Walkable + Luxe ~ 1br Guesthouse W/ Fire Pit+grill
1 2
house , Pensacola
The Hatton Guesthouse, a modern one-bedroom guesthouse, is located in Pensacola's historic district, adjacent to Alga Brewery and within easy walking distance of various restaurants. This self-catering property offers a king-size bed, a queen-size sofa bed, a fully equipped kitchen, laundry facilities, a private backyard with a fire pit and BBQ, and dedicated parking plus additional street parking, accommodating up to four guests.
10 20 reviews
Pensacola, FL
18/07 – 24/07
SG$369/nighttotal: SG$2214 (6 )
2 Bedrooms - King Bed - Close To Beaches - Beautiful Deck With Outdoor Seating.
2 5
cottage , Warrington
This charming cottage is situated just a short distance from Blackwater River State Recreation Area and Pensacola Naval Air Station, making it perfect for those interested in exploring the outdoors or learning about military history. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests. This comfortable home features four bedrooms, ideal for accommodating families or groups of friends. Guests can enjoy a private garden, barbecue facilities, and a fully equipped kitchen, allowing for both indoor and outdoor relaxation and dining.
9.9 72 reviews
Pensacola, FL
28/07 – 01/08
SG$312/nighttotal: SG$1248 (4 )
The Boho Bungalow - 1920s 3br/1bath
3 5
bungalow , Pensacola
This East Hill Pensacola house is situated near supermarkets, a short Uber ride from restaurants and bars, and a 24km drive from Pensacola Beach. The three-bedroom, one-bathroom property sleeps five, features a fully equipped kitchen including a cold brew maker, a fenced garden, and parking; a family room with TV and games is also provided.
9.7 301 reviews
Pensacola, FL
12/07 – 17/07
SG$254/nighttotal: SG$1270 (5 )
Tiny Home W/stock Tank Pool ~15 Minutes To Beach
1 2
cabin , Pensacola
This Pensacola tiny home studio is located in a historic East Pensacola neighbourhood, approximately 24km from Pensacola Beach and a short drive from downtown Pensacola, the Bay Center, and East Hill. The self-contained unit sleeps two guests and features a kitchenette with a convection microwave, coffee maker, and toaster, a full bathroom, private fenced yard with gas grill, and on-street parking; WiFi is included.
10 4 reviews
Pensacola, FL
04/09 – 07/09
SG$270/nighttotal: SG$810 (3 )
Luxurious East Hill Guest House W/ King Bed!
1 2
house , Pensacola
This Southeast Pensacola villa is situated less than 1.6km from Bayview Dog Beach Park and Lions Park, and under 3.2km from Delmar Shopping Centre and the Pensacola Visitor Information Centre. The 65 square metre property offers one bedroom, one bathroom, sleeping up to two guests, and features a fully equipped kitchen, balcony, garden, parking, and in-unit laundry facilities.
10 1 review
Pensacola, FL
02/07 – 05/07
SG$522/nighttotal: SG$1566 (3 )
Modern Townhouse Near Dwntwn, 8 Min To Pns-beach
3 5
house , Pensacola
This modern 3-bedroom townhouse in East Pensacola is a 5-minute drive from downtown Pensacola's shops and restaurants, and a 15-minute drive to Pensacola Beach. This property offers accommodation for up to six guests and features a fully equipped kitchen, a private fenced garden with a barbecue, dedicated office space, and smart TVs in each bedroom, with beach essentials and garage parking provided.
10 18 reviews
Pensacola, FL
16/10 – 23/10
SG$243/nighttotal: SG$1701 (7 )
Modernized 2br Historic Home W/ King Bed
2 2
cottage , Pensacola
This charming cottage is located in Southeast Pensacola, just a short distance from several local parks and attractions, making it an ideal base for exploring the city. Guests consistently rate this property as excellent, highlighting its comfortable and convenient features. The property is a two-bedroom, one-bathroom dwelling that can comfortably accommodate up to four guests. Enjoy a range of amenities including a fully equipped kitchen, a spa tub, free Wi-Fi, and a private terrace, perfect for relaxing after a day of exploring the local area.
Pensacola, FL
31/07 – 08/08
SG$332/nighttotal: SG$2656 (8 )
143 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 5
house , Pensacola
This Pensacola townhouse, situated in the Tanyard neighbourhood, offers convenient access to Palafox Street (5 minutes), NAS Pensacola (10 minutes), Pensacola Beach (15 minutes), and Pensacola International Airport (20 minutes). The 150 square metre property boasts three bedrooms, two bathrooms, sleeping six guests, and features a fully equipped kitchen, private patio with propane grill, a swimming pool, and super-fast 1 Gigabit internet access.
