Vacation rentals in Pensacola, FL

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Pensacola, FL vacation rentals
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Best Vacation rentals and Airbnb offers in Pensacola, FL

Best Pensacola, FL vacation rentals with a balcony

Decked Out - Tranquil! Immaculate! Unique! Downtown! Dock Your Boat!! - Pensacola, FL
10 163 reviews

Decked Out - Tranquil! Immaculate! Unique! Downtown! Dock Your Boat!!

houseboat, Pensacola
Decked Out, a Pensacola Bay houseboat in Seville Harbour Marina, offers sunset views and is within walking distance of Seville Square and Bartram Park, a short drive from Pensacola Beach and Perdido Key.
This 600-square-foot floating home features two bedrooms, one bathroom, a full kitchen, and a terrace, accommodating up to four guests and offering access to on-site marina amenities including a grill and boat launch.
Charming Cottage With Deck And Bayou View - Quaint Retreat - Pensacola, FL
No reviews

Charming Cottage With Deck And Bayou View - Quaint Retreat

house, Pensacola
This Pensacola duplex is located in the East Pensacola Heights neighborhood, offering a private wooden deck with views of Bayou Texar and is just a short drive to Downtown Pensacola and Pensacola Beach.
This one-bedroom, one-bathroom rental accommodates up to two guests and features air conditioning, complimentary WiFi, and dedicated parking, with easy access to I-110 for exploring the area.
Palafox Loft 122, Sleeps 2 - Pensacola, FL
10 46 reviews

Palafox Loft 122, Sleeps 2

apartment, Pensacola
This downtown Pensacola apartment rental is ideally located within a 5-minute walk of the Saenger Theatre, Plaza de Luna, and Pensacola's vibrant Quayside, offering easy access to the city's cultural attractions.
This 1190-square-foot unit features one bedroom, one bathroom, accommodates four guests, and includes a fully equipped kitchen, in-unit laundry, private balcony, free Wi-Fi, and on-request housekeeping.
Pensacola Home In Historic East Hill Neighborhood - Pensacola, FL
9.0 2 reviews

Pensacola Home In Historic East Hill Neighborhood

house, Pensacola
This Pensacola vacation rental is located in the Historic East Hill neighborhood, a 15-minute walk from Bayview Dog Park, and within 2 miles of Wayside Park, the Pensacola Visitor Information Center, and the Saenger Theatre.
This 2000-square-foot house features 3 bedrooms, 2 bathrooms, sleeps 11 guests, and includes a fully equipped kitchen, in-house laundry, a private patio, free Wi-Fi, and pet-friendly accommodations.

Browse Family-Friendly Vacation Rentals in Pensacola, FL

Gather the family at these spacious vacation rentals positioned near the Pensacola Beach Boardwalk, Gulf Islands National Seashore, and calm shorelines.

Scott Cottage-pet Friendly-dining,shopping,beaches - Pensacola, FL
9.9 73 reviews

Scott Cottage-pet Friendly-dining,shopping,beaches

apartment, Pensacola
This Pensacola Beach cottage offers easy access to both Pensacola Beach and the historic Downtown Pensacola district, a short drive from both locations.
The two-bedroom, two-bathroom home sleeps six guests and features a fully equipped kitchen with dishwasher, in-unit laundry, a private garden with grill and fire pit, and free on-site parking.
Open Concept Coastal 5 Bed Heated* Pool/ Game Room - Pensacola, FL
10 73 reviews

Open Concept Coastal 5 Bed Heated* Pool/ Game Room

apartment, Pensacola
This five-bedroom home is located in a quiet residential neighborhood in Pensacola, just a short drive from the beach and the city's historic downtown district. This rental has excellent ratings for location, cleanliness, and overall user experience.
The spacious home comfortably accommodates up to 12 guests and features a fully equipped kitchen, a sunroom with entertainment options, a large in-ground pool with a diving board, an outdoor eating area with a fire pit, and a variety of other amenities, including plush memory foam mattresses and a state-of-the-art entertainment system.
The Global Citizen - Pensacola, FL
10 12 reviews

