
Holiday rentals with a pool in Crestview
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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.

1bd/2ba condominium on the ground floor~ Right on
5-7 minute walk to the beach~fitness center and pool on property~10% off for golf cart rentals~ Walking distance to restaurants~ 2 beach backpack chairs provided~one beach wagon~2 beach towels Stay at ‘Happy Hour Hideaway’ & leave your worries behind! Located on infamous Highway 30a, you will love staying so close to the action while still enjoying the seclusion of this complex. This is a 1Bedroom + hallway bunks/ 2 bathroom condo, located on the first floor of the complex. For your conveni

1004 Oceanfront Pelican Beach Fab Loc Pools/HTubs
1 Bed 2 Bath (Sleeps 6) NO PETS! Non-Negotiable rates. Location! Easy access to attractions! Direct access on the beach without having to cross the street. Pelican Beach Resort 1004 is a newly renovated 1-bedroom condo with stunning Gulf of Mexico views from your private balcony, an open-concept living area, and comfortable sleeping accommodations for up to 6 guests The fully equipped kitchen is designed with a bar that overlooks the living area for entertaining or enjoying a casual meal.

THE PINE HOUSE *October Specials*
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!

Prime Beachfront Condo w/ Pool & Resort Amenities
Welcome to Pensacola Perch, an 8th floor beachfront condo where you will enjoy expansive views of Pensacola Beach–– a perfect vantage point for dolphin sightings & the Blue Angels Air Show. This 2BR/2BA condo is in the sought after Emerald Isle gated resort where guests can enjoy resort amenities such as direct beach access, 2 swimming pools, a hot tub, sauna, & beachfront fitness center. There’s also complimentary use of 2 chairs & an umbrella from La Dolce Vita all through March to October.

Free Chair Service-Beachfront 6th Floor
Beautiful sixth-floor balcony views of beachfront, barrier island chain, and sound area! Exceptionally convenient white-sands beach access and gorgeous emerald waters! Enjoy the indoor/outdoor pool and on-site gym. This beach condo is not only fantastically located on the quieter end of Okaloosa Island, but also comes with modern, coastal-themed furnishings. Access the Destin and Fort Walton Beach attractions only a few miles down the street. Includes free chairs and umbrella on the beach!

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.

Grand Sandestin 4th flr 1 b.room-Steps to Baytowne
Elegant 1BR retreat with 4th-floor views from large balcony, steps from the Village of Baytowne Wharf. Just a 5–10 min TRAM ride to Sandestin pristine private beaches. Features a king bed, queen sofa sleeper, full kitchen, in-unit washer/dryer, and refined décor. Stay connected with high-speed Wi-Fi, unwind with Netflix, and enjoy use of beach chairs and an umbrella stored in our private garage-level storage. Perfect for couples or small families looking to relax and explore Sandestin.

Studio in Sandestin/ Free parking/Free beach tram
Sleeping up to 4 guests, this studio provides everything you will need for a perfect beach vacation while indulging in the luxurious resort life. Sandestin Golf and Beach Resort features over seven miles of beaches, a pristine bay front, four championship golf courses, 15 world-class tennis courts, a 226-slip marina, a fitness center, a spa, and celebrity chef dining. Enjoy the fun and entertainment at The Village of Baytowne Wharf with shops, restaurants, playgrounds & more!

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.

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

Destin Retreat: Oceanview Poolside Luxury Condo

Perry Cottage * POOL*Historic Charm*Dog Friendly

Santa Rosa Beach Canopy House with pool

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

Book Holiday! Private Beach, Heated Pool, 2 Kings!

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.

Cozy Beach Getaway | Fast Wi-Fi for Remote Work

Good times & tan lines! Only 5 miles to the beach!
Apartment rentals with a pool

Perfect View on Santa Rosa Sound with 2 Pools!

Majestic Sun A711*Remodeled*Golf Cart*Heated Pools

Pelican upgraded corner unit, amazing ocean views!

3 Min Walk to the Beach, Beach Svc, Sandpiper Cove

Spacious, elegant, beachfront, w/office

High-End Beachfront Condo w/Breathtaking Gulf View

Sea Shell at Sunset Cottages - Beach Service Inc

Waterfront Paradise•Snowbird Rates Available
Other holiday rentals with a pool

BaysideBreeze-Sandestin® 3BR/3BA-Golfcart to Beach

Newly Remodeled 1 BR/1BA with Private Entrance

Cozy Condo. Sunrise and Sunset

Rainbow Land Carriage House

Private Pool, Steps to the beach

Private pool Navarre Beach Retreat w/ game room

Salt Pool/Spa, Cali King Bed, Beach 4-miles, BBQ

Waterfront Home-Dock, Pool, Kayaks, Dogs Welcome!
Quick stats about holiday rentals with a pool in Crestview

Nightly prices starting at
Crestview holiday rentals start at € 95 per night before taxes and fees

Verified guest reviews
Over 80 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Crestview rentals

4.8 Average rating
Crestview stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with pools Okaloosa County
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- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- James Lee Beach
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Eglin Beach Park
- Raven Golf Club
- Fort Walton Beach Golf Course
- Gulfarium Marine Adventure Park
- Walton Dunes Beach Access
- Camp Helen State Park
- Pensacola Dog Beach West
- The Track - Destin
- Fred Gannon Rocky Bayou State Park
- Seacrest Beach
- Wayside Park, Okaloosa Island
- Gulf Breeze Zoo
- Eglin Matterhorn Beach Access Point
- Osceola Municipal Golf Course
- Marcus Pointe Golf Club