Holiday Rentals in Pensacola, FL

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Pensacola, FL holiday rentals
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Best Holiday rentals and Airbnb offers in Pensacola, FL

Best family friendly Pensacola, FL holiday rentals

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

Near Everything House - Pensacola, FL
8.9 104 reviews

Near Everything House

apartment, Pensacola
This holiday home is located in Southeast Pensacola, just a 2.4-kilometre walk from Pintado Park, Cordova Mall, and Roger Scott Athletic Complex. It is also less than 1.6 kilometres from Pensacola State College and Ascension Sacred Heart Pensacola, making it a convenient choice for families visiting students or those needing medical care. The property has consistently received very good ratings for user experience, location, and cleanliness.
The three-bedroom property spans 177 square metres and comfortably accommodates up to six guests. It boasts a fully equipped kitchen, a private garden with barbecue facilities, a swimming pool, a spa, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Sea-bound Str - Pensacola, FL
10 9 reviews

Sea-bound Str

house, Pensacola
This holiday home in Pensacola is a 19-minute walk from the Saenger Theatre and 1.9 kilometres from the TT Wentworth Jr. Florida State Museum, Historic Pensacola Village, and Pensacola Historical Museum.
This air-conditioned cottage offers 147 square metres of living space with 3 bedrooms, 2 bathrooms, a fully equipped kitchen, a balcony, a sun terrace, an outdoor swimming pool, complimentary Wi-Fi, and free private parking for up to 13 guests.
Private Pensacola Beach Getaway W/ Infrared Sauna! - Pensacola, FL
9.1 45 reviews

Private Pensacola Beach Getaway W/ Infrared Sauna!

apartment, Pensacola
This four-bedroom home is situated in a peaceful and private area of Pensacola, just a few kilometres from the Pensacola International Airport, HCA Hospital, and Pensacola State College. The property has received excellent ratings for location, cleanliness, and overall user experience.
The 277 square metre apartment can accommodate up to 10 guests and features a traditional layout with a fully equipped kitchen, dining area, dedicated workspace, and a living room with a large TV. Guests can enjoy a spacious outdoor patio, a fenced-in backyard, a fire pit, a BBQ grill, on-site parking, a sauna, a dart board, and a sunroom.
The Bright Bungalow-walk To Downtown! Fenced Yard! - Pensacola, FL
9.9 72 reviews

The Bright Bungalow-walk To Downtown! Fenced Yard!

apartment, Pensacola
This three-bedroom Pensacola holiday home enjoys a prime downtown location, a short walk from Palafox Street and Pensacola Blue Wahoos Stadium, with Pensacola Beach approximately 24km away.
The property offers a fully equipped kitchen, spacious living area with 58" Smart TV, two queen-sized bedrooms with 40" Smart TVs, a master bedroom with en-suite, a fenced backyard with deck, two driveway parking spaces, plus sleeps five and includes beach essentials for guests' use.

Best Pensacola, FL holiday rentals with a pool

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

Coastal Comfort~3 Br Home W/pool~sleeps 9~near Pensacola Beach - Pensacola, FL
9.6 4 reviews

Coastal Comfort~3 Br Home W/pool~sleeps 9~near Pensacola Beach

apartment, Gulf Breeze
This Gulf Breeze apartment, situated minutes from Pensacola Beach and close to the Barkley House and Destination Archaeology Resource Centre, offers convenient access to local attractions.
Sleeping up to nine guests, this four-bedroom, two-bathroom property boasts a private pool, backyard, fully equipped kitchen, game room, and master suite with en-suite bathroom, making it ideal for families or groups visiting the Pensacola Bay area.
Over The Hill By The Bayou, - Pensacola, FL
9.7 3 reviews

