Skip to main content

Holiday Homes for every style

Find the right holiday home for you in Pensacola

The best holiday homes in Pensacola

Check out our pick of great holiday homes in Pensacola

Filter by:

Review score

See the latest prices and deals by choosing your dates.
Pensacola Waterfront Retreat, hotel in Pensacola

Situated in Pensacola, 8.2 km from Saenger Theatre and 8.2 km from T T Wentworth Jr Florida State Museum, Pensacola Waterfront Retreat offers a terrace and air conditioning.

Scored 9.5
9.5
Rated exceptional
Exceptional
8 reviews
Price from
£268.24
1 night, 2 adults
Lovely Town-home in Pensacola, hotel in Pensacola

Featuring air-conditioned accommodation with a balcony, Lovely Town-home in Pensacola is located in Pensacola. This property offers access to a terrace, free private parking and free WiFi.

Clean comfortable and all round brilliant experience
Scored 9.4
9.4
Rated superb
Superb
28 reviews
Price from
£205.04
1 night, 2 adults
La Casa Boheme, hotel in Pensacola

Situated 23 km from Pensacola Historical Museum, 23 km from Historic Pensacola Village and 25 km from Wayside Park, La Casa Boheme provides accommodation set in Pensacola.

Scored 9.8
9.8
Rated exceptional
Exceptional
6 reviews
Price from
£257.39
1 night, 2 adults
Welcome to Pineapple House!, hotel in Pensacola

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.
Scored 9.7
9.7
Rated exceptional
Exceptional
15 reviews
Price from
£337.05
1 night, 2 adults
Beautiful 3 bedroom home 4 minutes from the beach, hotel in Pensacola

Featuring air-conditioned accommodation with a patio, Beautiful 3 bedroom home 4 minutes from the beach is set in Pensacola.

Size
Scored 7.7
7.7
Rated good
Good
24 reviews
Price from
£150.41
1 night, 2 adults
Woodsy Retreat, steps to Bay - Hot tub!, hotel in Pensacola

Situated in Gulf Breeze and only 15 km from Pensacola Beach Gulf Pier, Woodsy Retreat, steps to Bay - Hot tub! features accommodation with sea views, free WiFi and free private parking.

We found the property by accident because we had to runaway from hurricane Milton , we had booked a condo in Clearwater originally . The property itself is very cosy and as previously mentioned the owners go the extra mile providing everything you need. The location is near the sea but not really on a beach as such but having said that it’s peaceful and idyllic. Don’t worry about groceries there are three large supermarkets within two miles. All beach chairs etc are provided and Pensacola main beaches are about five miles away. Great place in a seaside woodsy setting , lovely hot tub ,we loved it !stayed for six nights.
Scored 9.8
9.8
Rated exceptional
Exceptional
14 reviews
Price from
£377.41
1 night, 2 adults
Exclusive Canal Home & Dock In Gulf Breeze, hotel in Pensacola

Set in Gulf Breeze, 10 km from Pensacola Beach Gulf Pier and 14 km from Wayside Park, Exclusive Canal Home & Dock In Gulf Breeze offers a garden and air conditioning.

Scored 9.4
9.4
Rated superb
Superb
5 reviews
Price from
£364.21
1 night, 2 adults
Lovely oasis with private swimming pool 4,6,8 f deep, hotel in Pensacola

Located in Gulf Breeze, Lovely oasis with private swimming pool 4,6,8 f deep provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored 8.6
8.6
Rated fabulous
Fabulous
8 reviews
Price from
£486.86
1 night, 2 adults
Treehouse Townhome, hotel in Pensacola

Located in Pensacola Beach, 1.6 km from Pensacola Beach Gulf Pier and 3.6 km from Gulf Islands, Treehouse Townhome offers air conditioning.

the view it has. all very accessible. the beaches super dry. and parking. My car felt like a baby.. indoors. I give it 5 stars and more..
Scored 8.0
8.0
Rated very good
Very good
10 reviews
Price from
£335.87
1 night, 2 adults
Blue Angel Cottage, hotel in Pensacola

Set in Perdido Key in the Florida region, Blue Angel Cottage features a patio.

Great location for us to visit friends in both Pensacola and Orange Beach. Clean house with all you need for cooking in the kitchen.
Scored 9.4
9.4
Rated superb
Superb
7 reviews
Price from
£359.23
1 night, 2 adults
All holiday homes in Pensacola
Looking for a holiday home?
Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Pensacola this month

See all

Enjoy breakfast in Pensacola!

  • Downtown Dream- Relaxing Escape In Downtown Pensacola
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 5 reviews

    Boasting air-conditioned accommodation with a patio, Downtown Dream- Relaxing Escape In Downtown Pensacola is set in Pensacola.

