Vacation Rentals in Pensacola, FL

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Pensacola, FL holiday rentals
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1346 Holiday rentals and Airbnb in Pensacola, FL

Best family friendly Pensacola, FL holiday rentals

Among the 1346 accommodations in Pensacola, FL, here are the 4 best family friendly rentals

Adorable Carriage House With Private Entrance - Pensacola, FL
9.9 193 reviews
Pensacola, FL
27/12 – 03/01
A$140/nighttotal: A$980 (7 )

Adorable Carriage House With Private Entrance

1 2
house , Pensacola
This East Hill cottage offers a peaceful retreat in central Pensacola, just a few kilometres from downtown's restaurants and historical sites, and a short drive to Pensacola Beach and the Naval Air Station Pensacola, home of the Blue Angels.
The newly remodelled one-bedroom, one-bathroom property sleeps two guests and includes a kitchen with fridge, freezer, and microwave, air conditioning, private parking, a garden, and internet access.
Clean, Spacious. Newly Renovated Garden Home In The Heart Of Pensacola. - Pensacola, FL
9.6 22 reviews
Pensacola, FL
01/10 – 05/10
A$252/nighttotal: A$1008 (4 )

Clean, Spacious. Newly Renovated Garden Home In The Heart Of Pensacola.

2 4
apartment , Pensacola
This Northeast Pensacola holiday home is situated less than 2km from Pensacola State College, Ascension Sacred Heart Pensacola, and Cordova Mall, offering easy access to University Town Plaza and Barnes Shopping Centre within 5km.
Sleeping eight guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, swimming pool, spa, garden, free Wi-Fi, and on-site water park, perfect for families.
Cheerful 3br Close To Downtown + Double Balcony - Pensacola, FL
10 214 reviews
Pensacola, FL
17/07 – 20/07
A$699/nighttotal: A$2097 (3 )

Cheerful 3br Close To Downtown + Double Balcony

3 6
apartment , Pensacola
This South Pensacola holiday home is situated less than 2 kilometres from Pensacola Bayfront Stadium, Blue Wahoos Ballpark, Saenger Theatre, Plaza Ferdinand VII, and Palafox Market, offering easy access to Pensacola's cultural attractions and sporting venues.
The 144 square metre property features three bedrooms sleeping up to six guests, a fully equipped kitchen, free Wi-Fi, a private balcony, and a peaceful garden; parking is also available.
Southern Comfort At The Brent Lofts - Pensacola, FL
10 18 reviews
Pensacola, FL
01/07 – 07/07
A$439/nighttotal: A$2634 (6 )

Southern Comfort At The Brent Lofts

1 2
apartment , Pensacola
This two-bedroom, two-bathroom apartment in the Brent Lofts is situated on the third floor in downtown Pensacola, a short walk from Palafox Street and Pensacola's baseball stadium.
The 2-bedroom flat, sleeping up to four guests, boasts a fully equipped kitchen with high-end appliances, a shared fitness centre and sky lounge, and keyless entry; nearby attractions include numerous music venues and the Saturday Farmer's Market.

Best Pensacola, FL holiday rentals with a pool

Among the 1346 accommodations in Pensacola, FL, here are the 4 best rentals with a pool

Sunset On The Coast | Private Pool | Dog Friendly | Boat Launch | Volleyball & Pickleball - Pensacola, FL
Pensacola, FL
01/08 – 15/08
A$605/nighttotal: A$8470 (14 )

Sunset On The Coast | Private Pool | Dog Friendly | Boat Launch | Volleyball & Pickleball

3 2
apartment , Gulf Breeze
This Gulf Breeze flat, located near Shoreline Park, offers bay access and a boat launch, with pickleball courts directly across the street and a community boat launch 800 metres away.
This 167 square metre residence accommodates up to seven guests, featuring three bedrooms, two bathrooms, a private outdoor pool, a sunroom, a fenced garden, and parking for multiple vehicles and a boat, while being dog-friendly with pre-registration.
P5-1602 2 Bedroom Gulf Front @ Portofino - Pensacola, FL
9.4 30 reviews
Pensacola, FL
27/06 – 04/07
A$1098/nighttotal: A$7686 (7 )

P5-1602 2 Bedroom Gulf Front @ Portofino

2 5
apartment , Oriole Beach
This stunning two-bedroom apartment is located in the Portofino Island Resort on Pensacola Beach, just a short distance from the Gulf of Mexico. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment spans 124 square metres and comfortably accommodates up to six guests. It offers a range of amenities, including a private balcony with an electric grill, a fully equipped kitchen, a fitness centre, a swimming pool, a Jacuzzi, and a sauna.
The Fitch House - Pool & Proximity - Pensacola, FL
9.7 71 reviews
Pensacola, FL
06/07 – 10/07
A$521/nighttotal: A$2084 (4 )

