Cheap Vacations in Monroe County

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Monroe County vacations

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

Luxuri Suites

3 out of 5
South Beach
Price was $528, price is now $359 per person
$359
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Save 100% on your flight
Price was $1,848, price is now $985 per person
$985
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Villas At Hawks Cay Resort

Villas At Hawks Cay Resort

4 out of 5
Save 100% on your flight
Price was $2,465, price is now $1,515 per person
$1,515
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Miami (MIA)
Beach Plaza

Beach Plaza

2 out of 5
South Beach
Save 100% on your flight
Price was $946, price is now $615 per person
$615
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,828, price is now $1,189 per person
$1,189
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
The Link Hotel South Beach

The Link Hotel South Beach

4 out of 5
South Beach
Save 100% on your flight
Price was $780, price is now $523 per person
$523
per person
Aug 23 - Aug 26
found 1 hour ago
Roundtrip flight included
New York (JFK) to Miami (MIA)
Pelican Hotel

Pelican Hotel

4 out of 5
South Beach
Price was $713, price is now $480 per person
$480
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
Save 100% on your flight
Price was $910, price is now $613 per person
$613
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Largo Resort

Largo Resort

3 out of 5
Save 100% on your flight
Price was $1,390, price is now $939 per person
$939
per person
Aug 24 - Aug 28
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Esmé Miami Beach

Esmé Miami Beach

4 out of 5
South Beach
Price was $548, price is now $372 per person
$372
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)

3-night Monroe County vacations

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

Luxuri Suites

3 out of 5
Price was $528, price is now $359 per person
$359
per person
Aug 22 - Aug 25
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 $10,518, price is now $5,681 per person
$5,681
per person
Aug 19 - Aug 22
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Loews Miami Beach Hotel – South Beach

Loews Miami Beach Hotel – South Beach

4.5 out of 5
Save 100% on your flight
Price was $936, price is now $572 per person
$572
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
Price was $653, price is now $429 per person
$429
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
The Link Hotel South Beach

The Link Hotel South Beach

4 out of 5
Save 100% on your flight
Price was $780, price is now $523 per person
$523
per person
Aug 23 - Aug 26
found 1 hour ago
Roundtrip flight included
New York (JFK) to Miami (MIA)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
Save 100% on your flight
Price was $1,562, price is now $1,052 per person
$1,052
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Pelican Hotel

Pelican Hotel

4 out of 5
Price was $713, price is now $480 per person
$480
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Beach Plaza

Beach Plaza

2 out of 5
Save 100% on your flight
Price was $847, price is now $581 per person
$581
per person
Aug 20 - Aug 23
just found
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
Save 100% on your flight
Price was $1,153, price is now $797 per person
$797
per person
Sep 4 - Sep 7
found 8 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
Save 100% on your flight
Price was $664, price is now $460 per person
$460
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Barcelona Studios Guesthouse

Barcelona Studios Guesthouse

2 out of 5
Price was $573, price is now $397 per person
$397
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
Price was $590, price is now $408 per person
$408
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)

4-night Monroe County vacations

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

The Penguin Hotel

3.5 out of 5
Price was $542, price is now $369 per person
$369
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 $11,928, price is now $6,132 per person
$6,132
per person
Sep 13 - Sep 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
Save 100% on your flight
Price was $1,848, price is now $985 per person
$985
per person
Aug 23 - Aug 27
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 $2,109, price is now $1,368 per person
$1,368
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Beach Plaza

Beach Plaza

2 out of 5
Save 100% on your flight
Price was $946, price is now $615 per person
$615
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Save 100% on your flight
Price was $1,281, price is now $857 per person
$857
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
The Local House

The Local House

3.5 out of 5
Save 100% on your flight
Price was $995, price is now $669 per person
$669
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Save 100% on your flight
Price was $910, price is now $613 per person
$613
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Largo Resort

Largo Resort

3 out of 5
Save 100% on your flight
Price was $1,390, price is now $939 per person
$939
per person
Aug 24 - Aug 28
found 24 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 $1,036, price is now $701 per person
$701
per person
Aug 27 - Aug 31
found 21 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Esmé Miami Beach

Esmé Miami Beach

4 out of 5
Price was $548, price is now $372 per person
$372
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Soleado Hotel

Soleado Hotel

3 out of 5
Save 100% on your flight
Price was $585, price is now $398 per person
$398
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)

5-night Monroe County vacations

Price found within the past 48 hours. Click for updated prices.
Clinton Hotel South Beach

Clinton Hotel South Beach

4 out of 5
Save 100% on your flight
Price was $600, price is now $366 per person
$366
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
Price was $2,151, price is now $1,023 per person
$1,023
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
New York (NYC) 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 $17,848, price is now $8,627 per person
$8,627
per person
Sep 9 - Sep 14
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 $903, price is now $506 per person
$506
per person
Aug 18 - Aug 23
found 10 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Save 100% on your flight
Price was $1,180, price is now $665 per person
$665
per person
Aug 27 - Sep 1
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Pelican Hotel

Pelican Hotel

4 out of 5
Save 100% on your flight
Price was $947, price is now $550 per person
$550
per person
Aug 18 - Aug 23
found 10 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
The Local House

