Compare Vacation Rentals & Airbnb in Pensacola, FL

1346 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Pensacola, FL vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

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

Relax Rechargepetsnear Dtown & Beachessleeps9 - Pensacola, FL
9.0 27 reviews

Relax Rechargepetsnear Dtown & Beachessleeps9

apartment, Pensacola
This pet-friendly bungalow in Downtown Pensacola offers a short walk to local dining and shopping, with convenient access to beaches and military installations.
This spacious accommodation sleeps up to nine guests and features a full kitchen, air conditioning, Wi-Fi, and parking, making it ideal for families and groups seeking a memorable stay.
Stylish Downtown Home- Short Drive To The Beach - Pensacola, FL
9.9 232 reviews

Stylish Downtown Home- Short Drive To The Beach

apartment, Pensacola
This three-bedroom apartment is situated in Downtown Pensacola, just a short walk from restaurants, cafes, and the lively waterfront, and a 15-minute drive to Pensacola Beach. It boasts excellent user, location, and cleanliness ratings, making it an ideal choice for your stay.
The apartment spans 113 square metres and comfortably accommodates up to seven guests. It features a fully equipped kitchen, a terrace or balcony, a garden, and parking, ensuring a relaxing and enjoyable stay.
The Red Door: Historic Seville & Downtown Venues - Pensacola, FL
10 215 reviews

The Red Door: Historic Seville & Downtown Venues

apartment, Pensacola
This charming three-bedroom home is conveniently located on a quiet street in downtown Pensacola, within a kilometre of popular wedding venues like The Barkley House, The Palafox House, and Old Christ Church. It has received excellent ratings for location, cleanliness, and user experience.
The 186 square metre home offers ample space for up to six guests, with a king-size bed in the master bedroom, twin bunk beds in a separate room, and a queen-size bed upstairs. Guests can enjoy a spacious en-suite bathroom with a clawfoot tub in the master bedroom, as well as a private bunk room adjacent to it, a well-equipped kitchen, a jacuzzi, and a terrace.
Midtown Modern Masterpiece - Pensacola, FL
10 82 reviews

Midtown Modern Masterpiece

apartment, Pensacola
This newly renovated Pensacola townhouse, ideally located five minutes (8km) from Pensacola International Airport and 23km from Pensacola Beach, offers convenient access to key attractions.
Sleeping seven guests, this two-bedroom, two-bathroom property boasts a fully equipped kitchen, dedicated games room with shuffleboard and arcade machine, in-unit laundry, and on-site fitness facilities including an exercise bike; a king-size bed in the master bedroom with private balcony, plus a full-size bed, twin bed, beanbag chair and pull-out sofa in the second bedroom, and a queen-size sofa bed in the living room complete the accommodation.

Best Pensacola, FL vacation rentals with a pool

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

Gulf Side Of Via De Luna Dr |Short Walk To Beach |King Master |Community Pool |Pond View |Balcony - Pensacola, FL
9.0 30 reviews

Gulf Side Of Via De Luna Dr |Short Walk To Beach |King Master |Community Pool |Pond View |Balcony

apartment, Oriole Beach
This three-bedroom, two-bathroom apartment is located on the Gulf side of Via De Luna Drive in Pensacola Beach, a short walk from the beach and close to attractions such as Tiger Point Golf and Country Club.
The 102-square-metre (1100 square foot) property offers a spacious layout accommodating six guests, featuring a fully equipped kitchen, private balcony with sunset views, swimming pool access, Wi-Fi, and covered parking, making it ideal for families.
Luxury Heated Pool Home 8beds 2.5ba 15min To Beach - Pensacola, FL
9.9 66 reviews

Luxury Heated Pool Home 8beds 2.5ba 15min To Beach

apartment, Pensacola
This luxurious Pensacola holiday home is located in the Sanders Beach neighbourhood, a short walk from local restaurants, a brewery, and a small beach, and within 3km of Wahoo Stadium and Palafox Street.
The four-bedroom, two-bathroom property sleeps up to 13 guests and boasts a heated swimming pool, fully equipped kitchen, multiple HD TVs, and fitness equipment; nearby attractions include Pensacola Beach (14km away) and Joe Patti's Fish Market (a 10-minute walk).
My Paradise - Pensacola, FL
10 4 reviews

My Paradise

apartment, Ferry Pass
This spacious 4-bedroom, 2-bathroom flat is situated in Ferry Pass, Pensacola, a 5-minute drive from the airport and approximately 40 kilometres from Pensacola Beach.
This apartment offers a private pool, hot tub, outdoor entertainment area with a projector, fully equipped kitchen, and complimentary beach gear, ideal for a relaxing stay with up to 8 guests.
Hot Tub/ Pool Relaxing Getaway - Pensacola, FL
9.9 116 reviews

Hot Tub/ Pool Relaxing Getaway

apartment, Pensacola
This Pensacola holiday home boasts a peaceful location between the bayou and bluffs, a short distance (the exact measurement is not specified) from Exchange Park and within easy reach of Pensacola Beach and the historic downtown area.
Sleeping up to eight guests in four bedrooms and two bathrooms, this property offers a large private garden with a swimming pool, hot tub, and barbecue facilities; family-friendly amenities include board games and pool toys.

