Woodlawn Beach Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Woodlawn Beach vacation rentals

Property grounds
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.
The price is ￥9,980
￥21,364 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Charming cottage in fabulous Pensacola just steps from the water with water view
Outdoor dining
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.
The price is ￥15,438
￥53,436 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Sum Beaches Paradise Cottage 6
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)
"Excellent communication and very nice spot in a great location. Would definitely recommend staying here if you are in Pensacola!"
United States
James O.
The price is ￥10,136
￥34,581 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Blake: Cottage in Historic Downtown Pensacola
Beach nearby, beach towels
Renovated 1970’s retro camper on Bayou Grande in Pensacola with walking trail.

Renovated 1970’s retro camper on Bayou Grande in Pensacola with walking trail.

Renovated 1970’s retro camper on Bayou Grande in Pensacola with walking trail.
2.0 star property
Navy Point
9.4 out of 10, Exceptional, (15)
"Lovely place to stay for a quick getaway. "
United States
Ishmiel
The price is ￥13,255
￥26,803 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Renovated 1970’s retro camper on Bayou Grande in Pensacola with walking trail.
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.
The price is ￥10,526
￥29,151 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Exterior detail
Adorable private studio-style guesthouse! 15 min from beaches!

Adorable private studio-style guesthouse! 15 min from beaches!

Adorable private studio-style guesthouse! 15 min from beaches!
Gulf Breeze
9.8 out of 10, Exceptional, (17)
"We had such a great stay here and would absolutely return. It was the perfect little place for our weekend trip into town for a wedding. Communication & cleanliness were top tier. Thanks for having us!"
United States
McKenzie H.
The price is ￥14,736
￥35,343 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Adorable private studio-style guesthouse! 15 min from beaches!
Fridge, microwave, oven, stovetop
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.
The price is ￥9,824
￥30,392 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Terrace/patio
Fins to the Left on Blackwater River - 35 mins to the Beach

Fins to the Left on Blackwater River - 35 mins to the Beach

Fins to the Left on Blackwater River - 35 mins to the Beach
Milton
9.8 out of 10, Exceptional, (15)
"Beautifully landscaped property.very clean comfortable accommodations. Fireflies and dragonflies are everywhere. The local wildlife was a pleasure to see. Quiet and unbelievably peaceful. 10/10"
United States
Dan M.
The price is ￥13,473
￥33,926 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Fins to the Left on Blackwater River - 35 mins to the Beach
Outdoor pool
Navarre Beach Camping Resort

Navarre Beach Camping Resort

Navarre Beach Camping Resort
2.0 star property
Navarre
9.4 out of 10, Exceptional, (343)
"The cabin were very nice and well kept, the campground was clean, quit and very friendly, the pier is in walking distance and quite to enjoy the water "
United States
Machia
Navarre Beach Camping Resort
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, (16)
"Perfect location and cute getaway close to everything. "
United States
Caitlin F.
The price is ￥13,193
￥25,855 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Charming cottage in Pensacola
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
The price is ￥18,869
￥79,505 total
includes taxes & fees
Jan 20 - Jan 21, 2026
8 Mi to Beach: Home in Mary Esther
Outdoor dining
Private 3bed/1 bath Pensacola Cottage for a Relaxing New Year

Private 3bed/1 bath Pensacola Cottage for a Relaxing New Year

Private 3bed/1 bath Pensacola Cottage for a Relaxing New Year
Pensacola
10.0 out of 10, Exceptional, (11)
"Wonderful stay that is pup friendly"
United States
Laura S.
The price is ￥17,954
￥38,465 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Private 3bed/1 bath Pensacola Cottage for a Relaxing New Year
On the beach
WATER VIEW TOP FLOOR Condo for 2-Fishing pier,pool Perfect!

WATER VIEW TOP FLOOR Condo for 2-Fishing pier,pool Perfect!

