Port Leon Vacation Rentals

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Our top choices for Port Leon vacation rentals

Best deal at Alligator Point

Best deal at Alligator Point
Alligator Point
9.8 out of 10, Exceptional, (133)
"We had a wonderful stay at the Fritz Carlton We will definitely look to stay again, as our son lives close by and we plan to visit often. Thank you!"
United States
Paula S.
Best deal at Alligator Point

Private Beachfront w/ Sauna, Hottub, Golf Cart, Kayaks, Paddle Boards & Bikes +

Private Beachfront w/ Sauna, Hottub, Golf Cart, Kayaks, Paddle Boards & Bikes +
Alligator Point
10.0 out of 10, Exceptional, (62)
"Long weekend with friends at a perfect location."
United States
Martha H.
Private Beachfront w/ Sauna, Hottub, Golf Cart, Kayaks, Paddle Boards & Bikes +

Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!

Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!
2.0 star property
Crawfordville
10.0 out of 10, Exceptional, (4)
"We had a wonderful stay! Very spacious, super clean, well stocked, great hosts!! Highly recommend "
United States
Sonja C.
$320 nightly
The price is $352
Dec 15 - Dec 16
Total with taxes and fees
Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!

Pet friendly Kayak with the manatees

Pet friendly Kayak with the manatees
2.0 star property
Crawfordville
9.8 out of 10, Exceptional, (44)
"Great stay! "
United States
Angie M.
Pet friendly Kayak with the manatees

NEW LISTING!!! Welcome to Ohana Shack! 4BR/4.5BA Private Beachfront Property!

NEW LISTING!!! Welcome to Ohana Shack! 4BR/4.5BA Private Beachfront Property!
Panacea
10.0 out of 10, Exceptional, (4)
"Beautiful home with great hosts! "
United States
Kerri F.
NEW LISTING!!! Welcome to Ohana Shack! 4BR/4.5BA Private Beachfront Property!

BEACHFRONT! Million Dollar Views! Panoramic views of the Gulf! Fall Discounts!

BEACHFRONT! Million Dollar Views! Panoramic views of the Gulf! Fall Discounts!
Alligator Point
9.4 out of 10, Exceptional, (133)
"Beautiful sunrises and wonderful times were had. "
United States
Don's Bees, Termites and Weeds LLC P.
BEACHFRONT! Million Dollar Views! Panoramic views of the Gulf! Fall Discounts!

Hideaway Beach Cottage on waterfront with amazing views.

Hideaway Beach Cottage on waterfront with amazing views.
Panacea
10.0 out of 10, Exceptional, (59)
"Friendly hosts and relaxing area"
United States
Jessica S.
Hideaway Beach Cottage on waterfront with amazing views.

Coastal Getaway on canal-steps to the beach

Coastal Getaway on canal-steps to the beach
Panacea
9.8 out of 10, Exceptional, (58)
"Was there to visit family. This was a great location and very nice place to stay. Really quiet and relaxing "
United States
Angie J.
Coastal Getaway on canal-steps to the beach

Dragonfly on the Canal

Dragonfly on the Canal
2.0 star property
Crawfordville
10.0 out of 10, Exceptional, (33)
"Felt like home wished our stay was longer"
United States
Anthony B.
$277 nightly
The price is $305
Dec 23 - Dec 24
Total with taxes and fees
Dragonfly on the Canal

Beach Getaway Just Refreshed, Sleeps 8 <4 br> EV level 2 charging- views

Beach Getaway Just Refreshed, Sleeps 8 <4 br> EV level 2 charging- views
Alligator Point
9.6 out of 10, Exceptional, (28)
"We definitely enjoyed our getaway to the beach, and the host was able to get in touch with for any questions. We would stay here again"
United States
P&S J.
Beach Getaway Just Refreshed, Sleeps 8 <4 br> EV level 2 charging- views

5 Bedroom Beach House Slps 12 - Private Beach - Shells - Fishing -Screened porch

5 Bedroom Beach House Slps 12 - Private Beach - Shells - Fishing -Screened porch
Panacea
10.0 out of 10, Exceptional, (79)
"We loved the house. Very clean and great location. Host was wonderful. Group of 9 had plenty of room. "
United States
Elaine J.
5 Bedroom Beach House Slps 12 - Private Beach - Shells - Fishing -Screened porch

BEACHFRONT! Pet Friendly! Fenced yard! Fall Discounts! Butterfly Season!

