House holiday rentals in Pensacola Beach

The living area features a light-colored sofa and two armchairs, complemented by decorative pillows. A coffee table is centrally placed, with a woven tray on top. Soft lighting is provided by multiple lamps, and large windows are adorned with sheer curtains, allowing natural light to enter.

4.96 out of 5 average rating, 121 reviews

Midtown Luxury Stay w/Courtyard

Centrally located in Pensacola's thriving shopping district, your home base is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

A bright living area is highlighted by large windows allowing natural light to fill the space. A white couch adorned with textured cushions sits on a vibrant blue area rug. A small round table with a plant stands beside the couch, while wall art features a motivational phrase.

4.99 out of 5 average rating, 272 reviews

Coco Ro Downtown! Hammock, Porches & Free Parking!

Welcome to good vibes @ Coco Ro Surf Shack - your cozy, beachy retreat in downtown Pensacola! This designer 2-bedroom cottage offers laid-back comfort just a stone’s throw from the heart of downtown. Only 1 mile to trendy Palafox St, 12 blocks from the bay & a short drive to pristine beaches. Your coastal escape awaits! ・Seasonal outdoor shower ・XL hammock ・Smart TV ・Washer/Dryer ・Private yard ・Free driveway parking *Outdoor shower closed in colder months *Tap the ❤ in the top right to save!

A charming cottage is set within a lush yard, featuring a welcoming front porch adorned with potted plants. A brick pathway leads to the entrance, framed by vibrant greenery and shaded by mature trees in the background.

4.96 out of 5 average rating, 174 reviews

Walk To Downtown, Fenced Yard, Games, Fire Pit

Welcome to Cooper's Cottage a beautifully renovated 1933 home in the Garden District of Pensacola less than one mile from downtowns historic Seville Square and Palafox St. where you will enjoy bars, restaurants , shopping, art galleries and more. Just 15 min to Pensacola beach and close to NAS home of the Blue Angels. Relax in our fully fenced, pet friendly back yard with gas grill, outdoor dining, lounge seating with fire pit. There are 2 bikes, outdoor games and more. Smart TVs in each room

4.91 out of 5 average rating, 126 reviews

Home in Perdido Key

Bay Watch: Charming Waterfront Home with 2 Kayaks!

Welcome to Bay Watch! You'll enjoy gorgeous views, coffee on the balconies & serene waters. This unit sits on a calm, shallow cove of Perdido Bay, providing the perfect place for families to relax, play, and paddle safely. This 3 bed/2.5 bath comfortably sleeps 6 and includes a full kitchen, laundry room, and 2 kayaks! Spend all day right here, isolated and tucked away from the hustle and bustle. Or take a short 5 minute drive to Perdido Key Beaches, restaurants, etc. Continue for more Details

4.99 out of 5 average rating, 141 reviews

Modern, cozy, pet-friendly cottage w/king

Auer House (pronounced “our”) is a spacious, modern downtown Pensacola home steps from walkable restaurants and parks. Experience NAS Pensacola and the Blue Angels…sit on the front porch and hear their roar as you catch a glimpse as they practice! We are near the Blue Wahoos Stadium, Joe Patti’s and all the festivals! And Fido is welcome; there’s a dog park across the street! Unwind in this super clean retreat featuring fast WiFi, or sit outside around the fire pit, disconnect and reconnect!

A spacious backyard is illuminated by soft lights, featuring a central gravel area. Woven hammocks are positioned for relaxation, surrounded by a grassy lawn and a wooden fence that provides privacy. Trees stand tall, contributing to the inviting outdoor atmosphere.

4.99 out of 5 average rating, 187 reviews

The Hosta Hangout - A Luxury Central Haven!

Welcome to the Hosta Hangout! This modern duplex embraces a bohemian feel which creates a welcoming space of relaxation and bright engagement. Slow down and decompress in a woven hammock. Laugh with friends and family as you gather around the warm fire or relish the moments of a family cookout. However you choose to spend your time, embrace the uniqueness of this space that had the experience in mind. There are 2 cameras on the exterior of the property which actively record audio & visual.

An aerial view of the property reveals a spacious deck with outdoor seating, overlooking sandy terrain and palm trees. The large upper deck includes a dining area and the entrance to a staircase leading to additional outdoor spaces.

4.9 out of 5 average rating, 126 reviews

Hot Tub! Game Room! Balconies Views! Steps 2 Beach

Welcome to Island SOS, by Stayawhilewithus! A newly renovated coastal escape, just steps from Pensacola’s Baby Beach and a short walk from the stunning Gulf beaches! Enjoy breathtaking views of the Santa Rosa Sound, catch the Blue Angels soaring overhead, and unwind in style with our hot tub, brand-new game room, and spacious outdoor seating areas. With plenty of parking space for your boat or RV, this home is perfect for families, snowbirds, and group getaways.

