Holiday rentals with a pool in Pensacola Beach

A bright living area offers views of the Gulf through expansive glass doors. The space features comfortable seating, including wicker chairs and a cozy sofa. A telescope stands nearby for observing the shoreline, while a balcony with seating is visible beyond.

4.99 out of 5 average rating, 136 reviews

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

An aerial view showcases the townhome situated along the coastline, with the Gulf's waves gently breaking in the background. The neatly arranged buildings reflect a clean layout, while palm trees and a parking area are visible below, highlighting the nearby beach setting.

4.99 out of 5 average rating, 114 reviews

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.

4.96 out of 5 average rating, 307 reviews

A modern dining area features a round table with light-colored tableware, surrounded by four white upholstered chairs. Behind the table, a stylish shelving unit displays decorative items against a marbled wall. Expansive glass doors provide a view of the ocean and allow natural light to flood the space.

Apartment in Perdido Key

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)

4.89 out of 5 average rating, 103 reviews

A heated private pool is surrounded by a screened enclosure, providing a safe and comfortable space. Potted plants are positioned around the pool area, while sunlight reflects off the water's surface. The surrounding backyard is fully fenced, ensuring privacy.

Home in Navarre

Pool House, Short Drive to Beach, Grill, Smart TV

HIGHLIGHTS: - Heated Private Pool (from Mar 1 to Dec 31) - 10-15 min to Navarre Beach - Quiet residential area - Fully furnished, comfortable house - Close to grocery stores, pharmacies, restaurants This is a spacious 3 bedroom/2 full bathrooms house in a quiet area. Fully updated, has everything to make you feel at home: king and queen beds, bunk bed, fully equipped kitchen, outdoor grill (with propane tank), high speed WiFi, TV, washer/dryer, 2 car garage (additional free parking on driveway)

Apartment in Navarre Beach

The living room features a comfortable seating arrangement with a large sectional sofa and accent chairs, facing a 65-inch television. Floor-to-ceiling windows allow for ample natural light and showcase views of the Gulf. A dining area for four is present along with decorative wall art.

4.96 out of 5 average rating, 205 reviews

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.

4.99 out of 5 average rating, 158 reviews

A bright living area features a spacious white sectional sofa adjacent to a light wood coffee table. Floor-to-ceiling glass doors offer expansive views of the ocean and sky, enhancing the openness of the space. A dining set is visible on the balcony.

Apartment in Perdido Key

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

A vibrant sunset casts warm hues of orange and gold across the sky, reflecting on the water's surface. The shoreline is framed by gentle waves lapping against the soft, sandy beach. A pier extends into the ocean, while nearby properties provide a coastal backdrop.

4.99 out of 5 average rating, 123 reviews

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.

4.89 out of 5 average rating, 121 reviews

Home in Perdido Key

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

A private balcony offers sweeping views of the Gulf of Mexico, showcasing the clear blue waters and soft sandy beach below. The horizon merges sky and sea, creating a serene coastal scene. Beach chairs and umbrellas are positioned along the shoreline, inviting relaxation.

4.98 out of 5 average rating, 209 reviews

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.

Apartment in Fort Walton Beach

A generous balcony features a round table surrounded by four striped chairs, offering ocean views. Two blue lounge chairs are positioned beside the table. The expansive space allows for comfortable relaxation while overlooking the beach and turquoise waters.

4.92 out of 5 average rating, 257 reviews

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA

Islander Beach Resort is a 7-story structure of 114 condos on a short 2 mile stretch of Okaloosa Island and sits DIRECTLY on the beach. The building is painted aqua blue and gray, and all units overlook the ocean. There are 2 elevators and lots of parking. Guests can freely access the beach, pool, BBQ pits and parking area (a parking pass is needed), but you will probably spend the majority of your time on our large private balcony overlooking the pool and beach, listening to the waves.

A light-filled living space features a comfortable couch adorned with soft cushions. A coffee table rests on a textured area rug, complemented by a small plant. The adjacent dining area and kitchen can be seen in the background, adding to the open and inviting layout.

4.94 out of 5 average rating, 159 reviews

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.

A balcony overlooks the Gulf of Mexico, featuring two red chairs positioned for seaside relaxation. The horizon reflects sunlight, and sandy beach chairs are visible below along the shoreline, creating a serene oceanfront view.

4.93 out of 5 average rating, 148 reviews

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!

Popular amenities for Pensacola Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in East Pensacola Heights

A serene backyard is illuminated at night, featuring a sparkling pool surrounded by a deck and lush greenery. A hot tub, positioned under a wooden pergola, adds to the relaxation area, with soft lighting creating a calm atmosphere. Lounge seating and a dining table are visible nearby.

4.92 out of 5 average rating, 106 reviews

Hot tub/ Pool at this Relaxing Getaway

4.91 out of 5 average rating, 117 reviews

A community pool area features a rectangular swimming pool surrounded by a spacious deck. Lounge chairs are arranged neatly along the edge, and two pavilions with covered seating are visible. Lush greenery and a clear blue sky create a serene setting.

Home in Perdido Key

Beautiful Paradise Home - 1 Mile From Beach - POOL

4.93 out of 5 average rating, 110 reviews

Home in Pensacola

Poolside Family Retreat w/ Hot Tub & Game Room

4.97 out of 5 average rating, 144 reviews

The exterior of the home showcases a three-story building with warm lighting illuminating the covered balconies. A heated gas pool is visible in the private backyard, surrounded by lounge chairs. The inviting atmosphere highlights easy access to the outdoor area.

