Family-friendly holiday rentals in Oriole Beach

4.96 out of 5 average rating, 102 reviews

The Seahorse 6mi to Pcola Bch

Cozy updated private suite near the beach with parking for a vehicle and small trailer or boat. This house has been completely remodeled and has a full kitchen with Granite counters. You'll also enjoy Central air, a fully stocked kitchen, a living room w/75" Roku TV & reclining sofas, desk, a bedroom w/65" Roku TV, washer/dryer, plus front & rear decks, fire pit on the side. Enjoy easy access to Pensacola Beach just 11 minutes drive. Super Wal-mart & Publix grocery, 5 min drive plus an array o

KitchenIndoor spacesPets

Holiday home in Gulf Breeze

A private pool is showcased in the backyard, surrounded by a safety fence. Sunlight reflects off the clear blue water. Lush greenery and palm trees provide a tropical ambiance, while elegant seating is visible in the background, inviting relaxation and enjoyment.

Beautiful and Spacious Home w/Private Heated Pool!

Relax and recharge at this spacious and stylish family friendly vacation home. Great for large families to share as we have TWO primary bedrooms with ensuites. We comfortably sleep 12 in this 5 bed/3 full bath home, with 7 beds. Situated in a quaint and quiet neighborhood less than 10 minutes from Pensacola beach, one mile from public boat dock, and plenty of nearby activities including cinema, mini golf, and the zoo. Enjoy the private pool and bring along fido too! (pending approval/pet fee)

KitchenIndoor spacesNearby

4.93 out of 5 average rating, 101 reviews

Guest suite in Gulf Breeze

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.

Upscale Peaceful Suite,Nice NBHD,White Sand Beach!

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.

Indoor spacesKitchenParks

4.94 out of 5 average rating, 290 reviews

A welcoming entryway features a decorative round mirror above a console table. A potted plant adds greenery beside the door. A wreath adorns the glass panel of the door, while natural light filters through nearby windows, illuminating the space.

4.87 out of 5 average rating, 201 reviews

Gulf Breeze getaway w/hot tub, minutes to beach

Welcome to your Gulf Breeze getaway! Perfect for a family vacation, this newly furnished bright and cozy home is located in a peaceful neighborhood surrounded by shady trees. This location is a short 9 minute drive to Pensacola Beach! Local convenient stores and restaurants are also minutes from the home. Be sure to include the dreamy white sands and crystal clear waters of Pensacola Beach into your travel plans. You'll also want to soak in the back yard hot tub to relax at the end of the day!

FamilyKitchenValue

A screened-in pool area features a clear, blue pool surrounded by a spacious deck. Lounge chairs are positioned around the pool for relaxation. Lush palm trees and greenery are visible in the background, offering a glimpse of the outdoor environment.

4.93 out of 5 average rating, 121 reviews

Fun, sun, sand, and rest. Enjoy your stay with us.

When you stay at this centrally-located place, your family will be close to everything. The home is ranch-style and located on the canal in a fast-growing beachy community. Minimum stairs if you walk down to the canal. Take advantage of the local golf course which is minutes from the home. Enjoy the beautiful weather, shopping, and the local beaches (Navarre, Pensacola, and Destin) then come home to relax in your home away from home. We do not host parties or special events. Non smoking home.

FamilyKitchenCondition

A spacious living area features a large sectional sofa facing a wall-mounted television above a modern electric fireplace. Light hardwood flooring complements the soft grey walls and blue accent wall. Natural light filters through the window adorned with sheer curtains, enhancing the inviting ambiance.

4.94 out of 5 average rating, 187 reviews

Stylish Coastal Home | 10min from Pensacola Beach!

