Pensacola holiday rentals

We found 2,784 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Pensacola by choosing from 222 houses, 229 flats and other holiday rentals. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, which might include a pool and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Pensacola

Showing deals for:8 Jan - 15 Jan

Exterior
Marina
Private kitchen
Unobstructed views from our property to the beach
Exceptional
(78 reviews)

Beautifully renovated 3BR townhome with boat slip just steps from the beach!

Pensacola Beach

8% off
S$3,305
for 7 nights, 1 home
S$472 per night
includes taxes & fees
Beautifully renovated 3BR townhome with boat slip just steps from the beach!
Kitchen
Sunroom, table & chairs, chalkboard w/chalk, beach blanket,umbrella,sand buckets
Outdoor shower with hot water
Picture from living room looking towards sunroom/dining/coffee bar
Exceptional
(17 reviews)

3bed 2bath house, 10 minutes to airport, 18 minutes to the Pensacola beach.

Pensacola

8% off
S$1,892
for 7 nights, 1 home
S$270 per night
includes taxes & fees
3bed 2bath house, 10 minutes to airport, 18 minutes to the Pensacola beach.
View Across Great Room
Unit offers plenty of space to gather with your group in a meaningful way.
Room
View of from kitchen looking toward light-filled living space
Wonderful
(14 reviews)

Amazing Loft in Historic Waterworks Building, near Downtown Pensacola

Pensacola

7% off
S$3,308
for 7 nights, 1 apartment
S$473 per night
includes taxes & fees
Amazing Loft in Historic Waterworks Building, near Downtown Pensacola
Living area
Private kitchen
Interior
Living area
Exceptional
(52 reviews)

Java the Hut: Cozy Retreat in Downtown Pensacola

Pensacola

7% off
S$1,593
for 7 nights, 1 cottage
S$228 per night
includes taxes & fees
Java the Hut: Cozy Retreat in Downtown Pensacola
TV area with comfortable leather seating.
View of Gulf from back deck. 2-minute walk to the beach
New Upper and Lower Decks w/Stainless Railing and Weather Tech Flooring
Living area
Exceptional
(96 reviews)

Lovely Beach Getaway ~ Steps To The Beach ~ The Perfect Family Escape!

Pensacola Beach

8% off
S$3,265
for 7 nights, 1 home
S$466 per night
includes taxes & fees
Lovely Beach Getaway ~ Steps To The Beach ~ The Perfect Family Escape!
Living area
Terrace/patio
Living area
Take a kayak to see beautiful waterfront homes & yachts around the corner.
Exceptional
(85 reviews)

BAY HOUSE - Steps to its own Private Beach - Amazing Sunsets on the Water

Pensacola

7% off
S$4,630
for 7 nights, 1 home
S$661 per night
includes taxes & fees
BAY HOUSE - Steps to its own Private Beach - Amazing Sunsets on the Water
Dining table will sit up to 8 people
Living area
Sound view from the Balcony
Outside hallway entrance to condo (photo taken before restoration project)
Exceptional
(76 reviews)

Discounted Rates ~ Palm Beach Club ~ Edge of Paradise ~ Steps to Gulf & Sound

Pensacola Beach

7% off
S$2,064
for 7 nights, 1 apartment
S$295 per night
includes taxes & fees
Discounted Rates ~ Palm Beach Club ~ Edge of Paradise ~ Steps to Gulf & Sound
{KITCHEN} Everything you need: a gas stove, oven, French door fridge, air fryer, Keurig with K-cups, microwave, and thoughtful welcome snacks. It’s a space made for both cooking and relaxing, perfect for your stay!
Enjoy the private master balcony with views of the Blue Angels, baseball stadium fireworks, or stunning sunsets—your perfect spot to relax and take in the sights.
{DINING ROOM} Seamlessly connects to both the kitchen and living room in an open floor plan,creating a perfect flow for entertaining and family meals. This space allows for easy interaction, with natural light enhancing the warm, inviting atmosphere.
Amazing land views to relax the entire day!
Exceptional
(6 reviews)

Walk Downtown | Lux design | BBQ | King | Views | Balcony

Pensacola

7% off
S$2,141
for 7 nights, 1 home
S$306 per night
includes taxes & fees
Walk Downtown | Lux design | BBQ | King | Views | Balcony
Breakfast Bar
Living Area
Pool
Bay
Exceptional
(93 reviews)

Modern condo, private balconies, with elevator!

