A calm waterfront with wooden docks, a wooden pier, and a house with a large window overlooking the water.

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Freeport cottages

Exterior

1. Escape to Heart of Grayton Beach in Cozy Cottage

Escape to Heart of Grayton Beach in Cozy Cottage
Grayton Beach
9.4 out of 10, Exceptional, (16 reviews)
"This Tiny Cottage is a wonderful super clean value in a quiet spot!! Highly recommend and would def stay again!!"
United States
CLARK R.
The price is CA $147
CA $467 total
includes taxes & fees
Sep 21 - Sep 22
Escape to Heart of Grayton Beach in Cozy Cottage
Terrace/patio

2. Cheeks on the Beach On - 30A - King Beds - Zero entry Pool - Family Friendly

Cheeks on the Beach On - 30A - King Beds - Zero entry Pool - Family Friendly
Santa Rosa Beach
9.8 out of 10, Exceptional, (17 reviews)
"We had an awesome stay at Cheeks on the Beach! Property was well maintained and an easy walk to the beach and restaurants in Santa Rosa. We would definitely stay here again!! Great value!!"
United States
Samantha M.
The price is CA $230
CA $755 total
includes taxes & fees
Sep 7 - Sep 8
Cheeks on the Beach On - 30A - King Beds - Zero entry Pool - Family Friendly
Exterior

3. Weekend Escapes to Seagrove | Newly Renovated + Gorgeous

Weekend Escapes to Seagrove | Newly Renovated + Gorgeous
Seagrove Beach
9.8 out of 10, Exceptional, (19 reviews)
"EXCELLENT HOME! EVEN BETTER COMMUNICATION FROM HOST!"
United States
melanie s.
The price is CA $183
CA $945 total
includes taxes & fees
Sep 7 - Sep 8
Weekend Escapes to Seagrove | Newly Renovated + Gorgeous
Property grounds

4. The Smith House - Updated Historic Charm

The Smith House - Updated Historic Charm
Grayton Beach
10.0 out of 10, Exceptional, (284 reviews)
"Convenient to restaurants, beach and town center as well as tram."
United States
Cathy C.
The price is CA $346
CA $786 total
includes taxes & fees
Sep 7 - Sep 8
The Smith House - Updated Historic Charm
Exterior

5. EXQUISITE WATERCOLOR CARRIAGE HOUSE! SLEEPS 2-4-COME TO THE BEACH & ENJOY 30A!!

EXQUISITE WATERCOLOR CARRIAGE HOUSE! SLEEPS 2-4-COME TO THE BEACH & ENJOY 30A!!
Watercolor
10.0 out of 10, Exceptional, (215 reviews)
"Amazing property! Would definitely stay there again."
United States
Eric T.
The price is CA $318
CA $777 total
includes taxes & fees
Sep 8 - Sep 9
EXQUISITE WATERCOLOR CARRIAGE HOUSE! SLEEPS 2-4-COME TO THE BEACH & ENJOY 30A!!
House (3 Bedrooms) | Interior

6. Dog-friendly Yard! Retreat 11 Mi to Destin & Beach

Dog-friendly Yard! Retreat 11 Mi to Destin & Beach
3.0 star property
Niceville
The price is CA $154
CA $726 total
includes taxes & fees
Sep 9 - Sep 10
Dog-friendly Yard! Retreat 11 Mi to Destin & Beach
Exterior

7. South of 30A - Walk to Beach - Bikes Included!

South of 30A - Walk to Beach - Bikes Included!
Seagrove Beach
10.0 out of 10, Exceptional, (19 reviews)
"This is the perfect little house, right in the middle of everything, walking distance to the beach, it was absolutely perfect for a couple wanting a weekend getaway."
United States
John P.
The price is CA $203
CA $607 total
includes taxes & fees
Sep 8 - Sep 9
South of 30A - Walk to Beach - Bikes Included!
Exterior

8. Charming home in Santa Rosa Beach, FL, located near 30A Beaches and Destin.

Charming home in Santa Rosa Beach, FL, located near 30A Beaches and Destin.
Santa Rosa Beach
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was wonderful, super clean, close to everything! "
United States
Sabrina R.
The price is CA $321
CA $843 total
includes taxes & fees
Sep 7 - Sep 8
Charming home in Santa Rosa Beach, FL, located near 30A Beaches and Destin.
Property grounds

9. Above the Sea in Old Florida Cottages. South of 30a, Sunset views, Mins to beach

Above the Sea in Old Florida Cottages. South of 30a, Sunset views, Mins to beach
Santa Rosa Beach
9.8 out of 10, Exceptional, (40 reviews)
"Perfect place!"
United States
Michael T.
The price is CA $443
CA $1,258 total
includes taxes & fees
Sep 7 - Sep 8
Above the Sea in Old Florida Cottages. South of 30a, Sunset views, Mins to beach
Beach

10. Beach house Seacrest Florida pet friendly B

Beach house Seacrest Florida pet friendly B
Seacrest
7.4 out of 10, Good, (13 reviews)
"Very close to beach access but the place needs some attention"
United States
Sean F.
The price is CA $235
CA $1,214 total
includes taxes & fees
Sep 8 - Sep 9
Beach house Seacrest Florida pet friendly B
Property grounds

11. 30A Coastal Cottage—Steps to Beach, Pool, Bikes

30A Coastal Cottage—Steps to Beach, Pool, Bikes
Seagrove Beach
10.0 out of 10, Exceptional, (1 review)
"Exactly what was advertised and more. We went down for my husbands 50th right before my daughter leaves for college and had an amazing bonding time. I would absolutely stay here again. Communication was impeccable, how was comfortable and very spacious. LOVE LOVE LOVE."
United States
melissa n.
The price is CA $246
CA $966 total
includes taxes & fees
Sep 9 - Sep 10
30A Coastal Cottage—Steps to Beach, Pool, Bikes
Property grounds