Pensacola, FL
15/07 – 20/07
SG$334/nighttotal: SG$1670 (5 )
Nurse-ready Rental 2 Mi To Uwf Campus & Hospital!
3 4
house , Ensley
This Ensley property, a detached house, is located 4 kilometres from Big Eagle Railroad Station and 10.9 kilometres from Fairfield Village Shopping Centre. This air-conditioned accommodation offers 139 square metres of living space with 3 bedrooms and 3 bathrooms, accommodating up to 7 guests with free WiFi and a fully equipped kitchen including a dishwasher and microwave.
8.0 1 review
Pensacola, FL
17/09 – 21/09
SG$656/nighttotal: SG$2624 (4 )
Romana Hideaway & Juliet Haven -Family Friendly, Downtown Pensacola!
4 8
house , Pensacola
This Pensacola holiday home is conveniently located near downtown, a short 2.9km walk from the Saenger Theatre and within 1.9km of both the T.T. Wentworth Jr. Florida State Museum and the Pensacola Historical Museum. This four-bedroom, four-bathroom property offers 33 square metres of living space, comfortably sleeping 27 guests and boasting amenities including free Wi-Fi, private parking, a fully equipped kitchen, and a private terrace.
9.6 56 reviews
Pensacola, FL
27/06 – 04/07
SG$197/nighttotal: SG$1379 (7 )
Jazz Studio-walk To Downtown Short Drive To Beach!
1 2
cabin , Pensacola
This Pensacola guest house, a self-contained studio, is situated two blocks from Palafox Street in downtown Pensacola, offering easy access to restaurants, shops, and the Five Sisters Café. The property boasts a king-size bed, a kitchenette with fridge and microwave, a bathroom, and a peaceful, fully fenced backyard garden with a propane grill; it sleeps two guests and supports Komodo dragon conservation through the Travel with Purpose initiative.
9.3 15 reviews
Pensacola, FL
17/07 – 20/07
SG$424/nighttotal: SG$1272 (3 )
Upscale, Dog-friendly 2br - Blocks To Downtown
2 6
house , Pensacola
This downtown Pensacola flat offers convenient access to the city's core, situated within 800 metres of Palafox Street and a short drive to the Pensacola Bayfront Stadium and Historic Pensacola Village. This property, suitable for up to six guests, features two bedrooms and two bathrooms, with amenities including air conditioning, a fridge, microwave, and dishwasher, and is located approximately 13 kilometres from Pensacola Beach.
Best Pensacola, FL villas and holiday homes with a pool
Among the 534 accommodations in Pensacola, FL, here are the 4 best villas and holiday homes with a pool
Pensacola, FL
29/06 – 03/07
SG$858/nighttotal: SG$3432 (4 )
Baywatch E3
2 4
house , Gulf Breeze
Baywatch E3, a Pensacola Beach holiday home, is situated 3 km from Pensacola Beach Gulf Pier and within 12-16 km of Fort Pickens and other historical sites in Pensacola. This two-bedroom property, boasting 71 square metres of floor space, sleeps up to 11 guests and includes a fully equipped kitchen, two bathrooms, a private balcony with sea views, air conditioning, a swimming pool, and a terrace.
9.9 20 reviews
Pensacola, FL
29/06 – 03/07
SG$936/nighttotal: SG$3744 (4 )
Exquisite Island Condo: Resort Perks & Views!
2 4
house , Oriole Beach
This Pensacola Beach condo, situated near the Gulf Islands National Seashore, is 6.8km from Pensacola Beach Gulf Pier and 17.7km from Wayside Park and the Pensacola Visitor Information Centre. This exquisite 124 square metre apartment boasts two bedrooms, a fully equipped kitchen including a dishwasher, a private balcony with sea views, and access to resort amenities such as a swimming pool, jacuzzi, spa, fitness centre, and tennis court; free Wi-Fi is also provided.
10 19 reviews
Pensacola, FL
12/07 – 17/07
SG$420/nighttotal: SG$2100 (5 )
Pensacola Haven With Pool, Quiet Area - The Pearl
3 5
house , Ensley
This Ensley seaside property, situated within 9.6km of John R. Jones Junior Athletic Complex, DeLuna Lanes Bowling Centre, and Five Flags Speedway, offers stunning ocean views. This three-bedroom, three-bathroom house boasts 107 square metres of floor space, sleeping up to six guests and featuring a swimming pool, free Wi-Fi, barbecue grills, and a fully equipped kitchen including a dishwasher.