The Fitch House - Pool & Proximity

1 7
apartment , Ferry Pass
This Ferry Pass apartment, less than 16km from Pensacola's hospitals and 24km from Pensacola Beach, offers easy access to local amenities.
Sleeping eight guests, this three-bedroom, two-bathroom property boasts a private saltwater pool, on-site games room, and a fully equipped kitchen including dishwasher, alongside whole-house water filtration.
Minutes From White Sand And Blue Seas! 3br/2.5ba - Pensacola, FL
9.9 37 reviews
Pensacola, FL
09/08 – 16/08
A$261/nighttotal: A$1827 (7 )

Minutes From White Sand And Blue Seas! 3br/2.5ba

3 4
apartment , Ensley
This three-bedroom townhouse, sleeping six, is situated near Pensacola Beach on Florida's Emerald Coast, offering easy access to local dining, shopping, and historical landmarks.
The property boasts a fully equipped kitchen, including a dishwasher, washer/dryer, and complimentary coffee, plus a swimming pool and garden within a short distance of Pensacola Beach.

Frequently asked questions about holiday rentals in Pensacola, FL

  • What should a first-time visitor not miss in Pensacola, FL?

    You should definitely visit the Pensacola Naval Air Station Museum, it's a great place to learn about the history of naval aviation. For some beautiful scenery, you can't go wrong with a trip to the Gulf Islands National Seashore, it's a great place to relax and enjoy the beach.
  • What are the best Airbnb and holiday rentals in Pensacola, FL?

  • Which neighborhood in Pensacola, FL should you consider for a vacation rental?

    If you want to be right in the heart of the action, the downtown area is perfect. If you prefer a quieter stay, then the historic district of Seville Square is a lovely choice, with lots of charming shops and restaurants.
  • What are the most popular Airbnbs in Pensacola, FL?

  • What are the top family-friendly attractions in Pensacola, FL?

    The National Museum of Naval Aviation is always a hit with kids, and there's also the Pensacola Beach Gulf Breeze Zoo, which is home to a variety of animals. The Pensacola Children's Museum is a great place for younger kids to learn and play.
  • What are the best holiday rentals with a pool in Pensacola, FL?

  • When is the best time to book a vacation rental in Pensacola, FL?

    The best time to book a vacation rental in Pensacola is during the shoulder season, from April to May or September to October. You'll avoid the crowds and get better prices.
  • What are the best rentals for families and kids in Pensacola, FL?

  • What events or festivals should visitors check out in and around Pensacola, FL?

    The Pensacola Seafood Festival is a big one, held every October. The Blue Angels Homecoming Air Show is also a popular event, held in November. There's always something going on in Pensacola, so be sure to check the local event listings.
  • What are the best rentals or Airbnbs with a jacuzzi in Pensacola, FL?

  • What are the best budget-friendly activities in Pensacola, FL?

    You can enjoy a free day at the Pensacola Beach, which is a beautiful stretch of white sand. The Palafox Street Market is a great place to find local crafts and food, and it's free to enter. You can also take a walk along the Pensacola Baywalk, which offers stunning views of the water.
  • What are the best restaurants with local dishes in Pensacola, FL?

    For a taste of local seafood, I recommend The Fish House. If you're looking for something a bit more casual, try Peg Leg Pete's, known for its fresh seafood and laid-back atmosphere.
  • What are the best walking or cycling routes in Pensacola, FL?

    The Bay Bluffs Trail is a great option for a leisurely walk or bike ride, offering scenic views of the bay. The Pensacola Beach Boardwalk is also a popular choice, especially for a sunset stroll.
  • Are there pet-friendly attractions in Pensacola, FL?

    Yes, many of the beaches in Pensacola are dog-friendly, especially during off-peak hours. The Gulf Islands National Seashore also welcomes well-behaved dogs on leash.
  • What are the benefits of choosing a vacation rental in Pensacola, FL?

    Vacation rentals provide more space and privacy than hotels, often with amenities like a kitchen and laundry facilities, which can be very convenient for families or longer stays. They also often come with a more relaxed atmosphere.
  • What are the top sports attractions and facilities in Pensacola, FL?

    The Pensacola Blue Wahoos, a minor league baseball team, play at Blue Wahoos Stadium, and the Pensacola Ice Flyers, a minor league hockey team, play at the Pensacola Bay Center. For those who enjoy golf, there are several public and private courses in the area.

Destinations nearby

Best Pensacola, FL holiday rentals with a balcony

Downtown Pensacola Getaway! Fenced In Yard For Fur Babies! - Pensacola, FL
9.2 24 reviews
Pensacola, FL
27/12 – 03/01
A$284/nighttotal: A$1988 (7 )

Downtown Pensacola Getaway! Fenced In Yard For Fur Babies!

