Vacation rentals with a pool in Destin

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Top-rated rentals with a pool in Destin

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

A resort-style pool is situated outdoors, surrounded by palm trees and lounge chairs. The clear blue water reflects the bright sky, and a shaded gazebo is visible in the distance. The area offers a relaxing atmosphere for guests to enjoy.

Condo in Destin

4.96 out of 5 average rating, 193 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.

Top guest favorite

Condo in Destin

4.96 out of 5 average rating, 483 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"

Top guest favorite

The exterior features a bright yellow two-story carriage house beside a sparkling pool, surrounded by palm trees. A paved deck offers lounge chairs and two poolside slides, creating a sunny, open space. The fenced yard ensures privacy while providing access to outdoor activities.

Guesthouse in Destin

4.98 out of 5 average rating, 377 reviews

Carriage House by the Beach

Cozy carriage house one block from the most beautiful beaches in Florida! Enjoy a full kitchen with granite counter tops and all of the tools needed to cook a fantastic dinner to eat on your deck overlooking the pool. Snuggle on the couch watching a large TV or catch up on social media with free Wifi. Sleep in a comfortable king bed and enjoy a private bath. Walk to restaurants, shops and nightlife. Perfect for a vacationing couple or anyone in town for business. Includes beach chairs!

Top guest favorite

An open studio layout is presented with a spacious king-size bed and a comfortable sofa. A round table sits nearby, while large glass doors lead to a balcony with ocean views. Soft, neutral tones are used throughout, enhancing the serene atmosphere.

Condo in Sandestin

4.96 out of 5 average rating, 127 reviews

Zen Retreat ON Beach-Golfcart* @ Sandestin Resort

8th floor studio w/stunning VIEW, on beach in Sandestin Resort. Between Destin & 30A. 🛺 Golf cart with 3+ nts. Stylish open concept & WiFi. Pottery Barn furniture & King size bed w/ocean view. Sleek Kitchen w/dishwasher, ice maker & Keurig. 55” smart TV. Washer/dryer. Huge balcony to gaze @ the blue green sea. Enjoy the beach, dining, shopping, trails, golf & entertainment all without leaving the resort. Tram passes. Perfect for honeymoon, baby moon, girls trip or lil family vacay *no animals

Guest favorite

Condo in Destin

4.92 out of 5 average rating, 238 reviews

*Amazing views*Top Resort*Big Balcony*Comfy Beds*

*ABSOLUTE BEST VIEWS & LOCATION* Beach front condo at one of Destin's top resorts with all the amenities! Sip your coffee & cocktails from your 15th floor balcony while enjoying panoramic views of Destin's clear emerald water and white sand beaches. Professionally decorated, you'll live in beachfront luxury. 4 large pools including a beachside zero-entry pool! 2 hot tubs, kiddie pool, Tiki Bar, Cafe, arcade, gym, sauna, basketball, pickleball, tennis. High speed wifi. Free parking. EV chargers

Top guest favorite

Condo in Destin

4.99 out of 5 average rating, 227 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

An outdoor pool is surrounded by lounge chairs and palm trees, with a gentle waterfall feature adding movement to the scene. The clear blue water reflects the bright sky, creating a refreshing atmosphere. A deck provides access to the pool area, enhancing the outdoor experience.

Condo in Destin

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.

Guest favorite

A serene lakeside view captures a row of picturesque villa duplexes along the water's edge, set against the backdrop of a clear blue sky and the sparkling ocean. Lush greenery surrounds the properties, enhancing the coastal landscape.

Townhouse in Destin

4.96 out of 5 average rating, 102 reviews

Waterfront Villa/Pool/King Bed/ 3 min to Beach!

Beach Villa Duplex nestled in the heart of Destin, FL, this ground-level 2-bedroom/2-bath is the perfect retreat. Wake up to serene lake views from your balcony and enjoy the convenience of being just steps from the pristine white sand beach. Each bedroom features plush beds, 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.

Top guest favorite

The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.

Home in Destin

4.96 out of 5 average rating, 112 reviews

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.

Guest favorite

Condo in Destin

4.95 out of 5 average rating, 139 reviews

3107 Amazing Pools ~ Hot Savings ~ Book July 14th

One of only 14 Exclusive Poolside Villas! Welcome to the Villa Cabana Royale! 1450 sq ft of open concept space, with a walk in/ walk out setup, double sliding doors to bring the outdoors in. This poolside villa cabana sleeps 6 and is the perfect location, with an outdoor dining and patio experience in the tropical gardens along side the gorgeous lagoon pool. The Villa Cabana Royale has 2 huge bedrooms, 2 King Beds, single chair bed, queen sofa sleeper. 4 beds in total. 65" Inch Smart TVs

Top guest favorite

The backyard area features a private pool surrounded by lounge chairs and a paver patio. Palm trees add a tropical touch beside the home, which is illuminated against a twilight sky. A barbecue grill is visible, along with a seating area for outdoor relaxation.

Home in Destin

4.98 out of 5 average rating, 108 reviews

Pool, Golf Cart, Fire Pit, & Walk to Beach

★ 3 story Destin home walking distance to Private Beach * 2500ft² / 230m² home * 3rd floor with 360° views and peekaboo views of the ocean * 3 min walk to the private beach and 6 min walk to Crystal Beach * Private pool + backyard oasis (fire pit and more) * 6-seater Golf Cart * Onsite parking for 5+ cars * 5 min drive to Destin Commons with Restaurants & Arcade * 10 min drive to Destin Harbor and 15 min drive to Crab Island * Fully stocked and equipped kitchen * Onsite washer + dryer

Top guest favorite

The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.

Home in Santa Rosa Beach

4.94 out of 5 average rating, 117 reviews

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.