  • Downtown Dollhouse
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 6 reviews

    Situated in Pensacola, less than 1 km from Saenger Theatre and a 14-minute walk from T T Wentworth Jr Florida State Museum, Downtown Dollhouse offers air conditioning.

  • Beautiful Historic Downtown Pensacola Charmer
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 5 reviews

    Set in Pensacola, 2.9 km from Bayview Dog Beach and 1.4 km from Historic Pensacola Village, Beautiful Historic Downtown Pensacola Charmer offers spacious air-conditioned accommodation with a terrace...

    Beautiful home. Very clean. Great response from the owner

  • The Clifford House
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 21 reviews

    Featuring air-conditioned accommodation with a balcony, The Clifford House is located in Pensacola. This property offers access to a terrace, free private parking and free WiFi.

    Todo, nos encantó la casa, la limpieza, el orden y su historia 😁

  • Sea Turtle Sanctuary
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 7 reviews

    Sea Turtle Sanctuary, a property with a garden, is set in Pensacola, 25 km from T T Wentworth Jr Florida State Museum, 25 km from Pensacola Historical Museum, as well as 25 km from Historic Pensacola...

  • Field Quarters
    Breakfast options
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 10 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.

  • Private oasis, Pool, Downtown PNS & Beach 3BR-2,5BT
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 21 reviews

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

    The property was very clean & well maintained!

  • Perdido-OrangeBch, Navy Base, Golf 2BR-25BT
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 18 reviews

    Featuring air-conditioned accommodation with a patio, Perdido-OrangeBch, Navy Base, Golf 2BR-25BT is set in Pensacola. This property offers access to a terrace, free private parking and free WiFi.

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

Save money on holiday homes in Pensacola – budget options available!

  • Sharp Reef on the Gulf #5
    Budget options available
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 7 reviews

    Featuring air-conditioned accommodation with a pool with a view, Sharp Reef on the Gulf #5 is set in Pensacola.

  • Walk to downtown seafood market Bay views
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 11 reviews

    Situated in Pensacola, 1.9 km from T T Wentworth Jr Florida State Museum and 2 km from Pensacola Historical Museum, Walk to downtown seafood market Bay views offers a terrace and air conditioning.

    Great location, and nice layout for a family of four.

  • Peach's Place
    Budget options available
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 6 reviews

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

  • Sweet on Strong Street - Unit A
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 5 reviews

    Featuring air-conditioned accommodation with a patio, Sweet on Strong Street - Unit A is located in Pensacola.

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

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

    The house was great. The back yard so cozy and fun.

  • Cozy-Modern Pensacola Home Large Yard, Grill
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 8 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.

  • Brilliant in Bellview-Back unit-- Mins to NAS Pensacola, Beach, Shopping
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 23 reviews

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

    It has all facilities and amenities to enjoy with the family and friends. Excellent location

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

    D's Florida/Alabama Vacation Home is situated in the West Pensacola district of Pensacola, 14 km from Saenger Theatre, 14 km from T T Wentworth Jr Florida State Museum and 15 km from Big Eagle...

    Location, the amount of space easy access to everything

Great access to the city centre! Check these holiday homes in Pensacola

  • Family Gathering Place, 2 Houses Under 1 Roof, Close to Downtown!
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Situated in Pensacola, Family Gathering Place, 2 Houses Under 1 Roof, Close to Downtown!

  • Very Private 3 Bed Home with HEATED Pool Palms and Big Fenced Yard
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 4 reviews

    Located in Pensacola, Very Private 3 Bed Home with HEATED Pool Palms and Big Fenced Yard provides accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Home with Patio and Games Near Dtwn Pensacola!
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Boasting air-conditioned accommodation with a patio, Home with Patio and Games Near Dtwn Pensacola! is set in Pensacola.

  • Updated Pensacola Home about 7 Mi to Beach!
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Situated in Pensacola, 4.7 km from Fairfield Village Shopping Center and 6.4 km from Roger Scott Athletic Complex, Updated Pensacola Home about 7 Mi to Beach!

  • Blue Luxe
    Central location
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Located in Pensacola, 2.2 km from Bayview Dog Beach and 3.2 km from Wayside Park, Blue Luxe provides air-conditioned accommodation with a patio and free WiFi.

  • Pet-Friendly A-Frame Retreat Near Dtwn and Beaches!
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Set in Pensacola in the Florida region, Pet-Friendly A-Frame Retreat Near Dtwn and Beaches! has a patio.

  • Colorful Pensacola Oasis 1 Block to Bayview Park!
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 2 reviews

    Set in Pensacola, 2.6 km from Wayside Park and 2.7 km from Pensacola Visitor Information Center, Colorful Pensacola Oasis 1 Block to Bayview Park! offers a garden and air conditioning.

