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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 $168
CA $430 total
includes taxes & fees
Sep 7 - Sep 8
Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf

2. Dragonfly on the Canal Golf cart included!

Dragonfly on the Canal Golf cart included!
Crawfordville
10.0 out of 10, Exceptional, (58 reviews)
"I especially appreciated the fast and thorough communication from the host, the cleanliness and ease of check-in."
United States
Ashley T.
The price is CA $230
CA $508 total
includes taxes & fees
Sep 12 - Sep 13
Dragonfly on the Canal Golf cart included!

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

Enjoy Crawfordville at the Courtyard’s Pelican Cottage.
Crawfordville
10.0 out of 10, Exceptional, (138 reviews)
"This little cottage is right next to the courthouse. Super convenient! The hosts are wonderful, and very helpful. The cottage was cool, clean and has everything you need other than your food. We've stayed here twice and have been VERY happy."
United States
Patricia S.
The price is CA $132
CA $304 total
includes taxes & fees
Sep 8 - Sep 9
Enjoy Crawfordville at the Courtyard’s Pelican Cottage.

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

Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!
Crawfordville
10.0 out of 10, Exceptional, (22 reviews)
"The area was very quiet and relaxed. The home was an ideal getaway. Beds were comfy! "
United States
VICKIE
The price is CA $270
CA $557 total
includes taxes & fees
Sep 7 - Sep 8
Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!

5. 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 CA $270
CA $452 total
includes taxes & fees
Sep 8 - Sep 9
Waterfront -Beautiful sunsets, great fishing, scalloping & bird watching

6. Enjoy Crawfordville at the Courtyard’s Oyster Cottage

Enjoy Crawfordville at the Courtyard’s Oyster Cottage
Crawfordville
10.0 out of 10, Exceptional, (70 reviews)
"Wonderful stay, everything clean and comfortable."
United States
Robert G.
The price is CA $147
CA $322 total
includes taxes & fees
Sep 8 - Sep 9
Enjoy Crawfordville at the Courtyard’s Oyster Cottage

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

New Lakeside Cabin in Tallahassee, secluded & near town
Tallahassee
10.0 out of 10, Exceptional, (39 reviews)
"Clean and very well appointed. Meet the owner and he was very pleasant. I will definitely come back."
United States
Neil b.
The price is CA $214
CA $296 total
includes taxes & fees
Sep 8 - Sep 9
New Lakeside Cabin in Tallahassee, secluded & near town

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 CA $196
CA $246 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Panacea Retreat #3 (King)

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

Spacious 2BR 2BA Near FSU, FAMU & Downtown
Tallahassee
10.0 out of 10, Exceptional, (2 reviews)
"Great"
United States
Jarred S.
The price is CA $157
CA $374 total
includes taxes & fees
Sep 10 - Sep 11
Spacious 2BR 2BA Near FSU, FAMU & Downtown

10. 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, (10 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 $104
CA $199 total
includes taxes & fees
Sep 13 - Sep 14
Cozy Guest house - Near FSU, Trails, and the airport.

11. 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 $181
CA $436 total
includes taxes & fees
Sep 7 - Sep 8
romantic get away for 2 right on the Ochlockonee river

12. 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 $81
CA $158 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Caravan near Capitol/FSU/FAMU with AC and WiFi in Charming Tallahassee

13. Tiny Tides Waterfront Cottage

Tiny Tides Waterfront Cottage
Panacea
10.0 out of 10, Exceptional, (11 reviews)
"What a perfect escape! We thoroughly enjoyed our stay at Tiny Tides. The cozy, comfortable vibe, the peaceful location, and the easy access to everything made our trip truly special. We had a fantastic time and will definitely be back soon!"
United States
Jason W.
The price is CA $221
CA $541 total
includes taxes & fees
Sep 7 - Sep 8
Tiny Tides Waterfront Cottage

14. 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 $263
CA $674 total
includes taxes & fees
Sep 10 - Sep 11
Point & Paddle Waterfront Retreat @Alligator Point

15. 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, (4 reviews)
"Had a great stay! We would book here again."
United States
Ashley D.
The price is CA $265
CA $650 total
includes taxes & fees
Sep 19 - Sep 20
Waterfront home on Ochlockonee Bay, private beach, fishing, dock and kayaks

16. Cozy Panacea Retreat #3 (King)

Cozy Panacea Retreat #3 (King)
Panacea
The price is CA $196
CA $246 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Panacea Retreat #3 (King)

17. Panacea Cozy Retreat #4 (DQ)

Panacea Cozy Retreat #4 (DQ)
Panacea
The price is CA $245
CA $306 total
includes taxes & fees
Sep 7 - Sep 8
Panacea Cozy Retreat #4 (DQ)

18. Panacea Cozy Retreat #6 (DQ)

Panacea Cozy Retreat #6 (DQ)
Panacea
The price is CA $245
CA $306 total
includes taxes & fees
Sep 7 - Sep 8
Panacea Cozy Retreat #6 (DQ)

19. Queen Kitchenette by the Bay #13

Queen Kitchenette by the Bay #13
Panacea
The price is CA $196
CA $246 total
includes taxes & fees
Sep 7 - Sep 8
Queen Kitchenette by the Bay #13

20. Cozy Panacea Retreat #7 (King)

Cozy Panacea Retreat #7 (King)
Panacea
The price is CA $196
CA $246 total
includes taxes & fees
Sep 13 - Sep 14
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?

Great sunrise view from dining area and decks. Easy beach access.: This vacation home rental outside of Port Leon is located in a rural location 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.

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.