Best Holiday rentals and Airbnb offers in Pensacola, FL
9.9 168 reviews
Pensacola, FL
25/07 – 28/07
SG$222/nighttotal: SG$666 (3 )
Downtown Pensacola Cottage - Romantic!
1 2
apartment , Pensacola
This charming cottage is located just five blocks from downtown Pensacola and 8.5 miles from Pensacola Beach, making it ideal for exploring the city and enjoying the beautiful coastline. It consistently receives excellent ratings for location, cleanliness, and overall user experience. The cottage features a spacious king-size suite and can accommodate up to three guests. Amenities include a fully equipped kitchenette, a claw foot garden tub, a washer and dryer, and a private parking space. Guests can enjoy a relaxing stay with easy access to downtown Pensacola, the beach, and local attractions.
9.9 39 reviews
Pensacola, FL
18/09 – 20/09
SG$278/nighttotal: SG$556 (2 )
Cottage In The Heights
1 4
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.
9.9 19 reviews
Pensacola, FL
01/07 – 31/07
SG$317/nighttotal: SG$9510 (30 )
Norton De Cola
1 2
apartment , Pensacola
This Pensacola flat offers a quiet modern retreat, conveniently located 5 kilometres from Pensacola Airport and the local shopping mall, with Pensacola Beach a short drive away. This accommodation boasts 2 bathrooms, a fridge, microwave, air conditioning, and a spacious garden with a deck, comfortably accommodating up to 4 guests with wireless internet and a user rating of excellent.
10 1 review
Pensacola, FL
25/06 – 27/06
SG$473/nighttotal: SG$946 (2 )
Casa Del Vino
2 6
house , Ferry Pass
This Casa del Vino, a dwelling in Ferry Pass, is located 6.6 kilometres from Fairfield Village Shopping Centre and 6.8 kilometres from Big Eagle Railroad Station, with Pensacola Regional Airport just 4 kilometres away. This family-friendly property offers 2 bedrooms, 2 bathrooms, and can accommodate up to 13 guests, featuring air conditioning, complimentary WiFi, a fully equipped kitchen, a garden, and private parking.
This Palafox Street apartment, situated on the first block of downtown Pensacola's city centre above Bavaria, offers a prime location overlooking the street, providing excellent access to attractions such as Fort Pickens and Historic Pensacola Village. This 185 square metre (1991 square feet) property boasts a spacious two-bedroom, two-bathroom layout, accommodating up to ten guests, with a full kitchen, a terrace, and access to a spa; nearby activities include jet skiing and parasailing.
9.9 22 reviews
Pensacola, FL
04/07 – 06/07
SG$368/nighttotal: SG$736 (2 )
Historic Downtown Loft A
1 2
apartment , Pensacola
This downtown Pensacola loft, a short 0.32-kilometre stroll from Pensacola's city centre and its attractions, offers a unique stay in a renovated historic home. The self-contained apartment features a spacious open-plan layout with a king-size bed, full kitchen including a gas stove and espresso machine, and accommodates two guests, boasting hardwood and tile floors throughout.
9.5 49 reviews
Pensacola, FL
27/06 – 04/07
SG$316/nighttotal: SG$2212 (7 )
Cozy Chic 2br | Elegant Stay & Fast Wifi
2 2
apartment , Pensacola
This pet-friendly apartment is situated in a pleasant Pensacola neighbourhood, approximately 1.6 kilometres from Pensacola's city centre and a 15-minute drive (around 16 kilometres) from Pensacola Beach. The two-bedroom, one-bathroom flat sleeps six guests comfortably, boasting king-sized beds, smart TVs, a fully equipped kitchen including a fridge-freezer and microwave, a fenced courtyard, and secure electronic access; a family-friendly park is nearby.
9.9 17 reviews
Pensacola, FL
16/07 – 18/07
SG$536/nighttotal: SG$1072 (2 )
Heron Hideaway~ Charming Cottage 1 Mile To Palafox
1 4
apartment , Pensacola
This two-bedroom flat in a quiet Pensacola neighbourhood offers convenient access, being a 5-minute drive from downtown Pensacola's amenities and a 10-minute drive from Pensacola International Airport, with Phil's Jazzy BBQ and historic Coffee Cup Restaurant within walking distance. Guests can enjoy an artistic ambiance with local artwork, a fully equipped kitchen, in-home laundry, and parking, comfortably sleeping up to four people with beds including a queen-size and a full-size, and is a 20-25 minute drive from the white-sand beaches of Pensacola Beach.
