House holiday rentals in Ensley

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, 117 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!

4.82 out of 5 average rating, 117 reviews

A light-filled living area is showcased, featuring a pair of white sofas adorned with colorful throw pillows. A glass coffee table is positioned in the center, holding a stack of books and decorative items. A tall green plant stands near a stylish lamp, enhancing the space's ambiance.

Home in Navy Point

Navypoint Beauty 2/2 Whole House Great area

Kick back and relax in this calm, stylish bungalow. Very close to NAS Pensacola 2 blocks to beautiful bayou (many times full of dolphins) anda park with walking trails. Bring your kayak! You may very well get to see the Blue Angels practice in this clean and stylish home filled with lots of little amenities! Beds are super comfy Neighborhood is peaceful and safe Perdido Key Beach is only 15/20 minutes away! White sugar sand beaches. Fully stocked and supplied kitchen, lovely sunroom, large deck

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, 170 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

4.94 out of 5 average rating, 208 reviews

Home in Pace

The Pine House Pace, FL

Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

4.98 out of 5 average rating, 108 reviews

Home in Scenic Heights

Cozy Copper Penny @ Duplex in Heart of Pensacola

COZY, RELAXING, PEACEFUL, FAMILY-FRIENDLY, and SMOKE-FREE ❤️ This centrally located gem is nestled in the heart of Pensacola, FL. A charming duplex tucked away in a quiet cul-de-sac, surrounded by tall, beautiful pines and oaks. Just a short drive to beaches, downtown, malls, the airport, dining, Pensacola State College, Pensacola Christian College, and the University of West Florida. Conveniently near Sacred Heart, West Florida, and Baptist hospitals, as well as Naval Air Station Pensacola.

4.89 out of 5 average rating, 122 reviews

Home in Perdido Key

Sunny Side: Awesome Waterfront Unit with 4 Kayaks

Welcome to Sunny Side! Come enjoy fun and relaxation right outside your back door! Sitting on a calm, shallow cove of Perdido Bay, Sunny Side provides the perfect place for families to swim and play safely. This 2 bed/2.5 bath sleeps 7 people across 4 different beds and includes a full kitchen, laundry, 4 Kayaks, and more! Spend all day here, tucked away from the hustle and bustle, or take a short 5 minute drive to Perdido Key Beach, restaurants, parks, and more! Continue for more Details

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, 180 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.

4.94 out of 5 average rating, 108 reviews

A cozy outdoor seating area is featured with two cushioned chairs and a matching sofa, surrounded by potted plants and vibrant flowering plants. The space is set on a paved patio, with a grill present nearby, creating a peaceful ambiance for outdoor relaxation.

Home in Scenic Heights

Cozy Cottage in the Heart of Pensacola

Welcome home! Waiting for you is this beautiful 4 bedroom, 2.5 bath house tucked away in a quiet neighborhood right in the heart of Pensacola. This spacious layout sleeps 8 people! Big fenced in backyard with outdoor seating and the perfect space to grill and chill after a long day at the beach. Pet friendly upon approval. Book today and enjoy your stay! 24min to Beach 6min to PNS Airport 7min to Cordova Mall 7min to Sacred Heart Hospital 9min to West Florida Hospital 12min to UWF

4.9 out of 5 average rating, 112 reviews

A welcoming bungalow exterior is shown, featuring a charming brick facade and distinctive turquoise door. The front yard is landscaped with plants, while a concrete driveway provides access. The surrounding area includes lush greenery and nearby homes, under a bright blue sky with scattered clouds.

Home in Navarre

Beach Bungalow: TVs & Grill, Only 1 Mile to Sand

Going on Vacation?! You and the family will love staying at the Bungalow, only 5 minutes from Navarre Beach!! It is a newly renovated 1,053 square foot, 3 bedroom, 2 bath home with a lovely backyard patio setting, TVs in every room and best of all, it's in the heart of Navarre so close to the beach! This family-friendly Airbnb can accommodate infants, adults, and your furry friend. Enjoy water sports out in the gulf, a pontoon on Crab Island, and more. We look forward to hosting you!