Pensacola Beach

7% off
S$1,698
for 7 nights, 1 apartment
S$243 per night
includes taxes & fees
Modern condo, private balconies, with elevator!
Living area
Private kitchen
Family Room/Kitchen
Front Porch - Side 1
Exceptional
(35 reviews)

Beautiful Victorian-style home - 15 min from beach

Pensacola

7% off
S$6,636
for 7 nights, 1 home
S$948 per night
includes taxes & fees
Beautiful Victorian-style home - 15 min from beach
Private kitchen
Modern Kitchen
Stock tank pool
Dining area
Exceptional
(53 reviews)

One of a Kind Cottage Close to Downtown Pensacola & Bay Center ~15 min to Beach!

Pensacola

7% off
S$1,575
for 7 nights, 1 home
S$225 per night
includes taxes & fees
One of a Kind Cottage Close to Downtown Pensacola & Bay Center ~15 min to Beach!
Tropical master suite with a king bed and a balcony with bay views.
Welcome to your vacation home!
Living area
The iconic Pensacola lighthouse stands proud welcoming guests!
Exceptional
(39 reviews)

Downtown retreat by the Bay, Bruce Beach, Blue Angels, parades & fish market!

Pensacola

7% off
S$1,837
for 7 nights, 1 home
S$262 per night
includes taxes & fees
Downtown retreat by the Bay, Bruce Beach, Blue Angels, parades & fish market!
Galley Kitchen
The beautiful Gulf of Mexico right outside of your door!
Living/Dining room
Lower level private deck w/ table and chairs
Exceptional
(129 reviews)

1684 Calle Bonita - 3 Bedroom/2.5 Bath Townhome....Just Steps From The Ocean!

Pensacola Beach

7% off
S$2,570
for 7 nights, 1 home
S$367 per night
includes taxes & fees
1684 Calle Bonita - 3 Bedroom/2.5 Bath Townhome....Just Steps From The Ocean!
There are about 17 steps to the carriage house.
Full size kitchen
Modern Carriage House Living/Kitchen area
Small deck with two chairs and umbrella
Exceptional
(69 reviews)

Modern Carriage House in the heart of downtown.Very walkable to everything.

Pensacola

12% off
S$2,462
for 7 nights, 1 room
S$352 per night
includes taxes & fees
Modern Carriage House in the heart of downtown.Very walkable to everything.
Sabine 6E TV
Property grounds
Sabine 6E Balcony Gulf View
Living Room Sofa Sleeper
Exceptional
(109 reviews)

Sabine 6E- Sleeps 6 Gulf View Pensacola Beach Condo

Pensacola Beach

7% off
S$2,441
for 7 nights, 1 apartment
S$349 per night
includes taxes & fees
Sabine 6E- Sleeps 6 Gulf View Pensacola Beach Condo
Room
Private kitchen
Bathroom
Private kitchen
Wonderful
(16 reviews)

Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

Pensacola

8% off
S$1,756
for 7 nights, 1 cottage
S$251 per night
includes taxes & fees
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Living area
Private kitchen
Emerald Coast Getaway Sand Dollar W212
Living area
Exceptional
(132 reviews)

Sand Dollar W212 Bayfront Escape- Gorgeous Sunset Views, Bikes Included!

Pensacola Beach

7% off
S$2,073
for 7 nights, 1 apartment
S$296 per night
includes taxes & fees
Sand Dollar W212 Bayfront Escape- Gorgeous Sunset Views, Bikes Included!
Beach
Children’s area
2nd Bedroom view of the Gulf
View from balcony toward the Gulf
Exceptional
(177 reviews)

Amazing Sunsets!! Summer is Here Limited Dates Remaining Book Now!

