Vacation Rentals in Pensacola, FL

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Pensacola, FL vacation rentals
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1914 Vacation rentals and Airbnb in Pensacola, FL

Best family friendly Pensacola, FL vacation rentals

Among the 1914 accommodations in Pensacola, FL, here are the 4 best family friendly rentals

The Blue Pearl6min To Downtown - Pensacola, FL
9.2 7 reviews

The Blue Pearl6min To Downtown

apartment, Pensacola
This three-bedroom house in Southeast Pensacola is conveniently located within a 15-minute walk of the Delmar and Palafox Shopping Centres and less than two miles from Baptist Health Care and Baptist Medical Group. It has received excellent user ratings and is a great choice for families or groups. This property can accommodate up to eight guests and features a fully equipped kitchen, a garden, and a washing machine and dryer. Guests can enjoy the convenience of internet access, air conditioning, and a designated parking space.
Happy Place - Pensacola, FL
10 20 reviews

Happy Place

apartment, Pensacola
This Pensacola flat is centrally located in a peaceful district, offering quick access to downtown, shopping centres, restaurants, and Pensacola Beach, all within a few kilometres.
This family-friendly flat accommodates up to six guests and features air conditioning, a garden, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, making it ideal for those seeking convenience and comfort.
Sun & City Gem: The Perfect Hub For Downtown Vibes & Beach Escapes - Pensacola, FL
10 2 reviews

Sun & City Gem: The Perfect Hub For Downtown Vibes & Beach Escapes

apartment, West Pensacola
This West Pensacola dwelling offers convenient access, situated 7 minutes from downtown Pensacola and approximately 16 kilometres from Pensacola Beach, with Perdido Key State Park also nearby.
This three-bedroom house accommodates up to eight guests, featuring a brand-new kitchen with quartz countertops, a flexible bonus room with an en-suite bathroom, and a spacious garden with a covered porch, ideal for families and those visiting NAS Pensacola.
Downtown+pyc Close, 2 Home Luxe Property - Pensacola, FL
10 12 reviews

Downtown+pyc Close, 2 Home Luxe Property

apartment, Pensacola
This Pensacola dwelling offers a prime location, just a short walk to the bay and yacht club, with downtown Pensacola, Wahoo Stadium, and various eateries a mere 5-minute drive away.
This spacious 5-bedroom, 4-bathroom flat accommodates up to 15 guests and features a dedicated game room, a sun deck with bay views, a covered lanai with a fire pit, and a detached 2-bedroom apartment, with a garden and fitness centre available.

Best Pensacola, FL vacation rentals with a pool

Among the 1914 accommodations in Pensacola, FL, here are the 4 best rentals with a pool

No Bad Days: Boat Dock | Private Pool | Game Room - Pensacola, FL
9.7 6 reviews

No Bad Days: Boat Dock | Private Pool | Game Room

apartment, Gulf Breeze
This canal-front holiday home in Gulf Breeze is a short walk from Peg Leg Pete's restaurant and the beach.
This spacious 6-bedroom, 4-bathroom property accommodates up to 16 guests, offering a private pool with canal views, a game room, and a canal-front backyard with a dock, ideal for fishing and boating.
Beach Retreat With Rooftop Views - Pensacola, FL
9.9 70 reviews

Beach Retreat With Rooftop Views

apartment, Oriole Beach
This Pensacola Beach holiday home enjoys an unparalleled beachfront location in the exclusive Oriole Beach gated community, offering direct access to both the Gulf and Sound beaches and is minutes from the Pensacola Beach boardwalk and shops.
Sleeping up to 16 guests, this five-bedroom, five-bathroom property boasts a chef's kitchen, game room with arcade and Xbox 360, rooftop deck, private dock with fish cleaning station, elevator access, and abundant beach equipment including chairs, umbrellas, and a wagon.
North Hill Area Of Pensacola - Pensacola, FL
9.1 59 reviews

