Port Leon Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Port Leon

Exterior
Enjoy Crawfordville at the Courtyard’s Oyster Cottage

Cottage in Crawfordville

10.0 out of 10, Exceptional, (52)
"Very modern looking on the inside, it really was a nice place!"
United States
Ricky
The price is ￥9,814
￥27,084 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Enjoy Crawfordville at the Courtyard’s Oyster Cottage
Property grounds
Cozy Guest house - Near FSU, Trails, and the airport.

Apartment in Tallahassee

2.0 star property
10.0 out of 10, Exceptional, (1)
"I had the most wonderful stay here! It’s super cute and cozy! From the moment I arrived, I felt right at home. The space was spotless, thoughtfully decorated, and full of charming touches that made it truly special. The bed was incredibly comfortable, the lighting was warm and inviting, and every little detail—from the soft blankets to the well-stocked kitchen—showed how much care went into creating a relaxing environment.The location was perfect too: peaceful and quiet, yet close enough to...
United States
Beth H.
The price is ￥9,305
￥19,677 total
includes taxes & fees
Dec 15 - Dec 16
Cozy Guest house - Near FSU, Trails, and the airport.
Exterior
Scenic beauty on the bay

Vacation Home in Crawfordville

2.0 star property
10.0 out of 10, Exceptional, (1)
"Mark was a phenomenal host. Great communication, transparency, and hospitality. We enjoyed our time and look forward to the next visit!"
United States
Katelyn B.
The price is ￥11,042
￥22,157 total
includes taxes & fees
Dec 15 - Dec 16
Scenic beauty on the bay
Beach
Dragonfly on the Canal

Vacation Home in Crawfordville

2.0 star property
10.0 out of 10, Exceptional, (33)
"Felt like home wished our stay was longer"
United States
Anthony B.
The price is ￥18,842
￥48,206 total
includes taxes & fees
Dec 5 - Dec 6
Dragonfly on the Canal
Fridge, microwave, oven, stovetop
Enjoy Crawfordville at the Courtyard’s Pelican Cottage.

Cottage in Crawfordville

10.0 out of 10, Exceptional, (125)
"Cozy, very clean. Stay here twice a year while visiting family. Perfect location. "
United States
Faye D.
The price is ￥12,143
￥28,744 total
includes taxes & fees
Dec 5 - Dec 6
Enjoy Crawfordville at the Courtyard’s Pelican Cottage.
Smart TV
Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!

Vacation Home in Crawfordville

2.0 star property
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.
The price is ￥24,037
￥54,619 total
includes taxes & fees
Dec 5 - Dec 6
Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!
Marina
Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf

Mobile Home in Crawfordville

10.0 out of 10, Exceptional, (72)
"The place was as listed. Was comfortable and quiet. Really enjoyed it."
United States
Sherry D.
The price is ￥18,842
￥48,051 total
includes taxes & fees
Dec 7 - Dec 8
Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf
Outdoor dining
New Lakeside Cabin in Tallahassee, secluded & near town

Cabin in Tallahassee

10.0 out of 10, Exceptional, (32)
"What an adorable place to stay. Ann goes way beyond what is needed to have a great stay. She puts supplied all the essentials that we really love to have and need to go get when we travel. Thank you for all you have provided in your cabin. "
United States
Ashley M.
The price is ￥24,037
￥32,760 total
includes taxes & fees
Dec 17 - Dec 18
New Lakeside Cabin in Tallahassee, secluded & near town
3 bedrooms, travel crib, free WiFi, bed sheets
Relax at Shell Point Beach! Golf cart included! ⛳️

Vacation Home in Crawfordville

8.4 out of 10, Very Good, (5)
"Had a good time, "
United States
Jonathan N.
The price is ￥19,562
￥67,251 total
includes taxes & fees
Dec 8 - Dec 9
Relax at Shell Point Beach! Golf cart included! ⛳️
Sun loungers, beach towels
Point & Paddle Waterfront Retreat @Alligator Point

