Vacation rentals with a pool in Pensacola Beach

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.

4.96 out of 5 average rating, 310 reviews

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)

4.96 out of 5 average rating, 209 reviews

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.

Condo in Navarre Beach

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.

4.95 out of 5 average rating, 166 reviews

A cozy bedroom features a spacious bed covered in a light blue quilt. Two matching pillows are positioned at the head of the bed. A large window offers views of the surrounding landscape, with a picture of a coastal scene displayed above the bed.

Condo in Navarre Beach

La Playa Esmeralda - Panoramic Sunset Views

Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, private fishing pier, no fishing license required. Early check-in avail.

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.

4.99 out of 5 average rating, 161 reviews

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, 126 reviews

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.

The living area features a comfortable gray sofa set, a white coffee table, and a ceiling fan. Natural light enters through sliding glass doors leading to a private patio. An open kitchen with wooden cabinetry and a dining area is visible, highlighted by bar stools at the counter.

4.97 out of 5 average rating, 200 reviews

$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!

A large outdoor pool is surrounded by palm trees and tropical landscaping, offering shaded seating areas under thatched roofs. The pool features a central island with rock formations, and the bright blue water reflects the clear sky above, creating a serene ambiance.

4.96 out of 5 average rating, 210 reviews

This is the one! Perfect Getaway near the beach.

Welcome to a place you will want to return to time and again. Fresh renovations, all the amenities! Steps away from a Tiki bar and huge outdoor pool/hot tub! Live music almost nightly! Parking right out front! Johnson and Orange Beach are minutes away. Our goal is to make sure you have the best possible time! You deserve a break. The couch pulls out to a queen bed. Enjoy full kitchen, large shower, fitness center, indoor and outdoor pool and if something feels like it’s missing, let us know!

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, 211 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.

Guest suite in Gulf Breeze

A private pool area features a crystal clear swimming pool surrounded by lounge chairs and a shaded umbrella. A colorful pool float and games are visible, alongside a seating area with a fire pit, all enclosed in a spacious backyard with green landscaping.

4.93 out of 5 average rating, 156 reviews

Cozy Suite w/ Private Pool near Navarre Beach!

Welcome to Bella Blue! Our beautiful and newly renovated Pool Oasis. Quiet private 2 BR / 1 BA apartment with a private crystal clear pool/ inviting firepit and more. Private fenced spacious backyard for pets. Only 6 Miles from beautiful Navarre beach. Hang out in our family friendly play pool or head to the emerald waters of Navarre beach. Located one mile from the Gulf Breeze Zoo, 15 miles from Pensacola Beach. Conveniently located for shopping /restaurants. We hope you enjoy! Sonya

4.83 out of 5 average rating, 153 reviews

Tranquil Seas: Waterfront Unit with Kayaks & More!

Welcome to the Tranquil Seas! Come enjoy beautiful views, coffee on the balconies and the peaceful waters. Our oasis sits on a calm, private, shallow cove of Perdido Bay, providing the perfect place for families to play safely. This 2 bed/2.5 bath sleeps 4-6 and includes a full kitchen, laundry, 2 Kayaks, and more! Spend all day right here enjoying the quiet serenity, tucked away from the hustle and bustle. Or take a 5 minute drive to Perdido Key Beach. Continue for more Details

A balcony with a circular table surrounded by four plastic chairs features a view of the bay. The scene includes grassy areas and nearby buildings, with palm trees visible in the background under a partly cloudy sky.

4.8 out of 5 average rating, 128 reviews

Bliss on the Bay 2BR 2BA Beach Condo with Pool D7

Relax with family or friends at our cozy condo with amazing views of the bay and the Gulf of Mexico. You are mere steps from the gulf's famous sugar white sandy beaches. Enjoy the complex's amenities- sun at the private beach, swim in the pool (unheated), grill on the BBQ and chill at the fire pit. Rent bikes and explore the miles of beach paths and the Fort at Pickens. You're a short drive to the core of the beach where there's shopping, restaurants, bars and family activities.

4.97 out of 5 average rating, 251 reviews

A screened-in balcony is presented with comfortable seating and a small table, surrounded by lush greenery and natural light. A ceiling fan provides a cooling breeze, while colorful cushions add a touch of vibrancy. Scenic views of the sand dunes and natural preserve are visible in the background.

Townhouse in Perdido Key

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!

Popular amenities for Pensacola Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A bright living area features a comfortable couch and a chair facing large sliding glass doors, which open to stunning views of the Gulf of Mexico. A circular dining table and four chairs are positioned near a wall-mounted television, creating a welcoming and open space.

4.99 out of 5 average rating, 154 reviews

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

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

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.

4.89 out of 5 average rating, 120 reviews

Beautiful Paradise Home - 1 Mile From Beach - POOL

4.93 out of 5 average rating, 109 reviews

A screened-in pool area features a clear, blue pool surrounded by a spacious deck. Lounge chairs are positioned around the pool for relaxation. Lush palm trees and greenery are visible in the background, offering a glimpse of the outdoor environment.

Home in Pensacola Beach

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

4.89 out of 5 average rating, 35 reviews

A saltwater pool is framed by a spacious stone patio, paired with lounge chairs and potted plants. The two-story home features gray siding and white shutters, with outdoor steps leading to a wooden deck. Palm trees line the area, enhancing the coastal ambiance.

