Family-friendly holiday rentals in Perdido Key

4.98 out of 5 average rating, 259 reviews

A bright and airy entryway features a light-colored wood console table adorned with decorative items, including a vase and books. A large piece of wall art depicting a coastal scene adds interest, while a door opens to outdoor views, inviting natural light throughout the space.

Cottage in Pensacola

Coco Ro Downtown! 2 BR w/Hammock + Outdoor Shower!

Welcome to good vibes at Coco Ro "Surf Shack" – your cozy, beachy retreat in downtown Pensacola! This inviting 2 bedroom cottage offers laid-back comfort - just a stone's throw from the heart of downtown. You'll be 1 mile from trendy Palafox St, 12 blocks from the bay & a short drive to pristine beaches. Your coastal escape awaits! Enjoy: ・Outdoor shower! ・King size hammock ・Smart TV ・Washer/Dryer ・Fenced yard ・Free onsite driveway parking *Tap the ❤ in the top right to save to your wishlist!

Guest suite in Pensacola Beach

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, 242 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.

4.97 out of 5 average rating, 137 reviews

A large outdoor tropical pool is surrounded by palm trees and thatched-roof cabanas. Lounge chairs are arranged around the pool, with clear turquoise water reflecting the blue sky and clouds.

Cottage in Perdido Key

Seas the Day, Perdido Key, Florida, Purple Parrot

SNOWBIRD SPECIAL! 50% off 30 days or more Dec, Jan, Feb ,Mar! Kick back and relax in Paradise. Seas the Day is located in the gated Purple Parrot Resort. Totally updated , upscale, immaculate villa is less than 1/4 mile to the white sands of the Gulf. It's perfect for couples, solo adventurers and active military. The tropical pool and hot tub feature a rock waterfall. A new king bed in master and queen sofa sleeper in living area waits your arrival. New and updated kitchen is magazine worthy!

A bright living area features a spacious white sectional sofa adjacent to a light wood coffee table. Floor-to-ceiling glass doors offer expansive views of the ocean and sky, enhancing the openness of the space. A dining set is visible on the balcony.

4.99 out of 5 average rating, 158 reviews

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS

WHAT A VIEW! DIRECTLY ON THE BEACH...GULF SIDE!!! Beautifully remodeled and updated! This retreat has the rare double windows to enjoy stunning panoramic sunset views! On the beach (No roads to cross)! Resort has indoor heated pool & outdoor pool & hot tub overlooking the ocean. 2 fireplaces in the living room bedroom for those cozy mild winters. King size bed in the master... nautical bunkbeds with port holes & queen sleeper sofa in the main living areas. Reserve Your Time Away Today

4.89 out of 5 average rating, 120 reviews

Sunny Side: Awesome Waterfront Unit with 4 Kayaks

Welcome to Sunny Side! Come enjoy fun and relaxation right outside your back door! Sitting on a calm, shallow cove of Perdido Bay, Sunny Side provides the perfect place for families to swim and play safely. This 2 bed/2.5 bath sleeps 7 people across 4 different beds and includes a full kitchen, laundry, 4 Kayaks, and more! Spend all day here, tucked away from the hustle and bustle, or take a short 5 minute drive to Perdido Key Beach, restaurants, parks, and more! Continue for more Details

Apartment in Orange Beach

A spacious living area is visible, featuring a comfortable sofa and a large dining table. Floor-to-ceiling windows provide stunning beach views and natural light. A well-equipped kitchen is seen in the background, enhancing the open layout of the condo.

4.86 out of 5 average rating, 177 reviews

Phoenix V beachfront Large 1/1 Snowbirds book Now!

Spectacular BEACH FRONT condo at Phoenix V in the heart of Orange Beach, Alabama. Our 5th floor condo is approximately 815’ square feet and has a customized, unique open floor plan designed to give you maximum views of the beach. It sleeps a total of 6 people with a King in the bedroom and two queen sleeper sofa beds in the large, open living room! This newly updated condo has new appliances and so much more. There is a splash pad for the kids, both indoor and outdoor swimming pools!

4.93 out of 5 average rating, 145 reviews

A modern studio features a light grey sectional sofa facing a television mounted on the wall. Large glass doors lead to a private outdoor area. Blue curtains frame the windows, while decorative mirrors adorn the wall above the sofa, enhancing the overall ambiance.

Guest house in Pensacola

Studio 54 - a modern beach-town studio

You’ll love this modern, stylish studio (open floorplan), completely separate from main house, in a quiet neighborhood, with: -private entrance - private, covered patio -double driveway 4 blocks from the water (Bayou Chico) & a big park w/ frisbee golf. Close to everything Pensacola and Perdido Key have to offer: -Airport (PNS) - 8miles -Downtown Pensacola - 3mi -Beaches: -Bruce Beach: 3mi -Pensacola - 12mi -Perdido Keys - 12mi -Naval Air Station (NAS) - 4mi

4.87 out of 5 average rating, 250 reviews

The spacious sleeping area features a large bed with soft bedding, complemented by a neutral-toned blanket. A comfortable couch is positioned nearby, while sliding glass doors provide natural light and access to the outdoor space.

