Beachfront holiday rental in Oriole Beach

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Popular amenities for Oriole Beach beachfront rentals

Pet-friendly beachfront home rentals

Guest favourite
Cabin in Mary Esther
4.9 out of 5 average rating, 199 reviews

Safe Harbor Cottage on Santa Rosa Sound - Pets ok!

WilliamRating, 5 stars1 week ago
These are some of the best hosts we have ever had! From the moment we arrived with a tire issue, Steve was immediately friendly and helpful with multiple local repair shops to try and suit our needs. In the following days he had lots of local restaurants, dive locations and dog park recs. Their place has all the necessities you'd need on your vacation. The kitchen allowed us to cook breakfast, and prepare leftovers any day we needed. All other rooms were stocked, clean and well kept. The dogs loved to fetch n cool off in the Sound on their frequent swims. Lush foliage was a surprise as it contributed to wildlife, birds and shady temps! It is definitely the place to privately slow down, sit back an watch the sun rise on the dock as boats travel by slow and unbusily. Topping it all off was the spacious porch/yard with water hose. It spoiled us as we are usually unable to fully rinse and dry out all of our dive gear before returning home. Come and visit their oasis, you won't regret it!!
Guest favourite
Holiday home in Pensacola Beach
4.94 out of 5 average rating, 68 reviews

Beautiful and Spacious Home w/Private Heated Pool!

StacyRating, 5 stars4 weeks ago
Myself and my eight children were there for my daughter’s high school graduation. The pool was a hit and the house wasn’t a far drive to Pensacola Beach, we went every evening for a walk on the beach. There were a few issues at the house but Natalie was a fabulous host and was helpful every step of the way. She also left flowers and a card for me for Mother’s Day and left my daughter some graduation goodies and a balloon. Overall we had a great stay and we were sad to see our week end!!
Guest favourite
Cottage in Pensacola Beach
4.9 out of 5 average rating, 144 reviews

Cozy Mermaid Cottage on Pensacola Beach

CraigRating, 5 stars1 month ago
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 Ella’s 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 couldn’t 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.
Guest favourite
Townhouse in Navarre
4.93 out of 5 average rating, 100 reviews

Pet Friendly/ Waterfront/ Private Fishing Pier!

VernesaRating, 5 stars2 weeks ago
I loved the home however parking wasn’t the best if you had multiple cars but we got through that situation. I wished I had more time there so I could really enjoy what that area offered. I had my mom 75th birthday party there and it was a perfect fit. Lenora is wonderful and if something was wrong she sent out the handyman the next day. I give the experience 5/5 stars. You will not be disappointed. By the way the view in the morning and at night was amazing. Also I want to Thank the neighbor as he was wonderful for putting up with us. I told him if we were to loud to inform us but he didn’t say a word. If I had to do it again, I definitely would and on a smaller scale because I loved the view.
Top Guest favourite
Holiday home in Pensacola Beach
4.97 out of 5 average rating, 65 reviews

Waterfront Home w/Kayaks

DanaRating, 5 stars2 weeks ago
There is a reason Kristal at Cobb’s Cove is a “Super host”! What a wonderful home, beautiful location, peaceful surrounding right on Santa Rosa Sound! Super clean with everything we need for an amazing get away! Kristal made sure we were taken care of and kept in contact with us! Our entire family and pups fit right in!! We enjoyed the dock at sunrise and sunset and rode the kayaks, drank wine on the large deck overlooking the Sound and watch all the wildlife! Leaving was hard!!!! It’s paradise❤️
Guest favourite
Condo in Fort Walton Beach
4.87 out of 5 average rating, 143 reviews

Waterfront Paradise Close To Beaches & Shopping

CaiThinRating, 5 stars1 week ago
Being that this is my first Airbnb I’d say this was a very good experience. The location was great in the space was so pretty. The view from the room was amazing. I mostly enjoyed being able to watch the sunset and sunrise from the balcony. The included amenities really put this place over the top for me!
Top Guest favourite
Holiday home in Navarre Beach
4.97 out of 5 average rating, 109 reviews

