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Vacation rentals in Pensacola

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Waterfront Heron House- the best sunset views

3 bedrooms·3 baths

Pensacola • Florida

4.89(44 reviews)

$708.75 USD total for 3 nights

Nov 15 – 18, 2026

Large Historical Home for Groups Walk to Downtown!

Large Historical Home for Groups Walk to Downtown!

Large Historical Home for Groups Walk to Downtown!

Large Historical Home for Groups Walk to Downtown!

Large Historical Home for Groups Walk to Downtown!

Large Historical Home for Groups Walk to Downtown!

6 bedrooms·5 baths

Pensacola • Florida

4.93(92 reviews)

$1,884.38 USD total for 4 nights

Nov 15 – 19, 2026

Going tiny doesn’t have to mean going without. This gorgeous kitchen features stunning natural white marble countertops and farmhouse sink!

Tiny Home

1 bedroom·1 bath

Pensacola • Florida

5(32 reviews)

$462.97 USD total for 3 nights

Nov 16 – 19, 2026

The Wright Place: Your Perfect Beach Escape

The Wright Place: Your Perfect Beach Escape

The Wright Place: Your Perfect Beach Escape

The Wright Place: Your Perfect Beach Escape

The Wright Place: Your Perfect Beach Escape

The Wright Place: Your Perfect Beach Escape

3 bedrooms·3 baths

Pensacola • Florida

5(225 reviews)

$848.35 USD $798.66 USD total for 3 nights

Nov 15 – 18, 2026

Vintage Charmer with Tiny Pool Close to Downtown image 1

Vintage Charmer with Tiny Pool Close to Downtown image 2

Vintage Charmer with Tiny Pool Close to Downtown image 3

Vintage Charmer with Tiny Pool Close to Downtown image 4

Vintage Charmer with Tiny Pool Close to Downtown image 5

Vintage Charmer with Tiny Pool Close to Downtown

3 bedrooms·1 bath

Pensacola • Florida

4.88(251 reviews)

$651.00 USD total for 3 nights

Nov 15 – 18, 2026

Welcome to Pensa-Cozy!

Large backyard to enjoy time with friends

Cozy livingroom

Outdoor oasis- even the goat wants to come for dinner!

Cool details throughout the house.

Pensa-Cozy

3 bedrooms·1 bath

Pensacola • Florida

$836.64 USD total for 3 nights

Nov 15 – 18, 2026

Welcome to Dolphina House!

Dolphina House *East Hill * 9 Miles to the Beach!

Cozy living room with beachy decor

Dolphina House *East Hill * 9 Miles to the Beach!

Dolphina House *East Hill * 9 Miles to the Beach!

Dolphina House East Hill 9 Miles to the Beach!

3 bedrooms·1 bath

Pensacola • Florida

4.87(70 reviews)

$692.25 USD total for 3 nights

Nov 15 – 18, 2026

Luxurious new build minutes from beach+downtown

Luxurious new build minutes from beach+downtown

Luxurious new build minutes from beach+downtown

Luxurious new build minutes from beach+downtown

Luxurious new build minutes from beach+downtown

Luxurious new build minutes from beach+downtown

1 bedroom·1 bath

Pensacola • Florida

4.98(292 reviews)

$480.00 USD total for 3 nights

Nov 15 – 18, 2026

Front sitting area

Front sitting area

Pensacola Retreat | EV Charger | Sleeps 6 image 4

Pensacola Retreat | EV Charger | Sleeps 6 image 5

Pensacola Retreat | EV Charger | Sleeps 6

3 bedrooms·3 baths

Pensacola • Florida

4.92(49 reviews)

$539.00 USD total for 3 nights

Nov 15 – 18, 2026

Front sitting area

Pensacola Retreat | EV Charger | Sleeps 6

Front sitting area

Pensacola Retreat | EV Charger | Sleeps 6

Pensacola Retreat | EV Charger | Sleeps 6

3 bedrooms·3 baths

Pensacola • Florida

$800.10 USD total for 3 nights

Nov 15 – 18, 2026

Charming curb appeal welcomes you to this cozy home with a spacious driveway, manicured lawn, and a classic brick-and-siding exterior.

