
Holiday rentals with a pool in Crestview
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Quick stats about holiday rentals with a pool in Crestview

Nightly prices starting at
Crestview holiday rentals start at £103 per night before taxes and fees

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Over 170 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!
Top-rated rentals with a pool in Crestview
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Salt Pool & Spa, Heat Opt, Cali King Bed, Beach 4M
Luxurious home 4 miles to Beach! -Salt Water Pool(heat fee)&Hot tub -Lanai w/seating and 75"TV -Fast WI-FI -Fully equipped kitchen -Dedicated workstation -Coffee bar -Cali King Bed w/ensuite(soaking tub) -Smart TV's & Fans every room -Blackout curtains & Sound machines -Hair Dryer,Steamer -Grill w/propane -Games -Pacn'Play, high chair, baby monitor -4.2 Miles>Beach -9.2 Miles>Crab Island, Destin -4.6 Miles>Eglin AF Base -2.3 Miles>Walmart -0.8 Miles>Publix -7.4 Miles>Airport -2.5 Miles>Hospital

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, HEATED pool, BBQ pits and parking area (a parking pass is needed from lobby). You will probably spend a lot of your time on our large private balcony overlooking the pool and beach, listening to the waves.

2 Beach Chairs Included! Villa @ Sandpiper Cove
Unit 27 @ Sandpiper Cove has the MOST to offer in Destin! 5 pools, 3 hot tubs, 6 tennis courts, shuffleboard, fishing, beach bar, beach volleyball, and FREE par 3 nine hole golf included! Villa features a large private deck, WIFI, open spaces, and fully renovated. Just a two minute walk to the beach! Sandpiper Cove offers a family setting with no high rise elevators. Full water front restaurant and bar located less than 1 minute walk from unit. Free use of owners beach chairs, umbrellas, & toys!

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.

Italian villa 200 steps from beach • Free cruise!
• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Just 200 steps away from the beach • 3 story Tuscan style villa in one of the nicest neighborhood of multi-million dollar properties • Free cruise ticket per night of stay! (for stays under 7 nights ) • Resort style pool, hot tub, pool views from balconies • Beach gear, work space, large smart TVs in all rooms Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.

Sugar Sand Cottage at Destin Pointe
This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

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.

Touch of Madagascar-Whole House
Free off-street parking. Entire house with pool (heating pool is no longer available). 3 mn walk to Shopping/restaurants. 15mn drive to Destin. 7 minute drive to beach. Decorated with original 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.

Crestview Retreat
Welcome to Crestview Retreat! Your peaceful Florida getaway awaits! Relax in a quiet neighborhood with a private screened-in pool, soothing jacuzzi, and cozy fire pit. Inside, enjoy a fully equipped kitchen, smart TV & fast Wi-Fi, and two comfy bedrooms. Sip coffee by the pool or stargaze by the fire—comfort and calm surround you here. Perfect for - Family getaways & romantic escapes - Visiting Eglin or Hurlburt Air Force Base - Remote work or long weekends away

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!

Relaxing Pool Retreat Near Beaches & Destin!
Welcome to Our Happy Place! Whether you're planning a girls getaway, family beach vacation, couples retreat, or celebration weekend, Our Happy Place was designed to help you slow down, reconnect, and make lasting memories together. Perfect For: ✔ Girls Trips ✔ Family Vacations ✔ Couples Getaways ✔ Birthday Celebrations ✔ Parents Traveling with Teens ✔ Long Weekend Escapes ✔ Remote Work + Vacation Stays

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

The Memory Maker - Heated Pool! 4BR Vacation Home

Emerald Oasis: Hot Tub + Sleeps 18 + Pool+ Grill

5 BR home w private pool & jacuzzi, 3 min to beach

Good times & tan lines! Only 5 miles to the beach!

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

Jade East 1250 Corner Condo, Spectacular View~Deal

Summer Specials *Fully Loaded* Pool & Hot Tub

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A
Apartment rentals with a pool

Ocean Paradise - Beach view - Bonus Beach Service

The Merry Whale on The Emerald Coast

Beachfront! Newly remodeled! Right on the beach!

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

707 | with in-unit Washer/Dryer & walk-in shower

La Playa Esmeralda - Panoramic Sunset Views

Gulf Front • Beach Service • Beachside Pool

Prime 30A Location/Pool/200 feet to beach/Wi-Fi
Other holiday rentals with a pool

Relaxing Poolside Getaway

The Happy Angler

Coastal Retreat • Sleeps 16 • Pool & Game Room

The Reign of Alee

Townhome with Pool, King Bed, 4 min to Beach Park

Aloha Pool House- Stay Local, Live Aloha

Heated Pool | Minutes to Navarre Beach | 2 Kings

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!
Destinations to explore
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- Birmingham Holiday rentals
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Henderson Beach State Park
- Village of Baytowne Wharf
- Seacrest Beach
- Navarre Beach Fishing Pier
- HarborWalk Village
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Morrison Springs
- Camp Helen State Park
- Pensacola Bay Center
- Gulfarium Marine Adventure Park
- The Track - Destin
- Dune Allen Beach Access
- Okaloosa Island Fishing Pier
- Point Washington State Forest
- Pensacola Beach Boardwalk
- Pensacola Dog Beach West





