
Vacation rentals with a pool in Pensacola
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Pensacola

Total vacation rentals
Explore 120 vacation rentals in Pensacola

Nightly prices starting at
Pensacola vacation rentals start at G$10,448 GYD per night before taxes and fees

Verified guest reviews
Over 9,440 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
120 of Pensacola vacation rentals include wi-fi access

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

4.8 Average rating
Pensacola stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Pensacola's top spots, include Palafox Market, Pensacola Museum of Art, and Bruce Beach
Top-rated rentals with a pool in Pensacola
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Hot tub/ Pool Relaxing Getaway
Picture your family enjoying the pool & hot tub while you grill out in the large private backyard, or lounge in the comfy screened in porch seating area of this peaceful getaway! Located b/t the bayou & scenic bluffs overlooking the bay, our home is close to all the area has to offer! Relax on the beach, visit the fishing pier or historic downtown's upscale dining/shopping. 1 block from Exchange Park which has baseball/softball fields, a playground, free wifi, walking path/trails & picnic areas!

East Bay Hideaway — A Private Waterfront Escape
Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

Fam Fun-Spacious Home-BOHO Vibes-Game Room & Pool
Treat yourself to this newly renovated contemporary 3bd/2ba house with saltwater pool. Comes with four 4K smart TVs, Smart Home Security, darts, golf potting, Keurig and K-cups. The living room TV is 75 inches! Unit is perfect for families or small group looking for a homey and fully equipped space - whether you're here for business, needs a transient home, or just enjoying the vacation spots Pensacola and the Florida panhandle are known for. Pensacola Beach & Perdido Key are 17mi and 25mins

Fun, sun, sand, and rest. Enjoy your stay with us.
When you stay at this centrally-located place, your family will be close to everything. The home is ranch-style and located on the canal in a fast-growing beachy community. Minimum stairs if you walk down to the canal. Take advantage of the local golf course which is minutes from the home. Enjoy the beautiful weather, shopping, and the local beaches (Navarre, Pensacola, and Destin) then come home to relax in your home away from home. We do not host parties or special events. Non smoking home.

Historic Downtown Bayfront Home Pool Mins to Beach
The Bayfront Manor brings the best of both worlds to your vacation or business stay in Pensacola. Located 5 min walk from historic downtown, Seville Square, and Palafox Street, the location is ideal for all dining, nightlife, and events. The home is positioned on the corner of Bayfront Dr allowing for great water views of Pensacola Bay. The best beaches on the Gulf are only a 10 min drive. The location is also great for wedding parties as the Barkley House and Christ Church are walkable.

Dolphin Watch: Lovely Waterfront Unit with Kayaks!
Welcome to Dolphin Watch! This oasis sits on a calm, private, shallow cove of Perdido Bay, providing GORGEOUS views from the balconies & the perfect place for families to relax, swim, & paddle safely, all directly behind this waterfront home. This 2 bed/2.5 bath unit sleeps 6 & includes a full kitchen, laundry & 2 Kayaks! Spend all day enjoying the onsite beach, heated community pool, kayaking, swimming or take a quick drive to Perdido Key Beaches, dining, and more! Continue for more Details

Downtown Oasis - Pool & Parking
Centrally located in Pensacola's thriving downtown, our poolside oasis is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

Quiet Pool Home Getaway! Airbnb's FAV Home! TOP 1%
Welcome to your quiet Pensacola getaway! The perfect home base for beach days, Blue Angels excitement, and relaxing evenings. Located in a peaceful neighborhood just minutes from Pensacola Beach, NAS Pensacola, and downtown, this clean and comfortable home is ideal for families, couples, military visitors, quick visits or longer stays. Whether you’re here for the sugar-white beaches, aviation events, or a laid-back escape, this home offers space, convenience, and comfort without the crowds.

Backyard Oasis Family friendly Pensacola Beach, FL
Welcome to Paradise w/ POOL. Kid friendly. A few main things to note: 1) we live upstairs and you will hear our kids footsteps. (7-8am). No complaints about voices. 2) our pool is Not heated. 3) we have 60lb friendly female golden retriever Enjoy sound side beach access RIGHT across the street! Best sunsets on the beach! The Gulf is 5 blocks away. Private lanai with grill and pool access. Enter underneath the stairwell into your unique private 2 bedroom 1 bath suite. Keypad on door.