Guest house in Pensacola

The Carriageway Cottage -Close to Pensacola Beach!

Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.

A charming pathway leads to the entrance of a brick house, framed by mature trees and tropical plants. A wooden walkway with rope accents connects to a brick driveway, creating an inviting approach to the home. Soft shadows are cast across the area.

4.9 out of 5 average rating, 294 reviews

"The Blue Heron" Perfect Beach Getaway!

Newly renovated, spotlessly clean 2bdrm 1 bath house conveniently located 2 minuets from Perdido Key beach and Johnson's Beach. Free parking, Front Porch, Back Deck, bathtub/shower, oven, microwave, refrigerator, dishwasher, washer & dryer, Coffee Maker, toaster, WIFI, Flat Screen TV. Public access to a boat ramp, one street over on Galvez Landing. Conveniently located near restaurants, grocery stores, and parks

Campervan/Motorhome in Pensacola Beach

A colorful vintage camper is nestled in a lush wooded setting, surrounded by tall trees and scattered foliage. A hammock is suspended between two trees, inviting relaxation. Soft lights adorn the camper, adding a gentle glow to the tranquil atmosphere.

4.9 out of 5 average rating, 161 reviews

Gypsy Rose near the beaches

Reconnect with nature at this unforgettable escape. 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.

4.98 out of 5 average rating, 551 reviews

A charming cottage exterior is presented, featuring a light-colored facade and a gabled roof. A welcoming covered porch is visible, framed by tall trees. Two beach cruiser bicycles are parked on the concrete driveway, inviting exploration of the nearby downtown area.

Cottage in Pensacola

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

A community pool area features a rectangular swimming pool surrounded by a spacious deck. Lounge chairs are arranged neatly along the edge, and two pavilions with covered seating are visible. Lush greenery and a clear blue sky create a serene setting.

4.91 out of 5 average rating, 117 reviews

Beautiful Paradise Home - 1 Mile From Beach - POOL

This two story home in Redfish Harbor provides a beach getaway in Perdido Key, Florida. Enjoy the many neighborhood amenities including a dock onto Bayou Garcon, a pool, pickle ball courts and a bocci ball court. This place is perfect for family vacations, a couples getaway or just some fun in the sun with friends. Let the spacious luxury of this home lull you into relaxation.

Popular amenities for Perdido Key family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious balcony dining area is shown, furnished with a wooden table set for six. The ocean and beach are visible in the background, alongside a large pool area with lounge chairs. The clear blue sky complements the tranquil seaside view.

4.95 out of 5 average rating, 155 reviews

Palacio 203 20%OFF! October BeachFront Best View!

A clear blue pool reflects surrounding palm trees, with lounge chairs arranged along the patio. A tiki hut provides shaded seating nearby, and two-story buildings can be seen in the background, creating a relaxing atmosphere for guests.

4.99 out of 5 average rating, 132 reviews

Immaculately clean beautiful villa@ Purple Parrot

Home in East Pensacola Heights

A spacious bedroom features a comfortable bed dressed in white linens, flanked by large windows with sheer curtains. An inviting lounge area is seen nearby, offering plush seating. The well-equipped kitchen showcases modern appliances and ample counter space. The outdoor pool area is visible, providing a relaxing retreat.

4.98 out of 5 average rating, 113 reviews

Perry Cottage * POOL*Historic Charm*Dog Friendly

4.93 out of 5 average rating, 110 reviews

Home in Pensacola

Poolside Family Retreat w/ Hot Tub & Game Room

The image displays the view from an open front door, leading to a welcome mat and a concrete pathway. Lush greenery is visible immediately outside, alongside a patch of grass and a view of nearby buildings. In the distance, a paved area features parked cars.

4.91 out of 5 average rating, 100 reviews

Short stroll to Emerald waters of the Gulf!

4.9 out of 5 average rating, 131 reviews

The tranquil scene captures a stunning sunset over calm waters, reflecting vibrant hues of orange and purple. Silhouettes of dock structures are visible in the distance, and the gentle ripples add to the serene atmosphere.

Townhouse in Perdido Key

*Vitamin Sea* (Ocean View, w/ Beach Supplies)

4.99 out of 5 average rating, 118 reviews

A living area features a large sectional sofa in a neutral tone, accompanied by accent chairs in deep blue. A circular coffee table sits in the center, with a television mounted on the wall. Floor-to-ceiling glass doors provide access to the outdoor balcony with sea views.

Flat in Orange Beach

Bluewater 306 Gulf Front - Nov. Discounts!

4.95 out of 5 average rating, 275 reviews

A spacious outdoor pool area is surrounded by palm trees and tropical landscaping. A winding path leads to a hot tub beside the pool. A Tiki hut is visible in the background, with lounge chairs positioned under the sun.

Villa in Perdido Key

Top Gulf Coast Perdido Key Getaway Island Vaca

Family- and pet-friendly home rentals

Superhost

An Airstream with a distinct pink exterior is positioned under a lush canopy of trees. White adirondack chairs are arranged near the entrance, accompanied by a pink bicycle nearby. Soft lighting illuminates the cozy outdoor space, enhancing the inviting atmosphere.