North Hill Area Of Pensacola

apartment, Pensacola
This Pensacola holiday home is situated a few kilometres north of Pensacola's city centre, offering easy access to Pensacola Beach (approximately a 24km drive).
Sleeping six guests, this three-bedroom, two-bathroom property boasts a swimming pool, garden, parking, and air conditioning, plus a microwave oven in its kitchen; it's ideally located for exploring Fort Pickens and the Pensacola Historic District.
Villas On The Gulf Unit M8 - Pensacola, FL
9.0 298 reviews

Villas On The Gulf Unit M8

house, Oriole Beach
Villas on the Gulf unit M5 is located in Pensacola Beach, 3.5km from the Pensacola Beach Gulf Pier and 6.1km from Gulf Islands, offering a peaceful setting close to attractions. This property has received excellent ratings for user experience, location and cleanliness.
The house features a fully equipped kitchen, a private terrace, and access to a swimming pool, spa, and fitness centre. Guests can enjoy free Wi-Fi, cable TV, and on-site parking.

Frequently asked questions about holiday rentals in Pensacola, FL

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

    You'll want to book your vacation rental well in advance, especially if you're travelling during peak season, which is from April to October. But even during the off-season, it's always a good idea to book early.
  • What are the best Airbnb and vacation rentals in Pensacola, FL?

    Portofino Tower 3 Unit 1601, Sans Souci Unit 706 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.

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

    The Pensacola Seafood Festival is a must-do in October, and if you're here in the spring, the Pensacola Beach Air Show is a spectacular event. Keep an eye out for local events in the area, there's always something going on.
  • What are the most popular Airbnbs in Pensacola, FL?

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

    A walk along the Pensacola Baywalk is a great free activity, and you can enjoy a picnic at one of the many parks along the waterfront. The Pensacola Beach is also a great option for a budget-friendly day out.
  • What are the best vacation rentals with a pool in Pensacola, FL?

  • What are the best restaurants with local dishes in Pensacola, FL?

    For a taste of the local seafood, head to The Fish House, they have a fantastic menu. If you're looking for something more casual, try Peg Leg Pete's, it's a classic Pensacola eatery.
  • What are the best rentals for families and kids in Pensacola, FL?

  • What are the best walking or cycling routes in Pensacola, FL?

    The Pensacola Baywalk is a great option for a leisurely stroll, and the scenic route along the Gulf Islands National Seashore is perfect for a bike ride. You can also find plenty of trails in the area for hiking and biking.
  • What are the best rentals or Airbnbs with a jacuzzi in Pensacola, FL?

  • Are there pet-friendly attractions in Pensacola, FL?

    The Pensacola Beach is dog-friendly, and many restaurants and shops in the area welcome furry friends. The Gulf Islands National Seashore is also a great place to explore with your pet.
  • What are the benefits of choosing a vacation rental in Pensacola, FL?

    Vacation rentals offer more space and privacy than a hotel, and they can be a great option for families or groups. Many rentals also come with amenities like kitchens and laundry facilities, which can save you money on dining out.
  • What are the top sports attractions and facilities in Pensacola, FL?

    Pensacola is home to the Pensacola Blue Wahoos, a minor league baseball team, and the Pensacola Ice Flyers, a professional hockey team. There are also numerous golf courses and tennis courts in the area.

Popular destinations

Best Pensacola, FL holiday rentals with a balcony

Waterfront Retreat W/ Outdoor Oasis In Pensacola - Pensacola, FL
No reviews

Waterfront Retreat W/ Outdoor Oasis In Pensacola

house, West Pensacola
This West Pensacola waterfront property, situated approximately 6.4-8 kilometres from attractions such as the Saenger Theatre and the Pensacola Historical Museum, offers stunning views and easy access to local landmarks.
This spacious 418-square-metre holiday home boasts four bedrooms, five bathrooms, and sleeps up to 19 guests, featuring a fully equipped kitchen, on-site bar, free Wi-Fi, and a garden.
Kelley House - Pensacola, FL
9.2 84 reviews