The Global Citizen

apartment, Pensacola
This 2-bedroom, 3-bathroom condo in South Pensacola is a 5-minute drive from Seville Square Park, Blackwater River State Recreation Area, Saenger Theatre, and Blue Wahoos Stadium, offering convenient access to local attractions and recreation. The accommodation includes Wi-Fi, air conditioning, laundry facilities, and is equipped with essential toiletries, making it suitable for up to 4 guests.
143 M² House ∙ 3 Bedrooms ∙ 8 Guests - Pensacola, FL
10 2 reviews

143 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Pensacola
This Pensacola townhome is ideally located one mile west of Pensacola's Historic District, one mile from Blue Wahoos Stadium, and ten miles from Pensacola Beach, offering easy access to area attractions.
The 1,530-square-foot property features three bedrooms, two bathrooms, and comfortably accommodates up to eight guests, including pets; amenities include a swimming pool, spa, fitness center, fully equipped kitchen, and free high-speed Wi-Fi.

Frequently Asked Questions about vacation rentals in Pensacola, FL

  • What should a first-time visitor not miss in Pensacola, FL?

    You've got to check out the Pensacola Beach. It's a must-see with its white sand beaches and clear blue waters. And don't forget to visit the National Naval Aviation Museum, it's a fascinating look at naval aviation history.
  • What are the best Airbnb and vacation rentals in Pensacola, FL?

    Portofino Tower 3 Unit 1601, Sans Souci Unit 102 and Spectacular Beach Front Views Free Lazy Days Beach Chairs & Umbrella Included are the most popular Airbnb and vacation rentals in Pensacola, FL among travelers.

  • Which neighborhood in Pensacola, FL should you consider for a vacation rental?

    If you're looking for a lively atmosphere with lots of restaurants and shops, try the downtown area near Palafox Street. For a more laid-back beach vibe, you might want to consider a rental near Pensacola Beach or Perdido Key.
  • What are the most popular Airbnbs in Pensacola, FL?

  • What are the top family-friendly attractions in Pensacola, FL?

    The National Museum of Naval Aviation is always a hit with families, as is the Pensacola Beach Gulf Breeze Zoo. And if you have kids who love water, the Gulf Breeze Water Park is a great option.
  • What are the best vacation rentals with a pool in Pensacola, FL?

  • What events or festivals should visitors check out in and around Pensacola, FL?

    The Pensacola Seafood Festival in October is a huge event, and the Blue Angels Air Show in November is always a crowd-pleaser. The Pensacola Beach Air Show in July is another popular event.
  • What are the best rentals for families and kids in Pensacola, FL?

  • What are the best budget-friendly activities in Pensacola, FL?

    You can't beat a day at the beach, and it's free! There are also lots of free things to do in downtown Pensacola, like walking around the historic district or visiting the Pensacola Museum of Art.
  • What are the best rentals or Airbnbs with a jacuzzi in Pensacola, FL?

  • What are the best restaurants with local dishes in Pensacola, FL?

    For fresh seafood, try Peg Leg Pete's or The Fish House. If you want a taste of the local culture, head to The Flounder's Chowder House or The Red Fish Blue Fish.
  • What are the best walking or cycling routes in Pensacola, FL?

    The Pensacola Bay Trail is a great option for walking or biking, and it offers stunning views of the bay. You can also walk or bike along the beach on Pensacola Beach.
  • Are there pet-friendly attractions in Pensacola, FL?

    Yes, many of the beaches in Pensacola are pet-friendly, especially during off-season. The Gulf Breeze Zoo also welcomes well-behaved pets on leashes.
  • What are the benefits of choosing a vacation rental in Pensacola, FL?

    Vacation rentals offer more space and privacy than a hotel room, and they're often more affordable, especially for families. You'll also have access to a kitchen and laundry facilities.
  • What are the top sports attractions and facilities in Pensacola, FL?

