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.

4.97 out of 5 average rating, 103 reviews

Townhouse in Destin

Waterview Villa/ Pool/ King Bed/Steps to the Beach

Escape to our beach villa, curated by an experienced superhost. Located in the heart of Destin, FL, this stunning bottom-floor unit offers 2 bedrooms and 2 baths. The master suite features a plush king bed, while the second bedroom includes full bunks. Enjoy breathtaking private lake views and easy access to the white sand beach just steps away. The villa boasts a full kitchen for home-cooked meals and access to a sparkling community pool. Comfort and Convenience await in this cozy beach getaway

A comfortable living area is highlighted by an overhead ceiling fan and a wall-mounted TV. Large glass doors provide a view of the Gulf, leading to a private balcony furnished with seating. Light curtains frame the windows, allowing natural light to fill the space.

5 out of 5 average rating, 115 reviews

1203 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 1203—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 12th 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, 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.

Condo 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

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!

A bright living area is shown, featuring a spacious gray sofa and a wooden coffee table. Large sliding glass doors provide unobstructed ocean views, while a ceiling fan circulates air above. A small dining table with chairs complements the relaxed coastal decor.

4.99 out of 5 average rating, 278 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.

4.97 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.

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.

4.98 out of 5 average rating, 126 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

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.

The exterior of a two-story coastal home is presented, featuring a white façade with ample blue accents. A covered porch extends along the front, showcasing large windows and doors. Lush green landscaping and a picket fence enhance the inviting entrance, complemented by an American flag gently waving.

5 out of 5 average rating, 111 reviews

Pool - Golf Cart - Block to Beach - Beach Service

★ 1 Block to the Beach! 3 Min Walk ★ Private Heated* Pool ★ 6 Seater Golf Cart ★ Beach Chair Service (March - Oct) ★ 3 King Suites ★ Large Balconies ★ Location! Crystal Beach ★ Fast WiFi ★ Super Host - 5 Star Reviews ★ Fantastic Shopping/Restaurants Nearby ★ 2 min drive to Destin Commons, 10 min drive to Destin Harbor, 15 min drive to Crab Island! ★ Beach Chair Service: March 1st - October 31st ❤️ Check out our profile page for more of our rentals in Destin & Miramar Beach! ❤️

A bright living space features a cozy sofa, armchair, and a dining table. Large windows provide expansive views of the beach and ocean. Light-colored walls and neutral decor create a relaxed ambiance, while a flat-screen TV and artwork add character to the room.

4.95 out of 5 average rating, 110 reviews

Renovated Beachfront at Pelican, Stunning Views

Pelican Beach Resort 302 - 3rd floor 1 Bedroom 2 Bathroom 873 sq.ft. condo with Wifi, Free Parking, Smart/Cable TVs, Beach Chairs and Umbrella aiming best class service is right on the beach with great views of Gulf Coast from the balcony. No road crossings, just go down and enjoy our private beach. Pelican Beach offers the dream vacation with BEST views, sand and sea in the area at 5 minute drive from heart of Destin, Harborwalk Village and across Big Kahuna Water & Adventure Park.

4.98 out of 5 average rating, 244 reviews

A serene beach scene is presented, featuring gentle waves lapping at the shore. Seagulls stand along the water's edge, while a distant bird floats on the surface of the aquamarine water, illuminated by the soft glow of the evening sky.

Apartment in Destin

Inlet Reef 612 - Beach view luxury condo in Destin

White sand, aquamarine water, clear air... If you are looking for a relaxing & upscale place right on the beach, this is it! This condo has 2 bedrooms, 2 baths, and a spacious living room. The kitchen was recently upgraded with a one of kind granite countertop. A separate bar area with a wine cooler provides a perfect spot to prepare your best beach cocktail. The crown jewel of the condo is its exquisite balcony complete with a wet bar and unparalleled view of the Gulf.

