Deals on vacations and trips to Woodlawn Beach

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Price found within the past 48 hours. Click for updated prices.
Sundrift Inn

Sundrift Inn

3 out of 5
Okaloosa Island
Price was $990, price is now $699 per person
$699
per person
Dec 17 - Dec 24
found 17 hours ago
Roundtrip flight included
Chicago (CHI) to Pensacola (PNS)
This hotel features a restaurant, an outdoor pool, and a poolside bar. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Price was $1,193, price is now $865 per person
$865
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Pensacola (PNS)
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Landing Furnished Apartments - Orange Beach 

Landing Furnished Apartments - Orange Beach 

3 out of 5
Save 100% on your flight
Price was $1,387, price is now $1,013 per person
$1,013
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Chicago (MDW) to Pensacola (PNS)
This apartment features an outdoor pool and a 24-hour gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a garden, and barbecue grills are also on offer.
Beach Club Resort Residence and Spa

Beach Club Resort Residence and Spa

4.5 out of 5
Villa Primera
Price was $1,331, price is now $990 per person
$990
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Pensacola (PNS)
A full-service spa and an outdoor pool are featured at this luxury aparthotel. Enjoy the indoor pool and perks like free self parking and free WiFi. A gym, a hot tub, and luggage storage are also on offer.
Portofino Island Resort

Portofino Island Resort

4 out of 5
Price was $1,453, price is now $1,132 per person
$1,132
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Pensacola (PNS)
A full-service spa, 3 restaurants, and 8 outdoor pools are all featured at this smoke-free aparthotel. Families will appreciate the children's club, barbecue grills, and supervised childcare. Enjoy the 5 outdoor tennis courts and perks like free self parking and free WiFi.

Top Woodlawn Beach hotels deals

The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road Pensacola Beach FL
Free Cancellation
Reserve now, pay when you stay
$217 nightly
The price is $244 total per night
$244 total
Dec 14 - Dec 15
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Spa
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road Pensacola Beach FL
Free Cancellation
Reserve now, pay when you stay
$55 nightly
The price is $62 total per night
$62 total
Dec 15 - Dec 16
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Business travelers can take advantage of the express check-in. There's an outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Breakfast included
Paradise inn

Paradise inn

2.5 out of 5
21 Via De Luna Dr Pensacola Beach FL
Free Cancellation
Reserve now, pay when you stay
$73 nightly
The price is $81 total per night
$81 total
Nov 22 - Nov 23
Total with taxes and fees
A private beach and a restaurant are featured at this motel. Enjoy the outdoor pool and free perks like continental breakfast and free self parking. There's a bar/lounge on site, and a 24-hour front desk and barbecue grills are also provided.
On private beach
Pool
Quality Inn & Suites Pensacola Bayview

Quality Inn & Suites Pensacola Bayview

2.5 out of 5
7601 Scenic Highway Pensacola FL
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $66 total per night
$66 total
Dec 13 - Dec 14
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Fairfield Inn & Suites by Marriott Pensacola Beach

Fairfield Inn & Suites by Marriott Pensacola Beach

3.5 out of 5
16 Via de Luna Dr Pensacola Beach FL
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $143 total per night
$143 total
Dec 6 - Dec 7
Total with taxes and fees
2 outdoor pools, 2 hot tubs, and a 24-hour gym are all featured at this traditional hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Unwind with a drink at one of the 2 bars/lounges and enjoy the free continental breakfast each morning.
Pool
Hot Tub
Holiday Inn Resort Pensacola Beach by IHG

Holiday Inn Resort Pensacola Beach by IHG

3 out of 5
14 Via De Luna Drive Pensacola Beach FL
Free Cancellation
$134 nightly
The price is $150 total per night
$150 total
Nov 17 - Nov 18
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Bring the family and enjoy the lazy river, children's pool, and arcade/game room. Enjoy the indoor pool and perks like free WiFi.
Pool
Free WiFi
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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.

Frequently asked questions

How much are vacation packages to Woodlawn Beach?
Enjoy a one-of-a-kind experience in Woodlawn Beach with a vacation package starting at just $699. Reserving flights, tours and hotels through Travelocity is a breeze. And even better, our great deals will leave you with extra cash for loads of fun times.
Where can I get the best vacation package deals for Woodlawn Beach?
Find your dream escape at Travelocity. With access to 400 air carriers and a whopping 1,000,000 properties around the world, selecting the perfect Woodlawn Beach package deal couldn't be simpler.
Why should I book my Woodlawn Beach vacation package with Travelocity?
Because life is an amazing journey, and we've got everything you need to help you along the way. With our superb service and Price Match Guarantee, you can organize your trip with confidence. And you can sleep easy on the road knowing you can reach us with our 24/7 customer support.
Can I save money on my Woodlawn Beach car rental if I book it with hotels and flights?
Absolutely — and if you also add a tour or an experience to your Woodlawn Beach vacation package, you'll save even more. With an affordable package from Travelocity, you can find things to do in the area that suit you. Then, jump in your rental car and work your way through the list. USS Alabama Battleship Memorial Park is one much-loved sight to key into your GPS. It's 65 mi from Woodlawn Beach.

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