9.8 67 reviews
Pensacola, FL
10/08 – 15/08
SG$318/nighttotal: SG$1590 (5 )
Stylish Modern Retreat In Downtown W/ Pool, 3 Bedroom, 2.5 Bath, Free Parking
3 5
apartment , Pensacola
This three-bedroom house is located in South Pensacola, within easy walking distance of the Blue Wahoos Ballpark, Pensacola Bayfront Stadium, and Legion Field. It has received excellent guest reviews and offers a comfortable and convenient base for exploring the city. The property has three bathrooms and can accommodate up to seven guests. It comes with a fully equipped kitchen, a garden, a swimming pool, and free Wi-Fi, as well as parking and air conditioning.
10 9 reviews
Pensacola, FL
25/06 – 28/06
SG$275/nighttotal: SG$825 (3 )
The Den-downtown Pensacola
1 2
apartment , Pensacola
This one-bedroom flat is situated in downtown Pensacola, a mere 200 metres from the historic Seville Quarter and within easy walking distance of numerous shops and restaurants. Boasting a 'dark academia' interior, this ground-floor apartment accommodates up to three guests and includes a kitchen with a fridge, freezer, and microwave, alongside air conditioning and Wi-Fi, making it ideal for a creative or romantic retreat.
Pensacola, FL
10/07 – 10/10
SG$214/nighttotal: SG$19688 (92 )
Chic & Central / Less Than A 10-minute Drive To Pensacola Beach!
2 1
apartment , Pensacola
This Pensacola East Hill duplex is conveniently located near Downtown Pensacola, offering easy access to attractions such as the National Museum of Naval Aviation and Pensacola Bay Center. The 60 square metre (646 square feet) property sleeps four guests comfortably, boasting two bedrooms, one bathroom, a fully equipped kitchen with a Ninja Foodi, a work-friendly space, beach gear, and a washer/dryer.
9.3 11 reviews
Pensacola, FL
15/07 – 20/07
SG$425/nighttotal: SG$2125 (5 )
Artsy Jazz House Retreat W/ Zen Garden & Hot Tub
1 4
apartment , Pensacola
This two-bedroom flat offers a tranquil escape in Pensacola, situated within easy walking distance of local shops, eateries, and green spaces, and a mere 15-minute drive from Pensacola's beaches and downtown attractions. Guests can enjoy a fully furnished living space with a kitchen, air conditioning, and a shared hot tub and garden, accommodating up to four people for a comfortable stay.
Best family friendly Pensacola, FL holiday rentals
Among the 1346 accommodations in Pensacola, FL, here are the 4 best family friendly rentals
Pensacola, FL
28/08 – 28/11
SG$179/nighttotal: SG$16468 (92 )
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.
9.4 15 reviews
Pensacola, FL
27/06 – 04/07
SG$315/nighttotal: SG$2205 (7 )
2 Bd 1 Bath Home - King Bed - Close To Beaches&downtown - Backyard With Firepit
3 2
apartment , Warrington
This comfortable home is situated just 1.2 kilometres from Blackwater River State Recreation Area and 3.3 kilometres from Pensacola Naval Air Station, offering easy access to both natural beauty and local attractions. The property has received excellent reviews from previous guests. This two-bedroom property can accommodate up to six guests and features a well-equipped kitchen, a terrace, a garden, a swimming pool, and a spa, providing plenty of space for relaxation and entertainment. Guests can also enjoy the on-site water park, barbecue grills, and access to the Pensacola Big Game Fishing Club, making this a great choice for families and groups seeking a memorable holiday.
Pensacola, FL
01/08 – 07/08
SG$237/nighttotal: SG$1422 (6 )
68 M² House ∙ 2 Bedrooms ∙ 4 Guests
2 4
house , Pensacola
This Pensacola downtown bungalow is situated one block from Main Street, three blocks from Joe Patti's Seafood, and one block from Maritime Park, offering easy access to Pensacola's attractions. The 67 square metre (721 square feet) property features two bedrooms, one bathroom, and sleeps four, including a private fenced backyard, in-home washer/dryer, three smart TVs, and off-street parking for two vehicles; small dogs (under 14 kg) are welcome for a £80 non-refundable fee (maximum two).
