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Woodlawn Beach Holiday Rentals

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Our top choices for Woodlawn Beach holiday rentals

1. Navarre Beach Camping Resort

Navarre Beach Camping Resort
2.0 star property
Navarre
9.2 out of 10, Wonderful, (469 reviews)
"Nice place to stay. Great atmosphere."
United States
Mike
The price is NZ$251
includes taxes & fees
25 Oct - 26 Oct
Navarre Beach Camping Resort

2. Bam!!! August Special rate 79 guests love this little paradise! Private pool!

Bam!!! August Special rate 79 guests love this little paradise! Private pool!
Gulf Breeze
9.6 out of 10, Exceptional, (49 reviews)
"This has been one of the best places we have stayed at, the Jankes are amazing people."
United States
Beatriz H.
The price is NZ$319
includes taxes & fees
10 Nov - 11 Nov
Bam!!! August Special rate 79 guests love this little paradise! Private pool!

3. Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach

Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach
Southeast Pensacola
9.6 out of 10, Exceptional, (48 reviews)
"Cute little home away from home!"
United States
Diana O.
The price is NZ$282
includes taxes & fees
9 Nov - 10 Nov
Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach

4. Third-Floor Studio with Shared Pool, Sound View, High-Speed WiFi, & Central AC

Third-Floor Studio with Shared Pool, Sound View, High-Speed WiFi, & Central AC
Navarre Beach
9.2 out of 10, Wonderful, (57 reviews)
"It’s a very nice place for a small family. There is a beautiful view of the sound from the condo. The hosts were quick to respond with a few small issues we had."
United States
Wendy Y.
Third-Floor Studio with Shared Pool, Sound View, High-Speed WiFi, & Central AC

5. Beautifully Remodeled Bay Front Condo

Beautifully Remodeled Bay Front Condo
Navarre
10.0 out of 10, Exceptional, (87 reviews)
"A great, efficient, clean place for our family of 4. Would highly recommend."
United States
Family S.
The price is NZ$460
includes taxes & fees
27 Oct - 28 Oct
Beautifully Remodeled Bay Front Condo

6. Shore Break Cottage | Stylish Downtown Pensacola Getaway Near NAS

Shore Break Cottage | Stylish Downtown Pensacola Getaway Near NAS
Downtown Pensacola
9.0 out of 10, Wonderful, (62 reviews)
"Location is just perfect close to downtown nice stores and restaurants"
United States
Amalia
The price is NZ$282
includes taxes & fees
29 Oct - 30 Oct
Shore Break Cottage | Stylish Downtown Pensacola Getaway Near NAS

7. Regency Towers 406W | Pensacola Beachfront | Pool | My Beach Getaways

Regency Towers 406W | Pensacola Beachfront | Pool | My Beach Getaways
Pensacola Beach
9.0 out of 10, Wonderful, (21 reviews)
"Our stay was great. The condo served it purpose. We always love coming to Pensacola Beach."
United States
Kelly B.
Regency Towers 406W | Pensacola Beachfront | Pool | My Beach Getaways

8. Kid-Friendly/ Walk to Playground 2-bedroom house in Gulf Breeze with WiFi and AC

Kid-Friendly/ Walk to Playground 2-bedroom house in Gulf Breeze with WiFi and AC
Gulf Breeze
8.0 out of 10, Very good, (8 reviews)
"I liked the house very much. The yard needed to be cut, but overall was a really nice place. Clean, quiet and I would stay again!"
United States
DONNA
The price is NZ$288
includes taxes & fees
26 Oct - 27 Oct
Kid-Friendly/ Walk to Playground 2-bedroom house in Gulf Breeze with WiFi and AC

9. Regency Towers 803E | Dog-Friendly & Oceanfront! | Pensacola Beach | My Beach Getaways

Regency Towers 803E | Dog-Friendly & Oceanfront! | Pensacola Beach | My Beach Getaways
Pensacola Beach
9.0 out of 10, Wonderful, (17 reviews)
"Prefect spot for a small family getaway!!! "
United States
Ryan
The price is NZ$1,030
includes taxes & fees
31 Oct - 1 Nov
Regency Towers 803E | Dog-Friendly & Oceanfront! | Pensacola Beach | My Beach Getaways

10. Charming cottage in fabulous Pensacola just steps from the water with water view

Charming cottage in fabulous Pensacola just steps from the water with water view
Southeast Pensacola
9.8 out of 10, Exceptional, (19 reviews)
"we will stay there again"
United States
Robin L.
Charming cottage in fabulous Pensacola just steps from the water with water view

11. 8th Floor OceanFront,Free Beach Chairs & Unbrella Service HeatedPool ArcadeGame

