
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.

2 BR Gulf View on private beach-Nov/Dec $575/week
**Nov/Dec - $575/weekly rate (minus fees and taxes) not holidays. ** **Jetty East is replacing the stairwell starting mid-Oct, expected to last until Spring.** Begin your vacation at this 2-bed and 1-bath that sleeps 6 guests located on 5th floor. We are located directly on the private beach with views of jetties, harbor, and the Gulf. Centrally located in the heart of Destin near restaurants, shopping and events before retreating to your condo to unwind on the balcony while enjoying the view

The Pine House Pace, FL
Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

Luxury Townhouse in Santa Rosa Beach - The Zen Pad
Top Reasons to Book this 30A Luxury Townhome: * Few minute walk to the beach access point: Directly across 30A * Beautifully renovated in 2024 * Spacious and Peaceful * 3 Balconies * 2 Pools, Tennis / Pickle Ball Courts, Fishing Ponds, BBQ area, etc. * 25+ miles of hiking trails just steps away * Perfectly located near the beach, trails, shopping, grocery, dining, & more! * Great for families or individuals * Fast Wifi for remote work or streaming * Voted as Guest Favorite AIRBNB!

$0 clean fee! Beachside/pool view/king bed/jacuzzi
Perfect little place for couples or small families to get some R&R. This condo has a poolside view in a lovely little complex, and is just one building back from the beach - steps from paradise! The Gulf boasts some of the most beautiful beaches in the world, and this is the perfect location tucked away from the busy crowds but still close to restaurants, activities, live music, national parks, and a world class spa. The condo is well-equipped and recently updated in October 2022. Come enjoy!

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.

Cozy Soundside Condo - WataView2!
Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

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!

Private entrance /hotel Vacation unit
Block off between 2 sides . You have your own entrance. Perfectly placed for you to visit our Navarre Beach within a few minutes, also within an an hour or less you can visit Fort Walton Beach, Destin to the East and Orange Beach, Gulf Shores to the west. Don't forget Pensacola Beach is about 25 mins to the west! This room is setup just like a hotel room with a bedrooms a queen beds, microwave, toaster oven coffee maker refrigerator weber grill is available in the back porch a WiFi tv.

Luxury 30A Cottage w/ Private Pool and Golf Cart
A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

Tiny Home Pool View 25 Mins to Beacha
Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking in the backyard located just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.

Soundside Paradise
Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

Sleek & Sexy @ Sandestin Golf & Beach Resort
Newly remodeled pool & hot tub are now open!! TOP RATED 6th floor oceanfront studio at Sandestin Golf & Beach Resort's Beachside Two complex. Guests can enjoy dining, retail, entertainment, golf, tennis and other activities without leaving the gates of this 2400 acre resort on Florida's Emerald Coast. Sandestin Tram pass included. This property is highly ranked amongst Airbnb's Top 10% of homes based on ratings, reviews, and reliability.
Popular amenities for Crestview rentals with a pool
House rentals with a pool

Perry Cottage * POOL*Historic Charm*Dog Friendly

Santa Rosa Beach Canopy House with heated pool

Sugar Sand Cottage at Destin Pointe

The Mill House: Newly Installed Above Ground Pool!

New Interior | New Golf Cart | New Year| You?

Harbor Central Penthouse

Poolside Retreat, Hot Tub, 5 min to beach

North End Retreat | 3 Bed 2 Bath
Condo rentals with a pool

Majestic Sun A711*Remodeled*Golf Cart*Heated Pools

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

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

Gulf View Studio condo Fort Walton Beach

Upgraded Studio on the Water, come relax!

FlipFlopsOn II • 80 steps to the Beach • FL 30A

Great Stay on 30A - Studio in Seagrove

Updated KING 1 Bdrm Condo Balcony, Baby Gear, Pool
Other vacation rentals with a pool

Casa brezza estiva beach view

Newly Remodeled 1 BR/1BA with Private Entrance

* NEW * 3BR Pool & Hot Tub l 10 min to Beach

Rainbow Land Carriage House

Cozy Poolside Escape

Meant to Bee Farm

Waterfront Home-Dock, Pool, Kayaks, Dogs Welcome!

Bungalow (w/ pool and access to bayfront property)
Quick stats about vacation rentals with a pool in Crestview

Nightly prices starting at
Crestview vacation rentals start at ﺩ.ﺇ404 per night before taxes and fees

Verified guest reviews
Over 80 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Crestview rentals

4.8 Average rating
Crestview stays are highly rated by guests—averaging 4.8 out of 5!
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- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Princess Beach
- Navarre Beach Fishing Pier
- James Lee Beach
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Eglin Beach Park
- Raven Golf Club
- Walton Dunes Beach Access
- The Track - Destin
- Camp Helen State Park
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Gulf Breeze Zoo
- Wayside Park, Okaloosa Island
- Seacrest Beach
- Eglin Matterhorn Beach Access Point
- Osceola Municipal Golf Course