Welcome to the Villa ! Modern and newly renovated 2 bed 2 bath (6 guests) Home located in the heart of Gulf Breeze! Centrally located near the beautiful white sands of Pensacola Beach (3 miles) , and shopping of Gulf Breeze. Enjoy a peaceful stay with a private back patio with outdoor seating and lights designed for summer nights. Welcome to our cozy vacation rental featuring brand new kitchen appliances and a fully stocked coffee bar. We look forward to hosting your vacation ! - Sonya

FamilyIndoor spacesHiking

The living room features two comfortable leather sofas positioned around a central coffee table. A large wall-mounted television displays a cozy bookshelf scene. A neutral-toned area rug covers the floor, and a floor lamp provides soft lighting. Decorative items add a homey touch.

4.87 out of 5 average rating, 151 reviews

Great Gulf Breeze Getaway Near Pensacola Beach

Welcome to Gulf Breeze, Florida! Look forward to a relaxing vacation in this private rental with 3 bedrooms and 2 bathrooms. Relax in your home-away-from-home fully equipped with all your desired amenities. Walk the scenic, sandy beaches of Pensacola, just 15 minutes away. Or, pack your fishing gear and bring home the catch of the day at the many ports and shores that the city of Pensacola boasts. Bring your friends & family to enjoy the Gulf Breeze Getaway!

KitchenIndoor spacesAmenities

4.9 out of 5 average rating, 119 reviews

A rustic patio space is designed with wooden walls and a comfortable seating area, featuring a chair and a loveseat. A hanging plant adds greenery, while stone-paved paths and decorative plants enhance the natural setting. Sunlight filters through the trees, creating a warm ambiance.

Tiny home in Gulf Breeze

The Backyard Cottage

Escape to our cozy, one-of-a kind rustic cottage at the Gulf of Mexico! Centrally located, we are just 6 miles from Pensacola Beach, 17 miles from Navarre Beach, and 10 miles from Downtown Pensacola. We offer a quiet, chill environment while being just minutes from shops, restaurants, beaches, nature trails and the zoo. The Backyard Cottage is lovingly placed in our shared yard, so please be respectful of our space that we have chosen to share.

FamilyKitchenShared spaces

4.92 out of 5 average rating, 105 reviews

A welcoming living area features a spacious gray sofa facing a television on a light-colored cabinet. A round dining table with yellow chairs is positioned nearby, against a backdrop of coastal-themed artwork. Natural light fills the room through a window, enhancing the relaxed atmosphere.

Condo in Gulf Breeze

Gulf Breeze Ground Floor Getaway

All are welcome to come enjoy this newly renovated, family friendly getaway in Gulf Breeze, Florida. 1BR quiet condo, sleeps 4 (with memory foam pull out sofa) and on the ground floor. Full kitchen, smart TVs, Wifi, and coastal décor for your pleasure. We want you to be comfortable! **I’m sorry-no pets** Via Car Approx: 3 minutes Tiger Point Golf Course 10 Minutes Pensacola Beach 10 Minutes Gulf Breeze Zoo 20 Minutes Downtown Pensacola

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The cottage is showcased under a clear blue sky, featuring a front porch with white railings and two ceiling fans. Large windows on either side of the entrance allow natural light to fill the rooms. Lush greenery surrounding the home enhances the tranquil setting.

4.99 out of 5 average rating, 142 reviews

The Cottage By The Bay

Beautiful and underneath live oaks and old magnolias, The Cottage was built in October 2015 in a quiet family neighborhood. The decor is "Southern-Coastal". *We live on the property next door. NO water access. The Cottage is located 5 minutes from putting your toes in the bay at Naval Live Oaks. It is 10 minutes from the gorgeous white sands of Pensacola Beach or eating some of the Gulf Coast most delicious seafood.

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Campervan/RV in Gulf Breeze

A vintage 16' camper with a light blue exterior sits amidst a lush forest, surrounded by tall trees. A small patio area features a circular table with two chairs and a fire pit, creating an inviting outdoor space for relaxation.

Gypsy Rose near the beaches

Reconnect with nature in our very private backyard. Looking for a chill vibe? This is your place. Gypsy Rose is centrally located in Gulf Breeze, FL. Only 6 miles to Pensacola Beach, 10 miles to downtown Pensacola, and 17 miles to Navarre Beach. Gypsy Rose is nestled in a tropical forest setting. Our quiet neighborhood is just minutes to shops, restaurants, parks, the zoo and our beautiful Emerald Coast.

