
Silver Shores Vacation Packages
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- Cavalier Hotel South Beach
Jul 13 - Jul 20Cavalier Hotel South Beach + Flight
South Beach7 nights8.6/10 - Excellent (1,006 reviews)"Over was what I was loôking an hôtel you full like home by the beach and the ciné on South Beach"Reviewed May 30, 2026Roundtrip • Hamilton (YHM) - Miami (MIA)YHM - MIA • 1 stop MIA - YHM • 1 stopCA $2,328CA $1,396found 2 days agoper traveller - Southernmost House - Adult Exclusive
Jul 2 - Jul 7Southernmost House - Adult Exclusive + Flight
Old Town Key West5 nights9.4/10 - Exceptional (1,001 reviews)"This is a wonderful old mansion. I love that they did NOT modernize it to the point it’s lost its charm and character. The staff were amazing. The room was nice, clean and cool with a nice view. I would highly recommend staying here. The only negatives experienced is the noise level. Be prepared to hear propane trucks at 6 in the morning stopping at the cafe and the smell of the seaweed can get pretty rough. So if you’re a light sleeper (which unfortunately I am) or if your sense of smell is..."Reviewed May 30, 2026Roundtrip • Montreal (YUL) - Key West (EYW)YUL - EYW • 1 stop EYW - YUL • 1 stopCA $5,194CA $2,705found 2 days agoper traveller - The Retreat Collection at 1 Hotel & Homes South Beach
Aug 20 - Aug 23The Retreat Collection at 1 Hotel & Homes South Beach + Flight
South Beach3 nights8.0/10 - Very good (1 review)"Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay...."Reviewed June 22, 2016Roundtrip • Montreal (YUL) - Miami (MIA)YUL - MIA • 1 stop MIA - YUL • 1 stopCA $16,761CA $8,996found 21 hours agoper traveller - The 27 Wynwood
Aug 1 - Aug 29The 27 Wynwood + Flight
Wynwood Art District28 nights10/10 - Exceptional (3 reviews)"Great property. Reasonably priced. Great area. Onsite parking. It was only one night, but I will revisit. Great find."Reviewed May 28, 2026Roundtrip • Montreal (YUL) - Miami (MIA)YUL - MIA • Nonstop MIA - YUL • NonstopCA $6,411CA $3,473found 23 hours agoper traveller - President Hotel Villa
Jul 8 - Jul 18President Hotel Villa + Flight
South Beach10 nights8.2/10 - Very good (1,003 reviews)"The hotel was super clean. Breakfast was good but the setting was awkward. There was hardly room to sit indoors and if you had to sit outside the pigeons will try to take your food. Expedia showed pictures of the balconies that were nothing like what we got. I felt mislead. My only complaint is that the pool closed at 7pm and I went there thinking I would go on a night swim on the rooftop pool. That was disappointing. All in all the staff was great, very clean rooms, and good breakfast. I’d..."Reviewed June 1, 2026Roundtrip • Montreal (YUL) - Miami (MIA)YUL - MIA • Nonstop MIA - YUL • NonstopCA $2,520CA $1,419found 1 day agoper traveller
Where to stay in Silver Shores
Find the best Silver Shores areas and neighborhoods for the activities you enjoy most. Learn more about Silver Shores

Rock Harbor
1 out of top 10 points of interest in this area
While Rock Harbor isn't home to many top sights, Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill are some notable places to visit nearby.
Silver Shores Hotel Deals

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is CA $374 per night from Jun 15 to Jun 16
CA $374
CA $522 total
Jun 15 - Jun 16
includes taxes & fees
9.2/10 Wonderful! (1,311 reviews)
"Much batter than bigger hotels we were used to staying at. Staff was great and everything felt more purposeful and curated."
Reviewed on May 30, 2026

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is CA $263 per night from Jun 8 to Jun 9
CA $263
CA $373 total
Jun 8 - Jun 9
includes taxes & fees
9.2/10 Wonderful! (1,733 reviews)
"Property was clean and very smooth check in process. I would definitely return."
Reviewed on May 31, 2026

Waterside Suites & Marina
201 Ocean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Jun 15 to Jun 16
CA $180
CA $241 total
Jun 15 - Jun 16
includes taxes & fees
9/10 Wonderful! (1,372 reviews)
"Very nice space, great view of the marina and passing boats, plenty of room for two guests, all the amenities you should need, clean, working thermostat, nice staff. Overall, an excellent stay that gives you all you need and more!"
Reviewed on May 31, 2026
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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

























