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

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 solid surface floors throughout, a fully stocked kitchen 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.

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 & UMBRELLA SET UP MARCH - OCTOBER!~

Bay Paradise: Paddle Boards, Kayaks, & Waterfront!
Welcome to Bay Paradise! This waterfront home sits on a calm, shallow cove of Perdido Bay, providing GORGEOUS balcony views AND the perfect place to relax, swim, play & paddle safely, all from right behind the house. This 2 bed/2.5 bath sleeps up to 9 & includes a full kitchen, laundry, 2 kayaks, & 2 Paddle Boards! Spend all day enjoying the onsite beach, heated community pool, kayaking, etc, or take a quick drive to Perdido Key Beaches, dining, & more! Continue for more Details

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

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 barrier 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 a restaurant and pool and private beachfront access!

307 Gulf Front - Book Blue Angels ~ Book July 16th
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.

Fun Mid-Century Modern Beachside Condo on the Gulf
Experience the most beautiful beaches just steps away from your newly remodeled mid-century modern beach condo. The kids (big ones too) will enjoy the Arcade1up PAC-Mania and 70" Flat Screen TV. Our fun condo sleeps 6 comfortably with a King in the master bedroom and two queens in the second bedroom. All beds have brand new 5 star Zinus 12" mattresses, so you'll sleep like a baby:) You'll find the kitchen is fully stocked and ready to support all your cooking needs.

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!

Poolside Retreat, Hot Tub, 5 min to beach
Looking for the perfect place to stay for your beach vacation? Look no further! Our beautiful, newly furnished home has everything you need for the perfect vacation including your own private pool and hot tub!!! The pool is in a screened in enclosure (bye bye bugs) and surrounded by a covered patio with comfy seating, a sit up bar w/beverage fridge, outdoor TV and a dining table for six. Or kick back and relax poolside in our hammock.

Book now for spring/summer! Beautiful sound views!
Turquoise Turtle is a recently updated town home in Santa Rosa Dunes. It is the perfect place for relaxation and family time. End unit with lots of windows and natural light. Beach chairs, beach cart, beach tote, beach toys and more included for guests to use! TVs with Roku devices located in bedrooms & living room. Living Room also has a DVD player. We offer upgraded, high-speed, secure WIFI. We hope to see you soon!

PX 1105 Next to Florabama, Beachfront 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. Situated directly on the beach! Parking available from HOA for $70 fee. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided). Min age to book 25

Beach Front, Low Density Condo in Perdido Key!
DON'T FIGHT THE CROWDS for space on the beach! Unwind in our comfortable 4th floor Beach Front "Slice of Paradise" with private beach. The balcony offers unobstructed, gorgeous views of the Gulf and the beautiful white sands of Perdido Key. Soak up the sun as you kick back on the balcony and count the dolphins while being lulled by the sound of the waves and the salt air breeze.
Popular amenities for Pensacola Beach rentals with a pool
House rentals with a pool

Poolside Family Retreat w/ Hot Tub & Game Room

Pensacola Beach Bungalow Heated Pool & Golf Cart

Pensacola Blue Angel Pool House

Casa Verde: Heated Pool +JET SKI & Pontoon rental

Heated saltwater pool | Pet Friendly | Family home

Condo on Pensacola Beach

New~4BDR Home~15 Minutes Navarre Beach, Pool

Pool House Hidden Gem! Airbnb's FAV Home! TOP 5%!
Apartment rentals with a pool

Condo on Bay, Steps to Gulf

Soul Shine - a Water Front Condo

Beachfront Bliss: Walk to Dine & Play on Sands

A STEP ABOVE ! Stunning views on the 19th floor !

Beachfront Condo • Pool & Resort Perks

Waterscape B612 ~ Top Floor w/ Gulf & Pool Views!

La Playa Esmeralda - Panoramic Sunset Views

Spacious Townhome for Families w/ Beach+Bay Access
Other holiday rentals with a pool

KeyEscape Getaway Private Beach Club/ Pool & More

Beachfront 1BR +Bunk Alcove @Phoenix X • Sleeps 6

Hot Tub 6 mi to beach Pool B-Ball Hoop Bikes

Top Dawg Penthouse on the Gulf w/FREE Beach Svc.

Gulf Breeze Oasis with Private Pool

Step Out Back To White Sand |Private Beach |Pool

Comfy 1 Bedroom with Pool at Sunset Harbor Condos

Salty Seahorse, Complimentary Bikes Perdido Key
Quick stats about holiday rentals with a pool in Pensacola Beach

Total holiday rentals
Explore 2,210 holiday rentals in Pensacola Beach

Nightly prices starting at
Pensacola Beach holiday rentals start at €60 per night before taxes and fees

Verified guest reviews
Over 45,510 verified reviews to help you choose

Family-friendly holiday rentals
1,950 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
1,150 properties have a dedicated workspace

Wifi availability
2,180 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 State Park
- Destin Beach
- Gulf Shores Public Beach
- Perdido Key Beach
- Crab Island
- Destin Harbor Boardwalk
- Alabama Point Beach
- OWA Parks & Resort
- Opal Beach
- Navarre Beach Fishing Pier
- Village of Baytowne Wharf
- Johnson's Beach, Gulf Islands National Seashore
- Flora-Bama Lounge
- Gulf Breeze Zoo
- The Hangout
- HarborWalk Village
- Fort Walton Beach Landing
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Waterville USA/Escape House
- The Wharf Amphitheater
- Gulfarium Marine Adventure Park
- Adventure Island
- Jade East Towers





