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

Stylish Modern Retreat In Downtown + Pool - Pensacola, FL
10 218 reviews
Pensacola, FL
09/08 – 13/08
A$302/nighttotal: A$1208 (4 )

Stylish Modern Retreat In Downtown + Pool

3 4
house , Pensacola
This three-bedroom townhouse is conveniently located near Pensacola, within a short drive of Pensacola Beach, Perdido Beach and Johnson's Beach. It has consistently received excellent ratings for location, cleanliness and user experience.
The property offers a comfortable and spacious layout that can accommodate up to seven guests. Enjoy access to a well-equipped kitchen, a private screened-in patio, a community pool, and smart TVs in each bedroom.
The Jesse: Cottage In Historic Downtown Pensacola - Pensacola, FL
9.2 33 reviews
Pensacola, FL
01/08 – 15/08
A$178/nighttotal: A$2492 (14 )

The Jesse: Cottage In Historic Downtown Pensacola

1 2
cottage , Pensacola
This Seville Historic District cottage in Pensacola, Florida, is within a 1.6km walk of Seville Square, Barkley House, Lavalle House, and the Pensacola Bay Center.
The one-bedroom, one-bathroom self-catering holiday home sleeps two guests and offers a fully equipped kitchen, free Wi-Fi, and a private patio; nearby attractions include the Pensacola Bay Center.
Charming Family Friendly Getaway W/ Private Suite - Pensacola, FL
9.7 29 reviews
Pensacola, FL
17/07 – 20/07
A$572/nighttotal: A$1716 (3 )

Charming Family Friendly Getaway W/ Private Suite

1 6
apartment , Ferry Pass
This three-bedroom Pensacola house, conveniently located near Ferry Pass, offers easy access to various Pensacola attractions, although precise distances aren't specified.
Sleeping six guests comfortably, the property features a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus two bathrooms (one ensuite), air conditioning, parking, and internet access.
Cozy Copper Penny Duplex @ Heart Of Pensacola - Pensacola, FL
10 107 reviews
Pensacola, FL
05/07 – 12/07
A$231/nighttotal: A$1617 (7 )

Cozy Copper Penny Duplex @ Heart Of Pensacola

2 3
apartment , Pensacola
This Pensacola duplex, situated in a peaceful cul-de-sac, offers convenient proximity to Pensacola Beach (approx. 16km), the city centre, and Naval Air Station Pensacola.
The two-bedroom, one-bathroom property sleeps four, boasting a fully equipped kitchen with premium amenities, a private fenced yard with a gas grill, and beach essentials including chairs, towels, and snorkel gear; Hulu and a dedicated workstation are also provided.

Best Pensacola, FL holiday rentals with a pool

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

An Invitation To Oasis Lavallet In Beautiful Pensacola W/ Covered Pool - Pensacola, FL
9.8 21 reviews
Pensacola, FL
17/10 – 24/10
A$794/nighttotal: A$5558 (7 )

An Invitation To Oasis Lavallet In Beautiful Pensacola W/ Covered Pool

3 2
apartment , Pensacola
This Pensacola holiday home is situated in Northeast Pensacola, just 800 metres from the Gulf coast and Scenic Highway, with Downtown Pensacola 11 kilometres away and Pensacola Beach 16 kilometres distant.
This spacious 279 square metre property offers three bedrooms, two and a half bathrooms, two living rooms, a gourmet kitchen, and a private swimming pool, ideal for accommodating up to 11 guests and providing easy access to local attractions and water sports.
Two-story Townhome Near The Beach With Wifi, Washer And Dryer - Pensacola, FL
Pensacola, FL
17/09 – 20/09
A$506/nighttotal: A$1518 (3 )

Two-story Townhome Near The Beach With Wifi, Washer And Dryer

3 2
apartment , Pensacola
This South Pensacola townhome is located within easy walking distance of downtown Pensacola's restaurants, bars, and entertainment venues, including The Saenger Theatre and the Blue Wahoo's Baseball Stadium, and is a short drive to Pensacola Beach.
This 143 square metre, 3-bedroom, 2-bathroom flat comfortably accommodates 6 guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, and a terrace or balcony, with beach chairs, an umbrella, and sand toys provided for excursions to Pensacola Beach.
Pensacola Haven With Pool, Quiet Area - The Pearl - Pensacola, FL
10 19 reviews
Pensacola, FL
12/07 – 17/07
A$465/nighttotal: A$2325 (5 )

Pensacola Haven With Pool, Quiet Area - The Pearl

3 5
house , Ensley
This Ensley seaside property, situated within 9.6km of John R. Jones Junior Athletic Complex, DeLuna Lanes Bowling Centre, and Five Flags Speedway, offers stunning ocean views.
This three-bedroom, three-bathroom house boasts 107 square metres of floor space, sleeping up to six guests and featuring a swimming pool, free Wi-Fi, barbecue grills, and a fully equipped kitchen including a dishwasher.
️ Walk To Beach | Community Pool ️ Villas On The Gulf Unit D2 - Pensacola, FL
8.8 3 reviews
Pensacola, FL
23/07 – 30/07
A$549/nighttotal: A$3843 (7 )

️ Walk To Beach | Community Pool ️ Villas On The Gulf Unit D2

2 5
apartment , Oriole Beach
This Pensacola Beach apartment, located on the gulf side, is just under 5km from the Pensacola Beach Boardwalk and 4.3km from Pensacola Beach Park East Snorkeling Reefs, offering direct beach access.
This 85 square metre self-catering property sleeps eight guests, boasting two bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a terrace, a swimming pool, and free Wi-Fi.