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.

Popular destinations

Best Pensacola, FL vacation rentals with a balcony

The Gilded Lady-king Bed Suite W/ Private Balcony - Pensacola, FL
10 1 review

The Gilded Lady-king Bed Suite W/ Private Balcony

apartment, Pensacola
This apartment is located in Pensacola's historic North Hill district, a short distance from downtown attractions and approximately 24 kilometres from Pensacola Beach.
This 41 square metre suite within an 1880s Victorian home offers 1 bedroom for up to 2 guests, featuring a kitchenette with a fridge and microwave, air conditioning, a balcony, and garden access, with nearby opportunities for fishing and cycling.
Quiet. Private. Perfect. Courtyard Suite For Two - Pensacola, FL
9.9 232 reviews

Quiet. Private. Perfect. Courtyard Suite For Two

B&B, 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.
The Clifford House A Gem - Pensacola, FL
No reviews

The Clifford House A Gem

apartment, Pensacola
This South Pensacola holiday home is conveniently located 1.9km from Pensacola's city centre, 3.7km from the Pensacola Blue Wahoos stadium, and 16km from Pensacola Beach.
The three-bedroom property, sleeping up to nine guests, boasts a fully equipped kitchen, private parking, air conditioning, a balcony, and Wi-Fi; nearby attractions include the T.T. Wentworth Jr. Florida State Museum and Pensacola Historical Museum.
Beach Home With Wraparound Deck & Path To Sand - Pensacola, FL
9.9 274 reviews

Beach Home With Wraparound Deck & Path To Sand

apartment, Oriole Beach
This family-friendly holiday home is located just 3 kilometres from the beautiful Pensacola Beach Beaches and Opal Beach, offering easy access to the sand and surf. The property has received excellent ratings for location, cleanliness and user experience.
The house has 3 bedrooms and 2 bathrooms, covering 135 square metres of space. It offers a range of amenities, including a swimming pool, a spa, a garden, a terrace, and a fully equipped kitchen.

Best Pensacola, FL vacation rentals with parking

Downtown Duplex W/ Fire Pit: 1 Mi To Waterfront - Pensacola, FL
10 1 review

Downtown Duplex W/ Fire Pit: 1 Mi To Waterfront

house, Pensacola
The Retreat on Wright, a Pensacola holiday home, is conveniently located 1.9km from Historic Pensacola Village, 3.5km from Wayside Park, and offers easy access to Pensacola Regional Airport (9.9km).
This three-bedroom, two-bathroom property boasts 200 square metres of floor space, sleeps up to 11 guests, and includes a fully equipped kitchen, Wi-Fi, air conditioning, private parking, and a garden.
East Hill - Bayview Park Private Carriage House - Pensacola, FL
10 222 reviews

East Hill - Bayview Park Private Carriage House

house, Pensacola
Maggie's Carriage House, a stylishly decorated self-catering property in Pensacola's East Hill neighbourhood, is situated one block from Bayview Park, 1.6km from a Publix supermarket, and within a 5-10 minute drive of Pensacola city centre and 10-15 minutes from the beach.
This one-bedroom, one-bathroom guesthouse sleeps two, features a king-size bed, full kitchen with appliances (including a dishwasher), washer/dryer, and private parking; nearby attractions include shops and restaurants on 12th Avenue and Palafox Street.
Octopus Cottage - Pensacola, FL
10 89 reviews

Octopus Cottage

apartment, Pensacola
This Pensacola cottage, located blocks from Wahoo's Stadium and minutes from Pensacola Beach, offers easy access to restaurants and Naval Air Station Pensacola.
Sleeping up to three guests, this self-catering property features one bedroom, one bathroom, a fully equipped kitchen with an ice maker, laundry facilities, and a private outdoor area; off-street parking is provided.
Coastal Cottage In ️ Of Dt Pensacola ~10 Min Walk - Pensacola, FL
9.8 192 reviews

Coastal Cottage In ️ Of Dt Pensacola ~10 Min Walk

apartment, Pensacola
PensaCoastal Cottage is located in downtown Pensacola, just 0.7 kilometres from the bayfront, Blue Wahoos Stadium, shops, restaurants, and parks, offering easy access to the area's attractions. The cottage has received excellent ratings for location, cleanliness, and overall experience, making it a popular choice for travellers.
This three-bedroom, two-bathroom cottage comfortably accommodates six guests. The property features a fully equipped kitchen, a relaxing main bedroom with a king-size bed and en-suite bathroom, a shaded front porch, and a garden. Guests can enjoy high-speed Wi-Fi, two smart TVs, beach necessities, games, puzzles, and books, as well as seasonal fireworks from Blue Wahoos Stadium on Friday evenings.
©2026 cozycozy.com