
Holiday rentals with a pool in Choctawhatchee Bay
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Top-rated rentals with a pool in Choctawhatchee Bay
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1203 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 1203—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 12th 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.

Sandpiper Cove 8140! 500 ft to the Beach!
Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access owned by Sandpiper Cove! 4 beach towels are provided with unit 8140! 1 of the 5 pools is in the back terrace; steps away from the back porch of the villa! 1 restaurant, 1 beach side bar, a pitch and putt golf course, tennis and pickleball courts all on site. Minutes from several local attractions! About 17 miles from the Destin-Fort Walton Beach Airport!

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

Stylish Coastal Baytowne Studio Amazing Amenities
Enjoy a stylish experience at this centrally-located studio on the Sandestin Resort right in the heart of the action of Baytowne Wharf Village. Newly renovated Welcome to paradise! Unit is located on the 5th floor of Pilot House allowing quick walking access to entertainment, food and pool. Only 10 minutes from the beach without ever leaving the Resort, Including Free Tram! The unit offers a King bed with luxury linens. Comfortable queen sofa that will fit two more guests or children.

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access
Step into The Hideaway At Palms North and immerse yourself in this sun-filled airy space with vaulted ceilings and a modern, coastal chic interior. Our recently renovated beach condo offers an inviting place to unwind after a day spent soaking up the sun on 30A's iconic white sand beaches. Whether you're here on a honeymoon or bringing the kids along, The Hideaway's private beach access, desirable location, amenities, and thoughtful design touches are sure to make your vacation memorable.

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.

Direct Beach access Retreat! King Suite, Hot Tub
You will be staying just across from the sugar sand lined Gulf in a gated complex with a heated pool and hot tub—perfect for large families. PORTABLE HVAC UNITS IN PLACE VS CENTRAL. PLEASE SEE NOTES. Enjoy 1 FREE parking spot, a private patio and washer/dryer with detergent provided. Inside: granite counters, TVs in every room, and a king master suite with soaking tub and walk-in shower. Second bedroom has a queen, third sleeps five in bunks. Rent 25+ unless active duty military.

Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!
This family fun home has a 2 story super fast custom water slide, large pool, (extra charge to heat pool) swim up bar, outdoor tiki hut bar with sink and gas grill, charcoal grill, fire pit, sandy beach, dock, boat slip, (no boat lift) paddle boards. Private suite with kitchen & bathroom on lower level with private access leading out to bay. bring your own fishing gear if you like to fish. Home is a labor of love and has brought so much joy to our family & hopefully to yours.

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.

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.

Cozy Condo. Sunrise and Sunset
Bring the whole family to this great place with lots of room for fun! Indulge in coastal living at our new remodeled 1-bedroom, 1-bath apartment, just 0.5 miles from the beach. Experience the allure of a brand-new interior, featuring a spacious layout, modern design, and a fully equipped kitchen. With proximity to both great shopping and an array of restaurants, this seaside retreat offers the perfect bland of relaxation and convenience. Your ideal coastal escape awaits!

The Salty Beach @ Surfside
Welcome to The Salty Beach! This NEWLY REFRESHED furnished 2 bedroom condo overlooks The Gulf from it's oversized 15th floor balcony. The community offers any and all amenities needed to truly embrace your Best Beach Life in Miramar. With it's onsite restaurant, beach bar, tiki hut, gym, tennis/basketball/volleyball courts, and spa, this beach vacation pad proves to be the perfect location to make those beach memories your friends brag about on Social Media!
Popular amenities for Choctawhatchee Bay rentals with a pool
House rentals with a pool

Pool, Golf Cart, Fire Pit, & Walk to Beach

Golf Cart to Beach | Resort Pool | Fun Space

Italian villa 200 steps from beach • Free cruise!

Destin Pointe | Private Pool + Hot Tub | 2 Beaches

Golf Cart I Bikes I Walk 2 Beach I Pool

6-Seater Golf Cart with Bay, Lake & Golf View Home

All you need! Location | Golf Cart | Walk to Beach

3BR Crystal Beach Retreat | Pool + Walk to Beach
Condo rentals with a pool

Beach Condo Steps to Sand | Fully Renovated + Pool

Condo w/ Pool, Hot Tub, Private Bch & Free Parking

CostaVista-Sandestin: Steps to Beach/Gulf Views!

1/1.5 Gulf View Condo Ariel Dunes 2 Beachfront

"Sweet & Salty" @ Sandestin’s® Baytowne Wharf

Beachfront! Newly remodeled! Right on the beach!

BELIEVE! Great location! Charming/ sexy 1BD condo

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

Studio in Sandestin/ Free parking/Free beach tram

New, luxury Beachfront, Gulf Views, Private Beach

Beachside Ground‑Floor Getaway with Pool

Beautiful 1-bedroom Condo

Beach Access Updated Unit Multiple Pools FREE Tram

Lakin’ It Easy~Waterfront with Golf Cart~Pool

Modern Memories - Peaceful Lakeside View

Townhome with Pool, King Bed, 4 min to Beach Park
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- Condo rentals Choctawhatchee Bay
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- Rentals with beach access Choctawhatchee Bay
- Rentals with a hot tub Choctawhatchee Bay
- House rentals Choctawhatchee Bay
- Family-friendly rentals Choctawhatchee Bay
- Rentals with a sauna Choctawhatchee Bay
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- Rentals with lake access Choctawhatchee Bay
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pier Park
- Henderson Beach State Park
- St. Andrews State Park
- Village of Baytowne Wharf
- Seacrest Beach
- Frank Brown Park
- Navarre Beach Fishing Pier
- Aqua Resort
- HarborWalk Village
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- St. Andrew State Park Pier
- Shipwreck Island Waterpark
- The Boardwalk on Okaloosa Island
- Morrison Springs
- Signal Hill Golf Course
- Destiny East





