Villas and Holiday homes in Pensacola, FL

567 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Pensacola, FL holiday homes
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

567 Villa rentals in Pensacola, FL

Best Pensacola, FL villas and holiday homes with air conditioning

Pool* 5 Bed*arcade * Fire Pit *Pingpong * - Pensacola, FL
10 66 reviews

Pool* 5 Bed*arcade * Fire Pit *Pingpong *

house, Pensacola
This Pensacola-area house, situated approximately 24 kilometres from Pensacola city centre and 40 kilometres from Pensacola Beach, offers convenient access to both urban amenities and coastal attractions.
Sleeping up to nine guests, this four-bedroom, two-bathroom property boasts a new in-ground pool, extensive game room with arcade, Xbox One, Playstation 4 and ping pong table, plus a pet-friendly design including a doggy door and a dedicated children's play area.
Cozy Dream Cottage/short Distance From Beautiful White Sand Beaches - Pensacola, FL
10 21 reviews

Cozy Dream Cottage/short Distance From Beautiful White Sand Beaches

cottage, Ferry Pass
This charming cottage is situated in North Northwest Pensacola, just 18 kilometres from Pensacola Beach and 10 kilometres from downtown Pensacola, offering easy access to the area's main attractions. The cottage has received excellent user ratings, making it a popular choice for travellers.
The cottage has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a garden, parking and internet access, ensuring a comfortable and enjoyable stay.
Charming Historical Allure And Modern Comforts - Delightful Retreat - Pensacola, FL
10 36 reviews

Charming Historical Allure And Modern Comforts - Delightful Retreat

house, Pensacola
This 1-bedroom apartment is located in Pensacola's East Hill Preservation district, a 5-minute drive or 800-metre walk from downtown Pensacola and a 3.2-kilometre drive from Pensacola Beach.
This family-friendly property accommodates up to four guests and features air conditioning, a kitchen with a fridge, microwave oven, and dishwasher, as well as parking, laundry facilities, and shared outdoor deck space.
Charming Guest House At Live Oaks On The Bayou - Pensacola, FL
9.8 302 reviews

Charming Guest House At Live Oaks On The Bayou

cottage, 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.

Our Favourite Holiday Homes with a Hot Tub in Pensacola, FL

Returning to a private hot tub after a day outdoors adds a touch of luxury to these holiday homes in Pensacola, FL.

Waterfront Condo With Wifi Washer&dryer Pools Fitness Room & Beach Access - Pensacola, FL
10 1 review

Waterfront Condo With Wifi Washer&dryer Pools Fitness Room & Beach Access

house, Oriole Beach
This waterfront condominium in Pensacola Beach offers direct beach access and is a mere 4-minute walk to the sand, situated 24 kilometres from Pensacola International Airport.
This spacious two-bedroom, three-bathroom apartment, covering 124 square metres and accommodating up to 11 guests, features a full kitchen, a balcony with sea views, a private barbecue, and access to on-site leisure facilities including a spa and fitness centre.
The Old Spanish Consulate General Suite - Pensacola, FL
9.9 3182 reviews

The Old Spanish Consulate General Suite

castle, Pensacola
This historic guesthouse is located on 8th Avenue in downtown Pensacola, within easy walking distance of city events, outdoor concerts and other attractions. The property has excellent user, location and cleanliness ratings.
The Consulate General suite offers a private sitting room, a king-size bed, a decorative fireplace and a private veranda. Guests can enjoy a saline spa and pool in the rear garden, as well as a Jacuzzi tub, a multi-head rain shower and a fully equipped kitchen.
Portofino Island Resort Penthouse 3-2102 - Pensacola, FL
9.0 1 review

Portofino Island Resort Penthouse 3-2102

house, Oriole Beach
Portofino Island Resort Penthouse 3-2102, a luxurious apartment in Pensacola Beach, Florida, boasts stunning sea views and is conveniently located 6.9 km from the Gulf Islands National Seashore and 4.2 km from Pensacola Beach Gulf Pier.
This 124 square metre penthouse offers two bedrooms, two bathrooms, sleeps eleven guests, and includes a private balcony, swimming pool, jacuzzi, tennis court, and fully equipped kitchen with fridge, microwave, and dishwasher.
Portofino Island Resort 5-1708 - Pensacola, FL
No reviews

Portofino Island Resort 5-1708

house, Oriole Beach
This Portofino Island Resort 5-1708 apartment is located in Pensacola Beach, a 4-minute walk from the main beach area and 17.7 kilometres from Wayside Park and the Pensacola Visitor Information Centre.
This 124 square metre apartment accommodates up to 7 guests, featuring 2 bedrooms, 2 bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, a private balcony with sea views, and access to both indoor and outdoor swimming pools.