    The Blue Wahoos baseball team plays at Blue Wahoos Stadium, and there are several golf courses in the area. For a more active experience, you can try kayaking or paddleboarding in the bay.

Popular destinations

Best Pensacola, FL vacation rentals with parking

Charming Guesthouse @ Live Oaks On The Bayou - Pensacola, FL
9.8 299 reviews

Charming Guesthouse @ Live Oaks On The Bayou

house, Pensacola
This charming cottage is located in Southeast Pensacola, just a short distance from Bayview Dog Beach Park, the Pensacola Visitor Information Center, and Veterans Memorial Park. The cottage boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This cozy cabin offers 670 square feet of space, comfortably accommodating up to two guests. Enjoy a fenced private yard, a patio, barbecue grills, free WiFi, a Smart TV, a kitchenette with a refrigerator and microwave, a dining table, and a coffee/tea maker.
Downtown Home + Bay Views + Seafood Market - Pensacola, FL
9.9 199 reviews

Downtown Home + Bay Views + Seafood Market

apartment, Pensacola
This South Pensacola vacation home is conveniently located within a 15-minute walk of Pensacola Bayfront Stadium and Blue Wahoos Ballpark, and less than a mile from Quayside and Plaza Ferdinand VII.
This 1460-square-foot rental boasts three bedrooms, sleeps six guests, and features a fully equipped kitchen, private balcony, free WiFi, and a backyard with gas grills—perfect for enjoying Pensacola's attractions.
The Kitchen: Cozy Historic Retreat In East Hill Pr - Pensacola, FL
9.9 95 reviews

The Kitchen: Cozy Historic Retreat In East Hill Pr

apartment, Pensacola
This Pensacola studio apartment, located in the East Hill Preservation District, is minutes from downtown Pensacola and a short drive from Pensacola Beach.
The cozy, historically significant unit, built in 1918 with original 1800s Pensacola bricks, offers a mini-fridge, microwave, coffee maker, and accommodates two guests, with proximity to Maria's Seafood and Olde East Hill Grille.
Private Baths, King Bed, And Great Porches! - Pensacola, FL
10 30 reviews

Private Baths, King Bed, And Great Porches!

apartment, Pensacola
This Pensacola vacation rental, perfect for families or two couples, offers two bedrooms and two bathrooms, plus a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher.
The home includes in-unit laundry, air conditioning, parking, and high-speed internet; its exact Pensacola location is unspecified, but its proximity to area attractions ensures easy access to Pensacola's offerings.

Choose the Right Vacation Rentals with a Pool in Pensacola, FL

Cool off after a day at Perdido Key by staying in one of these premier vacation rentals offering private or resort-style swimming pools.

Sunset On The Coast | Private Pool | Dog Friendly | Boat Launch | Volleyball & Pickleball - Pensacola, FL
8.0 2 reviews

Sunset On The Coast | Private Pool | Dog Friendly | Boat Launch | Volleyball & Pickleball

apartment, Gulf Breeze
This Gulf Breeze condo is located near Shoreline Park, offering bay access and a boat launch, and is a short walk to Sunset Kids Park, with pickleball courts directly across the street.
This 1800 sq ft residence accommodates up to 7 guests with 3 bedrooms and 2 bathrooms, featuring a private outdoor pool, a fenced-in backyard, and is dog-friendly for up to two dogs under 50lbs each.
4527 Whisper Way - Pensacola, FL
No reviews

4527 Whisper Way

house, Ferry Pass
This Ferry Pass house rental, located at 4527 Whisper Way in Pensacola, is conveniently situated 2.5 miles from Pensacola Regional Airport and within 12 miles of attractions like Historic Pensacola Village and the Saenger Theatre.
This one-bedroom, three-bathroom home sleeps 19 guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, in-unit laundry, free Wi-Fi, air conditioning, and a TV; nearby amenities include the Fairfield Village Shopping Center and Big Eagle Railroad Station.
Downtown Escape - Pensacola, FL
9.4 3 reviews

