Rockland Key Vacations from $720
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The Latest Rockland Key Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Paradise Inn Key West - Adults Only
Sep 20 - Sep 24Paradise Inn Key West - Adults Only + Flight
Old Town Key West4 nights3.5 star property9.2/10 - Wonderful (1,000 reviews)"It's my fourth or fifth time there. It's clean & quiet and within 10-15 minutes walking distance of everywhere I like to go. If you want to Uber, the average time to get one was 1-2 minutes. And reasonable."Reviewed July 6, 2026Roundtrip • Atlanta (ATL) - Key West (EYW)ATL - EYW • Nonstop EYW - ATL • Nonstop$1,026$720found 1 day agoper traveler - Coconut Beach Resort
Sep 20 - Sep 24Coconut Beach Resort + Flight
Old Town Key West4 nights2.5 star property8.8/10 - Excellent (209 reviews)"So overall its a nice spot but the units are split with a dividing door, so when we arrived to check out the room the doors were not locked and people were in our unit. For it being an ocean view with a premium price, the resort description said they have someone who frequently cleans the beach access from debris but it was completely covered in sargasim seaweed with no access to the water. Make sure you check the sargasim season because it very much limits your access to the beach. On our..."Reviewed July 15, 2026Roundtrip • Atlanta (ATL) - Key West (EYW)ATL - EYW • Nonstop EYW - ATL • Nonstop - Island City House Hotel
Sep 20 - Sep 24Island City House Hotel + Flight
Key West Historic District4 nights3.0 star property9.6/10 - Exceptional (1,001 reviews)Roundtrip • Atlanta (ATL) - Key West (EYW)ATL - EYW • Nonstop EYW - ATL • Nonstop$1,230$829found 1 day agoper traveler - The Key West Hotel
Sep 20 - Sep 24The Key West Hotel + Flight
Key West Historic District4 nights3.0 star property9.2/10 - Wonderful (559 reviews)"We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds."Reviewed June 7, 2026Roundtrip • Atlanta (ATL) - Key West (EYW)ATL - EYW • Nonstop EYW - ATL • Nonstop - Heron House - Adult Only
Aug 22 - Aug 28Heron House - Adult Only + Flight
Old Town Key West6 nights3.5 star property9.2/10 - Wonderful (1,152 reviews)". Na"Reviewed July 19, 2026Roundtrip • Atlanta (ATL) - Key West (EYW)ATL - EYW • Nonstop EYW - ATL • Nonstop
Rockland Key Hotel Deals
9.0 out of 10, Wonderful, (1,443 reviews)
9.0/10
Wonderful
(1,443 reviews)
"Clean room! Beautiful view!"
$161 nightly
The price is $181
$181 total
Aug 11 - Aug 12
Total with taxes and fees
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys Collection3.5 star property
New Town, 5.1 mi from Rockland Key
8.6 out of 10, Excellent, (1,050 reviews)
8.6/10
Excellent
(1,050 reviews)
"The staff was so helpful"
$168 nightly
The price is $189
$189 total
Aug 9 - Aug 10
Total with taxes and fees
Hilton Key West Resort & Marina
Hilton Key West Resort & Marina4.0 star property
Stock Island, 3.9 mi from Rockland Key
9.0 out of 10, Wonderful, (1,850 reviews)
9.0/10
Wonderful
(1,850 reviews)
"I even bought a perfume after I returned from this trip because it reminds me of my stay at the resort. Love the view from our balcony, white boats, blue sky, coconut trees. What a Key West Dream. My parents loved it."
$189 nightly
The price is $213
$213 total
Aug 2 - Aug 3
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West4.0 star property
5.2 mi from Rockland Key
8.4 out of 10, Very Good, (1,049 reviews)
8.4/10
Very Good
(1,049 reviews)
"H"
$165 nightly
The price is $186
$186 total
Aug 9 - Aug 10
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection3.5 star property
New Town, 5.1 mi from Rockland Key
8.0 out of 10, Very Good, (1,277 reviews)
8.0/10
Very Good
(1,277 reviews)
$155 nightly
The price is $175
$175 total
Aug 16 - Aug 17
Total with taxes and fees
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West4.0 star property
Stock Island, 4.4 mi from Rockland Key
9.4 out of 10, Exceptional, (1,292 reviews)
9.4/10
Exceptional
(1,292 reviews)
"Room was spotless! Hotel and pool were amazing! Staff was so helpful! Will definitely stay here again!"
$191 nightly
The price is $215
$215 total
Jul 26 - Jul 27
Total with taxes and fees
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront3.0 star property
Northside Resort, 6.1 mi from Rockland Key
9.0 out of 10, Wonderful, (1,003 reviews)
9.0/10
Wonderful
(1,003 reviews)
$180 nightly
The price is $202
$202 total
Jul 26 - Jul 27
Total with taxes and fees
Blue Flamingo Resort Key West
Blue Flamingo Resort Key West4.0 star property
New Town, 5.2 mi from Rockland Key
8.4 out of 10, Very Good, (2,551 reviews)
8.4/10
Very Good
(2,551 reviews)
$171 nightly
The price is $192
$192 total
Aug 18 - Aug 19
Total with taxes and fees
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.