Pensacola, FL
12/07 – 17/07
SG$1368/nighttotal: SG$6840 (5 )
Portofino Island P5-1105
1 5
house , Oriole Beach
This holiday home in Oriole Beach is situated 5 minutes' walk from Pensacola Beach, 6.4 kilometres from Pensacola Beach Gulf Pier, and 10.9 kilometres from Gulf Islands National Seashore. This property offers accommodation for 10 guests with 2 bedrooms, a living room, a fireplace, a hot tub, and features access to a spa centre, fitness room, sauna, indoor pool, water park, and children's playground, alongside free Wi-Fi and elevator access.
Best Pensacola, FL villas and holiday homes with a kitchen
10 4 reviews
Pensacola, FL
15/07 – 17/07
SG$518/nighttotal: SG$1036 (2 )
Sea-bound Str
3 5
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.
Pensacola, FL
20/08 – 23/08
SG$267/nighttotal: SG$801 (3 )
Sunflower Cottage Downtown
1 2
house , Pensacola
Sunflower Cottage Downtown, located in Pensacola's Baptist Hospital Heliport area, offers a prime position within 1.6 kilometres of the Pensacola Historical Museum, Historic Pensacola Village, Saenger Theatre, and the TT Wentworth Jr. Florida State Museum. This 63 square metre cottage accommodates up to three guests and features a private entrance, a fully equipped kitchen with a dishwasher and oven, a washing machine, a dryer, and complimentary Wi-Fi, alongside a garden for outdoor relaxation.
10 41 reviews
Pensacola, FL
18/09 – 20/09
SG$267/nighttotal: SG$534 (2 )
Global Citizen: New Home Near Downtown And Beaches
1 4
house , Pensacola
This modern cottage in Pensacola offers a central location, providing easy access to the beaches and the city centre, with all local attractions within a short distance. This new construction property sleeps four guests across two bedrooms and two bathrooms, featuring air conditioning, Wi-Fi, and a kitchen equipped with a fridge, freezer, and microwave, making it ideal for exploring Pensacola's historical sites and sandy beaches.
10 2 reviews
Pensacola, FL
13/07 – 16/07
SG$366/nighttotal: SG$1098 (3 )
Casa Binkley
3 5
house , Ferry Pass
This detached house in Ferry Pass is located 5.95 kilometres from Pensacola Regional Airport, 8.05 kilometres from Big Eagle Railroad Station and 8.21 kilometres from Roger Scott Athletic Complex. Offering accommodation for up to 14 guests across 130 square metres, this property features 3 bedrooms, 2 bathrooms, air conditioning, a fully equipped kitchen with a dishwasher, and complimentary WiFi, with a private patio and garden for outdoor enjoyment.
Frequently asked questions about villa rentals in Pensacola, FL
What are the must-see attractions in Pensacola, FL?
You have to visit the Pensacola Naval Air Station Museum, it's a real gem! There's also the National Museum of Naval Aviation, which houses a collection of historic aircraft, and of course, the beautiful Pensacola Beach, with its white sand and clear waters.
What indoor activities for families are available in Pensacola, FL on rainy days?
On a rainy day, head to the Pensacola Children's Museum or the Gulf Breeze Zoo. The Pensacola Museum of Art is also a great option for families, and they have a variety of exhibits that are perfect for all ages.
What are the best villa rentals with a pool in Pensacola, FL?
Pensacola is a real treat for all sorts of interests! You can enjoy the beach, explore the historic downtown area, or take a boat tour to see the dolphins. There are also plenty of opportunities for fishing, kayaking, and paddleboarding.
What are the best villa rentals with a jacuzzi in Pensacola, FL?
What are the advantages of renting a house or a villa in Pensacola, FL
Renting a villa gives you more space and privacy than a hotel, and it's often more affordable for larger groups. You'll have access to a kitchen, laundry facilities, and often a private pool, making it great for families or groups of friends.
What are the best villa rentals for families and kids in Pensacola, FL?
What food festivals or culinary events take place in and around Pensacola, FL?
Pensacola has a great food scene! The Pensacola Seafood Festival is a popular event, and the Pensacola Beach Food and Wine Festival is another favourite. If you're here in the spring, you might catch the Pensacola Greek Festival.
What are the best pet friendly villa rentals in Pensacola, FL?
What exclusive experiences are available when visiting Pensacola, FL?
If you're looking for something special, you could try a private fishing charter, take a sunset cruise on a sailboat, or even go on a dolphin-watching tour. The area has some great options for those seeking unique experiences.
What are the best villa rentals with parking in Pensacola, FL?
Which part of Pensacola, FL would be ideal for a villa rental?
For a villa rental, I'd recommend the area around Pensacola Beach or Gulf Breeze. You'll be close to the beach, and there are plenty of restaurants and shops nearby. You can also find some great villas in the historic downtown area, which is a bit further from the beach but offers a different kind of experience.
