Vacation rentals with a pool in Okaloosa County

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.

Gulf View. Walk to beach. Pool open until 11:00pm

2BR/2BA on 6th floor at The Palms of Destin Resort. Views of Henderson State Beach across street. The master has a king size bed and bathroom. Twin trundle beds in small bedroom and bath. The living room has a queen sleeper sofa w 8" mattress. The lagoon pool, heated pool, and hot tub is open until 11pm. Amenities include a gym, basketball, tennis, splash pad, and playground. Onsite coffee shop, bar, and Blue Lagoon Italian Restaurant. Walk to 6 restaurants, 2 beaches, Dollar Tree, Walmart.

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!

1203 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 1203—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 12th 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.

Sandpiper Cove 8140! 500 ft to the Beach!

Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access owned by Sandpiper Cove! 4 beach towels are provided with unit 8140! 1 of the 5 pools is in the back terrace; steps away from the back porch of the villa! 1 restaurant, 1 beach side bar, a pitch and putt golf course, tennis and pickleball courts all on site. Minutes from several local attractions! About 17 miles from the Destin-Fort Walton Beach Airport!

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.

On the Gulf 2 Bed, 2 Bath Third Floor Condo

Ask about long-term winter stay rates. Third floor condo has panoramic views of the East Pass and Gulf. Spacious 2 bed and 2 bath with nice kitchen and laundry in unit. Right on the dunes with the beautiful white sand. The beach and snorkeling are a short walk. Sit on the patio and hear and see the ocean. Take an evening walk along the beach or the beautifully landscaped streets of Holiday Isle with the harbor to your right. Watch the fishing boats in the morning out the living room window.

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.

Come find your Destiny in Destin!!!

Want a fun vacation getaway? Come stay at our beach theme condo. We designed it, just like we used it. A clean, cool and comfy place to stay after whatever adventure we went on that day. From crabbing, shelling, fishing, shopping or sun bathing at the pool ( which is right outside the door), we just want y'all to come home and relax and reflect. Whether it's drinks on the patio, or eating your to go order while watching the game. Rest, relax, reboot and let the good times roll.

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

Modern house w/ 2 master bedroom suites with own bathroom and 2 additional rooms sharing a bathroom. Welcome to the emerald coast paradise! You have the best of both worlds, Okaloosa island and the night life are only less than 3 miles away, the beautiful sugar sand beaches are only couple miles away, and you have your own pool (non-heated) in the backyard if you just want to relax and get your tan on! Shopping outlets are near by! Great restaurants around to choose from!

Endless Relaxation/condo by the beach/monthly disc

You will enjoy this spacious 3BR/2BA, featuring a fantastic open floor plan, tiled floors, granite kitchen countertops and breakfast bar- just perfect for entertaining family and friends. Located in the beautiful beach complex of Shoreline Towers in downtown Destin. Shoreline amenities include almost 500' of private beach, seasonally-heated sparkling pool. This unit DOES NOT HAVE A BALCONY, we are located on tower 3, please view last picture on listing.

Ocean Paradise - Beach view - Bonus Beach Service

Beach Service for daily set-up of umbrella & 2 chairs included. Available 3/1/26-11/30/26. Enjoy the gorgeous ocean view in this spectacular 2 bedrooms + 2 full bathrooms condo (972 sqft). Steps from the private beach. Ranked as one of Destin's Top Resorts. Lagoon pool, ocean-front heated pool, gas grills, work-out room, tiki-bar, gated resort, free parking, WiFi, and 24-hr security.