Pensacola Beach

8% off
S$3,024
for 7 nights, 1 apartment
S$432 per night
includes taxes & fees
Amazing Sunsets!! Summer is Here Limited Dates Remaining Book Now!
Indoor Patio "Treehouse"
Pensacola Blue Angels
Indoor patio
Pool area
Exceptional
(6 reviews)

Gulf Breeze Oasis with Private Pool

Gulf Breeze

8% off
S$1,521
for 7 nights, 1 apartment
S$217 per night
includes taxes & fees
Gulf Breeze Oasis with Private Pool
Living area
Property grounds
Living area
Beach
Exceptional
(253 reviews)

Gulf Front Emerald Isle Condo on 11th floor with Beach Chairs

Pensacola Beach

8% off
S$2,390
for 7 nights, 1 apartment
S$341 per night
includes taxes & fees
Gulf Front Emerald Isle Condo on 11th floor with Beach Chairs
Exterior
Gulf front doesn’t get much closer than that ! Literally that is your view !
2 Pools the on the right is heated in the winter and jacuzzi
Cocktails or Coffee on the 4 person patio set overlooking the Gulf of Mexico !
Exceptional
(292 reviews)

𝔾𝕦𝕝𝕗𝔽𝕣𝕠𝕟𝕥 𝑬𝒎𝒆𝒓𝒂𝒍𝒅 𝑰𝒔𝒍𝒆 9th Floor Stocked & Stellar Reviews!

Pensacola Beach

7% off
S$2,615
for 7 nights, 1 apartment
S$374 per night
includes taxes & fees
𝔾𝕦𝕝𝕗𝔽𝕣𝕠𝕟𝕥 𝑬𝒎𝒆𝒓𝒂𝒍𝒅 𝑰𝒔𝒍𝒆 9th Floor Stocked & Stellar Reviews!
Room
Private kitchen
Interior
Interior
Excellent
(7 reviews)

Cozy tiny home in downtown Pensacola

Pensacola

8% off
S$1,756
for 7 nights, 1 apartment
S$251 per night
includes taxes & fees
Cozy tiny home in downtown Pensacola
Exterior
Interior
Private kitchen
Room
Exceptional
(47 reviews)

Pet Friendly 2/1.5 in the Heart of Historic Pensacola

Pensacola

7% off
S$1,945
for 7 nights, 1 home
S$278 per night
includes taxes & fees
Pet Friendly 2/1.5 in the Heart of Historic Pensacola
The living room next to the dining area
Enjoy coffee and cocktails from your huge balcony!
Lots of seating for the gorgeous view
Drink coffee while enjoying your view
Exceptional
(151 reviews)

Regency Towers 703 West Tower Large balcony- Fall into Paradise at the Beach

Pensacola Beach

8% off
S$3,773
for 7 nights, 1 apartment
S$539 per night
includes taxes & fees
Regency Towers 703 West Tower Large balcony- Fall into Paradise at the Beach

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The beachside setting of Pensacola is ready to explore

Come and experience Pensacola and its live music, theatre scene and history. Renowned for its beaches, seafood restaurants and hockey games, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Pensacola

Do you want to discover attractions to visit in the city? Venture out of your cosy holiday rental and experience everything that makes Pensacola a one-of-a-kind holiday spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Big Lagoon State Park (13.8 mi / 22.2 km)
  • Perdido Bay Golf Club (13.9 mi / 22.3 km)
  • Gulf Breeze Zoo (14 mi / 22.5 km)
  • Lost Key Golf Club (15.2 mi / 24.5 km)
  • Orange Beach Golf Center (25 mi / 40.2 km)
  • Adventure Island (25.5 mi / 41.1 km)

Exploring the beaches and other natural features in Pensacola

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Pensacola. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Pensacola Dog Beach West (7 mi / 11.3 km)
  • Quietwater Beach (7.3 mi / 11.7 km)
  • Casino Beach (7.7 mi / 12.4 km)
  • Pensacola Beach Beaches (8 mi / 12.9 km)
  • Johnson Beach (9 mi / 14.5 km)
  • Perdido Key Beach (13.1 mi / 21.1 km)

Seasonal weather in Pensacola

If you're hoping to enjoy some warm-weather activities on your holiday, August, July, June and September are the hottest months to visit, when temperatures average 27°C.

