Villas and Holiday homes in Pensacola, FL

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Pensacola, FL villas
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567 Villa rentals in Pensacola, FL

Best Pensacola, FL villas and holiday homes with a pool

Among the 567 accommodations in Pensacola, FL, here are the 4 best villas and holiday homes with a pool

Downtown Retreat - Pensacola, FL
9.4 57 reviews

Downtown Retreat

house, 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.
Turn & Slip Inn W/pool To This Luxe 3br Townhouse - Pensacola, FL
9.8 158 reviews

Turn & Slip Inn W/pool To This Luxe 3br Townhouse

house, Pensacola
This modern three-bedroom house is situated in a peaceful area of Pensacola, just a short drive from the city centre and the beach. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
This spacious house comfortably accommodates up to six guests and features a fully equipped kitchen, a screened-in patio, and a private pool. Guests can enjoy amenities such as a Keurig coffee machine, a large TV, a BBQ grill, and a washer and dryer, as well as a range of family-friendly features like a reading nook and discreet nightlights.
The Lake House, Pool, Dock And Lake Access, Pensacola - Pensacola, FL
No reviews

The Lake House, Pool, Dock And Lake Access, Pensacola

house, Brent
This Brent property, The Lake House, is conveniently located in Ferry Pass, Florida, approximately 8 kilometres from the Roger Scott Athletic Complex and Fairfield Village Shopping Centre.
This two-bedroom, two-bathroom house offers 74 square metres of space, sleeping up to seven guests and boasting a private patio with lake views, a swimming pool, free Wi-Fi, and parking; nearby attractions include the Big Eagle Railroad Station.
Old Spanish Consulate Poolside - Pensacola, FL
9.9 81 reviews

Old Spanish Consulate Poolside

castle, Pensacola
This Pensacola guesthouse offers a romantic retreat with a pool and Jacuzzi, boasting excellent guest ratings for cleanliness and location, though its precise address and proximity to specific Pensacola landmarks remain undisclosed.
The single-bedroom, en-suite guest house sleeps two, features air conditioning and internet access, and welcomes pets.

Best Pensacola, FL villas and holiday homes with a kitchen

The Funky Peacock. Bold 3br Near Downtown - Pensacola, FL
10 1 review

The Funky Peacock. Bold 3br Near Downtown

cottage, Pensacola
This South Pensacola dwelling is situated 5 minutes from Downtown Pensacola's amenities and 10 minutes from the Pensacola Bay Center, offering convenient access to local attractions.
This 3-bedroom holiday home accommodates up to six guests, featuring a microwave oven, dishwasher, air conditioning, and WiFi, with a private, fenced garden and lounge seating, and is a 15-20 minute drive from Pensacola Beach.
Bungalow Bobe - Pensacola, FL
9.6 162 reviews

Bungalow Bobe

bungalow, Pensacola
This charming bungalow is situated in Pensacola's peaceful East Hill neighbourhood, just a few kilometres from the beach, downtown, shopping, and restaurants. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The bungalow offers 130 square metres of space, comfortably accommodating up to six guests in its two bedrooms and one bathroom. You'll enjoy modern amenities, including a well-equipped kitchen, smart TVs, Wi-Fi, a washer and dryer, a spacious garden, and parking.
By The Bayou - Pensacola, FL
9.4 9 reviews

By The Bayou

house, Pensacola
This Pensacola bayou property, situated 4 kilometres from Pensacola Regional Airport, offers convenient access to the airport but requires further investigation regarding proximity to Pensacola Beach and the city centre.
The self-catering villa comprises one bedroom, one bathroom, a living room, and a fully equipped kitchen, sleeping up to five guests and including free Wi-Fi, private parking, and a flat-screen TV.
Pet Friendly 4br Home | Just 3 Minutes To Downtown - Pensacola, FL
No reviews

Pet Friendly 4br Home | Just 3 Minutes To Downtown

house, Pensacola
This family-friendly Pensacola dwelling is located in a residential area, a 10-minute drive from Downtown Pensacola and Historic Pensacola, with Pensacola International Airport also a 10-minute drive away.
This spacious four-bedroom house accommodates up to ten guests and offers a fully equipped kitchen, in-home laundry, and driveway parking suitable for boats or trailers, while being a short drive from Pensacola Bay and Bayou Texar.

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 are the best villa rentals in Pensacola, FL?

    Among the villa rentals in Pensacola, FL, Sans Souci Unit 705, Cottage Under The Trees and Pensacola Oasis - Private - Safe - Central Location are the most popular ones.

  • 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?

  • What are the best activities 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?

    The best villa rentals for families and kids in Pensacola, FL are Pensacola Pelican Retreat, Jan And Feb 225 Per Night and Townhome A W/hottub In Downtown - Mins To Beach.

  • 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?