  • The Carriage House
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Situated in Pensacola, 1.3 km from Bayview Dog Beach and 2.3 km from Wayside Park, The Carriage House offers air conditioning.

  • Willow's Retreat
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Set in Pensacola, 6.7 km from Fairfield Village Shopping Center and 7.5 km from Big Eagle Railroad Station, Willow's Retreat offers air conditioning.

  • Bayside Retreat
    Central location
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Boasting air-conditioned accommodation with a patio, Bayside Retreat is situated in Pensacola.

  • Magnolia Cottage
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 3 reviews

    Situated in Pensacola, 2.2 km from Bayview Dog Beach and 2.3 km from Historic Pensacola Village, Magnolia Cottage offers air conditioning.

  • Welcome to Pineapple House!
    Scored 9.7
    9.7
    Rated exceptional
    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.

  • Dolphina House Pensacola
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 20 reviews

    Situated 2.7 km from Pensacola Visitor Information Center, 4.7 km from Historic Pensacola Village and 4.7 km from Pensacola Historical Museum, Dolphina House Pensacola provides accommodation set in...

    The house is in a great location, everything is close distance.

  • Pensacola Waterfront Retreat
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 8 reviews

    Situated in Pensacola, 8.2 km from Saenger Theatre and 8.2 km from T T Wentworth Jr Florida State Museum, Pensacola Waterfront Retreat offers a terrace and air conditioning.

    Absolutely stunning view. The studio was beautiful and comfortable on the inside

  • East Hill Retreat
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

    Located in Pensacola, 3 km from Roger Scott Athletic Complex and 3.4 km from Fairfield Village Shopping Center, East Hill Retreat provides air-conditioned accommodation with a patio and free WiFi.

  • The East Hill Escape, A Bay View Beachy Cottage
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

    Located in Pensacola and only 600 metres from Bayview Dog Beach, The East Hill Escape, A Bay View Beachy Cottage provides accommodation with sea views, free WiFi and free private parking.

  • Lovely Town-home in Pensacola
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 28 reviews

    Featuring air-conditioned accommodation with a balcony, Lovely Town-home in Pensacola is located in Pensacola. This property offers access to a terrace, free private parking and free WiFi.

    Clean comfortable and all round brilliant experience

  • Calypso Pensacola in East Hill Neighborhood !
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 8 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
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 10 reviews

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

  • Beautiful Family Home Near Airport, I-10, Shopping
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 4 reviews

    Boasting air-conditioned accommodation with a patio, Beautiful Family Home Near Airport, I-10, Shopping is situated in Pensacola.

  • Orange Crush
    Central location
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1 review

    Set in Pensacola, 2.8 km from Fairfield Village Shopping Center and 6.6 km from Historic Pensacola Village, Orange Crush offers air conditioning.

  • Pickles Palace
    Central location
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1 review

    Set in Pensacola, 1.1 km from Wayside Park and 1 km from Pensacola Visitor Information Center, Pickles Palace offers air conditioning.

  • Charming 2 bdr 1 bath home fenced byard N Pensacola Pet Friendly Close to bases
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 4 reviews

    Charming 2 bdr 1 bath home fenced byard N Pensacola Pet Friendly Close to bases is located in Pensacola, 13 km from Historic Pensacola Village, 13 km from Saenger Theatre, as well as 13 km from...

  • Cozy comfortable & convenient
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 37 reviews

    Cozy comfortable & convenient, a property with a terrace, is set in Pensacola, 10 km from Wayside Park, 10 km from Pensacola Visitor Information Center, as well as 13 km from Historic Pensacola...

    Great location the backyard with the fence was my favorite

  • Moreno Street Loft
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 5 reviews

    Moreno Street Loft is located in Pensacola, 2.6 km from T T Wentworth Jr Florida State Museum, 2.8 km from Historic Pensacola Village, as well as 2.9 km from Pensacola Historical Museum.

  • The Sapphire Downtown, Pensacola's Hidden Gem
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 3 reviews

    Boasting air-conditioned accommodation with a patio, The Sapphire Downtown, Pensacola's Hidden Gem is set in Pensacola.

  • The Pensacola Paradise
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 2 reviews

    Featuring air-conditioned accommodation with a patio, The Pensacola Paradise is located in Pensacola. This property offers access to a balcony, free private parking and free WiFi.

  • Pensacola Vacation Rental with Private Yard and Pool!
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 1 review

    Situated in Pensacola, 9.2 km from Fairfield Village Shopping Center and 12 km from Big Eagle Railroad Station, Pensacola Vacation Rental with Private Yard and Pool! offers air conditioning.

FAQ about holiday homes in Pensacola

Holiday homes that guests love in Pensacola

See all

Research, refine and make plans for your whole trip