Vacation rentals with a pool in Ocean City

5 out of 5 average rating, 116 reviews

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!

4.8 out of 5 average rating, 154 reviews

Amazing Top-Floor Condo, Free Beach Service!

Decorated in soothing designer colors with a coastal feel, the unit has 2 bedrooms with comfortable king size beds, flat screen TVs and private bathrooms; two bunk beds in a hallway alcove; 2.5 bathroom, and open concept full size kitchen with all new full size stainless steel appliances, dining area and living room with a sleeper sofa. The unit sleeps eight. Plus, you'll have access to all of Waterscape Resort's fabulous amenities! Complimentary beach service with 2 beach chairs and umbrella.

A balcony table set for two overlooks the serene Choctawhatchee Bay. A bottle of wine is paired with two glasses, inviting relaxation. The expansive water view stretches towards the horizon under a clear blue sky.

4.82 out of 5 average rating, 101 reviews

Destin West Penthouse Bay, Roof Top terrace

This fresh looking/newly remodeled Sandpiper PENTHOUSE Condo offers the best of two worlds. It offers breath taking, direct-shot views of the pristine Choctawhatchee Bay , Lazy River and Zero entry & seasonally heated Water Fall pool. The Hot tubs, New Marina and BBQ pits are right below your two balconies. This is a 1 Bedroom with Bunk Room and 2 baths Penthouse condo on the Bay side of Destin West. The views from the roof-top floor blow away the condos on the lower floors. On site Marina!

A serene twilight view captures the sky filled with clouds reflecting subtle shades of orange and blue. The marina lights twinkle along the water's edge, while the horizon highlights an array of colors as day transitions into night.

4.97 out of 5 average rating, 193 reviews

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.

Guesthouse in Fort Walton Beach

A spacious outdoor area features a blue umbrella over a dining table, adjacent to a clear swimming pool. Lush greenery surrounds the pool deck, with views of the tranquil water in the background. The scene is complemented by palm trees and a well-maintained lawn.

4.83 out of 5 average rating, 182 reviews

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

A large, inviting pool is surrounded by a spacious deck with lounge chairs, creating a perfect area for relaxation. The fenced backyard features palm trees and green grass, providing a serene setting. The cottage’s exterior can be seen in the background, complementing the outdoor space.

4.99 out of 5 average rating, 104 reviews

Beautiful renovated cottage. Big backyard w/ Pool

Unwind in this fully renovated cedar cottage for an unforgettable stay. Located just 3.5 miles from the powder-sand beaches of Okaloosa Island. The property features a large backyard with a pool and plenty of room for grilling, lounging by the pool or for kids to play. The interior is cozy and modern with comfortable sleeping arrangements and a fully-equipped kitchen. With prime location, fantastic outdoor amenities and cozy interior, this is the perfect place to call home during your stay!

A well-appointed studio condo features a spacious bed adorned with a coastal-themed blanket. Nearby, a love seat and a dining area with contemporary lighting elements are visible. Light, neutral wall colors create a calm atmosphere, complemented by tasteful decor, including ocean-themed accents.

4.83 out of 5 average rating, 271 reviews

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!

4.88 out of 5 average rating, 579 reviews

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.

Palm trees frame the view, which showcases a waterfront area with a private dock extending into the intercoastal waterway. Nearby, boats are moored at multiple docks, with buildings visible in the background. A grassy area leads to the water's edge.

4.97 out of 5 average rating, 329 reviews

Just For You In Fort Walton Beach

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.

A scenic view of the Gulf of Mexico is captured from a private balcony. The image showcases soft waves and sandy beachfront lined with umbrellas and beach chairs. Tropical palm trees frame the foreground, while a well-maintained pool area is visible below.

4.81 out of 5 average rating, 139 reviews

Cheery Condo-Free Beach Service-Direct Ocean View!

