Cheap Vacations in Monroe County

Choose two or more items and save on your trip:

Monroe County vacations

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

Avi Lux Stay

4.5 out of 5
East Fort Lauderdale
Save 100% on your flight
Price was $1,044, price is now $508 per person
$508
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Broadway Suites Downtown by RocketStay

Broadway Suites Downtown by RocketStay

3.5 out of 5
Coral Way
Price was $1,282, price is now $640 per person
$640
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $14,190, price is now $7,436 per person
$7,436
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
Price was $2,269, price is now $1,371 per person
$1,371
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
HH Exclusive Condos by Cielo Stays

HH Exclusive Condos by Cielo Stays

4 out of 5
Hollywood Beach
Save 100% on your flight
Price was $2,016, price is now $1,260 per person
$1,260
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Inn On The Drive (Adults Only)

Inn On The Drive (Adults Only)

2 out of 5
Save 100% on your flight
Price was $3,691, price is now $2,314 per person
$2,314
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Lauderdale (FLL)
Amrit Ocean Resort and Residences - Singer Island

Amrit Ocean Resort and Residences - Singer Island

5 out of 5
Save 100% on your flight
Price was $1,939, price is now $1,217 per person
$1,217
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Lauderdale (FLL)
Boutique Wynwood Residences

Boutique Wynwood Residences

4.5 out of 5
Wynwood Art District
Save 100% on your flight
Price was $1,731, price is now $1,088 per person
$1,088
per person
Dec 7 - Dec 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
District 225 by Nomada

District 225 by Nomada

4 out of 5
Downtown Miami
Save 100% on your flight
Price was $1,791, price is now $1,127 per person
$1,127
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
EAST Miami Residences

EAST Miami Residences

5 out of 5
Brickell
Save 100% on your flight
Price was $1,490, price is now $958 per person
$958
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)

3-night Monroe County vacations

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Save 100% on your flight
Price was $610, price is now $407 per person
$407
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Avi Lux Stay

Avi Lux Stay

4.5 out of 5
Save 100% on your flight
Price was $1,044, price is now $508 per person
$508
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
Price was $14,190, price is now $7,436 per person
$7,436
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
Save 100% on your flight
Price was $2,269, price is now $1,371 per person
$1,371
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
EAST Miami Residences

EAST Miami Residences

5 out of 5
Save 100% on your flight
Price was $1,490, price is now $958 per person
$958
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Kimpton EPIC Hotel by IHG

Kimpton EPIC Hotel by IHG

5 out of 5
Save 100% on your flight
Price was $1,051, price is now $698 per person
$698
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Amrit Ocean Resort and Residences - Singer Island

Amrit Ocean Resort and Residences - Singer Island

5 out of 5
Save 100% on your flight
Price was $1,537, price is now $1,028 per person
$1,028
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Lauderdale (FLL)
The Key West Hotel

The Key West Hotel

3 out of 5
Save 100% on your flight
Price was $2,093, price is now $1,421 per person
$1,421
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Seacoast Suites on Miami Beach

Seacoast Suites on Miami Beach

3.5 out of 5
Price was $697, price is now $474 per person
$474
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Soleado Hotel

Soleado Hotel

3 out of 5
Price was $610, price is now $425 per person
$425
per person
Dec 8 - Dec 11
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
Price was $945, price is now $664 per person
$664
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)

4-night Monroe County vacations

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Save 100% on your flight
Price was $784, price is now $498 per person
$498
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Avi Lux Stay

Avi Lux Stay

4.5 out of 5
Price was $1,304, price is now $598 per person
$598
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
Price was $12,676, price is now $6,082 per person
$6,082
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
Save 100% on your flight
Price was $2,973, price is now $1,821 per person
$1,821
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
Save 100% on your flight
Price was $969, price is now $607 per person
$607
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Inn On The Drive (Adults Only)

Inn On The Drive (Adults Only)

2 out of 5
Save 100% on your flight
Price was $3,691, price is now $2,314 per person
$2,314
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Lauderdale (FLL)
Amrit Ocean Resort and Residences - Singer Island

Amrit Ocean Resort and Residences - Singer Island

5 out of 5
Save 100% on your flight
Price was $1,939, price is now $1,217 per person
$1,217
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Lauderdale (FLL)
EAST Miami Residences

EAST Miami Residences

5 out of 5
Save 100% on your flight
Price was $2,072, price is now $1,303 per person
$1,303
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Kimpton EPIC Hotel by IHG

Kimpton EPIC Hotel by IHG

5 out of 5
Save 100% on your flight
Price was $1,328, price is now $837 per person
$837
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
The Local House

The Local House

3.5 out of 5
Save 100% on your flight
Price was $1,320, price is now $856 per person
$856
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
EAST Miami

EAST Miami

5 out of 5
Save 100% on your flight
Price was $1,783, price is now $1,164 per person
$1,164
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)

5-night Monroe County vacations

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

President Hotel

3.5 out of 5
Save 100% on your flight
Price was $817, price is now $521 per person
$521
per person
Nov 18 - Nov 23
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
Price was $22,881, price is now $11,169 per person
$11,169
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
Save 100% on your flight
Price was $1,086, price is now $624 per person
$624
per person
Nov 18 - Nov 23
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Save 100% on your flight
Price was $1,898, price is now $1,104 per person
$1,104
per person
Dec 3 - Dec 8
found 11 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Miami (MIA)
District 225 - Rooftop Pool - Gym - Parking - Downtown Miami

