
Cottage holiday rentals in Santa Rosa Island
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Top-rated cottage rentals in Santa Rosa Island
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Popular amenities for cottage rentals in Santa Rosa Island
Cottage rentals with a hot tub

Surf N Sand Cottage at Purple Parrot Resort!
Couldnât recommend booking at Lisaâs place more. 10/10. Lisa was so friendly and hospitable. She went above and beyond for our family to ensure we were comfortable and well informed of all the resort amenities and entertainment/ dining around the surrounding area. Lisa was very prompt with n answering my questions and she was very accommodating. Everything about our stay was wonderful and we look forward to booking with Lisa again!

Daddio's Cottage on 30A
What a charming and perfect spot for our family to land! Weâve been coming to 30A a couple times a year since 2017 and weâve never stayed in the inlet beach area! So glad we stumbled along Daddioâs Cottage because we will absolutely be coming back, hopefully very soon! Not only is it close to different restaurants/things to do, but itâs also super walkable to the beach and such a quaint, beautiful community. It was quiet, relaxing, and we loved being able to walk out to the pool from our porch in just a few steps! Speaking of the porch, we spent so much time enjoying the porch and being outside. Such a great perk of this spot! The house was very clean, well decorated, and had a lot of nice amenities and equipment. We were so grateful for all of the beach toys/chairs/gear as well and put it all to good use! We had 3 adults and 1 toddler in the house and it worked perfectly for our crew. This cottage is an absolute gem and we already canât wait to come back soon to visit!!

Lukow's Landing
Courtney's place was just perfect for my daughter's Senior Trip! The house was so cute and plenty big for all of us to spread out and relax. The bikes were perfect for the girls to go to and from the beach. It was also very walkable to the beach if you prefer to walk instead. Courtney was very responsive and so helpful, we would stay here again in a heart!

Private Beach ~ Bikes ~ Pool
Great location with beach access very close to the cottage. It was nice to have a pool and hot tub option as well. The house is situated on the corner which was nice and quiet. Definitely will stay here again.

Hwy30A House Private Beach w/ Pool Jacuzzi Bikes
The cottage was perfect. It was spotless clean when we arrived. Jason was super fast in responding. The location couldnât have been better. The private access white powder beach was beautiful. The bicycles were a nice touch as we rode them to Alyâs Beach. We didnât leave without enjoying the pool also. Wouldnât hesitate to stay here again.

2 bedroom cottage with hot tub
Loved the place! It was peaceful and quiet literally across the street from the beautiful Bay. Was very homey, able to cook, wash clothes, had smart tv, and internet and all the appliances you would have at home. Marianne is very responsive and was always available. Even saw the neighbors gorgeous peacock đŚ Cool little spot!

On-Site Beach Bar: Sunny Perdido Key Cottage!
Perfect place for an extended stay. Literally everything you could need within a 3-5 min drive. Kids had a blast at pool and the adults took full advantage of the $4 beer and $6 daiquiris at the Purple Parrot bar adjacent to the pool(which also has fantastic live music in the evening). The location is so close to the beach it's easy to go multiple times a day. There are lots of restaurants and beach shops to pass the time... all just a fun drive down road that runs along the beach. It did rain one of the days of our stay and we found tons of games in the living room cabinet to play. The house is very well stocked and has super comfortable beds. Plenty of extra pillows and blankets. Plenty of extra towels. Everything is very clean and the are appliances are nice. This property really is a fantastic place to stay.

Key West style villa @ Purple Parrot Village
We just loved the condo , it was beautiful furnished and very well decorated, The bathroom was just beautiful Maureen was very quick to answer any questions that we had . She was also a very thoughtful host , it was so nice to find a bottle of wine and fresh flowers when we arrived We will definitely stay again
Pet-friendly cottage rentals

Navy Blues Cottage
Cyndi was so thoughtful with a note and snack as soon as we got there. Her place is so clean and well thought out. Everything was perfect! It was a great stay and will recommend over and over

"Good To Go" on 30A Bike to Seaside! Pet Friendly
Carol was a phenomenal host- super kind and responsive - she took care of an issue with a charge from AirBnB super fast! The house was amazing- even cool (great ac! Many places we stay are never cool!)). Everything was super clean and looked great which Iâm sure can be challenging when pet friendly! Obviously itâs not super close to the beach so be prepared to rent a golf cart or extra bikes if needed. Bc parking is so difficult at the beach, one person would drop everyone off and then go back to the house and ride one of the bikes back to the beach. It was so nice to have two bikes included as well!

Cozy Mermaid Cottage on Pensacola Beach
We truly enjoyed our stay at the Mermaid Cottage, everything that is posted is accurate to include images. We have been coming to Pensacola Florida for years and usually stayed at the hotels so this was the first experience we had using Airbnb and due to Ellaâs hospitality we will continue to use Airbnb when we travel. Ella was very responsive when I had questions. As new empty nesters our 2 dogs are like our children and it was amazing to bring them with us to share this experience. This couldnât have happened without the opportunity Ella provided us to bring our pets. All in all this was an amazing experience, I would highly recommend the Mermaid Cottage and Ella if you are looking for the opportunity to enjoy Pensacola Beach.

