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Pensacola, FL villas
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534 Villa rentals in Pensacola, FL

Find the Best Holiday Houses with Swimming Pool in Pensacola, FL

These Pensacola, FL vacation homes include a swimming pool, so a refreshing dip is always an option during your stay.

Arcade & Pool Luxury House Walkable To Downtown! - Pensacola, FL
9.7 87 reviews
Pensacola, FL
07/28 – 08/01
$302/nighttotal: $1208 (4 )

Arcade & Pool Luxury House Walkable To Downtown!

3 5
house , Pensacola
This Pensacola home is conveniently located downtown, just a short walk from Joe Patti's Seafood Market, Palafox Street, and a 15-minute drive to Pensacola Beach. The house has received excellent ratings for location, cleanliness, and overall experience.
The 1550 square foot home comfortably sleeps 8 guests with multiple bedrooms and a spacious living area. Enjoy the modern kitchen, relaxing outdoor pool, and other amenities like a washer/dryer, Netflix, and a security system.
177 M² House ∙ 3 Bedrooms ∙ 7 Guests - Pensacola, FL
Pensacola, FL
07/10 – 07/13
$545/nighttotal: $1635 (3 )

177 M² House ∙ 3 Bedrooms ∙ 7 Guests

3 3
house , Pensacola
This mid-century modern vacation home in North Pensacola offers easy access to downtown Pensacola (under 15 minutes), Pensacola Beach (14 miles), and Pensacola International Airport (2 miles).
The 1,890-square-foot single-story house sleeps seven guests and features a private in-ground pool, a fully equipped kitchen, a game room, and an extensive backyard with a beach volleyball court and grill.
Portofino Island P5-1709 - Pensacola, FL
Pensacola, FL
07/12 – 07/17
$1054/nighttotal: $5270 (5 )

Portofino Island P5-1709

1 5
house , Oriole Beach
This beachfront vacation home is located in Oriole Beach, offering direct access to the sand and sea, and is a 5-minute walk from Pensacola Beach, 4 miles from Pensacola Beach Gulf Pier, and 6.8 miles from Gulf Islands.
This 1330 sq ft, 2-bedroom rental accommodates up to 10 guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, terrace, sauna, spa, fitness center, and tennis court, with complimentary WiFi.
1507 Emerald Isle - Pensacola, FL
Pensacola, FL
06/27 – 07/04
$717/nighttotal: $5019 (7 )

1507 Emerald Isle

2 5
house , Gulf Breeze
This Pensacola Beach rental is a 4-minute walk from Pensacola Beach and a 15-minute walk from the Pensacola Beach Gulf Pier, offering easy access to Gulf Islands National Seashore (3.6 miles away).
This 1,130-square-foot condo features two bedrooms, two bathrooms, and sleeps 11, boasting a private balcony with stunning sea views, a well-equipped kitchen, a swimming pool, sauna, fitness center, and free Wi-Fi and parking.

Best Pensacola, FL houses with a kitchen

Private Apartment!  Spring Street Retreat - Pensacola, FL
9.8 215 reviews
Pensacola, FL
07/25 – 07/28
$151/nighttotal: $453 (3 )

Private Apartment! Spring Street Retreat

1 2
house , Pensacola
This detached apartment is located in a quiet neighborhood just minutes from downtown Pensacola, offering a peaceful retreat from the hustle and bustle of the city. The property has consistently received excellent ratings for location, cleanliness, and user experience.
The apartment features a private entrance and patio, perfect for relaxing outdoors. It offers modern amenities like a Roku TV, Alexa, and a kitchenette with a mini-fridge, stovetop, microwave, toaster, and coffee maker.
Downtown Pensacola Cottage - Pensacola, FL
10 32 reviews
Pensacola, FL
07/04 – 07/06
$225/nighttotal: $450 (2 )

Downtown Pensacola Cottage

1 2
house , Pensacola
This private studio guest house in Downtown Pensacola is a 15-minute walk from shopping, dining, and nightlife, and a 20-minute walk or 3-minute drive from Blue Wahoos Stadium and Bruce Beach Park.
The pet-friendly rental features a newly constructed kitchen and bathroom, a Smart TV, a full-sized bed, a twin-sized futon, a two-person hammock, a private washer and dryer, and accommodates up to three guests.
Spacious Guesthouse With Private Entrance And Yard - Pensacola, FL
9.7 25 reviews
Pensacola, FL
08/28 – 11/28
$65/nighttotal: $5980 (92 )