4.96 out of 5 average rating, 210 reviews

The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.

Home in Milton

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

4.98 out of 5 average rating, 133 reviews

A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.

Home in Navarre Beach

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

A panoramic view of the waterfront is visible, showcasing a vast expanse of water under a bright blue sky with scattered clouds. A wooden pier extends into the water, leading towards distant city structures, while grassy land and sandy beach area are framed in the foreground.

4.98 out of 5 average rating, 101 reviews

Navarre|BEACH|Front|Paradise Retreat |Pet Friendly

Make some memories at this unique and family-friendly place. A relaxing vacation home located on the water with access to a community 610 ft pier. We also provide beach chairs, umbrellas, kayaks, paddle boards, beach towels, and so much more to help you enjoy your time in the sun. 50” smart tv's in every room. Large capacity washer and dryer. w/ ALL NEW stainless steel appliances.

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, 116 reviews

Perry Cottage * POOL*Historic Charm*Dog Friendly

* Private In-ground pool * Dog Friendly * 2 miles to Downtown, 10 miles to Pensacola Beach * 2 Bedrooms * Queen Beds * Fireplace * Privacy Fenced Yard * Astro Turfed Yard * Large Deck * Central Heat & Air Conditioning * Smart TVs in Living Room & Primary Bedroom * Outdoor Grill * 2 Car Parking * Washer & Dryer * Totally Remodeled Inside & Out * Office/Desk Area * Dining Table

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.

4.9 out of 5 average rating, 245 reviews

Charming home, 10 min drive to Pensacola Beach

7 min to downtown, 7 minutes to Pensacola Beach. Charming, new custom remodel with tons of character. New outdoor deck with lounging and large outdoor dining area. Built in Grill to surround a spacious shaded yard. Let go and relax with the huge mature oak trees in a quiet, peaceful neighborhood. Plenty of room for a dog to run around and play outside.

Popular amenities for Pensacola Beach house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 117 reviews

Poolside Family Retreat w/ Hot Tub & Game Room

4.91 out of 5 average rating, 221 reviews

A light blue golf cart is parked on gravel in the foreground of the house. The two-story white structure features a large front porch and green chairs. Palm trees stand nearby, and a clear blue sky fills the background.

Home in Destin

BlueMarlin-PoolHeatFreeTilMar1-FreeGolfCartNBikes

4.97 out of 5 average rating, 148 reviews

The exterior of the home showcases a three-story building with warm lighting illuminating the covered balconies. A heated gas pool is visible in the private backyard, surrounded by lounge chairs. The inviting atmosphere highlights easy access to the outdoor area.

Home in Gulf Shores

88° Heated Pool, 85" TV, Arcade, Steps to Beach

Home in Downtown Pensacola

A two-story home features a light blue exterior and a symmetrical design, framed by white columns on the porch. The landscaped front yard is neatly manicured, with low shrubbery and a brick pathway leading to the front door.

4.91 out of 5 average rating, 215 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

4.98 out of 5 average rating, 122 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

Home in Fort Walton Beach

The outdoor area features a non-heated swimming pool surrounded by a concrete patio. A small table with chairs is positioned nearby, offering a space for relaxation. Lush greenery provides shade, and a seating area with chairs is visible on the lawn.

4.9 out of 5 average rating, 309 reviews

#1 4BR HUGE PET Friendly Home Away from Snow!

An outdoor pool area is enclosed by a screened patio, featuring a rectangular pool and a hammock for relaxation. Comfortable seating is arranged around a coffee table, with greenery adding a touch of nature. A bar with stools is visible, enhancing the outdoor experience.

4.97 out of 5 average rating, 130 reviews

Poolside Retreat, Hot Tub, 5 min to beach

A private backyard features a heated pool surrounded by landscaped areas with palm trees and flowers. A covered porch provides shaded seating options, while lounge chairs invite relaxation by the water. A securely fenced area enhances safety and privacy.

4.93 out of 5 average rating, 219 reviews

Good times & tan lines! Only 5 miles to the beach!

Weekly house rentals

The image captures a vibrant sunset over calm waters with streaks of pink and orange illuminating the sky. A wooden dock extends into the distance, and sandy shores are visible in the foreground, creating a serene waterfront atmosphere.

