
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.

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.

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.

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, quick private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

One Block to Crystal Beach + Pool + King Bed + Convenient Location
- 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.

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.

1/1.5 Gulf View Condo Ariel Dunes 2 Beachfront
Enjoy the art, nature, and adventure of Miramar Beach in our lovely condo with beach access, on-site heated swimming pools, a fitness center with sauna, golf, tennis, pickle ball, basketball, dining and nightlife without leaving the complex! When you venture out, shopping at Silver Sands Outlet Center is a mile away, and Grand Boulevard and Sandestin Beach Resort are 3 miles away. End your relaxing day taking in the spectacular sunset with a glass of wine and loved ones on the balcony.

Pool, Golf Cart, Fire Pit, & Walk to Beach
★ 3 story Destin home walking distance to Private Beach * 2500ft² / 230m² home * 3rd floor with 360° views and peekaboo views of the ocean * 3 min walk to the private beach and 6 min walk to Crystal Beach * Private pool + backyard oasis (fire pit and more) * 6-seater Golf Cart * Onsite parking for 5+ cars * 5 min drive to Destin Commons with Restaurants & Arcade * 10 min drive to Destin Harbor and 15 min drive to Crab Island * Fully stocked and equipped kitchen * Onsite washer + dryer

Santa Rosa Beach Canopy House with pool
A private oasis situated among lush vegetation and gorgeous oak trees, this property is steps away from the bay and just a 5 minute car ride to all the magic of 30A and beach access. Unique finishes include a heated saltwater pool for those perfect nights in, and 2 picturesque outdoor showers. The main house features 3 beds/3 baths while the guest house features a bunk room with a full bath. This is truly a nature lovers’ paradise to relax in while enjoying all that 30A has to offer.

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!
Find yourself in Hidden Paradise, a curated cottage home in Destin's highly sought-after Crystal Beach. Featuring a complimentary 6 seater golf cart, the 2 blocks to the sugar sand beach is a breeze. Come home to a private pool and full-sized fenced backyard for some bbq on the grill or a game of cornhole. 3 bedrooms. Sleeps 10. Provided mini-crib and highchair...bring the family! Its the little things that help make big memories, and thats what is awaiting at Hidden Paradise!

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!
Popular amenities for Choctawhatchee Bay rentals with a pool
House rentals with a pool

62 Blue View Lakefront Private Pool 5 Min to Beach

Casa Palmas on Holiday Isle

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

Seaside Close | Walk to Beach | Heated Pool

Pool & HotTub -Golf Cart -Block to Beach -Destin

#2 4BR HUGE PET Friendly Home Away from Snow!

New Luxury Home-New Golf Cart/6 Bikes-Resort Pool!

Sandy Feet: Steps to Beach, Golfcart, Heated pool
Apartment rentals with a pool

Sandestin Heron Walk Luxury Condo with Golf Cart!

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

Beach Paradise - Ocean View - Bonus Beach Service

308 Gulf View • Heated Pool • Hot Tub Book Dec 10

Okaloosa Island Oceanfront Paradise Studio Condo

Perfect Condo Getaway to the Beach!

Oceanfront in Seagrove w/private beach!

1bd/2ba condominium on the ground floor~ Right on
Other holiday rentals with a pool

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

Casa brezza estiva beach view

Gulf-Front Corner Unit in Seagrove Facing Sunset!

Sunset Serenade

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

Blue Mountain Beach Retreat: Bikes, Pool!

*Luxury Baytowne Wharf- Bahia Breeze* w/Pool View

Swashbucklin' Swordfish Condo - Steps To The Beach
Destinations to explore
- Seminole Holiday rentals
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- Pet-friendly rentals Choctawhatchee Bay
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- Family-friendly rentals Choctawhatchee Bay
- Rentals with lake access Choctawhatchee Bay
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- Rentals with outdoor seating Choctawhatchee Bay
- Rentals with a hot tub Choctawhatchee Bay
- Rentals with beach access Choctawhatchee Bay
- Rentals with a washing machine and dryer Choctawhatchee Bay
- Fitness-friendly rentals Choctawhatchee Bay
- Rentals with a firepit Choctawhatchee Bay
- Rentals with a sauna Choctawhatchee Bay
- Rentals with a fireplace Choctawhatchee Bay
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- Rentals with pools Florida
- Rentals with pools United States
- 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
- Shell Island Beach
- St. Andrew State Park Pier
- Tiger Point Golf Club
- Eglin Beach Park
- Pensacola Beach Crosswalk
- Raven Golf Club
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Walton Dunes Beach Access
- Camp Helen State Park
- Fred Gannon Rocky Bayou State Park
- The Track - Destin
- Pensacola Dog Beach West
- Seacrest Beach




