
Vacation 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.

The Merry Whale on The Emerald Coast
Newly updated 1 bedroom/ 2 bath condo with built in bunkbeds. Located beach side on the 19th floor with breathtaking panoramic views of the emerald waters and pristine white sand beaches The Gulf of Mexico. Fully stocked kitchen with new granite countertops and slate appliances. Reliable fast high speed internet throughout. Resort amenities include a large pool and hot tub, a beachside tiki bar serving frozen drinks and beer. A fabulous cafe that serves hot breakfast, pizza, sandwiches & salads.

1bd/2ba condominium on the ground floor~ Right on
5-7 minute walk to the beach~fitness center and pool on property~10% off for golf cart rentals~ Walking distance to restaurants~ 2 beach backpack chairs provided~one beach wagon~2 beach towels Stay at ‘Happy Hour Hideaway’ & leave your worries behind! Located on infamous Highway 30a, you will love staying so close to the action while still enjoying the seclusion of this complex. This is a 1Bedroom + hallway bunks/ 2 bathroom condo, located on the first floor of the complex. For your conveni

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

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.

Majestic Sun A711*Remodeled*Golf Cart*Heated Pools
☆☆ WELCOME TO MAJESTIC SUN A711!☆☆ ✹ MAJESTIC VIEWS of the GULF from the 7th Floor ✹ REMODELED-New Countertops,bathrooms,walk in shower ✹ BEACH GEAR-Wagon, backpack chairs,umbrella,towels, toys ✹ Heated Pools, hot tubs, fitness center, tennis/pickleball, golf ✹ 2 KING Beds+Queen sleeper sofa+Twin Bed(Sleeps 7) ✹ FULLY STOCKED-"Home Away From Home" ✹ Smart TVs in all rooms (65" in Living Room) ✹ Restaurants w/ in walking distance ✹ GOLF CART-Coming March 1, 2026 ✹ Gated Community

The Naughty Scene 233
Brand new 1 bedroom apartment complete set up for coupleONLY or small family of 3.the perfect place for celebration a special moment,relax whit your love one and make memories.right in the center of Destin 1 minute drive to the public beach,2 minute drive to the harbor walk village..flower, cards, wine is available for surprise ,( just ask me) NO SMOKERS OR PARTYING INSIDE MY PLACE.please read other details to note!DU NOT BRING EXTRA FRIEND INSIDE and read OTHER DETAILS TO NOTE

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.

Hidden Gem on the Beach - Coastal Luxury!
This condo features a fully equipped kitchen with granite countertops, stainless steel appliances, and all necessary cookware. The bedroom has a king-sized bed and attached full bathroom. Additional sleeping space is provided with a queen-sized sleeper sofa in the living room. Step outside onto your private balcony and take in the stunning views of the resort and the Gulf of Mexico. Watch the sunset over the water or relax with your morning coffee and listen to the waves.

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.

Majestic Sun Ocean view 1 Bedroom Condo
This Majestic Sun 1 bedroom condo is located across the street from the beach with unobstructed Gulf views. It is conveniently located within the Seascape Resort. Perfect for those looking to vacation within the heart of Miramar Beach while enjoying a stunning ocean view. The complex amenities include an indoor/outdoor heated pool, hot tub, and well equipped fitness center. Snowbirds if please inquire for monthly rates. **MUST BE 25 YEARS OF AGE TO BOOK PER HOA RULES**
Popular amenities for Choctawhatchee Bay rentals with a pool
House rentals with a pool

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

Book Holiday! Private Beach, Heated Pool, 2 Kings!

Sugar Sand Cottage at Destin Pointe

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

Private Heated Pool! Walk 2 Beach!

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!

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

#2 4BR HUGE PET Friendly Home Away from Snow!
Condo rentals with a pool

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

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

High-End Beachfront Condo w/Breathtaking Gulf View

Serene Condo w/ Shared Pool, Hot Tub & Bch Access

Beach View, Sugar White Sand, Gulf Breeze

30-A Getaway near Seaside 102

18th Floor Pelican Beachfront with Ocean View

BeachCorner XL Frig. Amazing beachwindow view
Other vacation rentals with a pool

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

Summer breeze house with beach view

Sunset Serenade

The Blue Pearl Penthouse

50 second walk Patio to Water

2BR Condo +Pool & Beach Gear | Walk Crystal Beach

2026 Dates Open~Seaside~30A~Golf Cart Included

Gulf View- Private Beach Access-Couples Retreat
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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
- Fort Walton Beach Golf Course
- Pensacola Beach Crosswalk
- Eglin Beach Park
- Gulfarium Marine Adventure Park
- Raven Golf Club
- Walton Dunes Beach Access
- Camp Helen State Park
- The Track - Destin
- Fred Gannon Rocky Bayou State Park
- Pensacola Dog Beach West
- Seacrest Beach




