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Historic downtown Pensacola at golden hour

I Love Southern Vacays · Pensacola, Florida

Pensacola vacation rentals for the way you want to stay.

Discover real-photo vacation rentals for couples, families, dog trips, pool days, longer stays, and nearby Gulf Coast getaways. Pick the home that fits your group's needs by using our Smart Filter below.

Find your stay Beach by day. Home by night. Pick your trip and see the real photos.

Start with who is coming

Tell us who is coming. We will show you the home.

A weekend for the two of you. A girls' trip. A pool week with the kids. Grandma, the cousins, and the dog. Each home here was set up for a certain kind of trip, and every Pensacola home is an easy drive to the beach. Look at the real photos, check the icons, and pick the one that feels like your trip.

Find the stay that fits

Start with your non-negotiables.

Choose a location, the features you care about, and the space your group needs. We will narrow the list without hiding the details that matter.

Location
Must-haves

15 of 15 stays match your list.

01

WALK TO DINNER. DRIVE TO THE BEACH.

The Boho Collection

For couples and good friends who want downtown and the beach on the same trip. Walk 10 minutes to Palafox, where you will find a variety of restaurants from food trucks to upscale, and everything in between. Pensacola Beach is 15 minutes by car. Over 330 guest reviews at 4.98 stars.

Boho Patio Suite fire table and seating under string lights
1 / 10

A PRIVATE GARDEN SUITE FOR TWO

Boho Patio Suite

When was the last time you had a slow morning together? No alarm, nowhere to be. Coffee in the courtyard, a day at the beach 15 minutes away with the chairs and cooler already packed, then twinkle lights at night. Traveling solo? Guests say they felt safe here on their own. “Believe all the hype.” Maddie, Des Moines

“A great area with great restaurants within walking distance.”
Contessa5-star guest review · July 2026
  • 1 bedroom
  • Sleeps 2
  • Beach 15 min
  • Beach gear included
  • Walk downtown
DowntownCouplesSolo
Boho Bungalow entry and colorful sitting area
1 / 10

AIRBNB GUEST FAVORITE · TOP 1% OF HOMES

Boho Bungalow

For a couples getaway or a weekend with your best friend. Beach all day, dinner downtown, then back to the front porch with a glass of wine, talking until way too late. Guests say they sleep better here than they have in years, and a lot of them book their next stay before they check out.

“This house was an amazing gem tucked away in Pensacola!”
Cassie5-star guest review · July 2026
  • 2 bedrooms
  • Sleeps 4
  • King bed
  • Beach 8 mi
  • Walk downtown
DowntownCouplesSoloGirls’ trips
Boho Garden House yellow exterior and front porch
1 / 14

TWO COUPLES. TWO PRIVATE SUITES. ONE COURTYARD.

Boho Garden House

Ever shared a rental with another couple and heard way too much through the wall? Not here. Each couple gets its own suite, bathroom, and door. Then everyone meets in the courtyard for fire pit nights. Beach gear for both couples, 15 minutes to the sand, and nobody sleeps on an air mattress.

“The kitchen had everything that we needed to cook our own meals, and the location was within easy walking distance to all the restaurants and activities downtown.”
Alexis10/10 guest review · April
  • 3 bedrooms
  • Sleeps 6
  • Whole house
  • 2 private suites
  • Beach 15 min
DowntownCouplesGirls’ trips
02

POOL AT HOME. BEACH WHEN YOU WANT IT.

The Pool Collection

For the family trip where the grown-ups get to sit down too. Spend the morning at the beach, then come home to your own pool. No fighting for a hotel lounge chair, and no dragging tired kids through a lobby in wet towels.

Family Fun Pool House aerial view of private pool and backyard
1 / 13

THE KIDS MAY SKIP THE BEACH FOR THIS POOL

Family Fun Pool House

For families who want it to feel like home, not a rental. The kids swim all afternoon in a deep saltwater pool with a fenced yard around it. You grill dinner, and everyone ends up at the fire pit. Pool toys, beach towels, and a cooler are ready for your Pensacola Beach day. Bring the dog too.