The Purple Sunset-200ft to Beach w Pool

KristaRating, 5 stars2 weeks ago
We’ve stayed at this house 3 times and we absolutely love it! It’s a beautiful, clean home with plenty of space for a family of 4 and 2 dogs. Our kids love the community pool and walking a short distance to the private community beach and public beach access. We can’t wait to come back to Navarre and stay here again!
Guest favourite
Apartment in Pensacola
4.91 out of 5 average rating, 150 reviews

Charming East Hill Cottage

Aldo MartinRating, 5 stars2 weeks ago
Context: Argentinean couple visiting - 2 small dogs - $180/night. Beautiful neighbourhood, close to the bridge to the beaches, with parks to walk or excercise as close as 2 blocks from the cabin. The cabin is small but very nice, everything was clean and had all the necessary supplies. The shower and the bed were great. Cooking can only be done with a microwave. Parking is on the street -no issues since it seems safe-. Small patio between the cabin and the house where you can sit to enjoy fresh air. We trully enjoyed our stay, Terri was very polite and clear in her instructions, we had privacy and felt comfortable at all times. It was our first time visiting Pensacola and were able to tour different places since the cabin is almost mid-point between places you can visit. We would definitely recommend it, it's a 5 stars in all aspects.

Beachfront home rentals with a pool

Guest favourite
Condo in Pensacola Beach
4.91 out of 5 average rating, 112 reviews

Soul Shine - a Water Front Condo

KimiRating, 5 stars3 weeks ago
This was my family’s first time in Florida. I looked for a long time for just the right spot to accommodate the 5 of us. This was perfect! The view was spectacular. Laura was very responsive to all of my questions and gave great recommendations for our stay. The beds were comfortable and everything worked well. Her directions were clear and easy to follow. If we find ourselves back in Gulf Breeze Florida, we would stay here again. And I definitely hope we find ourselves back there. Thank you, Laura for being a a great hostess!!
Top Guest favourite
Condo in Pensacola Beach
5 out of 5 average rating, 17 reviews

Water-View w/Pier, Pool, Tennis, Steps2Beach!

AnnaRating, 5 stars5 days ago
This condo is so pretty! It had everything we needed plus some extras. Very clean. Fast to respond and very friendly. Definitely will be coming back next year. Perfect location too!
Guest favourite
Villa in Pensacola Beach
4.96 out of 5 average rating, 24 reviews

Epics Views | Pools | Spa | Closest Tower to Beach

JanRating, 5 stars1 week ago
Wonderful stay!!
Top Guest favourite
Condo in Pensacola Beach
5 out of 5 average rating, 135 reviews

Stay at Sunshine Daydream on Pensacola Beach

DebbieRating, 5 stars1 week ago
Excellent location, across the road from boardwalk and restaurants. Beautiful space and very tastefully decorated. Great balcony as well. Kichen was well equipped. Had a great time in Pensacola. Would definitely stay at Tim's place again.
Top Guest favourite
Condo in Pensacola Beach
5 out of 5 average rating, 14 reviews

P1-0709 Beautiful Unit and Great Views! 2 bedroom

JessicaRating, 5 stars2 months ago
This beach condo truly feels like home. The cozy, welcoming atmosphere made it easy to relax and unwind. The decor is charming and thoughtfully designed, and the view from the balcony was absolutely breathtaking. With all the amenities you need and just a short walk to the beach, it's the perfect spot for a peaceful getaway. Can't wait to come back!
Guest favourite
Condo in Navarre Beach
4.91 out of 5 average rating, 45 reviews

Waterfront Studio 109 / Ground Floor / Renovated

JerrellRating, 5 stars1 day ago
We have been vacationing in Navarre the past 5 years and this was by far the best accommodations we have stayed at! The space was amazing and the view from the patio was everything we could have hoped for. Grant was a great host! We will definitely be planning on staying here from here on out!
Top Guest favourite
Guesthouse in Pensacola Beach
5 out of 5 average rating, 43 reviews

Pensacola Beach Waterfront Condo

LarryRating, 5 stars1 day ago
We had a fantastic stay at Ellie's condo. Beautiful, quiet location on the bay and a two minute walk across the street to the beach. Clean, cozy, well furnished and Ellie was a great communicator from start to finish. We'd love to come back!
Top Guest favourite
Condo in Pensacola Beach
5 out of 5 average rating, 24 reviews

Stunning 18th floor Gulf view unit at Portofino

JonnaRating, 5 stars1 week ago
Beautiful just like the pictures! Nice for the kids to be able to go to the bay and gulf. Multiple pools and the pizza from restaurant was good. Beds were comfortable. Kitchen had everything you needed. Breakfast on the balcony was perfect. We were able to check in early which was nice!

