
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 €61 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.

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, bassinet etc -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
4.99 out of 5 average rating, 109 reviews
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
4.96 out of 5 average rating, 239 reviews
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
4.82 out of 5 average rating, 108 reviews
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.
4.98 out of 5 average rating, 120 reviews
1st floor on Intercoastal Waterway close 2 beaches
BRAND NEW COUCH 2026! NEWLY RENOVATED KITCHEN! Washer/dryer combo in unit. Just steps away from a waterfront field on the inter coastal waterway and only a short 2.6-mile drive to the public beaches at Okaloosa Island, the Boardwalk, The Pier, The Aquarium, The Adventure Parks, and shopping. Enjoy the convenience of a fully stocked condo. Fully furnished. 700 square ft of indoor and outdoor living space. Rent a boat or jet skis for the day only a mile down the road. Destin only 4 miles away!
4.77 out of 5 average rating, 157 reviews
Luxury 1-bdrm Studio. 2 Pools/Sauna/Hot Tub/Beach
Newly renovated! - Welcome to The Oasis, a luxury beach studio at El Matador Condos on Okaloosa Island, Fort Walton Beach, FL. Be our guest at this beautifully decorated, clean, comfortable studio, ideal for small families, small groups, couples, singles, & business travelers. You'll have direct access to the private beach & all the amenities including a seasonally heated outdoor pool, Gulf view pool, hot tub, sauna, gym, tennis/pickleball & basketball court, BBQ areas, & a laundry room.
4.96 out of 5 average rating, 126 reviews
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.
4.92 out of 5 average rating, 302 reviews
Soundside Waterfront Condo
Our sunny waterfront condo on the Santa Rosa Sound makes a great home base for your Okaloosa Island, Destin, Hulburt & Fort Walton Beach experience! Minutes from downtown FWB dining & shopping, boat rentals to Crab Island and Gulf of Mexico, and the numerous Okaloosa Island beaches and Boardwalk. There are two large pools, outdoor BBQ area, and over a 1/4 mile of docks for fishing, boating, or just walking to see the spectacular views and sunsets of the waterway.
4.97 out of 5 average rating, 103 reviews
The Memory Maker - Heated Pool! 4BR Vacation Home
A cannonball into the pool and a family dinner outside. An evening by the fire roasting marshmallows and battling it out in a game of air hockey. Welcome to the Fort Walton Beach Memory Maker, where comfort meets fun and the best times are had. This four-bedroom amenity-packed home can sleep up to fourteen guests. Decorated with original hand-painted art (and ready for selfies), this property offers three queen beds, one king bed, and two full-size sleeper sofas.
4.9 out of 5 average rating, 115 reviews
Little Blue Gem
This charming condo is all about location, convenience, and fun. Just a 5-minute stroll to the beach, you’ll have your toes in the sand in no time.Step outside your back door, and the pool is right there waiting for you! Whether you’re lounging poolside or hitting the tennis courts, there’s always something to do. We’ve stocked this condo with everything you need—from pool toys to beach essentials, so just pack your swimsuit and get ready to relax and play!
4.82 out of 5 average rating, 114 reviews
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
4.97 out of 5 average rating, 117 reviews
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
4.91 out of 5 average rating, 153 reviewsPopular amenities for Ocean City rentals with a pool
House rentals with a pool

Sugar Sand Cottage at Destin Pointe
4.96 out of 5 average rating, 152 reviews
Soundside Paradise
4.98 out of 5 average rating, 169 reviews
Emerald Oasis: Hot Tub + Sleeps 18 + Pool+ Grill
4.92 out of 5 average rating, 172 reviews
Harbor Central Penthouse
4.89 out of 5 average rating, 160 reviews
Summer Specials *Fully Loaded* Pool & Hot Tub
4.82 out of 5 average rating, 125 reviews
Navarre 4BR | Indoor Heated Pool + Games
4.94 out of 5 average rating, 205 reviews
East Bay Hideaway — A Private Waterfront Escape
4.97 out of 5 average rating, 196 reviews
Good times & tan lines! Only 5 miles to the beach!
4.93 out of 5 average rating, 241 reviewsCondo rentals with a pool

Beach front 2/2 with gulf view.
4.95 out of 5 average rating, 172 reviews
2nd floor beachfront with amazing views
4.87 out of 5 average rating, 198 reviews
2 min walk to Beach/Free Beach Service/Pool
4.94 out of 5 average rating, 160 reviews
ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA
4.93 out of 5 average rating, 292 reviews
Beachfront Condo | Gulf Views | Okaloosa Island
4.93 out of 5 average rating, 135 reviews
Lovely beach-front condo with free beach setup.
4.95 out of 5 average rating, 171 reviews
Waterfront Studio • Santa Rosa Sound • Sunsets
4.97 out of 5 average rating, 218 reviews
Beach Penthouse on Okaloosa Island in FWB, FL
4.97 out of 5 average rating, 117 reviewsOther vacation rentals with a pool

Beachfront Bliss! The Palms #201
4.98 out of 5 average rating, 139 reviews
Beachfront Bliss 2BR/2BA Condo Stunning Ocean View
4.94 out of 5 average rating, 168 reviews
Beach Side- 2Br 2Ba 3bed | POOLS- GEM-BEACH!
4.92 out of 5 average rating, 135 reviews
Luxury Retreat•Private Heated Pool•Destin Area
5.0 out of 5 average rating, 26 reviews
Pool + Hot Tub Retreat · Sleeps 18 · Near Destin
5.0 out of 5 average rating, 30 reviews
Aloha Pool House- Stay Local, Live Aloha
4.9 out of 5 average rating, 20 reviews
The Reign of Alee
4.93 out of 5 average rating, 30 reviews
Gorgeous Views & Pristine Pool! Walk to downtown!
4.95 out of 5 average rating, 39 reviewsWhen 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 | €162 | €214 | €239 | €200 | €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 |
Destinations to explore
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pier Park
- Village of Baytowne Wharf
- Henderson Beach State Park
- Frank Brown Park
- Seacrest Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- HarborWalk Village
- Aqua Resort
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Morrison Springs
- Shipwreck Island Waterpark
- Camp Helen State Park
- Gulf World Marine Park
- Gulfarium Marine Adventure Park
- Pensacola Bay Center





