Cheap Vacations in Monroe County

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Monroe County vacations

Price found within the past 48 hours. Click for updated prices.
Private Apartment at the Congress

Private Apartment at the Congress

4 out of 5
South Beach
Save 100% on your flight
Price was $877, price is now $461 per person
$461
per person
Aug 19 - Aug 24
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
Price was $1,730, price is now $873 per person
$873
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Villa Celeste | Pool • Mini Golf • Terrace

Villa Celeste | Pool • Mini Golf • Terrace

3 out of 5
Golden Glades
Save 100% on your flight
Price was $2,963, price is now $1,692 per person
$1,692
per person
Sep 13 - Sep 18
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) 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 $1,454, price is now $862 per person
$862
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Lauderdale (FLL)
Serenity Villa | Pool · FirePit & Mini Golf

Serenity Villa | Pool · FirePit & Mini Golf

3.5 out of 5
Save 100% on your flight
Price was $2,375, price is now $1,426 per person
$1,426
per person
Sep 13 - Sep 18
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Miami (MIA)
Villa Oahu Basketball Fire Pit Mini Golf

Villa Oahu Basketball Fire Pit Mini Golf

3 out of 5
Golden Glades
Save 100% on your flight
Price was $2,404, price is now $1,454 per person
$1,454
per person
Sep 13 - Sep 18
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Miami (MIA)
Barcelona Studios Guesthouse

Barcelona Studios Guesthouse

2 out of 5
South Beach
Save 100% on your flight
Price was $878, price is now $547 per person
$547
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Loews Miami Beach Hotel – South Beach

Loews Miami Beach Hotel – South Beach

4.5 out of 5
South Beach
Save 100% on your flight
Price was $1,773, price is now $1,107 per person
$1,107
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Miami (MIA)
Hotel AKA West Palm

Hotel AKA West Palm

4 out of 5
Downtown West Palm Beach
Save 100% on your flight
Price was $900, price is now $563 per person
$563
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Lauderdale (FLL)
Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Mid Beach
Save 100% on your flight
Price was $1,572, price is now $994 per person
$994
per person
Sep 1 - Sep 6
found 1 hour ago
Roundtrip non-stop flight included
Burbank (BUR) 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 $514, price is now $350 per person
$350
per person
Aug 23 - Aug 26
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $12,025, price is now $6,643 per person
$6,643
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $980, price is now $640 per person
$640
per person
Aug 26 - Aug 29
found 16 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Lauderdale (FLL)
Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Save 100% on your flight
Price was $843, price is now $559 per person
$559
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 $870, price is now $578 per person
$578
per person
Aug 20 - Aug 23
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 $650, price is now $432 per person
$432
per person
Sep 4 - 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 $709, price is now $475 per person
$475
per person
Aug 25 - Aug 28
found 4 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 $1,563, price is now $1,053 per person
$1,053
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Private Apartment at the Congress

Private Apartment at the Congress

4 out of 5
Price was $772, price is now $521 per person
$521
per person
Sep 4 - Sep 7
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 $1,512, price is now $1,027 per person
$1,027
per person
Sep 4 - Sep 7
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Villas At Hawks Cay Resort

Villas At Hawks Cay Resort

4 out of 5
Save 100% on your flight
Price was $1,466, price is now $1,008 per person
$1,008
per person
Aug 23 - Aug 26
found 1 day ago
Roundtrip flight included
New York (JFK) to Miami (MIA)

4-night Monroe County vacations

Price found within the past 48 hours. Click for updated prices.
Hollywood Beachside Boutique Suites

Hollywood Beachside Boutique Suites

3 out of 5
Save 100% on your flight
Price was $457, price is now $312 per person
$312
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
Price was $1,730, price is now $873 per person
$873
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Private Apartment at the Congress

Private Apartment at the Congress

4 out of 5
Save 100% on your flight
Price was $806, price is now $472 per person
$472
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Luxuri Suites

Luxuri Suites

3 out of 5
Save 100% on your flight
Price was $611, price is now $378 per person
$378
per person
Sep 7 - Sep 11
just found
Roundtrip flight included
New York (NYC) to Miami (MIA)
Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Save 100% on your flight
Price was $979, price is now $619 per person
$619
per person
Aug 27 - Aug 31
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 $949, price is now $617 per person
$617
per person
Aug 27 - Aug 31
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 $664, price is now $436 per person
$436
per person
Aug 28 - Sep 1
found 1 day 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 $684 per person
$684
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Villas At Hawks Cay Resort

Villas At Hawks Cay Resort

4 out of 5
Save 100% on your flight
Price was $1,983, price is now $1,325 per person
$1,325
per person
Aug 24 - Aug 28
found 23 hours ago
Roundtrip flight included
New York (LGA) to Miami (MIA)
President Hotel

President Hotel

3.5 out of 5
Price was $583, price is now $393 per person
$393
per person
Sep 11 - Sep 15
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Soleado Hotel

Soleado Hotel

3 out of 5
Price was $686, price is now $466 per person
$466
per person
Aug 20 - Aug 24
found 16 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
EAST Miami