Spacious Guesthouse With Private Entrance And Yard

1 2
house , Pensacola
This Pensacola guesthouse is centrally located, providing convenient access to local attractions.
This one-bedroom guesthouse accommodates up to three guests and features a private entrance, a full kitchen with a fridge, freezer, and microwave, air conditioning, and a garden.
Charming 2 Bdr 1 Bath Home Fenced Byard N Pensacola Pet Friendly Close To Bases - Pensacola, FL
8.0 49 reviews
Pensacola, FL
06/27 – 06/29
$233/nighttotal: $466 (2 )

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

2 2
house , Bellview
This Pensacola home, near Pensacola's military bases, is conveniently located 5.7 miles from the Roger Scott Athletic Complex and about 8 miles from Historic Pensacola Village.
This pet-friendly 1,400-square-foot house in Bellview boasts two bedrooms, one bathroom, and sleeps nine, featuring a fully equipped kitchen, in-unit laundry, free Wi-Fi, and private parking.

Frequently Asked Questions about villa rentals in Pensacola, FL

  • What are the must-see attractions in Pensacola, FL?

    You have to check out the Pensacola Naval Air Station Museum, it's a great place to learn about naval aviation history. The National Museum of Naval Aviation is another great option, and of course, you can't miss the beautiful beaches of Pensacola Beach.
  • What are the best villa rentals in Pensacola, FL?

    Among the villa rentals in Pensacola, FL, Sans Souci Unit 102, 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?

    The Pensacola Children's Museum is a great place for kids to have fun and learn. The National Museum of Naval Aviation is also a great option for families, and it's a great place to learn about the history of naval aviation.
  • What are the best villa rentals with a pool in Pensacola, FL?

  • What are the best activities in Pensacola, FL?

    Pensacola Beach is a must-see, with its beautiful white sand beaches and clear blue waters. If you're looking for something a little more active, you can go kayaking, paddle boarding, or fishing. And if you're looking for a relaxing day, you can just soak up the sun and enjoy the views.
  • 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 in Pensacola gives you more space and privacy than a hotel, and you can often find villas with great amenities like a pool, hot tub, and outdoor kitchen. You'll also be able to cook your own meals, which can save you money.
  • What are the best villa rentals for families and kids in Pensacola, FL?

  • What food festivals or culinary events take place in and around Pensacola, FL?

    The Pensacola Seafood Festival is a popular event that takes place every October. It's a great way to sample fresh seafood from local vendors. The Pensacola Beach Food & Wine Festival is another great option, and it's a great way to enjoy the beautiful scenery while sampling some delicious food and wine.
  • What are the best pet friendly villa rentals in Pensacola, FL?

  • What exclusive experiences are available when visiting Pensacola, FL?

    You can take a dolphin watching tour or go on a sunset cruise. You can also visit the historic Fort Pickens, which is a great place to learn about the history of the area. You can also go on a guided tour of the Pensacola Naval Air Station Museum.
  • What are the best villa rentals with parking in Pensacola, FL?

    Sans Souci Unit 102, 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?

    If you're looking for a quiet and secluded villa rental, you might consider staying in the Gulf Breeze area. If you're looking for something closer to the action, you might consider staying in the Pensacola Beach area. There are also great villa rentals in the downtown area, which is close to all the restaurants and shops.

Destinations nearby

Best Pensacola, FL houses with air conditioning

Outdoor Entertaining Space: Family Home In Milton - Pensacola, FL
Pensacola, FL
07/12 – 07/17
$278/nighttotal: $1390 (5 )

Outdoor Entertaining Space: Family Home In Milton

3 5
house , Bagdad
This Milton vacation home, located 11 miles from Pensacola Regional Airport and near attractions like Roger Scott Athletic Complex and Fairfield Village Shopping Center, offers convenient access to local amenities. This 1830-square-foot house features three bedrooms, two bathrooms, accommodates up to 17 guests, and includes amenities such as a fully equipped kitchen, air conditioning, a private patio, free Wi-Fi, and a washing machine.
99 M² House ∙ 2 Bedrooms ∙ 6 Guests - Pensacola, FL
Pensacola, FL
07/18 – 07/24
$212/nighttotal: $1272 (6 )