“Pool and backyard was private! Lots of memories made the last few days!”
Amy5-star guest review · July 2026
  • 3 bedrooms
  • Sleeps 6
  • Private pool
  • Fenced yard
  • Dog-friendly
Pool daysFamiliesMulti-genDog-friendly
Northpointe Pool House private pool and covered patio
1 / 10

PRIVATE POOL. GAME ROOM. WAFFLE BAR.

Northpointe Pool House

For parents who are tired of packing the whole house. Floats, beach chairs, towels, and coolers are already here. The kids head straight for the arcade game room, you head for the coffee bar, and breakfast is waffles. Guests say they barely wanted to leave. Pensacola Beach is about 21 miles away for an easy day trip.

“The pool was amazing. The game room in the garage was a hit.”
Gabriela5-star guest review · July 2026
  • 3 bedrooms
  • Sleeps 6
  • Private pool
  • Game room
  • Beach 21 mi
Pool daysFamiliesMulti-genCouples
Perdido Pool House private pool with lounge chairs
1 / 14

ABOUT 10 MINUTES FROM THE QUIET BEACH LOCALS LOVE

Perdido Pool House

For the big family trip with no line for the bathroom. Four bedrooms and three full baths, so everyone gets ready on time. Mornings by your private pool, afternoons at Johnson Beach on Perdido Key about 10 minutes away, where locals go to skip the crowds. A Top 5% home on Airbnb.

“The highlight was definitely the pool. It was absolutely beautiful, well-maintained, and the perfect place to relax and spend time together.”
Tina5-star guest review · July 2026
  • 4 bedrooms
  • Sleeps 10
  • Private pool
  • 3 full baths
  • Fenced yard
  • 1 dog · under 40 lb
Pool daysFamiliesDog-friendly
03

HOT TUBS, PRIVATE DOCKS, AND BAY VIEWS

The Southern Luxe Collection

For the trips that matter most. The family reunion, the big birthday, the week everyone has talked about all year. Pick a downtown Pensacola home with a hot tub and fire pits, a private dock on Alabama's Fish River, or a condo on the bay steps from the Gulf.

Garden Street Guest House front exterior
1 / 18

BRING EVERYONE. THERE IS ROOM.

Garden Street Guest House

For the trip that is about the people. Grandparents in the hot tub, kids in the Fun Room playing a retro Atari, and everyone around the fire pit under the big oak trees. Close to downtown and about 15 minutes to Pensacola Beach. 4.99 stars from 150 reviews.

“Place was awesome. Hot tub was perfect.”
Jacob5-star guest review · November 2025
  • 3 bedrooms
  • Sleeps 9
  • Hot tub
  • 2 fire pits
  • Beach 15 min
DowntownMulti-genFamiliesGirls’ trips
The Honey House waterfront exterior, dock, and lower deck
1 / 17

FISH RIVER, ALABAMA

The Honey House

For three generations and a boat. Fish off your own dock in the morning, kayak after lunch, and watch the sunset from the screened boathouse bar. There is an elevator, so Grandma can come too. 10 minutes to Fairhope and about 20 minutes to the Gulf Shores beaches.

“a beautiful home on the water with all the amenities.”
Richard5-star guest review · December 2025
  • 3 bedrooms
  • Sleeps 10
  • Waterfront
  • Private boat slip
  • Elevator access
WaterfrontMulti-genFamiliesDog-friendly
04

HOT TUBS, GARDENS, AND A SLOWER PACE

The Zen Collection

For people who want peace and quiet without being far from town. Tropical gardens, hot tubs under string lights, and old homes with real character in Historic East Hill. Walk to coffee, drive to the beach, and come back to quiet.

East Hill Jazz House fire pit patio at twilight
1 / 11

A 100-YEAR-OLD HOME WITH A LOT OF SOUL

East Hill Jazz House

For the traveler who is tired of plain beige rentals. A 100-year-old home packed with color and art, with private porches plus access to a shared tropical garden, hot tub, and outdoor shower. Walk to nearby coffee shops and restaurants, then drive to the beach. Guests say it feels like staying in a museum.

