
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.

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!

Waterfront cozy condo with king bed & resort pool
Welcome to The Salty Pirate, your waterfront vacation paradise! Kick back & relax in our calm, stylish condo featuring a king size bed, luxury bathroom & kitchenette. Relax in bed, enjoy the boats cruise by or watch the 65 inch TV. The waterfront balcony entices you to read & relax. Enjoy the resort style pool or reserve the 2-seater kayak (when available) provided for you to explore the waterway. Downtown restaurants & bars are walking distance & the white sugar sand beaches are 2 miles away!

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.

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

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!

Pool Retreat Near Destin Beach
Welcome to Our Happy Place! Just 5 miles (about a 10-minute drive) to the beach, this recently renovated, single-story home is your perfect getaway. Thoughtfully designed for comfort and convenience, it offers a spacious, relaxing retreat for families, couples, or small groups looking to unwind and enjoy the area. Whether you’re planning beach days, quiet evenings by the pool, or simply a comfortable place to recharge, this home has everything you need for a memorable stay.

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!

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.

CostaVista-Sandestin®: Steps to Beach/Gulf Views!
CostaVista™ by Epiqhost is a luxury beachfront 2BR/2BA condo at Sandestin® Golf and Beach Resort featuring private deeded beach access, stunning Gulf views, and modern coastal décor. Relax on your private balcony overlooking the emerald waters or enjoy the heated pool, hot tub, and fitness center. Includes tram passes, free parking, beach towels, and (4) backpack beach chairs—perfect for families, couples, or small groups.
Popular amenities for Crestview rentals with a pool
House rentals with a pool

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

Golf cart included /walk 2 beach/*pet friendly!

Oceanview | Pool | Private Beach | Golf Cart

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

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

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

Soundside Paradise

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

Waterfront Studio • Santa Rosa Sound • Sunsets

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

Just For You Ft Walton Beach (elevator access)

DestinWest Pelican Bayside, Lazy River, Hot Tub.

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

Crystal by the Sea- Golf cart included!

Lovely beach-front condo with free beach setup.

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

Spacious Gem: Sleeps 14, 4 Queens, 2 Fulls, Pool!

CASA BELLA, 4 bed/ 2 bath 8 min from Beach w/ POOL

Rainbow Land Carriage House

* The Dock Condo * Waterfront zen in Bluewater

Downtown Bliss

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

Gorgeous 5 bedroom home w/ pool. No cleaning fee!

Meant to Bee Farm
Quick stats about holiday rentals with a pool in Crestview

Nightly prices starting at
Crestview holiday rentals start at ₹9,284 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
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- Rentals with pools Okaloosa County
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Pensacola Beach
- Opal Beach
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- Village of Baytowne Wharf
- Henderson Beach State Park
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- The Track - Destin
- HarborWalk Village
- Topsail Hill Preserve State Park
- The Boardwalk on Okaloosa Island
- Destiny East
- Jade East Towers
- Morrison Springs
- Pensacola Bay Center
- Pensacola Beach Boardwalk
- Point Washington State Forest
- Pensacola Beach Gulf Pier




