
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!

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.

Pool House, Short Drive to Beach, Grill, Smart TV
HIGHLIGHTS: - Heated Private Pool (from Mar 1 to Dec 31) - 10-15 min to Navarre Beach - Quiet residential area - Fully furnished, comfortable house - Close to grocery stores, pharmacies, restaurants This is a spacious 3 bedroom/2 full bathrooms house in a quiet area. Fully updated, has everything to make you feel at home: king and queen beds, bunk bed, fully equipped kitchen, outdoor grill (with propane tank), high speed WiFi, TV, washer/dryer, 2 car garage (additional free parking on driveway)

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!

Beachfront Bliss: Walk to Dine & Play on Sands
**Recently Updated Interior!** Experience the stunning Gulf of Mexico from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach! Nothing separates you from the best white-sand beach on the Gulf Coast. This beach condo boasts a vibrant interior filled with beach-themed accents, a private balcony with sweeping ocean views, and access to 2 pools (1 heated) and a hot tub. Enjoy the best restaurants and shopping on the beach, all within a short walk.

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”!

Pelican's Perch @ Villas on the Gulf
This renovated 2 bed/1.5 bathroom condo is stocked and ready to go--Just bring your groceries and swimsuits! This quaint little beach condo is the perfect, affordable getaway you are looking for. In less than a two-minute walk from the front door, you can have your toes in the sand, soaking up the sun on the Gulf. It features a carport for private parking, two bedrooms, w/ a King bed in one room, two full beds in the other, a couch in the living area, and a queen air mattress.

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!

Sunny Large Two Bedroom Townhouse - Pool
Relax with our thorough cleaning, prioritizing your comfort. In a tranquil subdivision, Brookside offers a sunlit pool and tennis courts. The cozy living area guarantees a comfortable stay. 🌞 Pet-friendly with pre-approval, we welcome your furry friends. Only a 27-minute drive to white sandy beaches, enjoy a scenic 14-mile journey to Pensacola Beach or reach NAS Pensacola in 30 minutes. Don’t miss the breathtaking Blues fly every Sunday evening. Your ideal getaway awaits!

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

Beautiful Paradise Home - 1 Mile From Beach - POOL

Fun, sun, sand, and rest. Enjoy your stay with us.

Pickleball Paradise w/Private Hot Tub, Pool & Bar

Pensacola Blue Angel Pool House

Hot tub 6 mi to beach BBall Hoop Pool Paddle Brds

The Carriage House: relaxing stay with pool

Pensacola Downtown Poolside Paradise w/ King Bed

Tiki Time Pool Home
Condo rentals with a pool

Stay at Sunshine Daydream on Pensacola Beach

Pensacola Beach, Florida 1BR Amazing View

Beachfront Condo With Pool & Resort Amenities

Salt Shack at Purple Parrot Resort, Perdido Key

Upstairs Terrace near beach @ Purple Parrot Resort

Book now for fall/Snowbird! Beautiful sound views!

Gorgeous Beach Condo

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

Luxury Heated Pool Home 8Beds 2.5BA 15min To Beach

Pool House at Indigo Cove, Close to NAS!

The Rosales serenity suite

Private Pool / Two living rooms /Downtown

P3-0509 Sunrise Views @ Portofino

Amazing Hot Tub/ Stock Tank Pool

Private Suite with Saltwater pool

Elegant townhome + oversized luxury pool
When is the best time to visit Downtown Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ411 | ﺩ.ﺇ408 | ﺩ.ﺇ382 | ﺩ.ﺇ422 | ﺩ.ﺇ474 | ﺩ.ﺇ481 | ﺩ.ﺇ595 | ﺩ.ﺇ444 | ﺩ.ﺇ404 | ﺩ.ﺇ360 | ﺩ.ﺇ349 | ﺩ.ﺇ367 |
| 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 ﺩ.ﺇ367 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

Wi-Fi availability
10 of Downtown Pensacola vacation rentals include wi-fi 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
- House rentals Downtown
- Family-friendly rentals Downtown
- Fitness-friendly rentals Downtown
- Rentals with beach access Downtown
- Apartment rentals Downtown
- Rentals with a patio Downtown
- Rentals with a fire pit Downtown
- Rentals with a washer and dryer Downtown
- Pet-friendly rentals Downtown
- Rentals with a fireplace Downtown
- Rentals with outdoor seating 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
- Romar Lakes
- Opal Beach
- OWA Parks & Resort
- Princess Beach
- James Lee Beach
- Navarre Beach Fishing Pier
- Perdido Key Beach
- Johnson's Beach, Gulf Islands National Seashore
- Gulf State Park
- Gulf Shores Shrimp Fest
- Waterville USA/Escape House
- Steelwood Country Club
- Tiger Point Golf Club
- Surfside Shores Beach
- Branyon Beach
- Alabama Point Beach
- Pensacola Beach Crosswalk
- Eglin Beach Park
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Adventure Island




