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, 305 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)

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, 202 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, 152 reviews

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.

Home in Perdido Key

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

Come stay at Seas the Day and relax on your private balcony while taking in breathtaking, 6th floor views of the beautiful Gulf of Mexico. We are located minutes from Pensacola NAS along with lots of other restaurants and shopping venues. We fell in love with this 6th floor, cozy condo with views that connect you to the sugar-white sand beaches and sparkling blue gulf waters. The condo is very quiet and easily accessible to the elevator, pool, ocean, grilling area and parking. HAPPY BEACHING!!

4.97 out of 5 average rating, 135 reviews

A large outdoor tropical pool is surrounded by palm trees and thatched-roof cabanas. Lounge chairs are arranged around the pool, with clear turquoise water reflecting the blue sky and clouds.

Cottage in Perdido Key

Seas the Day, Perdido Key, Florida, Purple Parrot

SNOWBIRD SPECIAL! 50% off 30 days or more Dec, Jan, Feb ,Mar! Kick back and relax in Paradise. Seas the Day is located in the gated Purple Parrot Resort. Totally updated , upscale, immaculate villa is less than 1/4 mile to the white sands of the Gulf. It's perfect for couples, solo adventurers and active military. The tropical pool and hot tub feature a rock waterfall. A new king bed in master and queen sofa sleeper in living area waits your arrival. New and updated kitchen is magazine worthy!

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, 156 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, 120 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.

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.

4.96 out of 5 average rating, 193 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, 202 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, 208 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.

4.83 out of 5 average rating, 150 reviews

Home in Perdido Key

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

4.97 out of 5 average rating, 244 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!

A private balcony overlooking calm blue waters and a sandy beach. A circular white table with two accompanying chairs is positioned at the edge, creating a space to enjoy the panoramic views of Pensacola Bay.

4.95 out of 5 average rating, 259 reviews

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.

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

Relaxing Getaway with Pool/Hot Tub Near Downtown

4.91 out of 5 average rating, 116 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, 109 reviews

Home in Pensacola

Poolside Family Retreat w/ Hot Tub & Game Room

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.

4.93 out of 5 average rating, 108 reviews

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

4.97 out of 5 average rating, 169 reviews

A wooden dock extends into calm waters, flanked by two covered structures in the distance. The scene is under a bright blue sky, adorned with fluffy white clouds, creating a serene atmosphere for fishing or relaxation.

Home in Navarre

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.

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

4.93 out of 5 average rating, 15 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 sandy path leads through tall grass dunes toward the shimmering turquoise water of the Gulf. The bright sky overhead is dotted with light clouds, and a wooden sign stands at the entrance, indicating the path to the beach.

4.95 out of 5 average rating, 337 reviews

Quiet With views and a Gulf breeze

Condo rentals with a pool

Condo in Fort Walton Beach

An expansive view of the Gulf of Mexico is seen from the balcony, showcasing the sandy beach and turquoise water. The beach is lined with sun loungers, and the resort pool is visible nearby. Lush palm trees and pavilions add to the coastal landscape.

4.84 out of 5 average rating, 195 reviews

Islander Resort Okaloosa IsIand Beach Condo

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, 222 reviews

Navarre Beach Gulf front luxury

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.

4.78 out of 5 average rating, 207 reviews

Welcome To Florida's Hidden Gem!

A wooden dining set occupies a spacious circular balcony overlooking the beach, featuring four matching chairs and a table. The ocean sparkles in the background, and beach chairs are visible along the shore, creating a serene seaside setting.

4.97 out of 5 average rating, 113 reviews

Beach Colony EAST: 3/3 beachfront condo

5 out of 5 average rating, 156 reviews

A private balcony offers an unobstructed view of the Gulf of Mexico, showcasing the sandy beach and gentle waves. A wooden bench with colorful cushions provides seating, while bright sunlight enhances the tranquil seaside atmosphere.

Condo in Gulf Shores

Direct Beachfront with Private Balcony Beach View!

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!

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, 163 reviews

Beach Front, Low Density Condo in Perdido Key!

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

Other vacation 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

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, 19 reviews

Ocean Breeze East 802

A spacious backyard features a heated pool surrounded by lounge chairs. Lush greenery, including palm trees and bamboo, frames the area, offering shade and privacy. The pool's clear water reflects the blue sky, while a well-maintained lawn provides a serene outdoor setting.

4.98 out of 5 average rating, 56 reviews

Modern 3 Bed/2 Bath Cottage

4.93 out of 5 average rating, 43 reviews

Cozy 4-bedroom Beach Bungalow with new heated pool

An expansive terrace is shown, featuring a round dining table surrounded by black metal chairs. Scenic views of the Gulf of Mexico and sandy beach extend into the horizon under a clear blue sky.

5 out of 5 average rating, 13 reviews

P3-0509 Sunrise Views @ Portofino

4.93 out of 5 average rating, 70 reviews

A panoramic view of the waterfront showcases soft white sands bordered by the calm waters of the Santa Rosa Sound. A palm tree is visibly planted in the foreground, while distant structures hint at the local community. Clear blue skies create a serene backdrop.

Home in Navarre Beach

Beachfront - “Weekend At Benny’s”

A spacious wrap-around balcony is presented, featuring a grill and comfortable seating. Panoramic views of the crystal blue ocean extend beyond the railing, showcasing soft sandy shores beneath a clear sky. The sleek tile flooring adds a modern touch to the outdoor living space.

5 out of 5 average rating, 11 reviews

Sleeps 8-Stunning Ocean Front Views-Luxury Resort