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Port Leon Vacation Rentals

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Our top choices for Port Leon vacation 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 CA $171
CA $437 total
includes taxes & fees
Aug 11 - Aug 12
Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf

2. 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)
"The stay at the property was great! "
United States
shelia j.
The price is CA $134
CA $306 total
includes taxes & fees
Aug 6 - Aug 7
Enjoy Crawfordville at the Courtyard’s Pelican Cottage.

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 CA $234
CA $513 total
includes taxes & fees
Aug 6 - Aug 7
Dragonfly on the Canal Golf cart included!

4. 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 CA $149
CA $325 total
includes taxes & fees
Sep 3 - Sep 4
Enjoy Crawfordville at the Courtyard’s Oyster Cottage

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

Waterfront -Beautiful sunsets, great fishing, scalloping & bird watching
Crawfordville
10.0 out of 10, Exceptional, (56 reviews)
"Great place for a weekend getaway "
United States
Jennifer
The price is CA $274
CA $458 total
includes taxes & fees
Aug 9 - Aug 10
Waterfront -Beautiful sunsets, great fishing, scalloping & bird watching

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

New Lakeside Cabin in Tallahassee, secluded & near town
Tallahassee
10.0 out of 10, Exceptional, (37 reviews)
"Wonderful stay, gracious host and clean cabin. "
United States
Aurion R.
The price is CA $218
CA $301 total
includes taxes & fees
Aug 16 - Aug 17
New Lakeside Cabin in Tallahassee, secluded & near town

7. 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 CA $105
CA $202 total
includes taxes & fees
Aug 23 - Aug 24
Cozy Guest house - Near FSU, Trails, and the airport.

8. 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, (9 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 CA $212
CA $671 total
includes taxes & fees
Aug 20 - Aug 21
Relax at Shell Point Beach! Bring your boat to park at the dock.

9. 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 CA $199
CA $250 total
includes taxes & fees
Aug 9 - Aug 10
Cozy Panacea Retreat #3 (King)

10. 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 CA $159
CA $376 total
includes taxes & fees
Aug 6 - Aug 7
Spacious 2BR 2BA Near FSU, FAMU & Downtown

11. Panacea Treehouse⭐️ Waterfront-Boat Friendly

Panacea Treehouse⭐️ Waterfront-Boat Friendly
Panacea
10.0 out of 10, Exceptional, (22 reviews)
"Host was great!"
United States
kind h.
Panacea Treehouse⭐️ Waterfront-Boat Friendly

12. 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 CA $215
CA $622 total
includes taxes & fees
Aug 30 - Aug 31
McMahon's Tail-Waggin' Retreat in the Heart of Crawfordville with AC, Fenced.

13. 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 CA $196
CA $289 total
includes taxes & fees
Aug 9 - Aug 10
Incredible water views!

14. 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 CA $183
CA $441 total
includes taxes & fees
Aug 6 - Aug 7
romantic get away for 2 right on the Ochlockonee river

15. Cozy Caravan near Capitol/FSU/FAMU with AC and WiFi in Charming Tallahassee

Cozy Caravan near Capitol/FSU/FAMU with AC and WiFi in Charming Tallahassee
Tallahassee
3.6 out of 10, (4 reviews)
"The host instructions were incorrect to locate the key to the RV. It was in a key box on the hand rail of the RV. When we did get into the RV we told the owner there was damage on the bathroom floor. He said he was aware. We were not aware at the time the floor was rotted through. The flooring around the tiolet was very soft and we did not feel safe. We found another soft spot on the floor under the window by the bed. We stayed the one night and notified the owner so he could make repairs....
United States
Debbie T.
The price is CA $82
CA $160 total
includes taxes & fees
Aug 10 - Aug 11
Cozy Caravan near Capitol/FSU/FAMU with AC and WiFi in Charming Tallahassee

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 CA $267
CA $681 total
includes taxes & fees
Aug 9 - Aug 10
Point & Paddle Waterfront Retreat @Alligator Point

17. 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 CA $283
CA $682 total
includes taxes & fees
Aug 12 - Aug 13
Waterfront home on Ochlockonee Bay, private beach, fishing, dock and kayaks

18. Queen Kitchenette by the Bay #16

Queen Kitchenette by the Bay #16
Panacea
10.0 out of 10, Exceptional, (1 review)
The price is CA $199
CA $250 total
includes taxes & fees
Aug 12 - Aug 13
Queen Kitchenette by the Bay #16

19. Cozy Panacea Retreat #3 (King)

Cozy Panacea Retreat #3 (King)
Panacea
The price is CA $199
CA $250 total
includes taxes & fees
Aug 6 - Aug 7
Cozy Panacea Retreat #3 (King)

20. Cozy Panacea Retreat #7 (King)

Cozy Panacea Retreat #7 (King)
Panacea
The price is CA $199
CA $250 total
includes taxes & fees
Aug 18 - Aug 19
Cozy Panacea Retreat #7 (King)
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Port Leon. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!: This vacation home rental outside of Port Leon offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 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.