Villas and Holiday homes in Pensacola, FL

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

Best Pensacola, FL villas and holiday homes with air conditioning

Cozy East Hill Cottage - Pensacola, FL
9.4 308 reviews
Pensacola, FL
21/06 – 24/06
£67/nighttotal: £201 (3 )

Cozy East Hill Cottage

1 1
house , Pensacola
This East Hill cottage is situated a short 8km drive from Pensacola's city centre and a 24km drive from Pensacola Beach.
The one-bedroom, one-bathroom property sleeps two guests and includes air conditioning, parking, a garden, and internet access; nearby attractions include East Hill's local businesses and parks.
Tiny Haven Unwind In Pensacola - Pensacola, FL
8.4 5 reviews
Pensacola, FL
21/06 – 24/06
£119/nighttotal: £357 (3 )

Tiny Haven Unwind In Pensacola

1 1
cottage , West Pensacola
This detached house in South Pensacola is located a 5-minute drive from Warrington Village Shopping Centre and a 6-minute drive from Osceola Municipal Golf Course, with proximity to the National Museum of Naval Aviation and Pensacola Beach.
This detached house offers air conditioning, Wi-Fi, and parking, featuring a kitchenette with a fridge and microwave oven, and laundry facilities for your convenience.
Cottage - Pensacola, FL
9.7 120 reviews
Pensacola, FL
01/09 – 30/09
£58/nighttotal: £1682 (29 )

Cottage

1 2
cottage , Pensacola
This Pensacola apartment offers a peaceful, central location near downtown Pensacola, the Pensacola Blue Wahoos stadium, and Naval Air Station Pensacola, with Pensacola Beach a short drive away (distances unspecified).
The two-bedroom, one-bathroom flat sleeps four guests and includes a kitchen with a fridge, air conditioning, parking, and excellent guest reviews; nearby amenities include easy access to Pensacola's attractions.
Adorable 2 Bdr Near Dt Pensacola - Pensacola, FL
9.3 103 reviews
Pensacola, FL
17/10 – 07/11
£61/nighttotal: £1281 (21 )

Adorable 2 Bdr Near Dt Pensacola

1 2
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.

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 5-1002 - Pensacola, FL
Pensacola, FL
17/10 – 24/10
£264/nighttotal: £1848 (7 )

Portofino Island Resort 5-1002

2 5
house , Oriole Beach
Portofino Island Resort 5-1002, a two-bedroom holiday home in Pensacola Beach, Florida, is situated approximately 6.4km from Pensacola Beach Gulf Pier, 10.8km from Gulf Islands National Seashore, and 17.7km from Wayside Park.
This 124 square metre property boasts a fully equipped kitchen, two bathrooms, a private balcony with sea views, a swimming pool, and a tennis court, sleeping up to 11 guests and offering self-catering facilities.
Townhome B W/hottub In Downtown/mins To The Beach - Pensacola, FL
9.9 494 reviews
Pensacola, FL
01/10 – 05/10
£135/nighttotal: £540 (4 )

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

1 4
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.
Oldspanishconsulate El Balcon - Pensacola, FL
10 183 reviews
Pensacola, FL
06/07 – 08/07
£128/nighttotal: £256 (2 )

Oldspanishconsulate El Balcon

1 2
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.
Portofino Island Resort 2-1306 - Pensacola, FL
8.0 1 review
Pensacola, FL
09/08 – 16/08
£312/nighttotal: £2184 (7 )

Portofino Island Resort 2-1306

2 4
house , Oriole Beach
This Portofino Island Resort 2-1306 villa in Oriole Beach is located a 6-minute walk from Pensacola Beach and 6.4 kilometres from the Pensacola Beach Gulf Pier.
This 124 square metre holiday home accommodates up to 11 guests in 2 bedrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, a balcony with sea views, tennis court, parking, and free WiFi.

Frequently asked questions about villa rentals in Pensacola, FL

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Best Pensacola, FL villas and holiday homes with a kitchen

Pensacola Tiny House Less Than 1 Mi To Bayview Park! - Pensacola, FL
Pensacola, FL
19/07 – 22/07
£143/nighttotal: £429 (3 )

Pensacola Tiny House Less Than 1 Mi To Bayview Park!