WATER VIEW TOP FLOOR Condo for 2-Fishing pier,pool Perfect!
Navarre
9.6 out of 10, Exceptional, (125)
"We enjoyed our stay. The private beach area, gazebo with grills and pier were great!"
United States
Karen C.
The price is ￥11,384
￥43,470 total
includes taxes & fees
Dec 28 - Dec 29
WATER VIEW TOP FLOOR Condo for 2-Fishing pier,pool Perfect!
Exterior
Hide-Away: Downtown Pensacola, North Hill Studio

Hide-Away: Downtown Pensacola, North Hill Studio

Hide-Away: Downtown Pensacola, North Hill Studio
Downtown Pensacola
9.0 out of 10, Wonderful, (47)
"Excellent communication. "
United States
Kenneth
The price is ￥5,458
￥19,861 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hide-Away: Downtown Pensacola, North Hill Studio
Property grounds
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.
The price is ￥14,035
￥32,378 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Dutch Getaway
Fridge, microwave, oven, stovetop
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, (23)
"Perfect stay. Property was clean and convenient. Amenities abound! "
United States
Bobby
The price is ￥16,140
￥31,959 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Property grounds
Cute cottage near the Navy base

Cute cottage near the Navy base

Cute cottage near the Navy base
Navy Point
9.4 out of 10, Exceptional, (33)
"We enjoyed our weekend stay! We would stay here again."
United States
Heather B.
The price is ￥17,263
￥36,731 total
includes taxes & fees
Dec 27 - Dec 28
Cute cottage near the Navy base
Smart TV, DVD player
Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.

Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.

Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.
Pensacola Beach
9.4 out of 10, Exceptional, (169)
"Awesome stay"
United States
Russell R.
The price is ￥12,475
￥45,282 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.
Exterior
Bee Our Guest: EPH, Close to Downtown and Beach!

Bee Our Guest: EPH, Close to Downtown and Beach!

Bee Our Guest: EPH, Close to Downtown and Beach!
Southeast Pensacola
9.8 out of 10, Exceptional, (32)
"The cottage was very nice and cozy, and the location is safe! Definitely would stay here again!"
United States
Rae M.
The price is ￥6,238
￥24,948 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Bee Our Guest: EPH, Close to Downtown and Beach!
Exterior
Pineapple Paradise: EPH, Close to Downtown, Beach!

Pineapple Paradise: EPH, Close to Downtown, Beach!

Pineapple Paradise: EPH, Close to Downtown, Beach!
Southeast Pensacola
9.4 out of 10, Exceptional, (33)
"Property was perfect for our needs"
United States
Gary
The price is ￥6,238
￥24,948 total
includes taxes & fees
Dec 28 - Dec 29
Pineapple Paradise: EPH, Close to Downtown, Beach!
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

Fairfield Inn & Suites by Marriott Pensacola Beach

Fairfield Inn & Suites by Marriott Pensacola Beach

10/10 Excellent
"The hotel is awesome. Clean rooms, beautiful sunrise view from the room. "
Bhuvana 1-night trip
Posted 8 hours ago
Fairfield Inn & Suites by Marriott Pensacola Beach

Find out more about Woodlawn Beach

Search for holiday rentals in Woodlawn Beach on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodlawn Beach using one of the methods below:

  • View our selection of featured holiday rentals in Woodlawn Beach
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  • Enter your travel dates to view the best deals on holiday rentals in Woodlawn Beach while they last

Look no further and take a look at our great range of rental properties in Woodlawn Beach!

Frequently asked questions

Can I find vacation rentals in Woodlawn Beach?

Yes, we give you a choice of vacation rentals near well known attractions in Woodlawn Beach, or you can go with a secluded option if you want a relaxing place to stay.

What's the top vacation rental in Woodlawn Beach?

Beachside Haven: Spacious 6-Bedroom Retreat Just Steps from the Sand: This vacation home rental near Woodlawn Beach is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 larger area.

What are vacation rentals like in Woodlawn Beach?

A vacation rental is a private property you can stay in for several days or longer in Woodlawn Beach. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.