Family-friendly holiday rentals in Oriole Beach

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.

4.94 out of 5 average rating, 287 reviews

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.

FamilyKitchenAccuracy

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.

4.93 out of 5 average rating, 101 reviews

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)

Indoor spacesFamilyParking

4.9 out of 5 average rating, 174 reviews

Houseboat in Gulf Breeze

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.

Indoor spacesKitchenCondition

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, 197 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!

KitchenIndoor spacesGetting around

A spacious living area features a dark gray sectional sofa arranged around a wooden coffee table. A large flat-screen TV is mounted on the wall, while light-colored walls and a patterned area rug add warmth. Natural light filters through large windows adorned with sheer curtains.

4.87 out of 5 average rating, 134 reviews

Beautiful Coastal | 10Min from Pensacola Beach!

Welcome to your Gulf Breeze getaway ! Nestled in a quiet neighborhood, just minutes away from pristine beaches, this villa boasts spacious living areas, 3 Smart Tvs, a fully equipped kitchen, and a coffee bar. With easy access to the beautiful white sands of Pensacola Beach (6 miles) and Navarre Beach (15 miles). Enjoy a peaceful stay with a private fenced backyard with outdoor seating, a firepit and lights designed for summer nights. We look forward to hosting your vacation ! - Sonya

KitchenFamilyHospitality

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, 149 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!

FamilyKitchenLayout

4.9 out of 5 average rating, 115 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.

KitchenFamilyWi-Fi

A modern kitchen area features white cabinetry with a spacious island, complemented by bar stools. Large windows allow natural light to fill the space while offering views of the surroundings. Outside, a wooden staircase leads to an elevated entryway, illuminated softly at night.

4.99 out of 5 average rating, 115 reviews

Island Life Beach House! 300ft to water!

The entire vibe of this home is "Island Life". If you're looking for a cozy spot on the beach that will make you feel more like you're at home than a tourist on vacation, this is the place for it. Our cute beach house is located on Pensacola Beach, and the water is within sight from the roomy outdoor deck. There are 2 bedrooms and 1 bathroom, kitchen, living space, outdoor space, and everything you need to enjoy life on the beach! FREE PARKING

Indoor spacesKitchenBiking

4.92 out of 5 average rating, 104 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

Indoor spacesFamilyDecor

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.

4.89 out of 5 average rating, 208 reviews

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.

Indoor spacesFamilyQuiet

Guesthouse in Gulf Breeze

A serene canal view showcases calm waters lined with docks and boats. Lush greenery frames the waterway, and buildings are visible in the distance against a clear blue sky. The scene is tranquil, inviting a sense of peace and relaxation.

4.96 out of 5 average rating, 210 reviews

Cute Carriage House Apartment with View

Situated just east of Pensacola and just north of Pensacola Beach, our place is located in a quiet neighborhood, just a short drive from amazing restaurants and the most beautiful, snow white beaches in Florida. Our private suite has one bedroom, one bathroom and an open living/kitchen area. Sleep up to four guests with a queen bed in the bedroom and a new queen size pull out sofa in the living area.

KitchenIndoor spacesView

Guesthouse in Gulf Breeze

The entrance features a welcoming porch with a set of white railings and steps leading to a door. A small wooden dog figure is placed on the porch, accompanied by a flower pot with colorful blooms. The cottage exterior is painted in a vibrant red, contrasting with the gray flooring.

4.99 out of 5 average rating, 101 reviews

Adorable private studio style guesthouse!

Welcome to our guesthouse! We are located in a quiet neighborhood ONLY 15 mins from white sand beaches of Pensacola or Navarre!! There are many dining options and grocery stores nearby. There are many fun activities to explore and experience in the gulf coast area! We look forward to seeing you on your quest for a peaceful relaxing trip to sunny Florida!

Indoor spacesFamilyBarbecue

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

4.97 out of 5 average rating, 192 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 spacesKitchenGetting around

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

Indoor spacesKitchenParking

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, 163 reviews

Soundside Paradise

Indoor spacesFamilyBackyard

4.89 out of 5 average rating, 152 reviews

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

Indoor spacesFamilyQuiet

Guest suite in Gulf Breeze

A hammock is suspended under a shaded structure, positioned in view of a swimming pool. The pool's clear blue water reflects sunlight, surrounded by a privacy fence and lush greenery. Tall trees create a natural backdrop, enhancing the serene outdoor space.

