Holiday rentals in Pensacola

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Top-rated holiday rentals in Pensacola

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Flat in Downtown Pensacola
Kick Back Downtown at an Intimate Light-Filled Getaway
Explore downtown Pensacola and visit the world-class white sand beaches of Pensacola from this cozy carriage house abode located within walking distance from restaurants, shopping, museums, and nightlife. Stone floors, lots of natural light, and high ceilings. Relax on a private balcony while you sip your morning coffee after a restful night's sleep in a comfy bed with high quality linens. HD TV and a wireless JBL speaker to play your tunes. Full kitchen with everything you need to cook a meal. Ample closet space for all your things and a full size washer & dryer.
5–12 Nov
$179 SGD per night
4.99 out of 5 average rating, 181 reviews
Guest favourite
Guest house in Pensacola
1950’s East Hill Carriage House
1950's newly renovated carriage house nestled privately behind our home, in the desirable neighborhood of EastHill. Located close to beautiful Bayview Park with bikes, paddle boards and canoe rentals as well as a short bike ride to local bars, brewery’s and restaurants on 12th Ave. Downtown Pensacola includes shopping, local bars, restaurants even enjoy a show at The Saenger Theater, Vinyl Music Hall or The Handlebar. The breathtaking white sands of Pensacola Beach are just a short drive away...
5–12 Aug
$137 SGD per night
4.95 out of 5 average rating, 138 reviews
Guest favourite
Guest house in Pensacola
Cozy Garden Cottage
Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.
3–10 Nov
$78 SGD per night
4.9 out of 5 average rating, 271 reviews

Popular amenities for Pensacola holiday rentals

Stay near Pensacola's top sights

Cordova Mall106 locals recommend
Pensacola Bay Center60 locals recommend
Pensacola Beach554 locals recommend
Walmart Supercenter20 locals recommend
The Fish House217 locals recommend
Vince J. Whibbs Sr. Community Maritime Park47 locals recommend

Other great holiday rentals in Pensacola

Guest favourite
Bungalow in Pensacola
The Bobe Dojo ★
$129 SGD per night
4.91 out of 5 average rating, 407 reviews
Guest favourite
Loft in Downtown Pensacola
Downtown Vintage Loft with Free Parking
9–16 Dec
$125 SGD per night
4.94 out of 5 average rating, 144 reviews
Guest favourite
Bungalow in Pensacola
•Sanctuary of Light•
30 May – 6 Jun
$174 SGD per night
4.97 out of 5 average rating, 692 reviews
Guest favourite
Guest house in Pensacola
Beautiful Guesthouse right off the I-10 Interstate
22–29 Sep
$102 SGD per night
5.0 out of 5 average rating, 141 reviews
Guest favourite
Home in Pensacola
Cheerful one bedroom home in downtown pensacola
9–16 Oct
$166 SGD per night
4.94 out of 5 average rating, 156 reviews
Guest favourite
Flat in East Hill
Serenity on the Bayou, fabulous location and space
23–30 Dec
$110 SGD per night
4.96 out of 5 average rating, 196 reviews
Guest favourite
Guest suite in East Hill
Beautiful, Peaceful East Hill Guesthouse
12–19 Jun
$154 SGD per night
4.97 out of 5 average rating, 395 reviews
Guest favourite
Guest house in Pensacola
Blue Skies Cottage travel oasis
28 Aug – 4 Sep
$137 SGD per night
4.93 out of 5 average rating, 154 reviews
Guest favourite
Apartment in Gulf Breeze
Fun Mid-Century Modern Beachside Condo on the Gulf
3–10 Dec
$152 SGD per night
4.95 out of 5 average rating, 132 reviews
Guest favourite
Home in Pensacola
Casey's Corner
26 Sep – 3 Oct
$121 SGD per night
4.96 out of 5 average rating, 190 reviews
Guest favourite
Cottage in Pensacola
The Dutch Getaway
16–23 Nov
$108 SGD per night
4.93 out of 5 average rating, 28 reviews
Guest favourite
Home in Pensacola
Comfy, Stylish Mid-Mod * Close to Downtown*
14–21 Apr
$99 SGD per night
4.86 out of 5 average rating, 95 reviews

Quick stats about holiday rentals in Pensacola

Total rentals

1.3K properties

Rentals with dedicated workspaces

690 properties have a dedicated workspace

Rentals with a pool

110 properties have a pool

Pet-friendly rentals

430 properties allow pets

Family-friendly rentals

790 properties are a good fit for families

Total number of reviews

63K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Escambia County
  5. Pensacola