9.9 34 reviews
Pensacola, FL
14/07 – 21/07
SG$422/nighttotal: SG$2954 (7 )
Walk Downtown, Views + Blue Angels, Bbq, King
1 2
apartment , Pensacola
Main Street Haven, a three-bedroom Pensacola holiday home, is situated in downtown Pensacola, directly opposite Joe Patti's Seafood Market, a short drive (approx. 16km) from Pensacola Beach. This family-friendly property sleeps six, boasting three bathrooms, a fully equipped kitchen with appliances including an air fryer and waffle maker, plus amenities such as a pack 'n play, Roku TVs, and a balcony offering Pensacola Bay views; guests can also enjoy Blue Wahoos Baseball stadium fireworks from the porch.
Best Pensacola, FL holiday rentals with a pool
Among the 1346 accommodations in Pensacola, FL, here are the 4 best rentals with a pool
9.6 322 reviews
Pensacola, FL
17/07 – 20/07
SG$456/nighttotal: SG$1368 (3 )
Family Compound-2 Houses-5 Min To Dt-pool & Games
2 6
apartment , Pensacola
This detached in-law suite is located in the southern tip of Pensacola, just 14 kilometres from Pensacola Beach and a short drive from the city centre. The property enjoys excellent user, location and cleanliness ratings, making it a popular choice for travellers. The self-contained unit offers spacious accommodation for up to six people, with a well-equipped kitchen, comfortable bedrooms with smart TVs, and a private garden. Guests can also enjoy the use of a shared laundry room and parking for two cars.
9.8 16 reviews
Pensacola, FL
17/09 – 21/09
SG$751/nighttotal: SG$3004 (4 )
Heated Pool Home. 7 Mins To The Beach! Arcade. Perfect Retreat Rain Or Shine!
4 8
apartment , Gulf Breeze
This Gulf Breeze holiday home, near Pensacola Beach and downtown Pensacola, offers easy access to both coastal attractions and city amenities, lying within a 20-minute drive of Pensacola Beach. The spacious four-bedroom, three-bathroom property sleeps ten guests and boasts a private heated pool (additional fee applies), vintage arcade games, a gourmet kitchen with Wolf range and double oven, and an oversized two-car garage with additional parking.
10 2 reviews
Pensacola, FL
22/07 – 27/07
SG$618/nighttotal: SG$3090 (5 )
Private-relaxing, Pool, Dwntwn Pns & Beaches
3 7
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.
10 3 reviews
Pensacola, FL
10/07 – 13/07
SG$225/nighttotal: SG$675 (3 )
Cozy Beachy Riverwalk Condo
1 2
apartment , Ferry Pass
This apartment in Ferry Pass offers a peaceful and central base, situated 10 kilometres from the NFCU campus and 23 kilometres from Pensacola Beach, with downtown Pensacola just 10 kilometres away. This 48 square metre flat accommodates two guests and features air conditioning, a kitchen, and a communal swimming pool, providing a comfortable and convenient stay.
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?
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.
Destinations nearby
Best Pensacola, FL holiday rentals with a balcony
9.6 265 reviews
Pensacola, FL
06/07 – 08/07
SG$240/nighttotal: SG$480 (2 )
Eastside️10 Min To Downtown️15 Min To Nas️20 Min To Pensacola Beach
1 2
apartment , Pensacola
This charming one-bedroom house is situated in Southeast Pensacola, just a short walk from the Naval Live Oaks Reservation and Pensacola Bay Center. The property has received excellent reviews for location, cleanliness, and overall user experience. The 46 square metre house comfortably sleeps two guests and features a fully equipped kitchen, a terrace, parking, and internet access. Amenities include air conditioning, a dishwasher, a flat-screen TV, and a coffee maker, ensuring a comfortable and enjoyable stay.
