
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!

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.

Beachfront Bliss! Gulf Waves at The Palms #201
Nestled on shimmering Gulf shores, The Palms #201 invites you to unwind with jaw-dropping oceanfront views. This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat. Steps from the water, this guest favorite blends relaxation and rejuvenation for a home-away-from-home feel. From March through October, we provide complimentary beach service with two chairs and umbrella—a $40 daily value included free! Pure paradise is at your doorstep. Book this dream coastal escape today!!

Beach Side- 2Br 2Ba 3bed | POOLS- GEM-BEACH!
Walk to the Beach at Sunset or Sunrise Every Day! 2 pools, indoor pool & outdoor pool next to the White Sand Beach Access, BBQ Area, elevator & fitness room amenity. Come and enjoy Fun & Sun at our condo by the beach! Gorgeous 2 Br 2 Ba condo is an amazingly nice & quiet like open air community on 2nd floor/elevator, balcony view looks over the neighboring county beach access and down the shoreline PERFECT for those summer fun & sunsets! Morning /Afternoon Walk on the 2 miles Santa Rosa Blvd.

Destin West Villa #V502 Beach Vacation Awaits
Newly updated beach-side 5th floor unit. Renovated bathroom with a large walk in shower. It has one of the best views in the Florida panhandle. A 180 degree view of the emerald waters of the Gulf of Mexico, the Okaloosa Island sand dunes, Destin and Choctawhatchee Bay. Your unit is Gulfside. You are steps away from the white sandy beach, 7 different pools and many restaurants and fun activities to walk to. Relax in the lazy river pool, sunbathe at the beach or spend your day being adventurous.

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!

Just For You Ft Walton Beach (elevator access)
Free parking. elevator access, Aquamarine w/white décor. tile floors. studio with 1 queen bed, 2 smart TVs, intercoastal waterway view, off-street parking, 24-hour security, swimming pool, picnic/bbq area, cable TV, wifi, full bath, fully-equipped kitchen, microwave, convection oven. Balcony for viewing waterfront. Viewing area for sunset. No pets allowed. No service animals allowed due to guests' allergies which can cause physical reactions. NO CAMERAS ANYWHERE INSIDE THE CONDO.

Tranquil & Pristine at El Matador Resort
Our top floor non-smoking beach condo has stunning water views from all windows. A fully-stocked kitchen, large dining room table with six chairs, comfortable living room, bedroom furniture and Smart tvs, will make your visit a delight. Enjoy the sights and sounds from our balcony and the afternoon sun after a day at the beach. Chairs and beach equipment is in our balcony closet for your use. Two elevators are available in our building and a washer and dryer on each floor. Good times!

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.

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

Waterview Villa, Steps to the Sand, King Bed, Pool

Near Beach • Private Pool • Fenced Yard • Stepfree

East Bay Hideaway — A Private Waterfront Escape

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

Harbor Central Penthouse

Pet-Friendly-Pvt Heated Pool-Hot Tub-Fire Pit-6min

The Charleston Experience-Free PoolHeat N GolfCart

The Memory Maker - Heated Pool! 4BR Vacation Home
Apartment rentals with a pool

Sandy Cheeks/Okaloosa Island

Clean & Luxurious Beachfront ~ 7 Pools+HotTubs+Gym

Sea Oats*Beachfront View!2Bdr/2Bath, Sleeps 6

Gorgeous Gulf Front condo with amazing views!

DestinWest G405 Kid-friendly/oceanview/Lazyriver

Waterfront Condo *w/pool access*

Gorgeous 2BR With Panoramic Water Views

Beachfront Condo | Gulf Views | Okaloosa Island
Other holiday rentals with a pool

Heated Pool Oasis: Near Emerald Coast Beaches!

Soundside Waterfront Condo

Seaside getaway !

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

Silvia's Serenity Beach Home (with pool)

Unit #1 Waterfront + Heated Pool and Spa Access

The Witch & Pirate | Pool | Pub | BBQ | Unwind!

Condo on the Bay ~ POOL ~ Mins to beaches
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £69 | £80 | £94 | £114 | £126 | £219 | £170 | £129 | £118 | £91 | £98 | £135 |
| 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 £37 per night before taxes and fees

Verified guest reviews
Over 980 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

4.7 Average rating
Ocean City stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Seminole Holiday rentals
- Florida Panhandle Holiday rentals
- 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
- Miramar Beach Holiday rentals
- Clearwater Holiday rentals
- St. Pete Beach Holiday rentals
- House rentals Ocean City
- Rentals with a washing machine and dryer Ocean City
- Pet-friendly rentals Ocean City
- Rentals with a firepit Ocean City
- Rentals with beach access Ocean City
- Rentals with a fireplace Ocean City
- Rentals with outdoor seating Ocean City
- Rentals with a hot tub Ocean City
- Rentals with a patio Ocean City
- Family-friendly rentals Ocean City
- Waterfront rentals Ocean City
- Rentals with pools Okaloosa County
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Pensacola Beach
- Destin Harbor Boardwalk
- Aqua Resort
- Beachside Villas
- Seacrest Beach
- Opal Beach
- Frank Brown Park
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Village of Baytowne Wharf
- Grayton Beach State Park
- Gulf Breeze Zoo
- HarborWalk Village
- Henderson Beach State Park
- Shipwreck Island Waterpark
- Camp Helen State Park
- Fort Walton Beach Landing
- Topsail Hill Preserve State Park
- The Boardwalk on Okaloosa Island
- Gulfarium Marine Adventure Park
- Gulf World Marine Park





