Cottage vacation rentals in Santa Rosa Island

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Top-rated cottage rentals in Santa Rosa Island

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Guest favorite

Cottage in Summerdale

4.97 out of 5 average rating, 119 reviews

The Bee Hive

The Bee Hive is a quaint home that offers 3 bedrooms & 2 baths. Great for couples, families or friends to get away. Covered parking available. Enjoy the porches & lower deck overlooking the ponds. The area has much to offer in beaches, dining, shopping, OWA/Tropic Falls amusement park and sports. While close to many area attractions, the Bee Hive offers relaxation in the country to gaze at the stars and roast marshmallows by the fire. You get the best of both worlds. A perfect spot to relax!

Aug 28 – Sep 4

G$31,486 GYD per night

Guest favorite

Cottage in Pensacola

4.93 out of 5 average rating, 113 reviews

The Peachy Cottage

The Peachy Cottage is family friendly w 3 TVs & DVR. Large privacy fenced backyard has huge oak trees, patio w canopy over high top table & chairs. 1 mile to Naval Air Station & 1/2 mile to Corry Station. Pensacola Beach about 25 mins away. We have rented since 2013. Tax of 5% is included in rate. State tax of 7.5% is collected thru site. Outside, 3 security cameras installed. Rescue cat, Rod, lives outside. He's neutered, vaccinated & we provide food. We ask if you'll give food & water.

Nov 23 – 30

G$32,103 GYD per night

Guest favorite

Cottage in Fort Walton Beach

4.95 out of 5 average rating, 227 reviews

"Quirky Cottage"

Our "Quirky" Cottage is just that!! If you want to experience "old Florida" come and stay with us in our quirky cottage nestled in old oak trees! It was originally built in 1960 as a camping cabin, it came in a box as a do it yourself kit! There are a few left around town - really unique and private space! Located just 5-10 minutes from the Okaloosa Island beaches and everything downtown Fort Walton Beach has to offer and just 15 minutes to Destin. (all depending on traffic!)

Aug 19 – 26

G$25,705 GYD per night

Guest favorite

Cottage in Pensacola

4.9 out of 5 average rating, 104 reviews

A Perdido Key Waterfront Cozy Cottage boats OK

Waterfront canal property. See the sunrise sitting by the canal enjoying a fresh brewed coffee, and watch the sun set out front over the water of Perdido Bay. Bring your boat and dock out back. Ramp is 1/2 mile. This cozy cottage, with new furnishings, sleeps 4 adults, 2 in the full bed and 2 on the queen size sofabed. In the kitchen area has a microwave, coffee pot, sink and a 5 foot refrigerator/freezer. There is a full bathroom, and a closet and bureaus for clothes.

Sep 20 – 27

G$24,886 GYD per night

Guest favorite

Cottage in Pensacola

5.0 out of 5 average rating, 115 reviews

Modernized 2BR Historic Home w/ King bed

Recently renovated - this is the perfect home base for whatever brings you to Pensacola. Located in a safe and convenient neighborhood, guests are walking distance to a local grocery store, coffee shop, restaurants, parks, and water access at Bayou Texar. It is only a short drive to the airport, shopping, downtown, and the beach. There is also ample parking for you and your guests in a large unfenced yard. Laundry room access is available for stays of one week or more.

Jan 28 – Feb 4

G$29,185 GYD per night

Guest favorite

Cottage in Pensacola

4.98 out of 5 average rating, 408 reviews

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

Nov 21 – 28

G$25,539 GYD per night

Superhost

Cottage in Pensacola

4.81 out of 5 average rating, 214 reviews

Downtown Cottage

This downtown cottage is less than one mile from the heart of downtown Pensacola in the historic Belmont-DeVilliers district. It has 2 queen bedrooms, 2 bathroom and queen sofa bed in the living room. It has recently been completely remodeled with many custom features. The kitchen is accented with walnut through from the stove hood, bar stools, doors and furniture. It is also equipped for cooking at home. Both bathrooms feature tiled showers.

Nov 25 – Dec 2

G$31,541 GYD per night

Superhost

Cottage in Pensacola

4.79 out of 5 average rating, 269 reviews

Cute Cottage Getaway Downtown!

Wonderful cottage within walking distance to enjoy everything downtown Pensacola has to offer: gallery night, festivals, concerts, market days, parades, Ice flyers games, and Pensacon are all within walking distance! Very cute 1 bedroom 1 bath, light and bright though out. Front porch for relaxing afternoons. A few blocks away from the convention center!!! We charge a pet fee of $75+tax that will be charged per pet. Collected separately.

Apr 10 – 17

G$11,910 GYD per night

Guest favorite

Cottage in Pensacola

4.99 out of 5 average rating, 144 reviews

Beach Vibes on Downtown’s Side

This eco-friendly cottage hosts a peaceful Gulf Coast theme on a quiet street, just blocks away from all the action. Located on the edge of downtown, you're never too far away from all Pensacola has to offer, and a quick jaunt to Pensacola or Perdido Beach. This home offers Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

Dec 28 – Jan 4

G$23,912 GYD per night

Superhost

Cottage in Mary Esther

4.85 out of 5 average rating, 111 reviews

Nature's Nest Cottage on the Sound - Pets Welcome!

Come spend a magical vacation with us and enjoy our comfortable cottage on Santa Rosa Sound. Close enough to town, shopping, and beaches, but off the beaten track away from the heavy tourist traffic. Our nest is a private home with a shallow beach and small dock where you can relax along Santa Rosa Sound. The cottage has a complete kitchen, laundry, covered parking, fenced yard, grill, and patio. Life is easy at the ShipAhoy Nest!

Sep 12 – 19

G$38,687 GYD per night

Guest favorite

Cottage in Santa Rosa Beach

4.92 out of 5 average rating, 155 reviews

Palm House Cottage

Palm House is situated on a private residential road. Your private cottage is located on our secluded property in an quiet and quaint neighborhood. Our property is located close to Blue Mountain, Grayton, Seaside and Seagrove Beach. There are 50 public beach accesses along 30-A within 6 miles from our Home. Palm House includes: Queen bed Bunk Beds Full Size Kitchen All essentials Please see additional notes for more info

Aug 22 – 29

G$22,970 GYD per night

Superhost

Cottage in Fort Walton Beach

4.84 out of 5 average rating, 203 reviews

The Little Yellow Cottage

Our sweet Little Yellow Cottage, originally built in the 1950’s, is one of the few remaining “old Florida” cottages in the heart of Fort Walton Beach. With a fully restored and upgraded interior, and a fully stocked kitchen, you can expect to feel a sense of cozy home here. Walking distance to everything downtown, 5 min drive to the beaches on the Gulf of Mexico, 10 min drive to Destin, 15 min drive to Hurlburt Field.

Aug 5 – 12

G$25,913 GYD per night