10 2 reviews
Pensacola, FL
28/07 – 01/08
SG$330/nighttotal: SG$1320 (4 )
1 Mi To Dtwn: Home W/ Furnished Patio In Pensacola
3 5
house , Pensacola
This Pensacola holiday home is situated 1.6km from the city centre, providing easy access to the Saenger Theatre (1.9km), TT Wentworth Jr. Florida State Museum (2.3km), Pensacola Historical Museum (2.4km), and Historic Pensacola Village (2.4km). The 139 square metre property sleeps 11 guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen, patio, free Wi-Fi, and parking; nearby activities include exploring Pensacola's historic district and enjoying the city's attractions.
Pensacola, FL
28/06 – 05/07
SG$386/nighttotal: SG$2702 (7 )
Apartment ∙ 3 Bedrooms ∙ 6 Guests
3 2
apartment , Pensacola
This family-friendly flat in Pensacola is located approximately 800 metres from the city centre and 24 kilometres from Pensacola Beach, with Bayview Park just 4.8 kilometres away and the National Naval Aviation Museum 32-40 kilometres distant. This property accommodates up to six guests and features three bedrooms, two bathrooms, a fully equipped kitchen with stainless steel appliances, a private fenced garden with outdoor dining and a grill, a dedicated office space, and a garage, offering a comfortable base for exploring local attractions and the Gulf Coast.
10 1 review
Pensacola, FL
17/07 – 20/07
SG$1038/nighttotal: SG$3114 (3 )
Sleeps 7_3 Br_pets Welcome|pensacola Stay
3 6
apartment , Pensacola
This pet-friendly holiday home is located in Pensacola's Southeast Pensacola district, offering proximity to the waterfront, a 15-minute walk to Naval Live Oaks Reservation, and a 2-minute drive to Palafox Shopping Centre. This 3-bedroom, 2-bathroom flat accommodates up to 7 guests and features a garden, balcony, full kitchen, Wi-Fi, and air conditioning, making it ideal for families exploring local attractions such as the Pensacola Children's Museum.
Best Pensacola, FL holiday rentals with parking
10 2 reviews
Pensacola, FL
27/06 – 04/07
SG$307/nighttotal: SG$2149 (7 )
Relaxing King Loft | Fast Wifi Access
1 2
apartment , Pensacola
This East Hill Pensacola flat is conveniently located near downtown, Pensacola Bay Centre (4 minutes’ drive), and Pensacola Beach (11 minutes’ drive), offering easy access to local attractions. The 70-square-metre (753-square-foot) self-catering apartment features one bedroom, one bathroom, a king-size bed, a fully-equipped kitchen, on-site laundry, and can comfortably accommodate four guests; a fully-fenced garden and parking are also provided.
9.6 32 reviews
Pensacola, FL
20/07 – 23/07
SG$346/nighttotal: SG$1038 (3 )
Unbeatable Location-walk To The Wahoos Stadium, Community Maritime Park Or Palafox-sm. Dog Friendly
2 4
apartment , Pensacola
This Downtown Pensacola holiday home is less than 1.6km from Pensacola Bayfront Stadium and Pensacola Bay Center, and within a 10-minute drive of Blue Wahoos Ballpark and Quayside. The 68-square-metre property offers two bedrooms, one bathroom, sleeps four guests, and includes a fully equipped kitchen, in-unit laundry, private yard, and free Wi-Fi in communal areas; barbecue facilities are also available.
10 7 reviews
Pensacola, FL
15/07 – 19/07
SG$803/nighttotal: SG$3212 (4 )
Beautiful Heated Pool(shared), Games, And Plenty Of Space For The Entire Family!
4 10
apartment , Pensacola
This Southeast Pensacola holiday home is situated within 3.2km of Bayview Dog Beach Park, Lions Park, and the Pensacola Visitor Information Centre, and within 4.8km of the Pensacola Bay Bridge and Beach Road Shopping Centre. This four-bedroom, two-bathroom property sleeps ten guests and boasts a private fenced garden, swimming pool, terrace, free Wi-Fi, and a fully equipped kitchen including a fridge, microwave, and dishwasher; enjoy nearby dog-walking, local parks, and convenient access to shopping and the Pensacola Bay Bridge.
8.8 3 reviews
Pensacola, FL
27/06 – 29/06
SG$1515/nighttotal: SG$3030 (2 )
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.