Enjoy privacy and open space in this large backyard with a sunny patio and enclosed sunroom access. Whether you're soaking up the sun or planning a family cookout, this yard is ready for it all.

Welcoming front entry with a glass storm door and classic brick accents.

Spacious and fully equipped kitchen featuring modern appliances and classic wood cabinetry.

Cook with ease in this bright kitchen with ample counter space and all the essentials.

Sunny Summit Escape

3 bedrooms·2 baths

Pensacola • Florida

$508.95 USD total for 3 nights

Nov 15 – 18, 2026

You'll enjoy the comfy sectional sofa.

Refinished original hardwood flooring throughout

Plenty of space to stretch out and relax.

You'll enjoy your favorite programs on the 55in smart tv

The Revere House

3 bedrooms·2 baths

West Pensacola • Florida

5(1 review)

$80/ night(excl. fees & taxes)

THE CRABSHACK: Waterview Retreat in Pensacola

THE CRABSHACK: Waterview Retreat in Pensacola

THE CRABSHACK: Waterview Retreat in Pensacola

THE CRABSHACK: Waterview Retreat in Pensacola

THE CRABSHACK: Waterview Retreat in Pensacola

THE CRABSHACK: Waterview Retreat in Pensacola

2 bedrooms·1 bath

Pensacola • Florida

4.83(117 reviews)

$1,654.44 USD total for 7 nights

Jun 18 – 25, 2027

Escape to Five Flags Retreat, Pensacola

Main Living Room

Office Area with Wifi Printer, Sofa, Bookcases

Full Kitchen is nicely equipped to enjoy meals at home. All new appliances, dishes, glassware and pots and pans.

Dining table for 8, perfect for your family meals.

Escape to Five Flags Retreat, Pensacola

4 bedrooms·2 baths

Pensacola • Florida

5(47 reviews)

$1,012.50 USD total for 3 nights

Nov 22 – 25, 2026

Inviting Saltwater Pool Oasis

Prime Gulf Breeze House with Saltwater Pool

Spacious Living/Great Room with Large TV

Inviting Screened Porch with Smart TV

Cozy Living Room with Stylish Seating

Prime Gulf Breeze House with Saltwater Pool

4 bedrooms·3 baths

Gulf Breeze • Florida

$1,500.00 USD $1,245.00 USD total for 3 nights

Nov 15 – 18, 2026

pensacola beach sunset

Sunflower Inn * Private Cozy Cottage Near beaches image 2

Sunflower Inn * Private Cozy Cottage Near beaches image 3

Sunflower Inn * Private Cozy Cottage Near beaches image 4

Sunflower Inn * Private Cozy Cottage Near beaches image 5

Sunflower Inn * Private Cozy Cottage Near beaches

1 bedroom·1 bath

Pensacola • Florida

4.89(294 reviews)

$349.00 USD total for 3 nights

Nov 15 – 18, 2026

Casey's Corner

3 bedrooms·2 baths

Pensacola • Florida

4.96(231 reviews)

$444.61 USD total for 3 nights

Nov 15 – 18, 2026

Large Bay View House w/Huge Deck & 400yr Old Oaks

Large Bay View House w/Huge Deck & 400yr Old Oaks

Large Bay View House w/Huge Deck & 400yr Old Oaks

Large Bay View House w/Huge Deck & 400yr Old Oaks

Large Bay View House w/Huge Deck & 400yr Old Oaks

Large Bay View House w/Huge Deck & 400yr Old Oaks

4 bedrooms·4 baths

Pensacola • Florida

4.88(225 reviews)

$1,348.15 USD total for 4 nights

Nov 15 – 19, 2026

LOVELY 2 BR RETREAT IN THE HEART OF PENSACOLA!!

LOVELY 2 BR RETREAT IN THE HEART OF PENSACOLA!!

LOVELY 2 BR RETREAT IN THE HEART OF PENSACOLA!!

LOVELY 2 BR RETREAT IN THE HEART OF PENSACOLA!!

LOVELY 2 BR RETREAT IN THE HEART OF PENSACOLA!!

LOVELY 2 BR RETREAT IN THE HEART OF PENSACOLA!!

