
Holiday rentals with a pool in Okaloosa County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Okaloosa County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Beachfront! Newly remodeled! Right on the beach!
Beachfront top floor unit, on a private beach, in 2-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, pickle ball, and par 3 golf course. Luxury in a private gated community with serene beaches and exclusive amenities. Master bedroom beach/sunset views! Sleeps 4 adults-king master bed, queen sofa bed, and additional cot-sized bunkbeds.

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!

Waterview Villa, Steps to the Sand, King Bed, Pool
Located in the heart of Destin, FL, this stunning top-floor beach villa duplex offers 2 bedrooms and 2 baths, perfect for families or friends. The master suite features a king bed, while the second bedroom includes full bunk beds and a twin trundle. Enjoy breathtaking private lake views and easy access to the white sand beach only steps away. The villa boasts a full kitchen for home-cooked meals and access to a sparkling community pool. Comfort and Convenience await in this serene beach getaway

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

BELIEVE! Great location! Charming/ sexy 1BD condo
ROMANTIC & charming 1 bed condo IDEAL for a COUPLE looking for FUN in an INTIMATE beautifully cured, clean, equipped, comfortable yet affordable getaway condo. In the HEART of Destin, FL within 1.5 miles of its BREATHTAKING BEACHES the complex has 3 pools (one heated), a lake and tennis courts. Ideally located, you can walk to fast food restaurants, ice-cream, liquor & souvenir store, etc. Within a 2 mi radius bars, food, gokarts, waterpark, bowling, nightclub, groceries, pharmacy, shopping.

Private Beach access POOL pets Yes No Stairs
Bring the whole family to this great Ground floor condo with lots of room for fun. King Suite with attached full bathroom plus 2nd bedroom complete with 2 Queen beds. Plenty of space to spread out in the open Livingroom Dining room. Easy access to awesome semi private back yard perfect for Fido! Super close walking distance to Private Beach entrance just across scenic Highway, beside Captain Dave's! Resort includes year round access to beach and tennis courts plus pool. Seasonally heated.

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.

SunDestin Resort: Gulf Front Resort
1BR/1.5Bath condominium sleeps SIX with two (2) queen beds in the bedroom and a queen sofa bed in the common area. Located within SunDestin Resort, the property has all you need for a luxurious vacation. The property is located directly on the Gulf, and the condominium has a partial view of the Gulf from within the unit. The property offers direct beach access, two outdoor pools, hot tub, onsite restaurant with a bar, mini store, and free parking. All new doors, windows and balcony.

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!

Cozy Condo. Sunrise and Sunset
Bring the whole family to this great place with lots of room for fun! Indulge in coastal living at our new remodeled 1-bedroom, 1-bath apartment, just 0.5 miles from the beach. Experience the allure of a brand-new interior, featuring a spacious layout, modern design, and a fully equipped kitchen. With proximity to both great shopping and an array of restaurants, this seaside retreat offers the perfect bland of relaxation and convenience. Your ideal coastal escape awaits!

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. 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.

Steps to Private Beach • Gulf Views • Kids Pool
Wake up to turquoise Gulf views and your own stretch of sugar-white sand. Beach days are easy with chairs, umbrellas, and toys ready for you—just grab and go. From your private balcony, enjoy your morning coffee or evening drink while the kids play below in the courtyard. In the summer, s’mores nights, outdoor movies, and live music are all included and just steps away. Big Kahuna’s Water Park and The Track are right nearby—walkable and easy, no car needed.
Popular amenities for Okaloosa County rentals with a pool
House rentals with a pool

Its 5 o'clock here

Pool - Block to Beach - Golf Cart - Beach Service

Summer Specials *Fully Loaded* Pool & Hot Tub

Aloha Pool House- Stay Local, Live Aloha

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

Harbor Central Penthouse

Pet-Friendly-Pvt Heated Pool-Hot Tub-Fire Pit-6min

Sunkissed! Oceanview! Pool! Golf Cart! 6 Bedrooms
Apartment rentals with a pool

The Merry Whale on The Emerald Coast

Waterfront Studio • Santa Rosa Sound • Sunsets

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

Gulf-Front Corner 3BR | Sunrise & Sunset Views

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

The Lovers’ Escape 229

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

Come find your Destiny in Destin!!!
Other holiday rentals with a pool

Destin Retreat • Pool, Balcony & Amenities

Emerald Coast Escape

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

GOLF CART included. Seasonally Heated Pool!

Your Boho Beach Escape Awaits in Destin, FL

Magnolia View* 0.7 miles to the beach monthly disc

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

*Oceanfront* Luxury High-Rise. Pool, Private Beach
Destinations to explore
- Beachfront rentals Okaloosa County
- Hotel rooms Okaloosa County
- Rentals with lake access Okaloosa County
- Rentals with breakfast Okaloosa County
- Holiday home rentals Okaloosa County
- Pet-friendly rentals Okaloosa County
- Rentals with an accessible-height toilet Okaloosa County
- Rentals with a firepit Okaloosa County
- Guest house rentals Okaloosa County
- Rentals with a kayak Okaloosa County
- Rentals with a fireplace Okaloosa County
- Flat rentals Okaloosa County
- Townhouse rentals Okaloosa County
- Fitness-friendly rentals Okaloosa County
- Luxury rentals Okaloosa County
- Villa rentals Okaloosa County
- Rentals with a hot tub Okaloosa County
- Family-friendly rentals Okaloosa County
- Apartment rentals Okaloosa County
- Rentals with an accessible-height bed Okaloosa County
- Resort rentals Okaloosa County
- Rentals with outdoor seating Okaloosa County
- Rentals with a sauna Okaloosa County
- Rentals with a washing machine and dryer Okaloosa County
- Motorhome rentals Okaloosa County
- House rentals Okaloosa County
- Waterfront rentals Okaloosa County
- Rentals with a patio Okaloosa County
- Rentals with beach access Okaloosa County
- Rentals with an EV charger Okaloosa County
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Henderson Beach State Park
- Seacrest Beach
- Village of Baytowne Wharf
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- HarborWalk Village
- Gulf Breeze Zoo
- Topsail Hill Preserve State Park
- Fort Walton Beach Landing
- Jade East Towers
- The Boardwalk on Okaloosa Island
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- Pensacola Bay Center
- Destiny East
- Morrison Springs
- The Track - Destin
- Johnson Beach
- Things to do Okaloosa County
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Sightseeing United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States





