Fleming Key Vacations from $469

Name: Oceans Edge Key West Resort, Hotel & Marina
Price range: $244 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

$469

per person

Jan 26 - Jan 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

16.8/10 Exceptional! (1,001 reviews)

Room was clean. Staff was friendly beach, restaurants and shops nearby. Also a convenient parking garage within walking distance.

Reviewed on Nov 4, 2025

Hawks Cay Resort

$2,106

per person

Dec 25 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

16/10 Exceptional! (1,003 reviews)

Enjoyed a few days with the kids gere

Reviewed on Nov 15, 2025

The Shelborne By Proper, a Member of Design Hotels

South Beach

$857

per person

Jan 26 - Jan 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

18.8/10 Exceptional! (56 reviews)

Staff super friendly and welcoming and helpful, room ready

Reviewed on Nov 16, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$7,492

per person

Jan 26 - Jan 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

16/10 Exceptional! (1 review)

Villas At Hawks Cay Resort

$1,337

per person

Feb 1 - Feb 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (138 reviews)

great trip. Clean, easy to get around. Good amenities for a family trip.

Reviewed on Nov 16, 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

$187 nightly

$210 total

Nov 19 - Nov 20

Total with taxes and fees

8.6/10 Excellent! (1,680 reviews)

Staff was horrible on directions to room. We had to give directions to 4 different sets of new guests as well as getting lost ourselves. Place was great. Nice location.

Reviewed on Nov 13, 2025

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$149 nightly

$168 total

Dec 1 - Dec 2

Total with taxes and fees

7.8/10 Good! (1,693 reviews)

What a fun little resort. The amenities are fabulous! They have live music. We heard Ike Kanakanaui. He was REALLY good!

Reviewed on Nov 14, 2025

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue Key West FL

Fully refundableReserve now, pay when you stay

$217 nightly

$244 total

Nov 30 - Dec 1

Total with taxes and fees

8.8/10 Excellent! (1,736 reviews)

If you book Oceans Edge through hotels.com or Expedia expect a resort fee & parking fee before booking. These extra costs are not included with your online booking which is misleading to hotel guests. The staff at Oceans Edge worked through this misleading situation which caused a lengthy check in ...

Reviewed on Nov 15, 2025

See all 2,806 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.