Search Woodlawn Beach Cottages

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Woodlawn Beach cottages

Exterior
Sum Beaches Paradise Cottage 6

Sum Beaches Paradise Cottage 6

Sum Beaches Paradise Cottage 6
Navarre
10.0 out of 10, Exceptional, (9)
"House was so cute and super cleaned. Perfect location to Navarre Beach."
United States
Lynn W.
$313 nightly
The price is $346
Dec 15 - Dec 16
Total with taxes and fees
Sum Beaches Paradise Cottage 6
Outdoor dining
Bam!!! A lot of bang for the money! Late summer special 69 dollars nightly!

Bam!!! A lot of bang for the money! Late summer special 69 dollars nightly!

Bam!!! A lot of bang for the money! Late summer special 69 dollars nightly!
Gulf Breeze
9.6 out of 10, Exceptional, (32)
"A great place to stay during our trip! Looking forward to coming back when in the area again."
United States
Jack L.
$174 nightly
The price is $192
Dec 15 - Dec 16
Total with taxes and fees
Bam!!! A lot of bang for the money! Late summer special 69 dollars nightly!
Exterior
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

Charming cottage in fabulous Pensacola just steps from the water with water view
Southeast Pensacola
9.6 out of 10, Exceptional, (7)
"Clean quiet well maintained quarters with easy access to the place and shopping and restaurants close by. "
United States
MIKE K.
$124 nightly
The price is $137
Dec 16 - Dec 17
Total with taxes and fees
Charming cottage in fabulous Pensacola just steps from the water with water view
Exterior
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach

ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach

ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
Milton
9.4 out of 10, Exceptional, (25)
"We had a wonderful time and the property was perfect for our little family. The host were very accommodating and welcoming. We would highly recommend this cabin! "
United States
Carly S.
$181 nightly
The price is $200
Jan 6 - Jan 7, 2026
Total with taxes and fees
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
Exterior
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Downtown Pensacola
10.0 out of 10, Exceptional, (33)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
$169 nightly
The price is $188
Dec 16 - Dec 17
Total with taxes and fees
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Exterior
The Blake: Cottage in Historic Downtown Pensacola

The Blake: Cottage in Historic Downtown Pensacola

The Blake: Cottage in Historic Downtown Pensacola
Seville Historic District
9.6 out of 10, Exceptional, (25)
"Great place cozy warm"
United States
Charles D.
$175 nightly
The price is $194
Dec 15 - Dec 16
Total with taxes and fees
The Blake: Cottage in Historic Downtown Pensacola
Fridge, microwave, oven, stovetop
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

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

Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Downtown Pensacola
9.0 out of 10, Wonderful, (11)
"My husband and I enjoyed this super cute cottage for a lovely weekend in Pensacola. It was within walking distance to all our favorite places! Loved the off street parking and the neighborhood was quiet. Will definitely stay here again!"
United States
Jacqueline N.
$169 nightly
The price is $187
Dec 17 - Dec 18
Total with taxes and fees
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Exterior
The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola
Seville Historic District
9.2 out of 10, Wonderful, (24)
"Loved staying at the Jesse. It was nothing fancy, but very clean and had everywhere needed. I didn't like paying an extra 48 to VRBO, so I will never use them again!"
United States
Patrick P.
$206 nightly
The price is $228
Dec 20 - Dec 21
Total with taxes and fees
The Jesse: Cottage in Historic Downtown Pensacola
Property grounds
Winter Warmup: Private Pensacola Cottage For A Relaxing New Year!

Winter Warmup: Private Pensacola Cottage For A Relaxing New Year!

Winter Warmup: Private Pensacola Cottage For A Relaxing New Year!
Pensacola
9.8 out of 10, Exceptional, (10)
"Wonderful stay that is pup friendly"
United States
Laura S.
$201 nightly
The price is $223
Dec 15 - Dec 16
Total with taxes and fees
Winter Warmup: Private Pensacola Cottage For A Relaxing New Year!
Exterior
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Northeast Pensacola
9.6 out of 10, Exceptional, (22)
"Perfect stay. Property was clean and convenient. Amenities abound! "
United States
Bobby
$185 nightly
The price is $205
Dec 15 - Dec 16
Total with taxes and fees
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
House (3 Bedrooms) | Interior
8 Mi to Beach: Home in Mary Esther

8 Mi to Beach: Home in Mary Esther

8 Mi to Beach: Home in Mary Esther
3.0 star property
Mary Esther
$454 nightly
The price is $510
Dec 15 - Dec 16
Total with taxes and fees
8 Mi to Beach: Home in Mary Esther
Exterior
Groovy Cottage in Downtown Pensacola, Pet Friendly

