Family-friendly holiday rentals in Oriole Beach

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)

FamilyKitchenWalkability

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, 288 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.

KitchenFamilyWalkability

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

Boat lift available-extra daily fee- 12k lb " pet friendly with fee " loft apartment with private bedroom. 15min from Pensacola Beach- 20 min to Navarre Beach. 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 private grill or visit a local seafood restaurant. Secluded, neighborhood. East Bay is known for it's Red fish and calm waters.

Indoor spacesFamilyView

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!

FamilyIndoor spacesHospitality

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.

FamilyIndoor spacesOutdoor spaces

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, 135 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

FamilyKitchenDecor

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!

KitchenIndoor spacesHospitality

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

FamilyKitchenValue

4.9 out of 5 average rating, 117 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.

KitchenIndoor spacesDecor

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

KitchenIndoor spacesNearby

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, 209 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.

KitchenFamilyBeach

The image depicts a wooden dock extending over a calm, dark canal. Tall grass borders the water, and several boats are visible on the dock. Lush green trees provide a natural backdrop, enhancing the serene atmosphere of the outdoor space.

4.94 out of 5 average rating, 270 reviews

Canal Home in Gulf Breeze

This canal home is located in the wonderful city of Gulf Breeze in an established neighborhood located on the Pensacola Bay! Awesome location to Pensacola Beach, downtown Pensacola & Navarre. Very clean, well-maintained ranch home features simple beach decor and is located on a canal, so you can bring your boat & fish! All tile and no carpet! Strictly NO PETS allowed because of owner allergies!

FamilyIndoor spacesOutdoor spaces

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

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.

4.97 out of 5 average rating, 192 reviews

East Bay Hideaway — A Private Waterfront Escape

Indoor spacesKitchenCheck-in

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

KitchenFamilyLayout

4.89 out of 5 average rating, 152 reviews

Condo in Pensacola Beach

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

KitchenFamilyCheckout

Apartment in Pensacola Beach

5 out of 5 average rating, 13 reviews

Designer Remodel | 2BR Luxe Condo w/ Gulf Views

FamilyIndoor spacesNearby

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

Indoor spacesKitchenLocation

4.99 out of 5 average rating, 150 reviews

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.

Condo in Pensacola Beach

Beachfront Condo • Pool & Resort Perks

FamilyKitchenGetting 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 spacesFamilyCondition

4.89 out of 5 average rating, 124 reviews

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

KitchenIndoor spacesOutdoor spaces

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

Indoor spacesFamilyLaundry

4.98 out of 5 average rating, 123 reviews

Cottage in Elberta

Hammock Hideaway - waterfront cabin

KitchenFamilyPets

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, 145 reviews

Tom and Nancy's Nut n Fancy

KitchenFamilySleep quality

4.94 out of 5 average rating, 32 reviews

Private Saltwater Pool Home Near Pensacola Beach

Indoor spacesFamilyQuiet

4.96 out of 5 average rating, 278 reviews

Condo in Pensacola

Cozy Bayou Bungalow - just steps from the water

KitchenFamilyCleanliness

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, 397 reviews

Heart of Gulf Breeze only minutes to Pcola beach!

KitchenFamilyGetting around

4.87 out of 5 average rating, 115 reviews

Sleeps 9 • 3 Kings • Pool • Pets • 7mi Beach

FamilyIndoor spacesQuiet

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, 100 reviews

Beachfront - "Weekend At Benny's"

FamilyKitchenPool

Family-friendly home rentals with a pool

A private saltwater pool is surrounded by a spacious deck with lounge chairs and an umbrella. Tall palm trees and lush greenery provide a serene backdrop, creating a relaxing outdoor space. Clear blue skies reflect on the water, enhancing the inviting atmosphere.

5 out of 5 average rating, 35 reviews

Beachy Bungalow & Private Pool Paradise

KitchenIndoor spacesLocation

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.

4.96 out of 5 average rating, 27 reviews

Pensacola Backyard Oasis

FamilyKitchenBackyard

A heated pool is surrounded by a screened enclosure, offering a view of a spacious backyard with lush greenery. Two chairs are positioned nearby, inviting relaxation. The serene water reflects the natural light filtering through the enclosure.

4.91 out of 5 average rating, 103 reviews

Splash into serenity, pool, Sleeps 12

Indoor spacesKitchenValue

4.89 out of 5 average rating, 154 reviews

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.

Condo in Pensacola Beach

Sugar Sand Beach Retreat at Villas on the Gulf

FamilyIndoor spacesAmenities

Guesthouse in Gulf Breeze

5 out of 5 average rating, 33 reviews

Gulf Breeze Bungalow

KitchenIndoor spacesBarbecue

Guesthouse in Gulf Breeze

4.99 out of 5 average rating, 117 reviews

Pool:Relaxing Summer Cottage - Gulf Breeze

KitchenFamilyAmenities

4.7 out of 5 average rating, 10 reviews

Coastal Gathering Place!

Indoor spacesKitchenHospitality

A fire pit is centered within a circular tabletop, surrounded by colorful pebbles and flames flickering above. A glass filled with a light beverage stands nearby, with a backdrop of a swimming pool reflecting the evening sky as twilight settles in.