Holiday rentals with a pool in Destin

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.

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

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!

Low-rise Oceanfront Boutique Condo-86F Heated Pool

Spacious 2BR 2BA Oceanfront Condo Sleeping 8 in a Boutique Gated Low-Rise Resort on the 2nd/Top Floor with Elevator & Large Balcony. Luxury Beds, Smart TVs, Rain Showers, Jacuzzi Tub, High-speed Internet. Enjoy a Heated to 86°F Adults’ Pool, Kids’ Pool, Tennis & Basketball Courts, Private Gym, 1-acre Courtyard, Beach Toy Program, Free Furniture & Cabanas, Unlimited Covered Parking + EV, plus Free Summer Family Activities and Winter Snowbird Fun, Steps from Your Private Beach. 24/7 On-Site Staff.

1004 Oceanfront Pelican Beach Amazing Loc Pools

1 Bed 2 Bath (Sleeps 6) NO PETS! Non-Negotiable rates. Location! Easy access to attractions! Direct access on the beach without having to cross the street. Pelican Beach Resort 1004 is a newly renovated 1-bedroom condo with stunning Gulf of Mexico views from your private balcony, an open-concept living area, and comfortable sleeping accommodations for up to 6 guests The fully equipped kitchen is designed with a bar that overlooks the living area for entertaining or enjoying a casual meal.

High-End Beachfront Condo w/Breathtaking Gulf View

Experience an unforgettable beach escape at "Emerald Paradise." This 3-bedroom/2-bath condo on the fourth floor provides stunning views of emerald waters & sugar-white sands along the Gulf coast. Recently renovated, this gem offers a stylish interior & a private 30-foot balcony- an ideal spot for dolphin watching, soothing sounds of crashing waves and breathtaking sunsets 7 Min Drive to Destin Harbor 8 Min Drive to Destin Commons 9 Min Walk to Big Kahuna’s Experience Destin & Learn More Below

Zen Retreat ON Beach, Golfcart* Hot Tub, SanDestin

8th fl. stylish open studio w/stunning VIEW, beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart with 3+ nts. NEW Pool & Hot Tub. West Elm furniture & King size bed w/ocean view. Sleek Kitchen w/dishwasher & Keurig. WiFi, 55” smart TV. Washer/dryer. Huge balcony to gaze @ the sea. Enjoy the beach, dining, shopping, trails, golf & entertainment all without leaving the resort. Tram pass & Gym. Perfect for honeymoon, baby moon, girls trip, solo travel or lil family vacay *no animals

Ocean Paradise - Beach view - Bonus Beach Service

Beach Service for daily set-up of umbrella & 2 chairs included. Available 3/1/25-11/30/25. Construction 10/15/25 - 12/9/25 - Balcony access restricted, view limited, & noise. Great discounted rates! 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.

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.

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, quick private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

*Remodeled*Golf Cart*Views*Heated Pools & Hot Tubs

☆☆ WHAT TO LOVE ABOUT MAJESTIC SUN A711☆☆ ✹ MAJESTIC VIEWS of the GULF from the 7th Floor ✹ REMODELED-New Countertops,bathrooms,walk in shower ✹ BEACH GEAR-Wagon, backpack chairs,umbrella,towels, toys ✹ Heated Pools, hot tubs, fitness center, tennis/pickleball, golf ✹ 2 KING Beds+Queen sleeper sofa+Twin Bed(Sleeps 7) ✹ FULLY STOCKED-"Home Away From Home" ✹ Smart TVs in all rooms (65" in Living Room) ✹ Restaurants w/ in walking distance ✹ GOLF CART-Coming March 1, 2026 ✹ Gated Community

Private Pool - Golf Cart - Kid Friendly - Luxury

Close to the beach & all the action, but private enough for a relaxing night on your secluded patio or in your private pool as you wind down from a day of exploring! This 4BR/4BA home is located on a private cul-de-sac in a new exclusive gated community. Save on car rental fees and gas by taking the FREE street-legal 6-seater golf cart to shops, restaurants, and the beach....it's fun and economical! If you need to work remotely, we have fast internet and dedicated work spaces.

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.