Vacation rentals in Santa Rosa County

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Top-rated vacation rentals in Santa Rosa County

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Top guest favorite

A person holds a sizable redfish in both hands while standing on a wooden dock at night. The fish exhibits a light grayish body with darker spots, and the calm water reflects faint lights in the background.

Apartment in Gulf Breeze

4.95 out of 5 average rating, 202 reviews

Redfish Loft, private waterfront Apt. on East Bay

Light airy open floor plan " pet friendly with fee " loft style apartment with private bedroom. Watch the blue herons & dolphins, sit on one of two private decks sipping coffee as you watch the sunrise on the Bay. Paddle the clear waters in our kayaks or bring your SUP. Cook your fresh catch on your private grill or visit a local seafood restaurant. Private, secluded, neighborhood. Join us @ Fire pit ..is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

Top guest favorite

A tranquil beach scene features soft white sand and gentle waves lapping at the shore. Weathered wooden fence posts stand in scattered alignment, with seagulls resting on top. The vibrant turquoise water meets a clear blue sky, creating a serene coastal atmosphere.

Guest suite in Gulf Breeze

4.94 out of 5 average rating, 215 reviews

Upscale Peaceful Suite,PVT Entry,Nice NBHD&Beaches

Looking for a spacious, upscale, peaceful guest suite with private bathroom, shower and small kitchenette near beach, you have found the spot. Easily accommodates three guests with private entry. Has AC,TV, high-speed WiFi, queen bed, sofa bed, small kitchenette, separate restroom, outdoor dinning chairs and table…Good for weekend or more extended stay, free off street parking. Next to Naval Oaks National Seashore with trails outside your door. 10 mins to Pcola Beach, 25 mins to Navarre Beach.

Top guest favorite

A cozy corner features a set of bookshelves displaying various books and decorative items. A small plant and a lantern add greenery and charm. An armchair with a striped upholstery is positioned nearby, creating an inviting reading nook.

Guest suite in Pensacola

4.97 out of 5 average rating, 159 reviews

PensaSuite

A spacious private suite with its own private entrance, separate from the house. We are usually on the property, but often do not see our guests. The suite entrance is at the end of the drive, & driveway open for your use. Quiet and secluded neighborhood across the street from a park with a 1/2-mile treed walking path with benches and play equipment. Close to the airport, shopping, & 12 miles to the beautiful Pensacola beaches! Queen Bed Pack & Play or Twin Air mattress available upon request.

Guest favorite

A vibrant hanging chair is nestled among smooth river stones and lush plants, offering a comfortable space for relaxation. A kayak is positioned nearby, suggesting opportunities for outdoor activities. The surrounding area features sunlight and shadows cast by the palm foliage.

Houseboat in Gulf Breeze

4.9 out of 5 average rating, 116 reviews

Delightful 1-bedroom houseboat with free parking.

Please read listing carefully. No pets allowed and no smoking. This is where your glamping adventures begin. You won’t forget your time at this peaceful and quiet place. Our houseboat is docked on the canal with a beautiful view. We make every effort to provide a safe and fun experience. Some amenities include a shower, bathroom sink, kitchenette, microwave, fridge, A/C and gas grill. Since this is a green houseboat, a porta-potty is located about 50 ft. from the boat and the private parking.

Top guest favorite

A small outdoor patio area features two metal chairs and a round table, surrounded by wooden decking. A potted plant with pink flowers adds a touch of color near the entrance. The walls showcase a blend of brick and warm-toned wood siding.

Condo in Pensacola

4.99 out of 5 average rating, 145 reviews

Cozy Bayou Bungalow - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Bayou Bungalow is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach or let this location serve as your hub while enjoying all Pensacola has to offer!

Top guest favorite

A spacious backyard is surrounded by a wooden privacy fence, with manicured grass leading to a circular gravel area. Two hammocks are suspended near a fire pit, complemented by several wooden chairs. Soft lighting illuminates the path and surrounding trees during twilight.

Home in Pensacola

4.99 out of 5 average rating, 152 reviews

The Hosta Hangout - A Luxury Central Haven!

Welcome to the Hosta Hangout! This modern duplex embraces a bohemian feel which creates a welcoming space of relaxation and bright engagement. Slow down and decompress in a woven hammock. Laugh with friends and family as you gather around the warm fire or relish the moments of a family cookout. However you choose to spend your time, embrace the uniqueness of this space that had the experience in mind. There are 2 cameras on the exterior of the property which actively record audio & visual.

