Pensacola, FL vacation rentalscozycozy

Compare Vacation Rentals & Airbnb in Pensacola, FL

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1914 Rentals and Airbnb in Pensacola, FL

Charming Guesthouse @ Live Oaks On The Bayou - Pensacola, FL
9.8 300 reviews
Pensacola, FL
2 1
$192/nighttotal: $768 (4 )

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.
Sunshine House - Pensacola, FL
10 19 reviews
Pensacola, FL
2 4
$171/nighttotal: $5130 (30 )

Sunshine House

apartment - Pensacola
This Pensacola flat provides excellent access to the city centre and I-110 within a 7-minute drive, with Pensacola Beach and Corey Station/Naval Air Station Pensacola also reachable in 15 and 7 minutes respectively.
This spacious accommodation, suitable for up to eight guests, features air conditioning, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, and two bathrooms, with the potential for hosting events subject to host approval.
Single-family Home Downtown Pensacola Cottage 3-bedroom With Fenced-in Back Yard - Pensacola, FL
10 152 reviews
Pensacola, FL
2 3
$219/nighttotal: $6570 (30 )

Single-family Home Downtown Pensacola Cottage 3-bedroom With Fenced-in Back Yard

apartment - Pensacola
This modern three-bedroom cottage is located in downtown Pensacola, just a short walk from Historic Palafox Street and the Wahoo's baseball stadium, and an eight-mile drive from Pensacola Beach. It has received excellent user ratings and is a great choice for families or groups of up to four people.
The 116 square metre cottage offers a spacious and comfortable living space, with a large patio and a front porch for relaxing. The fully equipped kitchen, private parking, fenced-in backyard, laundry room, and access to a spa make this cottage a great choice for those looking for a relaxing and convenient stay.
Comfy, Stylish Mid-mod * Close To Downtown* - Pensacola, FL
9.7 135 reviews
Pensacola, FL
3 2
$298/nighttotal: $596 (2 )

Comfy, Stylish Mid-mod * Close To Downtown*

apartment - Pensacola
This mid-century modern house in a family-friendly Pensacola neighbourhood is conveniently located 8km from Pensacola's city centre and 24km from Pensacola Beach.
The two-bedroom, two-bathroom property sleeps four guests and boasts a fully equipped kitchen, in-unit laundry, fast Wi-Fi, Smart TVs with streaming services, and off-street parking, plus nearby playground access.
1 Bed Remodeled House On G St - Pensacola, FL
9.2 18 reviews
Pensacola, FL
1 1
$116/nighttotal: $5104 (44 )

1 Bed Remodeled House On G St

apartment - Pensacola
This fully remodelled one-bedroom house is situated 2.1 km from Pensacola's city centre, 15.3 km from Pensacola Beach, and 2.9 km from the Pensacola Bay Center.
The property, sleeping two guests, boasts a fully equipped kitchen with stainless steel appliances, air conditioning, parking, and internet access; nearby attractions include shops, restaurants, and the Pensacola Bay Center.
Pensacola Near It All-4br, Heated Pool, Hot Tub - Pensacola, FL
9.9 113 reviews
Pensacola, FL
8 4
$519/nighttotal: $3633 (7 )

Pensacola Near It All-4br, Heated Pool, Hot Tub

apartment - Pensacola
This spacious house is situated in a quiet neighbourhood in Pensacola, just 15 kilometres from the beach and 5 kilometres from the bluffs beach, making it ideal for exploring the area. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The home comfortably accommodates up to eight guests in its four bedrooms and two bathrooms. It features a fully equipped kitchen, a private backyard with a swimming pool, a hot tub, and a range of activities for all ages, including a playroom, a kids' hideaway, and a large swing.
St. John's House - Pensacola, FL
9.9 74 reviews
Pensacola, FL
4 2
$277/nighttotal: $554 (2 )

St. John's House

apartment - Pensacola
Saint John's House, a two-bedroom, two-bathroom property in Pensacola, Florida, is located near a city park with a splash pad and playground, less than 0.5 km from Pensacola Bayfront Stadium and a short drive (exact distance unspecified) from Pensacola Beach and Pensacola International Airport.
This Pensacola holiday home sleeps eight guests and offers air conditioning, parking, and a fully equipped kitchen; nearby attractions include the Pensacola Children's Museum and the National Naval Aviation Museum (distances unspecified).
Lone Oak House - Pensacola, FL
9.8 109 reviews
Pensacola, FL
3 3
$383/nighttotal: $11490 (30 )

