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Port Leon Holiday Rentals

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Our top choices for Port Leon holiday rentals

1. Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf

Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf
Crawfordville
10.0 out of 10, Exceptional, (81 reviews)
"What a great property! The house is fully equipped for your stay and the sunrises are breathtaking!"
United States
Donna M.
The price is AU$436
includes taxes & fees
13 Aug - 14 Aug
Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf

2. Waterfront -Beautiful sunsets, great fishing, scalloping & bird watching

Waterfront -Beautiful sunsets, great fishing, scalloping & bird watching
Crawfordville
10.0 out of 10, Exceptional, (57 reviews)
"Great place for a weekend getaway "
United States
Jennifer
The price is AU$456
includes taxes & fees
13 Aug - 14 Aug
Waterfront -Beautiful sunsets, great fishing, scalloping & bird watching

3. Dragonfly on the Canal Golf cart included!

Dragonfly on the Canal Golf cart included!
Crawfordville
10.0 out of 10, Exceptional, (54 reviews)
"Was a great spacious place. We stayed for graduation weekend and could not have been happier. The porch is amazing!"
United States
Kristy B.
The price is AU$510
includes taxes & fees
16 Aug - 17 Aug
Dragonfly on the Canal Golf cart included!

4. Relax at Shell Point Beach! Bring your boat to park at the dock.

Relax at Shell Point Beach! Bring your boat to park at the dock.
Crawfordville
9.0 out of 10, Wonderful, (10 reviews)
"We have rented this place several times and the place is always spotless and the communication with the host is excellent! Will stay here again!"
United States
Anonymous traveller
The price is AU$708
includes taxes & fees
20 Aug - 21 Aug
Relax at Shell Point Beach! Bring your boat to park at the dock.

5. Enjoy Crawfordville at the Courtyard’s Oyster Cottage

Enjoy Crawfordville at the Courtyard’s Oyster Cottage
Crawfordville
10.0 out of 10, Exceptional, (69 reviews)
"Very quaint and beautiful place. Will definitely stay again "
United States
gary b.
The price is AU$333
includes taxes & fees
8 Sept - 9 Sept
Enjoy Crawfordville at the Courtyard’s Oyster Cottage

6. Enjoy Crawfordville at the Courtyard’s Pelican Cottage.

Enjoy Crawfordville at the Courtyard’s Pelican Cottage.
Crawfordville
10.0 out of 10, Exceptional, (137 reviews)
"Super cute cottage, roomy and equipped with everything you would need for your stay. I enjoyed a cup of hot tea on the front porch on the day it rained. Lots of great restaurants nearby. Owner was very helpful and answered our questions right away. Hope to come back soon!"
United States
Jennifer W.
The price is AU$314
includes taxes & fees
3 Sept - 4 Sept
Enjoy Crawfordville at the Courtyard’s Pelican Cottage.

7. McMahon's Tail-Waggin' Retreat in the Heart of Crawfordville with AC, Fenced.

McMahon's Tail-Waggin' Retreat in the Heart of Crawfordville with AC, Fenced.
Crawfordville
10.0 out of 10, Exceptional, (16 reviews)
"This was the perfect stay for our family and our fur babies! "
United States
Brooke S.
The price is AU$597
includes taxes & fees
30 Aug - 31 Aug
McMahon's Tail-Waggin' Retreat in the Heart of Crawfordville with AC, Fenced.

8. Cozy Panacea Retreat #3 (King)

Cozy Panacea Retreat #3 (King)
Panacea
9.0 out of 10, Wonderful, (2 reviews)
"Great communication. Comfortable"
United States
Faith V.
The price is AU$255
includes taxes & fees
16 Aug - 17 Aug
Cozy Panacea Retreat #3 (King)

9. New Lakeside Cabin in Tallahassee, secluded & near town

New Lakeside Cabin in Tallahassee, secluded & near town
Tallahassee
10.0 out of 10, Exceptional, (38 reviews)
"Wonderful stay, gracious host and clean cabin. "
United States
Aurion R.
The price is AU$304
includes taxes & fees
25 Aug - 26 Aug
New Lakeside Cabin in Tallahassee, secluded & near town

10. romantic get away for 2 right on the Ochlockonee river

romantic get away for 2 right on the Ochlockonee river
Panacea
6.0 out of 10, (2 reviews)
"Wonderful accommodations-clean and comfortable. "
United States
Laurie K.
The price is AU$439
includes taxes & fees
13 Aug - 14 Aug
romantic get away for 2 right on the Ochlockonee river

