Woodlawn Beach holiday rentals

We found 2,772 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Woodlawn Beach to find one that's perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as Wi-Fi and a fireplace. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Woodlawn Beach

Showing deals for:11 Dec - 18 Dec

Pool
Our Home
Sunset
Great Room as seen from the Dining Area
Exceptional
(219 reviews)

Pensacola Beach, Private Home, 5 Bedrooms. Private Pool

Pensacola Beach

16% off
AU$5,855
for 7 nights, 1 home
AU$836 per night
includes taxes & fees
Pensacola Beach, Private Home, 5 Bedrooms. Private Pool
Front of the house
Open living room with plenty of room for the entire family
Living room, open to kitchen
Community pier on Santa Rosa Sound
Exceptional
(17 reviews)

Owner Managed Pensacola beach house - steps to the beach-trolley-fishing pier

Pensacola Beach

8% off
AU$5,442
for 7 nights, 1 home
AU$777 per night
includes taxes & fees
Owner Managed Pensacola beach house - steps to the beach-trolley-fishing pier
Kitchen - Open concept from front to back.
Beach
View of the Gulf from the family room.
Walk across to the Gulf
Exceptional
(76 reviews)

Easy access to Gulf, pool and pier. Looking for people who want to relax.

Pensacola Beach

8% off
AU$5,178
for 7 nights, 1 home
AU$740 per night
includes taxes & fees
Easy access to Gulf, pool and pier. Looking for people who want to relax.
View down the stairs. Back door to private patio with grill and seating.
Living area
Heated Complex Pool
Interior
Exceptional
(207 reviews)

Vacation and relaxation! Perfect white sand beach and all the comforts of home.

Navarre

7% off
AU$2,310
for 7 nights, 1 home
AU$330 per night
includes taxes & fees
Vacation and relaxation! Perfect white sand beach and all the comforts of home.
Exterior
Beach
Interior
Interior
Exceptional
(131 reviews)

3 Bedroom Updated Town House Just Steps Away From The Beach

Pensacola Beach

7% off
AU$2,130
for 7 nights, 1 home
AU$304 per night
includes taxes & fees
3 Bedroom Updated Town House Just Steps Away From The Beach
Interior
Terrace/patio
Living area
Living area
Exceptional
(5 reviews)

Casa Blanca Canal House

Gulf Breeze

8% off
AU$2,191
for 7 nights, 1 home
AU$313 per night
includes taxes & fees
Casa Blanca Canal House
Dining
Children’s area
View from balcony toward the Gulf
Beach
Exceptional
(175 reviews)

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

Pensacola Beach

8% off
AU$3,249
for 7 nights, 1 apartment
AU$464 per night
includes taxes & fees
Amazing Sunsets!! Summer is Here Limited Dates Remaining Book Now!
Exterior
View from the large deck
Living area
Private access to beach.20 seconds and you are on the beach
Exceptional
(237 reviews)

BEACH HOUSE ONLY STEPS TO THE BEACH WITH OCEAN VIEW

Pensacola Beach

7% off
AU$2,403
for 7 nights, 1 home
AU$343 per night
includes taxes & fees
BEACH HOUSE ONLY STEPS TO THE BEACH WITH OCEAN VIEW
Room
Living area
Exterior
Living area
Exceptional
(19 reviews)

Newly renovated close to Navarre Beach

Navarre

11% off
AU$2,043
for 7 nights, 1 home
AU$292 per night
includes taxes & fees
Newly renovated close to Navarre Beach
Beach
Property grounds
Private kitchen
Living area
Exceptional
(49 reviews)

Beach house with gulf and sound access

Pensacola Beach

7% off
AU$5,430
for 7 nights, 1 home
AU$776 per night
includes taxes & fees
Beach house with gulf and sound access
Living area
Property grounds
Beach
Living area
Exceptional
(251 reviews)

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

Pensacola Beach

8% off
AU$2,582
for 7 nights, 1 apartment
AU$369 per night
includes taxes & fees
Gulf Front Emerald Isle Condo on 11th floor with Beach Chairs
Living Room
Exterior -- Lifestyle Center pools at night
Interior
Living Room with sleeper sofa
Exceptional
(134 reviews)

Luxurious Renovated 2 BR at Portofino's Family Friendly Resort on the Beach!

