
Vacation rentals with a pool in Okaloosa County
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Top-rated rentals with a pool in Okaloosa County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

2 Beach Chairs Included! Villa @ Sandpiper Cove
Unit 27 @ Sandpiper Cove has the MOST to offer in Destin! 5 pools, 3 hot tubs, 6 tennis courts, shuffleboard, fishing, beach bar, beach volleyball, and FREE par 3 nine hole golf included! Villa features a large private deck, WIFI, open spaces, and fully renovated. Just a two minute walk to the beach! Sandpiper Cove offers a family setting with no high rise elevators. Full water front restaurant and bar located less than 1 minute walk from unit. Free use of owners beach chairs, umbrellas, & toys!

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, baby monitor -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

3BR Crystal Beach Retreat | Pool + Walk to Beach
Whether chasing sunsets, grilling out, or splashing in the pool, we offer the perfect mix of comfort, convenience, and coastal charm for your vacay. 📍 LOCATION ✦5-min walk to TWO beach accesses ✦Close to Destin Commons ✦Quiet street with a laid-back beach vibe ✔3 Bedrooms ✔Private Plunge Pool ✔323 Steps To The Beach ✔Fenced Backyard ✔Fire Pit + Park Style Grill ✔Smart TVs In All Rooms ✔Digital Game Table ✔Beach Wagon + Beach Chairs (4) ✔Easy Parking + Unloading ✔1100 sq. ft Open Floor Plan

1004 Oceanfront Pelican Beach: Pools/HTubs Fab Loc
NO PETS PERMITTED. PRIMARY GUEST MUST BE 25+ TO BOOK. Indulge in a refined coastal escape at Pelican Beach Resort 1004—an elegantly renovated 1‑bedroom, 2‑bath BEACHFRONT retreat offering breathtaking Gulf of Mexico views and DIRECT, effortless access to Destin’s sugar‑white sands. Perched on the 10th floor, this beautifully appointed residence blends contemporary comfort with resort‑level amenities for UP TO 6 GUESTS, creating an elevated experience for both families & discerning travelers.

100 ft to sand, Corner unit, Hot Tub, Garden view
Step out and hit the beach—just 100 ft to the sugar sand beach from this charming condo. MONTHLY SNOWBIRD PRICING. Featuring a King master suite w/private bath, 2nd King room, plus a bunk-bed cubby for kids with a hall shared bath. Ground level, corner unit. The fully stocked kitchen includes Keurig w/pods. 3 TVs. Private patio. Just steps from pool & hot tub. Wi-Fi, washer/dryer w/starter pods. Stroll to dining and local attractions. 2 FREE parking spots. Rent 25+ unless active duty military.

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

Pet-Friendly-Pvt Heated Pool-Hot Tub-Fire Pit-6min
The Escapes by Dave presents The Beach Escape - Destin, a professionally designed home that is a 5-minute walk to the beach and a 2-minute drive to Destin Commons. After your day on the beach, rinse off at the backyard outdoor shower and take a dip in the heated saltwater pool and 8ft x 8ft hot tub. Relax on the in-pool tanning ledge loungers while the children play in the shaded sandbox. Enjoy the fire pit while lounging in our comfortable, oversized adirondack chairs, while making S’Mores!

Gulf-Front Corner 3BR | Sunrise & Sunset Views
A rare find: corner Gulf-front condo with panoramic water views from sunrise to sunset — the closest to the sand in Destin. Not a “Gulf view” unit from three buildings back. You’re on the water, wrapped in it — from the balcony, the kitchen, the living room, even the bed. Guest Favorite · 109 five-star reviews. Stay includes daily beach service (umbrella + 2 chairs — a $280+ value), sheltered heated pool, tennis, pickleball, fitness center & sauna — all in a private gated 12-acre community.

Sugar Sand Cottage at Destin Pointe
This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

Pool - Block to Beach - Golf Cart - Beach Service
★ 1 Block to the Beach! 3 Min Walk ★ Private Heated* Pool ★ 6 Seater Golf Cart ★ Beach Chair Service (March - Oct) ★ 3 King Suites ★ Large Balconies ★ Location! Crystal Beach ★ Fast WiFi ★ Super Host - 5 Star Reviews ★ Fantastic Shopping/Restaurants Nearby ★ 2 min drive to Destin Commons, 10 min drive to Destin Harbor, 15 min drive to Crab Island! ★ Beach Chair Service: March 1st - October 31st ❤️ Check out our profile page for more of our rentals in Destin & Miramar Beach! ❤️

Luxurious BeachHouse Pickeball+HeatedPool
🏖️ Our beautiful one-story open-floor house is the best choice for your beach vacation with your beloved family and friends. Perfectly located in a quiet community just a few minutes walk (~10 mins). White Sand Beach is close to the community pool and minutes away from shops, restaurants, and everything you need. With 3 bedrooms, 2 bathrooms, and a lovely private backyard, there is more than enough room for 11 guests and your pup, so you won't have to leave anyone behind!

Renovated Beachfront Condo with Sensational Views!
RENOVATED! Our family vacation condo is at the 17th floor of Pelican Beach Resort, a sought after resort in Destin, FL with its central location and amenities. Pools, hot tub, gym, sauna, Tiki bar, tennis courts. You can enjoy the amazing views of emerald ocean and endless beaches of Destin while having your favorite drinks at its private balcony. Our condo is freshly painted and has upgraded furniture, new sleeper sofa, dining set, bar stools, all mattresses replaced.
Popular amenities for Okaloosa County rentals with a pool
House rentals with a pool

Relaxing Pool Retreat Near Beaches & Destin!

Walk to Beach · Private Heated Pool · Fenced

#2 4BR HUGE PET Friendly Home Away from Snow!

Summer Specials *Fully Loaded* Pool & Hot Tub

Honeydew Haven-sleeps 12, lagoon pool, gated area.

Pearl Shores Villa, Private Beach Access

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!

Its 5 o'clock here
Condo rentals with a pool

Waterfront Studio • Santa Rosa Sound • Sunsets

Dog Friendly, 1 Bdr 1 Bath, Private Beach & Pool

Beachfront 8th Fl. 1 BR at Pelican, Stunning Views

On the Gulf 2 Bed, 2 Bath Third Floor Condo

Beachfront Condo walk to Waterpark, Cox Gigablast

Stunning 2BR Lakeview Condo, Steps from the Beach

Gone Coastal 0.8 miles to beach

Okaloosa Island Top Floor 2BR Beach Condo
Other vacation rentals with a pool

Inlet Reef 612 - Beach view luxury condo in Destin

Waterview Villa/ Pool/ 3 Min to beach/ 2 King Beds

Top-Floor Ocean View • Private Beach Access

Sandpiper Cove 8140! 500 ft to the Beach!

Townhome with Pool, King Bed, 4 min to Beach Park

New, luxury Beachfront, Gulf Views, Private Beach

50 second walk Patio to Water

PrivatePool/Oasis/WholeHouse/nearBeachesDestinFWB
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Henderson Beach State Park
- Village of Baytowne Wharf
- Seacrest Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- HarborWalk Village
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Morrison Springs
- Camp Helen State Park
- Pensacola Bay Center
- Gulfarium Marine Adventure Park
- Lost Key Golf Club
- The Track - Destin
- Johnson Beach
- Dune Allen Beach Access
- Okaloosa Island Fishing Pier
- Things to do Okaloosa County
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- Wellness Florida
- Art and culture Florida
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