Waterfront holiday rentals in Pensacola

4.95 out of 5 average rating, 220 reviews

A peaceful sunset over calm waters creates a vibrant display of orange and purple hues. A wooden dock extends into the water, reflecting the colorful sky, while silhouettes of trees line the distant shore. The scene evokes tranquility and natural beauty.

Apartment in Gulf Breeze

Redfish Loft, private waterfront Apt. on East Bay

Light airy open floor plan " pet friendly with fee " loft style apartment with private bedroom. Watch the blue herons & dolphins, sit on one of two private decks sipping coffee as you watch the sunrise on the Bay. Paddle the clear waters in our kayaks or bring your SUP. Cook your fresh catch on your private grill or visit a local seafood restaurant. Private, secluded, neighborhood. Join us @ Fire pit ..is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

4.92 out of 5 average rating, 159 reviews

Two blue Adirondack chairs are positioned on a wooden deck, facing a calm river. The scene is illuminated by a vibrant sunset with shades of orange, pink, and purple reflecting on the water. Lush greenery frames the image, enhancing the tranquil atmosphere.

Townhouse in Milton

Fins Left - 35 mins to Beaches on Blackwater River

Relax & take it Easy, You're on River Time in this Cozy, Private Unit of a Riverfront Duplex located on a Quiet Basin along the Blackwater River. This 2 bedroom, 1 bath unit has a Comfortable living room, Full Kitchen & Covered Back Porch with Outdoor Dining & with Great Views. Enjoy breathtaking Sunsets, Kayaking, Fishing & more. Peaceful & approx 35 mins to Pensacola Beach, Navarre Beach or Downtown Pensacola. Close to bike trails, hiking & Canoeing. Near Wedding Venues & Weber's Skate World.

4.99 out of 5 average rating, 164 reviews

A bright living area features a spacious white sectional sofa adjacent to a light wood coffee table. Floor-to-ceiling glass doors offer expansive views of the ocean and sky, enhancing the openness of the space. A dining set is visible on the balcony.

Condo in Perdido Key

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS

WHAT A VIEW! DIRECTLY ON THE BEACH...GULF SIDE!!! Beautifully remodeled and updated! This retreat has the rare double windows to enjoy stunning panoramic sunset views! On the beach (No roads to cross)! Resort has indoor heated pool & outdoor pool & hot tub overlooking the ocean. 2 fireplaces in the living room bedroom for those cozy mild winters. King size bed in the master... nautical bunkbeds with port holes & queen sleeper sofa in the main living areas. Reserve Your Time Away Today

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

4.96 out of 5 average rating, 261 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.

Apartment 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.

Tiny home in Pensacola Beach

A charming tiny house exterior showcases a wooden porch with a handrail and steps leading to a dark front door. Two small windows flank the door, and a potted plant is placed near the entrance. Lush greenery surrounds the structure.

4.91 out of 5 average rating, 218 reviews

Water-Front tiny home.

Come experience true tiny house living while enjoying breathtaking, unobstructed views of the Pensacola Bay and Fort Pickens. You will see no hotels as you sit on the front porch, only nature at its best! Half a mile from a boat launch with public pier, nature trail, dog park, kids park and splash pad. If you’re here on a Tues or Wed you may see the F-18 Super Hornet Blue Angels, as they practice these days. We are 5 minutes to Pensacola Beach and 10 minutes to historic downtown Pensacola.

4.99 out of 5 average rating, 142 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.

Apartment 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+

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, 212 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

**Recently Updated Interior!** Experience the stunning Gulf of Mexico from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach! Nothing separates you from the best white-sand beach on the Gulf Coast. 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.

4.99 out of 5 average rating, 141 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.

Guesthouse 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

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!

4.94 out of 5 average rating, 359 reviews

An exterior view of the property features a vibrant orange and blue facade. A winding stone path leads to the entrance, surrounded by lush green grass. A patio area is set with outdoor furniture and an umbrella, while colorful kayaks rest against the side of the building.

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 20’ boat. We’ll do anything to make your stay great!

Popular amenities for Pensacola waterfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

Apartment in Navarre Beach

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.

4.89 out of 5 average rating, 177 reviews

Top Floor With Amazing Gulf View!

4.9 out of 5 average rating, 139 reviews

Apartment in Perdido Key

Serenity Reef #B Gulf view unit near Flora Bama

4.81 out of 5 average rating, 167 reviews

Apartment in Perdido Key

Caribbean Blue steps from the beach

Apartment in Pensacola Beach

A broad view of the beachfront showcases soft white sand meeting the vibrant blue-green waters of the Gulf. Gentle waves ripple across the surface, reflecting sunlight. A few beachgoers enjoy the sand, while colorful beach chairs dot the shoreline.

4.86 out of 5 average rating, 21 reviews

Gulf Front Getaway

4.74 out of 5 average rating, 73 reviews

A modern living area features a comfortable sofa and a television mounted on a teal wall, complemented by artistic wall decor. Large glass doors open to a view of the marina, allowing natural light to fill the space, with tasteful lighting provided by a floor lamp.

