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Dec 26 - Dec 28
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Jan 16 - Jan 18
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Feb 13 - Feb 15

Our top choices for Overstreet cottages

Exterior
High Tide, A Coastal Cottage

Cottage in Downtown Port St. Joe

High Tide, A Coastal Cottage
10.0 out of 10, Exceptional, (4)
"Loved our stay. Host was very responsive. Definitely will book again"
United States
Giuseppina N.
$305 nightly
The price is $338
Dec 16 - Dec 17
Total with taxes and fees
High Tide, A Coastal Cottage
Property grounds
Charming Pet Friendly Cottage (#1) in Downtown Port St Joe

Cottage in Downtown Port St. Joe

Charming Pet Friendly Cottage (#1) in Downtown Port St Joe
9.8 out of 10, Exceptional, (118)
"Very clean and comfortable house, close to the beach. We will stay here on our next weekend vacation."
United States
Bryant H.
$200 nightly
The price is $221
Dec 16 - Dec 17
Total with taxes and fees
Charming Pet Friendly Cottage (#1) in Downtown Port St Joe
Property grounds
Cozy Cottage 5 of 6 by Pool|2BR | Grill | Near Bay and Marina

Cottage in Downtown Port St. Joe

Cozy Cottage 5 of 6 by Pool|2BR | Grill | Near Bay and Marina
10.0 out of 10, Exceptional, (1)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Cute clean cottage where th a swimming pool steps away from the back door. Easy short walk to restaurants and shops. Short drive to beaches."
United States
Wanda R.
$230 nightly
The price is $254
Dec 16 - Dec 17
Total with taxes and fees
Cozy Cottage 5 of 6 by Pool|2BR | Grill | Near Bay and Marina
Property grounds
Cozy Cottage 1 of 4 with Bay Views| 2BR | Pool | Grill | Near Bay & Gulf

Cottage in Downtown Port St. Joe

Cozy Cottage 1 of 4 with Bay Views| 2BR | Pool | Grill | Near Bay & Gulf
10.0 out of 10, Exceptional, (1)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The cottage was nice, clean and well equipped for the price. Perfect for empty nesters who don’t need a big house but want more than a hotel room."
United States
David S.
$213 nightly
The price is $235
Dec 16 - Dec 17
Total with taxes and fees
Cozy Cottage 1 of 4 with Bay Views| 2BR | Pool | Grill | Near Bay & Gulf
Property grounds
Charming pet friendly cottage in downtown Port St Joe

Cottage in Downtown Port St. Joe

Charming pet friendly cottage in downtown Port St Joe
10.0 out of 10, Exceptional, (83)
"Loved this place. Small and cozy. Location was great! Very clean!"
United States
Kayla L.
$200 nightly
The price is $221
Dec 16 - Dec 17
Total with taxes and fees
Charming pet friendly cottage in downtown Port St Joe
Property grounds
Cozy Cottage 4 of 6 by Pool|2BR | Grill | Near Bay and Marina

Cottage in Downtown Port St. Joe

Cozy Cottage 4 of 6 by Pool|2BR | Grill | Near Bay and Marina
10.0 out of 10, Exceptional, (2)
"The cottage was great Clean and well equipped, great communication, location close to everything!!!Loved it "
United States
Pam H.
$233 nightly
The price is $257
Dec 16 - Dec 17
Total with taxes and fees
Cozy Cottage 4 of 6 by Pool|2BR | Grill | Near Bay and Marina
Property grounds
Cozy Cottage 3 of 6 by Pool|2BR | Grill | Near Bay and Marina

Cottage in Downtown Port St. Joe

Cozy Cottage 3 of 6 by Pool|2BR | Grill | Near Bay and Marina
10.0 out of 10, Exceptional, (3)
"Absolutely loved staying in the cottages. It was the cutest most comfortable stay and location is GREAT!!"
United States
Wyndy T.
$230 nightly
The price is $254
Dec 16 - Dec 17
Total with taxes and fees
Cozy Cottage 3 of 6 by Pool|2BR | Grill | Near Bay and Marina
Property grounds
Cozy Cottage 4 of 4 with Bay View|2BR |Pool|Grill|Roll-in Accessible Shower

Cottage in Downtown Port St. Joe

Cozy Cottage 4 of 4 with Bay View|2BR |Pool|Grill|Roll-in Accessible Shower
10.0 out of 10, Exceptional, (4)
"Great place in downtown. Loved the location."
United States
Schlampp T.
$213 nightly
The price is $235
Dec 16 - Dec 17
Total with taxes and fees
Cozy Cottage 4 of 4 with Bay View|2BR |Pool|Grill|Roll-in Accessible Shower
Property grounds
Cozy Cottage 1 of 6 at Pool| 2BR | Grill | Close to Bay & Marina

Cottage in Downtown Port St. Joe

Cozy Cottage 1 of 6 at Pool| 2BR | Grill | Close to Bay & Marina
9.8 out of 10, Exceptional, (6)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Top notch!"
United States
Gina B.
$230 nightly
The price is $254
Dec 16 - Dec 17
Total with taxes and fees
Cozy Cottage 1 of 6 at Pool| 2BR | Grill | Close to Bay & Marina
Exterior
Cottage located steps away from downtown PSJ.

