
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.

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
4.99 out of 5 average rating, 106 reviews
Beach Penthouse on Okaloosa Island in FWB, FL
Unit 301 has the best views being it is an end unit on the top floor. It also feels very spacious with its vaulted ceilings and unique loft area. Sleeps up to 6 people. Queen bed in Master. Another Queen bed and bath in loft. One full size sleeper sofa in living room. Owners have used the unit for past 9 years and have just decided to offer it as a rental. Freshly painted, and updated with new carpets, floors, furniture and appliances. Unit has everything you need for a wonderful vacation.
4.97 out of 5 average rating, 116 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
4.82 out of 5 average rating, 107 reviews
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.
4.97 out of 5 average rating, 119 reviews
Oceanfront 3 King BR/3BA Condo Steps 2 Sand & Surf
Experience the Gulf in a Newly Remodeled Condo! This family-friendly ground-floor unit offers ultimate convenience. The master bedroom has ocean views, a king bed with a pullout trundle. The second bedroom has a king bed with a trundle, and the third has a King bed. The living room includes a queen sofa bed. Each bedroom has a private bath and TV. Enjoy free beach service March–Oct with two chairs & an umbrella. Step onto the sand, relax, and unwind! Guests 27+ only. No smoking. No parties
4.93 out of 5 average rating, 321 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.
4.96 out of 5 average rating, 123 reviews
DestinWest G405 Kid-friendly/oceanview/Lazyriver
[new patio furniture] Destin West Resort Gulfside 405 (2mins to the beach and pool) ~ 1 Bdr + 1 bunkroom with 2 full baths, Sleeps 6 ~ great ocean view ~ free beach service: 2 chairs & 1 umbrella (seasonal: 3/1 - 10/31, 9am-5pm) ~ 1 King Bdr with a private bathroom ~ 1 bunk room (2 twin beds, each with its own TV) with a private bathroom ~ 1 Q pullout sleeper ~ pack n play ~ 4 smart TVs ~ full kitchen stocked with cookware (Keurig and a traditional coffee maker). ~ washer/dryer
4.92 out of 5 average rating, 133 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.
4.92 out of 5 average rating, 302 reviews
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.
4.91 out of 5 average rating, 114 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
4.96 out of 5 average rating, 114 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
4.91 out of 5 average rating, 151 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.
4.93 out of 5 average rating, 311 reviewsPopular amenities for Ocean City rentals with a pool
House rentals with a pool

Emerald Oasis: Hot Tub + Sleeps 18 + Pool+ Grill
4.92 out of 5 average rating, 170 reviews
Sugar Sand Cottage at Destin Pointe
4.96 out of 5 average rating, 149 reviews
Soundside Paradise
4.98 out of 5 average rating, 167 reviews
East Bay Hideaway — A Private Waterfront Escape
4.97 out of 5 average rating, 193 reviews
Seas The Moment-Golf Cart Deals-Hot Tub-PrivPool
4.92 out of 5 average rating, 168 reviews
Whispering Getaway, Heated Pool, Premier Game Room
4.94 out of 5 average rating, 203 reviews
Beachfront - “Weekend At Benny’s”
4.94 out of 5 average rating, 101 reviews
Good times & tan lines! Only 5 miles to the beach!
4.93 out of 5 average rating, 240 reviewsCondo rentals with a pool

Gorgeous Gulf Front condo with amazing views!
4.97 out of 5 average rating, 120 reviews
Keeler Island Princess #508 Okaloosa Island Bchfrt
4.78 out of 5 average rating, 164 reviews
Emerald Waters & Sugar White Sand!
4.75 out of 5 average rating, 577 reviews
2nd floor beachfront with amazing views
4.87 out of 5 average rating, 195 reviews
Mellow at Yellow Umbrellow on the Emerald Coast!
4.97 out of 5 average rating, 135 reviews
Direct Gulf Views, Private Pool, Sleeps 4
4.95 out of 5 average rating, 104 reviews
Beachfront Condo | Gulf Views | Okaloosa Island
4.93 out of 5 average rating, 134 reviews
Waterfront Studio • Santa Rosa Sound • Sunsets
4.97 out of 5 average rating, 217 reviewsOther vacation rentals with a pool

* NEW * 3BR Pool & Hot Tub l 10 min to Beach
4.92 out of 5 average rating, 62 reviews
Aloha Pool House- Stay Local, Live Aloha
4.89 out of 5 average rating, 18 reviews
Private Heated Pool + Hot Tub + Mins. from Beach
5.0 out of 5 average rating, 25 reviews
The Reign of Alee
4.93 out of 5 average rating, 28 reviews
Coastal Retreat • Sleeps 16 • Pool & Hot Tub
4.86 out of 5 average rating, 64 reviews
4 BR, Pool/Hot Tub, Pet Friendly, 5 Mi to Beach
4.9 out of 5 average rating, 49 reviews
Sunset Dreamin! Gorgeous 2BR Panoramic Water Views
4.97 out of 5 average rating, 34 reviews
Enticing 3-Bedroom Home w/pool
4.87 out of 5 average rating, 30 reviewsWhen is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €80 | €92 | €109 | €160 | €211 | €235 | €197 | €149 | €137 | €105 | €114 | €157 |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
Destinations to explore
- Atlanta Vacation rentals
- New Orleans Vacation rentals
- Panama City Beach Vacation rentals
- Destin Vacation rentals
- Gulf Shores Vacation rentals
- Jacksonville Vacation rentals
- Miramar Beach Vacation rentals
- Orange Beach Vacation rentals
- Birmingham Vacation rentals
- Clearwater Vacation rentals
- Pensacola Vacation rentals
- Gainesville Vacation rentals
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pier Park
- Henderson Beach State Park
- Village of Baytowne Wharf
- Frank Brown Park
- Seacrest Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Aqua Resort
- HarborWalk Village
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Shipwreck Island Waterpark
- Morrison Springs
- Camp Helen State Park
- Gulf World Marine Park
- Pensacola Bay Center
- Johnson Beach