Apartment in Pensacola

M107 Waterside Retreat @ Martinique

Apartment in Pensacola Beach

4.94 out of 5 average rating, 101 reviews

Ocean Tranquility. Holiday decorations! Local fest

5 out of 5 average rating, 10 reviews

A tranquil beach scene shows gentle waves lapping at the shore. Silhouettes of tall buildings are visible in the background against a colorful sky at sunset. A heron stands on the wet sand, while small birds are scattered along the shoreline.

Apartment in Perdido Key

The Refuge at Perdido Skye 35

Apartment in Orange Beach

An aerial view highlights the proximity to the beach, with a red marker indicating access. The surrounding area features several beach houses with private pools and a backdrop of high-rise buildings along the coastline. The serene ocean can be seen in the distance under a clear sky.

4.98 out of 5 average rating, 124 reviews

Spring Break Ready: 3BR, 2BA, Pool, Beach

Waterfront house rentals

4.99 out of 5 average rating, 155 reviews

A bright living area features a comfortable couch and a chair facing large sliding glass doors, which open to stunning views of the Gulf of Mexico. A circular dining table and four chairs are positioned near a wall-mounted television, creating a welcoming and open space.

Home in Perdido Key

Come stay at Seas~the~Day!! 6th Floor magic!

5 out of 5 average rating, 8 reviews

Home in Pensacola

NEW! Waterfront 2BR Cozy Townhome in Pensacola

Home in Downtown Pensacola

A two-story house with a light blue facade is depicted, featuring a covered porch with white railings on the upper level. Lush green grass is present in the front yard, complemented by small shrubs along the pathway. A pebble driveway leads to the entrance.

4.95 out of 5 average rating, 42 reviews

The Pensacola Retreat-Spacious, pet-friendly home

4.95 out of 5 average rating, 205 reviews

The elevated house sits on stilts along the riverbank, featuring a spacious deck with railing. A covered boat dock is visible in the foreground, providing access to the water. Surrounding vegetation and trees frame the scene under a clear blue sky.

Home in Milton

Kayaking paradise Bring your boat its on the River

5 out of 5 average rating, 10 reviews

The exterior of the three-story beach home is showcased, featuring a large, inviting pool surrounded by lounge chairs. A spacious deck is visible, with the front of the house displaying double gables and multiple balconies. Lush landscaping is present around the pool area.

Home in Navarre Beach

Private Pool, Steps to the beach, Golf cart

4.93 out of 5 average rating, 258 reviews

The image depicts a wooden dock extending over a calm, dark canal. Tall grass borders the water, and several boats are visible on the dock. Lush green trees provide a natural backdrop, enhancing the serene atmosphere of the outdoor space.

Home in Gulf Breeze

Canal Home in Gulf Breeze

4.95 out of 5 average rating, 137 reviews

A welcoming facade of a brick cottage features light-colored trim and a front porch. Lush greenery and decorative plants are positioned along the pathway, enhancing the entrance's appeal. The house is situated under a cloudy sky, providing a calm atmosphere.

Home in Gulf Breeze

Lake Here Beach Near Cottage between 2 beaches!

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

Waterfront condo accommodation

A bright living area offers views of the Gulf through expansive glass doors. The space features comfortable seating, including wicker chairs and a cozy sofa. A telescope stands nearby for observing the shoreline, while a balcony with seating is visible beyond.

4.99 out of 5 average rating, 138 reviews

Stunning Gulf Sunsets | Modern Beach Escape

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, 119 reviews

Soul Shine - a Water Front Condo

4.91 out of 5 average rating, 137 reviews

A vibrant sitting area features two yellow armchairs facing a colorful floral rug. A wooden accent table sits between them, adorned with decorative elements. Framed artwork hangs on green walls, while a bookshelf and television are visible in the background, complemented by sheer curtains allowing natural light.

Condo in Navarre Beach

Direct Gulf Front Escape

4.78 out of 5 average rating, 213 reviews

A panoramic view of the Gulf of Mexico stretches across the horizon, showcasing clear blue waters meeting a sandy shoreline. Sunlight glistens on the water, creating a serene atmosphere. A few figures can be seen enjoying the beach, enhancing the tranquil coastal scene.

Condo in Navarre Beach

Welcome To Florida's Hidden Gem!

4.99 out of 5 average rating, 114 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.

Condo in Perdido Key

Beach Front - Peaceful & Private in Perdido Key FL

4.96 out of 5 average rating, 145 reviews

The living area features a comfortable sofa in light blue tones and a wooden coffee table. A ceiling fan is positioned overhead. A dining table with four chairs is set near a sliding glass door, which leads to a balcony offering views of the beach.

Condo in Perdido Key

Perdido Skye 34 luxury beach vacation rental

A serene view of the bay is captured from the balcony, showcasing the calm water and sandy beach lined with outdoor furniture. In the distance, a pier extends into the water, while boats can be seen sailing peacefully, framed by the clear blue sky.

4.99 out of 5 average rating, 104 reviews

Pensacola Beach Condo w/ Great Views (F12)

A dining area features a round table surrounded by six white, wooden chairs. The kitchen, equipped with updated stainless steel appliances, is visible in the background. Natural light enters through large windows, illuminating the space and enhancing the clean, modern design.