
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.

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!!

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.

Waterfront Studio • Santa Rosa Sound • Sunsets
Enjoy breathtaking views of the Santa Rosa Sound and marina from your private top-floor balcony in this waterfront studio. Whether you're sipping coffee at sunrise or watching vibrant sunsets each evening, this spot delivers unforgettable costal charm in a quiet, peaceful setting. Perfect for couples or solo travelers, the studio features a full bath with tile shower, well-equipped kitchenette and sparkling pool. Gulf beaches are a just a short drive away. Free parking and easy self check-in.

Beachfront! Newly remodeled! Right on the beach!
Beachfront top floor unit, on a private beach, in two story building gives unobstructed sunset/ocean views. Located on soft white sand with on-site free parking. Perks of choosing this unit include gated resort with pools, beach service included (Mar.-Oct.), tennis courts, pickle ball, and par 3 golf course (included). Unit has fully functional kitchen and wifi included. Master bedroom beach/sunset views! Sleeps 4 adults with use of sofa bed in living area and additional cot-sized bunkbeds.

PrivatePool/Oasis/WholeHouse/nearBeachesDestinFWB
Conveniently located in North Crestview, our home provides a perfect base for all that Northwest Florida has to offer. From beaches to rivers to the refreshing pool & huge backyard, your vacation options are endless! The neighborhood is peaceful and quiet. It’s a perfect place to enjoy a long walk or run, lounge by the pool (with excellent privacy fence!), grill out for dinner, or use as a home base to explore the area. We are conveniently located less than 40miles from Destin beaches.

DestinWest Pelican Bayside, Lazy River, Hot Tub.
Master bedroom with bathroom, bunk room with bathroom (the bunk room has one bunk bed and no door), sofa sleeper. Balcony with lazy river and bay view. You will find everything here from Lazy River, seven pools (one heated, one with waterfall), hot tubs, zero entry pool, gym, bbq area. Next door is an arcade with virtual reality, bar and food. You have access to swim and play in both the ocean and the bay. It is a short walk to the Okaloosa boardwalk for shopping, restaurants and fun

Lovely beach-front condo with free beach setup.
As soon as you enter our 3rd floor beachfront condo, you will leave all your cares behind and unwind while enjoying a direct view of the Gulf of Mexico. You can walk to the beach straight out of the building, no need to cross any roads. Many updates done in March 2021: brand new queen size sleeper sofa bed, brand new stainless steel refrigerator, range, dishwasher and microwave, brand new furniture, new paint, new flooring, and brand new TV's. We have Netflix and high speed WiFi.

Pool Retreat Near Destin Beach
Welcome to Our Happy Place! Just 5 miles (about a 10-minute drive) to the beach, this recently renovated, single-story home is your perfect getaway. Thoughtfully designed for comfort and convenience, it offers a spacious, relaxing retreat for families, couples, or small groups looking to unwind and enjoy the area. Whether you’re planning beach days, quiet evenings by the pool, or simply a comfortable place to recharge, this home has everything you need for a memorable stay.

Navarre Beachfront Condo
The VIEWS!! With no high-rises for 1/2 a mile to the west and none for miles to the east, Sundunes literally has the best views in Navarre. Our 5th floor east-corner unit offers unobstructed views of the Sound and the Gulf all from the private balcony. Enjoy all the benefits of a low-density condo with private pool, picnic tables, and barbecue grills. Best of all, relax on the snow-white sand and crystal-clear turquoise waters with NO crowds! Ask about SNOWBIRD discounts!!

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.

Spacious 4BR Oasis w/Pool Hot Tub & 2Master Suites
Unwind in style at this beautiful 4-bedroom, 3-bath retreat featuring two luxurious master suites—perfect for families or groups. Enjoy a sparkling private pool, relaxing hot tub, and cozy living spaces designed for comfort. Whether you're soaking up the sun, cooking in the fully equipped kitchen, or winding down in one of the spacious suites, this home is your ideal getaway.

Historic Pool Cottage! Dog Friendly
Escape to your private castle! This remodeled 2BR cottage comfortably fits 4, featuring a private pool, fenced yard, and modern-rustic charm. Perfect for families or couples, it's dog-friendly and just 2 miles from Downtown and 10 miles from Pensacola Beach. Enjoy a fully equipped kitchen, cozy fireplace, and dedicated workspace. Your ultimate Pensacola retreat awaits!
Popular amenities for Crestview rentals with a pool
House rentals with a pool

StayOn30A Renovated Beach Home-Across from Beach!

Sugar Sand Cottage at Destin Pointe

East Bay Hideaway — A Private Waterfront Escape

Salt Haus 30A by AvantStay | Amazing Ocean Views

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

Heated saltwater pool | Pet Friendly | Family home

North End Retreat | 3 Bed 2 Bath

Pensacola Gem! Airbnb's Favorite Home! TOP 10%!
Apartment rentals with a pool

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

Just For You Ft Walton Beach (elevator access)

Beach Haven l Beautiful Lagoon Pool & Ocean View

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

Twickenham is a Chic 30A Condo with Golf Cart

Beautiful Emerald Beach Condo

Waterfront Condo *w/pool access*

Escape to 30A & the beach! Heated pool! Gulf view!
Other holiday rentals with a pool

Deluxe 40' RV rental - pool, spa, etc. available

The Blue Bungalow by Stay on 30a

Nautilus 1203 Gulf Front 2 BR/2 BA 2nd FL. Free B

Rainbow Land Carriage House

Boardwalk Breeze 2 bedroom Resort Condo

Quiet Waterfront Escape | Pool/Spa, Arcade, PS5

Salty Waves *Designer*GolfCart*PuttGreen*Pool Acce

Meant to Bee Farm
Quick stats about holiday rentals with a pool in Crestview

Nightly prices starting at
Crestview holiday rentals start at € 86 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 firepit 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
- Camp Helen State Park
- Henderson Beach State Park
- Gulfarium Marine Adventure Park
- Village of Baytowne Wharf
- The Track - Destin
- HarborWalk Village
- Topsail Hill Preserve State Park
- The Boardwalk on Okaloosa Island
- Destiny East
- Jade East Towers
- Pensacola Beach Boardwalk
- Morrison Springs
- Pensacola Bay Center
- Point Washington State Forest
- Dune Allen Beach Access




