
Vacation rentals in Pensacola
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Top-rated vacation rentals in Pensacola
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Upscale Peaceful Suite,Nice NBHD,White Sand Beach!
Looking for a spacious, upscale, peaceful guest suite with private bathroom, shower and small kitchenette near beach, you have found the spot. Easily accommodates three guests with private entry. Has AC,TV, high-speed WiFi, queen bed, sofa bed, small kitchenette, separate restroom, outdoor dinning chairs and table…Good for weekend or more extended stay, free off street parking. Next to Naval Oaks National Seashore with trails outside your door. 10 mins to Pcola Beach, 25 mins to Navarre Beach.

Luxury East Hill Apt. Near Downtown Pensacola
Located in Pensacola's historic East Hill neighborhood, our luxury modern apartment is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. W/Dryer, King Bed, Full Kitchen, Gas Fire Pit, and Private Parking. Enjoy your stay in America's first settlement and be sure to check out VisitPensacola.com for events while you're here!

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

Cozy Garden Cottage
Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

Coco Ro Downtown! 2 Bed w/Hammock + Outdoor Shower
Welcome to good vibes @ Coco Ro Surf Shack – your cozy, beachy retreat in downtown Pensacola! This inviting 2 bedroom cottage offers laid-back comfort - just a stone's throw from the heart of downtown. You'll be 1 mile from trendy Palafox St, 12 blocks from the bay & a short drive to pristine beaches. Your coastal escape awaits! Enjoy: ・Outdoor shower! ・King size hammock ・Smart TV ・Washer/Dryer ・Fenced yard ・Free onsite driveway parking *Tap the ❤ in the top right to save to your wishlist!

Cozy Bayou Bungalow - just steps from the water
Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Bayou Bungalow is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach or let this location serve as your hub while enjoying all Pensacola has to offer!

EAST HILL - Bayview Park Private Carriage House
Maggie's Carriage House is a professionally decorated carriage house in the historic East Hill neighborhood. We are one block from Bayview Park - you can enjoy walks, paddle boarding and kayaking. The carriage house has a private entrance at the back of the property. At 700sf, it has a full kitchen, dining room, living room, king bedroom with second TV, and a full bath with washer/dryer. 1 mile to Publix 10 min. to the airport 5-10 min. to downtown Pensacola 10-15 min. to the beach

Beautiful, Peaceful East Hill Guesthouse
Beautiful, quiet, relaxing guesthouse (formerly Whitney’s ironwork studio). Private entrance. In historic East Hill, surrounded by peaceful, towering oak and pecan trees. The French doors provide lots of natural light and an open, airy feeling. Private patio. Quiet, historic neighborhood -- perfect for walks or bike rides. Only 1.2 miles from downtown. Within a few blocks are breakfast/coffee shops, restaurants, Publix Grocery, pubs. Easy 15 minute drive to the beach.

Luxe Downtown Studio Apartment
Curated style within walking distance to bars and restaurants downtown, and only a 15 minute drive to Pensacola Beach! This apartment features a a fully equipped kitchen, separate private entrance, fast high speed internet, in unit washer and dryer, a heated bathroom floor, and commercially rated sound proof insulation. The apartment boasts 11ft ceilings, 100%cotton luxury bedding and pillows, rain shower, and a private dedicated parking space just steps from the entrance.

North Hill Guesthouse
This small but cute guesthouse, repainted and its floors refinished in December 2024, is a five-minute drive from downtown Pensacola, the double A baseball stadium on Pensacola Bay, and a host of restaurants and bars. It is also 20 minutes from Pensacola Beach and the beautiful Gulf Coast. The guesthouse is a separate structure, located in a semi-tropical garden, that affords lots of privacy and quiet in the historical North Hill neighborhood that is ideal for long walks.

Pensacola Pelican Retreat
Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

The Carriageway Cottage -Close to Pensacola Beach!
Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.
Popular amenities for Pensacola vacation rentals
Pensacola beach vacation rentals

Beachfront Bliss: Walk to Dine & Play on Sands

Waterfront Paradise "No Wake Zone" On Perdido Key

Beach Front - Peaceful & Private in Perdido Key FL

Amazing Condo on Bay, Steps from Gulf of America

Sea-Esta Beach Front 2 Free Chairs, Umbrella, Pool

Bliss on the Bay 2BR 2BA Beach Condo with Pool D7

Phoenix X 1105- 1BR Florabama Beach Luxury Suite

Redfish Loft, private waterfront Apt. on East Bay
Pet-friendly vacation rentals in Pensacola

Flamingo Pad: Dog Friendly, Downtown, Pensacola Be

The Cypress House

Comfortable Downtown Stay • Pet Friendly Yard

Modern, cozy, pet-friendly cottage w/king

Casey's Corner

East Hill Retreat/15 minutes to Pensacola Beach

*Tree House* on the Creek- Midtown Pensacola!

