
Holiday rentals with a pool in Destin
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Destin

Total holiday rentals
Explore 5,330 holiday rentals in Destin

Nightly prices starting at
Destin holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 109,200 verified reviews to help you choose

Family-friendly holiday rentals
4,060 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 730 rentals that welcome pets

Rentals with dedicated workspaces
2,900 properties have a dedicated workspace

Wifi availability
5,280 of Destin holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Destin rentals

4.7 Average rating
Destin stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Destin
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Waterview Villa/ Pool/ King Bed/Steps to the Beach
Escape to our beach villa, curated by an experienced superhost. Located in the heart of Destin, FL, this stunning bottom-floor unit offers 2 bedrooms and 2 baths. The master suite features a plush king bed, while the second bedroom includes full bunks. Enjoy breathtaking private lake views and easy access to the white sand beach just steps away. The villa boasts a full kitchen for home-cooked meals and access to a sparkling community pool. Comfort and Convenience await in this cozy beach getaway

1004 Oceanfront Pelican Beach: Pools/HTubs Fab Loc
NO PETS PERMITTED. PRIMARY GUEST MUST BE 25+ TO BOOK. Indulge in a refined coastal escape at Pelican Beach Resort 1004—an elegantly renovated 1‑bedroom, 2‑bath BEACHFRONT retreat offering breathtaking Gulf of Mexico views and DIRECT, effortless access to Destin’s sugar‑white sands. Perched on the 10th floor, this beautifully appointed residence blends contemporary comfort with resort‑level amenities for UP TO 6 GUESTS, creating an elevated experience for both families & discerning travelers.

Beautiful Ocean View Destin Condo,Free Beach Setup
Beach chair service is included in the rent from March 1st to Oct 31st. This spacious 1430 sqft 2 beds/2 baths unit is in Destin's premier Shoreline Towers. It offers amazing ocean views from the open balcony, living room, master bedroom, and the kitchen. It has a king bed in master bedroom, two queen beds in the guest room, a queen pull-out sofa sleeper in living room and a portable Graco® crib. Fully kitchen, washer/dryer, fully stocked with linens and towels, High-Speed Internet, 3 TVs.

One Block to Crystal Beach + Pool + King Bed + Con
- 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.

SurfSongA1 - remodeled,3mins to beach, New Kitchen
🛏 Luxury King Bed – MLILY Harmony 3.0 mattress for ultimate comfort 🍳 Brand-New Kitchen – Fully renovated December 2025 🌊 Beach in Minutes – Just a 3-minute stroll (0.3 miles) to the sand 🧺 In-Unit Washer & Dryer – Pack light and refresh your clothes anytime 🛋 Queen Sleeper Sofa – Comfortably sleeps up to 4 guests (King bed + sleeper sofa) 🏖 2 Beach Chairs Included – Ready for your days in the sun ⏱ Early Check-In – Often available 1–2 hours before standard check-in (when possible)

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.

BeachFront-Ocean View-Majestic Beach Premium 509
Majestic Beach Resort Tower 1, Studio, 5th Floor! Welcome to your Gulf-Front paradise! With outdoor and indoor pools, hot tubs, and 650 ft. of shoreline! So much to enjoy, all within the resort! A fitness center, Starbucks, H2O Bar & Grill, Market & Gift Shop, a movie theater and so much more! This studio condo sleeps 3. King size bed with new memory foam mattress. Twin rollaway cot. 65 inch Smart TV, Wi-Fi, fully equipped kitchen, private balcony overlooking the Gulf of Mexico!

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.

Flip Flops in Paradise
‘Flip Flops in Paradise’ is a great two bedroom two bathroom bungalow located in the heart of Seagrove, just a few blocks away from beautiful beaches! This newly renovated bungalow is fully furnished, has all the charm and feel of a relaxing ultimate vacation at the beach. Come and enjoy this fabulous 30A location (close to absolutely everything), includes community swimming, pool and grills for grilling out located at the pool area as well. Minimum rental age is 25.