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4.89 out of 5 average rating, 211 reviews

A well-lit bedroom features a spacious bed with a light blue comforter and decorative pillows. Nightstands with lamps are positioned on either side of the bed. A window with beige curtains allows natural light in, and a wooden shelf stands against the wall, displaying neatly arranged towels.

4.84 out of 5 average rating, 402 reviews

Heart of Gulf Breeze only minutes to Pcola beach!

Your family will be close to everything when you stay at this centrally-located home. Private unit in a duplex located about 15 minutes to Pensacola beach, and 20 minutes to Navarre beach (all depending on traffic of course) Large fenced in back yard with table and chairs on patio. Wifi is available along with fire sticks to watch movies and TV shows. Full kitchen and coffee maker at your disposal!

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Popular amenities for Oriole Beach family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An aerial view of the property reveals a spacious deck with outdoor seating, overlooking sandy terrain and palm trees. The large upper deck includes a dining area and the entrance to a staircase leading to additional outdoor spaces.

4.91 out of 5 average rating, 149 reviews

Hot Tub! Game Room! Balconies Views! Steps 2 Beach

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A vibrant sunset casts warm hues of orange and gold across the sky, reflecting on the water's surface. The shoreline is framed by gentle waves lapping against the soft, sandy beach. A pier extends into the ocean, while nearby properties provide a coastal backdrop.

4.99 out of 5 average rating, 153 reviews

Beachfront Condo • Pool & Resort Perks

Indoor spacesFamilyAir conditioning

A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.

4.98 out of 5 average rating, 167 reviews

Soundside Paradise

KitchenFamilyCheckout

4.97 out of 5 average rating, 193 reviews

The outdoor pool is framed by a screened enclosure, providing clear views of the tranquil bay waters. Comfortable lounge chairs are positioned beside the pool, and potted plants add a touch of greenery. A wooden dock extends into the bay, enhancing the serene ambiance.

Home in Navarre

East Bay Hideaway — A Private Waterfront Escape

Indoor spacesFamilyLong stay

4.87 out of 5 average rating, 153 reviews

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

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Apartment in Pensacola Beach

Ocean Tranquility label by guest“Heaven on Earth”.

KitchenFamilyQuiet

4.95 out of 5 average rating, 131 reviews

This aerial view showcases the resort's dual swimming pools surrounded by lounge chairs. The heated pool is visibly larger and features curved edges. Beyond the pools, the white sandy beach and emerald waters of the Gulf are in view, with beach umbrellas lining the shore.

4.97 out of 5 average rating, 144 reviews

307 Stunning Gulf Views ~ Pools ~ Book Sept 26th

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4.96 out of 5 average rating, 48 reviews

Charming 4 BDR home-sleeps 10+ mins from beach!

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Family- and pet-friendly home rentals

4.83 out of 5 average rating, 143 reviews

A living area is shown with comfortable leather sofas arranged around a coffee table. Large glass doors provide access to an outdoor space, allowing natural light to fill the room. Framed artwork adorns the walls, adding subtle decor to the neutral-toned space.

Apartment in Gulf Breeze

The Lazy Dolphin

KitchenFamilyBeach

A panoramic view of the waterfront showcases soft white sands bordered by the calm waters of the Santa Rosa Sound. A palm tree is visibly planted in the foreground, while distant structures hint at the local community. Clear blue skies create a serene backdrop.

4.94 out of 5 average rating, 101 reviews

Beachfront - "Weekend At Benny's"

FamilyIndoor spacesBackyard

Townhouse in Pensacola Beach

Aerial view captures a seaside community along a sandy beach, with multiple buildings positioned beside the water. The turquoise ocean contrasts with the white sands, while residential areas and amenities are visible in the background, showcasing the close proximity to the beach.

Family Friendly Townhome - Close To The Beach!

