
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.

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!

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!!

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.

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 waterfront deck. This lovely beach house offers one queen bed in the bedroom, 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 Smart TV

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.

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.

Pool Retreat Near Destin Beach
Welcome to Our Happy Place! Just 5 miles (about a 10-minute drive) to the beach, this recently renovated, single-story home is your perfect getaway. Thoughtfully designed for comfort and convenience, it offers a spacious, relaxing retreat for families, couples, or small groups looking to unwind and enjoy the area. Whether you’re planning beach days, quiet evenings by the pool, or simply a comfortable place to recharge, this home has everything you need for a memorable stay.

Touch of Madagascar-Whole House
Free 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.

Waterfront Paradise•2.5 Miles from Beach•Boat Slip
Beautiful studio condo, centrally located in Ft Walton Beach. Condo is waterfront to the Santa Rosa sound which is adjacent to the Gulf. The condo overlooks a large inviting pool. Walking distance to restaurants. Okaloosa Island & Destin beaches, attractions and shopping are only 10-15 min away. Navarre is 20 min away.Condo is on the 2nd floor with elevator access. Private marina. Starter pack of supplies provided.

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!

Okaloosa Island Beach condo18/Small Pet/Pool/Grill
Beach style excellent location on Okaloosa Island WIFI. 5 G ACROSS street from the beach. With great boardwalk to beach . Within walking distance to restaura nts, goofy golf, Ice cream, close to grocery stores and Bars. Only minutes from Destin. Ground level, park near front door , Large Pool. Location 302 Santa Rosa Blvd
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

Downtown Bliss

East Bay Hideaway — A Private Waterfront Escape

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

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

Harbor Central Penthouse

Good times & tan lines! Only 5 miles to the beach!
Apartment rentals with a pool

Retreat by the Sea at Seacrest Condo

Tranquil & Pristine at El Matador Resort

Destin West V506 - Free Beach Service & Lazy River

B103 Coastal Connection at Pirates Bay

Amazing View Beach Front Condo

Star Of The Sea

Waterfront Condo *w/pool access*

Relaxing Gulf Front Couple's Retreat*Beach Service
Other holiday rentals with a pool

Heated Pool Oasis: Near Emerald Coast Beaches!

Spacious Gem: Sleeps 14, 4 Queens, 2 Fulls, Pool!

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

Silvia's Serenity Beach Home (with pool)

Quiet Waterfront Escape | Pool/Spa, Arcade, PS5

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

Nautilus 1601 - Gulf Front 2BD/2BA 6th Floor. Fr

Condo on the water ~ Monthly welcomed ~
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £67 | £67 | £75 | £116 | £128 | £222 | £172 | £131 | £120 | £92 | £100 | £138 |
| 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 £38 per night before taxes and fees

Verified guest reviews
Over 990 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!
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- House rentals Ocean City
- Rentals with beach access Ocean City
- Rentals with a washing machine and dryer Ocean City
- Rentals with a fireplace Ocean City
- Pet-friendly rentals Ocean City
- Rentals with outdoor seating Ocean City
- Rentals with a firepit Ocean City
- Family-friendly rentals Ocean City
- Rentals with a hot tub Ocean City
- Waterfront rentals Ocean City
- Rentals with a patio Ocean City
- Rentals with pools Okaloosa County
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Pensacola Beach
- Opal Beach
- Frank Brown Park
- Johnson's Beach, Gulf Islands National Seashore
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- Village of Baytowne Wharf
- Henderson Beach State Park
- Camp Helen State Park
- Shipwreck Island Waterpark
- Gulfarium Marine Adventure Park
- The Track - Destin
- HarborWalk Village
- Gulf World Marine Park
- Topsail Hill Preserve State Park
- Aqua Resort
- The Boardwalk on Okaloosa Island
- Destiny East
- Johnson Beach