Private beachfront home rentals

Guest favourite
Townhouse in Pensacola Beach
4.93 out of 5 average rating, 40 reviews

Pensacola Beach - Furnished, 2 Bedroom townhome

JaleneRating, 5 stars1 week ago
this was our first time in Florida and Robyn's place was so nice! very clean, nice area, short walk to the beach which was so nice! Robyn was very friendly and responded quickly with any questions. would definitely recommend!
Top Guest favourite
Condo in Pensacola Beach
4.95 out of 5 average rating, 19 reviews

2BR Condo in Pensacola Beach

LinellRating, 5 stars4 days ago
We were able to check in earlier. Place was in a great location with a close walk to the beach. Was clean, neat, organized, well-decorated and had everything we needed. Owner responded quickly with answers to all of our questions. Would rent again!
Superhost
Home in Pensacola Beach
4.67 out of 5 average rating, 3 reviews

Our Quiet Beach Getaway - Budget Friendly Gulf

StacieRating, 5 stars11 months ago
We really enjoyed our vacation their. It felt like a home away from home.
Guest favourite
Condo in Navarre Beach
4.96 out of 5 average rating, 80 reviews

Beach Balcony Bungalow

SaraRating, 5 stars2 days ago
We loved our time here!! The condo was beautiful. Thank you.
Top Guest favourite
Guest suite in Navarre Beach
4.99 out of 5 average rating, 186 reviews

The Cedarwood @ Navarre Beach

ConnieRating, 5 stars5 days ago
Our stay was absolutely amazing! Priscilla May was responsive and helpful with any questions we had about the stay/area. The washer and dryer was an extra blessing since we were traveling by car from Oklahoma and we knew doing laundry was going to be on our list for this long trip. There was extra amenities than listed like a few game choices which was nice for the rainy evening and the bed was so comfortable which that is rare to find when traveling. We would definitely stay again and will be looking for other properties by Priscilla May in the future! Thank you for such a relaxing and stress free place to celebrate our 10th Wedding Anniversary! We will be back again!
Top Guest favourite
Home in Pensacola Beach
4.99 out of 5 average rating, 72 reviews

Island Life Beach House! 300ft to water!

MalcolmRating, 5 stars2 weeks ago
This home was everything.. a beach getaway while on a job. Walking distance to a beach that felt pretty near private, local restaurants a short drive away. Comfortable and homey. Loved the hammocks as a good way to rest after a long hard day.
Superhost
Home in Pensacola Beach
4.8 out of 5 average rating, 30 reviews

Pool Private Beach Perfect!

CarterRating, 5 stars1 week ago
Loved the area and the place was nice! My daughter absolutely loved the pool!
Guest favourite
Home in Pensacola Beach
5 out of 5 average rating, 61 reviews

Kayaks & Paddle boards/Private Patios Water Views

AliceRating, 5 stars4 days ago
We had a fantastic stay during our girls’ trip! The townhome is perfectly situated in a quiet neighborhood, with serene bay views on one side and just a short five-minute walk to the beach on the other. Kayaking on the peaceful bay was a definite highlight. The home was spotless and well-equipped with everything we needed for a comfortable and relaxing beach week. We made great use of the kayaks, beach gear, and spent plenty of time unwinding on the balconies. The location was also ideal—just a quick drive to great restaurants, shopping, and downtown Pensacola. Lauren and Reid were exceptional hosts—friendly, responsive, and thoughtful. Thank you for making our trip so memorable. We’re already looking forward to coming back!

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