Home in Gulf Shores

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

4.94 out of 5 average rating, 208 reviews

Home in Pace

The Pine House Pace, FL

4.99 out of 5 average rating, 125 reviews

Home in Pensacola

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

Home in Downtown Pensacola

A two-story home features a light blue exterior and a symmetrical design, framed by white columns on the porch. The landscaped front yard is neatly manicured, with low shrubbery and a brick pathway leading to the front door.

4.91 out of 5 average rating, 212 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

4.9 out of 5 average rating, 232 reviews

The exterior of the house features a bright turquoise facade complemented by white ornate railings and steps. A large, decorative front door is highlighted, and palm plants are positioned near the white picket fence, creating an inviting entrance.

Home in Orange Beach

Village of Tannin Beach house Across from beach

Apartment rentals with a pool

Apartment in Orange Beach

A wooden boardwalk extends toward the beach, framed by tall grasses on either side. The sun shines brightly in the clear blue sky, reflecting on the ocean in the distance. The path leads to sandy shores, inviting exploration.

4.84 out of 5 average rating, 126 reviews

Sugar Beach Studio 208 Condo - Beachfront Property

Apartment in Navarre Beach

The open living and dining area features a rustic wooden table surrounded by black chairs, complemented by a comfortable sectional sofa. Large windows provide unobstructed views of the Gulf, while a ceiling fan and chandelier enhance the space's functionality.

4.99 out of 5 average rating, 223 reviews

Navarre Beach Gulf front luxury

Apartment in Navarre Beach

A panoramic view of the Gulf of Mexico is captured from the balcony, showcasing a sandy beach leading to a long fishing pier. The water shimmers in shades of blue, with gentle waves meeting the shoreline under a clear blue sky.

4.96 out of 5 average rating, 264 reviews

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade

A wrap-around balcony offers a panoramic view of the Gulf of Mexico and nearby homes with varied roof designs. A gently sloping shoreline leads to the water, while the sky displays soft hues, suggesting evening light. The surrounding area is characterized by green spaces and pathways.

4.89 out of 5 average rating, 101 reviews

Pensacola Beach, Florida 1BR Amazing View

A wide view of a pristine beach stretches under a clear blue sky, with soft sand marked by gentle footprints. Calm waves roll onto the shore, creating a serene atmosphere, while the horizon meets the water seamlessly.

4.91 out of 5 average rating, 110 reviews

Breathtaking Soundfront Condo|Pool & Beach Access!

4.98 out of 5 average rating, 137 reviews

A sandy beach stretches along the coastline, meeting gentle waves lapping at the shore. Sunbathers are scattered along the beach, with colorful umbrellas providing shade. In the distance, a pier extends into the water beneath a bright blue sky dotted with fluffy white clouds.

Apartment in Gulf Shores

*Beach Condo | Gulf Views | Family Favorite

A dining area features a round table surrounded by six white, wooden chairs. The kitchen, equipped with updated stainless steel appliances, is visible in the background. Natural light enters through large windows, illuminating the space and enhancing the clean, modern design.

4.98 out of 5 average rating, 100 reviews

Book now for fall/Snowbird! Beautiful sound views!

Apartment in Orange Beach

A panoramic view of the beach is captured under a clear blue sky. Gentle waves lap at the shore, where colorful beach umbrellas and chairs are arranged on the white sand. The vibrant colors of the ocean blend into shades of green and blue.

4.93 out of 5 average rating, 120 reviews

Amazing Views! Beach Breeze Bliss!

Other holiday rentals with a pool

4.96 out of 5 average rating, 73 reviews

A private swimming pool is surrounded by a well-manicured lawn and garden. Two lounge chairs are positioned beside the pool, providing space for sunbathing. The house is elevated, featuring a deck with stairs leading down to the pool area, enhancing the outdoor retreat.

Cottage in Gulf Shores

Private Heated Pool | Spa Bath | Walk to Beach

4.96 out of 5 average rating, 45 reviews

A private heated pool is surrounded by a spacious stone deck, featuring several lounge chairs for relaxation. The pool is positioned under an elevated structure, allowing for shade and easy access. Tall palm trees frame the area, enhancing the tropical ambiance.

Home in Pensacola Beach

New heated Pool | Beach Gear | Direct Beach Access

An aerial view captures the resort, featuring multiple high-rise buildings along a white sandy beach. The vibrant blue waters extend into the distance, with lounge chairs set up along the shore, creating a serene coastal atmosphere.

5 out of 5 average rating, 39 reviews

Portofino Pensacola Paradise - 2BR Sky View Condo

The vibrant sunset over Sabine Bay is captured, with streaks of orange, pink, and blue reflected on the water's surface. Silhouettes of buildings stand against the colorful sky, and boats can be seen moored along the dock.

5 out of 5 average rating, 23 reviews

Paradise on Pensacola Beach

5 out of 5 average rating, 45 reviews

A wooden deck is featured at the front of a small cabin, outlined by a sturdy railing. Comfortable seating is seen on the deck, shaded by a canopy. A circular firepit made of stone is located on the ground nearby, surrounded by gravel.

Guest house in Pensacola

The Rosales serenity suite

An open living area features a modern design with a comfortable gray sofa and a light wooden coffee table. A dining table is visible in the background, accompanied by stylish chairs. A large wall-mounted TV is positioned above a white console cabinet, complementing the bright and inviting atmosphere.

4.97 out of 5 average rating, 36 reviews

The Lazy Luna | Family Friendly

A Gulf front balcony is seen, featuring comfortable seating with green cushions. The floor-to-ceiling glass railing offers unobstructed views of the beach and water, bathed in warm tones from the sunset. Light casts soft shadows across the tiled surface.

5 out of 5 average rating, 35 reviews

Beach Club #1005 'Aqua Oasis'