
Holiday rentals with a pool in Choctawhatchee Bay
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Top-rated rentals with a pool in Choctawhatchee Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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 :)

1004 Oceanfront Pelican Beach Fab Loc Pools/HTubs
1 Bed 2 Bath (Sleeps 6) NO PETS! Non-Negotiable rates. Location! Easy access to attractions! Direct access on the beach without having to cross the street. Pelican Beach Resort 1004 is a newly renovated 1-bedroom condo with stunning Gulf of Mexico views from your private balcony, an open-concept living area, and comfortable sleeping accommodations for up to 6 guests The fully equipped kitchen is designed with a bar that overlooks the living area for entertaining or enjoying a casual meal.

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

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.

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.

Sandestin Elation Studio - Baytowne - Golf Cart
Ground-floor studio in Sandestin Golf & Beach Resort with serene golf course and lake views. Steps from Baytowne Wharf’s dining and entertainment. Features a king bed, queen sofa bed, full bath, and kitchenette with microwave and mid-size fridge. Enjoy Wi-Fi, Netflix, resort tram access, and beach gear in garage storage. Golf cart available - please inquire about availability and fee. Perfect for a relaxing escape in the heart of Sandestin. And Yes! you may drive the golf cart to the beach.

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.

BellaVida-Sandestin® 2BR/3BA/Lake-Cart to Beach!
Welcome to BellaVida – your Sandestin® escape! This renovated 2BR/3BA gem sits on the water in a private Beachwalk Villas cul-de-sac, complete with a newer model 6-seat golf cart for exploring Baytowne Wharf, private beaches, pools, and Grand Boulevard. Enjoy a spacious, fully remodeled home with updated bathrooms, modern kitchen, full-sized washer/dryer, and unbeatable proximity to the best of Sandestin®. Perfect for a relaxing or adventure-filled getaway—book your dream vacation now!

Majestic Sun A1014*Gulf View*Heated Pools/Hot Tubs
☆WHAT TO LOVE ABOUT THIS HOME?☆ ✹ REMODELED CONDO - New Kitchen, Furniture, Flooring, Fixtures & Decor ✹ GULF & BEACH Views from Living Spaces, Master Bedroom, Patio ✹ BEACH GEAR - Wagon, Backpack Chairs, Umbrella, Towels & Toys ✹ Heated Pools, Hot Tubs, Fitness Center, Tennis, Pickleball, & Golf ✹ Large Floorplan - 3 Private Rooms & Bathrooms ✹ FULLY STOCKED - “Home Away From Home" ✹ Many Restaurants w/ in walking distance ✹ Safe, Gated Community ✹ Smart TVs in all rooms ✹ 5 Beds

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!

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 Choctawhatchee Bay rentals with a pool
House rentals with a pool

1 House Off Beach! Private Pool, LSV, Gulf Views!

Holiday House Private Beach/Pool

Sugar Sand Cottage at Destin Pointe

Sandestin*One level home*Lake view*Golf Cart*

SUGAR SUGAR steps to beach, pool, shops & dining!

Seas the Day: Private beach, Heated pool, Golfcart

Destin's most adored home!

Fresh Fun Interior | New Golf Cart | Heated Pool
Apartment rentals with a pool

Dog Friendly, 1 Bdr 1 Bath, Private Beach & Pool

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

Luxury Destin Area 2BR in Beachfront Building

Beach Paradise - Ocean View - Bonus Beach Service

Gulf View Ariel Dunes Spacious Balcony & Pools

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

Modern Fully Renovated Condo! Heart of Destin!

Majestic Ocean Views, Oceanfront Condo, Renovated!
Other holiday rentals with a pool

The Juander Inn, cottage + saltwater pool on 30A!

Casa brezza estiva beach view

Flip Flops in Paradise

“Sea La Vie” (the Sea is Life) Lasata-Baytowne

Private Pool - Golf Cart - Block to Beach - Destin

Beachfront Panoramic Views Balcony Heated Pool

2 BR Steps to Beach w/ Heated Pool/Nov-Dec $575/wk

*Luxury Baytowne Wharf- Bahia Breeze* w/Pool View
Destinations to explore
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- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Princess Beach
- Frank Brown Park
- St. Andrews State Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- St. Andrew State Park Pier
- Shell Island Beach
- Tiger Point Golf Club
- Gulfarium Marine Adventure Park
- Pensacola Beach Crosswalk
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Raven Golf Club
- Walton Dunes Beach Access
- The Track - Destin
- Fred Gannon Rocky Bayou State Park
- Camp Helen State Park
- Pensacola Dog Beach West
- Wayside Park, Okaloosa Island