Destinations nearby
Best Pensacola, FL villas and holiday homes with air conditioning
9.8 6 reviews
Pensacola, FL
20/07 – 23/07
SG$353/nighttotal: SG$1059 (3 )
Home W/ Patio & Games Near Dtwn Pensacola!
3 4
house , Pensacola
This Pensacola holiday home is conveniently located near the city centre, approximately 2.4 kilometres from Bayview Dog Beach and 3.5 kilometres from Fairfield Village Shopping Centre. The 214-square-metre property boasts three bedrooms, two bathrooms, and sleeps up to 15 guests, offering a fully equipped kitchen, air conditioning, private parking (at extra charge), and a garden.
10 14 reviews
Pensacola, FL
17/09 – 20/09
SG$145/nighttotal: SG$435 (3 )
East Hill Luxe Carriage Studio Across From Publix!
1 2
house , Pensacola
This East Hill studio apartment is situated approximately 30 metres from the Publix grocery store, a short drive from downtown Pensacola, Pensacola International Airport (PNS), and Pensacola Beach. This self-contained unit accommodates two guests and features a full kitchen, in-unit laundry, ample storage, and private driveway parking, making it ideal for longer stays.
Pensacola, FL
16/07 – 19/07
SG$534/nighttotal: SG$1602 (3 )
168 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 5
house , Brent
This newly built detached house in Brent is centrally located in Pensacola, 4.8 kilometres from the city centre and a 25-minute drive to Pensacola Beach, offering convenient access to the airport, hospitals, and local amenities. This spacious 168 square metre residence accommodates up to six guests across three bedrooms and features a modern kitchen with high-end appliances, a primary suite with a soaking tub, air conditioning, a private fenced garden, and off-street parking.
10 218 reviews
Pensacola, FL
29/06 – 03/07
SG$452/nighttotal: SG$1808 (4 )
Stylish Modern Retreat In Downtown + Pool
3 4
house , Pensacola
This three-bedroom townhouse is conveniently located near Pensacola, within a short drive of Pensacola Beach, Perdido Beach and Johnson's Beach. It has consistently received excellent ratings for location, cleanliness and user experience. The property offers a comfortable and spacious layout that can accommodate up to seven guests. Enjoy access to a well-equipped kitchen, a private screened-in patio, a community pool, and smart TVs in each bedroom.
Best Pensacola, FL villas and holiday homes with jacuzzi
9.2 26 reviews
Pensacola, FL
29/06 – 03/07
SG$459/nighttotal: SG$1836 (4 )
Woodsy Retreat, Steps To Bay - Hot Tub!
2 4
house , Midway
This Gulf Breeze holiday home, situated 14.5 kilometres from Pensacola Beach Gulf Pier and 19.3 kilometres from Wayside Park, offers stunning sea views. The 93-square-metre property boasts two bedrooms, two bathrooms, sleeps eleven guests, and includes a jacuzzi, terrace, private parking, and fully equipped kitchen with dishwasher.
9.8 69 reviews
Pensacola, FL
25/06 – 28/06
SG$355/nighttotal: SG$1065 (3 )
Downtown Oasis 20% Off 3bd 2bath #1812
1 2
house , Pensacola
This newly built, three-bedroom Pensacola apartment is situated minutes from the city centre and less than 32 kilometres from Pensacola Beach and Naval Air Station Pensacola. The 2-bathroom property, sleeping up to six guests, boasts a fully equipped kitchen, a shared backyard with barbecue facilities, and secure parking for up to three cars; nearby activities include exploring Pensacola's restaurants and the beach.
9.9 183 reviews
Pensacola, FL
10/07 – 13/07
SG$241/nighttotal: SG$723 (3 )
The Old Spanish Consulate Muse
1 2
castle , Pensacola
This charming bed and breakfast is situated just a short walk from the heart of Pensacola, offering easy access to the city's attractions and vibrant atmosphere. It has received excellent ratings for location, cleanliness, and overall experience. The accommodation features a private bathroom and kitchenette, perfect for couples seeking a relaxing getaway. Guests can enjoy a refreshing dip in the swimming pool, relax in the Jacuzzi, or unwind in the garden.
10 3 reviews
Pensacola, FL
12/07 – 17/07
SG$450/nighttotal: SG$2250 (5 )
Family House Cowboy Pool Hot Tub Yard Games
3 5
house , Bellview
This Bellview family home, situated 9km from Pensacola Regional Airport and 9km from the TT Wentworth Jr. Florida State Museum, offers convenient access to local attractions. The 94 square metre property boasts three bedrooms, one bathroom, sleeps eleven guests, and includes a private pool, hot tub, fully equipped kitchen, and free Wi-Fi; yard games and mini-golf are available on-site.