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 €60 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
4.99 out of 5 average rating, 104 reviews

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, baby monitor -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

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
4.82 out of 5 average rating, 106 reviews

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

Top guest favorite
A serene twilight view captures the sky filled with clouds reflecting subtle shades of orange and blue. The marina lights twinkle along the water's edge, while the horizon highlights an array of colors as day transitions into night.
Condo in Fort Walton Beach
4.97 out of 5 average rating, 217 reviews

Waterfront Studio • Santa Rosa Sound • Sunsets

Enjoy breathtaking views of the Santa Rosa Sound and marina from your private top-floor balcony in this waterfront studio. Whether you're sipping coffee at sunrise or watching vibrant sunsets each evening, this spot delivers unforgettable costal charm in a quiet, peaceful setting. Perfect for couples or solo travelers, the studio features a full bath with tile shower, well-equipped kitchenette and sparkling pool. Gulf beaches are a just a short drive away. Free parking and easy self check-in.

Top guest favorite
An aerial view captures a beachside community with a blend of buildings and green spaces. The soft, white sand stretches along the shoreline, dotted with colorful umbrellas and beach chairs, providing a visual representation of the beach access available for guests.
Villa in Destin
4.96 out of 5 average rating, 102 reviews

Sandpiper Cove 8140! 500 ft to the Beach!

Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access owned by Sandpiper Cove! 4 beach towels are provided with unit 8140! 1 of the 5 pools is in the back terrace; steps away from the back porch of the villa! 1 restaurant, 1 beach side bar, a pitch and putt golf course, tennis and pickleball courts all on site. Minutes from several local attractions! About 17 miles from the Destin-Fort Walton Beach Airport!

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 Okaloosa Island
4.96 out of 5 average rating, 121 reviews

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.

Top guest favorite
Apartment in Fort Walton Beach
4.88 out of 5 average rating, 124 reviews

B210 Pirates Plunder

Welcome to Pirates Plunder at Pirates Bay in Fort Walton Beach. This unique condo has a style all its own! The condo has been fully renovated with a full kitchen and spa like bathroom. The condo is an efficiency that sleeps 2 people with a queen size bed. You will have beautiful views of the pool and the intercoastal waterway from your balcony. Crab Island is only a few minutes away by boat! There is also a small private beach for your use as well. Book now before your dates are gone!

Top guest favorite
The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.
Home in Santa Rosa Beach
4.96 out of 5 average rating, 161 reviews

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

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
4.92 out of 5 average rating, 301 reviews

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.

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
4.98 out of 5 average rating, 99 reviews

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.

Top guest favorite
Condo in Fort Walton Beach
4.96 out of 5 average rating, 113 reviews

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

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
4.91 out of 5 average rating, 151 reviews

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

Guest favorite
A sweeping view overlooking the beach showcases soft white sand and the Gulf of Mexico's gentle waves. Blue beach umbrellas are set up along the shore, with a designated swimming area visible. In the foreground, a swimming pool is bordered by palm trees and lounge chairs.
Condo in Okaloosa Island
4.93 out of 5 average rating, 309 reviews

Okaloosa Island Top Floor 2BR Beach Condo

Welcome to the Islander unit 707, a cozy beachfront condo located on the seventh (top) floor of the Islander Beach Resort on Okaloosa Island. This charming two-beds, two-bathroom unit has everything you need for a comfortable and relaxing stay. Enjoy stunning views of the Gulf of Mexico from the private balcony or take a short stroll to the white sandy beach just steps away.

Popular amenities for Ocean City rentals with a pool

When is the best time to visit Ocean City?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€80€92€108€158€209€233€195€148€136€104€113€156
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°C