Kelley House

studio, Pensacola
This Pensacola studio apartment, the Kelley House, is conveniently located near downtown, within 1.6 to 2.4 kilometres of the T.T. Wentworth Jr. Florida State Museum, Wayside Park, and the Pensacola Visitor Information Centre.
The self-catering apartment sleeps three, boasting a terrace, garden, free Wi-Fi, free bikes, and parking, plus a fridge, microwave, and dishwasher; nearby attractions include the Saenger Theatre and Historic Pensacola Village.
Searenity-close To Downtown, Monthly`s Available - Pensacola, FL
No reviews

Searenity-close To Downtown, Monthly`s Available

apartment, Pensacola
This apartment is situated in South Pensacola, a mere 3-minute drive from the Saenger Theatre and the Blue Wahoos Stadium, offering convenient access to local attractions.
This 165 square meter flat accommodates up to 8 guests, featuring 1 bedroom, 3 bathrooms, a fully equipped kitchen with a fridge and microwave, air conditioning, Wi-Fi, and on-site parking, alongside a garden and balcony for outdoor enjoyment.
Beautiful Family Home Near Airport, I-10, Shopping - Pensacola, FL
9.2 14 reviews

Beautiful Family Home Near Airport, I-10, Shopping

house, Ferry Pass
This five-bedroom house is situated in Pensacola, just a short distance from the airport and Interstate 10, offering easy access to the area and beyond. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The property provides ample space for families or groups, with two bathrooms and a fully equipped kitchen including a dishwasher. Guests can enjoy a range of amenities, including a private balcony, barbecue facilities, a Jacuzzi, a tennis court, and a garden, as well as free parking and Wi-Fi.

Best Pensacola, FL holiday rentals with parking

East Hill - Bayview Park Private Carriage House - Pensacola, FL
10 229 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.
Perfect Secret Downtown Suite | Multiday Discounts - Pensacola, FL
9.8 263 reviews

Perfect Secret Downtown Suite | Multiday Discounts

apartment, Pensacola
This downtown Pensacola studio flat is ideally situated near Palafox and Garden Streets, offering easy walking access to attractions such as Vinyl Music Hall, Seville Quarter, and the Saenger Theatre.
Sleeping up to four guests in one king and one queen-size bed, this self-catering apartment boasts a full kitchen, coffee bar, patio access, and nearby parking at the Jefferson Street garage (approximately 0.8 km away), plus organic sheets and complimentary continental breakfast items.
Charming Guesthouse @ Live Oaks On The Bayou - Pensacola, FL
9.8 299 reviews

Charming Guesthouse @ Live Oaks On The Bayou

house, Pensacola
This charming cottage is located in Southeast Pensacola, just a short distance from Bayview Dog Beach Park, the Pensacola Visitor Information Center, and Veterans Memorial Park, offering a peaceful escape from the city centre. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
This one-bedroom cottage spans 62 square metres and comfortably accommodates two guests. It boasts a well-equipped kitchen, a relaxing Jacuzzi, a private garden, and a spacious terrace, perfect for enjoying the Florida sunshine.
Walk To Downtown Restaurants, Markets & Events. 15 Min Drive To Pensacola Beach! - Pensacola, FL
9.4 28 reviews

Walk To Downtown Restaurants, Markets & Events. 15 Min Drive To Pensacola Beach!

apartment, Pensacola
This three-bedroom house is conveniently located in Downtown Pensacola, within a mile of the Civil War Soldiers Museum and Pensacola Bay Center. The property has received very good user ratings, indicating a comfortable and enjoyable stay.
The 139 square metre house can accommodate up to 10 guests and features a fully equipped kitchen, a spa tub, a terrace, and a garden. Guests can also enjoy free Wi-Fi, air conditioning, and parking.
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