Lone Oak House

house - Pensacola
Lone Oak House is situated in Pensacola, within easy walking distance of the Saenger Theatre and TT Wentworth Jr. Florida State Museum, offering a convenient base for exploring the city's attractions. The house is highly rated, with excellent user, location, and cleanliness scores.
This 3-bedroom property can comfortably accommodate up to 8 guests and boasts a spacious 136 square metres of floor area. Lone Oak House provides a fully equipped kitchen, a terrace, a garden, and parking, as well as air conditioning, Wi-Fi, and a washing machine, making it perfect for a comfortable and enjoyable stay.
The Heron: Peaceful East Hill Escape - Pensacola, FL
9.9 95 reviews
Pensacola, FL
2 1
$261/nighttotal: $522 (2 )

The Heron: Peaceful East Hill Escape

apartment - Pensacola
This Pensacola villa, situated in East Hill a short distance from 12th Avenue, enjoys a secluded 1.6-acre setting near Pensacola International Airport and is a 24km drive from Pensacola Beach.
The one-bedroom, one-bathroom property sleeps four guests and boasts a fully equipped kitchen with high-end appliances, a modern interior ideal for social media content creation, plus access to shared outdoor spaces including a BBQ and fire pit.
Stylish Dog-friendly Townhome With Firepit & Enclosed Yard - Blocks To Downtown - Pensacola, FL
9.8 4 reviews
Pensacola, FL
3 2
$311/nighttotal: $9330 (30 )

Stylish Dog-friendly Townhome With Firepit & Enclosed Yard - Blocks To Downtown

house - Pensacola
This dog-friendly townhome is located just blocks from downtown Pensacola, a 15-minute walk to the Saenger Theatre and close to historical sites such as the TT Wentworth Jr. Florida State Museum.
This property offers 120 square meters of living space, air conditioning, free WiFi, a fully equipped kitchen, and accommodation for up to 9 guests, with a private patio and an enclosed garden ideal for pets.
Stylish Downtown Home- Short Drive To The Beach - Pensacola, FL
9.9 240 reviews
Pensacola, FL
7 3
$458/nighttotal: $1374 (3 )

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.
1950s East Hill Carriage House - Pensacola, FL
9.9 220 reviews
Pensacola, FL
2 1
$177/nighttotal: $1239 (7 )

1950s East Hill Carriage House

house - Pensacola
This Pensacola studio apartment, situated in the East Hill neighbourhood, is a short drive (approximately 2-3 km) from Bayview Park and 12th Avenue's restaurants and bars, offering easy access to Pensacola Beach (around 10-15km).
The self-contained property features a kitchenette, walk-in shower, private porch with panoramic views, and accommodates two guests, perfect for couples seeking a base to explore Pensacola's attractions including Vinyl Music Hall and the Saenger Theatre.

Best family friendly Pensacola, FL vacation rentals

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

Coastal Boho, Spacious, Central, Lots Of Amenities - Pensacola, FL
10 81 reviews
Pensacola, FL
3 3
$392/nighttotal: $784 (2 )

Coastal Boho, Spacious, Central, Lots Of Amenities

apartment - Brent
This spacious Brent house, near Pensacola, Florida, offers easy access to I-10 and I-110, being 11.6km from downtown Pensacola and 40km from Pensacola Beach.
The three-bedroom, two-bathroom property sleeps eight, boasting a fully equipped kitchen, fitness centre, garden, and pet-friendly fenced patios, plus family amenities including a highchair and travel cot.
Cheerful 3br Close To Downtown + Double Balcony - Pensacola, FL
9.2 4 reviews
Pensacola, FL
3 3
$424/nighttotal: $12720 (30 )