Downtown Escape

apartment, Pensacola
This 3-bedroom, 2-bathroom townhouse in South Pensacola is located within a gated community, offering convenient access to Opal Beach and Pensacola Beach Beaches, and is just a short distance from the Pensacola Children's Museum and Fast Eddie's Fun Center. Guests can enjoy a resort-style swimming pool, a fully equipped kitchen with a Keurig coffee maker, and a walkable neighborhood with a sidewalk loop, accommodating up to 6 people with a 11:00 AM check-out.
* New In-ground Pool<br>* Dog Friendly!<br>* 4 Miles To Nas, 10 Miles To Pensacola Beach<br>* 3 Bedrooms- King, Queen & Full Bed<br>* Astro Turfed Yard<br>* Washer & Dryer <Br>* Smart Tvs In Living Room & Primary Bedroom<br>* Outdoor Grill<br>* 3 Car - Pensacola, FL
9.0 14 reviews

* New In-ground Pool<br>* Dog Friendly!<br>* 4 Miles To Nas, 10 Miles To Pensacola Beach<br>* 3 Bedrooms- King, Queen & Full Bed<br>* Astro Turfed Yard<br>* Washer & Dryer <Br>* Smart Tvs In Living Room & Primary Bedroom<br>* Outdoor Grill<br>* 3 Car

apartment, Pensacola
This three-bedroom, one-bathroom Pensacola rental is located in South Pensacola, minutes from downtown and close to Pensacola Beach and Opal Beach.
The 3-bedroom house features a remodeled kitchen, a private fenced backyard with a pool and artificial turf, and sleeps up to six guests, offering easy access to Fort Pickens, Blue Wahoos Stadium, and the Pensacola Children's Museum.

Discover Vacation Rentals by the Sea in Pensacola, FL

Relax along the Gulf of Mexico in these seaside vacation rentals located steps from the sugar-white sands of Casino Beach and Santa Rosa Sound.

Holiday Inn Resort Pensacola Beach Gulf Front By Ihg - Pensacola, FL
9.2 2179 reviews

Holiday Inn Resort Pensacola Beach Gulf Front By Ihg

resort, Gulf Breeze
Sailing Catamaran Vacation Rentals In Pensacola Beach - Pensacola, FL
10 20 reviews

Sailing Catamaran Vacation Rentals In Pensacola Beach

houseboat, Gulf Breeze
Airport Convenience | Pets Aok | Multiday Discount - Pensacola, FL
9.9 139 reviews

Airport Convenience | Pets Aok | Multiday Discount

apartment, Pensacola
Villas On The Gulf Unit M8 - Pensacola, FL
9.0 298 reviews

Villas On The Gulf Unit M8

house, Oriole Beach

Traveler-Approved Luxury Vacation Rentals in Pensacola, FL

Indulge in high-end living with these luxury vacation rentals featuring private pools, deepwater docks, and sweeping views of Pensacola Bay.

The Coconut Cottage - Pensacola, FL
9.8 133 reviews

The Coconut Cottage

apartment, Pensacola

Explore Vacation Rentals with Saunas in Pensacola, FL

Unwind after exploring Historic Pensacola Village and coastal preserves by choosing one of these high-end vacation rentals equipped with relaxing on-site saunas.

Gulf Breeze Beach House W Pool Huge Hot Tub And Sauna - Pensacola, FL
9.0 5 reviews

Gulf Breeze Beach House W Pool Huge Hot Tub And Sauna

house, Midway
5 Portofino 1106 - Pensacola, FL
8.7 55 reviews

5 Portofino 1106

apartment, Oriole Beach
P5-1602 2 Bedroom Gulf Front @ Portofino - Pensacola, FL
9.5 31 reviews

P5-1602 2 Bedroom Gulf Front @ Portofino

apartment, Oriole Beach
Sabine Yacht & Racquet #5f - Pensacola, FL
9.1 367 reviews

Sabine Yacht & Racquet #5f

apartment, Gulf Breeze
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