Pensacola vacation rentals

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Top-rated vacation rentals in Pensacola

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

Guest favorite

Guesthouse in Pensacola

4.95 out of 5 average rating, 140 reviews

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...

Jul 22 – 29

$108 per night
Guest favorite

Home in Pensacola

4.97 out of 5 average rating, 497 reviews

Ms Di's Place. Price Inclusive.

Newly renovated, spotlessly clean 2 bdrm, 1 bath house conveniently located in the heart of East Hill. Carport, bathtub/shower, oven, microwave, frig with icemaker, hardwood floors, Kuerig, WIFI and TV. 5 minutes from downtown Pensacola and Baptist Hospital, 8 minutes from Sacred Heart, 10 minutes from West Florida Hospital, and 15 minutes from beautiful Pensacola Beach.This property belongs to St. Mark UMC and all proceeds are used to fund local missions. Price is inclusive- no added fees.

Jan 23 – 30

$113 per night
Guest favorite

Condo in Pensacola

4.96 out of 5 average rating, 138 reviews

Comfy Bayou Cottage - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further. The Bayou Cottage is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach or let this location serve as your hub while enjoying all Pensacola has to offer!

Dec 2 – 9

$95 per night

Popular amenities for Pensacola vacation 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

Pensacola beach vacation rentals

Guest favorite

Apartment in Pensacola

4.96 out of 5 average rating, 196 reviews

Serenity on the Bayou, fabulous location and space

Sep 3 – 10

$82 per night
Guest favorite

Apartment in Pensacola

4.99 out of 5 average rating, 182 reviews

Kick Back Downtown at an Intimate Light-Filled Getaway

Aug 20 – 27

$134 per night
Guest favorite

Home in Gulf Breeze

4.89 out of 5 average rating, 167 reviews

Heart of Gulf Breeze only minutes to Pcola beach!

Sep 15 – 22

$91 per night
Guest favorite

Guest suite in East Hill

4.97 out of 5 average rating, 397 reviews

Beautiful, Peaceful East Hill Guesthouse

Jun 23 – 30

$115 per night
Guest favorite

Guest suite in Pensacola

4.99 out of 5 average rating, 292 reviews

Luxe Studio in Gardener's Cottage above the Bay

May 26 – Jun 2

$88 per night
Guest favorite

Guest suite in Gulf Breeze

4.95 out of 5 average rating, 132 reviews

Sweet Suite for 2, Gulf Breeze

Sep 3 – 10

$94 per night
Guest favorite

Guesthouse in Gulf Breeze

4.96 out of 5 average rating, 152 reviews

Cute Carriage House Apartment with View

Apr 17 – 24

$91 per night
Guest favorite

Condo in Orange Beach

4.91 out of 5 average rating, 283 reviews

Beachfront - PENTHOUSE - Breathtaking Views!

Jan 24 – 31

$99 per night
Guest favorite

Condo in Pensacola Beach

4.96 out of 5 average rating, 160 reviews

Gorgeous condo steps from beach!

Nov 4 – 11

$125 per night
Guest favorite

Home in Pensacola

4.94 out of 5 average rating, 264 reviews

The Orange Bayview 🍊 Pet Friendly 🐬Studio Suite 🌴

May 6 – 13

$107 per night
Guest favorite

Bungalow in Pensacola

4.96 out of 5 average rating, 114 reviews

Spring vacay! Red Door Bungalow Downtown Sleeps 6

Sep 16 – 23

$84 per night
Guest favorite

Guesthouse in Pensacola

4.97 out of 5 average rating, 102 reviews

Adorable carriage house with private entrance

Jun 1 – 8

$118 per night

Pensacola house rentals

Guest favorite

Home in Pensacola

4.97 out of 5 average rating, 114 reviews

Casa Catrina-North Downtown with unique art theme!

Jan 16 – 23

$78 per night
Guest favorite

Home in Pensacola

4.88 out of 5 average rating, 111 reviews

Fun, Quirky, Get-a-Way for Singles or Couples.

Jan 20 – 27

$75 per night
Guest favorite

Home in Pensacola

4.95 out of 5 average rating, 156 reviews

Cheerful one bedroom home in downtown pensacola

Mar 7 – 14

$128 per night
Guest favorite

Home in Pensacola

4.95 out of 5 average rating, 109 reviews

Renovated Bungalow near Downtown with King Bed!

Oct 5 – 12

$116 per night
Guest favorite

Home in Pensacola

4.9 out of 5 average rating, 206 reviews

"The Blue Heron" Perfect Beach Getaway!

Sep 23 – 30

$92 per night
Guest favorite

Home in Pensacola

4.96 out of 5 average rating, 190 reviews

Casey's Corner

Aug 30 – Sep 6

$115 per night
Guest favorite

Home in Pensacola

4.97 out of 5 average rating, 101 reviews

Blue Bayou Cottage -1 mile from Boat Ramp.

Sep 24 – Oct 1

$107 per night
Superhost

Home in Pensacola

4.83 out of 5 average rating, 110 reviews

Relaxing 2 Bedroom Near NAS Pensacola(A DOOR)

Feb 14 – 21

$87 per night
Guest favorite

Home in Pensacola

4.83 out of 5 average rating, 192 reviews

Centrally Located Hidden Gem!!! 3BR Plush Queen

Dec 20 – 27

$98 per night
Guest favorite

Home in Milton

4.8 out of 5 average rating, 147 reviews

*Waterfront Home w/Boat Dock, & Kayaks!