2 2
apartment , Pensacola
This South Pensacola holiday home is situated within 3.2km of Pensacola Outlet Mall, Pensacola Bayfront Stadium, and the Saenger Theatre, and within 4.8km of Blue Wahoos Ballpark and Palafox Market.
The two-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen, Jacuzzi, private garden, free Wi-Fi, and parking; nearby attractions include the Pensacola Bayfront and various entertainment venues.
Beautiful East Hill 3 Bedroom 2 Bath , Pet Friendly, 5 Min To Pensacola Beach - Pensacola, FL
10 1 review
Pensacola, FL
11/07 – 16/07
A$404/nighttotal: A$2020 (5 )

Beautiful East Hill 3 Bedroom 2 Bath , Pet Friendly, 5 Min To Pensacola Beach

3 2
chalet , Pensacola
This pet-friendly holiday home is situated in Pensacola's East Hill district, a 12-minute walk from Bayview Dog Beach and a 5-minute drive to Pensacola Beach, with Wayside Park and the Visitor Information Centre 2.1 kilometres away.
This 112 square metre chalet offers accommodation for up to 11 guests across 3 bedrooms and 2 bathrooms, featuring air conditioning, Wi-Fi, a kitchen, and a garden with outdoor play equipment.
P5-0808 2b Gulf Front - Fabulous Gulf Front Views - Pensacola, FL
10 13 reviews
Pensacola, FL
25/06 – 28/06
A$1372/nighttotal: A$4116 (3 )

P5-0808 2b Gulf Front - Fabulous Gulf Front Views

2 2
apartment , Oriole Beach
This beachfront Pensacola Beach apartment, less than 1.6km from Opal Beach and Pensacola Beach, offers direct beach access and is under 1.6km from Park East On-Leash Dog Beach and Santa Rosa Sound.
This 124 square metre condo boasts two bedrooms, a sofa bed, 2.5 bathrooms, a fully equipped kitchen with microwave and dishwasher, in-unit laundry, a private balcony, and access to a swimming pool, jacuzzi, sauna, fitness centre, and tennis court; sleeping up to six guests.
Luxurious East Hill Guest House W/ King Bed! - Pensacola, FL
10 4 reviews
Pensacola, FL
04/09 – 07/09
A$299/nighttotal: A$897 (3 )

Luxurious East Hill Guest House W/ King Bed!

1 2
house , Pensacola
This Southeast Pensacola villa is situated less than 1.6km from Bayview Dog Beach Park and Lions Park, and under 3.2km from Delmar Shopping Centre and the Pensacola Visitor Information Centre.
The 65 square metre property offers one bedroom, one bathroom, sleeping up to two guests, and features a fully equipped kitchen, balcony, garden, parking, and in-unit laundry facilities.

Best Pensacola, FL holiday rentals with parking

143 M² House ∙ 3 Bedrooms ∙ 8 Guests - Pensacola, FL
10 2 reviews
Pensacola, FL
20/07 – 26/07
A$408/nighttotal: A$2448 (6 )

143 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 6
house , Pensacola
This Pensacola townhome, located one mile west of Pensacola's Historic District, is a 1.6km drive from Pensacola Beach and 1.6km from the Blue Wahoos Stadium.
The 142 square metre property boasts three bedrooms, two bathrooms, sleeps eight guests plus two small dogs, and includes a fully equipped kitchen, swimming pool, spa, and fitness centre.
The Loft On Palafox Event Space - Pensacola, FL
8.8 3 reviews
Pensacola, FL
27/06 – 04/07
A$1288/nighttotal: A$9016 (7 )

The Loft On Palafox Event Space

2 2
apartment , Pensacola
This spacious 204 square metre flat is located in downtown Pensacola, a short 100-metre walk from the Saenger Theatre and Historic Pensacola Village, offering convenient access to water sports and cycling routes.
This accommodation features a balcony, on-site parking, complimentary Wi-Fi, and a fully equipped kitchen, making it suitable for up to 8 guests seeking a comfortable stay with easy access to local attractions.
Downtown Escape - Pensacola, FL
Pensacola, FL
15/07 – 17/07
A$563/nighttotal: A$1126 (2 )

Downtown Escape

3 5
apartment , Pensacola
This South Pensacola townhouse offers a convenient base, situated a short drive from Opal Beach and Pensacola Beach, and within easy reach of the Pensacola Children's Museum and Fast Eddies Fun Centre.
This three-bedroom, two-bathroom residence accommodates up to six guests, featuring a resort-style swimming pool, a gated community, and a fully equipped kitchen, with a sidewalk loop perfect for outdoor strolls.
The Peaceful Tranquility - Pensacola, FL
9.9 47 reviews
Pensacola, FL
27/06 – 29/06
A$341/nighttotal: A$682 (2 )

The Peaceful Tranquility

1 2
apartment , Pensacola
This three-bedroom, two-bathroom Pensacola house, sleeping six, is conveniently located near downtown Pensacola, 17.7km from Pensacola Beach and 17.7km from Pensacola International Airport (PNS).
The property boasts a kitchen with fridge, microwave, and dishwasher, air conditioning, a garden, parking, and internet access; enjoy a relaxing stay near local attractions and amenities.
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