
Holiday rentals with a pool in Downtown Pensacola
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Top-rated rentals with a pool in Downtown Pensacola
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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!

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!

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)

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”!

Bliss on the Bay 2BR 2BA Beach Condo with Pool D7
Relax with family or friends at our cozy condo with amazing views of the bay and the Gulf of Mexico. You are mere steps from the gulf's famous sugar white sandy beaches. Enjoy the complex's amenities- sun at the private beach, swim in the pool (unheated), grill on the BBQ and chill at the fire pit. Rent bikes and explore the miles of beach paths and the Fort at Pickens. You're a short drive to the core of the beach where there's shopping, restaurants, bars and family activities.

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

Pickleball Paradise w/Private Hot Tub, Pool & Bar

Pensacola Blue Angel Pool House

Del Sol-Outdoor Oasis with Pool and Hot Tub

Golfing Bear

Saltwater Pool! Cottage-Mins to Downtown & Beaches

Modern Dream Home | Heated Pool and a Fire Pit!

Christmas in Pensacola! Blue Angels Pool Oasis!
Condo rentals with a pool

Immaculately clean beautiful villa@ Purple Parrot

Salt Air No Care! Gulf Front Condo-Gated-Pool-Spa

Heron Nest

~Seaside Getaway~ Condo in Purple Parrot Resort!

Sunny Side Up- walk to beach

Pensacola Beach, Florida 1BR Amazing View

Beachfront Condo With Pool & Resort Amenities

Salt Shack at Purple Parrot Resort, Perdido Key
Other holiday rentals with a pool

Rainbow Land Carriage House

family house *cowboy pool*HOT TUB~Yard Games.

2BR Condo in Pensacola Beach

The Rosales serenity suite

Tranquil and Spacious Condo - PBC 110

Gulf Breeze Bungalow

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 | $167 AUD | $166 AUD | $155 AUD | $172 AUD | $192 AUD | $195 AUD | $242 AUD | $181 AUD | $164 AUD | $146 AUD | $142 AUD | $149 AUD |
| 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 $149 AUD 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
- House rentals Downtown
- Rentals with a fire pit Downtown
- Apartment rentals Downtown
- Family-friendly rentals Downtown
- Pet-friendly rentals Downtown
- Rentals with beach access Downtown
- Rentals with a patio Downtown
- Rentals with a washing machine and dryer Downtown
- Fitness-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
- Opal Beach
- OWA Parks & Resort
- Princess Beach
- Navarre Beach Fishing Pier
- James Lee Beach
- Perdido Key Beach
- Gulf State Park
- Johnson's Beach, Gulf Islands National Seashore
- 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