District 225 - Rooftop Pool - Gym - Parking - Downtown Miami

4 out of 5
Save 100% on your flight
Price was $1,338, price is now $786 per person
$786
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
Lyfe Resort & Residences

Lyfe Resort & Residences

4.5 out of 5
Save 100% on your flight
Price was $1,262, price is now $770 per person
$770
per person
Dec 11 - Dec 16
found 7 hours ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
Save 100% on your flight
Price was $5,978, price is now $3,663 per person
$3,663
per person
Nov 18 - Nov 23
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
EAST Miami

EAST Miami

5 out of 5
Save 100% on your flight
Price was $1,860, price is now $1,163 per person
$1,163
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
Save 100% on your flight
Price was $885, price is now $554 per person
$554
per person
Nov 18 - Nov 23
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Courtyard by Marriott Miami Downtown

Courtyard by Marriott Miami Downtown

3.5 out of 5
Save 100% on your flight
Price was $1,437, price is now $901 per person
$901
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Kimpton EPIC Hotel by IHG

Kimpton EPIC Hotel by IHG

5 out of 5
Save 100% on your flight
Price was $1,457, price is now $917 per person
$917
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Marenas Beach Resort

Marenas Beach Resort

4 out of 5
Save 100% on your flight
Price was $980, price is now $621 per person
$621
per person
Nov 18 - Nov 23
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)

6-7 night Monroe County vacations

Price found within the past 48 hours. Click for updated prices.
Sherry Frontenac Oceanfront Hotel

Sherry Frontenac Oceanfront Hotel

3 out of 5
Save 100% on your flight
Price was $893, price is now $520 per person
$520
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
Price was $2,434, price is now $1,154 per person
$1,154
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
Price was $25,593, price is now $12,236 per person
$12,236
per person
Dec 9 - Dec 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Broadway Suites Downtown by RocketStay

Broadway Suites Downtown by RocketStay

3.5 out of 5
Price was $1,282, price is now $640 per person
$640
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
District 225 - Rooftop Pool - Gym - Parking - Downtown Miami

District 225 - Rooftop Pool - Gym - Parking - Downtown Miami

4 out of 5
Price was $1,470, price is now $746 per person
$746
per person
Nov 24 - Dec 1
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Save 100% on your flight
Price was $1,642, price is now $861 per person
$861
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,431, price is now $751 per person
$751
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Palm Beach Shores Resort and Vacation Villas

Palm Beach Shores Resort and Vacation Villas

4 out of 5
Save 100% on your flight
Price was $1,647, price is now $873 per person
$873
per person
Nov 16 - Nov 23
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Lauderdale (FLL)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
Price was $5,731, price is now $3,139 per person
$3,139
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Seacoast Suites on Miami Beach

Seacoast Suites on Miami Beach

3.5 out of 5
Save 100% on your flight
Price was $1,467, price is now $812 per person
$812
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Boutique Wynwood Residences

Boutique Wynwood Residences

4.5 out of 5
Save 100% on your flight
Price was $2,199, price is now $1,317 per person
$1,317
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Coral Reef at Key Biscayne

Coral Reef at Key Biscayne

3 out of 5
Save 100% on your flight
Price was $1,003, price is now $601 per person
$601
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip flight included
New York (JFK) to Miami (MIA)

Top places to visit in Monroe County

A beach with palm trees, people sunbathing, and a resort in the background.
FlightsFlightsHotelsHotels

Key West

Key West

Flight deals to Monroe County

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Oct 20 - Wed, Oct 21
ATL
Atlanta
MIA
Miami
$68 Roundtrip, found 3 days ago
$68
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Oct 20 from Atlanta to Miami, returning Wed, Oct 21, priced at $68 found 3 days ago
Thu, Dec 3 - Mon, Dec 7
PHL
Philadelphia
MIA
Miami
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Philadelphia to Miami, returning Mon, Dec 7, priced at $112 found 1 day ago
Wed, Nov 11 - Tue, Nov 17
BOS
Boston
MIA
Miami
$169 Roundtrip, found 9 hours ago
$169
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Wed, Nov 11 from Boston to Miami, returning Tue, Nov 17, priced at $169 found 9 hours ago

Top rated hotels for your Monroe County vacation

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
75.43 mi from city center
$264 nightly
The price is $297 total per night
$297 total
Oct 19 - Oct 20
Total with taxes and fees
With a stay at Cheeca Lodge & Spa in Islamorada (Matecumbe), you'll be steps from Matecumbe United Methodist Church and 5 minutes by foot from Florida Keys Brewing Co..
On private beach
Pool
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
0.7 mi from city center
$260 nightly
The price is $293 total per night
$293 total
Oct 30 - Oct 31
Total with taxes and fees
Located in Key West, Margaritaville Beach House Key West is by the ocean, within a 5-minute drive of Smathers Beach and Fort East Martello Museum and Gallery.
Pool
Hot Tub
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
1.26 mi from city center
$175 nightly
The price is $197 total per night
$197 total
Oct 25 - Oct 26
Total with taxes and fees
A stay at Blue Flamingo Resort Key West places you in the heart of Key West, within a 10-minute drive of Stock Island Yacht Club & Marina and Key West Lighthouse and Keeper's Quarters Museum.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Monroe County
View all properties
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 all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.