Oct 10 – 17

$84 per night
Guest favorite

Home in Pensacola

4.91 out of 5 average rating, 131 reviews

Remodeled Midcentury Home

Sep 29 – Oct 6

$131 per night
Superhost

Home in Pensacola

4.83 out of 5 average rating, 106 reviews

Comfy studio near downtown, beaches

Aug 23 – 30

$96 per night

Pensacola condo rentals

Guest favorite

Condo in Pensacola

4.93 out of 5 average rating, 138 reviews

Serving Vitamin SEA! Ground floor BEACHFRONT views

Dec 20 – 27

$129 per night
Guest favorite

Condo in Pensacola Beach

4.97 out of 5 average rating, 128 reviews

The Flamingo Flat @ Villas on the Gulf

Dec 6 – 13

$125 per night
Guest favorite

Condo in Pensacola

4.95 out of 5 average rating, 166 reviews

Updated Coastal Chic Villa @ Purple Parrot Resort

Jan 29 – Feb 5

$128 per night
Guest favorite

Condo in Navarre

4.97 out of 5 average rating, 181 reviews

Waterman Way

Oct 13 – 20

$123 per night
Guest favorite

Condo in Pensacola Beach

4.92 out of 5 average rating, 175 reviews

Amazing Little Sabine Bay Condo-remodeled

Aug 4 – 11

$145 per night
Guest favorite

Condo in Pensacola Beach

4.93 out of 5 average rating, 363 reviews

Bay View Condo on Pensacola Beach Great Location!

Sep 4 – 11

$178 per night
Guest favorite

Condo in Gulf Breeze

4.95 out of 5 average rating, 132 reviews

Fun Mid-Century Modern Beachside Condo on the Gulf

Jan 6 – 13

$137 per night
Superhost

Condo in Orange Beach

4.85 out of 5 average rating, 115 reviews

Phoenix V 1402 BEACHFRONT with Kids Splash Pad!

Nov 7 – 14

$99 per night
Guest favorite

Condo in Gulf Breeze

4.87 out of 5 average rating, 123 reviews

Beachy-N-B Getaway | close to Pensacola Beach

Jun 7 – 14

$103 per night
Superhost

Condo in Mary Esther

4.85 out of 5 average rating, 146 reviews

EMERALD ESCAPE In Waterfront Property

Dec 24 – 31

$82 per night
Guest favorite

Condo in Pensacola Beach

4.93 out of 5 average rating, 114 reviews

Pelican's Perch @ Villas on the Gulf

Feb 23 – Mar 2

$151 per night
Guest favorite

Condo in Pensacola

4.99 out of 5 average rating, 107 reviews

Upstairs Terrace near beach @ Purple Parrot Resort

Sep 3 – 10

$163 per night

Quick stats about vacation 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

Frequently Asked Questions

  • How is the weather in Pensacola?

    Pensacola experiences a humid subtropical climate. Summers are hot and humid with temperatures ranging from 70°F (21°C) to 90°F (32°C), while winters are mild, with temperatures ranging from 40°F (4°C) to 60°F (16°C). Rainfall is frequent throughout the year, with the wettest month being July.

  • What are some of the best things to do in Pensacola?

    Exploring the Historic Pensacola Village, climbing up the Pensacola Lighthouse for panoramic views, visiting the National Naval Aviation Museum, and enjoying the beach at Pensacola Beach or Perdido Key are frequently suggested activities in Pensacola.

  • What is the best time of year to visit Pensacola?

    The most popular time to visit Pensacola is during the warmer months of April to October. During this time, local events such as the Pensacola Seafood Festival in September and the Blue Angels Air Show in July take place.

  • What are the best places to stay in Pensacola?

    Downtown Pensacola, with its vibrant night life and dining scene, is a popular place to stay. For those who prefer the beach, Pensacola Beach and Perdido Key are often recommended. For history enthusiasts, the North Hill historic district might be a good fit.

  • What are the best places to visit in Pensacola?

    Visitors often explore the Historic Pensacola Village, the Pensacola Museum of Art, and the Pensacola Lighthouse. The National Naval Aviation Museum and the Gulfarium Marine Adventure Park are also frequently suggested attractions.

  • What are some hiking trails in Pensacola?

    Hikers frequently explore trails like the Perdido Key Discovery Nature Trail, the Blackwater River State Forest trails, and the Fort Pickens Discovery Nature Trail. The Tarkiln Bayou Preserve State Park also has several trails for those interested in local flora and fauna.

  • What are some family activities to do in Pensacola?

    Families can explore the National Naval Aviation Museum, visit the Pensacola Lighthouse and Maritime Museum, or enjoy the underwater exhibits at the Gulfarium Marine Adventure Park. The Pensacola Children's Museum and the Escambia County Equestrian Center also provide engaging activities for children.

  • What are some of the best day trip ideas in Pensacola?

    Day trips to the Gulf Islands National Seashore for some beach exploration, to the city of Mobile in Alabama for a change of pace, or to the Blackwater River State Park for some outdoor activities are often recommended.

  • What types of vacation rentals are available in Pensacola?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Pensacola. From over 720 house rentals to over 40 condo rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Pensacola?

    Yes! Work meets play with ease at over 690 vacation rentals in Pensacola featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore

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