
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!

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.

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!

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

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 - 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.

Touch of Madagascar-Whole House/winter heated pool
Free parking. Entire house with pool (pool heating fee $32 a day extra - heating pool not available until 4 Dec). 3 mn walk to Shopping/restaurants. 15mn drive to Destin. 7 minute drive to beach. Decorated with 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.

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

Retreat by the Sea at Seacrest Condo
Welcome to Retreat by the Sea. This studio is at Seacrest Condominiums located directly on the beach on beautiful Okaloosa Island in Fort Walton Beach six miles from Destin. Relax on the balcony and enjoy the beautiful views of the Gulf and amazing sunrises and sunsets. You have direct access to the beach and all the amenities that the condo has to offer including indoor/outdoor pool, gym and bbq area. This amazing studio also has a kitchenette, mini-refrigerator and private laundry.

Ocean view condo, Lazy River & Beach, Destin West
From your unit on the Gulf side of the resort, enjoy the spectacular ocean view, award winning lazy river, and many pools in this family friendly Destin West Beach and Bay Resort with private beach. Your unit is a couple blocks from Gulfarium Marine Adventure park, where you can swimming with dolphins. Enjoy the Broadwalk Okaloosa Island with seaside shops, eats, and entertainment within a block. Okaloosa Island fishing pier is within 2 blocks for fishing enthusiasts.

2 min walk to Beach/Free Beach Service/Pool
Elevate your vacation experience with a stay at the Beach Hive! Conveniently located less than 2 minutes from the shores of the Gulf. Complimentary beach service (2 beach chairs and 1 umbrella) is available from 3/1-10/31. Escape the crowd & enjoy time at the Beach, lay by the pool or visit all that Okaloosa Island & the Emerald Coast have to offer. Then, return to this modern beach cottage to wind down and relax in style and comfort after a long day.
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Seas The Moment-Free Golf Cart-Hot Tub-PrivPool

Sugar Sand Cottage at Destin Pointe

Walk to Beach · Private Heated Pool · Fenced Yard

Beachie-Private Pool!

Poolside Paradise | Crystal Beach Beauty

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

Emerald Coast Retreat Near Destin

All you need! Location | Golf Cart | Walk to Beach
Condo rentals with a pool

Sandy Cheeks/Okaloosa Island

Destin West V409 Cozy Beach Getaway 7Amazing Pools

3107 Spring Savings ~ Book Mar 8th ~ Heated Pool

Fort Walton Beach Top Floor | Pool & Destin Sunset

“Sandy Thongs” Beachfront Oasis Amazing Gulf View

Destin West, Bayside, 2 BR+ Bunk Room, sleeps 8

Direct Beachfront Condo with pool

La Playa Esmeralda - Panoramic Sunset Views
Other holiday rentals with a pool

The Happy Angler

Bay Dreamin' at Hermitage By the Bay

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

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

Stars & Sea•Beautiful Waterfront Condo•Sleeps 4

Nautilus 1306 Gulf Front 2 BR/2 BA 3rdFL. Free Be

Private Heated Pool + Hot Tub + Mins. from Beach

2 Bedroom Condo on the Beach at Okaloosa Island
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $149 NZD | $149 NZD | $166 NZD | $257 NZD | $285 NZD | $494 NZD | $383 NZD | $290 NZD | $267 NZD | $205 NZD | $222 NZD | $306 NZD |
| 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 $84 NZD per night before taxes and fees

Verified guest reviews
Over 990 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Ocean City holiday 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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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Frank Brown Park
- Pensacola Beach
- 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
- Shipwreck Island Waterpark
- Gulf World Marine Park
- Village of Baytowne Wharf
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Topsail Hill Preserve State Park
- Johnson Beach
- Pensacola Beach Boardwalk
- HarborWalk Village
- Point Washington State Forest




