
Holiday rentals with a pool in Ocean City
Find and book unique homes with a pool on Airbnb
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 $90 SGD per night before taxes and fees

Verified guest reviews
Over 1,050 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!
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
LocationValueBeach

Salt Pool & Spa, Heat Opt, Cali King Bed, Beach 4M
Luxurious home 4 miles to Beach! -Salt Water Pool(heat fee)&Hot tub -Lanai w/seating and 75"TV -Fast WI-FI -Fully equipped kitchen -Dedicated workstation -Coffee bar -Cali King Bed w/ensuite(soaking tub) -Smart TV's & Fans every room -Blackout curtains & Sound machines -Hair Dryer,Steamer -Grill w/propane -Games -Pacn'Play, high chair, baby monitor -4.2 Miles>Beach -9.2 Miles>Crab Island, Destin -4.6 Miles>Eglin AF Base -2.3 Miles>Walmart -0.8 Miles>Publix -7.4 Miles>Airport -2.5 Miles>Hospital
FamilyValueOutdoor spaces

Relaxing Gulf Front Couple's Retreat*Beach Service
🌊 Beachfront Bliss on Okaloosa Island – Balcony + Free 2 Chairs & Umbrella Welcome to a perfect escape on Okaloosa Island! Wake up to direct Gulf-front views & private balcony w/ emerald waters & sugar-white sand Beautifully updated studio is designed for a relaxing, stress-free beach getaway—to unwind or work remotely with a view We HIGHLY suggest that you purchase Tavel Insurance as we cannot be responsible for travel interruptions, weather or sickness. We adhere to our cancellation policy.
LocationValueView

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.
ValueFamilyParks

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
LocationFamilyHot tub

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.
LocationValueLong 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!
ValueLocationAmenities

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.
FamilyLocationDecor

Sugar Sand Cottage at Destin Pointe
This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.
LocationValueSleep quality

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.
LocationFamilyLaundry

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
ValueLocationBathroom

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
FamilyValueAccess
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Destin Pointe | Private Pool + Hot Tub | 2 Beaches
FamilyLocationCheckout

The Happy Angler
FamilyValueAmenities

Its 5 o'clock here
LocationFamilyPets

East Bay Hideaway — A Private Waterfront Escape
LocationFamilyParking

Aloha Pool House- Stay Local, Live Aloha
LocationFamilyIndoor spaces

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

Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!
ValueFamilyCheck-in

Enticing 3-Bedroom Home w/pool
LocationFamilyOutdoor spaces
Apartment rentals with a pool

Oceanfront 3 King BR/3BA Condo Steps 2 Sand & Surf
FamilyLocationComfort

Veranda 102 - Direct Beachfront - Gulf Side Pool
FamilyValueTV

Beach Penthouse on Okaloosa Island in FWB, FL
FamilyLocationPool

Beach front 2/2 with gulf view.
FamilyLocationLaundry

Emerald Waters & Sugar White Sand!
LocationValueQuiet

Luxury 1-bdrm Studio. 2 Pools/Sauna/Hot Tub/Beach
FamilyLocationPool

115+ Five-Star Reviews | Renovated Gulf View Condo
FamilyLocationPool

2 min walk to Beach/Free Beach Service/Pool
LocationValueBathroom
Other holiday rentals with a pool

Heated Pool Oasis: Near Emerald Coast Beaches!
LocationFamilyBeach

Clean & Luxurious Beachfront ~ 7 Pools+HotTubs+Gym
ValueFamilyCheck-in

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

Soundside Waterfront Condo
FamilyValueWalkability

Pool Table, Lazy River, & HUGE Patio! Destin West!
ValueFamilyAccuracy

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

"SeaGlass" - Oceanfront with expansive balcony.
FamilyValueAccuracy

The Reign of Alee
LocationFamilyOutdoor spaces
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $119 SGD | $137 SGD | $161 SGD | $237 SGD | $312 SGD | $348 SGD | $292 SGD | $221 SGD | $204 SGD | $156 SGD | $169 SGD | $233 SGD |
| 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 Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Jacksonville Holiday rentals
- Orange Beach Holiday rentals
- Birmingham Holiday rentals
- Clearwater Holiday rentals
- Pensacola Holiday rentals
- Gainesville Holiday rentals
- Tallahassee Holiday rentals
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pier Park
- Henderson Beach State Park
- Village of Baytowne Wharf
- Seacrest Beach
- Frank Brown Park
- Navarre Beach Fishing Pier
- Aqua Resort
- Johnson's Beach, Gulf Islands National Seashore
- HarborWalk Village
- Topsail Hill Preserve State Park
- Grayton Beach State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Shipwreck Island Waterpark
- The Boardwalk on Okaloosa Island
- Morrison Springs
- Pensacola Bay Center
- Destiny East
- Camp Helen State Park





