
Holiday 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.

Relaxing Getaway with Pool/Hot Tub Near Downtown
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!

Spacious Townhome for Families w/ Beach+Bay Access
Come enjoy the very best of beach life! This Boardwalk townhome is steps from the famous white sand of the Gulf while also offering community pool access & a private, sandy beach on the calmer waters of the bay that is perfect for children to enjoy. This spacious 2 bed/2.5 bath unit (King in master!) has an open layout with beautiful furnishings & outdoor living space on all 3 levels. Plenty of natural light & some Gulf views from each of the balconies you can access from every room in the home.

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.

$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!

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 Beachb
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 located in the backyard 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!

Stylish Modern Retreat in Downtown + Pool
It's all about the location! This comfortable, spacious townhome is the perfect home base for all your Pensacola adventures. Enjoy the many activities close by: Pensacola Beach (10 miles), Perdido Beach & Johnson's Beach (15 miles), boat charters and fishing, fine dining and pubs, museums, Blue Angel air shows, festivals, Wahoo baseball etc. Or spend the day relaxing at the beautiful pool. Book now to enjoy all the amenities and comforts this home offers.

Blue Angels Haven | Central Pensacola Pool Retreat
This family-friendly 3BR, 2BA home in Pensacola is perfect for up to 6 guests. Enjoy a private backyard oasis with a sparkling pool, ideal for relaxing or family fun. The spacious interior features a fully equipped kitchen and cozy living area. Located just minutes from Pensacola Beach, local attractions, Navy bases, this home offers the perfect balance of comfort and convenience for your next getaway. Please see why I have 100+ 5 star reviews!
Popular amenities for Downtown Pensacola rentals with a pool
House rentals with a pool

Casanana Beach Retreat - Beach only 3 miles away!

Pickleball Paradise w/Private Hot Tub, Pool & Bar

Private Pool / Two living rooms /Downtown

Amazing Hot Tub/ Stock Tank Pool

Hot tub 6 mi to beach BBall Hoop Pool Paddle Brds

Quiet With views and a Gulf breeze

Pensacola Downtown Poolside Paradise w/ King Bed

Pensacola Tiki Paradise
Condo rentals with a pool

Sunset on the Bayou near NAS/Downtown Pensacola

Heron Nest

Beachfront Bliss: Walk to Dine & Play on Sands

Gulf Getaway+ Waterfront Views *Fully Updated*

Stay at Sunshine Daydream on Pensacola Beach

P3-0509 Sunrise Views @ Portofino

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

Stylish 1 bdrm condo. May sleep 4. Just off I10
Other holiday rentals with a pool

Beautiful Pensacola Beach Home

Rainbow Land Carriage House

Baywatch Retreat 2/2 Beach Condo w/Pool

Gulf Breeze Bungalow

Private Suite with Saltwater pool

Elegant townhome + oversized luxury pool

Coastal Hideaway

New Pool! - North Hill Private Studio Guest House
When is the best time to visit Downtown Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $199 NZD | $197 NZD | $184 NZD | $204 NZD | $229 NZD | $232 NZD | $287 NZD | $215 NZD | $195 NZD | $174 NZD | $168 NZD | $177 NZD |
| 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 holiday rentals with a pool in Downtown Pensacola

Total holiday rentals
Explore 10 holiday rentals in Downtown Pensacola

Nightly prices starting at
Downtown Pensacola holiday rentals start at $177 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Downtown Pensacola holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 fireplace Downtown
- Apartment rentals Downtown
- Rentals with outdoor seating Downtown
- House rentals Downtown
- Family-friendly rentals Downtown
- Rentals with beach access Downtown
- Pet-friendly rentals Downtown
- Rentals with a washing machine and dryer Downtown
- Fitness-friendly rentals Downtown
- Rentals with a patio Downtown
- Rentals with a fire pit 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
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Gulf State Park
- Perdido Key Beach
- Gulf Shores Shrimp Fest
- Waterville USA/Escape House
- Steelwood Country Club
- Tiger Point Golf Club
- Surfside Shores Beach
- Branyon Beach
- Alabama Point Beach
- Eglin Beach Park
- Gulfarium Marine Adventure Park
- Pensacola Beach Crosswalk
- Fort Walton Beach Golf Course
- Adventure Island
- Pensacola Dog Beach West




