Compare Vacation Rentals & Airbnb in Pensacola, FL

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Pensacola, FL vacation rentals
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1346 Rentals and Airbnb in Pensacola, FL

Best family friendly Pensacola, FL vacation rentals

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

Good Vibes. Fun Downtown Cottage - Pensacola, FL
9.7 71 reviews
Pensacola, FL
20/08 – 23/08
$215/nighttotal: $645 (3 )

Good Vibes. Fun Downtown Cottage

1 2
apartment , Pensacola
This Pensacola Beach cottage, a unique 1920s art deco-inspired property, is located in Downtown Pensacola, a short walk from the city centre and approximately 24km from Pensacola Beach.
The self-catering property sleeps four, boasting a fully equipped vintage kitchen, a backyard with a fire pit and horseshoe pit, an indoor games area with arcade games, and amenities including beach supplies and pet-friendly options (fee applies).
Pool* 5 Bed*arcade * Fire Pit *Pingpong * - Pensacola, FL
10 60 reviews
Pensacola, FL
04/10 – 08/10
$525/nighttotal: $2100 (4 )

Pool* 5 Bed*arcade * Fire Pit *Pingpong *

4 4
apartment , Pensacola
This Pensacola-area house, situated approximately 24 kilometres from Pensacola city centre and 40 kilometres from Pensacola Beach, offers convenient access to both urban amenities and coastal attractions.
Sleeping up to nine guests, this four-bedroom, two-bathroom property boasts a new in-ground pool, extensive game room with arcade, Xbox One, Playstation 4 and ping pong table, plus a pet-friendly design including a doggy door and a dedicated children's play area.
Cottage In The Heights - Pensacola, FL
9.9 36 reviews
Pensacola, FL
01/08 – 15/08
$199/nighttotal: $2786 (14 )

Cottage In The Heights

1 2
cottage , Pensacola
This peaceful cottage is situated near downtown Pensacola, offering easy access (within a few kilometres) to both Pensacola Beach and its historical district.
Sleeping up to four guests, this two-bedroom, one-bathroom holiday home boasts a kitchen with fridge and microwave, air conditioning, garden, parking, and internet access; enjoy a relaxing stay after exploring the city's attractions.
Beyond Knew - Pensacola, FL
10 2 reviews
Pensacola, FL
27/06 – 04/07
$575/nighttotal: $4025 (7 )

Beyond Knew

4 5
apartment , Bagdad
This four-bedroom apartment is located in Milton, Florida, just 16km from East Bay and 18km from Southern Raceway, offering a peaceful retreat near a lake.
The apartment is ideal for families or groups of up to 10 guests, with two bathrooms and modern amenities such as a fully equipped kitchen, air conditioning, Wi-Fi, and a Jacuzzi. Enjoy the covered parking, barbecue facilities, and laundry facilities, making your stay comfortable and convenient.

Best Pensacola, FL vacation rentals with a pool

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

Dog-friendly Home With Private Pool & High-speed Wifi - Near Beach & Boat Launch - Pensacola, FL
Pensacola, FL
08/08 – 14/08
$558/nighttotal: $3348 (6 )

Dog-friendly Home With Private Pool & High-speed Wifi - Near Beach & Boat Launch

1 2
house , Gulf Breeze
This Gulf Breeze residence is situated 6.4 kilometres from Pensacola Beach Gulf Pier and within a 10-kilometre radius of several historical sites and the Pensacola Visitor Information Centre.
This air-conditioned holiday home, covering 167 square metres, accommodates up to nine guests across three bedrooms and two bathrooms, featuring a private swimming pool, a garden, and high-speed WiFi.
Waterfront 2br Condo With Panoramic Bay Views - Pensacola, FL
10 3 reviews
Pensacola, FL
26/12 – 28/02
$453/nighttotal: $28992 (64 )

Waterfront 2br Condo With Panoramic Bay Views

2 2
apartment , Pensacola
This two-bedroom flat in Pensacola offers a prime beachfront position on the bay, providing direct access to a private beach and panoramic views, with the TT Wentworth Jr. Florida State Museum located a nine-minute walk away and the Pensacola Historical Museum just 0.8 kilometres distant.
This spacious 209 square metre condo accommodates up to nine guests and features air conditioning, a fully equipped kitchen with a dishwasher and microwave, complimentary WiFi, free private parking, and access to an outdoor swimming pool and garden.
Family, Couples, Whole Pool House, 3/2, Fenced - Pensacola, FL
10 2 reviews
Pensacola, FL
04/10 – 08/10
$388/nighttotal: $1552 (4 )

Family, Couples, Whole Pool House, 3/2, Fenced

3 4
apartment , Pensacola
This Northeast Pensacola flat is situated 33.76 kilometres from Pensacola Beach, offering a peaceful retreat with convenient access to the city's attractions.
This spacious 135 square metre residence accommodates up to six guests, featuring a private in-ground pool, a patio with a barbecue, a covered sunroom, and a full coffee bar, ensuring a comfortable stay with keyless entry and private off-street parking.
An Invitation To Oasis Lavallet In Beautiful Pensacola W/ Covered Pool - Pensacola, FL
9.8 21 reviews
Pensacola, FL
25/07 – 28/07
$1018/nighttotal: $3054 (3 )

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

3 6
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.

