
Vacation rentals with a pool in Ocean City
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Ocean City
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Waterfront cozy condo with king bed & resort pool
Welcome to The Salty Pirate, your waterfront vacation paradise! Kick back & relax in our calm, stylish condo featuring a king size bed, luxury bathroom & kitchenette. Relax in bed, enjoy the boats cruise by or watch the 65 inch TV. The waterfront balcony entices you to read & relax. Enjoy the resort style pool or reserve the 2-seater kayak (when available) provided for you to explore the waterway. Downtown restaurants & bars are walking distance & the white sugar sand beaches are 2 miles away!

Destin West, Bayside, 2 BR+ Bunk Room, sleeps 8
GREAT VIEWS!!! Sandpiper unit 502 has 2 bedrooms, two baths, and a private bunk-bedroom, so its really a 3 BR...sleeps 8. It is furnished with a new sofa sleeper and matching couch in family room. All of this is designer furnished condo accommodates up to eight people to sleep. The interior of the unit reflects a classic, high-end feeling. Walking distance to many restaurants and activities. My place is close to restaurants and dining, the beach is 5 minute away over elevated walkway, .

Private Guest House on the Water | Boat Docks!
You’re invited to enjoy the breathtaking panoramic views as you start your day on our private waterfront deck. This lovely beach house offers one queen bed in the bedroom, a twin/full bunk bed, and the sofa in the living room is a pull-out queen bed. Full-size kitchen and dining area. Dock your boat in a private boat slip for a small daily fee. ✔ OMG Views ✯ Waterfront ✯ Private Beach ✯ Entire Place ✯ Boat Slips ✯ Trailer parking ✯ 2 Story Dock ✔ Dog friendly ✔ Full Kitchen ✔ 2 x Smart TV

One Block to Crystal Beach + Pool + King Bed + Convenient Location
- One block from the Crystal Beach area of Destin - 0.6 miles to Destin Commons w/ Whole Foods and shopping - 1.0 mile to Publix - This is the UPSTAIRS UNIT (downstairs rents separately through same host.) Each unit is fully separate. The Destin Doublemint, a bright and airy one-bedroom cottage, is the perfect spot for your beach vacation. It's less than a 2-minute walk to the sand, making it easy to pop back for a dip in the pool or a movie in the AC before walking back over for sunset.

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!

Stylish Coastal Baytowne Studio Amazing Amenities
Enjoy a stylish experience at this centrally-located studio on the Sandestin Resort right in the heart of the action of Baytowne Wharf Village. Newly renovated Welcome to paradise! Unit is located on the 5th floor of Pilot House allowing quick walking access to entertainment, food and pool. Only 10 minutes from the beach without ever leaving the Resort, Including Free Tram! The unit offers a King bed with luxury linens. Comfortable queen sofa that will fit two more guests or children.

Relaxing Soundside Condo - WataView!
Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA
Islander Beach Resort is a 7-story structure of 114 condos on a short 2 mile stretch of Okaloosa Island and sits DIRECTLY on the beach. The building is painted aqua blue and gray, and all units overlook the ocean. There are 2 elevators and lots of parking. Guests can freely access the beach, pool, BBQ pits and parking area (a parking pass is needed), but you will probably spend the majority of your time on our large private balcony overlooking the pool and beach, listening to the waves.

#1 4BR HUGE PET Friendly Home Away from Snow!
Modern house w/ 2 master bedroom suites with own bathroom and 2 additional rooms sharing a bathroom. Welcome to the emerald coast paradise! You have the best of both worlds, Okaloosa island and the night life are only less than 3 miles away, the beautiful sugar sand beaches are only couple miles away, and you have your own pool (non-heated) in the backyard if you just want to relax and get your tan on! Shopping outlets are near by! Great restaurants around to choose from!

