Fleming Key Vacations from $423

Name: Oceans Edge Key West Resort, Hotel & Marina
Price range: $227 total
Rating: 8.8

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The Latest Fleming Key vacation packages

Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach

South Beach

$423

per person

Jan 17 - Jan 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,001 reviews)

Wonderful stay for it being our first time in Miami. The hotel was clean and perfectly sized for a nice short trip. Location was incredible being on Ocean drive. Pricing was extremely fair for it being a holiday week and the service was incredible. Thank you for a good time and a pleasant stay!

Reviewed on Nov 28, 2025

The Shelborne By Proper, a Member of Design Hotels

South Beach

$973

per person

Jan 17 - Jan 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (56 reviews)

Gorgeous hotel, great pool and private beach.

Reviewed on Dec 3, 2025

Hawks Cay Resort

$1,343

per person

Jan 24 - Jan 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1,003 reviews)

Everything in this island is perfect and amazing.

Reviewed on Dec 5, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$6,784

per person

Jan 18 - Jan 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Flow Miami Hotel

Downtown Miami

$752

per person

Jan 22 - Jan 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (172 reviews)

Excellent value for money. 10/10 location. Staff eas wonderful and accomodating. The amenities are just what you need for a vacation

Reviewed on Dec 5, 2025

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Fleming Key Hotel Deals

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$222 nightly

$250 total

Dec 15 - Dec 16

Total with taxes and fees

8.6/10 Excellent! (1,734 reviews)

Staff very courteous! We arrived very early- hoping we could at least chk our bags before going to lunch ( 2 couples- booking two rooms). Our friends' room was already available .We were told ours would be ready soon. We had a lovely, long, leisurely lunch at Chicken Walk. Our room still wasnt ready ...

Reviewed on Dec 3, 2025

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$166 nightly

$187 total

Dec 14 - Dec 15

Total with taxes and fees

8/10 Very Good! (1,747 reviews)

Grate stay...only thing is our room at the end of property a little far from the pool and breakfast bar. Next time will ask for a closer one.

Reviewed on Dec 3, 2025

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue Key West FL

Fully refundableReserve now, pay when you stay

$202 nightly

$227 total

Dec 7 - Dec 8

Total with taxes and fees

8.8/10 Excellent! (1,747 reviews)

Very nice clean and big room. Great view over the pools and harbor.

Reviewed on Dec 4, 2025

See all 2,769 properties in Fleming 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.