
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.

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.

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!!

Upgraded Studio on the Water, come relax!
Experience Mother Nature's artwork from sunrise to sunset when you live on Choctawhatchee Bay at Bayside #309! This unit is cute, cozy, and upgraded it has everything you need for a weekend get away in the beautiful community of Bluewater Bay. You are 10-15 mins from Destin without all the traffic and hustle. If you stay within the community there are many amenities in Bluewater within 5 minutes. Relax, open a glass of wine and sit out on your baloney with amazing water views and landscapes.

1.5 mi to Beach-New Pool! Smart home-Modern Decor!
Joey’s place is a beautiful home in Navarre, Florida, less than 1.5 miles to the beach with a newly added pool (not heated) in June 2024! You'll have the home to yourselves (office & master closet locked). Close to restaurants and shopping, modern décor, smart home, garage parking. Pool added in June 2024. Extended Patio added in September 2024, 8 ft privacy fence added in December 2024. Landscaping being added Spring into Summer 2025. Mural painting on fence surrounding pool Summer-Fall 2025

Amazing- 2BR 2BA 3bed | Pools- GEM-Steps to Beach!
Walk to the Beach at Sunset or Sunrise Every Day! 2 pools, indoor pool & outdoor pool next to the White Sand Beach Access, BBQ Area, elevator & fitness room amenity. Come and enjoy Fun & Sun at our condo by the beach! Gorgeous 2 Br 2 Ba condo is an amazingly nice & quiet like open air community on 2nd floor/elevator, balcony view looks over the neighboring county beach access and down the shoreline PERFECT for those summer fun & sunsets! Morning /Afternoon Walk on the 2 miles Santa Rosa Blvd.

Waterfront Studio • Santa Rosa Sound • Sunsets
Enjoy breathtaking views of the Santa Rosa Sound and marina from your private top-floor balcony in this waterfront studio. Whether you're sipping coffee at sunrise or watching vibrant sunsets each evening, this spot delivers unforgettable costal charm in a quiet, peaceful setting. Perfect for couples or solo travelers, the studio features a full bath with tile shower, well-equipped kitchenette and sparkling pool. Gulf beaches are a just a short drive away. Free parking and easy self check-in.

Fun, sun, sand, and rest. Enjoy your stay with us.
When you stay at this centrally-located place, your family will be close to everything. The home is ranch-style and located on the canal in a fast-growing beachy community. Minimum stairs if you walk down to the canal. Take advantage of the local golf course which is minutes from the home. Enjoy the beautiful weather, shopping, and the local beaches (Navarre, Pensacola, and Destin) then come home to relax in your home away from home. We do not host parties or special events. Non smoking home.

Waterfront, beach, dock - your Salty Air Retreat!
Embrace island living in our little corner of paradise! This beautiful, family friendly home offers you the ultimate getaway with the clear, calm waters of the Sound right outside your door and the emerald green waters of the Gulf across the street. Swim, fish, and paddle board from your own backyard. Or just enjoy the view from your hammock as your kids build sandcastles on the private white sandy beach. Discover for yourself why Navarre Beach has been named "Florida's Most Relaxing Place"!

Lagoon Pool-side~Tram Included~Steps to the Beach
Welcome to Paradise! Located on the ground floor of Luau II, in Sandestin Golf and Beach Resort® this POOLSIDE unit offers stunning views of the award winning 4300 sq. ft. Lagoon pool with swim-under waterfall. Upscale coastal decor and equipped with 65" smart TV's in the living area and bedroom. Just steps from the beach and minutes to restaurants, shopping, golf, tennis, and other attractions including Baytowne Wharf. Convenient Tram service included. Your home in Paradise awaits!

Pensacola Gem! Airbnb's Favorite Home! TOP 10%!
Welcome to your quiet Pensacola getaway! The perfect home base for beach days, Blue Angels excitement, and relaxing evenings. Located in a peaceful neighborhood just minutes from Pensacola Beach, NAS Pensacola, and downtown, this clean and comfortable home is ideal for families, couples, military visitors, and longer winter stays. Whether you’re here for the sugar-white beaches, aviation events, or a laid-back escape, this home offers space, convenience, and comfort without the crowds.

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.

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.
Popular amenities for Crestview rentals with a pool
House rentals with a pool

Divine Beach Living at 'On Beach Time'

Historic Pool Cottage! Dog Friendly

Endless Summer pool home and guesthouse, sleeps 13

Sugar Sand Cottage at Destin Pointe

East Bay Hideaway — A Private Waterfront Escape

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

Emerald Coast Retreat Near Destin

Luxury 30A Cottage w/ Private Pool and Golf Cart
Condo rentals with a pool

Direct Beach Views, Pool, Chairs & Balcony Bliss

Best little secret in the heart of 30A!

Beachfront Bliss: Walk to Dine & Play on Sands

Gulf Front Gem:Granite, Beach Service, New Sleeper

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

Mango #402

9h, Rhythm & Waves Retreat

Waterfront Condo *w/pool access*
Other vacation rentals with a pool

Destin Emerald Grande-Pools, Ferry, BEACH & Shops!

SunKissed Cottage *Solar Heated Pool "

Charming Destin Home | Yard, Pool & Beach Access

Escape to Paradise

EscapetoWaterscape Lazy River, king bed+bunks

Mermaid Landing

Lazy River Bliss @ Destin West — 1 BR + Bunk Room

Sandpiper Cove Unit 4139 Your Destin Beach Getaway
Quick stats about vacation rentals with a pool in Crestview

Nightly prices starting at
Crestview vacation rentals start at R1,634 ZAR 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
- Birmingham Vacation rentals
- Pensacola Vacation rentals
- Pet-friendly rentals Crestview
- Rentals with a patio Crestview
- Rentals with a fire pit Crestview
- Rentals with a washer and dryer Crestview
- Family-friendly rentals Crestview
- House rentals Crestview
- Rentals with outdoor seating Crestview
- Cottage rentals Crestview
- Rentals with pools Okaloosa County
- Rentals with pools Florida
- Rentals with pools United States
- Crab Island
- Destin Beach
- Destin Harbor Boardwalk
- Opal Beach
- Pensacola Beach
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- Gulfarium Marine Adventure Park
- Camp Helen State Park
- The Track - Destin
- Village of Baytowne Wharf
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Topsail Hill Preserve State Park
- HarborWalk Village
- Jade East Towers
- Pensacola Beach Boardwalk
- Point Washington State Forest
- Pensacola Bay Center
- Destiny East
- Shaggy's Pensacola Beach
- Pensacola Museum of Art