“Cute space, big yard, comfy beds. We really enjoyed it!”
Renee5-star guest review · July 2026
  • 2 bedrooms
  • Sleeps 4
  • Shared hot tub
  • Fenced shared garden
  • Dog-friendly
CouplesSoloGirls’ tripsDog-friendly
Tommy’s Zen Cottage hot tub patio under string lights
1 / 10

STEP THROUGH THE GATE AND THE CITY GOES QUIET

Tommy’s Zen Cottage

For you and your dog. There is a dog park down the street, and the dog beach on the west end of Pensacola Beach is an easy drive. Then come back to a garden guests call magical, with a hot tub, a hammock, a fire pit, and an old clawfoot tub inside. One guest said they came for the beach and spent just as much time right here.

“This was such an amazing place, we cannot wait to come back once the garden is more green.”
Dakota5-star guest review · March 2026
  • Loft sleeping area
  • Sleeps 4
  • Loft
  • Hot tub
  • Dog-friendly
CouplesSoloDog-friendly
East Hill Eclectic Estate blue house front exterior
1 / 17

TWO HOMES. ONE GARDEN. ONE HOT TUB.

East Hill Eclectic Estate

For the group that wants to stay together without being on top of each other. Your Estate reservation includes the Jazz House and the cypress cottage behind it, so everyone has a door to close. Then you meet in the private garden and hot tub, with no unrelated guests sharing the property. Ideal for up to 8 guests, with space for up to 10 when your group is comfortable with the loft and sleeper sofa layout.

  • 2 bedrooms + loft
  • Sleeps 10
  • Private estate
  • 2 homes
  • Dog-friendly
FamiliesGirls’ tripsDog-friendly
05

SMART COMFORT, THOUGHTFUL VALUE

The Savvy Stay Collection

For people in Pensacola for a reason: a new job, a sailor to visit, a move, or a longer work assignment. Find a home with the space and features that fit your stay, including cooking space, Wi-Fi, or waterfront access, depending on the home. The beach is an easy drive for a day off.

Beulah Bungalow living room
1 / 10

ROOM TO UNPACK AND STAY AWHILE

Beulah Bungalow

For the family between homes or in town for a while. Two bedrooms, a full kitchen for real home-cooked dinners, and your own front porch on a quiet dead-end street. Unpack once and stay put. The beach is an easy drive on the weekend.

“Really nice home and had a great time!”
Jared5-star guest review · January 2026
  • 2 bedrooms
  • Sleeps 5
  • Full kitchen
  • Quiet street
  • Longer stays
FamiliesLonger staysWork stays
Enclosed porch swing at Porch Swing Cottage
1 / 10

JUST ENOUGH. JUST RIGHT.

Porch Swing Cottage

For one or two people who just want some quiet. Cook a simple meal in the kitchenette, start the morning on the porch swing with coffee, and come back to a private rear-unit stay after a day in Pensacola. Simple, private, and an easy drive to the coast.

“Location was great and the house was very homey. Very quick with responses.”
Julie5-star guest review · February 2025
  • 1 bedroom
  • Sleeps 2
  • Private rear unit
  • Screened porch
  • Wi-Fi + covered parking
CouplesSoloWork stays
Boats along the waterfront at Bayou Grande
1 / 10

WATERFRONT WITHOUT THE RESORT FUSS

Bayou Grande

For families coming to see their sailor. You are under 10 minutes from NAS Pensacola, and you can kayak or fish right out back when you get home. Two bedrooms, two baths, a covered balcony, and about 16 minutes to the Perdido Key beaches. Small dogs welcome.

  • 2 bedrooms
  • Sleeps 4
  • Waterfront
  • 2 full baths
  • Beach 16 min
WaterfrontDog-friendlyWork staysLonger stays

Recent five-star guest notes

The people who stayed here say it best.

Recent 5-star reviews from I Love Southern Vacays guests.

“This house was an amazing gem tucked away in Pensacola!”
“Pool and backyard was private! Lots of memories made the last few days!”
“The pool was amazing. The game room in the garage was a hit.”
“The highlight was definitely the pool. It was absolutely beautiful, well-maintained, and the perfect place to relax and spend time together.”
“Very nice place! Relaxing sitting on the back porch and looking over the bayou. Very close to NAS Pensacola and an easy drive downtown.”
Pensacola Beach ball water tower, palms, and shoreline at golden hourA Pensacola day, at your pace

The local version of a good trip

Beach in the morning. Palafox at night.