12. 'Cozy for Two' - Delightful for a Couple

'Cozy for Two' - Delightful for a Couple
Rosemary Beach
10.0 out of 10, Exceptional, (441 reviews)
"This was an amazing property that I would absolutely stay in again! The hosts were so kind and it was a very clean and very well equipped place!"
United States
Gracie K.
The price is CA $325
CA $656 total
includes taxes & fees
Sep 22 - Sep 23
'Cozy for Two' - Delightful for a Couple
Exterior

13. Pet &, Kid Friendly, Two FREE adult trikes (bikes) PARKING NO WORRIES

Pet &, Kid Friendly, Two FREE adult trikes (bikes) PARKING NO WORRIES
Rosemary Beach
9.8 out of 10, Exceptional, (241 reviews)
"Great little carriage house that was perfect for our stay."
United States
Amanda C.
The price is CA $342
CA $660 total
includes taxes & fees
Sep 8 - Sep 9
Pet &, Kid Friendly, Two FREE adult trikes (bikes) PARKING NO WORRIES
Outdoor dining

14. Waterfront Guest Studio Bungalow * Cottage Retreat

Waterfront Guest Studio Bungalow * Cottage Retreat
Shalimar
10.0 out of 10, Exceptional, (6 reviews)
"Clean rooms and really cute place. Close to airport and a short drive to the beaches!"
United States
Jaret T.
The price is CA $99
CA $416 total
includes taxes & fees
Sep 21 - Sep 22
Waterfront Guest Studio Bungalow * Cottage Retreat
Exterior

15. Steps from the Beach! Your PCB Cottage Awaits! - B

Steps from the Beach! Your PCB Cottage Awaits! - B
Bahama Beach
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay here! It was just big enough for 2 people and was very clean! The host had excellent communication the entire trip and was very accommodating! Would definitely stay here again!"
United States
Sarah S.
The price is CA $104
CA $231 total
includes taxes & fees
Sep 8 - Sep 9
Steps from the Beach! Your PCB Cottage Awaits! - B
Exterior

16. Gorgeous new beach cottage in fantastic location!

Gorgeous new beach cottage in fantastic location!
Crystal Beach
10.0 out of 10, Exceptional, (46 reviews)
"What a fantastic place to stay! Very nice, very clean, had everything we needed and more, was super close to the beach and the hosts were just the nicest people ever. Highly recommend!"
United States
Michelle T.
The price is CA $371
CA $786 total
includes taxes & fees
Sep 7 - Sep 8
Gorgeous new beach cottage in fantastic location!
Exterior

17. Elegant Coastal Cottage with Private Golf Cart & Pool Near 30A Beaches, Santa Rosa Beach Florida

Elegant Coastal Cottage with Private Golf Cart & Pool Near 30A Beaches, Santa Rosa Beach Florida
Santa Rosa Beach
The price is CA $683
CA $864 total
includes taxes & fees
Sep 10 - Sep 11
Elegant Coastal Cottage with Private Golf Cart & Pool Near 30A Beaches, Santa Rosa Beach Florida
Exterior

18. Angel in the Dunes- Charming 1 BR Carriage House w/Balcony in Seaside

Angel in the Dunes- Charming 1 BR Carriage House w/Balcony in Seaside
Seaside
8.0 out of 10, Very good, (8 reviews)
"The place was perfect for us! Great design with everything we needed, and excellent location."
United States
Anonymous traveller
The price is CA $794
CA $1,229 total
includes taxes & fees
Sep 27 - Sep 28
Angel in the Dunes- Charming 1 BR Carriage House w/Balcony in Seaside
Exterior

19. Bali Cottage South Of 30a Luxury Rental/2 Bikes/ KING BEDS/ Just Steps to Beach!

Bali Cottage South Of 30a Luxury Rental/2 Bikes/ KING BEDS/ Just Steps to Beach!
Rosemary Beach
9.4 out of 10, Exceptional, (130 reviews)
"Amazing stay and walking proximity to everything Hosts were super easy to work with Highly recommend!!!"
United States
shital
The price is CA $553
CA $1,440 total
includes taxes & fees
Sep 27 - Sep 28
Bali Cottage South Of 30a Luxury Rental/2 Bikes/ KING BEDS/ Just Steps to Beach!
Interior

20. Cottage on Cabana Private Gated Neighborhood

Cottage on Cabana Private Gated Neighborhood
3.0 star property
Panama City Beach
The price is CA $174
CA $823 total
includes taxes & fees
Sep 14 - Sep 15
Cottage on Cabana Private Gated Neighborhood
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 Freeport Hotel Reviews

Spark by Hilton Destin

Spark by Hilton Destin

10/10 Excellent
"Clean rooms, only issue was the air vent definitely need cleaning. Staff was super helpful and friendly. Pool was amazing, love the late check out! Super close to the beach! Over all we had a lovely experience!"
April 2-night trip
Posted less than an hour ago
Spark by Hilton Destin

Find out more about Freeport

Freeport Cottages information

Number of reviews
1,353
Accommodation
742 Cottages
Lowest Price
CA $231
Highest Price
CA $1,440

Frequently asked questions

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What is there to do in Freeport near my cottage?
The most practical travel accessory is a well-thought-out travel plan. Windswept Dunes Golf Course is an excellent place to start your sightseeing in Freeport.

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