Cheerful 3br Close To Downtown + Double Balcony

house - Pensacola
This Pensacola holiday home is situated 1.6km from the Saenger Theatre and within a short drive of the TT Wentworth Jr. Florida State Museum and Pensacola Historical Museum.
The 145 square metre property boasts three bedrooms, three bathrooms, sleeping up to eleven guests, and features a fully equipped kitchen, free Wi-Fi, and two balconies; free private parking is also available.
Yonge Street Relaxing Downtown Cottage - Pensacola, FL
Pensacola, FL
4 3
$290/nighttotal: $1160 (4 )

Yonge Street Relaxing Downtown Cottage

apartment - Pensacola
Yonge Street Relaxing Downtown Cottage is situated in southeast Pensacola, offering convenient access to attractions such as the Lavalle House and Historic Pensacola Village, with shopping centres and sports venues also nearby, though precise distances are not specified.
This three-bedroom, two-bathroom holiday home boasts 90 square metres of floor space, sleeping up to six guests and featuring a fully equipped kitchen, garden, spa, and parking; water sports activities such as jet skiing, diving, and snorkelling are easily accessible.
Private Paradise Pool & Arcade! - Pensacola, FL
10 75 reviews
Pensacola, FL
4 3
$543/nighttotal: $1086 (2 )

Private Paradise Pool & Arcade!

apartment - Pensacola
This apartment is located in a quiet residential neighbourhood, just 5km from Pensacola Airport and 20km from Pensacola Beach. It enjoys excellent ratings for location, cleanliness, and user experience.
The property offers three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy a private swimming pool, a fully equipped kitchen, a home theatre, arcade games, and a workspace, perfect for a family getaway.

Best Pensacola, FL vacation rentals with a pool

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

Hot Tub/ Pool Relaxing Getaway - Pensacola, FL
9.9 117 reviews
Pensacola, FL
6 4
$826/nighttotal: $3304 (4 )

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.
Private Patio, Yard! Townhome Near Pensacola Beach - Pensacola, FL
Pensacola, FL
2 2
$245/nighttotal: $1715 (7 )

Private Patio, Yard! Townhome Near Pensacola Beach

house - Gulf Breeze
This townhome in Gulf Breeze is situated just over 1.6 kilometres from Quietwater Beach and within a few kilometres of Pensacola Beach, with Pensacola International Airport 14.9 kilometres away.
This 94 square metre residence accommodates up to 11 guests across 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, a private patio, garden, outdoor swimming pool, and sauna.
Private-relaxing, Pool, Dwntwn Pns & Beaches - Pensacola, FL
10 3 reviews
Pensacola, FL
7 3
$653/nighttotal: $1959 (3 )

Private-relaxing, Pool, Dwntwn Pns & Beaches

apartment - Ferry Pass
This three-bedroom, three-bathroom Ferry Pass holiday home, situated in a quiet Northeast Pensacola community, is approximately 26km from Pensacola city centre, 37km from Pensacola Beach, and 21km from the Blackwater River.
The property boasts a private backyard with a pool, putting green, and foosball table, plus a fully equipped kitchen, smart TVs, Wi-Fi, laundry facilities, and sleeps up to seven guests.
Downtown Retreat - Pensacola, FL
9.4 59 reviews
Pensacola, FL
8 4
$669/nighttotal: $4683 (7 )

Downtown Retreat

apartment - Pensacola
This four-bedroom apartment is located just 0.8 kilometres from the centre of downtown Pensacola, offering easy access to the city's restaurants, shops and attractions. The property enjoys an excellent location rating, cleanliness rating and user rating.
This spacious home can comfortably accommodate up to 10 guests and features a well-equipped kitchen, air conditioning, a private garden with a swimming pool, parking and a barbecue area. Guests can also enjoy the nearby Pensacola Bay, the historic districts and Pensacola Beach.

