
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.

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

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

Relaxing Gulf Front Couple's Retreat*Beach Service
🌊 Beachfront Bliss on Okaloosa Island – Balcony + Free 2 Chairs & Umbrella Welcome to a perfect escape on Okaloosa Island! Wake up to direct Gulf-front views & private balcony w/ emerald waters & sugar-white sand Beautifully updated studio is designed for a relaxing, stress-free beach getaway—to unwind or work remotely with a view We HIGHLY suggest that you purchase Tavel Insurance as we cannot be responsible for travel interruptions, weather or sickness. We adhere to our cancellation policy.

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.

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

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.

B103 Coastal Connection at Pirates Bay
Beautifully decorated first floor condo is perfect for your beach vacation. The condo sleeps 4 comfortably with a queen bed and a full size love seat sleeper with memory foam mattress! If you like to cook the condo has a full kitchen but if you would rather not, there are several restaurants with water views located very close by. In less than 10 minutes you can be on Okaloosa Island enjoying the white sand beaches, Gulfarium Marine Adventure Park, or Wild Willies Adventure Zone! Book now!

Beachfront condo with views
Door to sand in 2-3 minutes. First floor, one flight of stairs and out the private dune walkover, no elevator wait. Gulf view from your balcony, close enough to hear the surf and watch the summer fireworks. Updated unit, pet free building. Private king bedroom, bunk nook off the hall, sleeper sofa. Six sleep, nobody on the floor. Stewby's, ice cream, and putt putt across the street. 15 minutes down the beach to the pier and Boardwalk. 2 chairs and umbrella included, set up for you Mar-Oct.

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.

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.

Serene Waterfront Studio Fort Walton Beach Condo
Step inside and you'll find a bright and airy living space with a plush queen-size bed, comfortable seating area, and a flat-screen TV with cable. The kitchenette is equipped with everything you need to whip up a quick meal, including a mini fridge, microwave, and coffee maker. With the beach just a drive away, you'll have plenty of opportunities to soak up the Florida sun and enjoy the Gulf Coast's famous white-sand beaches.

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
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Destin Pointe | Private Pool + Hot Tub | 2 Beaches

* NEW * 3BR Pool & Hot Tub l 10 min to Beach

Its 5 o'clock here

East Bay Hideaway — A Private Waterfront Escape

Aloha Pool House- Stay Local, Live Aloha

Beachfront - "Weekend At Benny's"

Private Heated Pool + Hot Tub + Mins. from Beach

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!
Condo rentals with a pool

Veranda 102 - Direct Beachfront - Gulf Side Pool

Beach Penthouse on Okaloosa Island in FWB, FL

Penthouse-Huge Roof Top Patio w/ Hot Tub-LazyRiver

DestinWest G405 Kid-friendly/oceanview/Lazyriver

Emerald Waters & Sugar White Sand!

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

115+ Five-Star Reviews | Renovated Gulf View Condo

2 min walk to Beach/Free Beach Service/Pool
Other vacation rentals with a pool

Heated Pool Oasis: Near Emerald Coast Beaches!

Emerald Coast Escape

Clean & Luxurious Beachfront ~ 7 Pools+HotTubs+Gym

CASA BELLA, 4 bed/ 2 bath 8 min from Beach w/ POOL

The Reign of Alee

Luxury Retreat•Private Heated Pool•Destin Area

Enticing 3-Bedroom Home w/pool

Townhome with Pool, King Bed, 4 min to Beach Park
When 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 | €150 | €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
- Orange Beach Vacation rentals
- Birmingham Vacation rentals
- Clearwater Vacation rentals
- Pensacola Vacation rentals
- Gainesville Vacation rentals
- Tallahassee Vacation rentals
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pier Park
- Henderson Beach State Park
- Village of Baytowne Wharf
- Seacrest Beach
- Frank Brown Park
- Navarre Beach Fishing Pier
- Aqua Resort
- Johnson's Beach, Gulf Islands National Seashore
- HarborWalk Village
- Topsail Hill Preserve State Park
- Grayton Beach State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Shipwreck Island Waterpark
- The Boardwalk on Okaloosa Island
- Morrison Springs
- Pensacola Bay Center
- Destiny East
- Camp Helen State Park





