
Vacation rentals with a pool in Downtown Pensacola
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Downtown Pensacola
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Hot tub/ Pool at this 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!

Stunning Gulf Sunsets | Modern Beach Escape
TWO Gulf-View Balconies | Heated Pool | Gulf & Sound Beach Access | King Primary Suite • Unobstructed Gulf Views from two private balconies • Heated Pool for cool weather swimming • Direct Beach Access – just steps to sugar-white sand • Primary King Suite with spa-like ensuite • Beach Gear Included – chairs, wagon & umbrella • Jacuzzi Tub for ultimate relaxation • Fully Equipped Chef’s Kitchen + Wet Bar with Ice Maker • 65" Smart TV with Sonos Surround Sound • Gated Community with Covered Parki

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS
WHAT A VIEW! DIRECTLY ON THE BEACH...GULF SIDE!!! Beautifully remodeled and updated! This retreat has the rare double windows to enjoy stunning panoramic sunset views! On the beach (No roads to cross)! Resort has indoor heated pool & outdoor pool & hot tub overlooking the ocean. 2 fireplaces in the living room bedroom for those cozy mild winters. King size bed in the master... nautical bunkbeds with port holes & queen sleeper sofa in the main living areas. Reserve Your Time Away Today

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.

$0 clean fee! Beachside/pool view/king bed/jacuzzi
Perfect little place for couples or small families to get some R&R. This condo has a poolside view in a lovely little complex, and is just one building back from the beach - steps from paradise! The Gulf boasts some of the most beautiful beaches in the world, and this is the perfect location tucked away from the busy crowds but still close to restaurants, activities, live music, national parks, and a world class spa. The condo is well-equipped and recently updated in October 2022. Come enjoy!

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!

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)

Flamingo On Fisher In The Heart Of Pensacola
Make this home your destination to relax and unwind. The backyard itself will be your special place. The house is perfect for a group to relax and unwind. We are fully equipped with amenities to ensure you feel at home. Centrally located, we are close to everything that makes Pensacola the perfect place to vacation. Pensacola Beach is 9 miles away, 3 miles to the heart of downtown, 3 miles to the airport, 8 miles to NAS Pensacola, 3 to miles Cordova Mall, 2 miles to Pensacola Bay Center.

Turn & Slip Inn w/pool to this luxe 3BR townhouse
Your family will be close to everything in this modern and roomy home. Visit downtown attractions just a 5 min drive away or lounge at the pool after coming back from the beach, just 15 min away. Head out to the nearby farmers’ market and craft a meal in the fully stocked kitchen. Enjoy a drink, away from any bugs, in the screened in patio while grilling up some fish from Joe Patti’s seafood market. No matter what you choose you’ll enjoy your relaxing stay at the “Turn and Slip Inn”!

Funky Flamingo~ Guest House~ Pool & Kitchenette
This charming East Hill bungalow is owner managed/cleaned. Steps from Publix, 1 mile to downtown/Bayfront and just 12 minutes to Beach! Enjoy the private pool & patio. Luxury comforts and amenities, with the highest speed Wi-Fi/streaming services. Casper mattress and pillows with (700 thread count Egyptian Cotton sheets), for an amazing nights rest, Beach chairs, cooler, umbrella and towels provided. Enjoy the new walk-in shower w/ tankless hot water heater. LBGTQIA2S+ friendly!

Tiny Home Pool View 25 Mins to Beacha
Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking in the backyard located just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.

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!
Popular amenities for Downtown Pensacola rentals with a pool
House rentals with a pool

Come stay at Seas~the~Day!! 6th Floor magic!

Casanana Beach Retreat - Beach only 3 miles away!

Pickleball Paradise w/Private Hot Tub, Pool & Bar

Pool House at Indigo Cove, Close to NAS!

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

Private Pool / Two living rooms /Downtown

5 BR house with heated pool*

Saltwater Pool! Cottage-Mins to Downtown & Beaches
Condo rentals with a pool

Heron Nest

Paradise on Pensacola Beach

Stay at Sunshine Daydream on Pensacola Beach

Sleeps 6-Stunning Ocean Front Views-Luxury Resort

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

Perdido Skye 34 luxury beach vacation rental

Upstairs Terrace near beach @ Purple Parrot Resort

Pensacola Beach Condo w/ Great Views (F12)
Other vacation rentals with a pool

Rainbow Land Carriage House

Relax and enjoy this charming vintage bungalow

Cozy 4-bedroom Beach Bungalow with new heated pool

Beach Home/with heated pool! Welcome!

Gulf Breeze Condo w Pool Access!

Gulf Breeze Bungalow

Private Suite with Saltwater pool

PrivatePool,SoundViews,Sleeps20
When is the best time to visit Downtown Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $154 CAD | $153 CAD | $143 CAD | $159 CAD | $178 CAD | $181 CAD | $223 CAD | $167 CAD | $152 CAD | $135 CAD | $131 CAD | $138 CAD |
| 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 vacation rentals with a pool in Downtown Pensacola

Total vacation rentals
Explore 10 vacation rentals in Downtown Pensacola

Nightly prices starting at
Downtown Pensacola vacation rentals start at $138 CAD per night before taxes and fees

Verified guest reviews
Over 3,960 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Downtown Pensacola vacation rentals include wifi access

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

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

Nearby attractions
Downtown Pensacola’s top spots, include Pensacola Museum of Art, Palafox Market, and Bruce Beach
Destinations to explore
- Rentals with a patio Downtown
- Pet-friendly rentals Downtown
- Apartment rentals Downtown
- Family-friendly rentals Downtown
- Rentals with outdoor seating Downtown
- Rentals with a firepit Downtown
- Fitness-friendly rentals Downtown
- Rentals with a washer and dryer Downtown
- Rentals with beach access Downtown
- Rentals with a fireplace Downtown
- House rentals Downtown
- Rentals with pools Pensacola
- Rentals with pools Escambia County
- Rentals with pools Florida
- Rentals with pools United States
- Gulf Shores Public Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- OWA Parks & Resort
- Princess Beach
- Navarre Beach Fishing Pier
- James Lee Beach
- Perdido Key Beach
- Johnson's Beach, Gulf Islands National Seashore
- Gulf State Park
- Gulf Shores Shrimp Fest
- Steelwood Country Club
- Waterville USA/Escape House
- Tiger Point Golf Club
- Surfside Shores Beach
- Branyon Beach
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Alabama Point Beach
- Fort Walton Beach Golf Course
- Eglin Beach Park
- The Track - Destin
- Adventure Island