1 2
house , Pensacola
This Pensacola apartment, less than 1.6km from Bayview Park and within a short drive of Wayside Park and the Pensacola Visitor Information Centre, offers easy access to Pensacola Beach and numerous historical sites including the TT Wentworth Jr. Florida State Museum and Historic Pensacola Village.
This one-bedroom, one-bathroom flat boasts 35 square metres of space, sleeps up to five guests, and includes a fully equipped kitchen, free Wi-Fi, a private entrance, and access to a spa and tennis court; Bayview Dog Beach is also an 11-minute walk away.
Pensa-cozy Downtown Bungalow, W/ Backyard Oasis! - Pensacola, FL
9.3 8 reviews
Pensacola, FL
19/07 – 22/07
£215/nighttotal: £645 (3 )

Pensa-cozy Downtown Bungalow, W/ Backyard Oasis!

3 2
house , Pensacola
This Pensacola downtown bungalow is conveniently located an 8-minute walk from the Saenger Theatre and under 1.6km from the TT Wentworth Jr. Florida State Museum and Historic Pensacola Village.
This three-bedroom property, boasting 93 square metres of floor space, comfortably sleeps eight guests and features a fully equipped kitchen, private parking, Wi-Fi, a private backyard with an outdoor fireplace, and a picnic area.
Adorable Private Cottage, 5 Mnt From Downtown! - Pensacola, FL
10 57 reviews
Pensacola, FL
25/06 – 28/06
£136/nighttotal: £408 (3 )

Adorable Private Cottage, 5 Mnt From Downtown!

1 2
house , Pensacola
This Pensacola cottage, ideally located in central Pensacola, is 14.5km from Pensacola Beach and a 10-minute drive from Pensacola International Airport, providing easy access to shopping malls.
The self-contained property offers a queen-size bed, a fully equipped kitchen including a fridge, in-unit laundry facilities, a patio, and accommodates two guests, perfect for a couple's getaway.
Waterfront Retreat With Outdoor Oasis In Pensacola - Pensacola, FL
Pensacola, FL
05/07 – 11/07
£920/nighttotal: £5520 (6 )

Waterfront Retreat With Outdoor Oasis In Pensacola

4 3
house , West Pensacola
This West Pensacola waterfront property, situated approximately 6.4-8 kilometres from attractions such as the Saenger Theatre and the Pensacola Historical Museum, offers stunning views and easy access to local landmarks.
This spacious 418-square-metre holiday home boasts four bedrooms, five bathrooms, and sleeps up to 19 guests, featuring a fully equipped kitchen, on-site bar, free Wi-Fi, and a garden.

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.

Funky Flamingo~ Guest House~ Pool & Kitchenette - Pensacola, FL
10 188 reviews
Pensacola, FL
04/11 – 08/11
£118/nighttotal: £472 (4 )

Funky Flamingo~ Guest House~ Pool & Kitchenette

1 2
house , Pensacola
This charming East Hill home is just a short walk from Publix and a mile from downtown Pensacola, the Bayfront, and the boat launch, making it a convenient base for exploring the city. The property boasts excellent ratings for cleanliness, location, and overall experience.
This one-bedroom, one-bathroom property can comfortably accommodate two guests. It features a private pool and patio, a fully fenced backyard with a fire pit and grilling area, and luxurious amenities like high-speed Wi-Fi, streaming services, and a Casper mattress.
Boardwalk B2 - Pensacola, FL
10 4 reviews
Pensacola, FL
23/07 – 30/07
£416/nighttotal: £2912 (7 )

Boardwalk B2

2 5
house , Gulf Breeze
Boardwalk B2, a Pensacola Beach holiday home, is situated 2.25km from the Gulf Islands National Seashore and 3.7km from the Pensacola Beach Gulf Pier, offering convenient access to Pensacola Beach attractions.
This 119 square metre property boasts two bedrooms, two bathrooms, and sleeps up to 15 guests, featuring a fully equipped kitchen, private balcony, swimming pool, in-unit laundry, and 24-hour front desk assistance.
South Harbour 4e - Pensacola, FL
9.3 3 reviews
Pensacola, FL
09/08 – 16/08
£230/nighttotal: £1610 (7 )

South Harbour 4e

2 4
house , Gulf Breeze
This Pensacola Beach holiday home, South Harbour 4E, is situated a short walk from Quietwater Beach and Pensacola Beach Gulf Pier, and within 13km of Historic Pensacola Village and the Pensacola Historical Museum.
The 117 square metre property boasts two bedrooms, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, air conditioning, a swimming pool, a terrace, and in-unit laundry facilities; enjoy sea views from the balcony and easy access to the Gulf of Mexico.
Downtown Townhome L Pool L Quiet & Family Friendly - Pensacola, FL
9.7 6 reviews
Pensacola, FL
12/07 – 15/07
£241/nighttotal: £723 (3 )

