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Vacation rentals with a pool in Crestview

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Crestview

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

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Top guest favorite
Townhouse in Destin
4.98 out of 5 average rating, 132 reviews

Waterview Villa/ Pool/ 3 Min to beach/ 2 King Beds

Nestled in the heart of Destin, FL, this upper-level 2-bedroom, 2-bathroom duplex is the perfect retreat. Wake up to serene private lake view from your balcony and enjoy the convenience of being just steps from the pristine white sand beach. Each bedroom features a plush king bed, 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
A bright and airy room features large glass sliding doors that open to a private balcony with an ocean view. The space includes a spacious bed adorned with a patterned blue coverlet and a cozy loveseat, with a TV mounted on the wall.
Condo in Fort Walton Beach
4.95 out of 5 average rating, 207 reviews

GULF FRONT TopFloor Amazing VIEW Directly On Beach

Cozy oasis with a view that takes your breath away! You'll enjoy relaxing on the private balcony overlooking the ocean. King bed and twin pullout loveseat. Beautifully renovated kitchen and bath. Fully stocked kitchenette with granite countertops. The full sized refrigerator is a special perk in this Luxury Honeymoon suite. Charming coastal accents throughout. Special attention has been given to this unit to ensure everything is top notch with professional upgrades. Waves roll in, cares roll out

Top guest favorite
Condo in Santa Rosa Island
4.98 out of 5 average rating, 120 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!!

Top guest favorite
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.
Condo in Destin
5 out of 5 average rating, 108 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.

Top guest favorite
A serene pool area is framed by lush tropical plants and flowering hibiscus. A lounge chair is positioned by the inviting blue water, surrounded by vibrant greenery and palm trees, offering a tranquil outdoor space for relaxation.
Home in Pensacola Beach
4.93 out of 5 average rating, 135 reviews

Backyard Oasis Family friendly Pensacola Beach, FL

Welcome to Paradise w/ POOL. Kid friendly. Now that we have rented out our home there are two main things to note: 1) we live upstairs and you will hear our kids footsteps. (7-8am). No complaints about voices. 2) our pool is Not heated. Enjoy sound side beach access RIGHT across the street! Best sunsets on the beach! Gulf of Mexico is 5 blocks away. Private lanai with grill and pool access. Enter underneath the stairwell into your unique private 2 bedroom 1 bath suite. Keypad on door.

Top guest favorite
Palm trees frame the view, which showcases a waterfront area with a private dock extending into the intercoastal waterway. Nearby, boats are moored at multiple docks, with buildings visible in the background. A grassy area leads to the water's edge.
Condo in Fort Walton Beach
4.97 out of 5 average rating, 333 reviews

Just For You Ft Walton Beach (elevator access)

Free parking. elevator access, Aquamarine w/white décor. tile floors. studio with 1 queen bed, 2 smart TVs, intercoastal waterway view, off-street parking, 24-hour security, swimming pool, picnic/bbq area, cable TV, wifi, full bath, fully-equipped kitchen, microwave, convection oven. Balcony for viewing waterfront. Viewing area for sunset. No pets allowed. No service animals allowed due to guests' allergies which can cause physical reactions. NO CAMERAS ANYWHERE INSIDE THE CONDO.

Top guest favorite
A shaded patio area features a picnic table and several lounge chairs arranged around a blue in-ground pool. A privacy fence surrounds the yard, while a pink umbrella is seen towards the back. A wooden deck is visible in the background.
Home in Crestview
5 out of 5 average rating, 15 reviews

PrivatePool/Oasis/WholeHouse/nearBeachesDestinFWB

Conveniently located in North Crestview, our home provides a perfect base for all that Northwest Florida has to offer. From beaches to rivers to the refreshing pool & huge backyard, your vacation options are endless! The neighborhood is peaceful and quiet. It’s a perfect place to enjoy a long walk or run, lounge by the pool (with excellent privacy fence!), grill out for dinner, or use as a home base to explore the area. We are conveniently located less than 40miles from Destin beaches.