The Local House

3.5 out of 5
Save 100% on your flight
Price was $1,035, price is now $607 per person
$607
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
Save 100% on your flight
Price was $2,310, price is now $1,383 per person
$1,383
per person
Aug 27 - Sep 1
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
EAST Miami Residences

EAST Miami Residences

5 out of 5
Save 100% on your flight
Price was $1,916, price is now $1,162 per person
$1,162
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Private Apartment at the Congress

Private Apartment at the Congress

4 out of 5
Save 100% on your flight
Price was $818, price is now $502 per person
$502
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Villas At Hawks Cay Resort

Villas At Hawks Cay Resort

4 out of 5
Save 100% on your flight
Price was $2,465, price is now $1,515 per person
$1,515
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Miami (MIA)
Solé Miami, A Noble House Resort

Solé Miami, A Noble House Resort

4 out of 5
Save 100% on your flight
Price was $853, price is now $527 per person
$527
per person
Aug 27 - Sep 1
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)

6-7 night Monroe County vacations

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

Le Particulier Miami

4 out of 5
Save 100% on your flight
Price was $764, price is now $475 per person
$475
per person
Aug 18 - Aug 25
found 3 hours ago
Roundtrip flight included
Detroit (DTW) 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 $20,696, price is now $11,461 per person
$11,461
per person
Aug 19 - Aug 25
found 22 hours ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Save 100% on your flight
Price was $1,615, price is now $955 per person
$955
per person
Aug 22 - Aug 29
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Miami International Airport Hotel

Miami International Airport Hotel

3 out of 5
Save 100% on your flight
Price was $1,157, price is now $710 per person
$710
per person
Aug 22 - Aug 29
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
The Grayson Miami Downtown

The Grayson Miami Downtown

4.5 out of 5
Save 100% on your flight
Price was $865, price is now $539 per person
$539
per person
Aug 29 - Sep 4
found 1 hour ago
Roundtrip flight included
New York (JFK) to Miami (MIA)
Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Save 100% on your flight
Price was $1,516, price is now $948 per person
$948
per person
Aug 21 - Aug 27
found 19 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
Save 100% on your flight
Price was $2,901, price is now $1,823 per person
$1,823
per person
Aug 21 - Aug 27
found 19 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Hotel AKA West Palm

Hotel AKA West Palm

4 out of 5
Save 100% on your flight
Price was $1,107, price is now $699 per person
$699
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Lauderdale (FLL)
ABAE Hotel by Eskape Collection

ABAE Hotel by Eskape Collection

3.5 out of 5
Save 100% on your flight
Price was $1,214, price is now $769 per person
$769
per person
Aug 18 - Aug 24
found 17 hours ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
72 Park Miami Beach Boutique Residences by IliosRentals

72 Park Miami Beach Boutique Residences by IliosRentals

4.5 out of 5
Save 100% on your flight
Price was $1,031, price is now $665 per person
$665
per person
Aug 18 - Aug 25
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Residence Inn by Marriott Miami Beach Surfside

Residence Inn by Marriott Miami Beach Surfside

3 out of 5
Save 100% on your flight
Price was $775, price is now $501 per person
$501
per person
Aug 18 - Aug 25
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
Save 100% on your flight
Price was $1,196, price is now $774 per person
$774
per person
Aug 21 - Aug 27
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)

Top places to visit in Monroe County

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

Sat, Aug 8 - Mon, Aug 10
ATL
Atlanta
MIA
Miami
$78 Roundtrip, found 7 hours ago
$78
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Aug 8 from Atlanta to Miami, returning Mon, Aug 10, priced at $78 found 7 hours ago
Mon, Aug 17 - Thu, Aug 20
PHL
Philadelphia
MIA
Miami
$108 Roundtrip, found 6 days ago
$108
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Aug 17 from Philadelphia to Miami, returning Thu, Aug 20, priced at $108 found 6 days ago
Wed, Aug 19 - Tue, Sep 1
BOS
Boston
MIA
Miami
$163 Roundtrip, found 3 days ago
$163
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Aug 19 from Boston to Miami, returning Tue, Sep 1, priced at $163 found 3 days ago

Top rated hotels for your Monroe County vacation

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
1.36 mi from city center
$202 nightly
The price is $227 total per night
$227 total
Aug 18 - Aug 19
Total with taxes and fees
When you stay at Beachside Resort & Residences in Key West, you'll be next to a golf course, a 5-minute drive from Smathers Beach and 6 minutes from Florida Keys Beaches.
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Free Cancellation
Reserve now, pay when you stay
1.8 mi from city center
$210 nightly
The price is $237 total per night
$237 total
Aug 18 - Aug 19
Total with taxes and fees
With a stay at Southernmost Beach Resort and Guesthouses, you'll be centrally located in Key West, steps from South Beach and within a 5-minute walk of Southernmost Point.
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
1.32 mi from city center
$155 nightly
The price is $175 total per night
$175 total
Aug 16 - Aug 17
Total with taxes and fees
In the heart of Key West, Hilton Garden Inn Key West / The Keys Collection is within a 5-minute drive of Key West Tropical Forest and Botanical Garden and Key West Art and Historical Society.
Pool
Hot Tub
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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.