
Holiday rentals with a pool in Pensacola Beach
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Top-rated rentals with a pool in Pensacola Beach
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Beachfront Bliss: Walk to Dine & Play on Sands
**Recently Updated Interior!** Experience the stunning Gulf of America from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach, named America’s Best Beach by the Condé Nast Traveler Readers’ Choice Awards! 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.

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.

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 for a $60 fee per stay. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided). Min age to book 25

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.

$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!

Regency end unit, discounted fall/winter rates!
We've gone to great lengths with extensive recent renovations to make our condo feel like a full 5-star experience - just read the reviews! There are several things that set our unit apart from others, most notably the incredible views in two directions! Add in beach chair service (March through October), along with new appliances and other renovations that are too numerous to list fully, and you have one of the best beach vacation experiences imaginable without spending a small fortune!

The Flamingo Flat @ Villas on the Gulf
🦩Flamingo Flat: This airy, Palm Beach style condo is the perfect place to relax on a quiet stretch of Pensacola Beach that was voted BEST BEACH IN THE US! For great shopping, dining & entertainment you can drive ( less than 3 miles West) to the main hub of P’Cola Beach. Trolley service available during summer months. The beautiful Portofino Island Resort is just 1 mile to the East. MUST BE 25 TO RENT. NO CHILDREN UNDER 12. NO PETS. EARLY CHECK IN MAY BE AVAILABLE FOR AN ADDITIONAL $50.

Beachfront - PENTHOUSE - Breathtaking Views!
In the heart of Orange Beach is this luxury condo with gorgeous views of the sugar white beaches & emerald waters. From the balcony you can watch the majestic sunrise or marvel at the dolphins playing. When a break from the beach is needed you can enjoy the many amenities onsite. Orange Beach offers activities for the whole family including restaurants & shopping. After a fun day prepare to make dinner in the well appointed kitchen, relax with the cheerful decor & comfortable sitting.

Sea-Esta Beach Front 2 Free Chairs, Umbrella, Pool
Stunning oceanfront condo located directly on Pensacola Beach. Free Beach Chairs and Umbrella. Free WiFi Master bedroom w king bed and Guest bedroom w two double beds. Full bath in the master and beautiful full walk in shower in guest room. Updated fully equipped kitchen w granite countertops and new stainless steel appliances. Start your day watching the sun rises from your balcony over the Gulf of Mexico and end it watching the sun set over another day in Paradise!

Navarre Beachfront Condo
The VIEWS!! With no high-rises for 1/2 a mile to the west and none for miles to the east, Sundunes literally has the best views in Navarre. Our 5th floor east-corner unit offers unobstructed views of the Sound and the Gulf all from the private balcony. Enjoy all the benefits of a low-density condo with private pool, picnic tables, and barbecue grills. Best of all, relax on the snow-white sand and crystal-clear turquoise waters with NO crowds! Ask about SNOWBIRD discounts!!

307 Beach Front Views ~ Book Apr 12 Super Special
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.
Popular amenities for Pensacola Beach rentals with a pool
House rentals with a pool

Beautiful Paradise Home - 1 Mile From Beach - POOL

Historic Pool Cottage! Dog Friendly

East Bay Hideaway — A Private Waterfront Escape

Pensacola Blue Angel Pool House

5 Stars! Gulf View - Sleeps 12, Pool!

Historic Downtown Bayfront Home Pool Mins to Beach

Casa Verde: Heated Pool +JET SKI & Pontoon rental

Dolphin Watch: Lovely Waterfront Unit with Kayaks!
Condo rentals with a pool

Beautiful Gulf View Waterfront Condo

Tranquil and Spacious Condo - PBC 110

Pensacola Beach, Florida 1BR Amazing View

Perdido Sun #402 on the Beach

Waterscape 3rd Floor 1 Bedroom - on the beach -

Oceanfront| Heated Pools| King|W/D|Hot Tub+CableTV

Salty Breezes

P1-1403 Portofino Gulf Front - Indoor Heated Pool!
Other holiday rentals with a pool

Newly remodeled 3/2 gulf front; SeaGlass Serenity

Beachfront Paradise Perdido Key

Cozy Bay Front | Fire Pit, Kayaks, Sunsets

Waterfront condo/ sound views/gulf views

8thFL OceanFrontFreeChairsUmbrellaHeatedPoolArcade

Navarre Studio Condo

A Peace of Paradise | 2 Primary Suites + Wet Bar

Private Pool, Steps to the beach, Golf cart
When is the best time to visit Pensacola Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $306 NZD | $301 NZD | $394 NZD | $363 NZD | $453 NZD | $574 NZD | $637 NZD | $436 NZD | $363 NZD | $369 NZD | $336 NZD | $331 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 Pensacola Beach

Total holiday rentals
Explore 2,090 holiday rentals in Pensacola Beach

Nightly prices starting at
Pensacola Beach holiday rentals start at $68 NZD per night before taxes and fees

Verified guest reviews
Over 47,100 verified reviews to help you choose

Family-friendly holiday rentals
1,860 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
1,050 properties have a dedicated workspace

Wi-Fi availability
2,080 of Pensacola Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pensacola Beach rentals

4.8 Average rating
Pensacola Beach stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Rentals with pools Escambia County
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- Gulf Shores Public Beach
- Crab Island
- Destin Beach
- Destin Harbor Boardwalk
- OWA Parks & Resort
- Opal Beach
- Pensacola Beach
- Perdido Key Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Gulf State Park
- Waterville USA/Escape House
- Gulf Breeze Zoo
- Alabama Point Beach
- Gulfarium Marine Adventure Park
- Adventure Island
- The Track - Destin
- Village of Baytowne Wharf
- The Hangout
- Flora-Bama Lounge
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Alabama Gulf Coast Zoo
- Johnson Beach