Frequently Asked Questions about vacation rentals in Pensacola, FL

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

    For a first-time visit, you really should see the Pensacola Naval Air Station Museum. It's a fantastic place to learn about the history of naval aviation. You should also check out the National Museum of Naval Aviation, which is part of the Pensacola Naval Air Station. It's right on the water and has a great collection of aircraft.
  • What are the best Airbnb and vacation rentals in Pensacola, FL?

    Portofino Tower 3 Unit 1601, Sans Souci Unit 305* and Spectacular Beach Front Views Free Lazy Days Beach Chairs & Umbrella Included are the most popular Airbnb and vacation rentals in Pensacola, FL among travelers.

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

    If you're looking for a vacation rental, the historic district of downtown Pensacola is a great choice. It's close to the waterfront, restaurants, and shops. You can also find some great rentals in the beachside neighbourhoods of Pensacola Beach and Gulf Breeze. They are both great options for families.
  • What are the most popular Airbnbs in Pensacola, FL?

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

    Pensacola has lots to offer families. The National Museum of Naval Aviation is a great option for kids and adults who are interested in aviation. There's also the Pensacola Beach Gulf Breeze Zoo, which has a variety of animals and is always a hit with the little ones. And don't forget about the Pensacola Beach, which has a pier, a boardwalk, and lots of space for kids to run around.
  • What are the best vacation 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 spring or autumn. The weather is still good, but the crowds are smaller. You can also find some great deals on rentals during these seasons.
  • 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?

    Pensacola has a vibrant events calendar throughout the year. You should definitely check out the Pensacola Seafood Festival, which takes place in October. It's a great opportunity to try some local seafood and enjoy some live music. The Pensacola Beach Air Show, which happens in July, is also a popular event. It features a variety of aircraft and is a great day out for the whole family.
  • What are the best rentals or Airbnbs with a jacuzzi in Pensacola, FL?

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

    There are plenty of budget-friendly activities in Pensacola. You can take a walk or cycle along the Pensacola Bay Trail, which offers stunning views of the water and the city. You can also visit the historic Fort Barrancas, which is a great place to learn about Pensacola's military history. It's also free to enter.
  • What are the best restaurants with local dishes in Pensacola, FL?

    Pensacola has a great food scene, and there are many restaurants serving up local dishes. One of my favourites is The Fish House, which serves fresh seafood in a beautiful setting on the waterfront. Another great option is The Flounder's Chowder House, which is known for its delicious seafood chowder and other local specialties.
  • What are the best walking or cycling routes in Pensacola, FL?

    The Pensacola Bay Trail is a great option for a walk or cycle. It's a 17-kilometre paved trail that follows the Pensacola Bay. It's a great way to see the city and enjoy the beautiful scenery. Another great option is the Gulf Breeze Shoreline Trail, which is a 10-kilometre paved trail that runs along the Gulf of Mexico.
  • Are there pet-friendly attractions in Pensacola, FL?

    Yes, Pensacola is a very pet-friendly city. Many of the parks and beaches allow dogs, and there are a number of pet-friendly restaurants and shops. The Pensacola Beach Gulf Breeze Zoo is also pet-friendly, so you can bring your furry friend along for a day out.
  • What are the benefits of choosing a vacation rental in Pensacola, FL?

    Vacation rentals offer more space and privacy compared to hotels, making them ideal for families or groups. They often come with kitchen facilities, allowing you to prepare your own meals and save money.
  • What are the top sports attractions and facilities in Pensacola, FL?

    Pensacola is home to the Blue Wahoos, the Double-A affiliate of the Miami Marlins, who play their home games at Blue Wahoos Stadium. The city also has a number of golf courses, including the Tiger Point Golf Club and the Pensacola Country Club.