Pensacola Beach

7% off
AU$4,093
for 7 nights, 1 apartment
AU$585 per night
includes taxes & fees
Luxurious Renovated 2 BR at Portofino's Family Friendly Resort on the Beach!
Master Bedroom w/ King size bed
The beautiful Gulf of Mexico right outside of your door!
Galley Kitchen
Living/Dining room
Exceptional
(127 reviews)

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

Pensacola Beach

7% off
AU$2,779
for 7 nights, 1 home
AU$397 per night
includes taxes & fees
1684 Calle Bonita - 3 Bedroom/2.5 Bath Townhome....Just Steps From The Ocean!
Dining table
Views from the living room!
Balcony with lounging chairs plus 2 captains chairs
Fully equipped kitchen
Exceptional
(118 reviews)

FREE Beach Chairs, GULF FRONT, Common Pool/Hot Tub, VIEWS!, Wrap around balcony

Navarre

7% off
AU$3,049
for 7 nights, 1 apartment
AU$436 per night
includes taxes & fees
FREE Beach Chairs, GULF FRONT, Common Pool/Hot Tub, VIEWS!, Wrap around balcony
View of pool area from 11th floor condo
Living area
Dining room and kitchen barstools
Front view of Emerald Isle
Exceptional
(175 reviews)

2026 Dates now open! Emerald Isle, 5 star, Free Lazy Days beach chairs.

Pensacola Beach

8% off
AU$7,690
for 7 nights, 1 apartment
AU$1,099 per night
includes taxes & fees
2026 Dates now open! Emerald Isle, 5 star, Free Lazy Days beach chairs.
Dining
Pool
Exterior
Interior
Exceptional
(45 reviews)

Sea Forever-Absolut Beach

Pensacola Beach

7% off
AU$2,552
for 7 nights, 1 apartment
AU$365 per night
includes taxes & fees
Sea Forever-Absolut Beach
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
(148 reviews)

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

Pensacola Beach

8% off
AU$3,119
for 7 nights, 1 apartment
AU$446 per night
includes taxes & fees
Regency Towers 703 West Tower Large balcony- Fall into Paradise at the Beach
Interior
Wake up to this every morning!
Relax to this in the evening!
Living area
Exceptional
(168 reviews)

Spacious Belle Mer 3BR -- 2 Gulf Front Masters -- All with Private Baths

Navarre

7% off
AU$4,331
for 7 nights, 1 apartment
AU$619 per night
includes taxes & fees
Spacious Belle Mer 3BR -- 2 Gulf Front Masters -- All with Private Baths
Exterior
Living Room looking out to Roof Top and Gulf
Center building, top floor is where you will be during your stay.
Private kitchen
Exceptional
(42 reviews)

Top Dawg Rooftop Penthouse w/FREE Daily In Season Beach Service.

Navarre

8% off
AU$3,517
for 7 nights, 1 apartment
AU$502 per night
includes taxes & fees
Top Dawg Rooftop Penthouse w/FREE Daily In Season Beach Service.
Professionally decorated
No bars on this balcony!
The View!
Highend furniture and appliances throughout
Exceptional
(38 reviews)

Beautiful 5 Star Condo right on the Beach! Breathtaking Views!!

Navarre

10% off
AU$3,019
for 7 nights, 1 apartment
AU$431 per night
includes taxes & fees
Beautiful 5 Star Condo right on the Beach! Breathtaking Views!!
Room
Beach
Interior
Pool
Exceptional
(260 reviews)

Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court

Navarre

7% off
AU$1,924
for 7 nights, 1 apartment
AU$275 per night
includes taxes & fees
Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court
Unit is located by the green arrow-It’s a quick couple minute walk to the beach!
Beach
Community Pool
Living area
Exceptional
(70 reviews)

2 BR Gulf Front Complex - Heated Pool - Ask about SNOWBIRD DISCOUNTS!

Navarre

7% off
AU$1,890
for 7 nights, 1 home
AU$270 per night
includes taxes & fees
2 BR Gulf Front Complex - Heated Pool - Ask about SNOWBIRD DISCOUNTS!
Sofa sleeper with upgraded memory foam mattress
Pool
Living area
Living area
Exceptional
(189 reviews)

Guests Rate Us Exceptional: Beach chairs & umbrellas available for rent.

