Pensacola holiday rentals

We found 122 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Pensacola that are perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as a garden and pool. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Pensacola

Showing deals for:13 Nov - 20 Nov

Private kitchen
Pool
Relax with an evening fire or have some family time making S’mores
Home Entrance 1
Exceptional
(69 reviews)

HEATED POOL Grand Serenity is your Oasis on South Grand

Afton

8% off
AU$9,236
for 7 nights, 1 home
AU$1,319 per night
includes taxes & fees
HEATED POOL Grand Serenity is your Oasis on South Grand
Horseshoe INN from the lake view. Swimming pool behind small building.
Community Firepit
living room
View from the second floor balcony. Dock at the waters edge.
Exceptional
(36 reviews)

Family reunions, Large families. Plenty of room. On beautiful Lake Hudson

Pryor

8% off
AU$4,883
for 7 nights, 1 home
AU$698 per night
includes taxes & fees
Family reunions, Large families. Plenty of room. On beautiful Lake Hudson
Living area
Beautiful wood beams over the living room
Exterior
View from the loft
Exceptional
(7 reviews)

LAKE FRONT!! Lodge Style 6-bedroom Cabin & Private Dock. Great for families.

Eucha

12% off
AU$6,600
for 7 nights, 1 home
AU$943 per night
includes taxes & fees
LAKE FRONT!! Lodge Style 6-bedroom Cabin & Private Dock. Great for families.
View of living rom from stairway.
View of house at night from dock
Living room
Kitchen Island, double fridge and freezer, microwave,and beverage refrigerator
Exceptional
(19 reviews)

Waterfront oasis with gazebo and fire pit, crappie dock with swim deck and slide

Afton

8% off
AU$8,305
for 7 nights, 1 home
AU$1,186 per night
includes taxes & fees
Waterfront oasis with gazebo and fire pit, crappie dock with swim deck and slide
Living area
Exterior
Brand New 6 person Jacuzzi hot tub with lake views
Dining
Exceptional
(19 reviews)

New Luxury Water Front Oasis with New Private Dock & Hot Tub!!

Afton

8% off
AU$7,067
for 7 nights, 1 home
AU$1,010 per night
includes taxes & fees
New Luxury Water Front Oasis with New Private Dock & Hot Tub!!
Kitchen gets the job done. Keurig provided.
Dusk, facing east. Evening shade and vibrant colors.
Kitchen with newer appliances, cookware, single serve Keurig, bar seating.
Exterior
Exceptional
(23 reviews)

Ketchum Cove Family & Pet-Friendly Lake House w/ Dock & Walk to Marina Dining

Vinita

17% off
AU$3,877
for 7 nights, 1 home
AU$554 per night
includes taxes & fees
Ketchum Cove Family & Pet-Friendly Lake House w/ Dock & Walk to Marina Dining
Kitchen
Community Firepit
exterior view of the master's screened-porch overlooking the pool
exterior, front porch
Exceptional
(12 reviews)

Pool Side Guest House On Lake Hudson Near Pryor

Adair

7% off
AU$2,780
for 7 nights, 1 home
AU$397 per night
includes taxes & fees
Pool Side Guest House On Lake Hudson Near Pryor
Exterior
Terrace/patio
Room
Dining
Exceptional
(5 reviews)

Kem’s cabin is a great couples getaway for the weekend or an extended stay.

Adair

17% off
AU$1,188
for 7 nights, 1 cabin
AU$170 per night
includes taxes & fees
Kem’s cabin is a great couples getaway for the weekend or an extended stay.
Family room area
Main floor entry to deck
Bedroom 4 on bottom level 1 twin over 1 full
Living room on main floor
Exceptional
(100 reviews)

Beautiful Five Bedroom Home with a "Grand View" of the Lake

Eucha

8% off
AU$3,555
for 7 nights, 1 home
AU$508 per night
includes taxes & fees
Beautiful Five Bedroom Home with a "Grand View" of the Lake
Bathroom
Room
Exterior
Property grounds
Exceptional
(9 reviews)

Rustic cabins on 80 acres! Trails directly into off-road park. Lots of parking!

