Luxury Holidays in North West Florida 2026

Photo by LeaHiker

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Price found within the past 48 hours. Click for updated prices.

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)

Love the apartment everything was great. My only complaint is the AC wasn’t working during my stay.

Reviewed on 7 Aug 2026

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)

The room was very roomy and comfortable. The bathroom was huge. The staff were friendly and helpful. We enjoyed our stay and are looking forward to returning.

Reviewed on 16 Aug 2026

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

€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