Let your cares literally drift away in this relaxing, kid-friendly, beautifully decorated condo with a King bed w/bath + twin/twin bunk area w/bath - Queen LR sleeper sofa. Enjoy stunning views of the Gulf of Mexico and pool area from your private balcony. We invite you to enjoy your special vacation at this perfect Emerald Coast paradise. Free beach service (2 chairs and umbrella) is INCLUDED! (March 1-Oct 31). *Note - Okaloosa County Tourist Tax of 6% will be applied to this booking.

A view showcasing a lazy river surrounded by lush palm trees and a spacious pool area. The ocean is visible in the background, with several lounge chairs scattered throughout the landscape. Modern resort buildings are positioned in a welcoming arrangement, enhancing the tropical atmosphere.

4.83 out of 5 average rating, 102 reviews

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

A spacious outdoor area features a large swimming pool, surrounded by a concrete deck. Lush greenery provides a natural backdrop, and a few lounge chairs are positioned nearby for relaxation.

4.89 out of 5 average rating, 132 reviews

Emerald Coast Retreat Near Destin

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.

Popular amenities for Ocean City rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An open living space features a well-equipped kitchen and a cozy seating area. A balcony offers views of the lake, while the bedroom showcases light-colored bedding against a colorful accent wall. Nearby, the ocean and beach properties can be seen along the waterfront.

4.83 out of 5 average rating, 120 reviews

Destin - Beach and Gulf View - 5A

The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.

4.96 out of 5 average rating, 127 reviews

Sugar Sand Cottage at Destin Pointe

A private heated pool is surrounded by a spacious concrete deck and lounge chairs. Tall palm trees provide shade, and an outdoor dining set sits under a large umbrella. The inviting home is partly visible in the background, bathed in warm sunlight.

4.97 out of 5 average rating, 200 reviews

Walk to Beach · Private Heated Pool · Fenced Yard

The exterior of a two-story coastal home is presented, featuring a white façade with ample blue accents. A covered porch extends along the front, showcasing large windows and doors. Lush green landscaping and a picket fence enhance the inviting entrance, complemented by an American flag gently waving.

5 out of 5 average rating, 107 reviews

Private Pool - Golf Cart - Block to Beach - Destin

4.91 out of 5 average rating, 139 reviews

Home in Mary Esther

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

4.96 out of 5 average rating, 120 reviews

A charming beach house exterior is showcased, with a well-maintained pool area surrounded by lounge chairs and a patio. A set of steps leads to a spacious deck area, featuring a seating arrangement with colorful cushions and nearby bicycles. Lush greenery surrounds the property.

Home in Santa Rosa Beach

30A 5 Min Walk to Beach/View/Private Pool/Family

The backyard features a spacious pool surrounded by lush greenery. Lounger chairs are positioned alongside the pool, and a shaded seating area can be seen nearby. A basketball hoop stands at the shallow end of the pool, enclosed by fencing for privacy.

4.88 out of 5 average rating, 25 reviews

4 BR, Pool/Hot Tub, Pet Friendly, 5 Mi to Beach

4.95 out of 5 average rating, 135 reviews

The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.

Home in Santa Rosa Beach

Luxury 30A Cottage w/ Private Pool and Golf Cart

Condo rentals with a pool

A scenic view of the beach at sunset, with the sun dipping below the horizon. Gentle waves lap against the shore, while silhouettes of people can be seen strolling along the sandy beach. The sky is tinted with soft orange and yellow hues, enhancing the tranquil atmosphere.

4.82 out of 5 average rating, 142 reviews

Keeler Island Princess Okaloosa Island Beachfront

A light and airy living space features a comfortable seating arrangement with a sectional sofa adorned with patterned throw pillows. A large tufted ottoman sits in the center, complemented by a textured area rug. Soft lighting illuminates the room, enhancing its inviting ambiance.

4.93 out of 5 average rating, 299 reviews

Oceanfront 3BR/3BA Condo | Steps to Sand & Surf!