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

East Hill Retreat Near Beaches & Downtown - Pensacola, FL
9.8 6 reviews
Pensacola, FL
15/07 – 20/07
A$459/nighttotal: A$2295 (5 )

East Hill Retreat Near Beaches & Downtown

2 4
apartment , Pensacola
This East Hill Pensacola flat is situated a few kilometres from Pensacola Beach and the city centre, conveniently close to attractions such as Wayside Park (2.6 km), the Pensacola Visitor Information Centre (2.7 km), and the Saenger Theatre (4.5 km).
This 70-square-metre property offers two bedrooms, one bathroom, and sleeps up to 11 guests, boasting a fully equipped kitchen, private balcony with garden views, on-site parking, Wi-Fi, and a picnic area; added security features include a private entrance and 24-hour security.
Private Oasis With Pool & Tiki Bar - Pensacola, FL
Pensacola, FL
29/06 – 03/07
A$685/nighttotal: A$2740 (4 )

Private Oasis With Pool & Tiki Bar

4 6
apartment , Ensley
This Ensley flat is situated in North Northwest Pensacola, roughly 1.6 to 2.6 kilometres from key attractions including Cordova Mall, Downtown Pensacola, and Pensacola Beach, with easy access to aviation sites such as the National Naval Aviation Museum and historic areas like Historic Pensacola Village.
This 194 square metre apartment accommodates up to 8 guests with 4 bedrooms and 2 bathrooms, featuring a private pool, an outdoor bar with a TV, a game room with a pool table and foosball, and a fully equipped kitchen, offering a unique opportunity to add a painted rock to the garden in memory of the owner's mother.
Heart Of North Hill: Pensacola Downtown, Beach! - Pensacola, FL
9.2 17 reviews
Pensacola, FL
29/07 – 14/08
A$112/nighttotal: A$1792 (16 )

Heart Of North Hill: Pensacola Downtown, Beach!

1 2
apartment , Pensacola
This Pensacola apartment rental is located in the Historic North Hill district, a short walk from Palafox Street and approximately 24km from Pensacola Beach.
The self-catering flat, situated in a Victorian building, offers a private balcony, one bathroom, sleeps two guests, and includes a fully equipped kitchen, original hardwood floors, and free internet access.
Pet-friendly Pensacola Home With Sunny Backyard! - Pensacola, FL
10 2 reviews
Pensacola, FL
17/10 – 07/11
A$269/nighttotal: A$5649 (21 )

Pet-friendly Pensacola Home With Sunny Backyard!

3 2
house , Pensacola
This pet-friendly holiday home in Pensacola is conveniently located near the Roger Scott Athletic Complex and Fairfield Village Shopping Centre, within a 7km radius of the Pensacola Historical Museum and Historic Pensacola Village.
The 102 square metre property boasts three bedrooms, two bathrooms, sleeps eleven guests, and includes a fully equipped kitchen with dishwasher, air conditioning, a garden, parking, Wi-Fi, and laundry facilities.

Best Pensacola, FL holiday rentals with parking

Charming Ranch Style Home With A Private Patio In Quiet Neighborhood. - Pensacola, FL
9.6 25 reviews
Pensacola, FL
29/07 – 14/08
A$200/nighttotal: A$3200 (16 )

Charming Ranch Style Home With A Private Patio In Quiet Neighborhood.

2 2
apartment , Pensacola
This two-bedroom flat in Southeast Pensacola offers convenient access to Pensacola International Airport, Sacred Heart Hospital, and is a 10-minute drive from historic downtown Pensacola and a 20-minute drive to Pensacola Beach.
This property provides accommodation for up to five guests and includes a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a garden, parking, and an outdoor patio with a pond, fireplace, and grill.
Pet-friendly Pensacola Home With Patio And Yard! - Pensacola, FL
Pensacola, FL
28/07 – 01/08
A$349/nighttotal: A$1396 (4 )

Pet-friendly Pensacola Home With Patio And Yard!

2 5
house , Pensacola
This pet-friendly holiday home in Pensacola is situated 1.8km from the Saenger Theatre, 2.1km from the TT Wentworth Jr. Florida State Museum, and 2.1km from the Pensacola Historical Museum.
The 92 square metre property offers two bedrooms, two bathrooms, sleeps eleven guests, and includes a fully equipped kitchen, free Wi-Fi, air conditioning, free on-site parking, and a garden.
Pensacola Cozy Studio - Pensacola, FL
10 2 reviews
Pensacola, FL
26/06 – 19/07
A$239/nighttotal: A$5497 (23 )

Pensacola Cozy Studio

1 2
studio , West Pensacola
This West Pensacola studio apartment is situated approximately 6.4km from Historic Pensacola Village and the Pensacola Historical Museum, offering convenient access to key West Pensacola attractions.
Sleeping up to three guests, this self-contained unit features a fully equipped kitchen, free Wi-Fi, private parking, and air conditioning; nearby amenities include the Fairfield Village Shopping Centre and the Saenger Theatre.
The Wave Is Private, Cozy, Comfortable And Super Chill!!.. - Pensacola, FL
8.4 6 reviews
Pensacola, FL
26/06 – 28/06
A$177/nighttotal: A$354 (2 )

The Wave Is Private, Cozy, Comfortable And Super Chill!!..

1 2
apartment , Pensacola
This Southeast Pensacola flat is ideally located less than 2 kilometres from the Interstate, 10 minutes from Pensacola city centre, 20 minutes from Pensacola Beach, and 15 minutes from Pensacola International Airport, offering easy access to the National Museum of Naval Aviation and Opal Beach.
This self-catering apartment, measuring 9 square metres, comprises one bedroom, one bathroom, and accommodates two guests, featuring a microwave, air conditioning, parking, internet access, and is one of only two private units in the building.
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