
Holiday 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!

Ground floor! Waterfront condo at Pirates Bay!
Clean, updated waterfront condo at Pirates Bay in FWB! Excellent ground floor, walkout unit. We have smart locks, allowing for easy self check-in. The patio sits just off the resort pool and just steps to the marina and BBQ grills. Pirates Bay is a wonderful waterfront resort community and the west facing unit allows beautiful sunset views over looking the Santa Rosa Sound. Perfect location for everything in Ft Walton Beach and Destin! Public beach access on Okaloosa Island is a short drive!

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!

Cozy Soundside Condo - WataView2!
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.

Sandestin Bahia 2nd floor - Baytowne Wharf Studio
Chic studio with bay views in Sandestin Golf & Beach Resort, steps from the Village of Baytowne Wharf. Perfect for a romantic getaway with sunset views, resort tram access, and walkable dining and nightlife. Features a king bed, queen sofa, stylish décor, and kitchenette with mid-size fridge, microwave, blender, and toaster. Enjoy Wi-Fi, Netflix, and beach gear stored in our private garage-level storage. Perfect for couples or small families looking to relax and explore Sandestin.

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.

Okaloosa Island Gulf View Resort Studio w/ Balcony
Escape to the stunning white sand beaches of the Gulf of Mexico and stay in this charming studio condo on Okaloosa Island! Located in the popular Islander Beach Resort, this unit is newly renovated and boasts breathtaking views of the emerald green waters. Step outside onto your private balcony to watch the sunset or enjoy your morning coffee with the sound of the waves. Book your stay today and experience the best of the Florida panhandle!

Cool Azul-Heated Pool-Pickleball
The Cool Azul is a hidden gem located in Central Destin that is ideal for your perfect Destin beach trip! Enjoy a thoughtfully designed space that feels just like home during your trip. While you're not beachfront & there isn't a fantastic view, the driving proximity to everything Destin can't be beat to live like a local! While we understand that our home may not be a good fit for everyone, we go above and beyond for our guest satisfaction!

Sea Shell at Sunset Cottages - Beach Service Inc
Sea Shell condo is located in the 19 unit Sunset Cottages complex on Okaloosa Island in Fort Walton Beach, FL. “Gulf Side”, just over 200 steps from the sand, no roads to cross, relaxing on the beach in minutes! The Sea Shell has 2nd floor partial gulf views from the dining room window, and both balconies. Inside is a spacious 750 sq.ft. to lounge and relax including; large great room, large bedroom and bath, condo built in 2000.
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

South of 30A. Golf Cart. Pool. Gym.

Destin Retreat: Oceanview Poolside Luxury Condo

Santa Rosa Beach Canopy House with heated pool

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

Sugar Sand Cottage at Destin Pointe

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

New Interior | New Golf Cart | New Year| You?

Harbor Central Penthouse
Apartment rentals with a pool

Gone Coastal 0.8 miles to beach, monthly discount

1st floor on Intercoastal Waterway close 2 beaches

Beachfront 8th Fl. 1 BR at Pelican, Stunning Views

2min walk to the beach,2Bedroom/2Bath,Pool,Navarre

One Step to the Beach!

Dream Beach Cozy Stay 3-Min walk to Miramar Beach

Waterfront studio on the sound - Pirates Bay a211

Destin West Villa #V502 Beach Vacation Awaits
Other holiday rentals with a pool

Located on the Water | Near Destin | Downtown FWB

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

Soundside Waterfront Condo

Beach & Bay views @ Destin West

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN

Sleeps 12* Private POOL * Backyard * Ranch Home

Waterfront Home-Dock, Pool, Kayaks, Dogs Welcome!

Amazing View Beach Front Condo
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 76 | € 76 | € 84 | € 130 | € 144 | € 250 | € 194 | € 147 | € 135 | € 104 | € 93 | € 95 |
| 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 holiday rentals with a pool in Ocean City

Total holiday rentals
Explore 20 holiday rentals in Ocean City

Nightly prices starting at
Ocean City holiday rentals start at € 42 per night before taxes and fees

Verified guest reviews
Over 1,020 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Ocean City holiday 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 Holiday rentals
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- Orange Beach Holiday rentals
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- Clearwater Holiday rentals
- Santa Rosa Island, Florida Holiday rentals
- Rentals with a firepit Ocean City
- House rentals Ocean City
- Family-friendly rentals Ocean City
- Rentals with outdoor seating Ocean City
- Rentals with a hot tub Ocean City
- Waterfront rentals Ocean City
- Rentals with beach access Ocean City
- Rentals with a washing machine and dryer Ocean City
- Rentals with a fireplace Ocean City
- Rentals with a patio Ocean City
- Pet-friendly rentals Ocean City
- 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
- Navarre Beach Fishing Pier
- James Lee Beach
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Raven Golf Club
- Walton Dunes Beach Access
- The Track - Destin
- Camp Helen State Park
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Shipwreck Island Waterpark
- Seacrest Beach
- Wayside Park, Okaloosa Island