Home in Pensacola Beach

Pensacola Beach Bungalow Heated Pool & Golf Cart

5 out of 5 average rating, 8 reviews

The exterior of the three-story beach home is showcased, featuring a large, inviting pool surrounded by lounge chairs. A spacious deck is visible, with the front of the house displaying double gables and multiple balconies. Lush landscaping is present around the pool area.

Home in Navarre Beach

Private Pool, Steps to the beach, Golf cart

4.85 out of 5 average rating, 103 reviews

A spacious single-story home features a blend of stone and siding, surrounded by a manicured lawn. The entrance is marked by a wide porch, complemented by large windows and shutters on either side. A driveway leads toward the garage on the left.

Home in Pensacola

Pensacola Blue Angel Pool House

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, 215 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

Condo rentals with a pool

4.93 out of 5 average rating, 261 reviews

A well-appointed studio condo features a modern kitchen with a stainless steel refrigerator and ample counter space. A round dining table with four chairs sits beside a cozy sitting area that includes a sleeper sofa and a colorful quilted bed, all bathed in soft, natural light.

Condo in Destin

3 Min Walk to the Beach, Beach Svc, Sandpiper Cove

Condo in Fort Walton Beach

A view of the Gulf can be seen through vibrant blooming flowers and palm trees. A wooden pergola is present in the background, with sun loungers visible at the pool area, creating a serene coastal atmosphere.

4.93 out of 5 average rating, 186 reviews

Sea Shell at Sunset Cottages - Beach Service Inc

4.78 out of 5 average rating, 211 reviews

A panoramic view of the Gulf of Mexico stretches across the horizon, showcasing clear blue waters meeting a sandy shoreline. Sunlight glistens on the water, creating a serene atmosphere. A few figures can be seen enjoying the beach, enhancing the tranquil coastal scene.

Condo in Navarre Beach

Welcome To Florida's Hidden Gem!

Condo in Fort Walton Beach

A bright kitchen features modern stainless steel appliances and quartz countertops, with soft-close cabinets providing ample storage. The cozy living area includes a comfortable sofa and colorful decor, while the serene beachfront is visible through the window, where gentle ocean waves meet a colorful sky.

4.94 out of 5 average rating, 184 reviews

Beautiful Emerald Beach Condo

Condo in Fort Walton Beach

A panoramic view captures the lagoon-style pool surrounded by lush greenery and palm trees. The sparkling water reflects the vibrant blue sky, showcasing the serene waterfront and distant boats that can be seen along the coastline.

4.77 out of 5 average rating, 261 reviews

Waterfront Condo *w/pool access*

4.72 out of 5 average rating, 292 reviews

The expansive condo complex is surrounded by sandy areas and features multiple pools, including a shallow kiddie pool. Lounge chairs are arranged around the pools, enhancing a communal relaxation space. The buildings have large balconies, and the roofs are finished with blue roofing tiles.

Condo in Orange Beach

Serenity by the Seashore-

4.88 out of 5 average rating, 127 reviews

A panoramic view showcases the tranquil landscape, featuring a blend of lush greenery and residential buildings along the water's edge. The Gulf's blue waters are visible in the distance under a clear sky, contributing to a serene coastal environment.

Condo in Destin

Gulf Views on private beach Nov/Dec $500/week

A vibrant, layered drink is served in a tall glass on a woven tray. The background features a sandy beach and tranquil turquoise waters under a clear blue sky, creating a relaxing coastal setting from the balcony.

4.99 out of 5 average rating, 165 reviews

Beach Front, Low Density Condo in Perdido Key!

Other vacation rentals with a pool

4.89 out of 5 average rating, 73 reviews

indoor playground•rockwall•gameroom•ada•elevator

An outdoor pool is featured, surrounded by a spacious deck with lounge chairs positioned for sunbathing. Bright light reflects off the water's surface, and a clear blue sky complements the scene. A railing provides a barrier, offering views of the beach beyond.

5 out of 5 average rating, 22 reviews

Ocean Breeze East 802

5 out of 5 average rating, 20 reviews

A well-constructed carriage house features a spacious front porch with black railings and rocking chairs. The overhang creates a shaded area, while the driveway leads to the garage beneath. Lush trees surround the house, complementing the gravel pathway and landscaped areas.

Guesthouse in Milton

Rainbow Land Carriage House

5 out of 5 average rating, 12 reviews

A private saltwater pool is surrounded by a spacious deck with lounge chairs and an umbrella. Tall palm trees and lush greenery provide a serene backdrop, creating a relaxing outdoor space. Clear blue skies reflect on the water, enhancing the inviting atmosphere.

Home in Navarre

Special Snowbird Rates | Private Beachy Bungalow

4.98 out of 5 average rating, 56 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.

Guesthouse in Pensacola

The Rosales serenity suite

4.94 out of 5 average rating, 16 reviews

A vibrant turquoise beachfront home features a symmetrical design with decorative elements. Tall windows are visible on the upper floor, along with an ornate entrance door. Lush palm trees surround the property, and a concrete driveway leads to two garage doors.

Home in Navarre Beach

Sea Breeze-Private home w/dock, pool, tennis, 2

A bright living area features a spacious sectional couch facing a large flat-screen TV mounted on the wall. Natural light fills the space through expansive windows that offer views of the Gulf. Two round mirrors add depth, and a small table rests on a soft rug.

5 out of 5 average rating, 13 reviews

Palm Beach Club #230 @DEEbeach | Pool + Walk2Beach