
Waterfront holiday rentals in Pensacola
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Pensacola
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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.

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

La Playa Esmeralda - Panoramic Sunset Views
Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, private fishing pier, no fishing license required. Early check-in avail.

*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.

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.

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.

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+

Amazing Condo on Bay, Steps from Gulf of America
Everything included! Recently remodeled waterfront condo with vaulted ceilings located on Little Sabine Bay and steps from the Gulf of America. Enjoy coffee and cocktails on an amazing balcony overlooking the Bay. Walk or bike to shopping, dining, and the Gulfside. 1 bedroom condo with a loft. The open concept living/kitchen has a 7' island. Beds include King in master, queen in the loft and a queen sofa bed. 1 covered parking spot . 2 bikes 2 Inflatable paddle boards also included.

Beachfront Gulf View Oasis
TWO Gulf-View Balconies • Heated Pool • Gulf & Sound Access • King Suite • Family-Friendly Escape to our spacious 3-level Pensacola Beach condo for 8! Enjoy Gulf views from two private balconies, direct beachfront access, and a heated community pool. This waterfront retreat features a chef's kitchen, a primary suite with a Jacuzzi, and a fun bunk room. Perfect for families seeking a serene coastal getaway with modern comforts and a prime location near Fort Pickens.

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.

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!

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade
Complimentary Daily Beach Service: (SEASONAL) Includes two chairs, one umbrella. Available 7 days a week, March 1st–Oct 31st (244 days annually) 9: 00 am – 5: 00 pm; Peak Season (Weather Permitting). Heated Pool: Yes, this condo provides a heated pool! Summerwinds Condo Complex heat’s one of the 3 pools every winter beginning the first day of Thanksgiving and turns off the first day of April.
Popular amenities for waterfront rentals in Pensacola
Waterfront apartment rentals

Beachfront Paradise Perdido Key

Top Floor With Amazing Gulf View!

Caribbean Blue steps from the beach

M107 Waterside Retreat @ Martinique

Ocean Tranquility label by guest“Heaven on Earth”.

Private Pool | Walk to Beach | Coastal Escape

Navarre Beachfront Condo

The Refuge at Perdido Skye 35
Waterfront house rentals

Tidy Bayou Bungalow

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

Exclusive Grand Canal home near Pensacola Beach

East Bay Hideaway — A Private Waterfront Escape

Canal Home in Gulf Breeze

Condo on Pensacola Beach

Waterfront Perdido Beach House w/ Canoes & Kayaks!

Blue Heaven: Wonderful Waterfront Unit with Kayaks
Waterfront apartment rentals

Soul Shine - a Water Front Condo

Beachfront Bliss: Walk to Dine & Play on Sands

Stay at Sunshine Daydream on Pensacola Beach

Beach Front - Peaceful & Private in Perdido Key FL

Perdido Skye 34 luxury beach vacation rental

Beachfront Condo • Pool & Resort Perks

Upscale Condo right on the Bay-Relax, Relax -BWE10

Renovated Ground Floor 2Bd-2Ba Walk to Florabama
When is the best time to visit Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $163 SGD | $185 SGD | $198 SGD | $193 SGD | $218 SGD | $222 SGD | $240 SGD | $206 SGD | $196 SGD | $202 SGD | $202 SGD | $206 SGD |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
Quick stats about waterfront rentals in Pensacola

Total holiday rentals
Explore 20 holiday rentals in Pensacola

Nightly prices starting at
Pensacola holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 2,180 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Pensacola holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pensacola rentals

4.9 Average rating
Pensacola stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Pensacola’s top spots include Palafox Market, Pensacola Museum of Art and Bruce Beach
Destinations to explore
- Florida Panhandle Holiday rentals
- Atlanta Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Orange Beach Holiday rentals
- Miramar Beach Holiday rentals
- Birmingham Holiday rentals
- Santa Rosa Island, Florida Holiday rentals
- Gainesville Holiday rentals
- Rosemary Beach Holiday rentals
- Rentals with a firepit Pensacola
- Beach apartment rentals Pensacola
- Flat rentals Pensacola
- Pet-friendly rentals Pensacola
- Apartment rentals Pensacola
- Townhouse rentals Pensacola
- Rentals with a washing machine and dryer Pensacola
- Fitness-friendly rentals Pensacola
- Rentals with beach access Pensacola
- Rentals with outdoor seating Pensacola
- Rentals with a hot tub Pensacola
- Rentals with an EV charger Pensacola
- House rentals Pensacola
- Rentals with pools Pensacola
- Family-friendly rentals Pensacola
- Villa rentals Pensacola
- Cottage rentals Pensacola
- Guest house rentals Pensacola
- Private suite rentals Pensacola
- Beachfront rentals Pensacola
- Rentals with a patio Pensacola
- Rentals with a fireplace Pensacola
- Rentals with a kayak Pensacola
- Rentals with breakfast Pensacola
- Beach house rentals Pensacola
- Waterfront rentals Escambia County
- Waterfront rentals Florida
- Waterfront rentals United States
- Gulf Shores Public Beach
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- OWA Parks & Resort
- Opal Beach
- Pensacola Beach
- Perdido Key Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Gulf State Park
- Waterville USA/Escape House
- Gulf Breeze Zoo
- Alabama Point Beach
- Gulfarium Marine Adventure Park
- Adventure Island
- The Track - Destin
- The Hangout
- Henderson Beach State Park
- Flora-Bama Lounge
- Alabama Gulf Coast Zoo
- The Boardwalk on Okaloosa Island
- Johnson Beach
- The Track




