
Holiday rentals with a pool in Pensacola Beach
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Top-rated rentals with a pool in Pensacola Beach
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Phoenix X 1105- 1BR Florabama Beach Luxury Suite
This meticulously maintained and beautifully furnished Phoenix 10 condo is the epitome of elegance and sophisticated luxury for the discerning couple or small family seeking respite in a beach resort setting. Sip your morning coffee on your private balcony overlooking the beach and Gulf of Mexico. Situated directly on the beach! Parking available in Association lobby for a $60 fee per stay. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided)

Ocean/Pier Front 1BR w/ bunks, 3 pools hot tubs!
Welcome to "Salty Beach" Condo! A newly listed & freshly decorated Gulf Front 1 BR, sleeps 6! 1st building next to the Navarre Pier. Located on the 4th floor. There are 2 elevators. Walking distance to nearby restaurants. Amazing views of the Gulf, sunrise & sunset. HS internet with smart TVs. Check out my SuperHost reviews! Complimentary daily beach service: (SEASONAL)Mar1 -Oct 31 Includes two chairs, one umbrella, one folding table. Includes stand-up paddleboard or kayak for 1 hour daily.

The Beach Couldn't Be Any Closer!
*** Pool and deck area closed for maintenance September 15th 2025 through October 20th.** This condo is located directly on the Gulf of Mexico. This 10th floor unit has spectacular views of the beach and gulf, which you can view from the private balcony. The sugar white sands and emerald green water is a site to see. It accommodates 6 people. There's one King size bed in the bedroom, one Bunk bed in the hallway and a Sofa bed in the Living room. Address: 14511 Perdido Key Dr. Pensacola, FL 32507

Fall Beachfront Oasis | Heated Pool, Gulf Views
TWO Gulf-View Balconies | Heated Pool | Direct Beach Access | Luxury Coastal Retreat • Unobstructed Gulf Views from two private balconies • Heated Pool for year-round 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 • Chef’s Kitchen + Ice Machine & Wet Bar • 65" Smart TV with Sonos Surround Sound • Gated Community with Covered Parking Welcome to Idle

Prime Beachfront Condo w/ Pool & Resort Amenities
Welcome to Pensacola Perch, an 8th floor beachfront condo where you will enjoy expansive views of Pensacola Beach–– a perfect vantage point for dolphin sightings & the Blue Angels Air Show. This 2BR/2BA condo is in the sought after Emerald Isle gated resort where guests can enjoy resort amenities such as direct beach access, 2 swimming pools, a hot tub, sauna, & beachfront fitness center. There’s also complimentary use of 2 chairs & an umbrella from La Dolce Vita all through March to October.

$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!

This is the one! Perfect Getaway near the beach.
Welcome to a place you will want to return to time and again. Fresh renovations, all the amenities! Steps away from a Tiki bar and huge outdoor pool/hot tub! Live music almost nightly! Parking right out front! Johnson and Orange Beach are minutes away. Our goal is to make sure you have the best possible time! You deserve a break. The couch pulls out to a queen bed. Enjoy full kitchen, large shower, fitness center, indoor and outdoor pool and if something feels like it’s missing, let us know!

Sunny Side: Awesome Waterfront Unit with 4 Kayaks
Welcome to Sunny Side! Come enjoy fun and relaxation right outside your back door! Sitting on a calm, shallow cove of Perdido Bay, Sunny Side provides the perfect place for families to swim and play safely. This 2 bed/2.5 bath sleeps 7 people across 4 different beds and includes a full kitchen, laundry, 4 Kayaks, and more! Spend all day here, tucked away from the hustle and bustle, or take a short 5 minute drive to Perdido Key Beach, restaurants, parks, and more! Continue for more Details

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.

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.

Lost Key Paradise - Luxe Cottage with Gulf View
Stunning spacious townhome, just a short walk to the soft and white sandy beach and emerald green waters of the Perdido Key island. It's located in the Lost Key Golf and Beach Resort. This is a hidden gem of the Florida panhandle for a serene beach getaway with best amenities, a Championship 18-hole Arnold Palmer golf course, lighted tennis courts, two resort style pools, hot spa, fitness center, and a Beach Club with complimentary beach chairs and private beachfront access!

Newly renovated condo with amazing water views!
Experience the clear blue water and white sand of Pensacola Beach. Enjoy spectacular views of Pensacola Bay from a private 3rd floor balcony. This newly renovated condo offers a fully stocked kitchen, luxury linens, and calming beach decor. The master has a queen size bed, flat screen TV, and ensuite bathroom. The 2nd bedroom offers 2 full size bunk beds. The main living room has another flat screen TV, comfortable couch and is a perfect place for your group to gather.
Popular amenities for Pensacola Beach rentals with a pool
House rentals with a pool

Relaxing Getaway with Pool/Hot Tub Near Downtown

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

THE PINE HOUSE *October Specials*

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

Historic Downtown Bayfront Home Pool Mins to Beach

Casa Verde: Heated Pool +JET SKI & Pontoon rental

Flamingo On Fisher In The Heart Of Pensacola
Apartment rentals with a pool

Gulf Getaway+ Waterfront Views *Fully Updated*

Welcome To Florida's Hidden Gem!

Bayside Retreat-Panoramic Sunset Views

Perdido Skye 34 luxury beach vacation rental

Lovely beach-front condo with free beach setup.

Beachfront! Newly remodeled! Right on the beach!

Waterfront cozy condo with king bed & resort pool

2nd FLOceanFrontFreeChairsUmbrellaHeatedPoolArcade
Other holiday rentals with a pool

Private Heated Pool | Spa Bath | Walk to Beach

Ocean Breeze East 802

Modern 3 Bed/2 Bath Cottage

Heron Nest

Tide Together on the Gulf at Beach Colony East

Gulf Breeze Bungalow

Beachfront - “Weekend At Benny’s”

Heated saltwater pool | Pet Friendly | Family home
Quick stats about holiday rentals with a pool in Pensacola Beach
Total rentals
2.1K properties
Nightly prices starting at
€ 34 before taxes and fees
Total number of reviews
46K reviews
Family-friendly rentals
1.9K properties are a good fit for families
Pet-friendly rentals
200 properties allow pets
Rentals with dedicated workspaces
1K properties have a dedicated workspace
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- Gulf Shores Public Beach
- Destin Harbor Boardwalk
- Crab Island
- Romar Lakes
- Princess Beach
- OWA Parks & Resort
- James Lee Beach
- Navarre Beach Fishing Pier
- Gulf State Park
- Johnson's Beach, Gulf Islands National Seashore
- Perdido Key Beach
- Gulf Shores Shrimp Fest
- Alabama Point Beach
- Waterville USA/Escape House
- Steelwood Country Club
- Tiger Point Golf Club
- Branyon Beach
- Surfside Shores Beach
- Raven Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Adventure Island
- Fort Walton Beach Golf Course