Tommy’s Zen Yard and Cottage
Pensacola house rentals

Sunny Side: Awesome Waterfront Unit with 4 Kayaks

Relaxing Getaway with Pool/Hot Tub Near Downtown

Navypoint Beauty 2/2 Whole House

"Pensa-casa" Great Location - Entire house

Estella’s Place-your piece of Florida paradise

Minutes from the Beach! A-Frame at The Point

Fun, Quirky, Get-a-Way for Singles or Couples.

Historic Downtown Bayfront Home Pool Mins to Beach
Quick stats about vacation rentals in Pensacola
Total rentals
1.2K properties
Total number of reviews
75K reviews
Family-friendly rentals
750 properties are a good fit for families
Pet-friendly rentals
430 properties allow pets
Rentals with a pool
130 properties have a pool
Rentals with dedicated workspaces
670 properties have a dedicated workspace
Frequently Asked Questions
How is the weather in Pensacola?
Pensacola experiences a humid subtropical climate. Summers are hot and humid with temperatures ranging from 70°F (21°C) to 90°F (32°C), while winters are mild, with temperatures ranging from 40°F (4°C) to 60°F (16°C). Rainfall is frequent throughout the year, with the wettest month being July.
What are some of the best things to do in Pensacola?
Exploring the Historic Pensacola Village, climbing up the Pensacola Lighthouse for panoramic views, visiting the National Naval Aviation Museum, and enjoying the beach at Pensacola Beach or Perdido Key are frequently suggested activities in Pensacola.
What is the best time of year to visit Pensacola?
The most popular time to visit Pensacola is during the warmer months of April to October. During this time, local events such as the Pensacola Seafood Festival in September and the Blue Angels Air Show in July take place.
What are the best places to stay in Pensacola?
Downtown Pensacola, with its vibrant night life and dining scene, is a popular place to stay. For those who prefer the beach, Pensacola Beach and Perdido Key are often recommended. For history enthusiasts, the North Hill historic district might be a good fit.
What are the best places to visit in Pensacola?
Visitors often explore the Historic Pensacola Village, the Pensacola Museum of Art, and the Pensacola Lighthouse. The National Naval Aviation Museum and the Gulfarium Marine Adventure Park are also frequently suggested attractions.
What are some hiking trails in Pensacola?
Hikers frequently explore trails like the Perdido Key Discovery Nature Trail, the Blackwater River State Forest trails, and the Fort Pickens Discovery Nature Trail. The Tarkiln Bayou Preserve State Park also has several trails for those interested in local flora and fauna.
What are some family activities to do in Pensacola?
Families can explore the National Naval Aviation Museum, visit the Pensacola Lighthouse and Maritime Museum, or enjoy the underwater exhibits at the Gulfarium Marine Adventure Park. The Pensacola Children's Museum and the Escambia County Equestrian Center also provide engaging activities for children.
What are some of the best day trip ideas in Pensacola?
Day trips to the Gulf Islands National Seashore for some beach exploration, to the city of Mobile in Alabama for a change of pace, or to the Blackwater River State Park for some outdoor activities are often recommended.
Are there vacation rentals with a dedicated workspace in Pensacola?
Yes! Work meets play with ease at over 710 vacation rentals in Pensacola featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Pensacola?
Four-legged friends are welcome in Pensacola. Choose from more than 440 vacation rentals for guests traveling with pets.
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- Gulf Shores Public Beach
- Destin Harbor Boardwalk
- Crab Island
- Romar Lakes
- Princess Beach
- OWA Parks & Resort
- James Lee Beach
- Navarre Beach Fishing Pier
- Gulf State Park
- Johnson's Beach, Gulf Islands National Seashore
- Perdido Key Beach
- Gulf Shores Shrimp Fest
- Alabama Point Beach
- Waterville USA/Escape House
- Steelwood Country Club
- Tiger Point Golf Club
- Branyon Beach
- Surfside Shores Beach
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Adventure Island
- Fort Walton Beach Golf Course
- Pensacola Dog Beach West