Downtown Townhome L Pool L Quiet & Family Friendly

3 6
house , Pensacola
This three-bedroom, two-bathroom townhouse is situated in Pensacola's Tanyard neighbourhood, conveniently located approximately 8km from Palafox Street, 16km from NAS Pensacola, 24km from Pensacola Beach, and 32km from Pensacola International Airport.
The property offers a fully equipped kitchen, a covered patio with a propane grill, super-fast 1G internet, and sleeps up to six guests, perfect for families or groups exploring Pensacola's attractions.

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.

Downtown Pensacola Cozy Cottage - Pensacola, FL
9.9 114 reviews
Pensacola, FL
17/10 – 07/11
£75/nighttotal: £1575 (21 )

Downtown Pensacola Cozy Cottage

1 2
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.

Colorful Pensacola Oasis 1 Block To Bayview Park! - Pensacola, FL
10 64 reviews
Pensacola, FL
04/11 – 08/11
£180/nighttotal: £720 (4 )

Colorful Pensacola Oasis 1 Block To Bayview Park!

2 2
house , Pensacola

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.

Cheerful 3br Close To Downtown + Double Balcony - Pensacola, FL
9.4 5 reviews
Pensacola, FL
20/07 – 23/07
£262/nighttotal: £786 (3 )

Cheerful 3br Close To Downtown + Double Balcony

3 4
house , Pensacola
The Two Door  A Cozy & Spacious Retreat In Historic Downtown Pensacola - Pensacola, FL
10 5 reviews
Pensacola, FL
20/08 – 23/08
£268/nighttotal: £804 (3 )

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

2 2
cottage , Pensacola
143 M² House ∙ 3 Bedrooms ∙ 8 Guests - Pensacola, FL
10 2 reviews
Pensacola, FL
03/09 – 05/09
£310/nighttotal: £620 (2 )

143 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 2
house , Pensacola
New Downtown Cottage - Pensacola, FL
9.9 71 reviews
Pensacola, FL
01/08 – 15/08
£114/nighttotal: £1596 (14 )

New Downtown Cottage

2 2
house , 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.

Downtown Home - Wifi Central Ac Private Washer&dryer & Balcony - Dog-friendly - Pensacola, FL
Pensacola, FL
04/09 – 08/09
£217/nighttotal: £868 (4 )

Downtown Home - Wifi Central Ac Private Washer&dryer & Balcony - Dog-friendly

1 2
house , Pensacola
Charming Cottage In Pensacola - Pensacola, FL
9.8 26 reviews
Pensacola, FL
27/12 – 03/01
£77/nighttotal: £539 (7 )

Charming Cottage In Pensacola

1 2
cottage , Pensacola
68 M² House ∙ 2 Bedrooms ∙ 4 Guests - Pensacola, FL
Pensacola, FL
02/11 – 27/11
£141/nighttotal: £3525 (25 )

68 M² House ∙ 2 Bedrooms ∙ 4 Guests

2 1
house , Pensacola
298 M² House ∙ 4 Bedrooms ∙ 10 Guests - Pensacola, FL
Pensacola, FL
17/09 – 21/09
£319/nighttotal: £1276 (4 )

298 M² House ∙ 4 Bedrooms ∙ 10 Guests

4 8
house , Ferry Pass

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.

148 M² House ∙ 3 Bedrooms ∙ 6 Guests - Pensacola, FL
Pensacola, FL
17/10 – 24/10
£164/nighttotal: £1148 (7 )

148 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 5
house , Pensacola
Gadsden Hideaway: Historic Downtown Luxury In East Hill Preservation District - Pensacola, FL
10 41 reviews
Pensacola, FL
04/11 – 09/11
£116/nighttotal: £580 (5 )

Gadsden Hideaway: Historic Downtown Luxury In East Hill Preservation District

1 3
cottage , Pensacola
A Poolside Paradise - Pensacola, FL
9.5 4 reviews
Pensacola, FL
08/10 – 12/10
£268/nighttotal: £1072 (4 )

A Poolside Paradise

3 8
house , Pensacola
Over The Hill By The Bayou, - Pensacola, FL
Pensacola, FL
16/07 – 20/07
£424/nighttotal: £1696 (4 )

Over The Hill By The Bayou,

1 4
house , Pensacola
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