Beach before lunch. A nap. Dinner downtown, where you will find a variety of restaurants from food trucks to upscale, and everything in between. Some live music, then a slow walk home under the oak trees. The beach is an easy drive from every home we host in Pensacola.

White sand beaches are an easy drive from every Pensacola home.
Come back to good coffee, a comfy bed, and a real night's sleep.
Sun-warmed Southern texture with oak leaf shadow

Every single stay

It looks like the photos. And we answer when you text.

Hi, I'm Cathy. My local team and I walk through every home before you arrive, so it looks like the photos when you open the door. If something comes up, you text a real person here in Pensacola, not a call center. You are a guest in our home, not a reservation number. Seven years as a Superhost, with a 100% response rate.

Find your Pensacola stay

Good to know

Quick answers before you book.

The practical questions guests ask while choosing a Pensacola or nearby Alabama stay.

Where are I Love Southern Vacays vacation rentals located?

Most of our homes are in downtown Pensacola and nearby Pensacola neighborhoods. We also host The Honey House on Fish River near Fairhope and Navy Cove Harbor in Fort Morgan / Gulf Shores, Alabama. Start with the collection that matches your setting, then compare each home's current details.

Which I Love Southern Vacays rental is best for my trip?

Start with who is coming, your preferred setting, and the features you care about. Couples and solo travelers can start with the Boho or Zen homes. Families who want a pool can start with the Pool Collection. Garden Street Guest House and The Honey House are our multi-gen choices, while the dog icon identifies homes that may welcome dogs. Check current capacity, amenities, and rules on each stay.

How far are your vacation rentals from Pensacola Beach?

Drive times depend on the home, traffic, and season. The Boho homes and Garden Street Guest House are about 15 minutes from Pensacola Beach. Perdido Pool House is about 10 minutes from Johnson Beach on Perdido Key, and Bayou Grande is about 16 minutes from Perdido Key beaches. Navy Cove Harbor is a short walk to Fort Morgan Beach. Check the individual listing for current travel guidance for any other home.

Do you have rentals with a pool, hot tub, or waterfront setting?

Yes. For pool days, begin with the Pool Collection: Family Fun Pool House, Northpointe Pool House, and Perdido Pool House. Garden Street Guest House has a hot tub. The Honey House and Bayou Grande are waterfront, while Navy Cove Harbor has bay views plus shared pools and hot tubs. Check each listing for current amenities and availability.

Do you have dog-friendly vacation rentals in Pensacola?

Selected homes may welcome dogs. In the filters above, select Dog-friendly under Must-haves, then review the individual listing for current dog rules. Family Fun Pool House and East Hill Jazz House have fenced outdoor areas, Perdido Pool House welcomes one well-behaved dog under 40 lbs, and Bayou Grande accepts qualifying small, well-behaved dogs. Beulah Bungalow and Porch Swing Cottage do not permit pets. Explore dog-friendly stays

Can I book an I Love Southern Vacays rental directly?

Yes. Use the Smart Filter to narrow your options by location, must-haves, and group size, then choose the home that fits your dates. Book directly with I Love Southern Vacays and save over 15.5% versus Airbnb pricing. Have questions before you book? Once you choose a property and visit its page, you can book immediately, or you can send us an inquiry to share your dates, group size, and priorities so our team can help you choose the right stay.

Come as you are

A stay for every version of a getaway.

Start with the way you want the trip to feel. Then explore the homes that were made for it.

Browse all stays

Couples

Slow coffee, a good dinner, and a home that feels picked just for the two of you.

Solo travelers

A comfortable base for a reset, a concert weekend, or a few days on your own schedule.

Bring the dog

Find homes that may welcome your dog. In the filters above, select Dog-friendly under Must-haves, then confirm the individual home's current rules before you book.

Pool families

Pick a pool-focused home for the kind of trip where playtime is part of the plan.

Multi-gen trips

Find room to gather, plus enough breathing room for grandparents, parents, and kids.

Girls’ trips

Make room for dinner downtown, beach time, and the kind of catch-up you never rush.

Staying longer

Find a furnished home base for work, a move, a sailor visit, or simply more time in Pensacola.

Pensacola is calling

Tell us who is coming. We'll help you find the right stay.

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