EAST Miami

5 out of 5
Save 100% on your flight
Price was $1,101, price is now $751 per person
$751
per person
Sep 11 - Sep 15
found 23 hours 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.
Private Apartment at the Congress

Private Apartment at the Congress

4 out of 5
Save 100% on your flight
Price was $877, price is now $461 per person
$461
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Beach Plaza

Beach Plaza

2 out of 5
Save 100% on your flight
Price was $1,237, price is now $705 per person
$705
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Villa Celeste | Pool • Mini Golf • Terrace

Villa Celeste | Pool • Mini Golf • Terrace

3 out of 5
Save 100% on your flight
Price was $2,963, price is now $1,692 per person
$1,692
per person
Sep 13 - Sep 18
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Miami (MIA)
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
Save 100% on your flight
Price was $943, price is now $554 per person
$554
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
New York (NYC) 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 $1,454, price is now $862 per person
$862
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Lauderdale (FLL)
Villas At Hawks Cay Resort

Villas At Hawks Cay Resort

4 out of 5
Save 100% on your flight
Price was $3,002, price is now $1,797 per person
$1,797
per person
Sep 13 - Sep 18
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Miami (MIA)
Serenity Villa | Pool · FirePit & Mini Golf

Serenity Villa | Pool · FirePit & Mini Golf

3.5 out of 5
Save 100% on your flight
Price was $2,375, price is now $1,426 per person
$1,426
per person
Sep 13 - Sep 18
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Miami (MIA)
Villa Oahu Basketball Fire Pit Mini Golf

Villa Oahu Basketball Fire Pit Mini Golf

3 out of 5
Save 100% on your flight
Price was $2,404, price is now $1,454 per person
$1,454
per person
Sep 13 - Sep 18
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Miami (MIA)
Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 out of 5
Price was $1,512, price is now $925 per person
$925
per person
Sep 13 - Sep 18
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Miami (MIA)
Park Towers

Park Towers

3 out of 5
Price was $1,132, price is now $697 per person
$697
per person
Sep 13 - Sep 18
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Miami (MIA)
Barcelona Studios Guesthouse

Barcelona Studios Guesthouse

2 out of 5
Save 100% on your flight
Price was $878, price is now $547 per person
$547
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Matecumbe Resort

Matecumbe Resort

2 out of 5
Price was $1,228, price is now $766 per person
$766
per person
Sep 13 - Sep 18
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Miami (MIA)

6-7 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 $695, price is now $398 per person
$398
per person
Aug 26 - Sep 2
found 23 hours ago
Roundtrip flight included
New York (JFK) 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 $20,754, price is now $10,340 per person
$10,340
per person
Sep 10 - Sep 16
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to Miami (MIA)
Private Apartment at the Congress

Private Apartment at the Congress

4 out of 5
Save 100% on your flight
Price was $866, price is now $440 per person
$440
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Save 100% on your flight
Price was $1,273, price is now $671 per person
$671
per person
Aug 19 - Aug 25
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Barcelona Studios Guesthouse

Barcelona Studios Guesthouse

2 out of 5
Save 100% on your flight
Price was $803, price is now $446 per person
$446
per person
Aug 19 - Aug 25
found 3 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 $2,681, price is now $1,555 per person
$1,555
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Save 100% on your flight
Price was $1,320, price is now $766 per person
$766
per person
Aug 19 - Aug 25
found 3 hours 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 $1,080, price is now $652 per person
$652
per person
Aug 20 - Aug 26
found 3 hours ago
Roundtrip non-stop flight included
New York (NYC) to Miami (MIA)
Eden Roc Miami Beach

Eden Roc Miami Beach

4.5 out of 5
Save 100% on your flight
Price was $1,033, price is now $624 per person
$624
per person
Aug 19 - Aug 25
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $1,961, price is now $1,186 per person
$1,186
per person
Sep 6 - Sep 12
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Pelican Hotel

Pelican Hotel

4 out of 5
Save 100% on your flight
Price was $1,052, price is now $637 per person
$637
per person
Aug 19 - Aug 25
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Save 100% on your flight
Price was $1,191, price is now $726 per person
$726
per person
Sep 6 - Sep 12
found 1 day 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.
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.

Sat, Aug 8 - Mon, Aug 10
ATL
Atlanta
MIA
Miami
$78 Roundtrip, found 2 days ago
$78
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Aug 8 from Atlanta to Miami, returning Mon, Aug 10, priced at $78 found 2 days ago
Thu, Sep 3 - Sun, Sep 6
PHL
Philadelphia
MIA
Miami
$136 Roundtrip, found 5 days ago
$136
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Sep 3 from Philadelphia to Miami, returning Sun, Sep 6, priced at $136 found 5 days ago
Wed, Aug 19 - Tue, Sep 1
BOS
Boston
MIA
Miami
$163 Roundtrip, found 5 days ago
$163
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Aug 19 from Boston to Miami, returning Tue, Sep 1, priced at $163 found 5 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 17 - Aug 18
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.
On private beach
Pool
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.
Pool
Spa
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
1.32 mi from city center
$155 nightly
The price is $174 total per night
$174 total
Aug 18 - Aug 19
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
Don't see what you're looking for?
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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.