
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.

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.

Waterview Villa/ Pool/ King Bed/Steps to the Beach
Escape to our beach villa, curated by an experienced superhost. Located in the heart of Destin, FL, this stunning bottom-floor unit offers 2 bedrooms and 2 baths. The master suite features a plush king bed, while the second bedroom includes full bunks. Enjoy breathtaking private lake views and easy access to the white sand beach just steps away. The villa boasts a full kitchen for home-cooked meals and access to a sparkling community pool. Comfort and Convenience await in this cozy beach getaway

Private Guest House on the Water | Boat Docks!
You’re invited to enjoy the breathtaking panoramic views as you start your day on our private 2nd floor waterfront deck. This lovely beach house offers 1 queen bd in the bdrm, a twin/full bunk bed, and the sofa in the living room is a pull-out queen bed. Full-size kitchen and dining area. Dock your boat in a private boat slip for a small daily fee. ✔ OMG Views ✯ Waterfront ✯ Private Beach ✯ Entire Place ✯ Boat Slips ✯ Trailer parking ✯ 2 Story Dock ✔ Dog friendly ✔ Full Kitchen ✔ 2 x SmartTV

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.

Upgraded 7th Flr Pelican Beach Resort-on the beach
Beautiful 7th-floor beachfront condo at Pelican Beach Resort with sweeping, unobstructed Gulf views from the living room, kitchen, dining area, and private balcony. Guests love the coastal charm and wood-look tile flooring throughout. Watch dolphins from the balcony in the morning and enjoy stunning sunsets in the evening. Features a fully updated kitchen, stylish furnishings, smart TVs with Netflix, high-speed Wi-Fi, and beach chairs with umbrella stored in the unit. A true guest favorite!

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.

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!

Cozy 2BR townhouse w/ patio & resort pool
Welcome to this relaxed Miramar Beach townhouse - your easy base for beach days, pool afternoons, and breezy coastal evenings. - 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 & Pack 'n play/Travel crib available
Popular amenities for Crestview rentals with a pool
House rentals with a pool

The Happy Angler

Poolside Family Retreat w/ Hot Tub & Game Room

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

Private Pool Oasis • 4BR Near Okaloosa Island

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

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

Relaxing Pool Retreat Near Beaches & Destin!

Huge Private Pool! Steps 2 Beach + Pet Friendly
Apartment rentals with a pool

🏝 Penthouse Ocean View • Private Beach Access 🏝

DestinWest Pelican Bayside, Lazy River, Hot Tub.

Upgraded Studio on the Water, come relax!

Incredible View | Pools | Hot Tub | Free Chairs

Gorgeous Gulf Front condo with amazing views!

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

Majestic Ocean Views, Oceanfront Condo, Renovated!

Escape to 30A & the beach! Heated pool! Gulf view!
Other holiday rentals with a pool

NEW 3B/2.5Ba Heated Saltwater Pool near 30A!

Stunning Remodel, Gorgeous Gulf Views, Private Bea

Relaxing 4BR Pool Home on Golf Course near Beach

* The Dock Condo * Waterfront zen in Bluewater

3BR Miramar Beach Stunner Just Steps to the Beach!

Aloft at Pirates Bay

Meant to Bee Farm

Salt Pool & Spa, Heat Opt, Cali King Bed, Beach 4M
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 ₹5,698 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
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- Pet-friendly rentals Crestview
- Cottage rentals Crestview
- Rentals with a firepit Crestview
- House rentals Crestview
- Rentals with outdoor seating Crestview
- Rentals with a patio Crestview
- Rentals with a washing machine and dryer Crestview
- Family-friendly rentals Crestview
- Rentals with pools Okaloosa County
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- 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
- Topsail Hill Preserve State Park
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- Jade East Towers
- The Track - Destin
- Morrison Springs
- Destiny East
- Dune Allen Beach Access
- Pensacola Bay Center
- Point Washington State Forest