Frequently asked questions about villa rentals in Pensacola, FL

Popular destinations

Best Pensacola, FL villas and holiday homes with a kitchen

The Lighthouse - Pensacola, FL
No reviews

The Lighthouse

house, Pensacola
The Lighthouse is a 3-bedroom, 2-bathroom detached house in Pensacola, situated 1.9 kilometres from Pensacola Regional Airport and 5.5 kilometres from Roger Scott Athletic Complex.
This family-friendly property offers accommodation for up to 8 guests, featuring air conditioning, free Wi-Fi, private parking, a fully equipped kitchen with a dishwasher and oven, and a washing machine, with an outdoor picnic area for enjoying the local climate.
Adorable 2 Bdr Near Dt Pensacola - Pensacola, FL
9.3 111 reviews

Adorable 2 Bdr Near Dt Pensacola

house, Pensacola
This Pensacola house, ideally situated between North Hill and East Hill, is a 5-minute drive from Pensacola city centre, 24km from Pensacola Naval Air Station, and a similar distance from Pensacola Beach and three major hospitals.
The two-bedroom, one-bathroom property sleeps four, offers a dedicated workspace, complete kitchen with fridge, microwave, and dishwasher, and provides guests with full access to a well-equipped home ideal for short or long stays.
2 Bedrooms - King Bed - Close To Beaches - Beautiful Deck With Outdoor Seating. - Pensacola, FL
10 20 reviews

2 Bedrooms - King Bed - Close To Beaches - Beautiful Deck With Outdoor Seating.

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.
Pensacola Coastal Retreat Near Uwf Family-friendly - Pensacola, FL
9.9 10 reviews

Pensacola Coastal Retreat Near Uwf Family-friendly

house, Ferry Pass
This family-friendly holiday home in Olive, Ferry Pass, is conveniently located 8km from Fairfield Village Shopping Centre and 16km from Historic Pensacola Village.
The 145 square metre property boasts two bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, and sleeps up to 15 guests, offering free Wi-Fi and private parking.

Best Holiday Houses with a Swimming Pool in Pensacola, FL

On-site pool access at your holiday home in Pensacola, FL makes a refreshing dip the perfect way to complement a day by the water.

Condo With Partial Gulf View Onsite Pools Fitness Center Dry Sauna - Pensacola, FL
8.5 2 reviews

Condo With Partial Gulf View Onsite Pools Fitness Center Dry Sauna

house, Gulf Breeze
This beachfront holiday home in Gulf Breeze offers direct sea access and stunning views, situated 300 metres from Pensacola Beach and 5.8 kilometres from Gulf Islands.
This spacious 2-bedroom property accommodates up to nine guests, featuring a fully equipped kitchen, two bathrooms with hot tubs, a private swimming pool, a fitness centre, and a dry sauna, with Pensacola International Airport 19 kilometres away.
️Steps2beach-gulf View-pool-3br Portside Villas 13 - Pensacola, FL
9.7 114 reviews

️Steps2beach-gulf View-pool-3br Portside Villas 13

apartment, Gulf Breeze
This Gulf Breeze holiday home is located just a short walk from the beach and a 9-minute stroll from Park West Sound Side Beach, offering easy access to the beautiful coastline. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The four-bedroom, three-bathroom property spans 195 square metres and offers comfortable accommodation for larger groups or families. Guests can enjoy a range of amenities, including a swimming pool, fitness centre, and a terrace with stunning sea views, perfect for relaxing and enjoying the Florida sunshine.
Portofino Island Resort 5-603 - Pensacola, FL
9.4 5 reviews