FamilyIndoor spacesBeach

4.97 out of 5 average rating, 105 reviews

A cozy bedroom features a wooden four-poster bed adorned with a patterned quilt in calming tones. Illuminated by natural light from a nearby window, a small bedside lamp provides additional lighting. Art with motivational phrases decorates the walls, enhancing the room's inviting feel.

4.88 out of 5 average rating, 146 reviews

Tom and Nancy's Nut n Fancy

KitchenIndoor spacesWi-Fi

4.93 out of 5 average rating, 240 reviews

A private backyard features a heated pool surrounded by landscaped areas with palm trees and flowers. A covered porch provides shaded seating options, while lounge chairs invite relaxation by the water. A securely fenced area enhances safety and privacy.

Home in Navarre

Good times & tan lines! Only 5 miles to the beach!

FamilyIndoor spacesCondition

An outdoor deck is featured with a spacious dining area, black chairs arranged around a large table, and a built-in grill nearby. Lush plants add greenery, and an area rug provides warmth. Solar panels are visible on the roof, enhancing sustainability.

4.89 out of 5 average rating, 284 reviews

Charming home, 10 min drive to Pensacola Beach

Indoor spacesKitchenNearby

4.81 out of 5 average rating, 156 reviews

Home in Navarre

Retreat (access to bayfront property & kayaks)

Indoor spacesFamilyAir conditioning

4.9 out of 5 average rating, 136 reviews

7 miles to P’cola beach, 2 king beds, sleeps 8

Indoor spacesKitchenDecor

Family-friendly home rentals with a pool

A light-filled living space features a comfortable couch adorned with soft cushions. A coffee table rests on a textured area rug, complemented by a small plant. The adjacent dining area and kitchen can be seen in the background, adding to the open and inviting layout.

4.95 out of 5 average rating, 178 reviews

Pelican's Perch @ Villas on the Gulf

Indoor spacesKitchenEV charging

Guesthouse in Gulf Breeze

Pool:Relaxing Summer Cottage - Gulf Breeze

Indoor spacesFamilyShared spaces

4.99 out of 5 average rating, 117 reviews

A serene pool area is framed by lush tropical plants and flowering hibiscus. A lounge chair is positioned by the inviting blue water, surrounded by vibrant greenery and palm trees, offering a tranquil outdoor space for relaxation.

4.9 out of 5 average rating, 146 reviews

Backyard Oasis Family friendly Pensacola Beach, FL

Indoor spacesKitchenBiking

The living room features a cozy arrangement with a dark sofa and loveseat, complemented by a light coffee table. A wall-mounted TV is visible, alongside a sliding glass door that provides access to the private balcony. Tropical foliage can be seen through the glass doors.

4.89 out of 5 average rating, 157 reviews

Sugar Sand Beach Retreat at Villas on the Gulf

Indoor spacesFamilyQuiet

A private balcony overlooking calm blue waters and a sandy beach. A circular white table with two accompanying chairs is positioned at the edge, creating a space to enjoy the panoramic views of Pensacola Bay.

4.95 out of 5 average rating, 288 reviews

Newly renovated condo with amazing water views!

KitchenIndoor spacesAmenities

A serene beach scene captures gentle rolling waves meeting soft white sand under a clear blue sky. The calm waters exhibit shades of green and blue, while the shoreline stretches into the distance, providing a tranquil atmosphere for relaxation.

4.95 out of 5 average rating, 206 reviews

Steps to Beach~ Pool~ Gulf View~ Arcades~ King Bed

KitchenIndoor spacesComfort

The living area features a leather sofa adorned with colorful cushions, complemented by a glass coffee table. A ceiling fan with leaf-shaped blades hangs above, while large windows are framed by bright yellow curtains. A potted plant adds a touch of greenery to the space.

4.89 out of 5 average rating, 228 reviews

Fun Mid-Century Modern Beachside Condo on the Gulf

KitchenIndoor spacesBeach

A vibrant living area features a comfortable sofa adorned with pillows in various shades of blue. A wall mural with tropical leaves and a sun motif adds a lively touch. The open layout provides a view of the modern kitchen in the background.