Holiday rentals with a pool in Destin

4.96 out of 5 average rating, 192 reviews

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.

4.98 out of 5 average rating, 109 reviews

Townhouse in Destin

Waterview Villa/Pool/2 King Beds/ 3 Min to beach!

Nestled in the heart of Destin, FL, this upper-level 2-bedroom, 2-bathroom duplex is the perfect retreat. Wake up to serene private lake view from your balcony and enjoy the convenience of being just steps from the pristine white sand beach. Each bedroom features a plush king bed, while the fully equipped kitchen makes dining effortless. Relax by the community pool or savor tranquil evenings on your private patio. This villa combines coastal charm with modern comfort for an unforgettable escape!

4.96 out of 5 average rating, 482 reviews

Beach Paradise - Ocean View - Bonus Beach Service

Special bonus: Beach Service for daily set-up of umbrella & 2 chairs included. Available 3/1/25-11/30/25. 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. Check out our condo in the same building: "Ocean Paradise - Beach Views in perfect location"

4.92 out of 5 average rating, 216 reviews

Deja View-Beachfront-Complimentary Beach Service

"Deja View" it's all in the name! Our breathtaking beachfront view will have you set in "relax" mode from the moment you step in the door. Our place offers a spacious one bedroom, hall bunks, & queen sleeper for up to 6 guests. Enjoy our heated complex pool, private beach access (+ BEACH SERVICE seasonally March-October)! The central Destin location to shops, restaurants, and nightlife can't be beat. We just know that the stunning sunrises & sunsets will have you feeling that "Deja View" time a

4.95 out of 5 average rating, 125 reviews

Home in Destin

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

4.97 out of 5 average rating, 151 reviews

Condo in Sandestin

Light&Airy ON Beach -Golfcart* in Sandestin Resort

Updated 1st fl. Sleek studio ON the Beach. 🛺 Golf cart w/3+ nts. Between Destin & 30A in gated Sandestin Resort. Kitchen w/coffee cart. West Elm furniture & King bed has tropical view. Relax on the patio’s round Bali bed & listen to the waves. WiFi & 55” smart TV. Washer/dryer in condo. Free gym! Tram passes. Enjoy the beach, trails, golf, dining, shopping & entertainment all without leaving the resort! Perfect honeymoon, baby moon, romantic getaway, girls trip or lil’ fam vacay! *no animals

4.99 out of 5 average rating, 225 reviews

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.

Superhost

4.9 out of 5 average rating, 263 reviews

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

Completely renovated 8th floor condo right on the beach with unobstructed views of the Gulf and the beach. Located in the heart of Destin in popular Pelican Beach Resort, you will enjoy the private beach, multiple outdoor pools, an indoor pool, hottubs and more. Our beachfront condo has been professionally renovated with brand new cabinets, AC, floors, appliances, furniture, kitchen and more. All mattresses are brand new, cool-gel memory foam for a cool night's sleep. Fully stacked kitchen.

4.86 out of 5 average rating, 200 reviews

Majestic Sun 10th Floor View of Emerald Waters

Elegant 1BR/2BA condo at Majestic Sun with breathtaking Gulf views from the spacious 10th floor balcony. Stylishly furnished with a coastal touch, it features a king bed, ensuite bath, hallway bunks with their own TV featuring Netflix, and a queen sleeper sofa. Enjoy a full kitchen, high-speed Wi-Fi, and TVs in every room. Located in the A building near covered parking with easy access. Guests return year after year for the ocean and beach views, comfort, and unforgettable beach experience.

4.84 out of 5 average rating, 214 reviews

Breathtaking views! 2024 updated condo in Destin

Amazing views! Enjoy the sunset or sunrise from the private balcony. This updated condo is located on the 7th floor at the Pelican Beach Resort in the heart of DESTIN! Resort offers 2 outdoor large pools (1 infinity), indoor pool, large hot tub, propane grills, full gym, arcade, and cafe. One bedroom, built in bunk beds in hallway and pull out couch (sleeps 6 total). Two smart TVs, full kitchen includes pots and pans, Keurig coffee maker, drip coffee, and stainless steel appliances.

4.97 out of 5 average rating, 106 reviews

Condo in Sandestin

Peaceful Waters in Baytowne Wharf with Pool

Create lifelong memories in the charming neighborhood of Baytowne Wharf located in the most desirable resort the Emerald Coast has to offer - Sandestin Golf and Beach Resort. From dipping in the sparkling waters of our swimming pools to digging in the sugar-like sand of the beach, your family and guests have access to wonderful amenities. This 1 bed/1bath condo with pull-out sleeper is perfectly situated to ensure everyone has an unforgettable experience. We look forward to hosting you.