Coastal Escape: Heated Pool, Hot Tub, Grill!
Unwind in Style: Spacious Beach Getaway with Hot Tub, Private Pool, and Pet-Friendly Amenities! Highlights: - No Cleaning Fee! - Heated pool: for a fee - Beach Kit: Chairs, Umbrellas, Wagon, Boogie Boards, and More! - Garage for Motorcycle Parking - Lit Patio with Cozy Furniture and Fire Pit - Grill with Propane Provided - Large Backyard for Pets to Play - Boat Parking Available - Accessible Bathrooms - TVs in Every Room - Fully Equipped Kitchen for Your Convenience

Perfect View on Santa Rosa Sound with 2 Pools!
Enjoy beautiful blue skies and gorgeous sunsets over the Santa Rosa Sound, while looking out over the marina from your very own private deck! This gorgeous studio unit has one of the best views in the entire 120 room complex! Located in the preferred A building, this Non-Smoking, NO PETS ALLOWED, sparkling clean top floor unit has a beautiful bathroom with full size tile shower and newer plumbing fixtures. Marina slip is not available for rent at this time.

Gulf View Studio condo Fort Walton Beach
Islander 705 Studio condo with a beautiful Gulf view on Okaloosa Island. This 7th floor unit sleeps 2 and includes - 1 King bed - 1 sofa sleeper - 1 Full bathroom (glass shower) - Keurig Mini - 1 full kitchen with stove, refrigerator, microwave, dish washer Complimentary beach service 2 chairs and 1 umbrella included March - October! Enjoy amazing views of the Gulf & white sand beaches with the perfect sunset view from the balcony!
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Destin Retreat: Oceanview Poolside Luxury Condo

Book Holiday! Private Beach, Heated Pool, 2 Kings!

Fresh Fun Interior | New Golf Cart | Heated Pool

Harbor Central Penthouse

Cozy Coastal Retreat | Near Destin &Okaloosa Beach

Private Pool - Golf Cart - Kid Friendly - Luxury

Soundside Paradise

4 BR, Private Pool, Pet Friendly, 5 Miles to Beach
Condo rentals with a pool

Oceanfront 3BR/3BA Condo | Steps to Sand & Surf!

Bay View Studio Condo

No Airbnb Fees! | Incredible View | Free Parking

Modern Seagrove studio steps from the beach

Free Chair Service-Beachfront 4th Floor

Beach Side 1/1 Condo Paradise

Relaxing Gulf Front Couple's Retreat*Beach Service

Mellow at Yellow Umbrellow on the Emerald Coast!
Other vacation rentals with a pool

A129 Waterscape 1st floor,beach chairs& Lazy River

Destin West Villa PH01 ~ Penthouse w/ Hot Tub

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

Tropical Isle 215 - Steps to the Beach!

Bluefish: Pool, 3min Walk to Beach and Restaurants

Pristine Pool and Water View!

Gorgeous Views & Pristine Pool! Walk to downtown!

Boho Bay suite!
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ327 | ﺩ.ﺇ327 | ﺩ.ﺇ364 | ﺩ.ﺇ562 | ﺩ.ﺇ624 | ﺩ.ﺇ1,080 | ﺩ.ﺇ837 | ﺩ.ﺇ635 | ﺩ.ﺇ584 | ﺩ.ﺇ448 | ﺩ.ﺇ400 | ﺩ.ﺇ411 |
| 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 |
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 ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 1,020 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!
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- Rentals with pools Okaloosa County
- Rentals with pools Florida
- Rentals with pools United States
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Princess Beach
- Frank Brown Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Eglin Beach Park
- Raven Golf Club
- Gulfarium Marine Adventure Park
- Pensacola Beach Crosswalk
- Fort Walton Beach Golf Course
- Walton Dunes Beach Access
- Camp Helen State Park
- Fred Gannon Rocky Bayou State Park
- The Track - Destin
- Pensacola Dog Beach West
- Seacrest Beach
- Shipwreck Island Waterpark
- Wayside Park, Okaloosa Island




