Holiday rentals with a pool in Destin

A light-filled living area features a comfortable sofa facing large glass doors that open to a private balcony, revealing sweeping views of the Gulf of Mexico. A wooden dining table is set, accompanied by modern white chairs. A unique chandelier hangs above, adding contemporary style.

4.96 out of 5 average rating, 231 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.

Apartment in Fort Walton Beach

4.98 out of 5 average rating, 122 reviews

Beachfront Bliss! Gulf Waves at The Palms #201

Nestled on shimmering Gulf shores, The Palms #201 invites you to unwind with jaw-dropping oceanfront views. This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat. Steps from the water, this guest favorite blends relaxation and rejuvenation for a home-away-from-home feel. From March through October, we provide complimentary beach service with two chairs and umbrella—a $40 daily value included free! Pure paradise is at your doorstep. Book this dream coastal escape today!!

4.97 out of 5 average rating, 169 reviews

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.

Apartment in Sandestin

Zen Retreat ON Beach, Golfcart*Oceanview SanDestin

8th fl. stylish open studio w/stunning VIEW, beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart with 5+ 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

A private backyard area features a heated plunge pool surrounded by palm trees and landscaped rock beds. Comfortable seating options include Adirondack chairs and a fire pit nearby. A grill is available for outdoor cooking, creating a relaxed environment for gatherings.

4.93 out of 5 average rating, 155 reviews

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

5 out of 5 average rating, 135 reviews

A bright living area showcases large sliding glass doors that open to a private balcony with ocean views. Comfortable seating is arranged around a coffee table, and decorative elements include a large TV and art pieces depicting the beach, enhancing the coastal ambiance.

Holiday home in Destin

1004 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

NO PETS PERMITTED. PRIMARY GUEST MUST BE 25+ TO BOOK. Indulge in a refined coastal escape at Pelican Beach Resort 1004—an elegantly renovated 1‑bedroom, 2‑bath BEACHFRONT retreat offering breathtaking Gulf of Mexico views and DIRECT, effortless access to Destin’s sugar‑white sands. Perched on the 10th floor, this beautifully appointed residence blends contemporary comfort with resort‑level amenities for UP TO 6 GUESTS, creating an elevated experience for both families & discerning travelers.

4.97 out of 5 average rating, 394 reviews

An outdoor area features a private pool surrounded by a patio with lounge chairs and a dining table. Two surfboards are positioned near the pool, alongside palm trees and residential buildings in the background, creating a relaxed, tropical setting.

Guest house in Destin

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!

The spacious living area is highlighted by a modern sectional sofa in a muted tone. A contemporary television is mounted on a geometric accent wall, which is illuminated by soft, recessed lighting. Artistic decor adds a touch of character to the sleek atmosphere.

4.81 out of 5 average rating, 244 reviews

The Lovers’ Escape 229

Rebuild and set up for modern, young,social media and dine out enthusiasm COUPLE ONLY.this extremely modern LOFT is “the” place to relax, enjoy our 3 pool, tennis courts and 100 plus restaurants Destin have to offer.I du not tollerate disrespectful guest, seafood smell and smoke smell inside my places.if you are planning on cooking all day please find another place.here we make memories and we enjoy Destin.under 2 years old kid is also welcome!IMPORTANT FOR YOU TO READ OTHER DETAILS TO NOTE!

4.97 out of 5 average rating, 157 reviews

A light green cottage features a spacious porch with white railings and two outdoor chairs, surrounded by palm trees and well-maintained gardens. The design harmonizes with the bright blue sky and nearby structures, creating an inviting beach atmosphere.

Cottage in Destin

One Block to Crystal Beach + Pool + King Bed + Con

- One block from the Crystal Beach area of Destin - 0.6 miles to Destin Commons w/ Whole Foods and shopping - 1.0 mile to Publix - This is the UPSTAIRS UNIT (downstairs rents separately through same host.) Each unit is fully separate. The Destin Doublemint, a bright and airy one-bedroom cottage, is the perfect spot for your beach vacation. It's less than a 2-minute walk to the sand, making it easy to pop back for a dip in the pool or a movie in the AC before walking back over for sunset.

A three-story Tuscan-style villa is showcased with a stucco exterior and custom tile roof. Lush palm trees and well-maintained shrubs surround the entrance, and a cobblestone driveway leads to the double garage. Expansive windows add architectural interest and allow for natural light.

4.96 out of 5 average rating, 168 reviews

Italian villa 200 steps from beach • Free cruise!

• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Just 200 steps away from the beach • 3 story Tuscan style villa in one of the nicest neighborhood of multi-million dollar properties • Free cruise ticket per night of stay! (for stays under 7 nights ) • Resort style pool, hot tub, pool views from balconies • Beach gear, work space, large smart TVs in all rooms Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.

4.95 out of 5 average rating, 135 reviews

Townhouse in Sandestin

Lagunamar-Sandestin® Resort:Golf cart to Beach!

Epiqhost™ ✭MARQUIS COLLECTION✭ Lagunamar is located in the beachfront community of Beachwalk Villas in Sandestin and a short golf cart ride/walk to the beach. This villa is nestled in a very private section of the resort right on Horseshoe Lake. Enjoy quiet evenings on the lakefront patio. This unit comes with a brand new 6-passenger golf cart for your use during your stay at Lagunamar. Quick access to the private beach, golf courses, resort and underpass to the Grand Boulevard shops.

4.94 out of 5 average rating, 126 reviews

An open-concept living area is presented, featuring a combination of comfortable seating and a large Smart TV. Natural light floods through expansive glass doors, which lead to a private outdoor space. Light wood paneling and neutral tones contribute to a calm setting.

Townhouse in Sandestin

BellaVida-Sandestin® 2BR/3BA/Lake-Cart to Beach!

Welcome to BellaVida – your Sandestin® escape! This renovated 2BR/3BA gem sits on the water in a private Beachwalk Villas cul-de-sac, complete with a newer model 6-seat golf cart for exploring Baytowne Wharf, private beaches, pools, and Grand Boulevard. Enjoy a spacious, fully remodeled home with updated bathrooms, modern kitchen, full-sized washer/dryer, and unbeatable proximity to the best of Sandestin®. Perfect for a relaxing or adventure-filled getaway—book your dream vacation now!

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.

4.96 out of 5 average rating, 133 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, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

Popular amenities for Destin rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A three-story coastal-style home sits surrounded by palm trees and lush greenery. White siding and ample balconies create a bright and airy appearance. The property is enclosed by a white picket fence, enhancing the inviting look set against a beautiful sunset sky.

4.95 out of 5 average rating, 88 reviews

Private Pool & Spa | Walk to 2 Beaches

5 out of 5 average rating, 10 reviews

A spacious contemporary property is set against a backdrop of coastal scenery. The exterior features a bright façade with multiple balconies. A private pool is visible beside well-manicured lawns, surrounded by pathways leading to the ocean view in the distance.

Home in Santa Rosa Beach

62 Blue View Lakefront Private Pool 5 Min to Beach

5 out of 5 average rating, 4 reviews

Home in Santa Rosa Beach

Resort Pool Retreat Near 30A Beach Accesses

A private heated pool is surrounded by a spacious concrete deck and lounge chairs. Tall palm trees provide shade, and an outdoor dining set sits under a large umbrella. The inviting home is partly visible in the background, bathed in warm sunlight.

4.96 out of 5 average rating, 206 reviews

Walk to Beach · Private Heated Pool · Fenced Yard

5 out of 5 average rating, 13 reviews

Beach Paradise Manor | Sun, Sand & Pools Await

The exterior of the Mediterranean home is displayed, featuring stucco walls and ornate architectural details. Lush palm trees and manicured landscaping frame the property, while a scenic road runs alongside. The inviting entrance showcases a balcony with decorative elements, enhancing the overall elegance of the design.

4.96 out of 5 average rating, 154 reviews

Oceanview | Pool | Private Beach | Golf Cart

4.96 out of 5 average rating, 55 reviews

A clear view of a private pool is framed by swaying palm trees, with the bay visible in the background. Two lounge chairs are positioned near the water's edge, inviting relaxation by the shimmering pool under a bright blue sky.

Home in Ferry Park

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!

A spacious two-story home is framed by palm trees and lush greenery, showcasing a welcoming entrance with large glass doors. The sunset casts a warm glow over the exterior, highlighting the coastal architectural details and inviting porch areas.

5 out of 5 average rating, 100 reviews

Beach Oasis - Pool, FREE Golf Cart & Cruiser Bikes

Apartment rentals with a pool

A light and neutral living room features a modern leather sofa adorned with soft pillows. Two turquoise lamps flank a coffee table made of wood, enhancing the airy feel. A serene landscape painting hangs above, adding a touch of color to the relaxing atmosphere.