Eucha

8% off
AU$1,498
for 7 nights, 1 cabin
AU$214 per night
includes taxes & fees
Rustic cabins on 80 acres! Trails directly into off-road park. Lots of parking!
Terrace/patio
Living area
Interior
Private kitchen
Exceptional
(15 reviews)

Historic Dam Hotel

Disney

17% off
AU$1,655
for 7 nights, 1 room
AU$236 per night
includes taxes & fees
Historic Dam Hotel
Bedroom 1 with a king size bed!
Fully stocked kitchen for all of your cooking & baking needs!
Seating for 3 at the bar!
Come on in! (Main access is on the side of the property)
Exceptional
(5 reviews)

Rock Wall Retreat> Rig Parking & Central to Disney

Disney

7% off
AU$2,301
for 7 nights, 1 home
AU$329 per night
includes taxes & fees
Rock Wall Retreat> Rig Parking & Central to Disney
Interior
Private kitchen
Exterior
Living area
Exceptional
(6 reviews)

Heart of Disney House - Easy Trail Access

Disney

8% off
AU$1,753
for 7 nights, 1 home
AU$250 per night
includes taxes & fees
Heart of Disney House - Easy Trail Access
Dining
Living area
Bathroom
Room
Exceptional
(25 reviews)

Historic Dam Hotel

Disney

17% off
AU$1,655
for 7 nights, 1 room
AU$236 per night
includes taxes & fees
Historic Dam Hotel

  • 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

Find the perfect holiday rental for your Pensacola getaway

Learn about the unique charm of Pensacola with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Pensacola

Are you hoping to find top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Pensacola a one-of-a-kind holiday spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Lulabelle's (7.5 mi / 12 km)
  • Pryor Creek Golf Course (15.5 mi / 25 km)
  • Blue Coyote Winery (13 mi / 20.9 km)

Exploring the natural features in Pensacola

Whether you're looking for adventure or just want to spend some time taking in the scenery, Pensacola is a great place to spend some time outside. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Little Blue-Disney State Park (7.5 mi / 12.1 km)
  • Lake Hudson (13.4 mi / 21.6 km)
  • Grand Lake O' the Cherokees (17.8 mi / 28.6 km)
  • Salina State Park (11.5 mi / 18.5 km)
  • Two Tree Island (14.4 mi / 23.1 km)
  • Whitaker Park (14.7 mi / 23.7 km)

How to get to and around Pensacola

Fly into Tulsa International Airport (TUL), the closest airport, located 46.1 mi (74.1 km) from the city centre.

Frequently asked questions

What is the best area to stay in Pensacola when booking a holiday rental?
When considering a holiday rental in Pensacola, Oklahoma, a popular area to stay is the vicinity around the picturesque Lake Eufaula. This area boasts a range of charming properties that cater to various preferences, from cosy cabins to spacious homes, making it an ideal choice for families and groups alike. The lake itself is a major attraction, offering opportunities for fishing, boating, and swimming, ensuring that outdoor enthusiasts will find plenty to enjoy.Another appealing neighbourhood is near the Eufaula Wildlife Management Area, which is superb for those who appreciate nature and wildlife. This area provides not only beautiful landscapes but also access to hiking trails and birdwatching spots, making it a haven for nature lovers. The combination of these attractions creates a vibrant setting, encouraging visitors to explore and engage with the natural beauty that surrounds them.
What are the top attractions in Pensacola?
Pensacola, Oklahoma, offers a variety of attractions that highlight its natural beauty and local culture. The city is home to the stunning Pensacola Dam, which provides picturesque views and opportunities for fishing, boating, and picnicking along the shores of Grand Lake. The nearby Grand Lake State Park is a popular destination for outdoor enthusiasts, featuring hiking trails, camping facilities, and access to water sports.In the town itself, visitors can explore the charming downtown area, which includes local shops and eateries that showcase the region's hospitality. The historic sites, such as the old railroad depot, add a touch of character and history to the area.
Are all fees included in the Pensacola holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Pensacola holiday homes with parking?
Stayz offers a wide selection of holiday homes in Pensacola with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Pensacola holiday homes?
You can find great discounts on holiday homes in Pensacola on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Pensacola holiday home booking on Stayz?
To find Pensacola holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Pensacola?
A long-stay holiday home in Pensacola is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Pensacola holiday home?
Book your Pensacola holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Pensacola?
Prices for holiday homes in Pensacola vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Pensacola to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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