Family-friendly holiday rentals in Goulding

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Top-rated family-friendly rentals in Goulding

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite

The living area includes a modern entertainment setup with a large flat-screen TV mounted on the wall. A cozy white sofa is complemented by a textured blue rug, while surfboards are displayed as wall decor, enhancing the coastal theme.

Home in Pensacola

4.98 out of 5 average rating, 325 reviews

COCO RO Downtown! Outdoor Shower, Hammock +Parking

Welcome to good vibes at Coco Ro "Surf Shack" - your cozy retreat in downtown Pensacola! This thoughtfully designed 2BR coastal cottage blends laid-back comfort w/ curated nautical details, creating the perfect space to unwind after a day of exploring. Just 1 mile to vibrant Palafox St, 12 blocks to the bay & a short drive to the Gulf’s stunning, iconic white sand beaches! • Outdoor shower! • XL hammock • Smart TV • Washer/Dryer • Private yard • Free driveway parking *Tap ❤ to save for later!

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Top Guest favourite

A private patio area is surrounded by greenery, featuring a wooden deck and a large tree. Natural light filters through the large windows of the apartment. A fire pit is positioned on the deck, creating an inviting outdoor space for relaxation.

Guesthouse in Pensacola

4.9 out of 5 average rating, 226 reviews

Private Apartment! Spring Street Retreat

This cozy retreat is a detached private apartment in a quiet neighborhood just minutes from downtown. The space has its own private entrance with a patio, queen bed, Roku TV, Alexa, kitchenette, and a private bathroom. The kitchenette features a mini-fridge, 2-burner stovetop, microwave, toaster, and coffee maker. Whether you are here for a quick weekend getaway, extended vacation, or visiting as a traveling professional, you will find that this space will enhance your Pensacola experience.

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Top Guest favourite

The exterior of a single-story cottage is shown, featuring a welcoming porch with planters. Lush green grass surrounds the house, and a driveway leads to a red car parked nearby. A fence provides privacy along one side, complemented by sunny blue skies.

Home in Pensacola

4.99 out of 5 average rating, 186 reviews

Estella’s Place-your piece of Florida paradise

Beautifully renovated one bedroom, one bath 1956 home in the East Hill neighborhood of beautiful Pensacola. Come enjoy all the comforts of home while exploring Pensacola. Relax in the completely private backyard. Perfect for couples, solo adventurers, and business travelers. Conveniently located to the airport, restaurants, downtown, Gulf Breeze, and Pensacola Beach Please no children, pets, parties, smoking or vaping. Estella’s Place...where the past meets the present impacting the future.

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Top Guest favourite

A spacious bedroom features a large bed with layered bedding and geometric patterned rugs covering the floor. Natural light pours in through multiple windows, illuminating the room. A seating area with a chair and a floor mirror is positioned nearby, complimenting the serene atmosphere.

Guest suite in Pensacola

4.93 out of 5 average rating, 308 reviews

The Rooftop Loft of Barcelona

A former artist studio converted to a comfortable retreat space in the North Hill neighborhood of Pensacola. Within a mile of Downtown Pensacola... the location is tough to beat! This cozy space is perfect for two, and is high up overlooking the treetops and rooftops of historic Pensacola. The high ceilings make the loft feel spacious, and the large windows fill the space with natural light. ***We do make a special request that guests walk softly after 10:00pm (we sleep below 😴). ***

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Guest favourite

A welcoming living space features a large wall-mounted television displaying aquatic life. Light-colored walls complement the chic decor, including framed art and a decorative plant. A comfortable seating area is arranged with a small accent table and an ottoman, creating an inviting atmosphere for relaxation.

Home in Pensacola

4.89 out of 5 average rating, 179 reviews

'Coral Reef Cottage' 3BR/2BA with Hot Tub!

Centrally located with quick access to the interstate. This cozy space is fully furnished to be your 'home away from home'. Rest and relax with a Smart TV in every room, full kitchen, XBox with games for the kids, washer/dryer, propane grill and a Hot Tub to unwind in. Located 15 minutes from Pensacola Beach and 10 minutes from historic downtown and Palafox St. Enjoy easy access to bars, white sand beaches, art galleries, boutiques, music, unique restaurants, and more.

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Top Guest favourite

A patio area is visible, surrounded by lush greenery and vibrant flowers. A red table and chairs sit under a green umbrella, providing a shaded spot for relaxation. An enormous live oak tree offers additional coverage, enhancing the secluded garden feel.

