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.
1–8 Sep
$179 SGD per night
4.99 out of 5 average rating, 181 reviews
Guest favourite
Home in Pensacola
Renovated Bungalow near Downtown with King Bed!
Completely renovated historic 1940s shotgun-style home with 2 bedrooms and 2 baths. Located just 1 mile from downtown Pensacola, this home is the perfect balance of original character and modern amenities. Walking distance to the Pensacola Yacht Club, several bars and restaurants, and the world-famous Joe Patti's fishmarket. 15 minute drive to Pensacola Beach. This home includes 2 smart TV, wifi, covered porches, firepit, fenced-in yard, and plenty of additional parking. Well-stocked kitchen.
5–12 Oct
$150 SGD per night
4.95 out of 5 average rating, 110 reviews
Guest favourite
Guest suite in Pensacola
The Intendencia Suite
Private guest suite with private entrance, in the heart of Historic Downtown Pensacola. 5 minute walking distance to Palafox, Ferry, bay, Ballpark, festivals, Breweries, restaurants, art, museums and shopping! Perfectly suited for a low stress weekend getaway. I strive to keep my space clean and affordable because I know how expensive travel can be. Quiet residential street close enough to enjoy the fun but far enough away to feel like home. Not suitable for pets or children under 12.
8–13 Jul
$106 SGD per night
4.98 out of 5 average rating, 243 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
Guest house in Pensacola
Blue Skies Cottage travel oasis
30 Sep – 7 Oct
$128 SGD per night
4.93 out of 5 average rating, 154 reviews
Guest favourite
Guest suite in Cantonment
Quiet Delight! Just N of Pensacola near I-10/Rt 29
30 Apr – 7 May
$99 SGD per night
4.99 out of 5 average rating, 399 reviews
Guest favourite
Guest suite in Pensacola
East Hill Vintage Studio
4–11 Sep
$123 SGD per night
4.96 out of 5 average rating, 109 reviews
Guest favourite
Guest house in Pensacola
1950’s East Hill Carriage House
21–28 Jul
$149 SGD per night
4.95 out of 5 average rating, 138 reviews
Guest favourite
Guest house in Pensacola
Beautiful Guesthouse right off the I-10 Interstate
25 Dec – 1 Jan
$102 SGD per night
5.0 out of 5 average rating, 141 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 suite in Pensacola
⭐️Cozy Coastal-style DT studio w/free parking⭐️
7–14 Feb
$181 SGD per night
4.97 out of 5 average rating, 192 reviews
Guest favourite
Flat in East Hill
Serenity on the Bayou, fabulous location and space
23–30 Oct
$110 SGD per night
4.96 out of 5 average rating, 196 reviews
Guest favourite
Cottage in East Hill
East Hill Studio
25 Jun – 2 Jul
$142 SGD per night
4.98 out of 5 average rating, 155 reviews
Guest favourite
Guest house in Pensacola
Cozy Garden Cottage
12–19 Aug
$78 SGD per night
4.9 out of 5 average rating, 271 reviews
Guest favourite
Home in Pensacola
Cheerful one bedroom home in downtown pensacola
8–15 May
$174 SGD per night
4.94 out of 5 average rating, 156 reviews
Guest favourite
Home in Pensacola
Charming Renovated Two Bedroom
3–10 Feb
$133 SGD per night
5.0 out of 5 average rating, 17 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