
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.

Quiet Lux Family Beach Retreat
TWO Gulf-View Balconies • Heated Pool • Gulf & Sound Access • King Suite • Family-Friendly Enjoy a waterfront Pensacola Beach condo with stunning Gulf views and direct beach access. This spacious 3-level vacation rental sleeps 8 and features two private Gulf-view balconies, a chef’s kitchen, and a bright solarium. Walk to both Gulf and Sound beaches or relax by the heated community pool. Quiet Fort Pickens location with easy access to dining, attractions, and the free island trolley—perfect for

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)

Waterfront, beach, dock - your Salty Air Retreat!
Embrace island living in our little corner of paradise! This beautiful, family friendly home offers you the ultimate getaway with the clear, calm waters of the Sound right outside your door and the emerald green waters of the Gulf across the street. Swim, fish, and paddle board from your own backyard. Or just enjoy the view from your hammock as your kids build sandcastles on the private white sandy beach. Discover for yourself why Navarre Beach has been named "Florida's Most Relaxing Place"!

Beachfront Condo With 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!

The Flamingo Flat @ Villas on the Gulf
🦩Flamingo Flat: Ask about JAN/FEB longer stay discounts! This airy, Palm Beach style condo is the perfect place to relax on a quiet stretch of Pensacola Beach. 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.

Stay at Sunshine Daydream on Pensacola Beach
Come experience vacation paradise at "Sunshine Daydream" Located in the heart of Pensacola Beach. Perfect beaches, fantastic restaurants/bars, and shopping are only steps away. Enjoy pristine views of Little Sabine Bay from all over this magnificently renovated condo. Unwind on the 300 sq ft covered balcony and watch the sunset from the best location on the island! The complex hosts a large heated swimming pool, private beach, exercise room, dock, elevators, and a full time cleaning staff.

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.

Winter Discounts! Lost Key 3BR Beach & Golf Stay
SNOWBIRDS — WE WANT YOU THIS WINTER! ❄️➡️☀️ Escape the cold! Enjoy discounted, flat monthly rates at “Family Tides,” in Lost Key Beach & Golf Resort This 3 BR/2.5 BA townhome offers: ✔️Gulf views ✔️Resort pools ✔️Private beach club access ✔️5-min walk or complimentary shuttle to the sand Fully stocked kitchen, fast Wi-Fi, washer/dryer, garage parking, & beach gear - all you need for a comfortable long-term stay Perfect for snowbirds seeking sunshine near Pensacola & Perdido Key

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!

307 Beach Front Views ~ Special Rate ~ Book Jan 19
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.
Popular amenities for Pensacola Beach rentals with a pool
House rentals with a pool

Hot tub/ Pool at this Relaxing Getaway

Beautiful Paradise Home - 1 Mile From Beach - POOL

The Pine House Pace, FL

Gameroom*Pool*Bikes*4 Arcades*Firepit*Ping Pong

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

Historic Downtown Bayfront Home Pool Mins to Beach

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Apartment rentals with a pool

Sunrise to Sunset Views at Portofino 3-1301!

2BR Condo in Pensacola Beach

Sleeps 6-Stunning Ocean Front Views-Luxury Resort

Beach front 2/2 with gulf view.

Five Star Beachfront Condo | Breathtaking Views

Winter Waterfront Condo on Santa Rosa Sound | Walk

Spacious Townhome for Families w/ Beach+Bay Access

Beach Front, Low Density Condo in Perdido Key!
Other holiday rentals with a pool

Ocean Breeze East 802

Heated Pool, Beach Gear, Direct Beach Access

Paradise on Pensacola Beach

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

Private Pool, Steps to the beach, Golf cart

Gorgeous Gulf Front condo with amazing views!

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

Pensacola Beach Waterfront 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 | $232 SGD | $228 SGD | $299 SGD | $276 SGD | $344 SGD | $436 SGD | $483 SGD | $331 SGD | $276 SGD | $273 SGD | $247 SGD | $231 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 2,090 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 47,100 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
1,050 properties have a dedicated workspace

Wifi availability
2,080 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
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- OWA Parks & Resort
- Pensacola Beach
- Navarre Beach Fishing Pier
- Perdido Key Beach
- Johnson's Beach, Gulf Islands National Seashore
- Gulf State Park
- Waterville USA/Escape House
- Alabama Point Beach
- Gulfarium Marine Adventure Park
- The Track - Destin
- Gulf Breeze Zoo
- Adventure Island
- Alabama Gulf Coast Zoo
- The Track
- Tarkiln Bayou Preserve State Park
- Henderson Beach State Park
- Pensacola Museum of Art
- Pensacola Bay Center
- Village of Baytowne Wharf




