
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.

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 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.

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.

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.

Tiny Home Pool View 25 Mins to Beachb
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 located in the backyard 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.

Soundside Paradise
Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

Sunshine and beach time /Okaloosa Island
CHRISTMAS at the BEACH! Steps to the sand, Ocean view , top floor unit, sleeps 5,(queen bed, single day bed, and queen sofa sleeper). Fully furnished, ( USB port outlets, no carpet, stainless appliances, and keyless entry). A one minute walk to the white sand, wifi in the unit, 2 beach chairs, cooler, beach towels, and beach umbrella. Laundry onsite, Tom Thumb next door for items you might need. Everything for a great beach vacation! 683 Nautilus court
Popular amenities for Pensacola Beach rentals with a pool
House rentals with a pool

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

Hot tub/ Pool at this Relaxing Getaway

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.

88° Heated Pool, 85" TV, Arcade, Steps to Beach

New heated Pool | Beach Gear | Direct Beach Access

Private Pool-Near NAS- Grills-Arcades-FamilySetUp
Apartment rentals with a pool

Beachfront Panoramic Views Balcony Heated Pool

P3-0509 Sunrise Views @ Portofino

“The Sea Turtle” at Emerald Skye, on the Gulf!

Relaxing Soundside Condo - WataView!

*Beach Condo | Gulf Views | Family Favorite

Beachfront Renovated Condo, Spectacular Gulf Views

Waterfront Condo *w/pool access*

Gulf Views on private beach Nov/Dec $500/week
Other holiday rentals with a pool

The Lazy Luna | Family Friendly

The Rosales serenity suite

Hot tub 6 mi to beach BBall Hoop Pool Paddle Brds

The Carriage House: relaxing stay with pool

Salty Breezes

Waterfront Bougie Beach Bungalow (PBC109)

Beach Side 1/1 Condo Paradise

Kelsey's Cove
When is the best time to visit Pensacola Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $235 SGD | $231 SGD | $303 SGD | $280 SGD | $349 SGD | $442 SGD | $490 SGD | $336 SGD | $280 SGD | $277 SGD | $251 SGD | $234 SGD |
| 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 $52 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
1,040 properties have a dedicated workspace

Wifi availability
2,090 of Pensacola Beach holiday rentals include wifi 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!
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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
- Perdido Key Beach
- Gulf State Park
- Gulf Shores Shrimp Fest
- Waterville USA/Escape House
- Tiger Point Golf Club
- Steelwood Country Club
- Surfside Shores Beach
- Branyon Beach
- Alabama Point Beach
- Eglin Beach Park
- Gulfarium Marine Adventure Park
- Raven Golf Club
- Pensacola Beach Crosswalk
- Fort Walton Beach Golf Course
- Adventure Island