Over The Hill By The Bayou,

house, Pensacola
Over The Hill By The Bayou is a detached house located in a quiet area of Pensacola, 2.6 kilometres from Bayview Dog Beach and Wayside Park, and 5.3 kilometres from the Pensacola Historical Museum and Historic Pensacola Village.
This property accommodates up to 11 guests with two bathrooms, a fully equipped kitchen, complimentary high-speed Wi-Fi, and private parking, plus a private swimming pool for exclusive use.
Daily Beach Chairs! 1b Gulf Front Condo - Pensacola, FL
9.1 83 reviews

Daily Beach Chairs! 1b Gulf Front Condo

apartment, Gulf Breeze
This Gulf-front apartment is situated within the Beach Club resort, offering direct access to the beach in Gulf Breeze. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment spans 72 square metres and accommodates up to two guests in one bedroom and one bathroom. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, fitness centre, and a private balcony with stunning Gulf views.
Huge Private Pool & Yard |Backyard Beach Barbecue |Fenced |Dogs Ok |Hammock |Fire Pit |Game Room - Pensacola, FL
9.2 35 reviews

Huge Private Pool & Yard |Backyard Beach Barbecue |Fenced |Dogs Ok |Hammock |Fire Pit |Game Room

apartment, Ferry Pass
This spacious apartment is situated in the Whisper Way neighbourhood of Northeast Pensacola, just 5 kilometres from Interstate 10 and a short drive from Pensacola Beach, the airport, and downtown Pensacola. It has received excellent user ratings and is perfect for families and groups.
The property has 4 bedrooms and 3 bathrooms, covering 298 square metres and accommodating up to 10 guests. It offers a private pool, a large garden, a games room, a fully equipped kitchen, and ample parking space.

Frequently asked questions about holiday rentals in Pensacola, FL

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

    You definitely shouldn't miss the National Naval Aviation Museum, it's a must-see for anyone interested in aviation history. Also, take a walk along the Pensacola Beach boardwalk for stunning views of the Gulf of Mexico.
  • What are the best Airbnb and vacation rentals in Pensacola, FL?

    Portofino Tower 3 Unit 1601, Sans Souci Unit 705 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?

    The historic district, known as Seville Square, is a great option for a vacation rental. It's full of charming Victorian houses and is close to lots of restaurants and shops.
  • What are the most popular Airbnbs in Pensacola, FL?

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

    The Pensacola Beach Gulf Breeze Zoo is a popular choice, and the National Museum of Naval Aviation also has a great kids' area. For a fun day out, check out the Gulf Breeze Water Park, it has slides and pools for all ages.
  • 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 peak season is during the summer months, so if you're looking for the best deals, book your rental in the spring or autumn. You'll still have great weather and fewer crowds.
  • What are the best rentals for families and kids in Pensacola, FL?

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

    A walk along the Pensacola Beach boardwalk is free and offers stunning views. You can also visit the historic Fort Barrancas, which is part of the Gulf Islands National Seashore and has free entry.
  • What are the best rentals or Airbnbs with a jacuzzi in Pensacola, FL?

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

    For fresh seafood, try The Fish House, it's a local favourite. If you're after something more casual, Peg Leg Pete's on Pensacola Beach serves up delicious seafood platters.
  • What are the best walking or cycling routes in Pensacola, FL?

    The Bay Bluffs Trail is a beautiful 10km paved trail that follows the Pensacola Bay. For a more challenging ride, try the 30km loop around the Naval Air Station.
  • Are there pet-friendly attractions in Pensacola, FL?

    Yes, many beaches in Pensacola allow dogs, including Casino Beach and Gulf Breeze. The Gulf Islands National Seashore also welcomes pets on its trails.
  • What are the benefits of choosing a vacation rental in Pensacola, FL?

    Vacation rentals offer more space and privacy compared to hotels. They often come with kitchens, so you can save money by cooking some of your meals. They also offer a more home-like experience.
  • 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. The Pensacola Ice Flyers, a minor league hockey team, play at the Pensacola Bay Center.

