
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.

The Merry Whale on The Emerald Coast
Newly updated 1 bedroom/ 2 bath condo with built in bunkbeds. Located beach side on the 19th floor with breathtaking panoramic views of the emerald waters and pristine white sand beaches The Gulf of Mexico. Fully stocked kitchen with new granite countertops and slate appliances. Reliable fast high speed internet throughout. Resort amenities include a large pool and hot tub, a beachside tiki bar serving frozen drinks and beer. A fabulous cafe that serves hot breakfast, pizza, sandwiches & salads.

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 2nd floor waterfront deck. This lovely beach house offers 1 queen bd in the bdrm, 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 SmartTV

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!

The Lovers’ Escape 229
Rebuild and set up for modern, young,social media and dine out enthusiasm COUPLE ONLY.this extremely modern LOFT is “the” place to relax, enjoy our 3 pool, tennis courts and 100 plus restaurants Destin have to offer.I du not tollerate disrespectful guest, seafood smell and smoke smell inside my places.if you are planning on cooking all day please find another place.here we make memories and we enjoy Destin.under 2 years old kid is also welcome!IMPORTANT FOR YOU TO READ OTHER DETAILS TO NOTE!

Beachfront! Newly remodeled! Right on the beach!
Beachfront top floor unit, on a private beach, in two story building gives unobstructed sunset/ocean views. Located on soft white sand with on-site free parking. Perks of choosing this unit include gated resort with pools, beach service included (Mar.-Oct.), tennis courts, pickle ball, and par 3 golf course (included). Unit has fully functional kitchen and wifi included. Master bedroom beach/sunset views! Sleeps 4 adults with use of sofa bed in living area and additional cot-sized bunkbeds.

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! ❤️

Luxury Destin 1BR Jetty East Beach Resort Condo
Discover a tranquil retreat at Jetty's East in Destin, Florida. Unit 104A is a charming 1-bedroom condo located within this beachfront complex. Enjoy direct beach access just steps away. Relax in the comfortable living area, prepare meals in the fully equipped kitchen, and unwind in the cozy bedroom. Take advantage of the resort amenities, including a pool, hot tub, tennis courts, and fitness center. Explore nearby attractions, shops, and restaurants for a delightful beach getaway.

Beach Condo Steps to Sand | Fully Renovated + Pool
Enjoy a relaxing stay in the heart of Destin 🌴☀️ Beautifully renovated condo with new furniture, appliances, flooring, and modern coastal decor—clean, bright, and comfortable. Walk to the beach, restaurants, shops, and entertainment, or drive 2 minutes to Henderson Beach State Park and June White Decker Park. Includes beach chairs, umbrella, cooler, and toys—everything you need for a fun, stress-free stay. Perfect for families, couples, or a beach getaway.

Palm Paradise*Destin Harbor Condo*
This recently renovated 2-bedroom, 2-bathroom waterfront condo is available for rentals at Dolphin Point on Holiday Isle. Enjoy stunning views of the harbor from this prime location right on the water, which also provides convenient access for launching kayaks or paddleboards into the harbor. This condo includes free Wi-Fi, access to both the pool and the beach. Parking is PAID ($50 per car, per reservation)

The Charleston Experience-Free PoolHeat N GolfCart
The CHARLESTON is a marvelously designer-decorated Southern beach home that embodies the charm and elegance of its namesake city. Enjoy a private heated pool, a free six-passenger golf cart, ping pong, an outdoor kitchen, a gas fire pit for s’mores, and quaint balconies. You’re just one block from Destin’s stunning white-sand beaches and only minutes from restaurants, entertainment, parks, shopping, and more!

Waterfront Condo *w/pool access*
Waterfront condo-studio in Ft. Walton Beach. It is a 4th-floor unit, that can accommodate 4 people with a Queen sized bed and a sofa sleeper. Sliding glass doors from floor to ceiling leads to a gorgeous balcony overlooking the gulf and the pool. Se habla español. TDY rates available! Please send a message to request, we will match the per diem rates with some exceptions for holidays and peak season.
Popular amenities for Okaloosa County rentals with a pool
House rentals with a pool

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

Walk to Beach · Private Heated Pool · Fenced

3BR Beachside Home|6min walk to Beach|Pool|Hot Tub

BEACH HOUSE! *Moon of the Sea* Pool/Beach/Grill

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

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

Beachfront Corner Lobby Unit/Pool/Smart TV/King/WD

Pet-Friendly-Pvt Heated Pool-Hot Tub-Fire Pit-6min
Condo rentals with a pool

Steps to newly expanded beachfront! Renovated

Waterfront Studio • Santa Rosa Sound • Sunsets

View of beach/balcony/steps to sand/2 King suites

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

Private Beach access POOL pets Yes No Stairs

Beach Haven l Beautiful Lagoon Pool & Ocean View

Upgraded Studio on the Water, come relax!

★Private Beach, Pools, Golf...Perfect Getaway!★
Other vacation rentals with a pool

Destin Emerald Grande-Pools, Ferry, BEACH & Shops!

Cozy Condo. Sunrise and Sunset

* The Dock Condo * Waterfront zen in Bluewater

Destin Beach House•Sleep12•Hot Tub•Pool•RoofDeck B

Gulf Front | Spacious Condo | Water Views | Pool

Luxury Retreat•Private Heated Pool•Destin Area

PrivatePool/Oasis/WholeHouse/nearBeachesDestinFWB

Panhandle Crashpad
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Pensacola Beach
- Seacrest Beach
- Opal Beach
- 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
- Camp Helen State Park
- Fort Walton Beach Landing
- The Boardwalk on Okaloosa Island
- Topsail Hill Preserve State Park
- Gulfarium Marine Adventure Park
- The Track - Destin
- Jade East Towers
- Morrison Springs
- Dune Allen Beach Access
- Destiny East
- Things to do Okaloosa County
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