Villas and Holiday homes in Pensacola, FL

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Pensacola, FL holiday homes
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567 Villa rentals in Pensacola, FL

Best Pensacola, FL villas and holiday homes with air conditioning

Pet-friendly Pensacola Home W/ Patio & Yard! - Pensacola, FL
10 1 review

Pet-friendly Pensacola Home W/ Patio & Yard!

house, Pensacola
This pet-friendly holiday home in Pensacola is situated 1.8km from the Saenger Theatre, 2.1km from the TT Wentworth Jr. Florida State Museum, and 2.1km from the Pensacola Historical Museum.
The 92 square metre property offers two bedrooms, two bathrooms, sleeps eleven guests, and includes a fully equipped kitchen, free Wi-Fi, air conditioning, free on-site parking, and a garden.
Urban Vista & Flat - Family Friendly, Downtown Pensacola - Pensacola, FL
10 1 review

Urban Vista & Flat - Family Friendly, Downtown Pensacola

house, Pensacola
This four-bedroom, three-bathroom Pensacola holiday home is conveniently located in downtown Pensacola, near the Saenger Theatre and within 3km of several museums and historical sites including the TT Wentworth Jr. Florida State Museum and Historic Pensacola Village.
Sleeping up to 27 guests, this non-smoking property offers easy access to Pensacola Regional Airport (11km) and boasts proximity to attractions such as Wayside Park and the Gulf Islands National Seashore; bachelor/bachelorette parties are not permitted.
Charming Hideaway Cottage Pensacola - Pensacola, FL
9.5 2 reviews

Charming Hideaway Cottage Pensacola

house, West Pensacola
Charming Hideaway Cottage, a West Pensacola self-catering property, is located approximately 6.4 kilometres from the T.T. Wentworth Jr. Florida State Museum and Historic Pensacola Village.
This one-bedroom cottage offers 30 square metres of space, sleeping up to four guests, and includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, and air conditioning.
Cozy Downtown Cottage! Dogs Welcomed! - Pensacola, FL
9.6 8 reviews

Cozy Downtown Cottage! Dogs Welcomed!

cottage, Pensacola
This recently renovated cottage is located in the city centre of Pensacola, adjacent to Old East Hill, offering easy access to historic Downtown Pensacola, just 4.8 kilometres away, and the world-renowned white sandy beaches, a 19.3 kilometre drive.
This two-bedroom, two-bathroom holiday home, covering 130 square metres and accommodating up to four guests, features a fully equipped kitchen, air conditioning, on-site parking, and four bicycles for exploring local eateries, a PUBLIX supermarket, and the Saturday farmer's market.

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.

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.
Oldspanishconsulate El Balcon - Pensacola, FL
10 203 reviews

Oldspanishconsulate El Balcon

castle, Pensacola
"El Balcon" is a charming bed and breakfast situated in Pensacola's historic district, just a short walk from the Pensacola Historic Village, the Pensacola Lighthouse, and the National Naval Aviation Museum. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The guest house offers a private bathroom, kitchenette, and balcony, perfect for a couple seeking a relaxing getaway. Amenities include air conditioning, a swimming pool, a jacuzzi, a garden, and parking, providing guests with everything they need for a memorable stay.
"Tree House" On The Creek In Mid Town Pensacola! - Pensacola, FL
9.7 241 reviews

"Tree House" On The Creek In Mid Town Pensacola!

apartment, Pensacola
This waterfront property is located just a short distance from the University Town Plaza, making it ideal for exploring Pensacola's attractions. The property has received excellent ratings for location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
The three-bedroom house spans 186 square meters and comfortably accommodates up to six guests. Enjoy a range of amenities, including a fully equipped kitchen, a jacuzzi, a balcony, and a garden, perfect for relaxation and outdoor activities.
Beautiful Historic Downtown Pensacola Charmer Hot Tub Bbq - Pensacola, FL
No reviews

Beautiful Historic Downtown Pensacola Charmer Hot Tub Bbq

house, Pensacola
Holiday house rental. You will be located in Pensacola.
Facilities and services include a washing machine, a swimming pool and free parking. This house in Pensacola is ideal for families.

Frequently asked questions about villa rentals in Pensacola, FL

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Best Pensacola, FL villas and holiday homes with a kitchen

136 M² House ∙ 3 Bedrooms ∙ 8 Guests - Pensacola, FL
No reviews

136 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Warrington
This Warrington house is conveniently located near local amenities.
The 135 square metre property sleeps eight, boasting three bedrooms, two bathrooms, a garden, and modern appliances including a dishwasher and air conditioning.
The Graffiti Loft - Pensacola, FL
9.5 4 reviews

The Graffiti Loft

house, Pensacola
This apartment, known as 'The Graffiti Loft', is situated in Pensacola, offering easy access to Downtown, Palafox Street, and the Blue Wahoos Stadium, with Pensacola Beach approximately 10 kilometres away.
This one-bedroom apartment accommodates two guests and features a kitchen with a fridge, air conditioning, and parking, alongside a unique street art-themed interior and a stylish bathroom with a black-tile shower.
Private Guesthouse- 2 Mi. Downtown & 5 Mi. Beach - Pensacola, FL
9.9 226 reviews

