Vacation rentals with a pool in Crestview

Condo in Fort Walton Beach

5 out of 5 average rating, 114 reviews

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!

The living area features a spacious layout with modern furnishings, including a comfortable couch and armchairs. A rectangular dining table with benches offers seating for meals, while large windows provide views of the balcony and surrounding greenery. Light wood flooring enhances the fresh ambiance.

4.96 out of 5 average rating, 184 reviews

Beach Shuttle! Coffee, Chairs, Cooler Included!

The Palms has everything you need, all on one beautiful property! With beach access right across the street, grocery next door, the Destin Commons and HarborWalk Village a few miles away, this is the perfect Destin location! Our newly updated condo also comes with outstanding amenities! Destin's biggest lagoon pool Hot tub, heated pool & splash pad Beautiful new coffee house On-site restaurant, bar, and lounge Beach/Harbor shuttle Fully equipped gym And more! We look forward to hosting you :)

4.97 out of 5 average rating, 173 reviews

A wooden dock extends into calm waters, flanked by two covered structures in the distance. The scene is under a bright blue sky, adorned with fluffy white clouds, creating a serene atmosphere for fishing or relaxation.

Home in Navarre

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

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!

4.97 out of 5 average rating, 149 reviews

An open studio layout is presented with a spacious king-size bed and a comfortable sofa. A round table sits nearby, while large glass doors lead to a balcony with ocean views. Soft, neutral tones are used throughout, enhancing the serene atmosphere.

Condo in Sandestin

Zen Retreat ON Beach -Golfcart* Hot Tub, SanDestin

8th fl. stylish open studio w/stunning VIEW, beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart with 3+ nts. NEW Pool & Hot Tub. West Elm furniture & King size bed w/ocean view. Sleek Kitchen w/dishwasher & Keurig. WiFi, 55” smart TV. Washer/dryer. Huge balcony to gaze @ the sea. Enjoy the beach, dining, shopping, trails, golf & entertainment all without leaving the resort. Tram pass & Gym. Perfect for honeymoon, baby moon, girls trip, solo travel or lil family vacay *no animals

Condo in Fort Walton Beach

A light-filled studio features a spacious bed with soft linens and decorative pillows. A comfortable sofa is positioned nearby, and sliding glass doors lead to an outdoor area with views. Light tile flooring complements the warm yellow walls, adding to the inviting ambiance.

4.89 out of 5 average rating, 166 reviews

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!

The spacious living area is highlighted by a modern sectional sofa in a muted tone. A contemporary television is mounted on a geometric accent wall, which is illuminated by soft, recessed lighting. Artistic decor adds a touch of character to the sleek atmosphere.

4.8 out of 5 average rating, 226 reviews

The Lovers’ Escape 229

Rebuild and set up for modern, young,social media and dine out enthusiasm COUPLE ONLY.this extremely modern LOFT is “the” place to relax, enjoy our 3 pool, tennis courts and 100 plus restaurants Destin have to offer.I du not tollerate disrespectful guest, seafood smell and smoke smell inside my places.if you are planning on cooking all day please find another place.here we make memories and we enjoy Destin.under 2 years old kid is also welcome!IMPORTANT FOR YOU TO READ OTHER DETAILS TO NOTE!

4.94 out of 5 average rating, 209 reviews

Home in Pace

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!

The backyard features a private saltwater pool surrounded by lounge chairs and umbrellas for shade. A large swan float is positioned in the water, and a patio area includes a grill, enhancing the outdoor space for relaxation and entertainment.

4.98 out of 5 average rating, 123 reviews

Saltwater Pool Haven | Game Room • Pets • 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.

Condo in Fort Walton Beach

The landscaped grounds feature a grassy area bordered by palm trees, leading to a mickey-shaped pool. The backdrop includes a waterfront view with boats visible, along with the multistory building where the studio units are located.

4.88 out of 5 average rating, 571 reviews

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.

Condo in The Village of Baytowne Wharf

A spacious studio layout is illustrated, featuring a king size bed with blue bedding and a cozy sofa in a warm blue tone. Bright natural light filters in through large windows, with a dining area set near the kitchenette and a decorative rug adding color to the space.

4.94 out of 5 average rating, 158 reviews

Serene Condo w/ Shared Pool, Hot Tub & Bch Access

Sleeping up to 4 guests, this premium studio provides you with everything you will need for a perfect beach vacation while indulging in the luxurious resort life. Sandestin Golf and Beach Resort features over 7 miles of beaches, a pristine bay front, 4 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!

Apartment in The Village of Baytowne Wharf

The image showcases the exterior of a spacious resort building surrounded by lush greenery and palm trees. A large, inviting pool area is visible in the foreground, featuring a zero-entry design with sun loungers arranged around the water, all set against a backdrop of serene bay waters.

4.97 out of 5 average rating, 117 reviews

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!

A charming beach house with a light-colored facade is framed by greenery. A paved driveway leads to the entrance, flanked by two beach cruiser bikes and a small outdoor seating area with a table. Sunlight filters through the trees, enhancing the inviting appearance.

4.97 out of 5 average rating, 180 reviews

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.

Popular amenities for Crestview rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in East Pensacola Heights

A spacious bedroom features a comfortable bed dressed in white linens, flanked by large windows with sheer curtains. An inviting lounge area is seen nearby, offering plush seating. The well-equipped kitchen showcases modern appliances and ample counter space. The outdoor pool area is visible, providing a relaxing retreat.