The two-story home features a light-colored exterior with a porch, complemented by two flags displayed on the balcony. A manicured lawn and stone pathway lead to the entrance, while surrounding greenery adds a natural touch to the property.

4.94 out of 5 average rating, 130 reviews

Azalea House: Stylish Family Retreat Near Downtown

Whole home located minutes from Downtown Pensacola. Escape with friends or family to the beautifully decorated, 2 story- 3 bed, 2.5 bath home. Guests can retreat to the first-floor master with an ensuite and walk-in closet. Master and Queen bedroom come equipped with dedicated workspaces, with high-speed WiFi. The children's bunk room is stocked with toys and books to enjoy, as well as a pack and play and toddler cot for extra little ones. Each bedroom features a smart tv.

4.96 out of 5 average rating, 205 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.

4.93 out of 5 average rating, 111 reviews

Poolside Family Retreat w/ Hot Tub & Game Room

PLEASE READ entire description to ensure accurate expectations. Relax while the kids play! Enjoy a private pool (seasonally heated), bubbling hot tub, and A/C game room packed with fun. Parents can unwind in the new massage chair or simply enjoy the peaceful backyard oasis. Centrally located—just 10 min to Downtown, 20 to Perdido Key, and 30 to Pensacola Beach—this family retreat blends relaxation, comfort, and connection for your perfect getaway!

Popular amenities for Ensley house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in East Pensacola Heights

A serene backyard is illuminated at night, featuring a sparkling pool surrounded by a deck and lush greenery. A hot tub, positioned under a wooden pergola, adds to the relaxation area, with soft lighting creating a calm atmosphere. Lounge seating and a dining table are visible nearby.

4.92 out of 5 average rating, 106 reviews

Hot tub/ Pool at this Relaxing Getaway

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, 114 reviews

Perry Cottage * POOL*Historic Charm*Dog Friendly

4.93 out of 5 average rating, 108 reviews

A screened-in pool area features a clear, blue pool surrounded by a spacious deck. Lounge chairs are positioned around the pool for relaxation. Lush palm trees and greenery are visible in the background, offering a glimpse of the outdoor environment.

Home in Pensacola Beach

Fun, sun, sand, and rest. Enjoy your stay with us.

4.99 out of 5 average rating, 126 reviews

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

A spacious single-story home features a blend of stone and siding, surrounded by a manicured lawn. The entrance is marked by a wide porch, complemented by large windows and shutters on either side. A driveway leads toward the garage on the left.

4.85 out of 5 average rating, 101 reviews

Pensacola Blue Angel Pool House

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, 213 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

A serene backyard space features a clear blue pool surrounded by lush greenery. Sunlight filters through the trees, and a variety of plants decorate the perimeter. Lounge chairs are positioned near the pool, providing a comfortable area to relax and enjoy the outdoors.

4.95 out of 5 average rating, 205 reviews

Flamingo On Fisher In The Heart Of Pensacola

5 out of 5 average rating, 36 reviews

An inground pool is surrounded by a beige patio, with landscaped greenery providing a natural backdrop. The water is clear, reflecting the blue sky above. A pool cover is visible on the deck, and ample space allows for relaxation and sunbathing.

Home in East Hill

The Carriage House: relaxing stay with pool

Weekly house rentals

A single-story home features a light grey exterior with brick accents and a double garage. Lush green shrubs line the front, and a mailbox stands near the driveway. The front lawn is neatly maintained, contributing to a quiet neighborhood aesthetic.

4.94 out of 5 average rating, 79 reviews

Quiet neighborhood, all new amenities!

A spacious living area features a deep blue sofa adorned with patterned throw pillows. A wooden coffee table sits on a vibrant area rug, complementing the space. In the background, a dining area with a large table and modern kitchen can be seen, enhancing the open layout.