4.94 out of 5 average rating, 160 reviews

Beach access / Ocean View from balcony / King bed

A comfortable living area features a cozy gray couch with decorative pillows, complemented by a blue accent chair. A wooden coffee table sits on a light rug, and wall art depicting nature is displayed above. A dining table for four is positioned nearby.

4.97 out of 5 average rating, 389 reviews

Dog Friendly, 1 Bdr 1 Bath, Private Beach & Pool

A spacious master bedroom features a large bed with a plush white duvet and decorative pillows. Natural light enters through sliding glass doors, revealing views of the ocean. A decorative nightstand and a comfortable chair complement the coastal-inspired decor.

4.99 out of 5 average rating, 141 reviews

High-End Beachfront Condo w/Breathtaking Gulf View

Apartment in Santa Rosa Beach

The living area features a spacious layout with a comfortable sofa and two armchairs positioned around a wooden coffee table. A dining area with four chairs is visible near a fully-equipped kitchen. Light fills the room through large windows, highlighting the king bed in the background.

4.97 out of 5 average rating, 159 reviews

Prime 30A Location/Pool/200 feet to beach/Wi-Fi

An open-concept living area is shown, featuring blue sofas with striped cushions and a woven coffee table. Decorative wall art and a ceiling fan enhance the space. A dining area with a large table can be seen in the background, while a staircase leads to the second floor.

4.9 out of 5 average rating, 165 reviews

Steps to Sand*Pool*Parking*2 king beds*Beach Gear

A vast ocean view from the 8th floor showcases calm turquoise waters meeting a sandy beach. The sun reflects brightly on the water, creating a shimmering effect. A clear blue sky extends overhead, enhancing the stunning coastal scenery.

4.92 out of 5 average rating, 221 reviews

SUNDESTIN BEACH RESORT 812, BEACHFRONT

The living area features a comfortable seating arrangement with a light-toned sofa and armchairs. A wooden coffee table sits in the center, while large glass doors open to a private balcony showcasing stunning Gulf views. Natural light fills the room, complemented by soft curtains.

4.87 out of 5 average rating, 219 reviews

Majestic Sun 10th Floor View of Emerald Waters

4.98 out of 5 average rating, 145 reviews

1/1.5 Gulf View Condo Ariel Dunes 2 Beachfront

Other holiday rentals with a pool

A private pool area features a rectangular pool surrounded by lounge chairs and palm trees. The two-story white mansion stands in the background, showcasing a spiral staircase leading to the rooftop deck. Paved surfaces create a spacious outdoor setting.

5 out of 5 average rating, 8 reviews

Harborfront Home with Beach Access, Free Boat Ride

Home in The Village of Baytowne Wharf

A wooden deck is furnished with two chairs and a fire pit, surrounded by tall pine trees and natural grasses. The clear blue sky overhead creates a serene backdrop for this tranquil outdoor space.

4.93 out of 5 average rating, 44 reviews

3 bed 3 bath beach and bay escape - Free golf cart

Apartment in Santa Rosa Beach

A light-filled living area features a plush sofa and textured armchairs, arranged around a round coffee table. Large sliding glass doors provide an unobstructed view of the ocean, while lush potted plants add a touch of greenery. Soft throws and decorative pillows enhance the comfort.

5 out of 5 average rating, 26 reviews

Gulf-Front Corner Unit in Seagrove Facing Sunset!

An aerial view captures a tropical lagoon pool surrounded by palm trees and well-maintained landscaping. Lounging chairs are organized around the pool areas, while the Gulf of Mexico is visible in the distance against a backdrop of clouds and blue sky.

5 out of 5 average rating, 45 reviews

Resort Condo Pools Ocean View Club Hot Tub Tennis

An aerial view displays the gated community and its proximity to the coastline. The layout includes a mix of residential homes and palm trees, with a clear path marked for the gated beach access leading to the expansive sandy beach and ocean.

4.88 out of 5 average rating, 83 reviews

5 Min Walk to Private Beach | Luxury Remodel

4.97 out of 5 average rating, 29 reviews

0.2mi to Gulf! Private Spa, Pool & Pickleball

The house is illuminated at night, featuring a two-story design with white siding. Palm trees surround the property, enhancing the tropical ambiance. A welcoming front porch is highlighted, showcasing the inviting architecture and tranquil atmosphere.

5 out of 5 average rating, 60 reviews

SUGAR SUGAR steps to beach, pool, shops & dining!