Waterfront holiday rentals in Pensacola

4.99 out of 5 average rating, 99 reviews

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.

Home in Navarre

Private Waterfront Retreat: Family & Pet Friendly

Welcome to your own private waterfront, beach, and retreat destination! Recently renovated, this home is the perfect place to unwind, relax, and soak in the beach life! Tucked away on a dead-end street away from the tourist hustle & bustle. - Panoramic views of the sunset - Private 450ft dock with 2-story deck - Paddle boards/yoga mats - 1 acre of serenity - Complete kitchen - Fenced backyard, outdoor dining, fire pit Location: - 16 mins/10 miles to Navarre Beach - 14 mins/8 miles to grocery

A private balcony offers sweeping views of the Gulf of Mexico, showcasing the clear blue waters and soft sandy beach below. The horizon merges sky and sea, creating a serene coastal scene. Beach chairs and umbrellas are positioned along the shoreline, inviting relaxation.

4.98 out of 5 average rating, 224 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

**Recently Updated Interior!** Experience the stunning Gulf of America from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach, named America’s Best Beach by the Condé Nast Traveler Readers’ Choice Awards! This beach condo boasts a vibrant interior filled with beach-themed accents, a private balcony with sweeping ocean views, and access to 2 pools (1 heated) and a hot tub. Enjoy the best restaurants and shopping on the beach, all within a short walk.

4.83 out of 5 average rating, 133 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

Superhost

A screened-in balcony features a wooden deck overlooking a serene creek. Two woven chairs sit beside a circular table, while natural light pours in through large glass panels. Lush greenery from the surrounding trees enhances the peaceful atmosphere.

Townhouse in Pensacola

4.89 out of 5 average rating, 157 reviews

*Tree House* on the Creek- Midtown Pensacola!

Welcome to the "Treehouse." Its a HEALING place. Everyone that comes here falls in love with the view. This oasis is smack dab in the middle of town. The beach is a short 15-20 min. drive. Located 9 minutes from downtown with amazing shops, dining and museums. Three large bedrooms, two baths with a relaxing soaker tub. Not to mention balconies off the master bedroom and living room. The forest behind here will give you that seclusion feel, along with turtles, fish, and incredible bird life.

4.96 out of 5 average rating, 269 reviews

A scenic view of the bayou is presented, featuring a wooden dock with a staircase leading up to a viewing platform. An American flag flutters gently in the breeze. Lush green grass and trees frame the tranquil water scene.

Flat in East Hill

Serenity on the Bayou, fabulous location and space

Serenity on the Bayou A lovely ground level water-view apartment on bayou waterfront. 2 miles to vibrant downtown, & Pensacola Beach -20 mins. Living room, with hide-a-bed, faces bayou, & is open to bedroom w/queen bed. Kitchen fully equipped. Roomy bathroom. WIFI, TV. Enjoy the dock! Great area: parks & The Clothes Bin Laundry nearby. Private driveway for you. Entry accessed occasionally and quietly by Host but w/ lockable door to Guest apartment See GUEST ACCESS description below.

4.99 out of 5 average rating, 158 reviews

A tranquil sunset illuminates the sky with shades of orange and purple over a calm bay. Silhouetted dock structures gently reflect on the water's surface, enhancing the serene atmosphere of the waterfront setting.

Flat in Pensacola

Serenity on the Bay-Waterfront attached studio

If you're looking for a quiet, get-away directly on the water, and convenient to everything, this is your place! Enjoy beautiful sunrises and gorgeous evening colors in this lovely waterfront studio. You will have a private hot tub steps from your room looking out over the bay. Direct access to a private dock along with two fishing poles and paddle boards upon request. Minutes to historic downtown and 20 minutes to the Gulf of Mexico and Pensacola NAS. this is an adult only property, 21+

Superhost

A wooden pier extends over calm waters, reflecting soft pastel hues of a sunset sky. A medium-sized dog stands on the pier, looking toward the camera. In the distance, a small boat is moored near a covered dock.

Guest suite in Pensacola

4.9 out of 5 average rating, 223 reviews

Waterfront Escape to Gulf Beach Getaway!

Waterfront private guest suite with ensuite bedroom including an ultra comfortable king-sized bed. Walk out of your bedroom’s sliding door to a private deck steps away from our beach and pier where you can enjoy swimming, paddle boarding, kayaking or just enjoy the view! You will have your own private full kitchen. Book a massage with our massage therapist before your stay and enjoy your massage just steps away from your suite. Additional bed and bath available as well.