2 bedrooms·2 baths

Pensacola • Florida

$720.00 USD total for 3 nights

Nov 15 – 18, 2026

This spacious screened pool area offers the perfect spot to cool off, relax, and enjoy Florida sunshine. With plenty of room for lounging and swimming, it’s ideal for both laid-back afternoons and fun with family or friends.

Enjoy outdoor living in this screened-in pool area, designed for both relaxation and entertainment. The enclosure provides comfort and privacy while allowing you to enjoy the sunshine and fresh air beside the sparkling pool.

Convenience meets functionality with a dedicated laundry room featuring a washer, dryer, utility sink, and plenty of storage. Just steps away, the spacious two-car garage provides ample room for parking, storage, or additional gear during your stay.

The spacious two-car garage offers plenty of room for parking, storage, or keeping bikes and beach gear organized during your stay. With easy access and ample space, it’s a convenient addition for guests who want extra room for vehicles and equipment.

The welcoming entryway features a charming blue front door and a bright, open layout that leads into the main living areas of the home. With easy access to nearby rooms and plenty of natural light, which creates a warm and inviting first look for guests.

Whispering Sands

0 bedrooms·2 baths

Gulf Breeze • Florida

$744.12 USD total for 3 nights

Nov 28 – Dec 1, 2026

Property grounds

Gone Coastal

2 bedrooms·2 baths

Florida

$648.28 USD total for 3 nights

Nov 16 – 19, 2026

Savor the beauty of the Sound from your private balcony retreat. A front-row seat to breathtaking sunsets and tranquil waters, inviting you to unwind. 🌅🌊 #BalconyVista #SoundSerenity #Nature'sSymphony

Welcome to the future of storage! Our roll away twin bed is stowed conveniently away in the closet.

Step into the oasis of tranquility and relaxation. The master suite offers majestic views of the tranquil waters, creating a blissful ambiance that will make you want to stay forever.

Our dinning room comfortably seats 6 at the table and 4 at the bar. Host your next get-together in style.

Nothing says vacation vibes like dining in with a view and creating memorable moments!

Dune Our Thing - Santa Rosa Dunes #724

2 bedrooms·2½ baths

Escambia County • Florida

5(2 reviews)

$623.61 USD total for 3 nights

Nov 24 – 27, 2026

Gather and indulge in unforgettable moments around our spacious dining table, seating 8. Share laughter, stories, and exquisite meals in the heart of your home away from home. 🍽️✨ #FeastAndFellowship #DineInStyle #MemoriesMadeHere

Step into comfort and convenience with our charming half bathroom, conveniently located near the entryway. A stylish welcome awaits you as you begin your unforgettable stay. ✨ #WelcomeRefresh #EntrywayConvenience #ChicHalfBath

Primary Bedroom, accommodated with a lush king mattress and beautiful views of the sound.

Makeup vanity/office area in the Primary bedroom with amazing views.

Unwind in style while the little ones' imaginations take flight in our spacious living room. A dedicated kid's corner, complete with coloring books, puzzles, and endless fun, ensures family memories that will last a lifetime. 🧸🎨🏠 #FamilyFunZone

La Vie est Belle - Santa Rosa Dunes #823

2 bedrooms·2½ baths

Escambia County • Florida

$585.00 USD total for 3 nights

Nov 15 – 18, 2026

Relax and soak up the sunsets with a cold beverage in Polywood chaise lounges next to the gorgeous, screened-in, and the heated (year round) pool. Cheers!!

Welcome to The Garden. Our newly built backyard oasis for cooking, conversation, and camaraderie. Fire up the Weber Grill and enjoy the best of coastal life on The Emerald Coast!

Our main living room featuring a 65" 4K HDR Roku TV, Leather furniture, plenty of board games, and space to relax. Bring the streaming creds!

Our heated/cooled game room featuring dual Pop-A-Shot, 30-Game Nintendo Entertainment System, & Foosball Table. Air hockey is the favorite!

Stunning Pensacola Beach and its iconic fishing pier are only minutes away from our property and feature a superb mix of attractions for families, couples, and groups of friends. Spotting sea turtles, rays, sharks, and dolphins is a family favorite!

Emerald Waves Hideaway

3 bedrooms·2 baths

Gulf Breeze • Florida

5(88 reviews)

$1,221.92 USD total for 4 nights

Nov 15 – 19, 2026