxury Home with Heated Pool!
Spacious Waterfront 4 Bedroom Home
Exterior

Spacious Waterfront 4 Bedroom Home

9.6 out of 10, Exceptional, (82)
"Great place for a large group! "
Spacious Waterfront 4 Bedroom Home
Private Secluded Ocean View & Pool Near Key West
Outdoor pool, a heated pool

Private Secluded Ocean View & Pool Near Key West

8.2 out of 10, Very Good, (92)
"Property was as advertised "
Private Secluded Ocean View & Pool Near Key West
Waterfront Luxury Home with private pool!
Property grounds

Waterfront Luxury Home with private pool!

9.4 out of 10, Exceptional, (73)
"excellent location, quiet from the town noise, but close proximity, and access to all the Key West points. great rental house amenities for up to 8 people , and great ocean view "
Waterfront Luxury Home with private pool!
Charming Key West Town Home Beach/Pool
Outdoor dining

Charming Key West Town Home Beach/Pool

Charming Key West Town Home Beach/Pool
**OCTOPUS'S GARDEN @ CORAL HAMMOCK** Spacious Home & Pool + LAST KEY SERVICES...
Pool

**OCTOPUS'S GARDEN @ CORAL HAMMOCK** Spacious Home & Pool + LAST KEY SERVICES...

9.8 out of 10, Exceptional, (133)
"Wonderful house. It was exactly as listed. Had everything we could possibly ask for!"
**OCTOPUS'S GARDEN @ CORAL HAMMOCK** Spacious Home & Pool + LAST KEY SERVICES...
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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