99 M² House ∙ 2 Bedrooms ∙ 6 Guests

2 5
house , Pensacola
This 1940s cottage rental in Pensacola's East Hill neighborhood is conveniently located 10 minutes from Palafox Street, 10 minutes from Pensacola International Airport, 15 minutes from Pensacola Beach, and 25 minutes from Naval Air Station Pensacola.
The 1050-square-foot house features two bedrooms, one bathroom, a queen sleeper sofa (sleeps six), a modernized kitchen with stainless steel appliances, a fenced yard, and outdoor amenities including a pergola, cornhole, and fire pit.
Walkable + Luxe ~ 1br Guesthouse W/ Fire Pit+grill - Pensacola, FL
9.9 154 reviews
Pensacola, FL
07/25 – 07/28
$226/nighttotal: $678 (3 )

Walkable + Luxe ~ 1br Guesthouse W/ Fire Pit+grill

1 2
house , Pensacola
The Hatton Guesthouse is located in Pensacola's historic district, adjacent to Alga Brewery and within walking distance of numerous restaurants.
This one-bedroom, one-bathroom guesthouse sleeps four with a king bed, queen sofa bed, fully equipped kitchen, laundry facilities, private backyard with fire pit and grill, and one driveway parking spot plus free street parking.
95 M² House ∙ 2 Bedrooms ∙ 6 Guests - Pensacola, FL
Pensacola, FL
09/19 – 09/26
$191/nighttotal: $1337 (7 )

95 M² House ∙ 2 Bedrooms ∙ 6 Guests

2 4
house , Pensacola
This house in Pensacola's Sunrunner neighborhood is located 7 minutes from PNS airport, 15 minutes from Palafox Street, and 30 minutes from N.A.S. and Pensacola Beach, offering convenient access to local attractions.
This 1010 sq ft home accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a modern kitchen, a spacious backyard with a dining table for 6 and a pellet grill, and parking including a garage.

Best Pensacola, FL villas and beach houses with jacuzzi

Flip Side Oasis Beach House - Pensacola, FL
10 1 review
Pensacola, FL
06/27 – 07/04
$1027/nighttotal: $7189 (7 )

Flip Side Oasis Beach House

1 5
house , Oriole Beach
Flip Side Oasis Beach House, a four-bedroom Pensacola Beach home, is a seven-minute walk from the beach and 2.5 miles from the Pensacola Beach Gulf Pier, offering easy access to area attractions like Historic Pensacola Village (within 10 miles).
This vacation rental boasts a fully equipped kitchen, private pool and spa, fitness center, and sleeps up to 23 guests, featuring free Wi-Fi, cable TV, a washer, and an on-site children's playground.
The Old Spanish Consulate Garden/ Pool View - Pensacola, FL
9.9 3122 reviews
Pensacola, FL
07/20 – 07/22
$225/nighttotal: $450 (2 )

The Old Spanish Consulate Garden/ Pool View

1 2
castle , Pensacola
The Spanish Consulate B&B is located on 8th Ave. in Pensacola, just a short walk from the lively downtown area and the waterfront. This charming inn has earned excellent ratings for location, cleanliness, and overall guest experience.
The Consulate General suite features a private sitting room, a king-size bed, a private veranda, and a unique art collection. Guests can enjoy a relaxing dip in the saline spa and pool, as well as amenities like a fridge, microwave, and Keurig coffee maker.
Emerald Isle Unit 607 - Pensacola, FL
10 1 review
Pensacola, FL
06/29 – 07/03
$610/nighttotal: $2440 (4 )

Emerald Isle Unit 607

2 4
house , Gulf Breeze
Emerald Isle Unit 607, a beachfront Pensacola Beach condo, is an 8-minute walk from Quietwater Beach and a 14-minute walk from the Pensacola Beach Gulf Pier, offering stunning sea views and proximity to Gulf Islands (3.6 miles).
This two-bedroom, two-bathroom vacation rental sleeps 11, boasting a fully equipped kitchen, in-unit laundry, a private balcony, and access to a shared pool, hot tub, spa, fitness center, sauna, water park, and playground.
The Old Spanish Consulate Muse - Pensacola, FL
9.9 183 reviews
Pensacola, FL
07/10 – 07/13
$187/nighttotal: $561 (3 )

The Old Spanish Consulate Muse

1 2
castle , Pensacola
This Pensacola bed and breakfast is conveniently located on the first floor of a building with steps to a pool, offering easy access to relaxation and recreation. Guests rave about the excellent user ratings for cleanliness, location, and overall experience.
The charming guesthouse features a private bathroom and kitchenette for added privacy and comfort, accommodating up to two guests. Enjoy the convenience of a full kitchen with a fridge, freezer, and microwave, as well as air conditioning, a garden, and parking.
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