Private Guesthouse- 2 Mi. Downtown & 5 Mi. Beach

house, Pensacola
This East Hill cottage, situated on a 0.8-kilometre half-acre plot, offers easy walking access to local restaurants, coffee shops, and parks, and is conveniently located near Pensacola's city centre, beaches, and shopping areas.
The fully renovated one-bedroom guest house sleeps four, featuring a king-size bed and a double futon, a private patio courtyard, and access to shared amenities including kayaks for exploring Pensacola's waterways and a gas fire pit.
De Soto Bungalow Close To Downtown And Beaches - Pensacola, FL
No reviews

De Soto Bungalow Close To Downtown And Beaches

house, Pensacola
This De Soto Bungalow in Pensacola is located approximately 6.9 kilometres from the airport, a short 18-minute walk to Bayview Dog Beach, and within easy reach of Wayside Park and the Pensacola Visitor Information Centre.
This spacious three-bedroom, three-bathroom holiday home offers accommodation for up to eight guests, featuring a fully equipped kitchen, air conditioning, free WiFi in public areas, a garden, and a balcony with barbecue facilities, providing comfortable self-catering and relaxation opportunities.

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.

Villas On The Gulf Unit J8 - Pensacola, FL
No reviews

Villas On The Gulf Unit J8

house, Oriole Beach
This villa, Villas on the Gulf unit J8, is situated in Oriole Beach, a 7-minute walk from Pensacola Beach and 5.3 kilometres from the Pensacola Beach Gulf Pier.
This 84 square metre accommodation offers a well-equipped kitchen, air conditioning, free Wi-Fi, an outdoor swimming pool, and a balcony with sea views, accommodating up to 11 guests.
Condo With Partial Bay View Onsite Fishing Dock Beach Access & Shared Pool - Pensacola, FL
9.3 4 reviews

Condo With Partial Bay View Onsite Fishing Dock Beach Access & Shared Pool

house, Gulf Breeze
This apartment offers direct beach access on Pensacola Beach, with partial bay views, and is situated 1.8 kilometres from Gulf Islands and 3 kilometres from Pensacola Beach Gulf Pier.
This property, measuring 71 square metres, features a fully equipped kitchen with a dishwasher and oven, air conditioning, complimentary WiFi, a shared outdoor swimming pool, and accommodates up to six guests.
4527 Whisper Way - Pensacola, FL
No reviews

4527 Whisper Way

house, Ferry Pass
House to rent. You will be based in Ferry Pass.
Facilities and services include a swimming pool, a kitchen and a washing machine.
Bayview Beach Escape - Pensacola, FL
No reviews

Bayview Beach Escape

house, Gulf Breeze
House listing. You will stay in Gulf Breeze.
Services and facilities include a terrace, air conditioning and a fridge. Take a dip in the pool of this house in Gulf Breeze!

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.

The Jesse: Cottage In Historic Downtown Pensacola - Pensacola, FL
9.2 38 reviews

The Jesse: Cottage In Historic Downtown Pensacola

cottage, 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.

Modern Farm House Pensacola, Fl Centrally Located In The Heart Of Pensacola - Pensacola, FL
9.6 4 reviews

Modern Farm House Pensacola, Fl Centrally Located In The Heart Of Pensacola

cottage, Ferry Pass

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.

Minutes From White Sand And Blue Seas! 3br/2.5ba - Pensacola, FL
9.9 41 reviews

Minutes From White Sand And Blue Seas! 3br/2.5ba

apartment, Ensley
Casa Binkley - Pensacola, FL
10 3 reviews

Casa Binkley

house, Ferry Pass
Over The Hill By The Bayou, - Pensacola, FL
9.7 3 reviews

Over The Hill By The Bayou,

house, Pensacola
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

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 Modern Amenities - Cozy Downtown Retreat - Pensacola, FL
No reviews

Charming Cottage With Modern Amenities - Cozy Downtown Retreat

house, Pensacola
The Sapphire Downtown, Pensacola's Hidden Gem - Pensacola, FL
9.7 15 reviews

The Sapphire Downtown, Pensacola's Hidden Gem

house, Pensacola
Charming 2 Bdr 1 Bath Home Fenced Byard N Pensacola Pet Friendly Close To Bases - Pensacola, FL
8.2 56 reviews

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

house, Bellview
The Panam Fire Pit Bbq Kid & Dog Friendly - Pensacola, FL
8.8 15 reviews

The Panam Fire Pit Bbq Kid & Dog Friendly

house, Myrtle Grove

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.

Pet-friendly Pensacola Home W/ Sunny Backyard! - Pensacola, FL
9.9 49 reviews

Pet-friendly Pensacola Home W/ Sunny Backyard!

house, Pensacola
Casa Del Sole  Downtown  3 Ensuites  Pets Ok - Pensacola, FL
10 221 reviews

Casa Del Sole Downtown 3 Ensuites Pets Ok

house, Pensacola
Downtown Home + Bay Views + Seafood Market - Pensacola, FL
9.4 5 reviews

Downtown Home + Bay Views + Seafood Market

house, Pensacola
North Hill Guesthouse - Pensacola, FL
9.9 783 reviews

North Hill Guesthouse

house, Pensacola
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