BEACHFRONT! Pet Friendly! Fenced yard! Fall Discounts! Butterfly Season!
Panacea
9.8 out of 10, Exceptional, (85)
"Amazing! Would stay again!"
United States
Beth Y.
BEACHFRONT! Pet Friendly! Fenced yard! Fall Discounts! Butterfly Season!

Gorgeous Ocean Views in Modern Beachfront Home

Gorgeous Ocean Views in Modern Beachfront Home
Panacea
10.0 out of 10, Exceptional, (64)
"Clean, great location! They had everything we needed "
United States
Amanda C.
Gorgeous Ocean Views in Modern Beachfront Home

Panacea Treehouse⭐️ Duck Season Discounts!

Panacea Treehouse⭐️ Duck Season Discounts!
2.0 star property
Panacea
9.8 out of 10, Exceptional, (17)
"Very nice treehouse in a peaceful area. We had a great time! "
United States
Luz
$295 nightly
The price is $325
Dec 30 - Dec 31
Total with taxes and fees
Panacea Treehouse⭐️ Duck Season Discounts!

🏖️Beachfront🏖️ Forget your worries in this spacious and serene space ♡

🏖️Beachfront🏖️ Forget your worries in this spacious and serene space ♡
Alligator Point
10.0 out of 10, Exceptional, (29)
"Home was very nice."
United States
Keith h.
🏖️Beachfront🏖️ Forget your worries in this spacious and serene space ♡

Waterfront on Ochlockonee Bay-Renovated condo & sparking pool

Waterfront on Ochlockonee Bay-Renovated condo & sparking pool
Panacea
10.0 out of 10, Exceptional, (136)
"It was very nice and safe , Jeff and Brenda made sure you had everything you needed. We had a relaxing stay"
United States
Jeremy S.
Waterfront on Ochlockonee Bay-Renovated condo & sparking pool

Enjoy Crawfordville at the Courtyard’s Oyster Cottage

Enjoy Crawfordville at the Courtyard’s Oyster Cottage
Crawfordville
10.0 out of 10, Exceptional, (52)
"Very modern looking on the inside, it really was a nice place!"
United States
Ricky
$150 nightly
The price is $165
Jan 7 - Jan 8, 2026
Total with taxes and fees
Enjoy Crawfordville at the Courtyard’s Oyster Cottage

Ochlockonee Bay Waterfront Home 200 ft pier 1st floor over looking the bay

Ochlockonee Bay Waterfront Home 200 ft pier 1st floor over looking the bay
2.0 star property
Panacea
9.6 out of 10, Exceptional, (7)
"Beautiful place and we enjoyed our stay!"
United States
Michael B.
Ochlockonee Bay Waterfront Home 200 ft pier 1st floor over looking the bay

Relax on a Beautiful River in a Natural Florida Setting

Relax on a Beautiful River in a Natural Florida Setting
Tallahassee
10.0 out of 10, Exceptional, (245)
"Nice basic accommodations. Great location."
United States
Grant I.
Relax on a Beautiful River in a Natural Florida Setting

Gulf Breeze – Pet-Friendly 3BR Beachfront Stay with Stunning Views & Renovations

Gulf Breeze – Pet-Friendly 3BR Beachfront Stay with Stunning Views & Renovations
Alligator Point
10.0 out of 10, Exceptional, (6)
"Absolutely perfect location!"
United States
Daniel W.
Gulf Breeze – Pet-Friendly 3BR Beachfront Stay with Stunning Views & Renovations
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 Port Leon Hotel Reviews

Find out more about Port Leon

Everything you need to know about Port Leon vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Port Leon vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Port Leon vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Port Leon vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Port Leon. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Port Leon in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $165 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Port Leon rentals

At Expedia, we put the best Port Leon vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Port Leon rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Port Leon vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Port Leon. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Port Leon?

Yes, you can find vacation rentals close to well known points of interest in Port Leon, or you can select a more remote option if you're looking for relaxation.

What are some of the best vacation rentals that Port Leon has to offer?

Private Beachfront w/ Sauna, Hottub, Golf Cart, Kayaks, Paddle Boards & Bikes +: This vacation home rental outside of Port Leon is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub.

What’s there to see and do in Port Leon?

While exploring the area, visit family-friendly sights like Medart Park, or get outside and enjoy nature at St. Marks National Wildlife Refuge. St. Marks Lighthouse and Shell Point Beach are a couple of places you'll find in the larger area.

What’s a vacation rental in Port Leon like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Port Leon. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.