A modern kitchen is presented with white cabinetry and a blue-tiled backsplash. Stainless steel appliances, including a refrigerator and microwave, are featured. A large flat-screen television is mounted above the counters, while a coffee maker is positioned on the countertop alongside decorative elements.

5 out of 5 average rating, 77 reviews

Clean & Luxurious Beachfront ~ HotTubs+Gym+7 Pools

4.89 out of 5 average rating, 161 reviews

Condo in Destin

Gone Coastal 0.8 miles to beach

A light blue bedroom features a spacious bed dressed in a colorfully patterned quilt. Accents include two bedside tables with lamps, a stylish chair, and a window that allows natural light to brighten the space. Decorative beach-themed art complements the serene atmosphere.

4.96 out of 5 average rating, 126 reviews

Retreat by the Sea at Seacrest Condo

A private balcony offers views of the Gulf, with comfortable seating arranged around a glass table. To the right, a decorative wooden item is displayed. Beach umbrellas and chairs can be seen in the distance against the shoreline.

4.88 out of 5 average rating, 16 reviews

Nautilus 1203 Gulf Front 2 BR/2 BA 2nd FL. Free B

Two green beach chairs are positioned on the white sandy beach, facing the calm, emerald waters of the Gulf. The clear blue sky stretches above, complementing the serene beach environment.

4.98 out of 5 average rating, 51 reviews

Gulf Front #2002 ETW 3King /3Bath Renovated

5 out of 5 average rating, 93 reviews

A spacious living area features large sliding glass doors that open to a private balcony with ocean views. Two wooden chairs are positioned on the balcony. Natural light fills the room, illuminating the modern furnishings and decorative elements in neutral tones.

Condo in Destin

1109 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

Other vacation rentals with a pool

The backyard features a private pool, framed by lush greenery and a wooden shed in the background. The inviting blue water of the pool reflects the clear sky, offering a serene space for relaxation and leisure. A concrete patio surrounds the pool, ideal for lounging.

4.97 out of 5 average rating, 33 reviews

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

5 out of 5 average rating, 17 reviews

Apartment in Destin

Make memories at 274

A private heated pool is visible, featuring a gentle waterfall and illuminated water reflecting soft lights. Surrounding greenery adds a natural touch, and a BBQ grill can be spotted nearby. The pool area is designed for relaxation, with a spacious concrete deck providing ample room for lounging.

4.93 out of 5 average rating, 41 reviews

Hidden Oasis

A serene backyard is highlighted by a saltwater pool, surrounded by lush greenery. Two lounge chairs offer comfortable seating near the water's edge, while colorful inflatable floats are seen in the pool, providing a playful touch to the inviting outdoor space.

4.86 out of 5 average rating, 80 reviews

4 BR 2 BA Private Pool Pickleball Fun

A spacious heated pool is enclosed by a secure mesh barrier, surrounded by a sun-soaked deck. Lounge chairs are positioned nearby under shaded areas created by palm trees. Soft light reflects off the water's surface, creating a serene atmosphere for relaxation.

5 out of 5 average rating, 9 reviews

Private Heated Pool + Hot Tub + Mins. from Beach

A spacious screened-in lanai is showcased, featuring a gathering area with a circular seating arrangement. A gas fireplace adds warmth, while soft lighting illuminates the saltwater pool outside, creating a calming ambiance. Colorful lounge chairs line the pool for relaxation.

4.99 out of 5 average rating, 77 reviews

Heated Salt Pool/Spa | Cali King Bed | BEACH - 4mi

Apartment in Fort Walton Beach

A boardwalk leads to a sandy beach, lined with umbrellas and beach chairs under a clear blue sky. Soft waves can be seen gently lapping at the shore, while people enjoy their day on the beach in the distance.

4.95 out of 5 average rating, 55 reviews

Gulf View Island Studio w/ Restaurant Nearby

A spacious backyard features a heated pool surrounded by a stone deck. A shaded pergola offers seating, while blue Adirondack chairs are arranged near a fire pit. The area is well-lit with string lights, adding a welcoming touch to outdoor gatherings.