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

La Playa Esmeralda - Panoramic Sunset Views
Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, private fishing pier, no fishing license required. Early check-in avail.

Funky Flamingo~ Guest House~ Pool & Kitchenette
This charming East Hill pool bungalow is owner managed/cleaned. Steps from Publix, 1 mile to downtown/Bayfront and just 12 minutes to Beach! Enjoy the private pool & entire back yard. 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!

$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.

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.

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.

307 Beach Front Views ~ Special Rate ~ Book Jan 19
Come experience this Beautiful 5 Star Gulf Front Condo, Heated Gulf Side Pool & Hot tub, This Newly Renovated unit offers a Private, Gulf Front Balcony with Amazing Gulf Views, watch Dolphins, Swim in 2 Gulf Side pools, 1 heated, Hot tub on the Gulf. Sleeps 6, Gulf Front Balcony Master on Gulf, 2 BDRM, 2 BA, Master Suite has a luxurious King Size Cloud Lux Tempur-Pedic Bed. Guest Rm 2 has a Euro Top Plush Queen Mattress, LR has a Memory Foam Queen sleeper sofa.

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.

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.

Relax Waterfront, Sunset VIEWS, Secluded Beach
Stunning 2-story unit, fully renovated, with plenty of space to accommodate up to 8 people. • Excellent LOCATION on the quite West end of Pensacola Beach. Last complex before National Park at Ft. Pickens • Gorgeous SUNSET views from both balconies • Just a few steps from the GULF OF MEXICO BEACH – perfect for couples and families! • QUIET AND SECLUDED Beach on Santa Rosa Sound
Popular amenities for Pensacola rentals with a pool
House rentals with a pool

Beautiful Paradise Home - 1 Mile From Beach - POOL

Poolside Family Retreat w/ Hot Tub & Game Room

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

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

Pensacola Blue Angel Pool House

Tiki Time Pool Home

Adventures at Gypsy Mermaid

Quiet & Cozy Family Home! Perfect Winter Stay!
Condo rentals with a pool

Quiet Lux Family Beach Retreat

Beautiful beach views on ground floor

2B Gulf Front w Private Terrace/Tower 3!

Perdido Key Florida. Grand Caribbean East 2 BR 2BA

Waterfront Studio 109 / Ground Floor / Renovated

Spacious condo with sleeping loft on Pensacola Bay

Perdido Skye 34 luxury beach vacation rental

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

Ocean Breeze East 802

Pickleball Paradise w/Private Hot Tub, Pool & Bar

Pool House at Indigo Cove, Close to NAS!

Balinese Beach House w/ Pool, Huge Hot Tub & Sauna

Private Pool, Steps to the beach, Golf cart

The Rosales serenity suite

Pensacola Beach Waterfront Condo

Private Suite with Saltwater pool
When is the best time to visit Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 98 | € 112 | € 125 | € 128 | € 138 | € 155 | € 170 | € 140 | € 125 | € 122 | € 112 | € 104 |
| 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 Pensacola

Total vacation rentals
Explore 130 vacation rentals in Pensacola

Nightly prices starting at
Pensacola vacation rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 8,750 verified reviews to help you choose

Family-friendly vacation rentals
90 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 Pensacola Museum of Art, Palafox Market, and Bruce Beach
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- Gulf Shores Public Beach
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- OWA Parks & Resort
- Pensacola Beach
- Navarre Beach Fishing Pier
- Perdido Key Beach
- Johnson's Beach, Gulf Islands National Seashore
- Gulf State Park
- Waterville USA/Escape House
- Alabama Point Beach
- Gulfarium Marine Adventure Park
- The Track - Destin
- Gulf Breeze Zoo
- Adventure Island
- Alabama Gulf Coast Zoo
- The Track
- Tarkiln Bayou Preserve State Park
- Henderson Beach State Park
- Ft. Morgan Fishing Beach
- Pensacola Museum of Art
- Pensacola Bay Center