Campervan/Motorhome in Downtown Pensacola

4.81 out of 5 average rating, 463 reviews

Cozy Vintage Airstream

The living room features a spacious sectional sofa arranged around a central coffee table. Natural light flows through large windows, enhancing the open layout. A 65” Ultra 4K smart TV is positioned across from the seating area, complemented by a decorative rug and modern furnishings.

4.98 out of 5 average rating, 124 reviews

Modern Luxury 4BR in Perdido Key - Close to Beach!

4.89 out of 5 average rating, 150 reviews

A vibrant green structure is visible in the background, complemented by yellow and orange accents. In the foreground, a clear blue pool reflects the sky, with two colorful inflatable loungers floating on the surface. String lights hang above, suggesting a lively atmosphere.

Tiny home in Gulf Shores

Tiny House Casita Beach Boho meets Margaritaville

4.97 out of 5 average rating, 149 reviews

A bright living area features a modern sofa alongside a stylish coffee table, with a kitchen bar counter equipped with stools. The walls are painted light blue, and decor includes surf-themed artwork and a ceiling fan, enhancing the room's airy atmosphere.

Tiny home in Elberta

Tiny Home Near the Bay by Beach's/Pensacola/Foley

4.9 out of 5 average rating, 240 reviews

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.

Home in Pensacola Beach

Charming home, 10 min drive to Pensacola Beach

4.93 out of 5 average rating, 210 reviews

The private pool area features a clear blue water pool surrounded by a concrete deck. Two lounge chairs are positioned nearby, and a basketball hoop is set up at one end. Lush trees provide shade, enhancing the serene outdoor space.

Flat in Elberta

Treehouse * pool * dog friendly *

4.99 out of 5 average rating, 236 reviews

A comfortable living area is furnished with two brown leather sofas positioned around a central coffee table. A flat-screen TV is mounted on the wall, and bright natural light enters through adjacent windows, illuminating the space. The kitchen is visible in the background.

Guest house in Pensacola

Adorable 1 Bedroom Guest House

Apartment in East Pensacola Heights

A cozy studio living area is displayed, featuring a light gray sectional sofa with decorative cushions. A small dining table with metal chairs is positioned near the entrance. A modern ceiling fan hangs overhead, and a framed artwork adds a touch of character to the wall.

4.98 out of 5 average rating, 121 reviews

Cozy Bayou Villa - just steps from the water

Family-friendly home rentals with a pool

5 out of 5 average rating, 75 reviews

An electric golf cart with seating for six is parked in front of the townhouse alongside four adult bicycles in various colors. The grassy area provides a friendly outdoor space, complementing the inviting entrance of the property.

Townhouse in Perdido Key

*Eagle's Landing* | Self-Managed | Private Beach

4.96 out of 5 average rating, 128 reviews

The exterior of Barefoot Bungalow showcases a modern beach-style home raised on stilts. Palm trees frame the property, and a spacious balcony with seating is visible above the ground level, offering a welcoming entrance and inviting atmosphere.

Home in Gulf Shores

Fall Special, Steps to Sand & Pool: Fully Loaded

A light-filled living area features a mix of comfortable seating with a white sofa and patterned chairs, set against a backdrop of large windows showcasing views of the beach. Soft blue walls complement the coastal decor, while a decorative ceiling fan adds a stylish touch.

5 out of 5 average rating, 20 reviews

Beach Colony West 1B- Beach Front, Large Terrace

4.92 out of 5 average rating, 110 reviews

A spacious living area features a light-colored sectional sofa adorned with decorative pillows. A coffee table made of natural wood sits in the center, while a foosball table is positioned nearby. Large windows allow natural light to fill the room, complemented by accent walls in soft blue and beige.

Cottage in Gulf Shores

One Qute Cottage | Beach | Pool | Bunks

4.97 out of 5 average rating, 66 reviews

The collage showcases four distinct views of the resort-style community. A vibrant pool area featuring umbrellas and lounge chairs is shown alongside expansive golf greens. The private beach club is pictured, complementing a serene waterfront view, while a solitary bird is captured near the shore.

Villa in Perdido Key

Snowbird Serenity Escape | Golf, Gym & Pickleball

4.99 out of 5 average rating, 120 reviews

A two-story house is positioned on raised stilts, featuring a wraparound porch with white railings. Lush green landscaping surrounds the gravel driveway, leading up to the entrance. Palm trees are visible, with the lagoon seen in the background on the left side.

Home in Gulf Shores

Casa Verde: Heated Pool +JET SKI & Pontoon rental

4.94 out of 5 average rating, 135 reviews

An open-concept kitchen and living area showcases wood cabinetry and granite countertops. Large windows provide ocean views and natural light. Stylish dining and lounge furniture complement the decor, while modern light fixtures enhance the contemporary design. Textured tile flooring adds to the elegant atmosphere.

Flat in Orange Beach

Ultimate Beachfront Elegance-Turquoise Place C1704

A vibrant, layered drink is served in a tall glass on a woven tray. The background features a sandy beach and tranquil turquoise waters under a clear blue sky, creating a relaxing coastal setting from the balcony.