Popular destinations

Best Pensacola, FL holiday rentals with a balcony

Charming Getaway | 12 Minutes To Beach - Pensacola, FL
9.6 13 reviews

Charming Getaway | 12 Minutes To Beach

cottage, Pensacola
This Pensacola cottage is situated in Southeast Pensacola, less than 1.6km from Naval Live Oaks Reservation and Pensacola Bay Center, also close to Lions Park and Palafox Shopping Centre.
This self-catering holiday home boasts a 63 square metre floor area, one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, laundry facilities, a terrace, garden, and parking.
6 Mi To Dtwn Pensacola: Family-friendly Gem! - Pensacola, FL
10 1 review

6 Mi To Dtwn Pensacola: Family-friendly Gem!

house, Pensacola
This family-friendly holiday home in Pensacola is situated 3.06 kilometres from Roger Scott Athletic Complex and 6.44 kilometres from downtown Pensacola, with Pensacola Regional Airport just 0.97 kilometres away.
This spacious 139 square metre abode accommodates up to 11 guests across three bedrooms and two bathrooms, featuring a fully equipped kitchen, complimentary WiFi, air conditioning, and private parking.
Charming Cottage With Deck And Bayou View - Quaint Retreat - Pensacola, FL
No reviews

Charming Cottage With Deck And Bayou View - Quaint Retreat

house, Pensacola
This holiday let is located in the East Pensacola Heights district, offering waterfront views of Bayou Texar and is within 5 kilometres of Downtown Pensacola and Pensacola Beach.
This one-bedroom, one-bathroom flat accommodates two guests and provides free WiFi, air conditioning, a kitchen with a fridge and microwave, and a designated parking space.
Casa Brisa - 3br - Downtown Pensacola - Pool - Near Nas - Pensacola, FL
10 2 reviews

Casa Brisa - 3br - Downtown Pensacola - Pool - Near Nas

apartment, Pensacola
This downtown Pensacola dwelling is located just over 1.6 kilometres from the Saenger Theatre and the TT Wentworth Jr. Florida State Museum, with Pensacola Regional Airport 9.9 kilometres away.
This spacious 3-bedroom maisonette, accommodating up to 12 guests, offers 125 square metres of living space with a private pool, kitchen facilities, air conditioning, and complimentary Wi-Fi and parking.

Best Pensacola, FL holiday rentals with parking

Octopus Cottage - Pensacola, FL
10 95 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.
Beach Vibes On Downtowns Side - Pensacola, FL
10 278 reviews

Beach Vibes On Downtowns Side

apartment, Pensacola
This eco-friendly Pensacola yacht is situated on a quiet street near the city centre, offering convenient access to Pensacola Beach and Perdido Key, as well as attractions such as Wahoos Stadium and Joe Patti's Seafood.
The self-catering vessel boasts a private bedroom with a California King-size bed, a bathroom with a walk-in shower, a fully equipped kitchen including a dishwasher, and a private patio with a barbecue; sleeping up to two guests.
Brownsville's Bungalow - Pensacola, FL
9.8 53 reviews

Brownsville's Bungalow

apartment, Pensacola
This Pensacola craftsman bungalow, situated 5km from Pensacola Naval Air Station, 5km from the city centre and 13km from Pensacola Beach, offers convenient access to key attractions.
The 2-bedroom, 1-bathroom house sleeps four guests, features Brazilian Walnut hardwood floors, a fully equipped kitchen with dishwasher, and a natural gas fireplace; pets are welcome.
Charming Artist's Nook - 1-bed Condo With Wifi, Ac. Close To Beach And Shopping - Pensacola, FL
9.4 29 reviews

Charming Artist's Nook - 1-bed Condo With Wifi, Ac. Close To Beach And Shopping

apartment, Ferry Pass
This Ferry Pass apartment, near shops and a short drive or bus ride from the beach, offers convenient access to Pensacola attractions such as the Old Quina House Museum and Saenger Theatre.
The one-bedroom, one-bathroom flat sleeps three, boasting a fully equipped kitchen with Samsung appliances, a private terrace, in-unit gym equipment, and access to a swimming pool, spa, and on-site parking.
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