Guest favorite

An interior view of the tiny house reveals a cozy living space with a pull-out couch and a wall-mounted television. Two windows allow natural light, while a modern chandelier hangs from the ceiling. Light-colored walls and wooden flooring create a warm ambiance.

Tiny home in Gulf Breeze

4.93 out of 5 average rating, 198 reviews

Water-Front tiny home.

Come experience true tiny house living while enjoying breathtaking, unobstructed views of the Pensacola Bay and Fort Pickens. You will see no hotels as you sit on the front porch, only nature at its best! Half a mile from a boat launch with public pier, nature trail, dog park, kids park and splash pad. If you’re here on a Tues or Wed you may see the F-18 Super Hornet Blue Angels, as they practice these days. We are 5 minutes to Pensacola Beach and 10 minutes to historic downtown Pensacola.

Guest favorite

An open interior of a tiny home features light-colored wooden ceilings and walls. A cozy loft space provides additional sleeping arrangements. A compact kitchen area includes a griddle and microwave, while the bathroom is discreetly positioned behind a door. Natural light streams through several windows.

Tiny home in Milton

4.9 out of 5 average rating, 104 reviews

Tucked Away Tiny

Reconnect with nature at this unforgettable escape. The “Tucked Away Tiny” is a tiny home with HUGE style! It is located in the country woods of Milton, FL on family-owned farm land, but not too far off the beaten path. Only 15 minutes to the heart of the city, and 45 minutes to beaches. It is next door to Sowell Farms which is home to several wedding venues, fenced exotic wildlife (may or may not be seen during your stay), and home of the Trophy for Great American Christmas Light Fight!

Top guest favorite

A wooden pier extends into clear water, leading to a colorful amusement area featuring slides and play structures. The sandy beach is visible, with a thatched-roof building positioned at the center. Bright blue skies provide a clear backdrop to the vibrant scene.

Guest suite in Gulf Breeze

4.96 out of 5 average rating, 179 reviews

Sweet Suite 3 mi-Pcola Beach

This suite is just minutes from Pensacola Beach & just 2 lots from the water. You'll catch a glimpse of Pensacola Bay from your private entrance on the end of the house. Queen memory foam bed, fast wifi, patio, kitchenette, micro, fridge, Keurig, desk. Note: There is no kitchen sink, the bathrm has a tall faucet. Bedroom w/Roku TV, closet, beach gear for 2, central air + mini-split. This suite is sealed off with double locked doors & has a 3rd door between the bedroom & bathrm.

Top guest favorite

The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.

Home in Milton

4.95 out of 5 average rating, 166 reviews

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

Top guest favorite

A spacious outdoor area is enclosed with a framed structure, featuring soft blue and white lighting along the floor. Potted plants add a touch of greenery, while lounge chairs are neatly arranged within the space, providing a relaxing ambiance for outdoor gatherings.

Guest suite in Pensacola

4.97 out of 5 average rating, 153 reviews

Tiny Home Pool View 25 Mins to Beacha

Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking in the backyard located just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.

Guest favorite

A charming cabin exterior is featured, showcasing a vibrant mural of a waterfront scene with a sunset and local wildlife. Surrounding shady oak trees provide a natural canopy, while a wooden deck extends towards the water's edge.

Cabin in Gulf Breeze

4.91 out of 5 average rating, 525 reviews

Waterfront tiny Cabin/ Glamping

Quaint waterfront cabin! Peaceful surroundings, shady oak trees, hammock, boat launch, beautiful dock for enjoying the sunrise. Cabin has a loft with Japanese bed, Murphy bed, and futon. Bathroom has a toilet and shower. simple kitchenette with toaster oven, burner, sink, microwave, full fridge, and dishes. Television has DVD player no cable!, no WiFi!. Small dinette table w/4 chairs. A/C; NO PARITIES ALLOWED! Sleeps 4 comfortably

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Popular amenities for Santa Rosa County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Santa Rosa County

Top guest favorite

Condo in Gulf Breeze

5 out of 5 average rating, 12 reviews

Wave of Gold sleep 1-6 Gulf Breeze FL

OlgaRating, 5 stars6 days ago

This was my first time using Airbnb, and I couldn’t have asked for a better experience. The home was spotless, incredibly spacious, and felt brand new. It was beautifully decorated and stocked with all the essentials—fresh towels, thoughtful touches, and even private parking. The location was perfect: in a quiet neighborhood, close to great restaurants, about 20 minutes from Pensacola Beach, and just an hour from Destin. The host was wonderful—very kind, responsive, and easy to reach through the Airbnb app. She made me feel welcome and was super helpful throughout my stay. Everything about my experience was perfect. I’ll definitely book this place again the next time I visit Pensacola Beach, and I highly recommend it to anyone looking for a comfortable, stylish, and convenient stay!

