
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.

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.

Pensacola Beach, Florida 1BR Amazing View
The one-bedroom condo is located on Pensacola Beach in Tristan Towers. (The second bedroom is not accessible due to storage use.) Has an incredible view of the Gulf of Mexico and Pensacola Bay (wrap-around balcony). Located on the bay side, a short walk across the street allows easy access to white sand beaches and Gulf waters. The property has tennis courts, a swimming pool, and a pier. Shops, restaurants, and activities are nearby. Free trolley service runs from Memorial Day to Labor Day.

La Playa Esmeralda-Panoramic Sunset Views
Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, private fishing pier, no fishing license required. Early check-in avail.

Ground floor! Waterfront condo at Pirates Bay!
Clean, updated waterfront condo at Pirates Bay in FWB! Excellent ground floor, walkout unit. We have smart locks, allowing for easy self check-in. The patio sits just off the resort pool and just steps to the marina and BBQ grills. Pirates Bay is a wonderful waterfront resort community and the west facing unit allows beautiful sunset views over looking the Santa Rosa Sound. Perfect location for everything in Ft Walton Beach and Destin! Public beach access on Okaloosa Island is a short drive!

Waterfront Villa/Pool/King Bed/ 3 min to Beach!
Beach Villa Duplex nestled in the heart of Destin, FL, this ground-level 2-bedroom/2-bath is the perfect retreat. Wake up to serene lake views from your balcony and enjoy the convenience of being just steps from the pristine white sand beach. Each bedroom features plush beds, while the fully equipped kitchen makes dining effortless. Relax by the community pool or savor tranquil evenings on your private patio. This villa combines coastal charm with modern comfort for an unforgettable escape.

One Step to the Beach!
"One Step to the Beach" Highlights: - Beachfront Condo at Surf Dweller - First Floor - Pull Up to the Front Door and Unload - Free “Platinum” Beach Service: 2 Beach Chairs, Umbrella + Kayak / Paddleboard access (Mar-Oct) - Two Parking Spaces - 1 King Bed - Master Suite - 2 Queen Beds - Second Bedroom - Cable + Streaming - WiFi - Keurig and Drip Coffee Makers - Seasonal Heated Pool - Tennis/Pickleball Courts - Washer and Dryer in the Condo - Pack n' Play - Shopping / Restaurants Nearby

Majestic Sun A603*5 Beds*Heated Pools&Hot Tubs*Gym
☆☆WHAT TO LOVE ABOUT THIS HOME: ☆☆ ✹ Gulf Front with Amazing Views from balcony and living space ✹ Recently Renovated-New furniture, countertops, appliances, walk-in shower ✹ 5 BEDS - 1 King Bed+2 Full Beds+1 Queen sleeper sofa+1 Full sleeper ✹ BEACH GEAR Provided - Wagon, backpack chairs, umbrella, towels ✹ Heated Pools, Hot Tubs, fitness center, tennis courts, golf course ✹ Many Restaurants within walking distance ✹ Smart TVs in all rooms (55" in Living) ✹ Gated Community

#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!

2 min walk to Beach/Free Beach Service/Pool
Elevate your vacation experience with a stay at the Beach Hive! Conveniently located less than 2 minutes from the shores of the Gulf. Complimentary beach service (2 beach chairs and 1 umbrella) is available from 3/1-10/31. Escape the crowd & enjoy time at the Beach, lay by the pool or visit all that Okaloosa Island & the Emerald Coast have to offer. Then, return to this modern beach cottage to wind down and relax in style and comfort after a long day.

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.

Okaloosa Island Top Floor 2BR Beach Condo
Welcome to the Islander unit 707, a cozy beachfront condo located on the seventh (top) floor of the Islander Beach Resort on Okaloosa Island. This charming two-beds, two-bathroom unit has everything you need for a comfortable and relaxing stay. Enjoy stunning views of the Gulf of Mexico from the private balcony or take a short stroll to the white sandy beach just steps away.
Popular amenities for Crestview rentals with a pool
House rentals with a pool

Destin - Beach and Gulf View - 5A

Awesome Waterfront Home, Pool, Golf Cart, Kayaks,

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

Mahi Bay * Beach Boat Slip Fishing Dock 1st Floor

Pensacola Tiki Paradise

Enticing 3-Bedroom Home w/pool

Pool Retreat Near Destin Beach

Luxury 30A Cottage w/ Private Pool and Golf Cart
Apartment rentals with a pool

Waterfront Studio • Santa Rosa Sound • Sunsets

Spring 2BR Condo w/ Pool + Beach Gear

"Family Tides" • Gulf & Lake Views

Incredible View | Outdoor Pool | Hot Tub | Chairs

Enjoy Low Fall and Winter Special Rates !

2BR Renovated Beachfront at Pelican, Stunning View

Beachfront Renovated Condo, Spectacular Gulf Views

Amazing- 2BR 2BA 3bed | Pools- GEM-Steps to Beach!
Other holiday rentals with a pool

Emerald Coast 2B2B 7th floor condo on Gulf

Gulf views from every room in the heart of Destin!

Gulf Front Condo with Gulf View, Miramar Beach FL

Waterscape B307~ Gulf Views~ Lazy River~ Beach Svc

6th Floor Welcoming Condo At Waterscape 490 Feet O

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN

Updated, Gulf front family-friendly condo!

New Pool! - North Hill Private Studio Guest House
Quick stats about holiday rentals with a pool in Crestview

Nightly prices starting at
Crestview holiday rentals start at $128 SGD 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 a patio Crestview
- Family-friendly rentals Crestview
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- Cottage rentals Crestview
- House rentals Crestview
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- Rentals with pools Okaloosa County
- Rentals with pools Florida
- Rentals with pools United States
- 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
- Gulfarium Marine Adventure Park
- Camp Helen State Park
- The Track - Destin
- Henderson Beach State Park
- Village of Baytowne Wharf
- The Boardwalk on Okaloosa Island
- Topsail Hill Preserve State Park
- HarborWalk Village
- Jade East Towers
- Pensacola Bay Center
- Point Washington State Forest
- Destiny East
- Pensacola Beach Boardwalk
- Shaggy's Pensacola Beach
- Pensacola Museum of Art




