Port Leon Vacation Rentals

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Our top choices for Port Leon vacation rentals

New Lakeside Cabin in Tallahassee, secluded & near town

New Lakeside Cabin in Tallahassee, secluded & near town
Tallahassee
10.0 out of 10, Exceptional, (35 reviews)
"Wonderful stay, gracious host and clean cabin. "
United States
Aurion R.
The price is CA $215
CA $294 total
includes taxes & fees
Jun 15 - Jun 16
New Lakeside Cabin in Tallahassee, secluded & near town

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, (76 reviews)
"Very nice. Very clean and well cared for property."
United States
Russell or Tyler
The price is CA $168
CA $426 total
includes taxes & fees
Jun 7 - Jun 8
Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf

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

Cozy Guest house - Near FSU, Trails, and the airport.
Tallahassee
9.8 out of 10, Exceptional, (7 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
Jun 7 - Jun 8
Cozy Guest house - Near FSU, Trails, and the airport.

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

Waterfront -Beautiful sunsets, great fishing, scalloping & bird watching
Crawfordville
10.0 out of 10, Exceptional, (52 reviews)
"Great place for a weekend getaway "
United States
Jennifer
The price is CA $256
CA $431 total
includes taxes & fees
Jun 7 - Jun 8
Waterfront -Beautiful sunsets, great fishing, scalloping & bird watching

Dragonfly on the Canal with golf cart included beginning 7/12/26

Dragonfly on the Canal with golf cart included beginning 7/12/26
Crawfordville
10.0 out of 10, Exceptional, (42 reviews)
"Very clean and spacious for lots of guests!"
United States
Caitlin P.
The price is CA $193
CA $457 total
includes taxes & fees
Jun 7 - Jun 8
Dragonfly on the Canal with golf cart included beginning 7/12/26

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, (15 reviews)
"The area was very quiet and relaxed. The home was an ideal getaway. Beds were comfy! "
United States
VICKIE
The price is CA $215
CA $483 total
includes taxes & fees
Jun 7 - Jun 8
Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!

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
Jun 9 - Jun 10
Cozy Caravan near Capitol/FSU/FAMU with AC and WiFi in Charming Tallahassee

Private Bedroom + Private Bathroom in Tallahassee

Private Bedroom + Private Bathroom in Tallahassee
Tallahassee
The price is CA $107
CA $240 total
includes taxes & fees
Jun 9 - Jun 10
Private Bedroom + Private Bathroom in Tallahassee

The Beach Nest - A Peaceful Paradise!

The Beach Nest - A Peaceful Paradise!
Alligator Point
9.8 out of 10, Exceptional, (30 reviews)
"Our stay was lovely, the accommodations charming, and the host is a pleasure. Thank you for great memories. We highly recommend!"
United States
Laurie S.
The Beach Nest - A Peaceful Paradise!

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 $245 total
includes taxes & fees
Jun 7 - Jun 8
Cozy Panacea Retreat #3 (King)

Private Beach & Dock - Quiet Waterfront Retreat on Ochlockonee Bay

Private Beach & Dock - Quiet Waterfront Retreat on Ochlockonee Bay
Panacea
10.0 out of 10, Exceptional, (1 review)
"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 $316
CA $719 total
includes taxes & fees
Jun 10 - Jun 11
Private Beach & Dock - Quiet Waterfront Retreat on Ochlockonee Bay

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
Jun 13 - Jun 14
romantic get away for 2 right on the Ochlockonee river

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 $367
CA $804 total
includes taxes & fees
Jun 5 - Jun 6
Point & Paddle Waterfront Retreat @Alligator Point

This Cape Cod style beauty will make you fall in love with the Forgotten Coast!

This Cape Cod style beauty will make you fall in love with the Forgotten Coast!
Alligator Point
10.0 out of 10, Exceptional, (9 reviews)
"House was furnished well. Vrbo staff was exceptional"
United States
Laurel D.
The price is CA $791
CA $1,350 total
includes taxes & fees
Jul 1 - Jul 2
This Cape Cod style beauty will make you fall in love with the Forgotten Coast!

09) Queen Kitchenette by the Bay

09) Queen Kitchenette by the Bay
Panacea
The price is CA $196
CA $245 total
includes taxes & fees
Jun 4 - Jun 5
09) Queen Kitchenette by the Bay

Queen Kitchenette by the Bay #15

Queen Kitchenette by the Bay #15
Panacea
The price is CA $196
CA $245 total
includes taxes & fees
Jun 4 - Jun 5
Queen Kitchenette by the Bay #15

Queen Kitchenette by the Bay #16

Queen Kitchenette by the Bay #16
Panacea
The price is CA $196
CA $245 total
includes taxes & fees
Jun 4 - Jun 5
Queen Kitchenette by the Bay #16

Cozy Panacea Retreat #7 (King)

Cozy Panacea Retreat #7 (King)
Panacea
The price is CA $196
CA $245 total
includes taxes & fees
Jun 4 - Jun 5
Cozy Panacea Retreat #7 (King)

Panacea Cozy Retreat #4 (DQ)

Panacea Cozy Retreat #4 (DQ)
Panacea
The price is CA $245
CA $307 total
includes taxes & fees
Jun 4 - Jun 5
Panacea Cozy Retreat #4 (DQ)

Panacea Cozy Retreat #6 (DQ)

Panacea Cozy Retreat #6 (DQ)
Panacea
The price is CA $245
CA $307 total
includes taxes & fees
Jun 4 - Jun 5
Panacea Cozy Retreat #6 (DQ)
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?

Enchanted Cottage Beachfront – Charming Retreat by the Sea!: This vacation home rental outside of Port Leon is located on the beach and offers a patio, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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

While exploring the area, visit family-friendly sights like Gulf Specimen Public Aquarum, 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.