Vacation rentals with a pool in Ocean City

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Ocean City

  • Total vacation rentals

    Explore 20 vacation rentals in Ocean City

  • Nightly prices starting at

    Ocean City vacation rentals start at €61 per night before taxes and fees

  • Verified guest reviews

    Over 1,050 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Ocean City vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Ocean City rentals

  • 4.8 Average rating

    Ocean City stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Ocean City

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
A spacious screened-in lanai is showcased, featuring a gathering area with a circular seating arrangement. A gas fireplace adds warmth, while soft lighting illuminates the saltwater pool outside, creating a calming ambiance. Colorful lounge chairs line the pool for relaxation.
Home in Fort Walton Beach

Salt Pool & Spa, Heat Opt, Cali King Bed, Beach 4M

Luxurious home 4 miles to Beach! -Salt Water Pool(heat fee)&Hot tub -Lanai w/seating and 75"TV -Fast WI-FI -Fully equipped kitchen -Dedicated workstation -Coffee bar -Cali King Bed w/ensuite(soaking tub) -Smart TV's & Fans every room -Blackout curtains & Sound machines -Hair Dryer,Steamer -Grill w/propane -Games -Pacn'Play, high chair, bassinet etc -4.2 Miles>Beach -9.2 Miles>Crab Island, Destin -4.6 Miles>Eglin AF Base -2.3 Miles>Walmart -0.8 Miles>Publix -7.4 Miles>Airport -2.5 Miles>Hospital

4.99 out of 5 average rating, 109 reviews
Top guest favorite
A bright and airy room features large glass sliding doors that open to a private balcony with an ocean view. The space includes a spacious bed adorned with a patterned blue coverlet and a cozy loveseat, with a TV mounted on the wall.
Condo in Fort Walton Beach

GULF FRONT TopFloor Amazing VIEW Directly On Beach

Cozy oasis with a view that takes your breath away! You'll enjoy relaxing on the private balcony overlooking the ocean. King bed and twin pullout loveseat. Beautifully renovated kitchen and bath. Fully stocked kitchenette with granite countertops. The full sized refrigerator is a special perk in this Luxury Honeymoon suite. Charming coastal accents throughout. Special attention has been given to this unit to ensure everything is top notch with professional upgrades. Waves roll in, cares roll out

4.96 out of 5 average rating, 239 reviews
Guest favorite
A spacious bedroom features a comfortable bed with blue and white striped bedding, complemented by a large round pillow. Two accent chairs are placed nearby, and large windows allow natural light to fill the room. A modern bathroom is accessible through a door.
Apartment in Fort Walton Beach

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN

The Crow’s Nest is part of the Manor on the Bay, a large home transformed into multiple rental units. The full property is also avail for rent. This pvte 2nd story space bosts nautical design elements. Sip coffee on your balcony while watching the dolphins play. With options to cook in the well appointed galley kitchen or check out our local sea food spots, you wont leave here hungry. What I love: ✔ stunning views ✔ pvte space ✔ HUGE luxury spa w/pool & beach ✔ Dolphins! ✔ Book what you need

4.82 out of 5 average rating, 108 reviews
Top guest favorite
A spacious and inviting living area showcases a large sectional sofa adorned with blue and white accents. Natural light fills the space through expansive sliding glass doors that offer a view of the Gulf. A ceiling fan provides a refreshing breeze while a coffee table and a patterned armchair complete the seating arrangement.
Condo in Santa Rosa Island

Condo With Serene Panoramic Views of the Gulf

This newly renovated 2nd floor condominium provides panoramic views in a serene atmosphere directly on the Gulf. This unit features a corner wraparound balcony with master and living room views of the emerald waters gently lapping at the white sand beach. This condo is on the quieter, more secluded end of Okaloosa Island just steps to a private beach. Two reserved beach chairs and service are included in your stay (March-October). Relax with the whole family at this peaceful place to stay.

4.98 out of 5 average rating, 120 reviews
Guest favorite
A circular pool is positioned at the center of a sunlit courtyard, surrounded by palm trees and well-maintained grass areas. Loungers are placed along the pool's edge, and buildings are visible in the background, providing a serene outdoor space for relaxation.
Condo in Fort Walton Beach

1st floor on Intercoastal Waterway close 2 beaches

BRAND NEW COUCH 2026! NEWLY RENOVATED KITCHEN! Washer/dryer combo in unit. Just steps away from a waterfront field on the inter coastal waterway and only a short 2.6-mile drive to the public beaches at Okaloosa Island, the Boardwalk, The Pier, The Aquarium, The Adventure Parks, and shopping. Enjoy the convenience of a fully stocked condo. Fully furnished. 700 square ft of indoor and outdoor living space. Rent a boat or jet skis for the day only a mile down the road. Destin only 4 miles away!

4.77 out of 5 average rating, 157 reviews
Guest favorite
A spacious living area features a large sofa and a mounted television, along with soft blue lighting that creates a calming atmosphere. The decor includes a decorative wall unit and stylish accents, contributing to a welcoming environment for relaxation.
Condo in Santa Rosa Island

Luxury 1-bdrm Studio. 2 Pools/Sauna/Hot Tub/Beach

Newly renovated! - Welcome to The Oasis, a luxury beach studio at El Matador Condos on Okaloosa Island, Fort Walton Beach, FL. Be our guest at this beautifully decorated, clean, comfortable studio, ideal for small families, small groups, couples, singles, & business travelers. You'll have direct access to the private beach & all the amenities including a seasonally heated outdoor pool, Gulf view pool, hot tub, sauna, gym, tennis/pickleball & basketball court, BBQ areas, & a laundry room.

