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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Cottages in Gulf of Mexico

Cottages Christian Retreat
Relax on the beach with comfortable seating and shade from umbrellas.

Cottages Christian Retreat

3.0 star property
9.4 out of 10, Exceptional, (26)
"Great price and location"
Cottages Christian Retreat
Eagle Cottages at Gulf State Park
Enjoy casual dining at the central island with bar stools, overlooking the surrounding greenery.

Eagle Cottages at Gulf State Park

3.0 star property
8.6 out of 10, Excellent, (37)
"The breakfast is AMAZING!!!, I can’t wait to come back"
The price is NZ$1,050
includes taxes & fees
19 July - 20 July
Eagle Cottages at Gulf State Park
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Enjoy a serene outdoor space surrounded by lush plants and a charming seating area.

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (16)
"The Osprey Unit was terrific! Great location, clean, and most of all- the staff was incredibly kind and helpful."
The price is NZ$513
includes taxes & fees
30 July - 31 July
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
The Inn On Siesta Key
Relax by the serene pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas for a comfortable stay.

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (181)
"The Inn on Siesta Key was awesome. Paige and Gabe were friendly and always helpful and they provided everything you would need for the beach. The property was clean and well maintained. The beach is literally across the street with a 3 minute walk. We will definitely be coming back. "
The price is NZ$868
includes taxes & fees
19 July - 20 July
The Inn On Siesta Key
Cutest cottage in all of Port A! Short Walk to the beach!
Overlooking the marina, this property offers stunning views of the city and coastline.

Cutest cottage in all of Port A! Short Walk to the beach!

9.4 out of 10, Exceptional, (113)
"We needed an easy place to stay for a wedding. This place was very clean, great hot water and pressure, and close to everything on the island. "
Cutest cottage in all of Port A! Short Walk to the beach!
Coastal beach cottage steps away from the white sand beaches!
Relax on the beach with shaded seating areas and clean sand.

Coastal beach cottage steps away from the white sand beaches!

10.0 out of 10, Exceptional, (68)
"The house was clean minus a few dirty coffee cups and silverware that were there when we arrived. We enjoyed our stay."
The price is NZ$1,337
includes taxes & fees
27 July - 28 July
Coastal beach cottage steps away from the white sand beaches!
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Exterior

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

The price is NZ$942
includes taxes & fees
9 Aug - 10 Aug
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Bayfront Vacation! Enjoy amazing sunsets, wildlife viewing, and fishing.
Enjoy breathtaking ocean views from the property's deck and covered area.

Bayfront Vacation! Enjoy amazing sunsets, wildlife viewing, and fishing.

10.0 out of 10, Exceptional, (16)
"Very comfortable house. Everything was perfect. We really enjoyed our stay. The dock was great and we even caught a few fish. We will certainly book this house again when we are in the area next."
The price is NZ$515
includes taxes & fees
20 July - 21 July
Bayfront Vacation! Enjoy amazing sunsets, wildlife viewing, and fishing.
Beach Guest House Cottage Pier Park, Frank Brown Park, & 30a, private driveway
Guest room with an entrance, featuring a front door with a glass panel and double doors.

Beach Guest House Cottage Pier Park, Frank Brown Park, & 30a, private driveway

9.4 out of 10, Exceptional, (9)
"Small Bathroom. For our needs it was what we needed for a few days and nights."
The price is NZ$308
includes taxes & fees
21 July - 22 July
Beach Guest House Cottage Pier Park, Frank Brown Park, & 30a, private driveway
Quiet Cottage 5 minutes to Beach or Strand, Fenced yard and off street parking.
Stroll along the beautifully landscaped pathway, lined with lush greenery and benches, to the entrance of this modern building.

Quiet Cottage 5 minutes to Beach or Strand, Fenced yard and off street parking.

10.0 out of 10, Exceptional, (10)
"Our ladies had a wonderful weekend at this cute place and our hostess was very easy to reach with questions and info. Highly recommend!!!!"
The price is NZ$682
includes taxes & fees
20 July - 21 July
Quiet Cottage 5 minutes to Beach or Strand, Fenced yard and off street parking.
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Relax in a serene oasis with a hot tub surrounded by lush tropical plants and a wooden fence.

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

10.0 out of 10, Exceptional, (18)
"Will stay here again "
The price is NZ$579
includes taxes & fees
4 Aug - 5 Aug
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
'Lazy Magnolia' - Close to Beach & Pool w/4 Bikes & Beach Chairs! Near Rosemary!
Enjoy the ocean view from the comfort of your beachside retreat, with access to the sandy shore and lounge chairs.

