Skip to main content

The 10 Best Holiday Rentals in Pensacola, USA

Check out our pick of great holiday rentals in Pensacola

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

Located in Pensacola, in a historic building, less than 1 km from Saenger Theatre, Pensacola Victorian Bed & Breakfast is a bed and breakfast with a garden and terrace. Featuring a shared lounge, the bed and breakfast is close to several noted attractions, around 1.2 km from T T Wentworth Jr Florida State Museum, 1.3 km from Pensacola Historical Museum and 1.4 km from Historic Pensacola Village. The bed and breakfast provides rooms with air conditioning, free private parking and free WiFi.

Felt like back in the victorian era. Completely different experience compared to other stays. We really enjoyed it.

Show more Show less
9.1
Superb
265 reviews
Price from
£104
per night

The air-conditioned holiday home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a walk-in shower and a hair dryer. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance.

it looked just like the pictures. Cute beach style house. Only a hour from Destin and gulf shores.

Show more Show less
9.4
Superb
5 reviews
Price from
£183
per night

The spacious holiday home has 3 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV, a dining area, a fully equipped kitchen, and a patio with pool views. The air-conditioned holiday home also offers a seating area, washing machine and 2 bathrooms with a walk-in shower. The property has an outdoor dining area.

except for the remote siting , which uber solved well , this villa rang all the bells . We left our passports behind to trave to orange beach without realising . when we were returning a few days later we were told that the cleaners had found them in a draw and handed them to the renting company . when we left to go to the airport they phoned to tell us my wife had left a coat hanging off a chair , we had time to return and pick it up . What excellent service from the staff . Much appreciated and we hope to return at a later date .

Show more Show less
9.9
Exceptional
7 reviews
Price from
£268
per night

The spacious holiday home features 2 bedrooms, a flat-screen TV with streaming services, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a walk-in shower. Towels and bed linen are featured in the holiday home. For added privacy, the accommodation features a private entrance.

The whole place is as nice as it's shown online. Very clean.

Show more Show less
9.6
Exceptional
8 reviews
Price from
£240
per night

Pensacola Historical Museum is 4.5 km from the holiday home, while Historic Pensacola Village is 4.6 km from the property. The nearest airport is Pensacola International Airport, 8 km from Stylish 2 bedroom home close 2 dtown, nas, and bch.

Exceptionally clean, very well maintained, and quiet neighborhood, but still located just off the major travel routes.

Show more Show less
9
Superb
13 reviews
Price from
£142
per night

Pensacola Visitor Information Center is 3.5 km from Haven House, while Fairfield Village Shopping Center is 3.8 km from the property. The nearest airport is Pensacola International Airport, 5 km from the accommodation.

My girlfriend and I loved how close it was to attractions and food. We also enjoyed how kind the hosts were. The hosts communicated well and were very accommodating. We had an exceptional room with great safety in place.

Show more Show less
9.9
Exceptional
22 reviews
Price from
£133
per night

Pensacola Historical Museum is 1.6 km from Celestine Bed and Breakfast, while Historic Pensacola Village is 1.6 km from the property. The nearest airport is Pensacola International Airport, 9 km from the accommodation.

It is beautiful and so amazing! The best homemade breakfast ever!

Show more Show less
10
Exceptional
10 reviews
Price from
£272
per night

Historic Pensacola Village is 3.3 km from the holiday home, while Wayside Park is 5.2 km from the property. The nearest airport is Pensacola International Airport, 9 km from The Aymara Boutique Spacious New Construction DWTN.

The home was very updated and nice.

Show more Show less
9.8
Exceptional
5 reviews
Price from
£188
per night

Located in Pensacola, 1.9 km from Bayview Dog Beach and 2 km from Wayside Park, Peach's Place offers air conditioning. The property is set 2 km from Pensacola Visitor Information Center, 2.4 km from Saenger Theatre and 2.5 km from Historic Pensacola Village. Fairfield Village Shopping Center is 6.1 km from the holiday home and Roger Scott Athletic Complex is 7.4 km away.

Peaches Place is a wonderful place to stay. Super clean and comfortable. The hosts were exceptionally kind and accommodating. We will be back! Thank you!

