
Deals on vacations and trips to Fleming Key
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Fleming Key flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

501 First Studio Balcony by Palermo Home
Downtown Miami
Price was $1,612, price is now $800 per person
$800
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
An outdoor pool is featured at this apartment, along with valet parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.

The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $49,694, price is now $24,398 per person
$24,398
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This aparthotel features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.

Miami Vacation Rentals Downtown with Pool
Downtown Miami
Price was $2,237, price is now $1,198 per person
$1,198
per person
Feb 1 - Feb 6
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi. A poolside bar, a coffee shop, and a terrace are also provided.

The Crosby Worldcenter 2BR Palermo Home
Downtown Miami
Price was $2,059, price is now $1,113 per person
$1,113
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Valet parking is available and the apartment's front desk is staffed around-the-clock. Enjoy the 2 outdoor pools and perks like free WiFi.

The Crosby Balcony 1BR by Palermo Home
Downtown Miami
Price was $1,953, price is now $1,056 per person
$1,056
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
An outdoor pool is featured at this apartment, along with free WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.
Top Fleming Key hotels deals

Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$285 nightly
The price is $321 total per night
$321 total
Nov 18 - Nov 19
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like a free airport shuttle. You'll appreciate the hot tub, poolside bar, and concierge services.
Pool
Hot Tub

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$171 nightly
The price is $192 total per night
$192 total
Nov 29 - Nov 30
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$166 nightly
The price is $187 total per night
$187 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and an area shuttle.
Pool
Pet friendly

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and an area shuttle.
On private beach
Pool

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$230 nightly
The price is $259 total per night
$259 total
Dec 14 - Dec 15
Total with taxes and fees
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool and free perks like continental breakfast and WiFi in public areas.
On private beach
Pool

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$287 nightly
The price is $322 total per night
$322 total
Nov 23 - Nov 24
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free WiFi.
On private beach
Pool
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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