
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 $50 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.

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
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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.
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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.
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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.
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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!
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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.
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Sunset on the Bayou near NAS/Downtown Pensacola
If you’re looking for a quiet get-away on the water, you will find it here. Our cozy 2 bed/2 bath condo is like a cottage by the sea in a condo setting. Relaxing coastal decor and a beautiful view from the balcony make our home enjoyable inside and out. Enjoy all the amenities of home, sunbathe by the pool, fish from the dock, relax on the balcony, grill out on the lawn. Its all here. Just a short drive from Pensacola NAS, Pensacola Beach and historic Downtown Pensacola. (No pets allowed)
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Tranquil Seas: Waterfront Unit with Kayaks & More!
Welcome to the Tranquil Seas! Come enjoy beautiful views, coffee on the balconies and the peaceful waters. Our oasis sits on a calm, private, shallow cove of Perdido Bay, providing the perfect place for families to play safely. This 2 bed/2.5 bath sleeps 4-6 and includes a full kitchen, laundry, 2 Kayaks, and more! Spend all day right here enjoying the quiet serenity, tucked away from the hustle and bustle. Or take a 5 minute drive to Perdido Key Beach. Continue for more Details
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• “Bayou Grande View – Peaceful Pensacola Getaway”
This is a beautiful, cozy vocational manufactured, home located in Bayou Grande Villa. Distance from airport of Pensacola to our home is 8 miles . It has three bedrooms, two bathrooms, washer and drier, and fully stocked kitchen . Located across from the Naval Air Station, where you can watch practicing Blue Angels from the deck and enjoy a beautiful, blue, calm water from the bay. The house is renovated and stocked with brand new appliances and furniture.
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Poolside Family Retreat w/ Hot Tub & Game Room
PLEASE READ entire description to ensure accurate expectations. Relax while the kids play! Enjoy a private pool (seasonally heated), bubbling hot tub, and A/C game room packed with fun. Parents can unwind in the new massage chair or simply enjoy the peaceful backyard oasis. Centrally located—just 10 min to Downtown, 20 to Perdido Key, and 30 to Pensacola Beach—this family retreat blends relaxation, comfort, and connection for your perfect getaway!
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*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.
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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.
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Popular amenities for Pensacola rentals with a pool
House rentals with a pool

Private Pool / Two living rooms /Downtown
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Hot tub/ Pool Relaxing Getaway
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Soundside Paradise
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Flamingo On Fisher In The Heart Of Pensacola
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Backyard Oasis Family friendly Pensacola Beach, FL
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Private Pool-Near NAS-Grills-Game Room FamilySetUp
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The Intendencia Country Club
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Private Saltwater Pool Home Near Pensacola Beach
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Condo rentals with a pool

Beachfront Condo • Pool & Resort Perks
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$0 clean fee! Beachside/pool view/king bed/jacuzzi
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PX 1105 Next to Florabama, Beachfront Luxury Suite
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Pensacola Beach Condo w/ Great Views (F12)
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Newly renovated condo with amazing water views!
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Stay at Sunshine Daydream on Pensacola Beach
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5 * Upscale Perdido Key, FL Waterfront Condo
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Waterfront, sleeps 7, walk to everything!
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Other vacation rentals with a pool

Lost Key Paradise - Luxe Cottage with Gulf View
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Stylish Modern Retreat in Downtown + Pool
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Elegant townhome + oversized luxury pool
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Casa Brisa • 3BR • Downtown • Pool • NAS/Beach
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Sunset Social @ The Boardwalk Condo
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Luxury Waterfront Home+Private Beach+Infinity Pool
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Backyard Oasis Pensacola
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Pensacola 4BR w/ Private Pool Near Beaches
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When is the best time to visit Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $111 | $133 | $160 | $158 | $176 | $205 | $198 | $163 | $145 | $137 | $136 | $125 |
| Avg. temp | 53°F | 57°F | 62°F | 68°F | 76°F | 82°F | 83°F | 83°F | 80°F | 71°F | 61°F | 55°F |
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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
- Flora-Bama Lounge
- Navarre Beach Fishing Pier
- Alabama Point Beach
- Johnson's Beach, Gulf Islands National Seashore
- The Hangout
- HarborWalk Village
- Gulf Breeze Zoo
- The Lighthouse Condominiums
- The Wharf Amphitheater
- Fort Walton Beach Landing
- Jade East Towers
- The Boardwalk on Okaloosa Island
- Pensacola Bay Center
- Destiny East
- Waterville USA/Escape House
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- Outdoor adventure Explore nature with the family
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- Kid-friendly state parks Check out these family-friendly hikes





