
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.

Bay, Lake & Golf View Home with 6-Seater Golf Cart
• 2 Bed/2 Bath/Sleeps 8! (1 King, 1 King, 2 Queen Sleeper Sofas) • Includes 6-Person Golf Cart! • Stunning Bay/Lake/Golf Course Views! • Beautiful Upgrades Make You Want to Stay Forever! • Access to 2 Seasonally Heated Pools! • Located on the Beautiful Sandestin® Golf & Beach Resort! • Washer/Dryer, Cable, and WiFi Included! • Minutes to the Private Beach Access via Golf Cart! Rental and golf cart agreement must be signed within 5 days of booking. Must be 25+ to book & present for stay

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!

Pet Friendly 30A Heated Pool Ocean View Beach 0.10
SEARENITY is a 3 Bed/ 3 FULL bath single family home located on 30A in Old Seacrest. Enjoy beautiful ocean views and a 3 min/ 0.1 walk (map quest walking) to a quiet, gorgeous beach. Our PUBLIC Beach access is RARE. There is NO PARKING so it is always quieter than any other access points. All beach necessities provided. Secluded back yard with outdoor kitchen and private salt water pool (Heated off season). Well equipped kitchen with coffee bar/regular bar. Balcony with ocean views and sunsets.

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!

Beach Paradise - Ocean View - Bonus Beach Service
Beach Service for daily set-up of umbrella & 2 chairs included. Available 3/1/26-11/30/26. Discounts for restricted balcony for construction until January 7th. New bathroom renovation complete. Enjoy the gorgeous ocean view in this spectacular 2 bedrooms + 2 full bathrooms condo (972 sqft). Steps from the private beach. Ranked as one of Destin's Top Resorts. Lagoon pool, ocean-front heated pool, gas grills, work-out room, tiki-bar, gated resort, free parking, WiFi, and 24-hr security.

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.

Lost Key Paradise - Luxe Cottage with Gulf View
Stunning spacious townhome, just a short walk to the soft and white sandy beach and emerald green waters of the Perdido Key island. It's located in the Lost Key Golf and Beach Resort. This is a hidden gem of the Florida panhandle for a serene beach getaway with best amenities, a Championship 18-hole Arnold Palmer golf course, lighted tennis courts, two resort style pools, hot spa, fitness center, and a Beach Club with complimentary beach chairs and private beachfront access!

#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.

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.
Popular amenities for Crestview rentals with a pool
House rentals with a pool

30A Beach Villa-Steps to PrivateBeach! Dogs,Bikes

Perry Cottage * POOL*Historic Charm*Dog Friendly

Santa Rosa Beach Canopy House with heated pool

Fun, sun, sand, and rest. Enjoy your stay with us.

Sugar Sand Cottage at Destin Pointe

The Mill House: Newly Installed Above Ground Pool!

Private Pool - Golf Cart - Block to Beach - Destin

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.
Condo rentals with a pool

Gulf View Studio condo Fort Walton Beach

Spacious, elegant, beachfront, w/office

Incredible View | On Beachside | Free Parking

NEW 1 Bdrm King Condo | Balcony | Baby Gear | Pool

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade

Lovely beach-front condo with free beach setup.

Beachfront Condo With Pool & Resort Amenities

1/1.5 Gulf View Condo Ariel Dunes 2 Beachfront
Other holiday rentals with a pool

Summer breeze house beach view

Newly Remodeled 1 BR/1BA with Private Entrance

Sandy Toes and Tiki Flows

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

Rainbow Land Carriage House

The Firefly Poolside Cottage close to all of 30A

Private Pool, Steps to the beach, Golf cart

Cozy Poolside Escape
Quick stats about holiday rentals with a pool in Crestview

Nightly prices starting at
Crestview holiday rentals start at $190 NZD per night before taxes and fees

Verified guest reviews
Over 80 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Crestview rentals

4.8 Average rating
Crestview stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Rentals with pools Okaloosa County
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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
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Raven Golf Club
- The Track - Destin
- Walton Dunes Beach Access
- Fred Gannon Rocky Bayou State Park
- Camp Helen State Park
- Pensacola Dog Beach West
- Gulf Breeze Zoo
- Wayside Park, Okaloosa Island
- Seacrest Beach
- Eglin Matterhorn Beach Access Point
- Osceola Municipal Golf Course