How to get to and around Pensacola

Fly into Pensacola, FL (PNS-Pensacola Intl.), the closest airport, located 4 mi (6.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Gulf Shores, AL (GUF-Jack Edwards), which is 29.1 mi (46.8 km) away.

If you'd prefer to travel by train, the main station serving the city is Pensacola Station.

Frequently asked questions

What is the best area to stay in Pensacola when booking a holiday rental?
Book your holiday home in South Pensacola and you'll be in the heart of one of Pensacola's most renowned areas. Pensacola Outlet Mall and Legion Field are two of the major attractions here that'll entertain you during your visit.
What is the most popular type of holiday rental accommodation in Pensacola?
Based on our data, condos are the most sought-after property type in Pensacola. But naturally, everyone's idea of an awesome trip isn't going to be the same. Vrbo has holiday rentals of all sizes, shapes and budgets, so you're sure to discover your ideal match.
How much does it cost to rent a holiday rental in Pensacola?
The average price for a holiday home in Pensacola depends on several factors, including season, property type and length of stay. Whether you're in search of a sprawling villa with space for extended family or a cosy cabin perfect for just you and the kids, just add your dates of travel to discover stays with unbeatable value.
How much does it cost to rent a beach house in Pensacola?
When you travel and the size and style of the property will help determine the cost of your beachside escape. Type in your Pensacola travel dates to view your available options on Vrbo. Can't live without a hot tub? Use the filters to pick the amenities and features you want in your beach house.
Are there pet-friendly holiday rentals in Pensacola?
Pack a travel bag for the pup in your life because Pensacola has 1,481 stays that open their doors to pets. Let your happy hound enjoy the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and travel dates, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Pensacola?
Add a new level of fun to your holiday by booking your crew into one of the 905 houses with a private pool in Pensacola. Use our search filter to find properties with pools on Vrbo, then spend leisurely days playing and splashing in a swimming pool that's for your use only.
What are popular rental amenities in Pensacola?
Some of the most popular rental amenities guests are looking for in Pensacola are a water view, a firepit and a sauna. Whether you're holidaying with family, buddies or even pets, Vrbo holiday homes have the best amenities for fun and relaxation with the people who matter most.
Are there large group holiday rentals in Pensacola?
Choose from 162 holiday homes in Pensacola that can host 10 or more people. Whether you're organising a family holiday or an event like an anniversary, there's plenty of room to get your favourite people together under one roof.
Are there holiday rentals in Pensacola that welcome kids?
Gather your whole family for an adventure in Pensacola at one of our 1,475 family-friendly properties. These stays provide conveniences that are ideally suited to trips with youngsters, such as full kitchens, multiple bedrooms and entertainment units. Simply click on the "Properties good for families" filter and book your favourite.
What are the top attractions for families in Pensacola?
Keep your kids entertained at these fun family-friendly attractions in Pensacola:
  • Pensacola Beach Beaches
  • Pensacola Beach Pier
  • Johnson Beach
Are there one-bedroom holiday rentals in Pensacola?
Yes, there are 235 one-bedroom properties in Pensacola to pick from. A one-bedroom holiday property is a great choice if it's just you and your partner or if you're travelling alone. Toss in more convenience, space and privacy than a regular hotel, and you're bound to have a getaway to remember.
Can I find two-bedroom holiday rentals in Pensacola?
Take off with your loved ones and experience complete comfort and privacy in one of the 552 two-bedroom holiday rentals Pensacola has to offer.
Are there holiday rentals with WiFi in Pensacola?
Whether you want to keep up with the latest headlines, send some emails or surf social media, there are 729 holiday homes with WiFi in Pensacola. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Pensacola?
Pensacola has 1,413 holiday rentals where you can chill out in air-conditioned comfort. To find a property on Vrbo that has this perk, choose your travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Pensacola?
The minimum age is usually 16, 18 or 21. It can change across properties on Vrbo, so look at the rules of your chosen Pensacola stay before booking.
How long can I rent a holiday rental in Pensacola for?
It's really down to the Pensacola property. To browse available options offering extended stays, simply enter your travel dates and number of guests into Vrbo. You can enjoy having the property to yourself, along with home comforts such as air conditioning, a kitchen and outdoor spaces where the kids can run and play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

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