Popular amenities for Destin rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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

4.95 out of 5 average rating, 176 reviews

Home in Sunnyside

Private Pool - Walk to Beach - Pups

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, 207 reviews

Walk to Beach · Private Heated Pool · Fenced Yard

A charming single-story home is set within a lush landscape, featuring palm trees and manicured grass. A paved driveway leads to a garage, while well-maintained shrubbery borders the property, creating a welcoming entrance.

4.97 out of 5 average rating, 30 reviews

3BR Beachside Home|6min walk to Beach|Pool|Hot Tub

4.99 out of 5 average rating, 107 reviews

Home in Sandestin

6-Seater Golf Cart with Bay, Lake & Golf View Home

Esmeralda at Destin Pointe Resort

An aerial view captures a two-story home with a spacious backyard. A private heated saltwater pool is surrounded by lounge chairs, sun loungers, and a covered area. The evening sun casts a warm glow over the tranquil setting.

4.98 out of 5 average rating, 128 reviews

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

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

Condo rentals with a pool

The living area features a blue sofa accompanied by patterned throw pillows and a light beige accent chair. A modern light fixture hangs from the ceiling, and large sliding doors offer a view of the Gulf. A glass dining table with decorative elements sits centrally in the room.

4.79 out of 5 average rating, 246 reviews

Spectacular Views, Oceanfront Condo, Renovated!

Condo in Santa Rosa Beach

A bright and airy living space features a comfortable sofa with decorative pillows. A staircase leads to a loft area, while woven pendant lights hang above a modern kitchen with sleek appliances and a breakfast counter. Tropical greenery adds a touch of nature.

4.98 out of 5 average rating, 189 reviews

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access

The living area features a comfortable seating arrangement with a light-colored sofa and patterned chairs, oriented towards a wooden coffee table. A large TV sits atop a neutral cabinet. Expansive glass doors open to a balcony overlooking the ocean, enhancing the inviting coastal decor.

4.89 out of 5 average rating, 132 reviews

Pelican Beach 16th floor 2 bedroom -on the beach-

An inviting view from inside the condo showcases a private balcony with teal seating. The expansive glass doors lead to stunning views of the Gulf, where soft waves meet the shore, creating a serene backdrop for relaxation.

4.96 out of 5 average rating, 181 reviews

Oceanfront 2BR Majestic Sun -Seascape Golf Resort

A wooden boardwalk leads towards the beach, framed by a pergola overhead. Soft sand and gentle blue waves can be seen ahead, with several beach umbrellas dotting the shoreline. The open sky above reveals a mix of clouds and sunlight, creating a serene coastal view.

4.85 out of 5 average rating, 100 reviews

Private Beach access POOL pets Yes No Stairs

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, 142 reviews

High-End Beachfront Condo w/Breathtaking Gulf View

A tranquil beachfront scene is presented, showcasing a stretch of soft white sand dotted with colorful beach umbrellas. The turquoise waves gently lap at the shore under a clear blue sky, creating a relaxing coastal atmosphere.

4.97 out of 5 average rating, 175 reviews

Vibrant fun condo. Steps to new beach/ heated pool

Condo in Fort Walton Beach

A panoramic view captures the lagoon-style pool surrounded by lush greenery and palm trees. The sparkling water reflects the vibrant blue sky, showcasing the serene waterfront and distant boats that can be seen along the coastline.

4.78 out of 5 average rating, 276 reviews

Waterfront Condo *w/pool access*

Other holiday rentals with a pool

Upscale 30A Home - King Beds/Golf Cart/Pool/Bikes

5 out of 5 average rating, 5 reviews

Beachside Ground‑Floor Getaway with Pool

Resort Pool Retreat Near 30A Beach Accesses

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, 46 reviews

Resort Condo Pools Ocean View Hot Tub Splashpad

4.98 out of 5 average rating, 50 reviews

An outdoor patio area is visible, featuring a circular table and several chairs. The scene includes a grassy expanse leading to the beach, where lounge chairs and umbrellas can be seen along the shoreline under a clear blue sky.

Apartment in Destin

50 seconds to the Water

5 out of 5 average rating, 3 reviews

Splash in Private Pool, Bikes, Pets, Walk 2 Beach

Emerald Coast Gem • Rooftop Views • Pvt Beach