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

Modern Pensacola Vacation Home W/ Private Pool! - Pensacola, FL
10 2 reviews
Pensacola, FL
3 3
$456/nighttotal: $3192 (7 )

Modern Pensacola Vacation Home W/ Private Pool!

house - Pensacola
This Pensacola holiday home is situated near the downtown area, a short 1.1km walk from the Saenger Theatre and a short drive from the Pensacola Historical Museum and TT Wentworth Jr. Florida State Museum.
The 111 square metre property boasts three bedrooms, two bathrooms, sleeps thirteen guests, and includes a private pool, fully equipped kitchen with dishwasher, free Wi-Fi, and laundry facilities.
The Gilded Lady-suite W/ Full Beds & Sofa Sleeper - Pensacola, FL
Pensacola, FL
4 1
$292/nighttotal: $1168 (4 )

The Gilded Lady-suite W/ Full Beds & Sofa Sleeper

apartment - Pensacola
The Cypress Suite is a one-bedroom, two-bathroom flat situated in Pensacola's historic North Hill district, offering convenient access to downtown attractions and a 24-kilometre drive to Pensacola Beach.
This 52 square metre dwelling accommodates up to four guests, featuring a kitchenette with a fridge and microwave, air conditioning, a balcony, garden access, and a queen sofa bed, all within an 1880s Victorian home designed for adults.
Highly Rated Historic District Townhome Near Dt - Pensacola, FL
10 146 reviews
Pensacola, FL
3 2
$408/nighttotal: $2856 (7 )

Highly Rated Historic District Townhome Near Dt

house - Pensacola
This Pensacola townhome, situated in Seville Historic District's private courtyard, offers easy walking access to Palafox Street and is a short drive (a few kilometres) from Pensacola Beach.
The 111 square metre property boasts two queen bedrooms with ensuite bathrooms, a fully equipped kitchen including a Keurig coffee maker, a private patio with gas grill, and high-speed internet; accommodating up to four guests.
The Loft On Palafox Event Space - Pensacola, FL
8.8 3 reviews
Pensacola, FL
2 2
$2011/nighttotal: $4022 (2 )

The Loft On Palafox Event Space

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.

Best Pensacola, FL vacation rentals with parking

Downtown Pensacola | Rooftop | Parking | Elevator - Pensacola, FL
9.9 104 reviews
Pensacola, FL
7 3
$556/nighttotal: $1668 (3 )

Downtown Pensacola | Rooftop | Parking | Elevator

apartment - Pensacola
This three-storey Pensacola townhouse, located in the historic downtown district, offers easy walking access to numerous restaurants and shops.
Sleeping up to eleven guests, the property boasts three bedrooms (with a king, two queen, and two double beds), three and a half bathrooms, a rooftop balcony with barbecue and television, a single-car garage, and elevator access.
Downtown Bungalow Minutes From Beaches & Nightlife - Pensacola, FL
9.9 69 reviews
Pensacola, FL
3 2
$219/nighttotal: $1095 (5 )

Downtown Bungalow Minutes From Beaches & Nightlife

bungalow - Pensacola
This Belmont-Devilliers bungalow in Pensacola, Florida, is situated a short distance from excellent restaurants and just under 0.6km from Palafox Street's breweries, bistros, and shops, offering easy access to Pensacola's historic neighbourhoods and a 24km drive to Pensacola Beach.
The two-bedroom, two-bathroom house sleeps four, features a fully-fenced garden, patio, kitchen with dishwasher, air conditioning, internet access, and on-site parking, perfect for families or couples exploring Pensacola.
5 Min To Downtown | Private Patio W/ Grill - Pensacola, FL
9.6 121 reviews
Pensacola, FL
3 2
$284/nighttotal: $568 (2 )

5 Min To Downtown | Private Patio W/ Grill

apartment - Pensacola
The Inn On Intendencia, a Pensacola duplex near the Gulf of Mexico, offers a private courtyard and easy beach access, though precise distances to Pensacola attractions aren't specified.
This two-bedroom, one-bathroom property sleeps four guests and features a private courtyard with an outdoor TV, private parking, and a well-maintained garden.
Cheerful 4-bedroom Home In East Hill Neighborhood - Pensacola, FL
9.9 68 reviews
Pensacola, FL
8 4
$409/nighttotal: $2863 (7 )

Cheerful 4-bedroom Home In East Hill Neighborhood

apartment - Pensacola
This family-friendly house in Pensacola's East Hill neighbourhood is located 1.6km from Bayview Park, a 24km drive from Pensacola Beach, 8km from historic downtown Pensacola and Palafox Street, and under 1.6km from Pensacola International Airport.
The four-bedroom, three-bathroom property sleeps eight, boasts a well-equipped kitchen, a large fenced garden, and parking; nearby activities include water sports at Bayview Park and exploring historic downtown.
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