
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 ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 980 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

4.7 Average rating
Ocean City stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Ocean City
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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 2nd floor waterfront deck. This lovely beach house offers 1 queen bd in the bdrm, 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 SmartTV

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

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!

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, HEATED pool, BBQ pits and parking area (a parking pass is needed from lobby). You will probably spend a lot of your time on our large private balcony overlooking the pool and beach, listening to the waves.

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.

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.

B210 Pirates Plunder
Welcome to Pirates Plunder at Pirates Bay in Fort Walton Beach. This unique condo has a style all its own! The condo has been fully renovated with a full kitchen and spa like bathroom. The condo is an efficiency that sleeps 2 people with a queen size bed. You will have beautiful views of the pool and the intercoastal waterway from your balcony. Crab Island is only a few minutes away by boat! There is also a small private beach for your use as well. Book now before your dates are gone!

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.

Pirates Point of View Top Floor!
This sunny Fort Walton Beach getaway is perfect for small families, couples, and businesspeople alike, with a small private beach, two shared pools, and more! With shopping and dining just a short walk away, you'll love your new home away from home for four's great location, almost as much as you'll love relaxing in the pools or boating at the dock! Okaloosa Island's boardwalk and pristine beaches are just a short drive away.

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

Relaxing Pool Retreat Near Beaches & Destin!
Welcome to Our Happy Place! Whether you're planning a girls getaway, family beach vacation, couples retreat, or celebration weekend, Our Happy Place was designed to help you slow down, reconnect, and make lasting memories together. Perfect For: ✔ Girls Trips ✔ Family Vacations ✔ Couples Getaways ✔ Birthday Celebrations ✔ Parents Traveling with Teens ✔ Long Weekend Escapes ✔ Remote Work + Vacation Stays

Okaloosa Island Top Floor 2BR Beach Condo
Welcome to the Islander unit 707, a cozy beachfront condo located on the seventh (top) floor of the Islander Beach Resort on Okaloosa Island. This charming two-beds, two-bathroom unit has everything you need for a comfortable and relaxing stay. Enjoy stunning views of the Gulf of Mexico from the private balcony or take a short stroll to the white sandy beach just steps away.
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

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

Sugar Sand Cottage at Destin Pointe

Its 5 o'clock here

East Bay Hideaway — A Private Waterfront Escape

Aloha Pool House- Stay Local, Live Aloha

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

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!

Salt Pool & Spa, Heat Opt, Cali King Bed, Beach 4M
Condo rentals with a pool

Keeler Island Princess #508 Okaloosa Island Bchfrt

100 ft to sand, Corner unit, Hot Tub, Garden view

DestinWest Pelican Bayside, Lazy River, Hot Tub.

Waterfront Paradise•2.5 Miles from Beach•Boat Slip

Gorgeous Gulf Front condo with amazing views!

1st floor on Intercoastal Waterway close 2 beaches

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

DestinWest G405 Kid-friendly/oceanview/Lazyriver
Other vacation rentals with a pool

Emerald Coast Escape

Soundside Waterfront Condo

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

Downtown Bliss

"SeaGlass" - Oceanfront with expansive balcony.

Unit #1 Waterfront + Heated Pool and Spa Access

Private Heated Pool + Hot Tub + Mins. from Beach

Dockside Dream-Waterfront-Boat Slip-Downtown
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.ﺇ 342 | ﺩ.ﺇ 393 | ﺩ.ﺇ 463 | ﺩ.ﺇ 562 | ﺩ.ﺇ 624 | ﺩ.ﺇ 1,080 | ﺩ.ﺇ 837 | ﺩ.ﺇ 635 | ﺩ.ﺇ 584 | ﺩ.ﺇ 448 | ﺩ.ﺇ 485 | ﺩ.ﺇ 668 |
| 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
- Clearwater Vacation rentals
- Birmingham Vacation rentals
- Pensacola Vacation rentals
- Gainesville Vacation rentals
- Tallahassee Vacation rentals
- House rentals Ocean City
- Rentals with outdoor seating Ocean City
- Rentals with a washer and dryer Ocean City
- Rentals with a patio Ocean City
- Pet-friendly rentals Ocean City
- Waterfront rentals Ocean City
- Family-friendly rentals Ocean City
- Rentals with a fire pit Ocean City
- Rentals with a hot tub Ocean City
- Rentals with beach access Ocean City
- Rentals with a fireplace 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
- Henderson Beach State Park
- Frank Brown Park
- Seacrest Beach
- Village of Baytowne Wharf
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Aqua Resort
- Grayton Beach State Park
- HarborWalk Village
- Gulf Breeze Zoo
- Topsail Hill Preserve State Park
- Fort Walton Beach Landing
- Pier Park
- Jade East Towers
- The Boardwalk on Okaloosa Island
- Shipwreck Island Waterpark
- Gulf World Marine Park
- Camp Helen State Park
- Gulfarium Marine Adventure Park





