
Pennington Place Vacation Packages
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- The Perry Hotel Naples
Jul 29 - Aug 5The Perry Hotel Naples + Flight
Naples7 nights9.4/10 - Exceptional (825 reviews)"Nice stay at North Naples, liked the rooftop bar"Reviewed May 26, 2026Roundtrip • Toronto (YYZ) - Fort Myers (RSW)YYZ - RSW • 1 stop RSW - YYZ • 1 stopCA $1,627CA $973found 1 day agoper traveller - LaPlaya Beach & Golf Resort - A Noble House Resort
Jul 18 - Jul 25LaPlaya Beach & Golf Resort - A Noble House Resort + Flight
Vanderbilt Beach7 nights9.0/10 - Wonderful (1,008 reviews)"First time staying at Hotel La Playa, and honestly, we loved it. I went with my husband and my adult son, and the experience exceeded our expectations.The location is amazing, and the attention and service from the entire staff were spectacular from the moment we arrived. Everything was spotless: the rooms, the common areas, and the beach. The food was delicious, the views were beautiful, and the atmosphere was perfect for relaxing and enjoying time with family. It truly feels worth every dollar..."Reviewed May 26, 2026Roundtrip • Detroit (DTW) - Fort Myers (RSW)DTW - RSW • 1 stop RSW - DTW • 1 stopCA $3,683CA $2,036found 6 hours agoper traveller - Hyatt Vacation Club at Coconut Cove, Bonita Springs
Aug 12 - Aug 20Hyatt Vacation Club at Coconut Cove, Bonita Springs + Flight
Bonita Springs8 nights9.0/10 - Wonderful (886 reviews)"Xx"Reviewed May 26, 2026Roundtrip • Montreal (YUL) - Miami (MIA)YUL - MIA • Nonstop MIA - YUL • NonstopCA $2,058CA $1,350found 5 hours agoper traveller - Chadwick Cove Resort & Marina
Jun 28 - Jul 11Chadwick Cove Resort & Marina + Flight
Manasota Key13 nights9.6/10 - Exceptional (19 reviews)"The listing stated step to beach. It was not only across the street but offered no access. "Reviewed May 10, 2026Roundtrip • Toronto (YYZ) - Tampa (TPA)YYZ - TPA • 1 stop TPA - YYZ • 1 stopCA $2,149CA $1,430found 1 day agoper traveller - Shell Island Beach Club
Jul 18 - Jul 25Shell Island Beach Club + Flight
East End7 nights9.6/10 - Exceptional (23 reviews)"Very clean. Excellent location, close to beach, walkable to restaurants."Reviewed December 21, 2025Roundtrip • Detroit (DTW) - Fort Myers (RSW)DTW - RSW • 1 stop RSW - DTW • 1 stopCA $2,999CA $2,019found 6 hours agoper traveller
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

Venice Island
5 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.
Pennington Place Hotel Deals

Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl Sarasota FL
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from Jun 14 to Jun 15
CA $198
CA $224 total
Jun 14 - Jun 15
includes taxes & fees
8.4/10 Very Good! (2,118 reviews)
"The pool was perfect, room was clean, breakfast was lovely. Very nice stay!"
Reviewed on May 26, 2026

Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
The price is CA $272 per night from May 31 to Jun 1
CA $272
CA $343 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (5,511 reviews)
"Great location, just steps from the beach"
Reviewed on May 26, 2026

Holiday Inn Express Sarasota East - I-75 by IHG
5730 Gantt Road Sarasota FL
Fully refundable
The price is CA $145 per night from Jun 2 to Jun 3
CA $145
CA $164 total
Jun 2 - Jun 3
includes taxes & fees
8/10 Very Good! (1,012 reviews)
"Staff was great, facilities were very nice and clean, parking was good, breakfast was good and the location was perfect."
Reviewed on May 26, 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
Discover the most popular places to visit in Pennington Place

Venice Beach
4.5/5(31 reviews)
Nothing says vacation like spending a lazy day at Venice Beach, a popular beach in Venice Island.

Caspersen Beach
4.5/5(2 reviews)
If a restful vacation is part of your travel plans, Caspersen Beach might be the perfect place to seek out during your trip to Venice. Attend a sporting event in the area, or seek out the biking trails.

Venice Fishing Pier
After visiting Venice Fishing Pier, make a plan to see the other sights and activities in Venice. Stroll along the beautiful beaches in this family-friendly area, or check out its lively bars.
Things to do

Venice Clear Kayak Glass Bottom LED Night Tour
CA $96
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.
























