
Holiday rentals with a pool in Okaloosa County
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Top-rated rentals with a pool in Okaloosa County
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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!

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

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.

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.

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.

Jade East 1250 Corner Condo, Spectacular View~Deal
Gorgeous Panoramic Gulf Views from this 12th Floor luxury condo! Beach front, swimming pool & hot tub, fitness center & free onsite parking. Our 5 star Tropical Sea Inspired home, Sleeps 10! Updated and clean 3 bedroom/3 bath unit has a Large Private "Gulf Front Balcony" w/ amazing views of the Emerald Coast! Come watch the dolphins at play!! The Master Suite has a King Bed en-suite bath & gulf front balcony! Plenty of space the entire family can enjoy!
Popular amenities for Okaloosa County rentals with a pool
House rentals with a pool

Emerald Coast Escape

Crestview Retreat

Its 5 o'clock here

Summer Specials *Fully Loaded* Pool & Hot Tub

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

#1 4BR HUGE PET Friendly Home Away from Snow!

Harbor Central Penthouse

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!
Condo rentals with a pool

Keeler Island Princess #508 Okaloosa Island Bchfrt

Waterfront Studio • Santa Rosa Sound • Sunsets

The Merry Whale on The Emerald Coast

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

1505 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

3 Min Walk to the Beach, Beach Svc, Sandpiper Cove

Gulf-Front Corner 3BR | Sunrise & Sunset Views

Stars & Sea•Overlooking Pool & Sound•Sleeps 4
Other holiday rentals with a pool

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

50 seconds to the Water

GOLF CART included. Seasonally Heated Pool!

Trade Routine for White Sands & Emerald Waters

The Oyster | Beachfront | Beach Bar| Chair Service

Aloha Pool House- Stay Local, Live Aloha

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

Salt Pool & Spa, Heat Opt, Cali King Bed, Beach 4M
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- 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
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- Wellness Florida
- Art and culture Florida
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