Cottage in Downtown Port St. Joe

Cottage located steps away from downtown PSJ.
9.8 out of 10, Exceptional, (24)
"Clean, everything we needed, walking distance to downtown, boat parking & the host was excellent to work with! "
United States
Julie J.
$439 nightly
The price is $486
Dec 18 - Dec 19
Total with taxes and fees
Cottage located steps away from downtown PSJ.
Property grounds
Cozy Cottage 3 of 4 Bay View | 2BR | Pool | Grill | Roll In Accessible Shower

Cottage in Downtown Port St. Joe

Cozy Cottage 3 of 4 Bay View | 2BR | Pool | Grill | Roll In Accessible Shower
10.0 out of 10, Exceptional, (1)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We felt like we were home. This cottage had everything we needed and then some. Located in walking distance of everything, eating, pool, shopping and dock on the Bay. The communication to the owner/Staff was great- questions were answered quickly...
United States
Juanita P.
$213 nightly
The price is $235
Dec 19 - Dec 20
Total with taxes and fees
Cozy Cottage 3 of 4 Bay View | 2BR | Pool | Grill | Roll In Accessible Shower
Property grounds
Cozy Cottage 2 of 4 with Bay View| 2BR |Pool | Grill | Near Bay & Gulf

Cottage in Downtown Port St. Joe

Cozy Cottage 2 of 4 with Bay View| 2BR |Pool | Grill | Near Bay & Gulf
8.0 out of 10, Very Good, (3)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lovely cottage that met all our expectations."
United States
Cindy D.
$216 nightly
The price is $238
Dec 16 - Dec 17
Total with taxes and fees
Cozy Cottage 2 of 4 with Bay View| 2BR |Pool | Grill | Near Bay & Gulf
Property grounds
Cozy Cottage 6 of 6 by Pool|2BR | Grill | Near Bay and Marina

Cottage in Downtown Port St. Joe

Cozy Cottage 6 of 6 by Pool|2BR | Grill | Near Bay and Marina
$286 nightly
The price is $316
Dec 16 - Dec 17
Total with taxes and fees
Cozy Cottage 6 of 6 by Pool|2BR | Grill | Near Bay and Marina
Terrace/patio
Welcoming Cottage with Hot Tub - 1 Mile to Windmark Beach

Cottage in Port St. Joe

Welcoming Cottage with Hot Tub - 1 Mile to Windmark Beach
9.0 out of 10, Wonderful, (76)
"Great house and location close to everything!"
United States
Steven S.
$321 nightly
The price is $356
Dec 16 - Dec 17
Total with taxes and fees
Welcoming Cottage with Hot Tub - 1 Mile to Windmark Beach
Property grounds
Cozy Cottage 2 of 6 by Pool|2BR | Grill | Near Bay and Marina

Cottage in Downtown Port St. Joe

Cozy Cottage 2 of 6 by Pool|2BR | Grill | Near Bay and Marina
$316 nightly
The price is $348
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy Cottage 2 of 6 by Pool|2BR | Grill | Near Bay and Marina
Property grounds
Minutes from sandy beaches. In gated community with pools, hot tub, fitness room

Cottage in Port St. Joe

Minutes from sandy beaches. In gated community with pools, hot tub, fitness room
9.6 out of 10, Exceptional, (23)
"Barefoot Cottage community was a lovely vacation spot. So close to beaches and Downtown Port St. Joe. Owner was very responsive; would definitely stay here again!"
United States
Kathy D.
$287 nightly
The price is $317
Dec 16 - Dec 17
Total with taxes and fees
Minutes from sandy beaches. In gated community with pools, hot tub, fitness room
Exterior
Enjoy the Holidays at this Cozy Beach Cottage

Cottage in Port St. Joe

Enjoy the Holidays at this Cozy Beach Cottage
10.0 out of 10, Exceptional, (17)
"This cottage is centrally located to restaurants and beaches. It is a gated community, quiet and has a pool. We thoroughly enjoyed the stay! "
United States
Greta F.
$369 nightly
The price is $408
Dec 16 - Dec 17
Total with taxes and fees
Enjoy the Holidays at this Cozy Beach Cottage
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 Overstreet Hotel Reviews

The Port Inn and Cottages, an Ascend Collection Hotel

The Port Inn and Cottages, an Ascend Collection Hotel

10/10 Excellent
"Great staff, clean and comfortable room "
Karen 1-night trip
Posted 6 days ago
The Port Inn and Cottages, an Ascend Collection Hotel

Find out more about Overstreet

Overstreet Cottages information

Number of reviews
306
Accommodation
90 Cottages
Lowest Price
$221
Highest Price
$486

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