Groovy Cottage in Downtown Pensacola, Pet Friendly

Groovy Cottage in Downtown Pensacola, Pet Friendly
South Pensacola
10.0 out of 10, Exceptional, (2)
"Excellent facility for a stay in Pensacola. Host was extremely responsive and accommodating. Highly recommend for travel to Pensacola"
United States
Michael W.
$170 nightly
The price is $189
Dec 21 - Dec 22
Total with taxes and fees
Groovy Cottage in Downtown Pensacola, Pet Friendly
Exterior
Charming Getaway | 12 minutes to Beach

Charming Getaway | 12 minutes to Beach

Charming Getaway | 12 minutes to Beach
Southeast Pensacola
9.4 out of 10, Exceptional, (9)
"What a perfect place for us to stay while visiting family in Pensacola. The cottage was comfortable, well decorated, and provided everything we needed. We definitely have found our home-away-from home when we visit Pensacola the next time!"
United States
Cherie B.
$215 nightly
The price is $239
Dec 15 - Dec 16
Total with taxes and fees
Charming Getaway | 12 minutes to Beach
Exterior
The Dutch Getaway

The Dutch Getaway

The Dutch Getaway
New Warrington
9.8 out of 10, Exceptional, (51)
"Such a charming little house! The house was very clean and had all the essentials, and the hosts were very nice and responsive. We enjoyed our stay!"
United States
Shelby H.
$185 nightly
The price is $206
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Dutch Getaway
Exterior
Downtown cottage 7 miles from beach

Downtown cottage 7 miles from beach

Downtown cottage 7 miles from beach
Southeast Pensacola
9.6 out of 10, Exceptional, (7)
"It’s the perfect little place for two people! Would DEFINITELY book again. "
United States
Jessica M.
$177 nightly
The price is $196
Jan 1 - Jan 2, 2026
Total with taxes and fees
Downtown cottage 7 miles from beach
Exterior
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!

Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!

Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!
South Pensacola
10.0 out of 10, Exceptional, (74)
"We thoroughly enjoyed staying at Auer House. The house was very clean and updated. Lots to do and see in the area."
United States
Beth B.
$333 nightly
The price is $369
Dec 15 - Dec 16
Total with taxes and fees
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!
Exterior
Beautiful French Creole Historical studio in downtown Pensacola.. one of a kind!

Beautiful French Creole Historical studio in downtown Pensacola.. one of a kind!

Beautiful French Creole Historical studio in downtown Pensacola.. one of a kind!
2.0 star property
Seville Historic District
9.8 out of 10, Exceptional, (6)
$206 nightly
The price is $228
Dec 21 - Dec 22
Total with taxes and fees
Beautiful French Creole Historical studio in downtown Pensacola.. one of a kind!
Exterior detail
Charming cottage in Pensacola

Charming cottage in Pensacola

Charming cottage in Pensacola
2.0 star property
Southeast Pensacola
9.4 out of 10, Exceptional, (15)
"Perfect location and cute getaway close to everything. "
United States
Caitlin F.
$150 nightly
The price is $166
Dec 28 - Dec 29
Total with taxes and fees
Charming cottage in Pensacola
Exterior
Sum Beaches Paradise Cottage 2

Sum Beaches Paradise Cottage 2

Sum Beaches Paradise Cottage 2
Navarre
10.0 out of 10, Exceptional, (3)
"The place was in a very good location. It was very nice there. If we go back, probably stay there again."
United States
Tammy B.
$313 nightly
The price is $346
Dec 15 - Dec 16
Total with taxes and fees
Sum Beaches Paradise Cottage 2
Property grounds
Sum Beaches Paradise Cottage 7

Sum Beaches Paradise Cottage 7

Sum Beaches Paradise Cottage 7
Navarre
10.0 out of 10, Exceptional, (17)
"Had a amazing stay here. Clean nice play to sit and grill and play games out back.. linda kept checking making sure thing were good. Will be booking here again. Also very close to everything."
United States
Marylou J.
$300 nightly
The price is $333
Dec 15 - Dec 16
Total with taxes and fees
Sum Beaches Paradise Cottage 7
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Woodlawn Beach Hotel Reviews

The Pensacola Beach Resort

The Pensacola Beach Resort

10/10 Excellent
"Beautiful clean property. Loved everything about it and can’t wait to go back. "
Keely 2-night trip
Posted 3 days ago
The Pensacola Beach Resort

Find out more about Woodlawn Beach

Woodlawn Beach Cottages information

Number of reviews
341
Accommodation
207 Cottages
Lowest Price
$137
Highest Price
$510

Explore a world of travel with Expedia