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

Regency Cabanas #G16 - Pensacola, FL
9.4 92 reviews

Regency Cabanas #G16

house, Oriole Beach
This house is situated on Pensacola Beach, just a 5-kilometre drive from Park East On-Leash Dog Beach and Casino Beach, offering a peaceful and relaxing environment for your holiday. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house offers 2 bedrooms, a sofa bed, and a balcony, providing ample space for families or groups of friends. Enjoy the fully equipped kitchen, outdoor grill, and the private swimming pool, spa, and garden.
Portofino Island Resort 4-1101 - Pensacola, FL
No reviews

Portofino Island Resort 4-1101

house, Oriole Beach
This detached house in Oriole Beach offers complimentary on-site parking and free Wi-Fi, situated a 6-minute walk from the Pensacola Beach sands and 6.4 kilometres from the Pensacola Beach Gulf Pier.
This air-conditioned holiday home provides accommodation for 15 guests across three bedrooms and three bathrooms, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, alongside a swimming pool, Jacuzzi, and sea views.
Chic Gulf Breeze Escape W/ Pool Access & Courtyard - Pensacola, FL
No reviews

Chic Gulf Breeze Escape W/ Pool Access & Courtyard

house, Gulf Breeze
Vacation house rental. This accommodation is based in Gulf Breeze.
Services and facilities include a kitchen, free parking and a swimming pool. This house also has air conditioning!
143 M² House ∙ 3 Bedrooms ∙ 8 Guests - Pensacola, FL
10 2 reviews

143 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Pensacola
This Pensacola townhome, located one mile west of Pensacola's Historic District, is a 1.6km drive from Pensacola Beach and 1.6km from the Blue Wahoos Stadium.
The 142 square metre property boasts three bedrooms, two bathrooms, sleeps eight guests plus two small dogs, and includes a fully equipped kitchen, swimming pool, spa, and fitness centre.

Best Pensacola, FL villas and holiday homes with a kitchen

East Hill Retreat - Pensacola, FL
10 61 reviews

East Hill Retreat

house, Pensacola
This Pensacola East Hill apartment, situated 1.1 km from the Bay Center and a short drive from Pensacola Beach, offers convenient access to Cordova Park and downtown Pensacola.
The self-contained property features a queen bed, pull-out queen sofa bed, full kitchen with dishwasher, in-unit laundry, and accommodates up to four guests, perfect for families or groups exploring the city.
99 M² House ∙ 2 Bedrooms ∙ 6 Guests - Pensacola, FL
No reviews

99 M² House ∙ 2 Bedrooms ∙ 6 Guests

house, Pensacola
This 1940s cottage, situated in Pensacola's East Hill district, is within 16km of Palafox Street, 16km from Pensacola International Airport, 24km from Pensacola Beach, and 40km from Naval Air Station Pensacola.
The 98 square metre property offers two bedrooms, one bathroom, a queen sleeper sofa (sleeps six), a fully modernised kitchen with stainless steel appliances, a garden with a pergola, cornhole, and fire pit, plus free high-speed internet and in-home laundry facilities.
Two-story Townhome Near The Beach With Wifi Washer And Dryer - Pensacola, FL
No reviews

Two-story Townhome Near The Beach With Wifi Washer And Dryer

house, Pensacola
This two-storey townhome in Pensacola offers proximity to the beach, with Saenger Theatre 1.9 km and T T Wentworth Jr Florida State Museum 2 km away.
This air-conditioned property boasts a floor area of 143 square meters, features a fully equipped kitchen, three bedrooms, three bathrooms, and accommodates up to nine guests with a private swimming pool and WiFi.
East Hill Bungalow - Pensacola, FL
10 136 reviews

East Hill Bungalow

bungalow, Pensacola
This Pensacola East Hill cottage is situated on 12th Avenue, within easy walking distance of Jitterbug Coffee House, East Hill Pizza Company, J’s Bakery, Wisteria Bar, Publix, and ALGA Beer Company.
The two-bedroom, two-bathroom house sleeps four, boasts a fully fenced garden, a recently added bathroom with luxury fittings, and a full kitchen and laundry; guests are welcome to feed the resident cat.