'Lazy Magnolia' - Close to Beach & Pool w/4 Bikes & Beach Chairs! Near Rosemary!

10.0 out of 10, Exceptional, (118)
"This was perfect for our family-close to the beach and the community pool was a hit with the kids. Great location for families with young children, the neighborhood seemed very family oriented and safe. It was great to have beach chairs, umbrellas and wagon to use for beach days. We also enjoyed the bicycles and there are great bike trails close by. "
'Lazy Magnolia' - Close to Beach & Pool w/4 Bikes & Beach Chairs! Near Rosemary!
Remodeled, modern,🔥Pit, 💜Close to everything!!STRAND, BEACH, CRUISE🛳 MidTown
Stroll out to the covered porch and enjoy the beautifully landscaped yard with a variety of flowering plants.

Remodeled, modern,🔥Pit, 💜Close to everything!!STRAND, BEACH, CRUISE🛳 MidTown

9.6 out of 10, Exceptional, (88)
"A perfect cottage getaway for longtime friends reunion. Thanks for a wonderful stay!"
The price is NZ$567
includes taxes & fees
23 July - 24 July
Remodeled, modern,🔥Pit, 💜Close to everything!!STRAND, BEACH, CRUISE🛳 MidTown
Classic 30A neighborhood! Pet Friendly! 🐶 Beach & Pool!
Relax on the spacious porch with comfortable seating, a ceiling fan, and a mounted TV.

Classic 30A neighborhood! Pet Friendly! 🐶 Beach & Pool!

9.2 out of 10, Wonderful, (67)
"The cottage was cozy and had ample space for 6 people and is was well equipped for making our own meals. We loved the porch swing and back patio. The heated pool is close by and was a great addition. The cafe at the end of the street had great popsicles and iced coffee.Our only issue was beach access. We used the code provided to access the beach gate and set up at the bottom of the stairs along the beach. A man came by and said we on private property and were trespassing unless we paid...
Classic 30A neighborhood! Pet Friendly! 🐶 Beach & Pool!
Conch Republic Consul General's Cottage.-Historic District
Relax by the serene pool surrounded by lush greenery and a charming building.

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (161)
"Cute, charming, clean and quiet. Great location. "
Conch Republic Consul General's Cottage.-Historic District
Summer availability and pet friendly with Public beach access!
Enjoy cooking in this well-equipped kitchen with a dishwasher, double oven, and microwave.

Summer availability and pet friendly with Public beach access!

9.8 out of 10, Exceptional, (73)
"The property was in a great location for beach access and restaurants without having to drive to either. The house was very clean and the communication with the property manager was professional and timely. "
Summer availability and pet friendly with Public beach access!
Charming Beach Cottage just steps away from Beautiful Clearwater Beach!!
Relax in this stylish living area with a beige sofa, round coffee table, and ceiling fan.

Charming Beach Cottage just steps away from Beautiful Clearwater Beach!!

10.0 out of 10, Exceptional, (9)
"Fabulous cottage in a great location for everything Clearwater Beach has to offer.The beach, restaurants and bars all 10 mins walk away. The cottage is fitted out well with everything you need for a long or short stay.Our host was great responsive to all queries before and during our stay. Parking is available.A great fine and one we will return too."
Charming Beach Cottage just steps away from Beautiful Clearwater Beach!!
1/1 Cottage in the Dunes! PRIVATE POOL! Dog Friendly! Walk to Beach!
Relax on the deck surrounded by a charming picket fence, complete with a cozy seating area and a beautiful potted plant.

1/1 Cottage in the Dunes! PRIVATE POOL! Dog Friendly! Walk to Beach!

10.0 out of 10, Exceptional, (188)
"Great little house walking distance from the beach! Clean and tidy. Easy instructions with check in and check out process. "
1/1 Cottage in the Dunes! PRIVATE POOL! Dog Friendly! Walk to Beach!
Private Pool, 2 blocks to beach & 1 bloc to The Henderson, great location
Guests can enjoy a serene beach experience with access to the ocean.

Private Pool, 2 blocks to beach & 1 bloc to The Henderson, great location

10.0 out of 10, Exceptional, (44)
"We really enjoyed our time here. We were attending a wedding at the Henderson next door and this was the best possible location we could've asked for."
Private Pool, 2 blocks to beach & 1 bloc to The Henderson, great location
Heart of Downtown Key West Cottage With Off-Street Parking
Cozy home with a front porch and garden, perfect for relaxation.

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (131)
"Perfect spot for small group or couple to stay one block over from Duval St. Highly recommend staying here!"
Heart of Downtown Key West Cottage With Off-Street Parking
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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