
Vacation 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.

Pool House, Short Drive to Beach, Grill, Smart TV
HIGHLIGHTS: - Heated Private Pool (from Mar 1 to Dec 31) - 10-15 min to Navarre Beach - Quiet residential area - Fully furnished, comfortable house - Close to grocery stores, pharmacies, restaurants This is a spacious 3 bedroom/2 full bathrooms house in a quiet area. Fully updated, has everything to make you feel at home: king and queen beds, bunk bed, fully equipped kitchen, outdoor grill (with propane tank), high speed WiFi, TV, washer/dryer, 2 car garage (additional free parking on driveway)

Light &Airy ON Beach, Golfcart* Hot Tub, SanDestin
Airy 1st floor Sleek studio ON Beach. 🛺Golf cart w/3+ nts. In Sandestin Resort between Destin & 30A. NEW Pool & Hot Tub! West Elm furniture & King bed with beachfront view. Relax on the patio’s Bali bed & listen to the waves. WiFi & 55” smart TV. Kitchen w/coffee cart. Washer/dryer. Enjoy free gym, tram, beach, trails, golf, dining, shopping & entertainment all without leaving gated resort! Perfect honeymoon, baby moon, romantic getaway, girls trip, solo travel or lil’ fam vacay! *NO animals

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!

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.

$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!

One Block to Crystal Beach + Pool + King Bed + Convenient Location
- One block from the Crystal Beach area of Destin - 0.6 miles to Destin Commons w/ Whole Foods and shopping - 1.0 mile to Publix - This is the UPSTAIRS UNIT (downstairs rents separately through same host.) Each unit is fully separate. The Destin Doublemint, a bright and airy one-bedroom cottage, is the perfect spot for your beach vacation. It's less than a 2-minute walk to the sand, making it easy to pop back for a dip in the pool or a movie in the AC before walking back over for sunset.

Relaxing Soundside Condo - WataView!
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.

Touch of Madagascar-Whole House/winter heated pool
Free parking. Entire house with pool (pool heating fee $32 a day extra - heating pool not available until 4 Dec). 3 mn walk to Shopping/restaurants. 15mn drive to Destin. 7 minute drive to beach. Decorated with art from Madagascar, where the owner Yolande is from, and where Yolande's husband Clint worked for 24 years. Clint is a native of Ft Walton Beach and a Vietnam Combat Veteran. No pets allowed (even visitors' pets). NO CAMERAS HAVE BEEN INSTALLED ANYWHERE INSIDE THE HOUSE.

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA
Islander Beach Resort is a 7-story structure of 114 condos on a short 2 mile stretch of Okaloosa Island and sits DIRECTLY on the beach. The building is painted aqua blue and gray, and all units overlook the ocean. There are 2 elevators and lots of parking. Guests can freely access the beach, pool, BBQ pits and parking area (a parking pass is needed), but you will probably spend the majority of your time on our large private balcony overlooking the pool and beach, listening to the waves.

Sandestin Bahia 2nd floor - Baytowne Wharf Studio
Chic studio with bay views in Sandestin Golf & Beach Resort, steps from the Village of Baytowne Wharf. Perfect for a romantic getaway with sunset views, resort tram access, and walkable dining and nightlife. Features a king bed, queen sofa, stylish décor, and kitchenette with mid-size fridge, microwave, blender, and toaster. Enjoy Wi-Fi, Netflix, and beach gear stored in our private garage-level storage. Perfect for couples or small families looking to relax and explore Sandestin.

Sunrise Destin-ation -Heated Pool-Beach View
“Sunrise Destin-ation” is the perfect spot for your next Destin getaway! “5-10 minutes away from everything - from the Beach, across the street, to limitless restaurants. Prime location for a trip to Destin!” – Cordelra, ‘23.. Our freshly remodeled condo, with a king bedroom, a twin-bunk alcove, and a queen sleeper sofa accommodates up to 6 guests easily so indulge in our community pool just STEPS from 2 gorgeous public beach access points directly across the street. Enjoy!

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

Come stay at Seas~the~Day!! 6th Floor magic!

Santa Rosa Beach Canopy House with heated pool

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

Private pool Navarre Beach Retreat w/ game room

Heated Pool | Minutes to Navarre Beach | 2 Kings

#1 4BR HUGE PET Friendly Home Away from Snow!

Private Pool - Golf Cart - Kid Friendly - Luxury

Soundside Paradise
Condo rentals with a pool

Majestic Sun B903* Gulf Views*Heated Pools/Hot Tub

Gulf View Studio condo Fort Walton Beach

Beachfront Bliss: Walk to Dine & Play on Sands

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS

30-A Getaway near Seaside 102

Studio Condo with Beach/Harbor Access

Beachfront! Newly remodeled! Right on the beach!

This is the one! Perfect Getaway near the beach.
Other vacation rentals with a pool

Newly Remodeled 1 BR/1BA with Private Entrance

Sunny escape in Miramar Beach, sleeps 6

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

Awesome Beach Luau Resort, Golf, Bike Rides

Cozy Poolside Escape

Meant to Bee Farm

Renovated Townhome• Steps to Santa Rosa Sound+Pool

Beautio Studio
Quick stats about vacation rentals with a pool in Crestview

Nightly prices starting at
Crestview vacation 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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- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- 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
- Fort Walton Beach Golf Course
- Gulfarium Marine Adventure Park
- Raven Golf Club
- Walton Dunes Beach Access
- Fred Gannon Rocky Bayou State Park
- Camp Helen State Park
- The Track - Destin
- Pensacola Dog Beach West
- Wayside Park, Okaloosa Island
- Seacrest Beach
- Gulf Breeze Zoo
- Eglin Matterhorn Beach Access Point
- Osceola Municipal Golf Course