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

Nice House Between Two Beaches. - Pensacola, FL
9.4 8 reviews

Nice House Between Two Beaches.

house, Midway
This property is situated in Gulf Breeze, Florida, just a short drive from popular attractions such as Wayside Park, the Pensacola Visitor Information Centre and Pensacola Beach Gulf Pier. The property has received excellent ratings for its location, cleanliness and overall experience.
This four-bedroom house comfortably accommodates up to 14 guests and includes a fully equipped kitchen, air conditioning, free Wi-Fi, parking and a garden. Guests can enjoy the convenience of a flat-screen TV, a dishwasher and easy access to the beautiful Gulf Coast beaches.
The Two Door  A Cozy & Spacious Retreat In Historic Downtown Pensacola - Pensacola, FL
10 5 reviews

The Two Door A Cozy & Spacious Retreat In Historic Downtown Pensacola

cottage, Pensacola
This Pensacola Historic District cottage, circa 1817, offers convenient access to cafes, galleries, and waterfront parks, with Pensacola Beach a short drive away.
The 158 square metre (1700 square foot) property sleeps four guests comfortably in two bedrooms and two bathrooms, featuring a fully equipped kitchen, private garden, spa, and parking; a queen-size sofa bed in the living room can accommodate up to six (with a linen fee).
Cozy Garden Cottage - Pensacola, FL
9.8 350 reviews

Cozy Garden Cottage

house, Pensacola
This charming one-bedroom house is situated in the East Hill neighbourhood of Pensacola, a short walk from a bakery and pub, and is conveniently located between the city centre and the airport. The property boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This self-catering property sleeps two guests and features a well-equipped kitchenette, a private garden, a patio with a grill, and access to beach gear. Guests can also enjoy fresh produce from the vegetable and herb gardens when in season, and well-behaved, housebroken small pets are welcome on a leash with a fee.
Charming 2 Bdr 1 Bath Home Fenced Byard N Pensacola Pet Friendly Close To Bases - Pensacola, FL
8.1 52 reviews

Charming 2 Bdr 1 Bath Home Fenced Byard N Pensacola Pet Friendly Close To Bases

house, Bellview
This pet-friendly house in North Pensacola, Bellview, is situated 9.2km from the Roger Scott Athletic Complex and 13km from Historic Pensacola Village, offering convenient access to local attractions and military bases.
The 130 square metre property boasts two bedrooms, one bathroom, and sleeps nine, featuring a fully equipped kitchen, free Wi-Fi, private parking, a fenced backyard, and a washing machine.

Best Pensacola, FL villas and holiday homes with jacuzzi

Blue Heron Hideout - Pensacola, FL
No reviews

Blue Heron Hideout

house, Gulf Breeze
This abode in Villa Sabine is a mere 4-minute walk from Pensacola Beach and 1.4 kilometres from Gulf Islands National Seashore.
With a floor area of 279 square metres, this property accommodates up to 23 guests and features a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a Jacuzzi, a private balcony with sea views, a garden, and complimentary private parking.
Emerald Dolphin Unit 530 - Pensacola, FL
No reviews

Emerald Dolphin Unit 530

house, Gulf Breeze
Emerald Dolphin Unit 530, a three-bedroom apartment in Pensacola Beach, Florida, is located less than 200 metres from the beach and a few kilometres from the Pensacola Beach Gulf Pier and Gulf Islands.
This 125 square metre self-catering property sleeps up to 15 guests and boasts a fully equipped kitchen, private balcony with sea views, Jacuzzi, and access to on-site amenities including a fitness centre, spa, and parking.
Portofino Island Resort 4-704 - Pensacola, FL
No reviews

Portofino Island Resort 4-704

house, Oriole Beach
This holiday home in Oriole Beach offers a prime location, situated just a 3-minute walk from Pensacola Beach and approximately 6.4 kilometres from the Pensacola Beach Gulf Pier.
This spacious 167 square metre, 3-bedroom property accommodates up to 19 guests with three bathrooms, a fully equipped kitchen, and features both indoor and outdoor swimming pools, a hot tub, spa, fitness centre, and tennis court, with complimentary WiFi and parking available.
Portofino Tower 3 Unit 1601 - Pensacola, FL
10 623 reviews

Portofino Tower 3 Unit 1601

house, Oriole Beach
Portofino Tower 3 Unit 1503 is a beachfront property in Pensacola Beach, just a 4-minute walk from the beach and 4.2 miles from Pensacola Beach Gulf Pier. This property has received excellent ratings for its location, cleanliness, and overall user experience.
The house is fully equipped with a kitchen, air conditioning, and free Wi-Fi, and it also boasts a swimming pool, jacuzzi, terrace, garden, spa, concierge, fitness centre, tennis court, and parking. Guests can enjoy breathtaking sea views and easy access to the sand and surf, as well as proximity to attractions such as Pensacola Beach Gulf Pier and Gulf Islands.