
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.

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!

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

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!!

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.

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.

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.

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.

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.

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.

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!

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.

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
House rentals with a pool

Destin Retreat: Oceanview Poolside Luxury Condo

Beachie-Private Pool!

East Bay Hideaway — A Private Waterfront Escape

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

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

#2 4BR HUGE PET Friendly Home Away from Snow!

Gulf Bliss: 5MinWalkToBeach,Pool+Yard, Shops +Eats

Sandestin Golf Cart Heated Pool Putting Green
Condo rentals with a pool

Steps to the beach! Heated pool, Courts, hot tub

The Merry Whale on The Emerald Coast

Destin West V409 Cozy Beach Getaway 7Amazing Pools

Beach Haven l Beautiful Lagoon Pool & Ocean View

CostaVista-Sandestin®: Steps to Beach/Gulf Views!

Ocean Front - Beautifully Renovated - Pool!

Surfside Resort 407, Miramar Beach, FL!

Waterfront studio on the sound - Pirates Bay a211
Other vacation rentals with a pool

Seaside getaway !

Bay Views, Pools & Sauna! Steps from the Beach!

101 Blue @Crystal Beach Caribbean Dunes 101

"SeaGlass" - Oceanfront with expansive balcony.

Cozy Ranch House/Screened in Pool/ 3BD

*NEW*Destin West Heron PH05 ~ Renovated Penthouse

Beachfront - "Weekend At Benny's"

Prime 30A Location/Pool/ 150 Feet To Beach/Wi-Fi
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!
Destinations to explore
- Florida Panhandle Vacation rentals
- Atlanta Vacation rentals
- New Orleans Vacation rentals
- Panama City Beach Vacation rentals
- Destin Vacation rentals
- Jacksonville Vacation rentals
- Gulf Shores Vacation rentals
- Orange Beach Vacation rentals
- Miramar Beach Vacation rentals
- Clearwater Vacation rentals
- Pensacola Vacation rentals
- Birmingham Vacation rentals
- Pet-friendly rentals Crestview
- Family-friendly rentals Crestview
- House rentals Crestview
- Rentals with a washer and dryer Crestview
- Rentals with outdoor seating Crestview
- Rentals with a fire pit Crestview
- Cottage rentals Crestview
- Rentals with a patio Crestview
- Rentals with pools Okaloosa County
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Pensacola Beach
- Opal Beach
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- Henderson Beach State Park
- The Track - Destin
- Village of Baytowne Wharf
- Topsail Hill Preserve State Park
- HarborWalk Village
- The Boardwalk on Okaloosa Island
- Destiny East
- Jade East Towers
- Point Washington State Forest
- Pensacola Bay Center
- Pensacola Beach Boardwalk
- Shaggy's Pensacola Beach
- Morrison Springs




