
Family-friendly holiday rentals in Goulding
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Top-rated family-friendly rentals in Goulding
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Perfect Secret Downtown Suite | Multiday Discounts
You're going to love the style and convenience of this studio suite apartment with kitchenette and full bath located in the heart of downtown just off Palafox St and Garden St. This is the perfect spot for staying downtown after a show at Vinyl Music Hall or a night of dancing at Seville Quarter. Comfortable and well-appointed for longer stays! Walk to all downtown destinations. Parking $12 daily at the Jefferson St Garage. 1 King/1 Queen Sleeps 4. **No Palafox Balcony access from this unit.**

COCO RO! Outdoor Shower + Hammock + Free Parking!
Welcome to good vibes at Coco Ro "Surf Shack" - your cozy retreat in downtown Pensacola! This thoughtfully styled 2BR coastal cottage blends laid-back comfort with 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!

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.

Charming 2BR Cottage in East Hill near cafes/shops
Relax and unwind in this cozy 2-bedroom cottage nestled in the vibrant, historic East Hill neighborhood. Ideally located, you're just a short stroll away from a dog park, local coffee shops, East Hill Pizza, Publix and Alga Brewery—everything you need for a laid-back day out or an extended stay. Plus, you’re only minutes from all the top attractions in Pensacola. Whether you're here to explore, dine, or just enjoy the local scene, this property is the perfect spot to kick off your adventures.

Blue door suite-near beach, downtown, airport, NAS
Centrally located, over sized in-law style guest suite. Minutes to the airport, Bay Center, downtown- easy drive to Pensacola Beach and Naval Air Station. One true bedroom with a large bathroom, large living room with kitchenette, TV, wifi, queen sized sofa bed with memory foam mattress. Outside smoking area. Private entry and parking located at the rear of the home. Owners live on site in completely separate, but attached quarters. THIS LISTING DOES NOT ALLOW ANIMALS DUE TO OWNER ALLERGIES.

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 😴). ***

'Coral Reef Cottage' 3BR/2BA w/ 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.

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.

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.

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.

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!

Beach Vibes on Downtown’s Side
This eco-friendly cottage hosts a peaceful Gulf Coast theme on a quiet street, just blocks away from all the action. Located on the edge of downtown, you're never too far away from all Pensacola has to offer, and a quick jaunt to Pensacola or Perdido Beach. This home offers 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.
Popular amenities for Goulding family-friendly rentals
Family-friendly home rentals with a hot tub

Hot tub/ Pool Relaxing Getaway

Townhome A w/hottub in downtown, mins to beach

Clean and cozy, close to PCC

Poolside Family Retreat w/ Hot Tub & Game Room

Waterfront Sunsets

East Bay Getaway - Studio with Pool & Hot Tub

Flamingo On Fisher In The Heart Of Pensacola

Pensacola Near It All-4BR, Heated Pool, Hot Tub
Family- and pet-friendly home rentals

Historic Pool Cottage! Dog Friendly

The Pine House Pace, FL

Piece of Paradise

Walk To Downtown, Fenced Yard, Games, Fire Pit

Charming Cottage, 2+BR (entire home, self checkin)

Modernized 2BR Historic Home w/ King bed

Olivers Oasis ~ 1 mile from Downtown 3 br | 3ba

Casa Catrina • A Vibrant Mexican Art Retreat!
Family-friendly home rentals with a pool

Sunset on the Bayou near NAS/Downtown Pensacola

Pool House at Indigo Cove, Close to NAS!

East Bay Hideaway — A Private Waterfront Escape

Pensacola Blue Angel Pool House

Private Pool-Near NAS-Grills-Game Room FamilySetUp

Private Pool / Two living rooms /Downtown

Modern & Cozy Condo | Parking + 2BR

Saltwater Pool! Cottage-Mins to Downtown & Beaches
Destinations to explore
- Florida Panhandle Holiday rentals
- Atlanta Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Orange Beach Holiday rentals
- Miramar Beach Holiday rentals
- Pensacola Holiday rentals
- Santa Rosa Island, Florida Holiday rentals
- Birmingham Holiday rentals
- Rosemary Beach Holiday rentals
- Gulf State Park
- Destin Beach
- Gulf Shores Public Beach
- Perdido Key Beach
- Crab Island
- Destin Harbor Boardwalk
- Alabama Point Beach
- Pensacola Beach
- OWA Parks & Resort
- Opal Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Flora-Bama Lounge
- Gulf Breeze Zoo
- Henderson Beach State Park
- The Hangout
- Waterville USA/Escape House
- USS Alabama Battleship Memorial Park
- HarborWalk Village
- Adventure Island
- Gulfarium Marine Adventure Park
- The Track - Destin
- The Boardwalk on Okaloosa Island
- The Lighthouse Condominiums