Guesthouse in Pensacola

4.97 out of 5 average rating, 783 reviews

North Hill Guesthouse

This small but cute guesthouse, repainted and its floors refinished in December 2024, is a five-minute drive from downtown Pensacola, the double A baseball stadium on Pensacola Bay, and a host of restaurants and bars. It is also 20 minutes from Pensacola Beach and the beautiful Gulf Coast. The guesthouse is a separate structure, located in a semi-tropical garden, that affords lots of privacy and quiet in the historical North Hill neighborhood that is ideal for long walks.

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Top Guest favourite

A vintage cottage features a light blue exterior surrounded by a white picket fence. A gravel driveway leads to the entrance, complemented by tropical landscaping including palm trees.

Cottage in Pensacola

4.98 out of 5 average rating, 551 reviews

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

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Top Guest favourite

A modern kitchenette features sleek cabinetry and a white countertop. Essential appliances include a refrigerator, a microwave, and an electric kettle. Two wooden stools are positioned at the countertop, and a wall-mounted shelf displays decorative items and kitchenware.

Guesthouse in Pensacola

4.97 out of 5 average rating, 219 reviews

1950’s East Hill Carriage House

Welcome to our renovated 1950s carriage house, tucked privately behind our home in East Hill. Steps from scenic Bayview Park with paddle boards, canoes, and bikes for rent, and a short ride to bars, breweries, and restaurants on 12th Avenue. Historic downtown Pensacola offers shopping, dining, and live music at Vinyl Music Hall and performances at The Saengar Theater. Plus, the stunning white sands of Pensacola Beach are a short and stunning drive away.

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Top Guest favourite

Home in East Hill

4.94 out of 5 average rating, 404 reviews

The Orange Bayview 🍊 Pet Friendly 🐬Studio Suite 🌴

Orange You Glad You Found This Place? Steps from Bayview Park including small and large dog parks, dog beach, tennis courts, workout area, boat ramp, Bayview Center & more. 5 minutes to downtown, 15 minutes to Pensacola Beach. While attached to the main house, the guest suite is its own private space, with a separate entrance, temperature control, driveway parking for 2 and room for a small boat. We’ll do anything to make your stay great!

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Top Guest favourite

A spacious guest suite highlights a queen bed with crisp linens and a ceiling fan above. A comfortable seating area with a blue couch provides additional relaxation space. Natural light fills the room through glass doors leading to a separate area. Minimalistic decor enhances the serene atmosphere.

Guest suite in Pensacola

4.99 out of 5 average rating, 114 reviews

Fish House near beach+downtown!

The Fish House is a brand new East Hill getaway. Close to airport, downtown and Pensacola Beach! It is also a short walk to East Hill Wine Bar, Alga Brewery, jitterbug coffee shop and popular J’s bakery. While attached to the main house, this guest suite is completely private with it’s own entrance, driveway parking and patio area. As new hosts in the area, we are excited to make your visit to Pensacola as enjoyable as possible!

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Top Guest favourite

The exterior of the bungalow features a welcoming front porch with two red chairs flanking a small table. Potted plants with vibrant flowers are placed on either side of the entrance. A well-maintained lawn extends in front of the house against a light gray siding backdrop.

Bungalow in Pensacola

4.99 out of 5 average rating, 139 reviews

East Hill Bungalow

The bungalow is situated in the charming East Hill area. You’ll find several locations outside the door on 12th Ave, including Jitterbug Coffee House, East Hill Pizza Company, J’s Bakery, Wisteria Bar & Publix. Enjoy the quiet neighborhood at night on the back deck. Just behind the house is ALGA Beer Company, a new local brewery, as well as Brown Bagger food truck, a gourmet hamburger outlet.

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Guest favourite

Natural light fills the open living space, highlighting the beautiful wood floors and modern furnishings. A comfortable seating area is positioned near large windows, while a kitchenette and a stacked washer/dryer are visible, blending functionality with style.

Tiny home in Pensacola

4.84 out of 5 average rating, 307 reviews

Tiny Home W/Stock Tank Pool ~15 minutes to Beach

Try out tiny living in this awesome custom tiny home located Pensacola Florida. Tastefully decorated, relaxing space with abundant natural light. Delight in luxurious white marble countertops, beautiful decor & soft velvety linens. No seashell decor in this cottage! Convenient location near downtown Pensacola, Bay Center, East Hill, Hwy & just a short 15 mins to beach!

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