Pennington Place Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Pennington Place
Price found within the past 48 hours. Click for updated prices.
Escape Coastal Resort on Casey Key
CA $1,140
per person
Dec 18 - Dec 23
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Sarasota (SRQ)
9.8/10 Exceptional! (308 reviews)
Absolutely loved staying here. Mark was super helpful. The beach is such a short walk. Will stay here again if we make it back down this direction. Thank you again!
Reviewed on Oct 25, 2026
Landing Palmetto Apartments
CA $1,475
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Sarasota (SRQ)
9/10 Wonderful! (73 reviews)
The apartment had everything we needed. The bathroom vanity was a pedestal sink with no counter space for toiletries.
Reviewed on Oct 12, 2026
Casey Key Resorts - Mainland
CA $1,309
per person
Dec 27 - Jan 1
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sarasota (SRQ)
8.6/10 Excellent! (1,259 reviews)
Staff was friendly, welcoming and helpful. Location is great, layout of property seems nice. They gave free drink coupons and I think breakfast was included but we didn’t have time to enjoy any food / drinks given our schedule - only stayed 1 night. Facility is ok - somewhat updated but some areas show wear/tear and age. Nothing bad or disappointing but also not impressive. Room was clean, spacious and our king bed was comfortable. It served the purpose for a place for us to stay when needed.
Reviewed on Oct 25, 2026
Where to stay in Pennington Place
Find the best Pennington Place areas and neighborhoods for the activities you enjoy most. Learn more about Pennington Place
South Venice
1 out of top 10 points of interest in this area
While visiting South Venice, you might make a stop by sights like Venice Area Audubon Society and Jacaranda West Country Club.
Venice Island
4 out of top 10 points of interest in this area
While visiting Venice Island, you might make a stop by sights like Venice Beach and Caspersen Beach.
Venice Gardens
If you're spending some time in Venice Gardens, Pelican Pointe Golf and Country Club and Jacaranda West Country Club are top sights worth seeing.
Golden Beach
If you're looking for some top things to see and do in Golden Beach and surrounding area, you can visit Venice Beach and Centennial Park.
Gateway
While Gateway might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Venice Train Depot and Venetian Waterway Park.
Pennington Place Hotel Deals
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
CA $186
CA $247 total
Oct 27 - Oct 28
includes taxes & fees
Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl Sarasota FL
Fully refundableReserve now, pay when you stay
CA $148
CA $167 total
Oct 27 - Oct 28
includes taxes & fees
Cottages at Siesta Key Inn
1105 Point of Rocks Rd Siesta Key FL
Fully refundableReserve now, pay when you stay
CA $171
CA $216 total
Nov 10 - Nov 11
includes taxes & fees
8.8/10 Excellent! (289 reviews)
"Rooms were clean and Quiet. Enjoyed property"
Reviewed on Oct 23, 2026
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.
Frequently asked questions
How much does a Pennington Place vacation package cost?
Our Pennington Place vacation packages, which begin at just CA $1,140, are an easy way to save. Select your preferred hotels, flights and rental car to create your dream getaway.
How do I get a cheap travel package to Pennington Place?
Our Pennington Place vacation packages offer plenty of savings for the savvy wanderer. For the best deals, simply bundle your flights, hotels and rental cars into a neat and tidy package. But low prices are only the start of your next unforgettable adventure. When you book with Expedia, you'll have more than 550 air carriers and 1,000,000 hotel options all over the world to select from. Whatever your budget, there's a vacation package that's perfect for you.
Where should I stay in Pennington Place?
Cross Venice Beach off your bucket list and then stay right around the corner. Experience the buzzing vibe around this terrific attraction and visit whenever you please!
How far in advance should I book my Pennington Place vacation?
To bag discount prices, book ASAP. Airlines usually advertise flights, along with some of the lowest fares, around 12 months prior to departure. Hotels, activities and car rental should also be booked well in advance so you can have the pick of the bunch. If you were hoping for a last-minute getaway to Pennington Place, there are always lots of great bargains to be had on Expedia. Check them out now!
What does an Expedia Pennington Place travel package include?
That depends on what you want. If you're traveling solo, you might decide to bundle flights and hotels. Bringing the whole family to Pennington Place? A travel package including hotels, rental cars and flights might suit you better. Expedia gives you the flexibility to tailor your travel package.
What should I know before booking a Pennington Place travel package?
You'll score impressive savings when you combine your flights, hotels and rental cars into a package. Plus, booking everything in one place simply makes planning easier. So why waste time or money? Whether you're organizing a ritzy romantic getaway or a low-cost family road trip, have a look at our package deals today.
Can I choose my airline with a Pennington Place Expedia vacation package?
You can, and with more than 550 airlines to pick from worldwide, you have loads of choice. Search the available options and see which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Pennington Place vacation package?
We get that sometimes life doesn't go according to plan. If you've locked in a Pennington Place vacation package and need to cancel or change it, we're here to help. We suggest browsing our Customer Service Portal first for information. But in general, if you've taken out your package within 24 hours, you may be able to cancel or amend your itinerary free of charge. If it's been more than 24 hours, your airline, hotel or car rental company may charge a fee.
Things to do
Venice Clear Kayak Glass Bottom LED Night Tour
CA $99
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.