Vacation Home in Alligator Point

10.0 out of 10, Exceptional, (1)
"Not only is this house adorable and roomy, it is the perfect mix of secluded and convenient. I hosted my girls for a little weekend birthday celebration and we had the best time watching the sunset from the dock, then enjoying a bonfire with smores! We played games and laughed well in to the night before finally retiring to the super comfy beds. The next morning we took the short walk to the beach and enjoyed discovering all types of nature while walking through the beaches of bald point state...
United States
Holley C.
The price is ￥24,813
￥69,755 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Point & Paddle Waterfront Retreat @Alligator Point
Property grounds
romantic get away for 2 right on the Ochlockonee river

Apartment in Panacea

2.0 star property
The price is ￥16,128
￥42,299 total
includes taxes & fees
Dec 5 - Dec 6
romantic get away for 2 right on the Ochlockonee river
1 bedroom, iron/ironing board, free WiFi, bed sheets
Cozy Caravan near Capitol/FSU/FAMU with AC and WiFi in Charming Tallahassee

Mobile Home in Tallahassee

2.0 star property
5.0 out of 10, (2)
"We did not stay at this property as we never got the check in code from the owner until almost 3 hours after the owner said we could check into the property. The RV is 5-6 feet from the corner of the owners house/back windows. The yard is very unappealing and we did not feel safe."
United States
Diana O.
The price is ￥10,468
￥19,241 total
includes taxes & fees
Dec 10 - Dec 11
Cozy Caravan near Capitol/FSU/FAMU with AC and WiFi in Charming Tallahassee
Pool
Coastal Cottage- a nature lover's paradise!

Vacation Home in Panacea

10.0 out of 10, Exceptional, (1)
"This place is amazing. It is the cleanest cutest cottage we have stayed in throughout all of Florida. Monica was an excellent host and set us up. Praise Jesus for that! You can walk to two restaurants which are next door. It is hard to find places to stay with my wife having miold illness, especially in Florida, but this has the cleanest, clearest air . We are able to stay with confidence that it is clean. Views of the sunrise on the bay are excellent. We brought our boat to fish and enjoyed...
United States
Lonnie L N.
Coastal Cottage- a nature lover's paradise!
Property grounds
Cozy Panacea Retreat #3 (King)

Apartment in Panacea

2.0 star property
The price is ￥23,606
￥29,304 total
includes taxes & fees
Dec 7 - Dec 8
Cozy Panacea Retreat #3 (King)
Interior
House near Capitol/FSU/FAMU/Hospital/Tallahassee

Vacation Home in Tallahassee

6.0 out of 10, (8)
"The property was very clean and was roomy enough for our family."
United States
Kimberly V.
The price is ￥17,447
￥29,534 total
includes taxes & fees
Dec 15 - Dec 16
House near Capitol/FSU/FAMU/Hospital/Tallahassee
Private kitchen
Centrally Located Charming 3 Bed 2.5 Bath Townhome with King Bed

Vacation Home in Crawfordville

Centrally Located Charming 3 Bed 2.5 Bath Townhome with King Bed
Property grounds
Cozy Panacea Retreat #7 (King)

Apartment in Panacea

2.0 star property
The price is ￥23,606
￥29,304 total
includes taxes & fees
Dec 16 - Dec 17
Cozy Panacea Retreat #7 (King)
Property grounds
09) Queen Kitchenette by the Bay

Apartment in Panacea

2.0 star property
The price is ￥27,266
￥33,987 total
includes taxes & fees
Dec 17 - Dec 18
09) Queen Kitchenette by the Bay
Property grounds
Queen Kitchenette by the Bay #15

Apartment in Panacea

2.0 star property
The price is ￥27,266
￥33,367 total
includes taxes & fees
Dec 17 - Dec 18
Queen Kitchenette by the Bay #15
Property grounds
Queen Kitchenette by the Bay #12

Apartment in Panacea

2.0 star property
The price is ￥27,266
￥33,987 total
includes taxes & fees
Dec 17 - Dec 18
Queen Kitchenette by the Bay #12
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

The Lodge at Wakulla Springs

The Lodge at Wakulla Springs

10/10 Excellent
"The room was great. They were replacing the elevator so that was a minor inconvenience. The lodge is a very nice old historic lodge. The Wakulla spring is a gem out the back lawn. There are nature trails starting at the lodge going around in the surrounding park. "
Sidney 1-night trip
Posted 3 days ago
The Lodge at Wakulla Springs

Find out more about Port Leon

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Look no further and take a look at our great range of rental properties in Port Leon!

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. 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.