Holiday rentals with a pool in Sandestin

5 out of 5 average rating, 17 reviews

The Blue Pearl Penthouse

The Luxury Blue Pearl Penthouse offers 4 Bdrm 4 Bath & Large Private Terrace with breathtaking water & sunset views! Sandestin is a 5-star Beach & Golf Resort with an incredible village that offers something for everyone from boat, jet ski & paddle board rentals, ice cream shops, zip line, fireworks, live music, restaurants, a carousel, miles of walking/biking trails, saltwater fishing piers, freshwater trophy bass ponds, an arcade, night club, 12 tennis courts, 4 golf courses & a private beach.

4.96 out of 5 average rating, 138 reviews

Sandestin Condo w/GOLF CART!

Welcome to our beach condo in Sandestin Golf and Beach Resort! This 2400 acre Destin Resort offers golf, pools, beach, tennis, biking, boating, fishing, shopping, walking village, movie theater, and more! We are offering you a clean, comfortable condo with 2 large bedrooms, 3 baths, queen sofa bed, and washer/dryer. Enjoy the balcony off one bedroom, screened porch with Bay view, complimentary GOLF CART, and access to 2 free heated pools! Family friendly! Come enjoy our HAPPY PLACE! NO PETS

Superhost

4.88 out of 5 average rating, 124 reviews

Studio at Luau in SanDestin! Sleeps 4! Resort Styl

3 minute walk to the beach~Resort-style pool~2 beach chairs provided~2 beach towels~walking distance to restaurants PLEASE NOTE: This tower is being painted completely with construction work. The balcony is not accessible. The exterior work is a restoration project, not just paint. Stucco, concrete repairs, railing repairs and paint, re-sealing windows and doors, deck coating, etc. They work M-F 8-6pm and occasional Saturdays as needed. ETA for completion will be Late October. During the time,

4.96 out of 5 average rating, 492 reviews

Apartment in Destin

Beach Paradise - Ocean 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.

4.95 out of 5 average rating, 127 reviews

Sandestin Elation Studio - Baytowne - Golf Cart

Ground-floor studio in Sandestin Golf & Beach Resort with serene golf course and lake views. Steps from Baytowne Wharf’s dining and entertainment. Features a king bed, queen sofa bed, full bath, and kitchenette with microwave and mid-size fridge. Enjoy Wi-Fi, Netflix, resort tram access, and beach gear in garage storage. Golf cart available - please inquire about availability and fee. Perfect for a relaxing escape in the heart of Sandestin. And Yes! you may drive the golf cart to the beach.

4.98 out of 5 average rating, 160 reviews

Light &Airy ON Beach-Golfcart* in SanDestin Resort

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

4.91 out of 5 average rating, 247 reviews

Stylish Coastal Baytowne Studio Amazing Amenities

Enjoy a stylish experience at this centrally-located studio on the Sandestin Resort right in the heart of the action of Baytowne Wharf Village. Newly renovated Welcome to paradise! Unit is located on the 5th floor of Pilot House allowing quick walking access to entertainment, food and pool. Only 10 minutes from the beach without ever leaving the Resort, Including Free Tram! The unit offers a King bed with luxury linens. Comfortable queen sofa that will fit two more guests or children.

Superhost

Flat in Sandestin

4.8 out of 5 average rating, 182 reviews

9th floor OCEAN VIEW studio @Sandestin resort

Our ocean view studio overlooking the Gulf of Mexico and the bay area is inside the Sandestin Resort on the 9th floor with a balcony. It is right by the Sandestin beach, recently updated and refurbished. Waterfall pool, heated jacuzzi and gym in the building. * Exterior building upgrades: Work on this stack of the building has been completed as of July 15 2025. Other parts of the building are still being worked on with minimal to no impact on this unit, the balcony use or the view.

4.94 out of 5 average rating, 121 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.

Guest house in Santa Rosa Beach

4.86 out of 5 average rating, 192 reviews

Carriage House 1.5 bed/1 bath located off 30A

You’ll love our place because of the ambiance, the neighborhood, the people and the location. This guest house is located in a gated community just steps from the beach with a community pool across from the home. Beach is 700 steps from front door along a paved sidewalk to private beach access for the neighborhood. The Carriage House is perfect for couples, families (with kids), and solo adventurers. Need more room? We have a larger home on property that sleeps 11.