Destinations nearby

Best Pensacola, FL vacation rentals with a balcony

Waterfront Newly Renovated And Decorated 3brs Home - Pensacola, FL
9.5 32 reviews
Pensacola, FL
25/06 – 28/06
$468/nighttotal: $1404 (3 )

Waterfront Newly Renovated And Decorated 3brs Home

3 2
house , Garcon Point
This house is situated in Milton, Florida, just 21 kilometres from Roger Scott Athletic Complex and 26 kilometres from Fairfield Village Shopping Center, offering a peaceful retreat close to attractions. It consistently receives excellent ratings for location, cleanliness, and overall user experience.
The property spans 172 square metres and comfortably accommodates up to 14 guests across its three bedrooms and two bathrooms. Enjoy modern amenities including a private beach area, a terrace, a jacuzzi, and a fully equipped kitchen, making it ideal for families and groups seeking a relaxing and enjoyable stay.
Romantic Cottage Guest Suite With Private Boutique Garden / Downtown - Pensacola, FL
9.9 222 reviews
Pensacola, FL
11/07 – 16/07
$251/nighttotal: $1255 (5 )

Romantic Cottage Guest Suite With Private Boutique Garden / Downtown

1 2
apartment , Pensacola
This Downtown Pensacola holiday home is conveniently located less than 1km from the Pensacola Bay Center and Naval Live Oaks Reservation, and within 1.5km of Palafox Market and the Pensacola Opera House.
The one-bedroom apartment, sleeping two guests, offers a kitchenette with microwave and fridge, private balcony, in-unit laundry, free Wi-Fi, and concierge services.
Historic Downtown Cottage With High-speed Wifi And Central Ac - Dogs Okay - Pensacola, FL
Pensacola, FL
11/07 – 16/07
$311/nighttotal: $1555 (5 )

Historic Downtown Cottage With High-speed Wifi And Central Ac - Dogs Okay

1 2
apartment , Pensacola
This dog-friendly vacation flat is located in South Pensacola, approximately 2.4 kilometres from downtown Pensacola's art galleries, boutiques, and nightlife, and within 4 kilometres of waterfront attractions such as Community Maritime Park and the Saenger Theatre.
This one-bedroom, one-bathroom apartment, covering 97 square metres and accommodating up to two guests, features a full kitchen with a fridge and microwave, air conditioning, a terrace, and a furnished enclosed backyard with a patio, and offers high-speed internet.
Palafox Loft 122, Sleeps 2 - Pensacola, FL
10 42 reviews
Pensacola, FL
27/07 – 31/07
$374/nighttotal: $1496 (4 )

Palafox Loft 122, Sleeps 2

1 3
apartment , Pensacola
This Downtown Pensacola flat is ideally located less than 0.8 km from the Saenger Theatre, Plaza Ferdinand VII, and Quayside, with the Discovery Gallery and T.T. Wentworth Jr. Florida State Museum also within easy reach.
The 111 square metre apartment offers one bedroom, one bathroom, sleeps four guests, and includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, a balcony, parking, and access to a spa and garden.

Best Pensacola, FL vacation rentals with parking

The Gilded Lady - The Seamstress Suite - Pensacola, FL
9.0 1 review
Pensacola, FL
01/07 – 07/07
$265/nighttotal: $1590 (6 )

The Gilded Lady - The Seamstress Suite

1 2
apartment , Pensacola
The Gilded Lady - The Seamstress Suite is a Pensacola flat offering convenient access to the Saenger Theatre, located 1.1 kilometres away, and within 1.6 kilometres of the TT Wentworth Jr. Florida State Museum and Pensacola Historical Museum.
This 26 square metre accommodation for two guests features a kitchen with a fridge and microwave, air conditioning, complimentary WiFi, and a private patio and garden area, with parking also provided.
The Loft On Palafox Event Space - Pensacola, FL
8.8 3 reviews
Pensacola, FL
25/06 – 28/06
$1629/nighttotal: $4887 (3 )

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.
Pensacola Home W/ Covered Patio: 1 Mi To Downtown! - Pensacola, FL
10 1 review
Pensacola, FL
01/08 – 07/08
$294/nighttotal: $1764 (6 )

Pensacola Home W/ Covered Patio: 1 Mi To Downtown!

3 4
house , Pensacola
This Pensacola holiday home, situated approximately 1.6km from downtown, offers easy access to the Saenger Theatre, Pensacola Historical Museum, and Historic Pensacola Village.
The 155 square metre property boasts three bedrooms, two bathrooms, sleeping up to 17 guests, and features a fully equipped kitchen, air conditioning, Wi-Fi, a garden, parking, and a washing machine.
Beautiful Home Minutes To The Beach - Game Room - Pensacola, FL
9.6 14 reviews
Pensacola, FL
09/07 – 12/07
$547/nighttotal: $1641 (3 )

Beautiful Home Minutes To The Beach - Game Room

3 7
apartment , Gulf Breeze
This Gulf Breeze holiday home, situated 4.8 kilometres from Pensacola Beach, provides easy access to attractions including Fort Pickens and the Old Quina House Museum.
The 195-square-metre property boasts three bedrooms, two bathrooms, and sleeps eight, featuring a fully equipped kitchen, a game room with shuffleboard and bumper pool, and a private fenced yard – perfect for families and pet owners.
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