Portofino Island Resort 5-603

house, Oriole Beach
Portofino Island Resort 5-603, located in Pensacola Beach, Florida, offers direct beachfront access to the Gulf of Mexico and is approximately 10.7km from Gulf Islands National Seashore.
This 124 square metre, two-bedroom beachfront property sleeps eleven guests and boasts a private balcony with stunning sea views, a swimming pool, jacuzzi, sauna, and tennis court access within the resort, plus free Wi-Fi.
Bayview Beach Escape - Pensacola, FL
No reviews

Bayview Beach Escape

house, Gulf Breeze
Book this Holiday rental. This accommodation is based in Gulf Breeze.
Services and facilities include air conditioning, a swimming pool and an iron.

Top-Rated Coastal Holiday Homes in Pensacola, FL

Explore scenic shoreside paths from comfortable coastal holiday homes in Pensacola, FL situated a short drive from beaches.

Lemmington Retreat House - Pensacola, FL
9.8 126 reviews

Lemmington Retreat House

house, Pensacola

Choose the Right 5-Star Holiday Houses in Pensacola, FL

Enjoying a luxury holiday home in Pensacola, FL means every detail is handled, offering sophisticated interiors and a prime setting for your break.

The Dutch Getaway - Pensacola, FL
9.8 66 reviews

The Dutch Getaway

cottage, Warrington

Top Family-Friendly Holiday Homes in Pensacola, FL

Family-friendly holiday homes in Pensacola, FL provide ample space and easy access to local attractions, ensuring everyone stays comfortable and entertained.

Downtown Pensacola | Rooftop | Parking | Elevator - Pensacola, FL
9.9 101 reviews

Downtown Pensacola | Rooftop | Parking | Elevator

house, Pensacola
99 M² House ∙ 2 Bedrooms ∙ 6 Guests - Pensacola, FL
No reviews

99 M² House ∙ 2 Bedrooms ∙ 6 Guests

house, Pensacola
Near Downtown, Dining & Base - Beach Flow Bungalow - Pensacola, FL
9.6 10 reviews

Near Downtown, Dining & Base - Beach Flow Bungalow

house, Pensacola
Cozy Downtown Bungalow - Pensacola, FL
10 91 reviews

Cozy Downtown Bungalow

bungalow, Pensacola

Top-Rated Dog-Friendly Holiday Houses in Pensacola, FL

Your dog-friendly holiday home in Pensacola, FL ensures easy beach access and handy outdoor taps for cleaning.

Charming Cottage With Fenced Backyard - Inviting Oasis - Pensacola, FL
9.8 155 reviews

Charming Cottage With Fenced Backyard - Inviting Oasis

house, Pensacola
Adorable Carriage House With Private Entrance - Pensacola, FL
9.9 204 reviews

Adorable Carriage House With Private Entrance

house, Pensacola
406 Hancock Ln - Pensacola, FL
No reviews

406 Hancock Ln

house, Brent
Willy Wonka House 1984 - Pensacola, FL
9.5 13 reviews

Willy Wonka House 1984

house, Pensacola

Check Out Holiday Homes with Parking in Pensacola, FL

Having a car park at your holiday home in Pensacola, FL ensures the coast is easy to reach every day with no extra faff.

Sunflower Inn * Private Cozy Cottage Near Beaches - Pensacola, FL
9.8 289 reviews

Sunflower Inn * Private Cozy Cottage Near Beaches

house, Brent
Charming Downtown Cottage In Historical Pensacola! - Pensacola, FL
8.0 1 review

Charming Downtown Cottage In Historical Pensacola!

cottage, Pensacola
Welcome To The "Parrot Loft" - Pensacola, FL
9.9 18 reviews

Welcome To The "Parrot Loft"

house, Pensacola
Pensacola Paradise - 3br 2full Bath Cottage In Upscale Area 5 Min To Beach And Downtown - Pensacola, FL
9.3 3 reviews

Pensacola Paradise - 3br 2full Bath Cottage In Upscale Area 5 Min To Beach And Downtown

chalet, Pensacola
©2026 cozycozy.com