North West Florida Romantic Holidays

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Landing Apartments - Northwest Pensacola

Landing Apartments - Northwest Pensacola

Northwest Pensacola
€627
per person
9 Oct - 11 Oct
found 1 day 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 1 day ago
Return flight included
Chicago (ORD) to Pensacola (PNS)
9.6/10 Exceptional! (3,458 reviews)
Spent 6 nights at the resort last week and really enjoyed it. We had the executive gulf room with the wrap-around balcony on the west side so you have a full view of the beach and the pool and still see the bay. The room was large, with a sitting area and a hallway closet. The bathroom shower was strong with a detachable shower head. The sink was very shallow and there was only one even though the vanity was long enough to have two. Really the only room complaint. We flew in and didn't rent a car so I was a little worried if the hotel food was not up to par. First night we had the smash burger, gulf shrimp and crab cakes, which were all excellent. Came back for breakfast and the french toast was amazing. Along with the beautiful ocean view and that you can wear your swim fit when dining, our experience at Windrose was excellent. Head west through the doors of the restaurant and you're at the pool, where you can grab a cool drink from the Tiki Bar. There's also the Salty Rose Beach Bar & Grill to the east of the hotel. A couple other items about the area. You have to pay to walk on the pier but you can see jellyfish and dolphins in the clear water. Drift restaurant at the pier has great food, a beautiful view but so-so service. There's a free trolley that can take you to the boardwalk from 4pm-11pm but they don't stop at all the stops so make sure you let the driver know where you want off. Resort concierge has a golf cart where they'll take you places around the beach area.

Reviewed on 18 Aug 2026

Lily Hall- A Boutique Hotel

Lily Hall- A Boutique Hotel

Downtown Pensacola
€695
per person
9 Oct - 11 Oct
found 1 day 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 1 day 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 1 day ago
Return flight included
Chicago (ORD) to Pensacola (PNS)
10/10 Exceptional! (2 reviews)
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