
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.

Heated Pool + Sunsets | Modern Beach Escape
TWO Gulf-View Balconies | Heated Pool | Gulf & Sound Beach Access | King Primary Suite • Unobstructed Gulf Views from two private balconies • Heated Pool for cool weather 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 • Fully Equipped Chef’s Kitchen + Wet Bar with Ice Maker • 65" Smart TV with Sonos Surround Sound • Gated Community with Covered Parki

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.

Pensacola Beach, Florida 1BR Amazing View
The one-bedroom condo is located on Pensacola Beach in Tristan Towers. (The second bedroom is not accessible due to storage use.) Has an incredible view of the Gulf of Mexico and Pensacola Bay (wrap-around balcony). Located on the bay side, a short walk across the street allows easy access to white sand beaches and Gulf waters. The property has tennis courts, a swimming pool, and a pier. Shops, restaurants, and activities are nearby. Free trolley service runs from Memorial Day to Labor Day.

Seas the Day, Perdido Key, Florida, Purple Parrot
SNOWBIRD SPECIAL! 50% off 30 days or more Dec, Jan, Feb ,Mar! Kick back and relax in Paradise. Seas the Day is located in the gated Purple Parrot Resort. Totally updated , upscale, immaculate villa is less than 1/4 mile to the white sands of the Gulf. It's perfect for couples, solo adventurers and active military. The tropical pool and hot tub feature a rock waterfall. A new king bed in master and queen sofa sleeper in living area waits your arrival. New and updated kitchen is magazine worthy!

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS
WHAT A VIEW! DIRECTLY ON THE BEACH...GULF SIDE!!! Beautifully remodeled and updated! This retreat has the rare double windows to enjoy stunning panoramic sunset views! On the beach (No roads to cross)! Resort has indoor heated pool & outdoor pool & hot tub overlooking the ocean. 2 fireplaces in the living room bedroom for those cozy mild winters. King size bed in the master... nautical bunkbeds with port holes & queen sleeper sofa in the main living areas. Reserve Your Time Away Today

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!

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.

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p
Welcome to The Diving Dolphin... a 2 bedroom/ 2 bathroom condo located in Emerald Isle Condominium complex~ Directly on Pensacola Beach! This beautiful condo is located on the 5th floor and overlooks the stunning waters of the Gulf of Mexico! Come on in and relax- this condo has it all! The condo has a capacity to comfortably sleep 6. We will send you a welcome packet with details about the complex, unit and area! ~COMPLIMENTARY BEACH CHAIR SET UP MARCH - OCTOBER!~

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 Pensacola Beach rentals with a pool
House rentals with a pool

Relaxing Getaway with Pool/Hot Tub Near Downtown

Come stay at Seas~the~Day!! 6th Floor magic!

Poolside Family Retreat w/ Hot Tub & Game Room

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

THE PINE HOUSE *October Specials*

Historic Downtown Bayfront Home Pool Mins to Beach

Flamingo On Fisher In The Heart Of Pensacola

Quiet With views and a Gulf breeze
Condo rentals with a pool

Gulf View Studio condo Fort Walton Beach

Gulf Getaway+ Waterfront Views *Fully Updated*

Beachfront - Amazing Views, Luxury Furnishings

Phoenix V beachfront Large 1/1 Snowbirds book Now!

GULF FRONT TopFloor Amazing VIEW Directly On Beach

*Beach Condo | Gulf Views | Family Favorite

Upstairs Terrace near beach @ Purple Parrot Resort

Book now for fall/Snowbird! Beautiful sound views!
Other holiday rentals with a pool

Private Heated Pool | Spa Bath | Walk to Beach

New heated Pool | Beach Gear | Direct Beach Access

Private Pool, Steps to the beach, Golf cart

P3-0509 Sunrise Views @ Portofino

Tide Together on the Gulf at Beach Colony East

Sleeps 8-Stunning Ocean Front Views-Luxury Resort

Ocean Tranquility. Holiday decorations! Local fest

Navarre Beachfront Condo
When is the best time to visit Pensacola Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $277 AUD | $272 AUD | $356 AUD | $329 AUD | $410 AUD | $519 AUD | $576 AUD | $395 AUD | $329 AUD | $326 AUD | $295 AUD | $275 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 Pensacola Beach

Total holiday rentals
Explore 2,100 holiday rentals in Pensacola Beach

Nightly prices starting at
Pensacola Beach holiday rentals start at $61 AUD per night before taxes and fees

Verified guest reviews
Over 46,380 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
1,040 properties have a dedicated workspace

Wi-Fi availability
2,090 of Pensacola Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Pensacola Beach rentals

4.8 Average rating
Pensacola Beach stays are highly rated by guests—averaging 4.8 out of 5!
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- Gulf Shores Public Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- OWA Parks & Resort
- Princess Beach
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Gulf State Park
- Perdido Key Beach
- Gulf Shores Shrimp Fest
- Waterville USA/Escape House
- Steelwood Country Club
- Tiger Point Golf Club
- Branyon Beach
- Surfside Shores Beach
- Alabama Point Beach
- Raven Golf Club
- Eglin Beach Park
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Adventure Island