Show more Show less
9.6
Exceptional
5 reviews
Price from
£180
per night

Situated in Pensacola, 5.7 km from Big Eagle Railroad Station and 14 km from Fairfield Village Shopping Center, LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH offers air conditioning. This property offers a private pool and free private parking. The property is non-smoking and is located 18 km from Roger Scott Athletic Complex.

It was really nice super clean very clear directions . It was very ice and I would to book again soon

Show more Show less
9.3
Superb
7 reviews
Price from
£155
per night

Most booked holiday rentals in Pensacola this month

Enjoy breakfast in Pensacola!

  • Pensacola Victorian Bed & Breakfast
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 265 reviews

    Located in Pensacola, in a historic building, less than 1 km from Saenger Theatre, Pensacola Victorian Bed & Breakfast is a bed and breakfast with a garden and terrace.

    Very much enjoyed the breakfast, helped.in getting the day started.

  • Celestine Bed and Breakfast
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 10 reviews

    Situated within 1.1 km of Saenger Theatre and 1.4 km of T T Wentworth Jr Florida State Museum, Celestine Bed and Breakfast features rooms with air conditioning and a private bathroom in Pensacola.

    It is beautiful and so amazing! The best homemade breakfast ever!

  • Coral Sky
    Breakfast options
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews

    Located in Pensacola, Coral Sky is a recently renovated accommodation, 16 km from Saenger Theatre and 16 km from T T Wentworth Jr Florida State Museum.

  • Private oasis, Pool, Downtown PNS & Beach 3BR-2,5BT
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 7 reviews

    Set in Pensacola, Private oasis, Pool, Downtown PNS & Beach 3BR-2,5BT provides accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Perdido-Orange Beach, Golfing 2BR-2,5BT
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 8 reviews

    Featuring air-conditioned accommodation with a patio, Perdido-Orange Beach, Golfing 2BR-2,5BT is set in Pensacola. This property offers access to a terrace, free private parking and free WiFi.

  • Haven House
    Breakfast options
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 22 reviews

    Offering quiet street views, Haven House is an accommodation situated in Pensacola, 2.4 km from Bayview Dog Beach and 3.4 km from Wayside Park.

    House was beautiful and room was very clean and very comfortable.

  • The Aymara Boutique Spacious New Construction DWTN
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Boasting garden views, The Aymara Boutique Spacious New Construction DWTN features accommodation with a terrace and a patio, around 3.1 km from T T Wentworth Jr Florida State Museum.

  • Peach's Place
    Breakfast options
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    Located in Pensacola, 1.9 km from Bayview Dog Beach and 2 km from Wayside Park, Peach's Place offers air conditioning.

These holiday rentals in Pensacola have options with FREE cancellation

  • Stylish 2 bedroom home close 2 dtown, nas, and bch
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 13 reviews

    Located in Pensacola in the Florida region, Stylish 2 bedroom home close 2 dtown, nas, and bch has a patio.

    Very cute! Had a small issue, but property manager was attentive and helpful!

  • LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 7 reviews

    Situated in Pensacola, 5.7 km from Big Eagle Railroad Station and 14 km from Fairfield Village Shopping Center, LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH offers air conditioning.

  • Welcome to Pineapple House!
    Free cancellation options available
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 15 reviews

    Welcome to Pineapple House!, a property with a shared lounge, is set in Pensacola, 6 km from Roger Scott Athletic Complex, 7.9 km from Historic Pensacola Village, as well as 8 km from Pensacola...

    Our host Ben was truly exceptional. The property itself was delightful.

  • Field Quarters
    Free cancellation options available
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 4 reviews

    Field Quarters, a property with barbecue facilities, is situated in Pensacola, 13 km from Pensacola Historical Museum, 13 km from Historic Pensacola Village, as well as 15 km from Wayside Park.

  • Beach House
    Free cancellation options available

    Situated in Pensacola, 6 km from Saenger Theatre and 6.4 km from T T Wentworth Jr Florida State Museum, Beach House offers air conditioning.

  • Leny's Place
    Free cancellation options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews

    Featuring quiet street views, Leny's Place provides accommodation with a garden and a patio, around 12 km from Fairfield Village Shopping Center.

  • Beachy Bungalow for Family Fun! Walk to beach!
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 17 reviews

    Featuring air-conditioned accommodation with a patio, Beachy Bungalow for Family Fun! Walk to beach! is set in Pensacola.