8th Floor OceanFront,Free Beach Chairs & Unbrella Service HeatedPool ArcadeGame
Navarre
10.0 out of 10, Exceptional, (43 reviews)
"Spotless condo with a beautiful view of the ocean. I will 100% stay here again when I visit Navarre!"
United States
Katelyn D.
8th Floor OceanFront,Free Beach Chairs & Unbrella Service HeatedPool ArcadeGame

12. The Kitchen | Historic East Hill Studio Near Downtown Pensacola

The Kitchen | Historic East Hill Studio Near Downtown Pensacola
Downtown Pensacola
10.0 out of 10, Exceptional, (22 reviews)
"The property is clean and the air conditioning was very good and the value is very good. Check in and out were easy. "
United States
Derek
The price is NZ$234
includes taxes & fees
26 Oct - 27 Oct
The Kitchen | Historic East Hill Studio Near Downtown Pensacola

13. The Brent Lofts

The Brent Lofts
4.0 star property
Downtown Pensacola
9.6 out of 10, Exceptional, (5 reviews)
"Location"
United States
April
The price is NZ$602
includes taxes & fees
24 Oct - 25 Oct
The Brent Lofts

14. Navarre Manor: Steps from the beach!

Navarre Manor: Steps from the beach!
Navarre
9.4 out of 10, Exceptional, (83 reviews)
"Nice and cozy place to stay! "
United States
jenna b.
The price is NZ$802
includes taxes & fees
2 Nov - 3 Nov
Navarre Manor: Steps from the beach!

15. Beautiful 2-bedroom home with a Great Location 10 minutes to Pensacola Beach!!

Beautiful 2-bedroom home with a Great Location 10 minutes to Pensacola Beach!!
Gulf Breeze
10.0 out of 10, Exceptional, (11 reviews)
"The host was very helpful and responded immediately. When we arrived, HVAC was set properly, a few lights on and the TV on with scenic background images-like you were stepping into a friend's home to visit. Highly recommend this property"
United States
Richard
The price is NZ$292
includes taxes & fees
9 Nov - 10 Nov
Beautiful 2-bedroom home with a Great Location 10 minutes to Pensacola Beach!!

16. Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (37 reviews)
"Great little cottage and the owners are great"
United States
George N.
The price is NZ$292
includes taxes & fees
26 Oct - 27 Oct
Charming cottage in Pensacola

17. Breathtaking Soundfront Condo|Pool & Beach Access!

Breathtaking Soundfront Condo|Pool & Beach Access!
Pensacola Beach
9.8 out of 10, Exceptional, (46 reviews)
"We absolutely loved staying here , it was in a great location for anything you wanted to do . We will definitely stay here again "
United States
Kenny B.
The price is NZ$635
includes taxes & fees
25 Oct - 26 Oct
Breathtaking Soundfront Condo|Pool & Beach Access!

18. Historic Downtown Pensacola Retreat

Historic Downtown Pensacola Retreat
Seville Historic District
9.4 out of 10, Exceptional, (46 reviews)
"Good location to downtown"
United States
Brooke M.
The price is NZ$384
includes taxes & fees
3 Nov - 4 Nov
Historic Downtown Pensacola Retreat

19. Beachfront condo with balcony, pool, hot tub, AC, & W/D - snowbirds welcome

Beachfront condo with balcony, pool, hot tub, AC, & W/D - snowbirds welcome
Pensacola Beach
9.6 out of 10, Exceptional, (49 reviews)
"We had a wonderful time and loved the condo. Will definitely be back for more stays."
United States
Rachel
The price is NZ$404
includes taxes & fees
25 Oct - 26 Oct
Beachfront condo with balcony, pool, hot tub, AC, & W/D - snowbirds welcome

20. Beach Barn | 5min to Pcola Beach • Full Kitchen

Beach Barn | 5min to Pcola Beach • Full Kitchen
Gulf Breeze
9.4 out of 10, Exceptional, (13 reviews)
"Best water pressure I’ve ever had in a hotel or vacation rental shower ever. "
United States
Melik
The price is NZ$364
includes taxes & fees
25 Oct - 26 Oct
Beach Barn | 5min to Pcola Beach • Full Kitchen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Woodlawn Beach Hotel Reviews

Find out more about Woodlawn Beach

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Woodlawn Beach holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Woodlawn Beach. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Woodlawn Beach. Seeing all the best attractions is bound to make you fall in love with Woodlawn Beach. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Woodlawn Beach short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Woodlawn Beach?

Yes, there are holiday rentals close to the most popular sights in Woodlawn Beach, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Woodlawn Beach has to offer?

Emerald Shores: Steps from the Gulf, Navarre Beach: This holiday home rental outside of Woodlawn Beach is located on the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

What can I see and do in Woodlawn Beach?

Explore the area and family-friendly sights such as Gulf Breeze Zoo, or get out into nature at a spot like Santa Rosa Sound. Navarre Beach and Opal Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Woodlawn Beach?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Woodlawn Beach. Holiday rentals feature extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.