North West Florida Cheap Holidays

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Price found within the past 48 hours. Click for updated prices.
Landing Apartments - Northwest Pensacola

Landing Apartments - Northwest Pensacola

Northwest Pensacola
€627
per person
9 Oct - 11 Oct
found 6 hours ago
Return flight included
Chicago (ORD) to Pensacola (PNS)
9.2/10 Wonderful! (24 reviews)
 The Pensacola Beach Resort

The Pensacola Beach Resort

Villa Sabine
€923
per person
9 Oct - 11 Oct
found 6 hours ago
Return flight included
Chicago (ORD) to Pensacola (PNS)
9.6/10 Exceptional! (3,458 reviews)
Nice room and view. Salty Rose food was excellent. Pool was calm and not too crowded. Great location within walking distance of several good restaurants and activities.

Reviewed on 16 Aug 2026

Lily Hall- A Boutique Hotel

Lily Hall- A Boutique Hotel

Downtown Pensacola
€695
per person
9 Oct - 11 Oct
found 6 hours ago
Return flight included
Chicago (ORD) to Pensacola (PNS)
9.4/10 Exceptional! (228 reviews)
Landing Apartments Pensacola - Belleview Heights

Landing Apartments Pensacola - Belleview Heights

€639
per person
9 Oct - 11 Oct
found 6 hours ago
Return flight included
Chicago (ORD) to Pensacola (PNS)
2/10 (1 review)
We had an infestation of ants all over the apartment. We had them in the bed on the coach in the kitchen crawling all over the floor. We had to go and buy some mop cleaner to try to get them out of the kitchen. The property was pretty but the actually air b n b was a night mare. We got bitten by ants.

Reviewed on 24 May 2026

The Brent Lofts

The Brent Lofts

Downtown Pensacola
€683
per person
9 Oct - 11 Oct
found 6 hours ago
Return flight included
Chicago (ORD) to Pensacola (PNS)
10/10 Exceptional! (2 reviews)
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Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

€39
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

€69
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

€49
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
See all activities in North West Florida
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.