Holiday rentals with a pool in Destin

4.95 out of 5 average rating, 207 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.

4.83 out of 5 average rating, 243 reviews

Townhouse in Destin

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.

5 out of 5 average rating, 109 reviews

Holiday home in Destin

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.

4.97 out of 5 average rating, 143 reviews

Condo in Sandestin

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

4.99 out of 5 average rating, 245 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.

4.92 out of 5 average rating, 103 reviews

5-Star Beachfront Condo #806 Pelican Beach Resort!

Enjoy your luxury stay at 'Beachfront Bliss' a beautiful, spacious, beachfront condo at the Pelican Beach Resort in Destin Florida. Enjoy your coffee and cocktails from an 8th floor balcony with breathtaking beachfront views of the Gulf of Mexico. This condo is professionally decorated and includes a fully equipped kitchen, sleeper sofa, bunk beds, high speed internet, beach chairs/umbrella/cooler, poolside Tiki Bar, 3 pools, 2 spas, fitness center, sauna, and is close to Harbor Walk!

4.94 out of 5 average rating, 438 reviews

Loft in Destin

The Naughty Scene 233

Brand new 1 bedroom apartment complete set up for coupleONLY or small family of 3.the perfect place for celebration a special moment,relax whit your love one and make memories.right in the center of Destin 1 minute drive to the public beach,2 minute drive to the harbor walk village..flower, cards, wine is available for surprise ,( just ask me) NO SMOKERS OR PARTYING INSIDE MY PLACE.please read other details to note!DU NOT BRING EXTRA FRIEND INSIDE and read OTHER DETAILS TO NOTE

Apartment in The Village of Baytowne Wharf

4.97 out of 5 average rating, 104 reviews

Studio in Sandestin/ Free parking/Free beach tram

Sleeping up to 4 guests, this studio provides everything you will need for a perfect beach vacation while indulging in the luxurious resort life. Sandestin Golf and Beach Resort features over seven miles of beaches, a pristine bay front, four championship golf courses, 15 world-class tennis courts, a 226-slip marina, a fitness center, a spa, and celebrity chef dining. Enjoy the fun and entertainment at The Village of Baytowne Wharf with shops, restaurants, playgrounds & more!

4.97 out of 5 average rating, 176 reviews

Home in Santa Rosa Beach

Small Waves-30A beachhouse w golf cart/neighb pool

Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

4.95 out of 5 average rating, 129 reviews

Home in Santa Rosa Beach

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.

4.92 out of 5 average rating, 178 reviews

Beach Condo on the White Sands - Renovated

Welcome to your premium vacation rental at the Pelican Beach Resort! This 18th-floor condo is located directly on the white sands of Destin and it offers unobstructed & boundless views of the beach and the ocean. Our beach-themed decoration serves as an eclectic modern and traditional coastal style. The remodeling process has been completed in 2020, and some new upgrades have been made by the end of 2022. It is a perfectly refreshing getaway for your family!