    Efficient use of space. Plenty of options for entertainment on site.

  • Cozy-Modern Pensacola Home Large Yard, Grill
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 6 reviews

    Located in Pensacola, 7.1 km from Roger Scott Athletic Complex and 8.2 km from Fairfield Village Shopping Center, Cozy-Modern Pensacola Home Large Yard, Grill provides air-conditioned accommodation...

    Everything!! Bedrooms were spacious, as were the bathrooms. Everything was clean, neighborhood quiet.

Highly rated holiday rentals in Pensacola

  • Brilliant in Bellview-Back unit-- Mins to NAS Pensacola, Beach, Shopping
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 11 reviews

    Boasting air-conditioned accommodation with a patio, Brilliant in Bellview-Back unit-- Mins to NAS Pensacola, Beach, Shopping is situated in Pensacola.

    Quaint little place on a quiet street, nice and tidy layout inside of the home and convenient parking.

  • D's Florida/Alabama Vacation Home
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 7 reviews

    D's Florida/Alabama Vacation Home, a property with a garden, is situated in Pensacola, 14 km from Saenger Theatre, 14 km from T T Wentworth Jr Florida State Museum, as well as 15 km from Big Eagle...

  • Downtown Livin'
    8.0+ review score
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 6 reviews

    Located in Pensacola, 1.7 km from Saenger Theatre and 1.9 km from T T Wentworth Jr Florida State Museum, Downtown Livin' provides air-conditioned accommodation with a balcony and free WiFi.

  • Dolphina House Pensacola
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 17 reviews

    Dolphina House Pensacola, a property with barbecue facilities, is situated in Pensacola, 2.7 km from Pensacola Visitor Information Center, 4.7 km from Historic Pensacola Village, as well as 4.7 km...

    Great location, spacious, and great hosts- not more needed.

  • Cozy Pensacola Home with Yard 10 Mi to Dtwn!
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 10 reviews

    Located in Pensacola, 11 km from Roger Scott Athletic Complex and 13 km from Fairfield Village Shopping Center, Cozy Pensacola Home with Yard 10 Mi to Dtwn! offers air conditioning.

  • Sunday House
    8.0+ review score
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Located in Pensacola, 1.2 km from Saenger Theatre and 1.6 km from T T Wentworth Jr Florida State Museum, Sunday House provides air-conditioned accommodation with a patio and free WiFi.

  • Calypso Pensacola in East Hill Neighborhood !
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 13 reviews

    Located in Pensacola and only 1 km from Bayview Dog Beach, Calypso Pensacola in East Hill Neighborhood! provides accommodation with garden views, free WiFi and free private parking.

    Maison charmante. Bien située (Quartier très sympa et calme, pas très éloigné des commerces et des plages)

  • 2-Story Pensacola Home with Game Room and Private Yard
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 11 reviews

    Set in Pensacola in the Florida region, 2-Story Pensacola Home with Game Room and Private Yard has a balcony.

FAQ about holiday rentals in Pensacola








Holiday rentals that guests love in Pensacola

  • 9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 7 reviews
    except for the remote siting , which uber solved well , this villa rang all the bells . We left our passports behind to trave to orange beach without realising . when we were returning a few days later we were told that the cleaners had found them in a draw and handed them to the renting company . when we left to go to the airport they phoned to tell us my wife had left a coat hanging off a chair , we had time to return and pick it up . What excellent service from the staff . Much appreciated and we hope to return at a later date .
    David
    Group
  • 8.5
    Scored 8.5
    Very good
    Rated very good
     · 8 reviews
    Excellent vacation rental townhouse
    Kenneth
    Young couple
  • 6.1
    Scored 6.1
    Pleasant
    Rated pleasant
     · 323 reviews
    it was a decent place to stay for the night while we waited to check into our vacation home.
    Stephanie
    Group
  • 8.2
    Scored 8.2
    Very good
    Rated very good
     · 38 reviews
    The vacation house had the comforts of home while visiting FL. Everything was thought of to empower us to enjoy our stay.
    C
    Crystal
    Family with young children
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 3 reviews
    I loved the layout of the vacation home, family park nearby, modern, easy contactless check-in, clean property.
    Natasha
    Solo traveller

Research, refine and make plans for your whole trip

gogless