Intracoastal Beach Cottage
Overall this was one of the best places weâve stayed at. So much provided you only needed food. We really enjoyed our stay and hope to visit again.

Hammock Hideaway - waterfront cabin
We had a great trip.! Extremely accommodating for our family of four. We came for a fishing trip. They have kayaks we all enjoyed taking out to the bay. Caught several different types of fish, and even seen some dolphins one evening. Far enough away for a peaceful vacation, yet close enough to drive to the beach for the other fishing we did. Great stay.! Fantastic hosts.!

Charming Beach Cottage- with beach service
My husband and I enjoyed our month long stay at Maravilla (March 2025). We had a condo (building 1) last year and chose the cottage this yearâŚ.more privacy, less noise. We had several guests throughout the month and there was plenty of room/space for all. Beautiful kitchen for cooking our meals. Large table to accommodate our guests. Enjoyed time on the back patio as well. Easy walk to pool, pickleball courts and beach. Beach umbrellas and chairs, which are included, are great. Bernadette was quick to respond if we had any concerns or questions throughout our stay. Thank you Bernadette for renting your cottage to us. Weâll be back because we love this area of Florida.

Hibiscus Sunrise Cottage - Walk to local dining!
My parents were the ones to stay in this cottage and they loved it! They said it was very clean and decorated very well! It was exactly like the description provided with the hosts very easy to get ahold of! Location was great! My parents said when they go back to Pensacola they would love to stay there again!!

Historical Water front cottage, Stunning views!!!!
Beautiful cabin in a great location! Caught lots of fish off the pier and enjoyed walking the shoreline in the backyard. Very peaceful place to stay to get out of the busy town areas. We will definitely come back again! Dick was a wonderful host and we got lucky finding this cabin.
Private cottage rentals

P'Cola at Nightfall. 1 bed 1 bath Cottage
We had a great stay!

The Gem on G St~Downtown Pensacola Summer Cottage~
Elise was super friendly and nice! It was very kept and clean. Very welcoming and had everything we needed. We really liked the enclosed driveway/parking area and the patio area.

2 bedrooms - King bed - Near beach/downtown/NAS
We loved our stay at the cottage! It was easy to find and provided lots of amenities that helped lessen our load! Tabitha was also quick to respond when we needed things and even recommended places to try! I would definitely come back here again!

Pristine home near Destin, shopping & Eglin AFB
We are really happy we found Chrys and Jimmy, their neighborhood, the guesthouse, and Niceville. We couldn't have asked for a nicer, more comfortable place. They wanted us to have a great experience and we sure did. Thank you!

The East Hill Escape, A Bay View Beachy Cottage
Great stay! It was nice to visit Pensacola after 10 years away, and the house made it a welcome return. I enjoyed the little details like a Pack ân Play, coffee press, extra blankets, portable fans, just to name a few. Definitely worth it when we visit again!

Sanders Beach Sanctuary - Great Location!
This was a great AirBNB experience. The unit was very nice, had designated parking, and the host and co-hosts were very communicative. There was a little hiccup with parking at onset, but was quickly resolved - a small confusion due to some changes occurring at the property, but as soon as we messaged about it, we got a quick response and resolution. The space was petite, but more than adequate for a quick getaway, and we even had space to set up a fenced playpen for the dogs in the living area so that they didnât have to be crated when we were away. The parking is very close to the door for easy packing and unpacking. The yard is fenced and separated from other renters, and has a little green space so the dogs had space of their own. Also, Dan was incredibly friendly, gave lots of recommendations, and even gave us some treats for our dogs. Beautiful Florida beaches are a short 15 minute (or less) drive and downtown is about a mile. Great experience.

Seahorse Suite 6mi to Pcola Bch
I absolutely enjoyed my stay here! It was perfect and super equipped with everything you need for a long weekend at the beach. I loved that beach chairs and beach umbrellas were provided. The best part was the covered patio and nice sized back yard for my dog. She also loved it! The place is super cozy and makes you feel right at home. Will definitely book again if I am in the area!

Cozy Comfy Home & game room, near NAS & downtown
The Pastor enjoyed staying in the cottage very much. Very lovely interior and a safe feeling in this neighborhood. The cottage was very quiet, very clean and well maintained. He especially enjoyed watching the Blue Angels Airforce team practice their routine above the cottage area. One aspect he found favorable was the bathroom. Very nice cottage. We give them an overall five rating. We will remember this cottage on our next trip. Rev. Ben Vickers
Destinations to explore
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- Beachfront rentals Santa Rosa Island
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- Rentals with a patio Santa Rosa Island
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- Rentals with lake access Santa Rosa Island
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- Family-friendly rentals Santa Rosa Island
- Rentals with a kayak Santa Rosa Island
- Private suite rentals Santa Rosa Island
- Rentals with an accessible-height bed Santa Rosa Island
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- Alabama Point Beach
- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Langdon Beach
- Grayton Beach State Park
- Blue Mountain Beach
- Perdido Key Beach
- Pensacola Dog Beach
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Camp Helen State Park
- Pensacola Dog Beach West
- San Carlos Beach
- Raven Golf Club
- Eglin Beach Park
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Seacrest Beach
- Walton Dunes Beach Access
- Wayside Park, Okaloosa Island