4.99 out of 5 average rating, 152 reviews

The entrance of the property is marked by a gated driveway, leading to a welcoming guest house surrounded by lush trees. The pathway is bordered by well-maintained landscaping, providing an inviting approach to the home.

Guest house in Milton

Siesta Cottage on the Blackwater

Looking for convenience to all of the Gulf Coast's treasures without breaking the bank? Have a boat or jet skis? Coastal guest house on 3 acre waterfront estate on Ward Basin/Blackwater Bay. Close to beaches, downtown Pensacola, and all of the natural wonders of NW FL. Nearby boat ramp, space for boat trailer, and ability to tie up to the dock on site. Sleeps four (queen bed and queen sleeper). No Pets - 2 min to I-10 -20 min to Navarre Beach -30 min to Downtown Pensacola

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.

4.88 out of 5 average rating, 102 reviews

Waterfront Oasis with Private Pier and Luxury Spa

Step away from the world for a while at this stunning waterfront property located on two acres. Watch for dolphins from the living room and bedrooms, or while lounging in the 8-person jacuzzi on the back patio. Enjoy paddle boarding, kayaking, crab-trapping, or searching for rays and fish as the kids splash around in the water and sand. Then if you brought your golf gear, you can head to your private 90-yard fairway in the front yard to keep your golf game on edge.

4.95 out of 5 average rating, 235 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.

4.94 out of 5 average rating, 379 reviews

Home in East Hill

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!

4.91 out of 5 average rating, 560 reviews

The cabin is nestled among shady oak trees, featuring a wooden deck with seating and a hammock for relaxation. A charcoal grill is positioned nearby, and the surrounding area showcases a dirt path leading to a natural, serene environment.

Cabin in Gulf Breeze

Waterfront tiny Cabin/ Glamping

Quaint waterfront cabin! Peaceful surroundings, shady oak trees, hammock, boat launch, beautiful dock for enjoying the sunrise. Cabin has a loft with Japanese bed, Murphy bed, and futon. Bathroom has a toilet and shower. simple kitchenette with toaster oven, burner, sink, microwave, full fridge, and dishes. Television has DVD player no cable!, no WiFi!. Small dinette table w/4 chairs. A/C; NO PARITIES ALLOWED! Sleeps 4 comfortably

Popular amenities for waterfront rentals in Pensacola

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.89 out of 5 average rating, 180 reviews

A serene beach scene captures gentle waves lapping at a soft, sandy shore. The sky is painted with hues of orange and purple as the sun sets on the horizon, creating a tranquil atmosphere over the water.

Flat in Navarre Beach

Top Floor With Amazing Gulf View!

The living area is furnished with a gray sofa, a patterned armchair, and a cozy ottoman. A wooden dining table with light blue chairs is positioned nearby. Natural light enters through the sliding glass doors, which lead to a balcony.

4.9 out of 5 average rating, 146 reviews

Gulf View Condo Steps to Perdido Beach & FloraBama

Superhost

A corner balcony overlooks a sandy beach and the calm sea, with large windows allowing natural light. A table with chairs is positioned for outdoor seating, enhancing the views of the water and sky.

4.72 out of 5 average rating, 74 reviews

Perdido Sun #802 - Beach Front with Large Balcony!

4.82 out of 5 average rating, 172 reviews

Family friendly condo - Walk to beach - Pool view

4.93 out of 5 average rating, 14 reviews

The kitchen features white cabinetry and a functional layout. Stainless steel appliances, including a refrigerator and microwave, complement the wood countertop. Seating for four is provided at the island with metal and wood stools, creating an inviting space for meal preparation or casual dining.

Flat in Pensacola

Pensacola Waterfront Oasis

A light-filled living area features large sliding glass doors that open to ocean views. A round dining table is surrounded by upholstered chairs, while a comfortable seating area is accentuated by a large area rug. Vibrant artwork adds color to the neutral-toned space.

5 out of 5 average rating, 52 reviews

Seaside Rendezvous-New Listing - On The Beach!

4.97 out of 5 average rating, 108 reviews

A living area is equipped with a comfortable gray sofa adorned with decorative pillows in soothing colors. A light blue tray sits on a coffee table, while a fish-themed wall art piece adds a touch of whimsy. Natural light flows through large windows with turquoise curtains.

Flat in Orange Beach

“Under the Sea” at Emerald Skye

4.94 out of 5 average rating, 109 reviews

Flat in Pensacola Beach

Ocean Tranquility label by guest“Heaven on Earth”.

