
Holiday 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.

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!!

East Bay Hideaway — A Private Waterfront Escape
Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

1004 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 1004—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 10th 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.

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.

Beachfront 8th Fl. 1 BR at Pelican, Stunning Views
Completely renovated 8th floor condo right on the beach with unobstructed views of the Gulf and the beach. Located in the heart of Destin in popular Pelican Beach Resort, you will enjoy the private beach, multiple outdoor pools, an indoor pool, hottubs and more. Our beachfront condo has been professionally renovated with brand new cabinets, AC, floors, appliances, furniture, kitchen and more. All mattresses are brand new, cool-gel memory foam for a cool night's sleep. Fully stacked kitchen.

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access
Step into The Hideaway At Palms North and immerse yourself in this sun-filled airy space with vaulted ceilings and a modern, coastal chic interior. Our recently renovated beach condo offers an inviting place to unwind after a day spent soaking up the sun on 30A's iconic white sand beaches. Whether you're here on a honeymoon or bringing the kids along, The Hideaway's private beach access, desirable location, amenities, and thoughtful design touches are sure to make your vacation memorable.

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.

Small Waves-30A beachhouse w golf cart/neighb pool
Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

Renovated Beachfront Condo with Sensational Views!
RENOVATED! Our family vacation condo is at the 17th floor of Pelican Beach Resort, a sought after resort in Destin, FL with its central location and amenities. Pools, hot tub, gym, sauna, Tiki bar, tennis courts. You can enjoy the amazing views of emerald ocean and endless beaches of Destin while having your favorite drinks at its private balcony. Our condo is freshly painted and has upgraded furniture, new sleeper sofa, dining set, bar stools, all mattresses replaced.

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.

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!

Coastal townhouse w/ patio & resort pool
Settle into easy coastal living at this relaxed Miramar Beach townhouse - perfect for beach days, pool afternoons, and cozy evenings by the fire table. - Sleeps 6 | 2 bedrooms | 3 beds | 2.5 baths - Pool access & private patio w/ fire table - 6-seater golf cart & beach essentials included - BBQ grill, outdoor dining area & balcony - Fully equipped kitchen, Wifi, TV & Washer/dryer - Self check-in, dedicated workspace & Pack 'n play/Travel crib
Popular amenities for Crestview rentals with a pool
House rentals with a pool

The Happy Angler

Private Pool Oasis • 4BR Near Okaloosa Island

Esmeralda at Destin Pointe Resort

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

New Luxury 4BR in heart of Seacrest Rosemary Alys

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!

Good times & tan lines! Only 5 miles to the beach!

North End Retreat | 3BR Pool Villa | Near Springs
Apartment rentals with a pool

Soleil Studio on 30A btwn Rosemary & Alys Bch

100 ft to sand, Corner unit, Hot Tub, Garden view

🏝 Penthouse Ocean View • Private Beach Access 🏝

Luau 1BR | Gulf & Lagoon Views • Walk to Beach

Welcome To Florida's Hidden Gem!

Modern Seagrove studio steps from the beach

Escape to 30A & the beach! Heated pool! Gulf view!

Light&Airy ON Beach | GolfCart*| OceanView | Pool
Other holiday rentals with a pool

Pensacola’s Paradise | Pool + Jacuzzi + Game Room

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

New! Walk to Beach -Golf Cart -Pool -Fully Updated

Stunning Remodel, Gorgeous Gulf Views, Private Bea

3BR Miramar Beach Stunner Just Steps to the Beach!

Meant to Bee Farm

Private Pool + Golf Cart | 1,000 Ft to Sand | 30A

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN
Quick stats about holiday rentals with a pool in Crestview

Total holiday rentals
Explore 10 holiday rentals in Crestview

Nightly prices starting at
Crestview holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 160 verified reviews to help you choose

Wifi availability
10 of Crestview holiday rentals include wifi access

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 Holiday rentals
- Atlanta Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Jacksonville Holiday rentals
- Orange Beach Holiday rentals
- Miramar Beach Holiday rentals
- Clearwater Holiday rentals
- Pensacola Holiday rentals
- Rosemary Beach Holiday rentals
- Rentals with a patio Crestview
- Rentals with a firepit Crestview
- Pet-friendly rentals Crestview
- House rentals Crestview
- Family-friendly rentals Crestview
- Rentals with a washing machine and dryer Crestview
- Rentals with outdoor seating Crestview
- Cottage rentals Crestview
- Rentals with pools Okaloosa County
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Pensacola Beach
- Destin Harbor Boardwalk
- Seacrest Beach
- Opal Beach
- Navarre Beach Fishing Pier
- Village of Baytowne Wharf
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- HarborWalk Village
- Fort Walton Beach Landing
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Camp Helen State Park
- Topsail Hill Preserve State Park
- Gulfarium Marine Adventure Park
- The Track - Destin
- Jade East Towers
- Morrison Springs
- Destiny East
- Dune Allen Beach Access
- Pensacola Bay Center





