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Rockland Key Holiday Rentals

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Our top choices for Rockland Key holiday rentals

Waterfront Home

Waterfront Home
Cudjoe Key
8.8 out of 10, Excellent, (187 reviews)
"Clean and as described "
United States
Tim S.
The price is HK$1,764
HK$3,584 total
includes taxes & fees
29 Jun - 30 Jun
Waterfront Home

SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.8 out of 10, Exceptional, (91 reviews)
"Great location, very clean, and a responsive host. We enjoyed our stay and highly recommended this spot!"
United States
David T.
The price is HK$1,796
HK$4,219 total
includes taxes & fees
29 Jun - 30 Jun
SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
Cudjoe Key
9.4 out of 10, Exceptional, (26 reviews)
"Everything about our stay was simply wonderful. It was very Clean and quiet. It is in a very nice neighborhood and pet friendly. We loved the pool and the privacy. I will be back!"
United States
Marie
The price is HK$2,745
HK$5,368 total
includes taxes & fees
29 Jun - 30 Jun
Spanish Queen @Venture Out, Cudjoe Key

SAVE BIG $$ JUNE/JULY. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$ JUNE/JULY. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (109 reviews)
"Enjoyed our stay at Venture Out. Loved having the water view. We used the pool, bikes and kayaks. Owners were very responsive. House was clean. Would definitely stay again."
United States
Lindsey S.
The price is HK$1,404
HK$3,723 total
includes taxes & fees
29 Jun - 30 Jun
SAVE BIG $$ JUNE/JULY. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

47ft Viking Yacht · 2 Pools · Perry Marina · Key West

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.4 out of 10, Good, (38 reviews)
"It was a great experience staying on against All Odds II.We had a challenge with the tv, but other than that great. We were able to use the hotel pool and shuttle which was a plus."
United States
Barbara C.
The price is HK$1,427
HK$3,290 total
includes taxes & fees
30 Jun - 1 Jul
47ft Viking Yacht · 2 Pools · Perry Marina · Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (160 reviews)
"This was our second stay here and just as we remembered. It was clean and we had everything we needed. Would recommend it for visiting Key West as its only a 30 minute drive in."
United States
John S.
The price is HK$2,117
HK$4,672 total
includes taxes & fees
29 Jun - 30 Jun
Cudjoe Cottages, swimming pool, just 20 miles from Key West

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

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (101 reviews)
"Great location plenty of room for 4 adults and 2 kids"
United States
Bob B.
The price is HK$2,823
HK$6,064 total
includes taxes & fees
29 Jun - 30 Jun
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.4 out of 10, Exceptional, (171 reviews)
"Great place "
United States
David
The price is HK$1,941
HK$3,458 total
includes taxes & fees
15 Jul - 16 Jul
Cottage with Pool and Dockage, just minutes to Key West

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Cudjoe Key
9.8 out of 10, Exceptional, (31 reviews)
"Everything about this home is perfect!"
United States
Shari H.
The price is HK$2,816
HK$5,551 total
includes taxes & fees
29 Jun - 30 Jun
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is HK$2,967
HK$5,244 total
includes taxes & fees
6 Jul - 7 Jul
Grand Marina Suite by Brightwild Waterfront

Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
Cudjoe Key
9.8 out of 10, Exceptional, (148 reviews)
"Nice property in a beautiful location. Great place to sit and enjoy the scenery and activities. "
United States
Andy D.
The price is HK$3,705
HK$7,478 total
includes taxes & fees
29 Jun - 30 Jun
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Cudjoe Key
9.6 out of 10, Exceptional, (14 reviews)
"All was excellent "
United States
Bryan M.
The price is HK$3,137
HK$5,409 total
includes taxes & fees
24 Jul - 25 Jul
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Cudjoe Key
10.0 out of 10, Exceptional, (5 reviews)
"Absolutely love it here… Randy is great to work with and always available. "
United States
Jeannine R.
The price is HK$1,800
HK$5,015 total
includes taxes & fees
29 Jun - 30 Jun
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cutthroat Harbor Estates
8.4 out of 10, Very good, (126 reviews)
"Great location for all we wanted to do. The house is an older property and could use a bit more maintenance but it worked well for us, not fancy but very clean! "
United States
Connie S.
The price is HK$2,745
HK$5,472 total
includes taxes & fees
29 Jun - 30 Jun
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Paradise found

Paradise found
Stock Island
9.8 out of 10, Exceptional, (37 reviews)
"Great to stay. Good places to eat close by."
United States
Robert B.
The price is HK$2,345
HK$4,813 total
includes taxes & fees
1 Jul - 2 Jul
Paradise found

Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (124 reviews)
"House was very clean and in close proximity to Key West, Marathon, and Big Pine Key."
United States
Sharon L.
The price is HK$1,764
HK$4,272 total
includes taxes & fees
12 Jul - 13 Jul
Kelly's Kabin - Adorable Private Summerland Key Cottage

Post Card Point #319 - Ocean Views!

Post Card Point #319 - Ocean Views!
Cudjoe Key
10.0 out of 10, Exceptional, (56 reviews)
"We loved our stay! Prime location"
United States
Lacey C.
The price is HK$3,005
HK$7,022 total
includes taxes & fees
6 Jul - 7 Jul
Post Card Point #319 - Ocean Views!

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (173 reviews)
"Great location with a great staff. The Bug House is very spacious and clean. I would recommend it as a great place to stay and relax with family. "
United States
Phillip
The price is HK$2,470
HK$5,124 total
includes taxes & fees
5 Jul - 6 Jul
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Capmar House at Lunara Bay

Capmar House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (29 reviews)
"The Best VRBO I have stayed in "
United States
Wilbert C.
The price is HK$6,266
HK$13,407 total
includes taxes & fees
29 Jun - 30 Jun
Capmar House at Lunara Bay

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (60 reviews)
"Great would definitely stay again "
United States
Zach C.
The price is HK$2,509
HK$3,184 total
includes taxes & fees
29 Jun - 30 Jun
Living the Dream Key West Style
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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Top Rockland Key Hotel Reviews

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