Waterfront house rentals

4.98 out of 5 average rating, 190 reviews

The entryway features a light-colored floor with a stylish console table displaying decorative items. A large mirror and two lamps provide illumination. A welcoming door opens to the outside, flanked by windows with sheer curtains, creating a bright and inviting space.

Home in Navy Point

Tidy Bayou Bungalow

4.98 out of 5 average rating, 107 reviews

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.

Home in Navarre

Beach House w/ ALL Gear Included | Walk to Water

5 out of 5 average rating, 27 reviews

A private sandy beach is visible with a row of blue adirondack chairs facing the water. Lush green grass leads to palm trees situated along the shoreline, while the tranquil bay is seen in the background under a softly lit sky.

Home in Sanders Beach

BAY HOUSE-Private Beach & Sunsets on Pensacola Bay

Home in Downtown Pensacola

4.96 out of 5 average rating, 55 reviews

The Pensacola Retreat-Luxurious, pet-friendly home

A covered outdoor deck features a wet tiki bar with seating and views of the canal. Boats are visible along the dock, surrounded by palm trees and residential buildings in the background. The space is designed for relaxation and enjoying the waterfront.

4.93 out of 5 average rating, 111 reviews

Canal home, NAS, Blue Angels, Tiki Bar, Beaches,

The exterior of a two-story house is visible, featuring a covered balcony with seating and evenly positioned windows. Lush greenery surrounds the home, complemented by a gravel path and a wooden fence providing privacy. A clear blue sky adds to the inviting ambiance.

4.93 out of 5 average rating, 106 reviews

Walkable 3BR w/ Balcony + Crib | Coffee + Parks

4.95 out of 5 average rating, 154 reviews

A private pool with an inviting turquoise hue is surrounded by loungers for relaxation. The elevated beach house features a spacious deck with stairs leading down. Lush greenery and nearby structures provide a tranquil backdrop to this outdoor space.

Home in Orange Beach

Private Pool | Walk to Beach | Coastal Escape

5 out of 5 average rating, 14 reviews

East Hill Bayou Retreat

Waterfront apartment rentals

The image features a wooden pier extending into calm waters, leading towards a Bayfront condo complex with yellowish exteriors. Several boats are visible in the water, under a sky adorned with scattered clouds and soft blue hues.

4.92 out of 5 average rating, 122 reviews

Soul Shine - a Water Front Condo

A balcony space features a hanging chair and a small side table, surrounded by decorative lattice railing. The sun sets in the background, casting a warm glow over the calm water and buildings lining the shore.

5 out of 5 average rating, 37 reviews

Sea-Sun's Greetings • Pensacola Beach • 2BR Condo

Apartment in Orange Beach

4.99 out of 5 average rating, 154 reviews

Beachfront ☀️ Waterfront 🌊 180 ° views in 🧡 of OB

4.99 out of 5 average rating, 119 reviews

A bright living space features a light-colored sofa paired with modern dining chairs around a table. Large windows frame stunning ocean views, while sheer curtains allow natural light to fill the room. A comfortable chair and a woven accent chair add to the inviting atmosphere.

Apartment in Perdido Key

Beach Front - Peaceful & Private in Perdido Key FL

A wrap-around balcony offers a panoramic view of the Gulf of Mexico and nearby homes with varied roof designs. A gently sloping shoreline leads to the water, while the sky displays soft hues, suggesting evening light. The surrounding area is characterized by green spaces and pathways.

4.89 out of 5 average rating, 103 reviews

Pensacola Beach, Florida 1BR Amazing View

The living area features a leather sofa adorned with colorful cushions, complemented by a glass coffee table. A ceiling fan with leaf-shaped blades hangs above, while large windows are framed by bright yellow curtains. A potted plant adds a touch of greenery to the space.

4.91 out of 5 average rating, 218 reviews

Fun Mid-Century Modern Beachside Condo on the Gulf

Apartment in Navarre Beach

A cozy bedroom features a spacious bed covered in a light blue quilt. Two matching pillows are positioned at the head of the bed. A large window offers views of the surrounding landscape, with a picture of a coastal scene displayed above the bed.

4.95 out of 5 average rating, 181 reviews

La Playa Esmeralda - Panoramic Sunset Views

A scenic view is presented, featuring a vibrant blue sky above a calm waterfront. A pool area is visible, surrounded by sun loungers. Lush palm trees and well-maintained lawns enhance the outdoor space, offering a relaxing atmosphere. Nearby buildings line the waterfront, adding to the picturesque setting.