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Search results; Over 1,000 homes in Pensacola

Cottage in Pensacola
Plum Orchid Cottage - New Floors!
2 bedrooms, 2 beds, 1 private bathroom
6–11 Jul
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4.78 out of 5 average rating, 194 reviews
Top guest favourite
Home in Pensacola
Downtown, Bay, Fish Market, Parades & Blue Angels!
3 bedrooms, 3 beds, 3 bathrooms
8–13 Aug
5.0 out of 5 average rating, 93 reviews
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Apartment in Pensacola Beach
Beachfront Condo • Pool & Resort Perks
2 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.99 out of 5 average rating, 149 reviews
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Townhouse in Pensacola
Casa Brisa • 3BR • Downtown • Pool • Near NAS
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.95 out of 5 average rating, 20 reviews
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Home in Pensacola
Designer 3BR Bungalow near Beaches/NAS/Downtown
3 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
4.94 out of 5 average rating, 54 reviews
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Home in Pensacola
Shady Oaks Cottage
2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 52 reviews
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Home in Pensacola
Happy Place
2 bedrooms, 2 queen beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 13 reviews
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Home in Pensacola
Adventures at Gypsy Mermaid
3 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 33 reviews
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Home in Pensacola
New 2026 studio near NAS Pensacola & the beach
1 bedroom, 1 king bed, 1 bathroom
31 Jul – 5 Aug
5.0 out of 5 average rating, 14 reviews
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Home in Pensacola
Pensacola Lighthouse Retreat
2 bedrooms, 2 queen beds, 1 bathroom
14–19 Aug
4.98 out of 5 average rating, 297 reviews
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Home in Pensacola
Midtown Modern Masterpiece
2 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
4.99 out of 5 average rating, 81 reviews
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Cottage in Pensacola
Eclectic Eco- Friendly Luxe City Cottage
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
4.98 out of 5 average rating, 594 reviews
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Home in Pensacola
Ocean Pearl
3 bedrooms, 3 queen beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 5 reviews
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Townhouse in Pensacola
Coastal Parkview Cottage New Home next to downtown
2 bedrooms, 2 queen beds, 2.5 bathrooms
19–24 Jul
4.95 out of 5 average rating, 62 reviews
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Home in Pensacola
Downtown Surf Bungalow - Beach Gear Included!
2 bedrooms, 2 queen beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 12 reviews
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Home in Pensacola
The Sunshine Stay
2 bedrooms, 5 beds, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 91 reviews
Guest favourite
Home in Pensacola
2 Bed/2bath Cottage Near PCC, PYC, and Downtown
2 bedrooms, 2 queen beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 74 reviews
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Apartment in Pensacola
Cozy Bayou Villa - just steps from the water
1 bedroom, 1 queen bed, 1 bathroom
12–17 Sept
4.97 out of 5 average rating, 175 reviews
Top guest favourite
Home in Pensacola
Charming 2BR Cottage in East Hill near cafes/shops
2 bedrooms, 2 queen beds, 1 bathroom
31 Aug – 5 Sept
4.95 out of 5 average rating, 298 reviews