
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!

Amazing Top-Floor Condo, Free Beach Service!
Decorated in soothing designer colors with a coastal feel, the unit has 2 bedrooms with comfortable king size beds, flat screen TVs and private bathrooms; two bunk beds in a hallway alcove; 2.5 bathroom, and open concept full size kitchen with all new full size stainless steel appliances, dining area and living room with a sleeper sofa. The unit sleeps eight. Plus, you'll have access to all of Waterscape Resort's fabulous amenities! Complimentary beach service with 2 beach chairs and umbrella.

Waterscape 4th Flr 1 Bedroom w Bunks on the beach
Relax in this beautifully decorated 1BR/2BA condo at Waterscape Resort with 4th-floor views of the courtyard, heated pool, and partial beach/ocean views. The master bedroom features a king bed and en-suite bath. Kids love the bunk beds with TVs. The unit also includes a sofa bed, stainless steel appliances, new flooring, in-unit washer/dryer, and beach chairs with an umbrella. Many repeat guests return for the bunk beds and resort amenities, including three pools, a waterfall, and a lazy river.

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.

Beautiful renovated cottage. Big backyard w/ Pool
Unwind in this fully renovated cedar cottage for an unforgettable stay. Located just 3.5 miles from the powder-sand beaches of Okaloosa Island. The property features a large backyard with a pool and plenty of room for grilling, lounging by the pool or for kids to play. The interior is cozy and modern with comfortable sleeping arrangements and a fully-equipped kitchen. With prime location, fantastic outdoor amenities and cozy interior, this is the perfect place to call home during your 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!

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.

Just For You In Fort Walton Beach
Free parking. elevator access, Aquamarine w/white décor. tile floors. studio with 1 queen bed, 2 smart TVs, intercoastal waterway view, off-street parking, 24-hour security, swimming pool, picnic/bbq area, cable TV, wifi, full bath, fully-equipped kitchen, microwave, convection oven. Balcony for viewing waterfront. Viewing area for sunset. No pets allowed. No service animals allowed due to guests' allergies which can cause physical reactions. NO CAMERAS ANYWHERE INSIDE THE CONDO.

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.

DestinWest Pelican Bayside, Lazy River, Hot Tub.
Master bedroom with bathroom, bunk room with bathroom (the bunk room has one bunk bed and no door), sofa sleeper. Balcony with lazy river and bay view. You will find everything here from Lazy River, seven pools (one heated, one with waterfall), hot tubs, zero entry pool, gym, bbq area. Next door is an arcade with virtual reality, bar and food. You have access to swim and play in both the ocean and the bay. It is a short walk to the Okaloosa boardwalk for shopping, restaurants and fun.

Ocean Views at Waterscape Resort!
Experience everything the stunning Emerald Coast has to offer while staying in our beautifully updated condo, with expansive ocean views including everything you need for a comfortable stay! Enjoy the Waterscapes resort amenities including direct beachfront access, beach chairs & umbrella, lazy river, zero entry pool, kids water play area, a separate heated pool for the cooler months, hot tubs, propane grills, a full gym, on site tiki bar, and free gated parking.

Beautiful Emerald Beach Condo
Stay with us, be our guest! Newly remodeled beach studio condo, beautifully decorated, clean, & comfortable. Fully equipped to make your stay a wonderful experience. Ideal for small families/groups, couples, single and/or business travelers. Our property offers several amenities. Beach only steps across the parking lot (approximately a 1.5-2min walk). Destin FL is about a 15min drive. Condo located on 1st floor of Building 6
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Destin Retreat: Oceanview Poolside Luxury Condo

Sugar Sand Cottage at Destin Pointe

Walk to Beach · Private Heated Pool · Fenced Yard

Heated Pool & HotTub+ Golf Cart+Beach Service

Private Pool - Golf Cart - Block to Beach - Destin

Emerald Oasis: Hot Tub + Sleeps 18 + Pool+ Grill

The Heart of Destin~Incredible Ocean Views & Beach

Cottage House 4bd/3bath off 30A
Condo rentals with a pool

Beachfront-Top Floor-West Corner-Free Bch Bch+ Gym

1203 Oceanfront Pelican Beach: Fab Loc Pools/HTubs

*Fully Renovated * Beach front Condo 2bd/2bath

Incredible View | Beachfront | Hot Tub

308 Gulf Views • SUPER Spring Special Book Mar 8th

GULF FRONT TopFloor Amazing VIEW Directly On Beach

Waterfront Condo *w/pool access*

Waterfront studio on the sound - Pirates Bay a211
Other vacation rentals with a pool

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

9 Unit Building, Private Pool, Gulf Front View

314 Island Princess - Beach, Pool, Spa, Balcony!

4 BR 2 BA Private Pool Pickleball Fun

Top Floor Waterfront View Studio

Private Heated Pool + Hot Tub + Mins. from Beach

Heated Salt Pool/Spa | Cali King Bed | BEACH - 4mi

Enticing 3-Bedroom Home w/pool
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $122 CAD | $122 CAD | $135 CAD | $209 CAD | $232 CAD | $402 CAD | $311 CAD | $236 CAD | $217 CAD | $167 CAD | $180 CAD | $249 CAD |
| 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 $68 CAD per night before taxes and fees

Verified guest reviews
Over 990 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Ocean City vacation rentals include wifi 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!
Destinations to explore
- Seminole Vacation rentals
- Florida Panhandle Vacation rentals
- Atlanta Vacation rentals
- New Orleans Vacation rentals
- Panama City Beach Vacation rentals
- Destin Vacation rentals
- Jacksonville Vacation rentals
- Gulf Shores Vacation rentals
- Orange Beach Vacation rentals
- Miramar Beach Vacation rentals
- Clearwater Vacation rentals
- Santa Rosa Island, Florida Vacation rentals
- Rentals with outdoor seating Ocean City
- Rentals with a washer and dryer Ocean City
- House rentals Ocean City
- Rentals with beach access Ocean City
- Rentals with a firepit Ocean City
- Family-friendly rentals Ocean City
- Rentals with a fireplace Ocean City
- Waterfront rentals Ocean City
- Rentals with a hot tub Ocean City
- Pet-friendly rentals Ocean City
- Rentals with a patio Ocean City
- Rentals with pools Okaloosa County
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pensacola Beach
- Frank Brown Park
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- Gulfarium Marine Adventure Park
- The Track - Destin
- Camp Helen State Park
- Gulf World Marine Park
- Shipwreck Island Waterpark
- Henderson Beach State Park
- Village of Baytowne Wharf
- The Boardwalk on Okaloosa Island
- Lost Key Golf Club
- Johnson Beach
- MB Miller County Pier
- Point Washington State Forest
- Aqua Resort




