
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 €62 per night before taxes and fees

Verified guest reviews
Over 1,050 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!
Top-rated rentals with a pool in Ocean City
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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

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.

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN
The Crow’s Nest is part of the Manor on the Bay, a large home transformed into multiple rental units. The full property is also avail for rent. This pvte 2nd story space bosts nautical design elements. Sip coffee on your balcony while watching the dolphins play. With options to cook in the well appointed galley kitchen or check out our local sea food spots, you wont leave here hungry. What I love: ✔ stunning views ✔ pvte space ✔ HUGE luxury spa w/pool & beach ✔ Dolphins! ✔ Book what you need

Condo With Serene Panoramic Views of the Gulf
This newly renovated 2nd floor condominium provides panoramic views in a serene atmosphere directly on the Gulf. This unit features a corner wraparound balcony with master and living room views of the emerald waters gently lapping at the white sand beach. This condo is on the quieter, more secluded end of Okaloosa Island just steps to a private beach. Two reserved beach chairs and service are included in your stay (March-October). Relax with the whole family at this peaceful place to 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!

Beachfront condo with views
Door to sand in 2-3 minutes. First floor, one flight of stairs and out the private dune walkover, no elevator wait. Gulf view from your balcony, close enough to hear the surf and watch the summer fireworks. Updated unit, pet free building. Private king bedroom, bunk nook off the hall, sleeper sofa. Six sleep, nobody on the floor. Stewby's, ice cream, and putt putt across the street. 15 minutes down the beach to the pier and Boardwalk. 2 chairs and umbrella included, set up for you Mar-Oct.

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.

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.

Coastal Escape: Heated Pool, Hot Tub, Grill!
Your private sanctuary near the Emerald Coast! This spacious, pet-friendly beach getaway features a sparkling private pool, hot tub, and a fenced yard. Perfect for families, this 4-bedroom home offers a foosball table, dedicated workspace, and is just minutes from Okaloosa Island and Destin beaches. Enjoy a worry-free vacation with no cleaning fees!
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

East Bay Hideaway — A Private Waterfront Escape

Aloha Pool House- Stay Local, Live Aloha

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

Beachview, Private Pool Home, Close to Beaches

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

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

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

Destin West V409 Cozy Beach Getaway 7Amazing Pools

Beach Penthouse on Okaloosa Island in FWB, FL

Tranquil & Pristine at El Matador Resort

Beach front Condo with Beach service!

Sola Azul | Gulf-Front Luxe + Beach Service

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

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

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

Its 5 o'clock here

Unit #5 Waterfront + Heated Pool and Spa Access

Private Heated Pool + Hot Tub + Mins. from Beach

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

Enticing 3-Bedroom Home w/pool

Townhome with Pool, King Bed, 4 min to Beach Park

Panhandle Crashpad
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €82 | €94 | €111 | €135 | €150 | €259 | €201 | €152 | €140 | €107 | €116 | €160 |
| 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 |
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- Rentals with outdoor seating Ocean City
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- 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
- Village of Baytowne Wharf
- Frank Brown Park
- Seacrest Beach
- 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
- Pier Park
- Fort Walton Beach Landing
- Shipwreck Island Waterpark
- Jade East Towers
- The Boardwalk on Okaloosa Island
- Camp Helen State Park
- Gulf World Marine Park
- Gulfarium Marine Adventure Park





