Pittman Vacations from $303

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The Latest Pittman vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $688, price is now $303 per person
$303
per person
Sep 3 - Sep 9
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.2/10 Very Good! (1,977 reviews)
I like how clean it was and convenient the location was Walmart is right across the street on site has a movie theatre and arcade plus food options I loved the Mexican restaurant food I went there 3 times during my stay lol will definitely visit again

Reviewed on Jun 30, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Save 100% on your flight
Price was $755, price is now $380 per person
$380
per person
Sep 3 - Sep 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
7.8/10 Good! (518 reviews)
Everything was amazing, since the welcoming until the checkout, highly recommeded

Reviewed on Jun 29, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,801, price is now $969 per person
$969
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (550 reviews)

Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ

3 out of 5
Save 100% on your flight
Price was $622, price is now $360 per person
$360
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Orlando (MCO)
8.4/10 Very Good! (1,449 reviews)
Perfect area close to all the parks. Pool on the other hand felt like a jacuzzi 😩

Reviewed on Jun 24, 2026

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $534, price is now $318 per person
$318
per person
Sep 8 - Sep 13
found 2 days ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9/10 Wonderful! (3,647 reviews)
Actually didn't stay at hotel. Arrived at hotel at 12:20 AM, five hours later than expected due to weather problems at airport(holding pattern, tarmac hold, mass of people deplaning at the same time at airport). Didn’t see that check in ended at 11 PM so disappointingly went to another hotel. The next morning I saw that I had missed an email from them the night before sent at 10:26 PM stating how to get the room key from a lock box with a code. I really appreciated the effort on their part to get us in a room. kudos to them.

Reviewed on Jun 30, 2026

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Pittman Hotel Deals

Lakeside Inn

Lakeside Inn

3 out of 5
100 N Alexander St Mount Dora FL
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $185 total per night from Jul 12 to Jul 13
$185 total
Jul 12 - Jul 13
Total with taxes and fees
9/10 Wonderful! (1,252 reviews)
"Always love staying at the Lake-side Inn. It is a million dollar view!"

Reviewed on Jun 29, 2026

Lakeside Inn
Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

3 out of 5
850 South US Hwy 27/441 Lady Lake FL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $89 total per night from Jul 1 to Jul 2
$89 total
Jul 1 - Jul 2
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"El desayuno deben mejorarlo bastante tener la opción de huevo o revoltillo con salchicha de lo demás todo perfecto."

Reviewed on Jun 23, 2026

Microtel Inn & Suites by Wyndham Lady Lake/The Villages
Comfort Suites Lady Lake - The Villages

Comfort Suites Lady Lake - The Villages

2.5 out of 5
1202 Avenida Central Lady Lake FL
Fully refundable
$80 nightly
The price is $89 total per night from Jul 19 to Jul 20
$89 total
Jul 19 - Jul 20
Total with taxes and fees
9/10 Wonderful! (1,007 reviews)
"Beautiful well kept hotel. Everyrhing from service, cleanness and breakfast was great"

Reviewed on Jun 29, 2026

Comfort Suites Lady Lake - The Villages
See all 762 properties in Pittman
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.

Find the Best Pittman Vacation Packages

Pittman Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Sanford Intl. Airport (SFB)

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Frequently asked questions

How much does a Pittman vacation package cost?
You'll find cheap prices from $303 on Expedia for your Pittman escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Pittman costs.
What are the cheapest months to go to Pittman?
September, October and December are great times to search for cheap Pittman vacation packages. Choosing to travel in less busy months means you can generally find reduced prices on hotels and flights.
How many days is enough for Pittman?
The ideal length for your Pittman vacation depends on what you'd like to do. Typically, a few days to a week will give you enough time to go to all the top attractions and discover some hidden gems along the way.
How to find the best Pittman package deals?
Finding a cheap Pittman package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can tweak your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Pittman package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Pittman vacation as a package?
You can enjoy significant savings on your Pittman getaway by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Pittman?
Score incredible discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Pittman vacation.
Does Expedia offer Book Now, Pay Later Pittman vacation packages?
Jet off on your dream escape to Pittman with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait until the next payday — we've joined forces with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to budget for your trip and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.