
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.

East Bay Getaway - Studio with Pool & Hot Tub
Welcome to East Bay Getaway, a private studio nestled in the woods. This clean and comfortable room with private entrance is a MIL suite attached to your host's home, on more than an acre. It features a kitchenette (no stove), high-speed WiFi, 32" smart TV, and dedicated HVAC system. Plenty of outdoor space, with a large pool and hot tub in the shared, privacy fenced backyard. A bike/walk path is directly across the street, which goes for miles either direction. 3- burner BBQ grill - NEW for 25!

Amazing View Beach Front Condo
2-bedroom, 2-bath unit is located on 4th floor of Island Princess condominium with amazing unobstructed views of ocean from living room and bedroom balcony. Free parking (Assigned covered parking) You can enjoy FREE BEACH SERVICE (2 chairs & 1 umbrella set up for you on the beach). Beach Service runs from Mar 1, through Oct 31st • 2 Queen beds, 1 Queen sleeper sofa, 1 Bunk (Total occupancy 7) . Fully equipped kitchen • Washer and Dryer • FREE Wi-Fi & Cable TV • Pool & Hot tub • Fitness center

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.

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.

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

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 waterfront deck. This lovely beach house offers one queen bed in the bedroom, 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 Smart TV

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A
This is your 30A Florida escape, where relaxation meets adventure and every amenity imaginable. Guests rave about our extras! This pet friendly home has a fenced-in backyard, private pool (heated upon request), smart TVs with streaming apps, games room, sports gear (rackets, bicycles, and more)—perfect for families. Minutes from Sandestin Miramar Beach, Santa Rosa Golf Club, you're close to the area's top beaches, dining, world-class golf courses, and scenic trails. All that’s missing is you.

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.

#1 4BR HUGE PET Friendly Home Away from Snow!
Modern house w/ 2 master bedroom suites with own bathroom and 2 additional rooms sharing a bathroom. Welcome to the emerald coast paradise! You have the best of both worlds, Okaloosa island and the night life are only less than 3 miles away, the beautiful sugar sand beaches are only couple miles away, and you have your own pool (non-heated) in the backyard if you just want to relax and get your tan on! Shopping outlets are near by! Great restaurants around to choose from!

Serene Waterfront Studio Fort Walton Beach Condo
Step inside and you'll find a bright and airy living space with a plush queen-size bed, comfortable seating area, and a flat-screen TV with cable. The kitchenette is equipped with everything you need to whip up a quick meal, including a mini fridge, microwave, and coffee maker. With the beach just a drive away, you'll have plenty of opportunities to soak up the Florida sun and enjoy the Gulf Coast's famous white-sand beaches.
Popular amenities for Crestview rentals with a pool
House rentals with a pool

The Palm Oasis | Heated Pool • Hot Tub • Beach

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

The Witch & Pirate | Pool | Pub | BBQ | Unwind!

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

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

Enticing 3-Bedroom Home w/pool

North End Retreat | 3 Bed 2 Bath

The Charleston Experience-Free PoolHeat N GolfCart
Condo rentals with a pool

The Merry Whale on The Emerald Coast

Waterfront Studio • Santa Rosa Sound • Sunsets

"Sweet & Salty" @ Sandestin’s® Baytowne Wharf

Beachfront Bliss: Walk to Dine & Play on Sands

707 | with in-unit Washer/Dryer & walk-in shower

Cozy Studio on 30A between Rosemary and Alys Beach

The Lovers’ Escape 229

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade
Other holiday rentals with a pool

Beachside Ground‑Floor Getaway with Pool

Rainbow Land Carriage House

* The Dock Condo * Waterfront zen in Bluewater

Cozy Ranch House/Screened in Pool/ 3BD

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

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

Gorgeous 2BR With Panoramic Water Views

Beautiful 1-bedroom Condo
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 $102 NZD per night before taxes and fees

Verified guest reviews
Over 160 verified reviews to help you choose

Wi-Fi availability
10 of Crestview holiday rentals include Wi-Fi 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!
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- Rentals with a washing machine and dryer Crestview
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- Rentals with pools Okaloosa County
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- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Pensacola Beach
- Seacrest Beach
- Opal Beach
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Village of Baytowne Wharf
- Gulf Breeze Zoo
- Henderson Beach State Park
- HarborWalk Village
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- Topsail Hill Preserve State Park
- The Boardwalk on Okaloosa Island
- The Track - Destin
- Fort Walton Beach Landing
- Morrison Springs
- Destiny East
- Jade East Towers
- Pensacola Beach Boardwalk
- Pensacola Dog Beach West