Pensacola Beach

7% off
AU$3,625
for 7 nights, 1 apartment
AU$518 per night
includes taxes & fees
Guests Rate Us Exceptional: Beach chairs & umbrellas available for rent.

  • 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

Choose a holiday rental for your Woodlawn Beach getaway

Learn about the unique charm of Woodlawn Beach with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Woodlawn Beach

Are you searching for attractions to see while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Woodlawn Beach a fun place to get away to. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Gulf Breeze Zoo (0.9 mi / 1.5 km)
  • Hidden Creek Golf Club (5.2 mi / 8.4 km)
  • Tiger Point Golf and Country Club (5.3 mi / 8.5 km)
  • Family Jules Charters (9.1 mi / 14.6 km)
  • Bartram Park (13.1 mi / 21.1 km)
  • Flat Out Inshore Charters (4.2 mi / 6.8 km)

Exploring the natural landscape of Woodlawn Beach

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Woodlawn Beach is a great place to get outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Navarre Beach (7.7 mi / 12.3 km)
  • Santa Rosa Sound (1.8 mi / 2.9 km)
  • Opal Beach (2.3 mi / 3.8 km)
  • Park East On-Leash Dog Beach (5.5 mi / 8.9 km)
  • Navarre Parkway Beaches (7.8 mi / 12.5 km)
  • Navarre Beach Marine Park (7.9 mi / 12.6 km)

Transport options to and around Woodlawn Beach

Fly into Pensacola, FL (PNS-Pensacola Intl.), the closest airport, located 13.5 mi (21.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Fort Walton Beach, FL (VPS-Northwest Florida Regional), which is 27.3 mi (44 km) away.

Frequently asked questions

What is the best area to stay in Woodlawn Beach when booking a holiday rental?
When considering a holiday rental in Woodlawn Beach, Florida, the area around the beachfront is particularly appealing. This neighbourhood offers a delightful coastal experience, with easy access to the sandy shores and stunning views of the Gulf of Mexico. Many properties in this vicinity provide a blend of comfort and convenience, making it an ideal spot for families and couples alike.One of the top attractions nearby is the beautiful Gulf Islands National Seashore, which showcases pristine natural landscapes and opportunities for outdoor activities like hiking, kayaking, and wildlife watching. Additionally, the charming local shops and restaurants along the coast offer a taste of the area's vibrant culture and cuisine.Overall, this beachfront neighbourhood is not only picturesque but also conveniently located, ensuring that visitors can fully enjoy all that Woodlawn Beach has to offer.
What are the top attractions in Woodlawn Beach?
In Woodlawn Beach, Florida, visitors can enjoy a range of attractions that highlight the natural beauty of the area. The pristine beaches offer an ideal setting for sunbathing, swimming, and water sports, making them a focal point for both relaxation and recreation. Nearby, the Gulf Islands National Seashore provides opportunities for hiking, birdwatching, and exploring coastal ecosystems, showcasing the region's diverse wildlife and stunning landscapes.For those interested in local culture, the historic town of Pensacola is just a short drive away, featuring attractions such as the Pensacola Lighthouse and Museum, which presents a glimpse into the maritime history of the region. Additionally, the vibrant downtown area of Pensacola offers a variety of shops, restaurants, and art galleries, making it great for a leisurely day out.Visitors can also explore the nearby Big Lagoon State Park, where they can partake in kayaking, fishing, and picnicking amid beautiful natural surroundings.
Are all fees included in the Woodlawn Beach 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 Woodlawn Beach holiday homes with parking?
Stayz offers a wide selection of holiday homes in Woodlawn Beach 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 Woodlawn Beach holiday homes?
You can find great discounts on holiday homes in Woodlawn Beach 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 Woodlawn Beach holiday home booking on Stayz?
To find Woodlawn Beach 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 Woodlawn Beach?
A long-stay holiday home in Woodlawn Beach 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 Woodlawn Beach holiday home?
Book your Woodlawn Beach 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 Woodlawn Beach?
Prices for holiday homes in Woodlawn Beach 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 Woodlawn Beach 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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