11. Queen Kitchenette by the Bay #16

Queen Kitchenette by the Bay #16
Panacea
10.0 out of 10, Exceptional, (1 review)
The price is AU$255
includes taxes & fees
17 Aug - 18 Aug
Queen Kitchenette by the Bay #16

12. Spacious 2BR 2BA Near FSU, FAMU & Downtown

Spacious 2BR 2BA Near FSU, FAMU & Downtown
Tallahassee
10.0 out of 10, Exceptional, (1 review)
"Great"
United States
Jarred S.
The price is AU$379
includes taxes & fees
17 Aug - 18 Aug
Spacious 2BR 2BA Near FSU, FAMU & Downtown

13. Waterfront home on Ochlockonee Bay, private beach, fishing, dock and kayaks

Waterfront home on Ochlockonee Bay, private beach, fishing, dock and kayaks
Panacea
10.0 out of 10, Exceptional, (3 reviews)
"host and the peace and ouietness of the area great for relaxing with out all of the giltter and gallyer"
United States
william C.
The price is AU$650
includes taxes & fees
25 Aug - 26 Aug
Waterfront home on Ochlockonee Bay, private beach, fishing, dock and kayaks

14. Incredible water views!

Incredible water views!
Tallahassee
9.8 out of 10, Exceptional, (24 reviews)
"Perfect accommodations for my family. Homey experience and the cookies were amazing. "
United States
Melanie R.
The price is AU$293
includes taxes & fees
20 Aug - 21 Aug
Incredible water views!

15. Cozy Guest house - Near FSU, Trails, and the airport.

Cozy Guest house - Near FSU, Trails, and the airport.
Tallahassee
9.6 out of 10, Exceptional, (9 reviews)
"It was super comfy and very close to down town for an easy drive to restaurants and breweries. Host was very responsive and helpful."
United States
Anonymous traveller
The price is AU$207
includes taxes & fees
23 Aug - 24 Aug
Cozy Guest house - Near FSU, Trails, and the airport.

16. Point & Paddle Waterfront Retreat @Alligator Point

Point & Paddle Waterfront Retreat @Alligator Point
Alligator Point
10.0 out of 10, Exceptional, (2 reviews)
"We really enjoyed the place. It was quiet, cozy, and perfect for a quick getaway with our family. I would highly recommend others checking this place out and tho we don’t visit the area much we would love staying here again!"
United States
Scott A.
The price is AU$671
includes taxes & fees
13 Aug - 14 Aug
Point & Paddle Waterfront Retreat @Alligator Point

17. Cozy Panacea Retreat #3 (King)

Cozy Panacea Retreat #3 (King)
Panacea
The price is AU$255
includes taxes & fees
13 Aug - 14 Aug
Cozy Panacea Retreat #3 (King)

18. Cozy Panacea Retreat #7 (King)

Cozy Panacea Retreat #7 (King)
Panacea
The price is AU$255
includes taxes & fees
16 Aug - 17 Aug
Cozy Panacea Retreat #7 (King)

19. Queen Kitchenette by the Bay #11

Queen Kitchenette by the Bay #11
Panacea
The price is AU$255
includes taxes & fees
17 Aug - 18 Aug
Queen Kitchenette by the Bay #11

20. Queen Kitchenette by the Bay #13

Queen Kitchenette by the Bay #13
Panacea
The price is AU$255
includes taxes & fees
13 Aug - 14 Aug
Queen Kitchenette by the Bay #13
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Port Leon holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Port Leon holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Port Leon holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Port Leon holiday rentals we have selected for you start as low as AU$304 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Port Leon rentals

At Expedia, we put the best Port Leon holiday 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 holiday.

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 holiday rentals in Port Leon?

Yes, there are holiday rentals close to the most popular sights in Port Leon, 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 Port Leon has to offer?

NEW LISTING!!! Welcome to Ohana Shack! 4BR/4.5BA Private Beachfront Property!: This holiday home rental outside of Port Leon is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 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. Shell Point Beach and Wakulla Springs State Park are a couple of places you'll find in the wider area.

What’s a holiday rental in Port Leon like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Port Leon. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips or small group gatherings.