4.98 out of 5 average rating, 114 reviews

Perry Cottage * POOL*Historic Charm*Dog Friendly

4.93 out of 5 average rating, 111 reviews

Home in Pensacola

Poolside Family Retreat w/ Hot Tub & Game Room

Superhost

4.82 out of 5 average rating, 159 reviews

Santa Rosa Beach Canopy House with heated pool

4.91 out of 5 average rating, 219 reviews

A light blue golf cart is parked on gravel in the foreground of the house. The two-story white structure features a large front porch and green chairs. Palm trees stand nearby, and a clear blue sky fills the background.

Home in Destin

BlueMarlin-FreeGolfCartNBikes-FreePoolHeatJanFeb

4.96 out of 5 average rating, 256 reviews

An outdoor living area is highlighted by a pool and spa, surrounded by sun loungers and a large covered patio. Colorful umbrellas provide shade over seating areas and a dining table, creating a welcoming space for relaxation and gatherings.

Home in Miramar Beach

Destin Miramar Walk To Beach Pet Friendly

4.98 out of 5 average rating, 125 reviews

The front exterior of a modern home is presented, featuring a large palm tree and a driveway with a golf cart parked beside the house. The building boasts a sleek design with large windows and a garage door, all complemented by a neatly maintained lawn.

Home in Sunnyside

Heated Pool included- Golf Cart- Bikes!

4.99 out of 5 average rating, 100 reviews

Fresh Fun Interior | New Golf Cart | Heated Pool

5 out of 5 average rating, 11 reviews

A shaded patio area features a picnic table and several lounge chairs arranged around a blue in-ground pool. A privacy fence surrounds the yard, while a pink umbrella is seen towards the back. A wooden deck is visible in the background.

Home in Crestview

PrivatePool/Oasis/WholeHouse/nearBeachesDestinFWB

Condo rentals with a pool

The living area features comfortable seating arrangements, including a spacious sofa and armchair. A coffee table sits in front of the television, which displays a coastal scene. Large windows framed by sheer curtains allow natural light to brighten the room while offering views of the outdoors.

4.81 out of 5 average rating, 111 reviews

Luxury Destin 1BR Jetty East Beach Resort Condo

Condo in The Village of Baytowne Wharf

A tranquil spa area is framed by white wooden beams, with steps leading into a circular hot tub. Surrounding palm trees and lounge chairs create a serene atmosphere, while a large swimming pool is visible in the background, inviting relaxation.

4.97 out of 5 average rating, 242 reviews

Sun-kissed condo, fantastic location w/shared pool

5 out of 5 average rating, 219 reviews

Majestic Sun A711*Remodeled*Golf Cart*Heated Pools

4.98 out of 5 average rating, 209 reviews

A private balcony offers sweeping views of the Gulf of Mexico, showcasing the clear blue waters and soft sandy beach below. The horizon merges sky and sea, creating a serene coastal scene. Beach chairs and umbrellas are positioned along the shoreline, inviting relaxation.

Condo in Pensacola Beach

Beachfront Bliss: Walk to Dine & Play on Sands

Two wicker chairs are positioned to face expansive windows displaying panoramic views of the Gulf. A glass table is situated between the chairs, enhancing the inviting and relaxed atmosphere. Natural light floods the space, creating a bright and airy environment.

4.95 out of 5 average rating, 100 reviews

Beachfront Panoramic Views Balcony Heated Pool

Condo in Santa Rosa Beach

The living area features a spacious layout with a comfortable sofa and two armchairs positioned around a wooden coffee table. A dining area with four chairs is visible near a fully-equipped kitchen. Light fills the room through large windows, highlighting the king bed in the background.

4.98 out of 5 average rating, 124 reviews

Prime 30A Location/Pool/200 feet to beach/Wi-Fi

A bright living area features large sliding glass doors providing direct views of the beach. The space includes a dining table set for four and a cozy seating arrangement. Light colors throughout create a spacious and airy feel, complemented by coastal-themed decor.

4.97 out of 5 average rating, 102 reviews

Incredible View | On Beachside | Free Parking

Condo in Santa Rosa Beach

A clear view of the beachfront pool is presented, surrounded by lounge chairs. Beyond the pool, the private beach stretches along the shoreline, meeting the turquoise waters of the Gulf. The bright blue sky complements the vibrant scene, creating a tranquil atmosphere.

4.96 out of 5 average rating, 114 reviews

Beachfront 30A Private Beach Blue Mountain Paradis

Other vacation rentals with a pool

4.97 out of 5 average rating, 30 reviews

Condo in Miramar Beach

Summer breeze house with beach view

4.97 out of 5 average rating, 75 reviews

The exterior of the unit features a welcoming front entrance with a white door and decorative signage. A well-maintained path of stones leads to the door, surrounded by colorful plants and mulch. A white wooden fence provides privacy, while natural greenery can be seen in the background.

Apartment in Milton

Newly Remodeled 1 BR/1BA with Private Entrance

Home in Fort Walton Beach

An outdoor view of the home showcases a private pool surrounded by lounge chairs and a covered patio. Soft lights illuminate the area, highlighting the inviting atmosphere as dusk settles, with a colorful sky reflecting off the water.

4.94 out of 5 average rating, 34 reviews

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

5 out of 5 average rating, 20 reviews

A well-constructed carriage house features a spacious front porch with black railings and rocking chairs. The overhang creates a shaded area, while the driveway leads to the garage beneath. Lush trees surround the house, complementing the gravel pathway and landscaped areas.

Guesthouse in Milton

Rainbow Land Carriage House

5 out of 5 average rating, 25 reviews

The exterior of the home showcases a single-story structure with a covered entryway and a two-car garage. Two chairs are positioned on the front porch. The surrounding yard features a neatly mowed lawn and is enclosed by a wooden fence in the background.

Home in Baker

The Mill House: Newly Installed Above Ground Pool!