Guest favorite
The living area features a light-colored sofa and a patterned armchair, positioned around a glass coffee table. Large sliding doors reveal direct views of the beach, allowing natural light to brighten the space. A flat-screen TV is situated on a media console across from the seating.
Condo in Destin
4.94 out of 5 average rating, 108 reviews

Beachfront at Pelican Beach, Stunning Ocean View

Pelican Beach Resort 306 - 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.

Top guest favorite
A light blue bedroom features a spacious bed dressed in a colorfully patterned quilt. Accents include two bedside tables with lamps, a stylish chair, and a window that allows natural light to brighten the space. Decorative beach-themed art complements the serene atmosphere.
Condo in Santa Rosa Island
4.96 out of 5 average rating, 127 reviews

Retreat by the Sea at Seacrest Condo

Welcome to Retreat by the Sea. This studio is at Seacrest Condominiums located directly on the beach on beautiful Okaloosa Island in Fort Walton Beach six miles from Destin. Relax on the balcony and enjoy the beautiful views of the Gulf and amazing sunrises and sunsets. You have direct access to the beach and all the amenities that the condo has to offer including indoor/outdoor pool, gym and bbq area. This amazing studio also has a kitchenette, mini-refrigerator and private laundry.

Guest favorite
An open-concept studio features a spacious bed with a textured white coverlet. A seating area with a sofa is visible, alongside a kitchen equipped with modern appliances. Sliding glass doors lead to a balcony, providing natural light and a view of lush greenery.
Condo in The Village of Baytowne Wharf
4.91 out of 5 average rating, 104 reviews

Pilot House Sandestin Studio @ Baytowne Wharf

Great for couples, small families, or group of friends, this tranquil studio condo located in Pilot House on the award winning Sandestin Golf and Beach Resort. Enjoy the variety of amenities this resort has to offer, or explore the shops and restaurants at the charming Village of Baytowne Wharf just steps away. And of course, for a day of fun and sun at the beautiful emerald coast private beach, hop on the tram just outside the front door of the Pilot House building!

Superhost
A bright living and dining area is visible, featuring a large table with a marble top surrounded by white chairs. Large glass windows provide expansive views of the Gulf and beach, while comfortable seating is arranged near a wall-mounted television.
Condo in Destin
4.9 out of 5 average rating, 158 reviews

2B/2BA Beachfront Corner, Gulf Views East & South

West side of the resort is going through a renovation project until May-2026. Our unit is on the East corner with least impact. Some amenities will be impacted. 12th-floor 2Br/2B/WD corner unit. Panoramic Gulf views east and south from the living room, and stunning beach views from the master bedroom! Fully renovated, professionally decorated in a coastal theme, and fully stocked for comfort. True beachfront building—no streets to cross.

Top guest favorite
A wooden boardwalk leads through gentle dunes toward the beach, framed by tall grasses. The open sky reflects soft clouds, while the turquoise waves meet the shore in the distance, creating a peaceful connection between the land and sea.
Condo in Pensacola Beach
4.96 out of 5 average rating, 139 reviews

2/1.5 Seahorse Hideaway Condo

Only a seashell's throw away from the sugar white sands of Pensacola Beach, this is a newly renovated (post 2021 hurricane seasons) seaside getaway. Clean, cozy, and fully furnished we want you to make this your home away from home to get away from the bustle of the world. Unless you like that sort of thing, then the Pensacola Beach Trolley will happily whisk you into the surfing, shopping, and nightlife at the heart of the beach.

Popular amenities for Crestview rentals with a pool

Quick stats about vacation rentals with a pool in Crestview

  • Nightly prices starting at

    Crestview vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

  • Verified guest reviews

    Over 130 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Crestview rentals

  • 4.9 Average rating

    Crestview stays are highly rated by guests—averaging 4.9 out of 5!