
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.

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

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 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.

*Seaside Retreat*Newly Redone*
Located on the second floor you will be able to relax and enjoy the stunning views and sounds of the ocean. You may even catch the dolphins as they swim by! You'll also enjoy the breathtaking 800 ft of PRIVATE BEACH! There's a HEATED pool, hot tub, tennis, pickle ball and shuffle board court are all on the property. The Pavilion has grills and outdoor dining space. And after a long day at the beach you can unwind while the kids entertain themselves in the game room! *Owner owns multiple condos

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.

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.

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!

Summer Specials *Fully Loaded* Pool & Hot Tub
✨ Allure Destin is a charming Boho Chic retreat in the heart of Crystal Beach, designed for unforgettable group getaways. Comfortably sleeping up to 14 guests, this private oasis features stylish accommodations, a separate casita, a heated pool & hot tub, and resort-style outdoor living. Just 287 steps (4 minutes) from Crystal Beach 🏖️, enjoy the perfect blend of luxury, relaxation, and coastal charm on Florida’s Emerald Coast. ☀️

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.
Popular amenities for Okaloosa County rentals with a pool
House rentals with a pool

Pool, Games Rm, Fire Pit, Grill, FREE Cart & Bikes

Destin Pointe | Private Pool + Hot Tub | 2 Beaches

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

10-Min Walk to Beach | Heated Pool ,BBQ & Trolley

Walk to Beach · Private Heated Pool · Fenced

Sunkissed! Oceanview! Pool! Golf Cart! 6 Bedrooms

Relaxing Pool Retreat Near Beaches & Destin!

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

Beachfront! Newly remodeled! Right on the beach!

707 | with in-unit Washer/Dryer & walk-in shower

Okaloosa Island Top Floor 2BR Beach Condo

The Oyster | Beachfront | Beach Bar| Chair Service

Fully Remodeled Beach Condo with Amazing Views

Condo across the street from the gulf

Beachfront, 7th Flr at Pelican, Breathtaking Views

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc
Other vacation rentals with a pool

100 ft to sand, Corner unit, Hot Tub, Garden view

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA

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

New, luxury Beachfront, Gulf Views, Private Beach

Walk2Beach | Late Booking Discount

Newly Remodeled Beachfront w/ Amazing View Destin

GOLF CART included. Seasonally Heated Pool!

0.2mi Walk to Beach! Private Spa, Pool, Pickleball
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