Superhost

A panoramic view captures a stretch of sandy shoreline meeting vibrant blue waters. The coastal landscape features a mix of tall buildings and low-rise structures along the beach, with a pier extending into the sea. The scene showcases clear skies and gentle waves.

Place to stay in Gulf Breeze

4.81 out of 5 average rating, 62 reviews

Welcome to the Jungle - suite near the beach!

BrittanyRating, 5 stars2 weeks ago

Such a lovely couple always very respectful & kind , this Airbnb is by far my favorite ! It’s very otherworldly looking and perfect for creative space , very inspiring and a safe cozy place to rest ! 1000/10 recommend✨✨🦋

Top guest favorite

A charming single-story guest house is shown with a welcoming façade, featuring dark shutters and a well-kept entrance. A wooden fence surrounds the property, complemented by a small landscaped area with gravel and greenery. The clear blue sky is visible above, enhancing the serene ambiance.

Guesthouse in Milton

4.97 out of 5 average rating, 37 reviews

Welcome to The Blue Pansy- near many Blue options

KathleenRating, 5 stars1 week ago

The Blue Pansy was such a beautiful home for our extended vacation. Upon arriving into this beautiful decorated and great smelling home, we saw a personal welcome greeting us, and then in the kitchen next to a bowl of snacks was a hand written note welcoming us. We had done some food shopping before getting to the house, not being familiar with AirBB's, but Vermonda had provided some basics, even if we hadn't gotten to the store, we would of had coffee in the morning, a big plus!! The house is as shown in the pictures,really homey, and very comfortable. Perfect for us, a couple with family nearby, who was visiting for our high school grandsons graduation. My son already had a housefull, so we were only to happy to have our own home away from home. Very quiet neighborhood, but close to the shopping centers, and only half hour to Pensacola. I told my son to make sure he tells his friends that when they come to visit, to check out The Blue Pansy, they will not be disappointed. ♡

Top guest favorite

A converted garage features a spacious seating area with a comfortable brown couch and a coffee table. An 85-inch high-definition TV hangs on the wall, complemented by a retro gaming station. The garage door remains open, showing a sleek, organized space.

Guesthouse in Gulf Breeze

5 out of 5 average rating, 18 reviews

Two Air Bnb's + boat parking for 1 Great Price.

MakesiRating, 5 stars1 week ago

This stay was just what we needed. The place was spotless and looked exactly like the photos. Our host was amazing and very responsive. It felt cozy and made me feel right at home. The location is great—close to the beach and popular attractions. I enjoyed my time here and plan to return. I’ll definitely book again.

Guest favorite

Condo in Navarre

4.95 out of 5 average rating, 91 reviews

Bayside Retreat-Panoramic Sunset Views

RuthRating, 5 stars4 days ago

Mindy was a great and amazing host. We loved the condo. It was beautiful and very nice. Felt at home. Our trip was amazing. It was so relaxing. Kitchen was great to cook in. Used the grill in the gazebo. Property was beautiful and lots to do. The back patio is where we spent our evenings until late when we were not fishing. It has the most amazing view of the bay and gorgeous sunsets or for watching a storm come up. Just lovely. I could go on. We will definitely be back, best trip and time I have had and I go to Florida quite a bit. The condo is also located by restaurants and close beaches. All I can say is it was all amazing and absolutely beautiful. Thank you Mindy

Guest favorite

Home in Navarre

5 out of 5 average rating, 50 reviews

Beachfront - “Weekend At Benny’s”

DavaRating, 5 stars4 weeks ago

The place was just like the pictures and very clean. Very quiet and peaceful neighborhood. Had the Santa Rosa sound beach to myself a great deal of the time. It’s just a lovely place. The only thing I will say is if you’re older or have small children the steps going into the house are very steep. That was the only thing that was a negative. Otherwise so great!

Top guest favorite