4.99 out of 5 average rating, 89 reviews

Private Waterfront Retreat: Family & Pet Friendly

A charming front porch is featured, with two floral-patterned chairs positioned around a small table. A blue door offers a welcoming entrance, and a landscaped area with greenery complements the light-colored siding. A pathway leads to the porch, enhancing accessibility.

4.93 out of 5 average rating, 89 reviews

Piece of Paradise

A private heated pool is surrounded by a spacious stone deck, featuring several lounge chairs for relaxation. The pool is positioned under an elevated structure, allowing for shade and easy access. Tall palm trees frame the area, enhancing the tropical ambiance.

4.96 out of 5 average rating, 45 reviews

Heated Pool, Beach Gear, Direct Beach Access

4.98 out of 5 average rating, 45 reviews

The living area features a light, airy design with soft, neutral furnishings including a spacious sofa and armchairs. Natural light enters through large windows, complemented by sheer curtains. A woven area rug adds texture, while a decorative plant brings a touch of greenery to the space.

Home in Navy Point

Navy Point Bungalow near Beaches/ Downtown/NAS

A private saltwater pool is surrounded by a spacious deck with lounge chairs and an umbrella. Tall palm trees and lush greenery provide a serene backdrop, creating a relaxing outdoor space. Clear blue skies reflect on the water, enhancing the inviting atmosphere.

5 out of 5 average rating, 12 reviews

Special Snowbird Rates | Private Beachy Bungalow

Home in Downtown Pensacola

A modern living area is highlighted by white armchairs and a wooden coffee table. A round dining table is set against a wall adorned with circular decor. The space features light wooden cabinetry and an island in the kitchen area, with natural light streaming through the windows.

4.97 out of 5 average rating, 38 reviews

Downtown Historic Cottage

A modern kitchen area features white cabinetry with a spacious island, complemented by bar stools. Large windows allow natural light to fill the space while offering views of the surroundings. Outside, a wooden staircase leads to an elevated entryway, illuminated softly at night.

4.99 out of 5 average rating, 93 reviews

Island Life Beach House! 300ft to water!

5 out of 5 average rating, 20 reviews

Sandy Toes & Sunset Views at Purple Haze Pensacola

Private house rentals

A wooden dock extends into calm waters, framed by lush greenery and sky. The scene above features jets flying in formation, signifying proximity to naval practices. The lower images highlight scenic views of water, a boat moored nearby, and a charming home with a welcoming deck.

4.95 out of 5 average rating, 37 reviews

Bayou Breeze

A newly renovated inground pool is featured, showcasing crystal-clear water under a bright sky. Two reclining lounge chairs are situated partially submerged for relaxation. A large umbrella provides shade beside the pool, and a surrounding grassy area is bordered by a wooden fence and tropical plants.

5 out of 5 average rating, 34 reviews

Sandy Toes and Tiki Flows

4.98 out of 5 average rating, 46 reviews

The living area features a cozy blue sofa adorned with patterned pillows, facing a rustic brick fireplace. A sleek staircase with a metal railing leads to the upper level. A wooden coffee table rests in front, displaying decorative items, while natural light filters through nearby windows.

Home in Old East Hill

The Blue House on Belmont!

4.93 out of 5 average rating, 73 reviews

A panoramic view of the waterfront showcases soft white sands bordered by the calm waters of the Santa Rosa Sound. A palm tree is visibly planted in the foreground, while distant structures hint at the local community. Clear blue skies create a serene backdrop.

Home in Navarre Beach

Beachfront - “Weekend At Benny’s”

The exterior of a single-family home features a light-colored façade, a one-car garage, and a neatly landscaped front yard. A pathway lined with stones leads to the entrance, with palm trees and shrubs providing touches of greenery. The sky is softly illuminated with warm hues.

4.96 out of 5 average rating, 57 reviews

Emerald Coast Cottage

4.88 out of 5 average rating, 83 reviews

A two-story waterfront property is shown with a wooden dock extending into clear water. The deck features a seating area and is flanked by palm trees. Stairs lead from the deck to the ground level, surrounded by landscaped greenery, creating a serene outdoor environment.

Home in Perdido Key

Waterfront Oasis with Private Pier and Luxury Spa

4.95 out of 5 average rating, 43 reviews

The living room features a comfortable seating area with neutral-toned couches and a rustic coffee table. Natural light fills the space, highlighting the white brick fireplace. A ceiling fan circulates air, while a TV is positioned on the wall across from the seating.

Home in East Hill

Cottage in Beautiful Pensacola close to Downtown

A modern three-story beach house is framed by swaying palm trees and sits within a sandy landscape. Large glass balconies offer expansive views, while the exterior features crisp white walls and natural wood accents. A spiral staircase adds architectural interest to the design.