4.89 out of 5 average rating, 253 reviews

East Bay Getaway - Studio with Pool & Hot Tub

FamilyIndoor spacesQuiet

4.9 out of 5 average rating, 123 reviews

Home in Navarre

NEW ~Sundancer~*Huge Pool *Hot Tub *Game Room*

Indoor spacesKitchenTV

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, 150 reviews

Beachfront Condo • Pool & Resort Perks

KitchenIndoor spacesLong stay

An aerial view captures a beach home surrounded by other residences, with a sandy area in the foreground. The distant shoreline meets the blue ocean, offering a sense of proximity to the water. The house features a red-tiled roof and is positioned within a tranquil, coastal neighborhood.

4.95 out of 5 average rating, 43 reviews

Del Sol-Outdoor Oasis with Pool and Hot Tub

Indoor spacesFamilyAccess

Family- and pet-friendly home rentals

Cottage in Pensacola Beach

The exterior of the house is adorned with a vibrant mural depicting dolphins and coastal scenery, enhancing the tropical atmosphere. Two windows are visible, providing natural light. The entrance area features latticework, and the surrounding ground is covered in gravel and sand.

4.91 out of 5 average rating, 160 reviews

Cozy Mermaid Cottage on Pensacola Beach

Indoor spacesFamilyQuiet

Townhouse in Pensacola Beach

The modern kitchen features a sleek island with three white stools, complemented by white cabinets and stainless steel appliances. Natural light brightens the space, highlighting the marble countertop and reflecting off the polished wooden flooring.

4.81 out of 5 average rating, 244 reviews

2 Bedroom Fully Loaded Townhouse Steps from Beach!

KitchenFamilyCheckout

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

KitchenFamilyLocation

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, 99 reviews

Beachfront - "Weekend At Benny's"

Indoor spacesFamilySleep quality

4.96 out of 5 average rating, 240 reviews

A peaceful sunset over calm waters creates a vibrant display of orange and purple hues. A wooden dock extends into the water, reflecting the colorful sky, while silhouettes of trees line the distant shore. The scene evokes tranquility and natural beauty.

Apartment in Gulf Breeze

Redfish Loft, private waterfront Apt. on East Bay

Indoor spacesFamilyOutdoor spaces

4.92 out of 5 average rating, 118 reviews

Heated saltwater pool | Pet Friendly | Family home

FamilyKitchenOutdoor spaces

4.95 out of 5 average rating, 414 reviews

A spacious studio room includes a queen size bed adorned with ocean-inspired bedding. Natural light enters through two windows, highlighted by soft blue treatments. A comfortable seating area is nearby, along with a small desk featuring a coffee machine and decorative coastal artwork.

Condo in Pensacola

Cozy Bayou Cottage - just steps from the water

KitchenFamilyNearby

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, 395 reviews

Heart of Gulf Breeze only minutes to Pcola beach!

FamilyKitchenAmenities

Family-friendly home rentals with a pool

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

KitchenFamilyBarbecue

Guesthouse in Gulf Breeze

4.99 out of 5 average rating, 117 reviews

Pool:Relaxing Summer Cottage - Gulf Breeze

Indoor spacesKitchenValue

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, 176 reviews

Pelican's Perch @ Villas on the Gulf

KitchenIndoor spacesComfort

A wooden boardwalk ascends through tall grass, leading to a sandy path towards the beach. Flanking the sides are wooden planters filled with greenery. The sky is overcast, creating a calm and serene atmosphere.

4.95 out of 5 average rating, 204 reviews

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

Indoor spacesKitchenLayout

The living area features a comfortable gray sofa set, a white coffee table, and a ceiling fan. Natural light enters through sliding glass doors leading to a private patio. An open kitchen with wooden cabinetry and a dining area is visible, highlighted by bar stools at the counter.

4.95 out of 5 average rating, 244 reviews

$0 clean fee! Beachside/pool view/king bed/jacuzzi

KitchenIndoor spacesSolo travel

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, 286 reviews

Newly renovated condo with amazing water views!

FamilyIndoor spacesQuiet

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

FamilyKitchenValue

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.