4.96 out of 5 average rating, 126 reviews
Top guest favorite
A private pool is enclosed by a screened-in structure, allowing for a comfortable swimming experience. Colorful pool floats and lounge items are placed nearby, with a bright blue water surface reflecting light. Lush greenery is visible beyond the pool area, offering a sense of privacy.
Home in Fort Walton Beach

Touch of Madagascar-Whole House

Free off-street parking. Entire house with pool (heating pool is no longer available). 3 mn walk to Shopping/restaurants. 15mn drive to Destin. 7 minute drive to beach. Decorated with original art from Madagascar, where the owner Yolande is from, and where Yolande's husband Clint worked for 24 years. Clint is a native of Ft Walton Beach and a Vietnam Combat Veteran. No pets allowed (even visitors' pets). NO CAMERAS HAVE BEEN INSTALLED ANYWHERE INSIDE THE HOUSE.

4.92 out of 5 average rating, 302 reviews
Top guest favorite
A balcony view showcases bright blue outdoor chairs and a small table. Below, a spacious pool is surrounded by lush greenery and palm trees, with marina access visible in the background. The serene waters of Santa Rosa Sound reflect the cloudy sky.
Condo in Fort Walton Beach

Soundside Waterfront Condo

Our sunny waterfront condo on the Santa Rosa Sound makes a great home base for your Okaloosa Island, Destin, Hulburt & Fort Walton Beach experience! Minutes from downtown FWB dining & shopping, boat rentals to Crab Island and Gulf of Mexico, and the numerous Okaloosa Island beaches and Boardwalk. There are two large pools, outdoor BBQ area, and over a 1/4 mile of docks for fishing, boating, or just walking to see the spectacular views and sunsets of the waterway.

4.97 out of 5 average rating, 103 reviews
Superhost
A spacious backyard features a heated pool surrounded by a stone deck. A shaded pergola offers seating, while blue Adirondack chairs are arranged near a fire pit. The area is well-lit with string lights, adding a welcoming touch to outdoor gatherings.
Home in Fort Walton Beach

The Memory Maker - Heated Pool! 4BR Vacation Home

A cannonball into the pool and a family dinner outside. An evening by the fire roasting marshmallows and battling it out in a game of air hockey. Welcome to the Fort Walton Beach Memory Maker, where comfort meets fun and the best times are had. This four-bedroom amenity-packed home can sleep up to fourteen guests. Decorated with original hand-painted art (and ready for selfies), this property offers three queen beds, one king bed, and two full-size sleeper sofas.

4.9 out of 5 average rating, 115 reviews
Superhost
A bright and airy living area features a light-colored sofa and matching armchairs arranged around a wooden coffee table. Coastal-themed artwork is displayed on the walls, and a flat-screen TV is mounted above a small console table. Natural light filters through sheer curtains.
Apartment in Santa Rosa Island

Little Blue Gem

This charming condo is all about location, convenience, and fun. Just a 5-minute stroll to the beach, you’ll have your toes in the sand in no time.Step outside your back door, and the pool is right there waiting for you! Whether you’re lounging poolside or hitting the tennis courts, there’s always something to do. We’ve stocked this condo with everything you need—from pool toys to beach essentials, so just pack your swimsuit and get ready to relax and play!

4.82 out of 5 average rating, 114 reviews
Top guest favorite
Condo in Fort Walton Beach

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

Kick back & relax in this calm, newly renovated ground-level condo on the Sound in Ft Walton Beach! ✨ Highlights: • 🌴 Waterfront views & stunning sunsets • 💦 Large resort-style pool • 🏖️ Minutes to beach access • 🍽️ Walk to local restaurants • 🚗 Easy parking & quiet community 🛏️ Queen bed w/Purple® mattress + Queen memory-foam sofa bed ☕ Kitchenette: Fridge • Air fryer/toaster • Microwave • Keurig •7.5 Miles to Destin

4.97 out of 5 average rating, 117 reviews
Guest favorite
A spacious outdoor area features a large swimming pool, surrounded by a concrete deck. Lush greenery provides a natural backdrop, and a few lounge chairs are positioned nearby for relaxation.
Home in Fort Walton Beach

Relaxing Pool Retreat Near Beaches & Destin!

Welcome to Our Happy Place! Whether you're planning a girls getaway, family beach vacation, couples retreat, or celebration weekend, Our Happy Place was designed to help you slow down, reconnect, and make lasting memories together. Perfect For: ✔ Girls Trips ✔ Family Vacations ✔ Couples Getaways ✔ Birthday Celebrations ✔ Parents Traveling with Teens ✔ Long Weekend Escapes ✔ Remote Work + Vacation Stays

4.91 out of 5 average rating, 153 reviews

Popular amenities for Ocean City rentals with a pool

When is the best time to visit Ocean City?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€82€94€111€162€214€239€200€152€140€107€116€160
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°C