Pelican Beach 4th floor 2 bedroom -on the beach-
Spacious 2BR condo on the 4th floor of Pelican Beach Resort with ocean views from the balcony and a relaxing overlook of the courtyard and pools. The master bedroom features ocean views, balcony access, a king bed, and en-suite bath. The second bedroom includes a queen bed and its own en-suite bath. Enjoy an open-concept layout, updated flooring, in-unit washer/dryer, high-speed Wi-Fi, and Netflix on every TV. A bright, stylish retreat perfect for couples or families

Beach Condo Steps to Sand | Fully Renovated + Pool
Enjoy a relaxing stay in the heart of Destin 🌴☀️ Beautifully renovated condo with new furniture, appliances, flooring, and modern coastal decor—clean, bright, and comfortable. Walk to the beach, restaurants, shops, and entertainment, or drive 2 minutes to Henderson Beach State Park and June White Decker Park. Includes beach chairs, umbrella, cooler, and toys—everything you need for a fun, stress-free stay. Perfect for families, couples, or a beach getaway.

Dog Friendly, 1 Bdr 1 Bath, Private Beach & Pool
Less than a five-minute walk to a private beach in Destin, Florida! This Gulf paradise ground floor condo is DOG FRIENDLY. Located in the Chateau La Mer resort complex guests have access to a private parking space, heated pool, tennis courts, and private beach access. There is not an ocean view with this condo. This condo is 850 sq ft. It works well for a couple with up to two children. We do not recommend more than three adults staying at one time.
Popular amenities for Destin rentals with a pool
House rentals with a pool

Private Coastal Oasis | Pool+Spa | Walk to Beaches

Jade East 1250 Corner Condo, Spectacular View~Deal

Walk to Beach · Private Heated Pool · Fenced

3BR Miramar Beach Stunner Just Steps to the Beach!

5BR Coastal Retreat, NEW Private Pool, Golf Cart

Luxury Beach House, Steps to Pool, Walk to Beach!

Modern Cottage + Golf Cart

Sandbarr - Bayfront home with a Golf Cart!
Apartment rentals with a pool

Luxury Destin 1BR Jetty East Beach Resort Condo

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access

100 ft to sand, Corner unit, Hot Tub, Garden view

High-End Beachfront Condo w/Breathtaking Gulf View

Gulf Front • Beach Service • Beachside Pool

Upscale Beachfront Studio! Beach Service Included!

Incredible View | Pools | Hot Tub | Free Chairs

Zen Retreat ON Beach | Golfcart*| Oceanview| Pool
Other holiday rentals with a pool

Summer breeze house beach view

Beachside Ground‑Floor Getaway with Pool

Stunning Remodel, Gorgeous Gulf Views, Private Bea

Resort Condo Pool & Ocean Views Hot Tub Pickleball

Biggest Corner 2BR, 16th flr Beachfront at Pelican

Oceanfront Pool Seagrove

Gulf Front Condo, Renovated Kitchen, Stunning

*Oceanfront* Luxury High-Rise. Pool, Private Beach
When is the best time to visit Destin?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $216 SGD | $234 SGD | $288 SGD | $268 SGD | $317 SGD | $403 SGD | $431 SGD | $289 SGD | $250 SGD | $248 SGD | $217 SGD | $217 SGD |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
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- Rentals with pools Okaloosa County
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- Destin Beach
- Crab Island
- Pensacola Beach
- Destin Harbor Boardwalk
- Aqua Resort
- Beachside Villas
- Seacrest Beach
- Opal Beach
- St. Andrews State Park
- Frank Brown Park
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Village of Baytowne Wharf
- Grayton Beach State Park
- Gulf Breeze Zoo
- HarborWalk Village
- St. Andrew State Park Pier
- Shell Island Beach
- Henderson Beach State Park
- Shipwreck Island Waterpark
- Camp Helen State Park
- Fort Walton Beach Landing
- Topsail Hill Preserve State Park
- The Boardwalk on Okaloosa Island