    Sans Souci Unit 705, Cottage Under The Trees and Pensacola Oasis - Private - Safe - Central Location 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.

Popular destinations

Best Pensacola, FL villas and holiday homes with air conditioning

Coco Ro Surfshack! Outdoor Shower, Hammock+parking - Pensacola, FL
10 320 reviews

Coco Ro Surfshack! Outdoor Shower, Hammock+parking

house, Pensacola
This Pensacola Beach house, a renovated 1900s shotgun-style cottage, is located 1.6km from Palafox Street and a short walk to Pensacola Bay, offering easy access to the beach (a 15-minute drive, or 24km).
The two-bedroom, one-bathroom property sleeps four, includes a full kitchen, washer/dryer, smart TV, outdoor shower, king-size hammock, and deck; beach essentials and parking for two vehicles are provided.
Cozy & Private Guest Cottage - Perfect For Two - Pensacola, FL
10 102 reviews

Cozy & Private Guest Cottage - Perfect For Two

B&B, Pensacola
This Pensacola cottage, ideal for couples or solo travellers, is conveniently located a short distance (approx. 8km) from Pensacola International Airport, 16km from the city centre, and 24km from Pensacola Beach, offering easy access to local attractions.
The self-contained guesthouse features a kitchenette, washer-dryer, private entrance, and sleeps two guests, with a garden and parking also available; enjoy stunning sunrise views of Pensacola Bay Bluff just 2.4km away.
Pineapple Paradise: Eph, Close To Downtown, Beach! - Pensacola, FL
9.4 153 reviews

Pineapple Paradise: Eph, Close To Downtown, Beach!

house, 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 Veterans Memorial Park.
The self-catering property offers one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, Wi-Fi, on-site parking, and a patio; nearby attractions include Pensacola Bay Bridge and Veterans Memorial Park.
Cozy Front Porch And Fenced Outdoor Space - Charming Cottage - Pensacola, FL
No reviews

Cozy Front Porch And Fenced Outdoor Space - Charming Cottage

house, Pensacola
This 1903 cottage, located in Pensacola's historic downtown district, is situated one block from Seville Square and a short walk to Palafox Street, offering convenient access to local attractions. The accommodation sleeps two guests, features one bedroom and one bathroom, and includes air conditioning, a kitchen with a fridge and microwave oven, and a private, small fenced courtyard for outdoor enjoyment.

Best Pensacola, FL villas and holiday homes with jacuzzi

Gulf Front Condo With Onsite Pools Fitness Center Dry Sauna And Wifi - Pensacola, FL
No reviews

Gulf Front Condo With Onsite Pools Fitness Center Dry Sauna And Wifi

house, Gulf Breeze
This Gulf Front Condo is situated in Pensacola Beach, a mere 300 meters from the shore, with the Pensacola Beach Gulf Pier 1.3 kilometres away and Gulf Islands 5.8 kilometres distant.
This spacious holiday home offers 102 square meters of living space with two bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, and a Jacuzzi, accommodating up to nine guests.
Townhome B W/hottub In Downtown/mins To The Beach - Pensacola, FL
9.9 514 reviews

Townhome B W/hottub In Downtown/mins To The Beach

house, Pensacola
This townhome is located just a few blocks from Pensacola's historic district and its excellent restaurants, a mere two blocks from the Bayfront, and less than 8 kilometres from Pensacola Beach. It has consistently received excellent ratings for location, cleanliness, and user experience.
The property offers a fully equipped kitchen, laundry facilities, and a comfortable living area, accommodating up to 6 guests. Enjoy the enclosed outdoor shower, back deck with a grill and fire pit, beach towels, a cooler, and the option to rent a 24ft boat with a captain for a full-day excursion on the Intracoastal Waterway.
Villa Deluna - Pensacola, FL
7.2 11 reviews

Villa Deluna

house, Oriole Beach
Villa DeLuna is situated in Pensacola Beach, just a short walk from the beach and within a few miles of other popular beaches and attractions. This property has received excellent ratings for location, cleanliness and user experience.
This spacious 12-bedroom holiday home offers ample space for large groups or families with a floor area of 279 square metres and a guest capacity of 20. Villa DeLuna features a fully equipped kitchen, a jacuzzi, a garden and a bar, as well as free parking, Wi-Fi and a flat-screen TV.
Portofino Island Resort 3-1705 - Pensacola, FL
No reviews

Portofino Island Resort 3-1705

house, Oriole Beach
This detached house in Oriole Beach offers a prime location, situated just a 4-minute walk from Pensacola Beach and 6.8 kilometres from Gulf Islands National Seashore.
Boasting 124 square metres of living space, this holiday home accommodates up to 11 guests with 2 bedrooms and 2 bathrooms, featuring a private balcony with sea views, a fully equipped kitchen, air conditioning, a swimming pool, and a hot tub.
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