4.88 out of 5 average rating, 64 reviews

8018 Stonebrook Drive Pensacola, Fl

4.93 out of 5 average rating, 73 reviews

Pickleball Paradise w/Private Hot Tub, Pool & Bar

A spacious studio layout features a comfortable king-sized bed with orange and yellow accents. A cozy futon is positioned nearby, along with a modern coffee table atop a soft area rug. The kitchen area showcases retro appliances against black cabinetry, while ambient lighting enhances the inviting atmosphere.

4.97 out of 5 average rating, 30 reviews

Central Pensacola Studio, Groovy & Spacious

A spacious living area is highlighted by a large bed framed by a simple headboard. A couch and an armchair provide additional seating. Soft light from side lamps enhances the neutral color palette, while a large TV is mounted on the wall opposite the bed.

4.89 out of 5 average rating, 53 reviews

Spacious Studio Close to Everything

5 out of 5 average rating, 74 reviews

The exterior of the remodeled home is showcased, featuring a well-maintained brick facade and manicured landscaping. A two-car garage is visible, along with a spacious driveway and an expansive yard trimmed with vibrant green grass and shrubbery. Trees provide a natural backdrop.

Home in Cantonment

Peaceful 3BR 2Bath w/ Deck, Porch & Near Beaches

An open concept living space is visible, connecting the living room, dining area, and kitchen. A beige sofa and a round table with stylish chairs are present. A large dining table sits prominently, and the kitchen is equipped with white cabinets and modern appliances.

4.87 out of 5 average rating, 91 reviews

Lush Lounge~Fire Pit~BBQ~Family

A well-lit living area features a spacious gray couch adorned with decorative pillows and a glass-top coffee table. A dining area with four chairs is visible in the background, and green plants add a touch of nature to the space.

4.99 out of 5 average rating, 77 reviews

Charming Airport 2br Retreat in Heart of Pensacola

Private house rentals

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.

4.95 out of 5 average rating, 78 reviews

Piece of Paradise

5 out of 5 average rating, 12 reviews

Mermaid Little House Downtown/NAS

4.96 out of 5 average rating, 48 reviews

A spacious living area is shown with a comfortable sectional sofa adorned with decorative cushions. A round wooden coffee table sits at the center, featuring a decorative bowl. The open floor plan is visible, leading to the dining area and kitchen in the background.

Home in Pensacola Beach

Sea Le Vie Cottage By The Beach!

A cozy living area is presented with deep purple walls and wooden floors. A green sofa is highlighted with colorful cushions, and a round table sits in front. Soft lighting from a modern fixture enhances the inviting space, while a stylish mirror reflects the room's charm.

4.98 out of 5 average rating, 66 reviews

The Crow: Sophisticated East Hill Sanctuary

A gravel outdoor area features four wooden Adirondack chairs arranged around a firepit. Lush greenery lines the background, including a trellis with climbing plants, enhancing the welcoming atmosphere of the space.

5 out of 5 average rating, 57 reviews

Coastal Boho, Spacious, Central, Lots of Amenities

A dining area showcases a rustic wooden table surrounded by colorful chairs. The space is enriched by a vintage-style refrigerator and a decorative mirror. A brick fireplace is a focal point, while soft lighting enhances the inviting atmosphere. Greenery adds a touch of nature.

4.96 out of 5 average rating, 55 reviews

Nautical Vibes! Private Yard. King Bed. Sleeps 4

An open living space is shown, featuring a light-colored sofa and an armchair with pink upholstery. A large area rug adds color underfoot. The kitchen and dining area are visible in the background, with natural light illuminating the room through multiple windows.

4.94 out of 5 average rating, 48 reviews

Pensacola Coastal Retreat Near UWF Family-friendly

A cozy living area features a dark sofa and a light armchair, creating a comfortable seating arrangement. A wood coffee table sits in front, with a decorative bowl positioned on top. Natural light enters through a window, framed by sheer curtains, enhancing the room's warmth.