Pensacola Beach Condo w/ Great Views (F12)
Perfectly situated on the quieter west end of Pensacola Beach this 3rd floor walk-up sits on the Pensacola Bay and is a 5 minute walk to the Gulf of Mexico. It’s our first season of hosting guests and we would love to have you. Our condo is less than 1/2 mile to Peg Leg Pete’s - a Pensacola Beach favorite restaurant. If you want a night-out, the Casino Beach and Boardwalk area has more than 10 restaurants and bars and is less than 2 miles away.

*Vitamin Sea* (Ocean View, w/ Beach Supplies)
Welcome to Vitamin Sea! Your vacation rental features a Beach Club with pool & restaurant/bar, 24-hour security gate, challenging 18-hole Arnold Palmer Championship Golf Course, fitness center, tennis courts, resort community pool and hot tub, and complimentary beach shuttle. Experience our sugary sand beaches and emerald green waters. Walking distance to the beach (1/2 mile) and close to 3 state parks and the National Seashore.

Beautiful 1-bedroom cottage with pool
This rental is located near Navy Point - minutes to NAS, Boating Marinas, and Downtown Pensacola and only a short 20 minute drive to the white sand beaches of Pensacola or Perdido Key. This home features an above ground pool, screened in porch, patio and grill. This rental is the perfect place to relax and unwind after a day at the beach or exploring Pensacola and it's surroundings.
Popular amenities for Pensacola rentals with a pool
House rentals with a pool

Poolside Family Retreat w/ Hot Tub & Game Room

Luxury Home w/ Private Dock, Pool, Firepits &

The Intendencia Country Club

Private Pool / Two living rooms /Downtown

Heated saltwater pool | Pet Friendly | Family home

• “Bayou Grande View – Peaceful Pensacola Getaway”

Villa Rosa: Modern Oasis Retreat

Bayou Breeze - Pool, Views & 8 Min to Downtown
Condo rentals with a pool

Marisol del Cielo/Sea Sun Of The Sky-On The Beach

Sunset on the Bayou near NAS/Downtown Pensacola

Steps to Gulf & Bay, Water Views

Stay at Sunshine Daydream on Pensacola Beach

Bayside Retreat-Panoramic Sunset Views

Perdido Skye 34 luxury beach vacation rental

Beachfront Condo • Pool & Resort Perks

Fun Mid-Century Modern Beachside Condo on the Gulf
Other vacation rentals with a pool

Stylish Couples Retreat|Lost Key|Pools|Beach Club

Summer Dreams-2 bedroom townhome with golf course

Stylish Modern Retreat in Downtown + Pool

Private Saltwater Pool Home Near Pensacola Beach

Sunset Social @ The Boardwalk Condo

The Rosales serenity suite

Gulf Front*2B*Elite*Tower 1*Steps to the Beach!

Elegant townhome + oversized luxury pool
When is the best time to visit Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$23,194 GYD | G$27,791 GYD | G$33,432 GYD | G$31,134 GYD | G$33,432 GYD | G$37,611 GYD | G$41,372 GYD | G$34,059 GYD | G$30,298 GYD | G$28,626 GYD | G$28,417 GYD | G$26,119 GYD |
| 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 |
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- Destin Beach
- Gulf Shores Public Beach
- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- Opal Beach
- OWA Parks & Resort
- Henderson Beach State Park
- Gulf State Park
- Navarre Beach Fishing Pier
- Flora-Bama Lounge
- Johnson's Beach, Gulf Islands National Seashore
- Alabama Point Beach
- The Hangout
- HarborWalk Village
- Gulf Breeze Zoo
- The Wharf Amphitheater
- The Lighthouse Condominiums
- Fort Walton Beach Landing
- Jade East Towers
- The Boardwalk on Okaloosa Island
- Gulfarium Marine Adventure Park
- Destiny East
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