
Vacation rentals with a pool in Ocean City
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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 Views on private beach Nov/Dec $500/week
Nov/Dec - $500/weekly rate (minus fees) not holidays. **Jetty East is replacing the stairwell starting mid-Oct, expected to last until Spring.** Begin your vacation at this 1-bed and 1-bath that sleeps 4 guests located on 5th floor. We are located directly on the private beach with views of jetties, harbor, and the Gulf. Centrally located in the heart of Destin near restaurants, shopping and exciting events before retreating back to your condo to unwind on the balcony while enjoying the view.

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!

Waterfront two bedrooms apartment
Cozy waterfront two-bedroom apartment! Only two minutes away from the ocean! Accommodates up to 6 people - 1 king bed, 1 queen bed and sofabed. Fully equipped kitchen, washer and dryer in the unit. For your convenience, there is one parking spot available in the building parking lot, any additional parking is by the building. There are inside and outside swimming pools (one is heated), gym and several barbeque stations. Located in the family friendly community, quite time is from 10 pm to 8 am.

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!

Cozy Soundside Condo - WataView2!
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.

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.

Touch of Madagascar-Whole House/winter heated pool
Free parking. Entire house with pool (pool heating fee $32 a day extra - heating pool not available until 4 Dec). 3 mn walk to Shopping/restaurants. 15mn drive to Destin. 7 minute drive to beach. Decorated with 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.

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

Coastal Escape: Heated Pool, Hot Tub, Grill!
Unwind in Style: Spacious Beach Getaway with Hot Tub, Private Pool, and Pet-Friendly Amenities! Highlights: - No Cleaning Fee! - Heated pool: for a fee - Beach Kit: Chairs, Umbrellas, Wagon, Boogie Boards, and More! - Garage for Motorcycle Parking - Lit Patio with Cozy Furniture and Fire Pit - Grill with Propane Provided - Large Backyard for Pets to Play - Boat Parking Available - Accessible Bathrooms - TVs in Every Room - Fully Equipped Kitchen for Your Convenience

Cool Azul-Heated Pool-Pickleball
The Cool Azul is a hidden gem located in Central Destin that is ideal for your perfect Destin beach trip! Enjoy a thoughtfully designed space that feels just like home during your trip. While you're not beachfront & there isn't a fantastic view, the driving proximity to everything Destin can't be beat to live like a local! While we understand that our home may not be a good fit for everyone, we go above and beyond for our guest satisfaction!

Serene Waterfront Studio Fort Walton Beach Condo
Step inside and you'll find a bright and airy living space with a plush queen-size bed, comfortable seating area, and a flat-screen TV with cable. The kitchenette is equipped with everything you need to whip up a quick meal, including a mini fridge, microwave, and coffee maker. With the beach just a drive away, you'll have plenty of opportunities to soak up the Florida sun and enjoy the Gulf Coast's famous white-sand beaches.

Beautiful Emerald Beach Condo
Stay with us, be our guest! Newly remodeled beach studio condo, beautifully decorated, clean, & comfortable. Fully equipped to make your stay a wonderful experience. Ideal for small families/groups, couples, single and/or business travelers. Our property offers several amenities. Beach only steps across the parking lot (approximately a 1.5-2min walk). Destin FL is about a 15min drive. Condo located on 1st floor of Building 6
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Destin Retreat: Oceanview Poolside Luxury Condo

Santa Rosa Beach Canopy House with heated pool

Book Holiday! Private Beach, Heated Pool, 2 Kings!

Sugar Sand Cottage at Destin Pointe

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

Private Pool - Golf Cart - Block to Beach - Destin

New Interior | New Golf Cart | New Year| You?

Harbor Central Penthouse
Condo rentals with a pool

Perfect View on Santa Rosa Sound with 2 Pools!

Gone Coastal 0.8 miles to beach, monthly discount

Gulf View Studio condo Fort Walton Beach

Retreat by the Sea at Seacrest Condo

Bay View Studio Condo

1st floor on Intercoastal Waterway close 2 beaches

Penthouse-Private Hot Tub-Lazy River-Amazing Views

2min walk to the beach,2Bedroom/2Bath,Pool,Navarre
Other vacation rentals with a pool

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

Located on the Water | Near Destin | Downtown FWB

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

Downtown Bliss

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN

Sleeps 12* Private POOL * Backyard * Ranch Home

Beach Side 1/1 Condo Paradise

4 BR, Pool/Hot Tub, Pet Friendly, 5 Mi to Beach
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $122 CAD | $122 CAD | $135 CAD | $209 CAD | $232 CAD | $402 CAD | $312 CAD | $237 CAD | $217 CAD | $167 CAD | $149 CAD | $153 CAD |
| 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 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 $68 CAD per night before taxes and fees

Verified guest reviews
Over 1,020 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Ocean City vacation 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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- Rentals with pools United States
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Princess Beach
- Frank Brown Park
- Navarre Beach Fishing Pier
- James Lee Beach
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Raven Golf Club
- Walton Dunes Beach Access
- The Track - Destin
- Camp Helen State Park
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Shipwreck Island Waterpark
- Seacrest Beach
- Gulf Breeze Zoo




