
Holiday rentals with a pool in Choctawhatchee Bay
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Choctawhatchee Bay
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Crystal by the Sea- Golf cart included!
Relaxing 2 bedroom 2 bath condo tucked away in the serene Crystal Cove neighborhood of Sandestin Resort. Rental includes the use of golf cart, bike, beach chairs, towels and beach toys. The master bedroom has a King size bed and ensuite bath. The guest bedroom includes a full size bed and twin over twin bunk. It is also ensuite. Unit has full size washer and dryer. The condo includes a very private large covered patio overlooking a small creek. The beach is a quick 8-10 min. golf cart ride away.

Beachfront Bliss! Gulf Waves at The Palms #201
Nestled on shimmering Gulf shores, The Palms #201 invites you to unwind with jaw-dropping oceanfront views. This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat. Steps from the water, this guest favorite blends relaxation and rejuvenation for a home-away-from-home feel. From March through October, we provide complimentary beach service with two chairs and umbrella—a $40 daily value included free! Pure paradise is at your doorstep. Book this dream coastal escape today!!

Carriage House by the Beach
Cozy carriage house one block from the most beautiful beaches in Florida! Enjoy a full kitchen with granite counter tops and all of the tools needed to cook a fantastic dinner to eat on your deck overlooking the pool. Snuggle on the couch watching a large TV or catch up on social media with free Wifi. Sleep in a comfortable king bed and enjoy a private bath. Walk to restaurants, shops and nightlife. Perfect for a vacationing couple or anyone in town for business. Includes beach chairs!

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.

Luxury Townhouse in Santa Rosa Beach - The Zen Pad
Top Reasons to Book this 30A Luxury Townhome: * Few minute walk to the beach access point: Directly across 30A * Beautifully renovated in 2024 * Spacious and Peaceful * 3 Balconies * 2 Pools, Tennis / Pickle Ball Courts, Fishing Ponds, BBQ area, etc. * 25+ miles of hiking trails just steps away * Perfectly located near the beach, trails, shopping, grocery, dining, & more! * Great for families or individuals * Fast Wifi for remote work or streaming * Voted as Guest Favorite AIRBNB!

"Sweet & Salty" @ Sandestin’s® Baytowne Wharf
Sweet & Salty @ Baytowne Wharf Sandestin®, Florida! This spacious studio provides everything you need to maximize your stay at this amazing resort. The modern and cozy getaway will leave you feeling comfortable with all the amenities for your stay. Stylish decor throughout! Lounge at the nearby pool and HOT TUB. Music Festivals, Beer & Wine Festivals, a Farmers Market, Dining, Shopping & much more are steps away at Baytowne Wharf! Close to conference centers. Peace, Love & Beaches! 🏖️

Italian villa 200 steps from beach • Free cruise!
• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Just 200 steps away from the beach • 3 story Tuscan style villa in one of the nicest neighborhood of multi-million dollar properties • Free cruise ticket per night of stay! (for stays under 7 nights ) • Resort style pool, hot tub, pool views from balconies • Beach gear, work space, large smart TVs in all rooms Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.

Lagunamar-Sandestin® Resort:Golf cart to Beach!
Epiqhost™ ✭MARQUIS COLLECTION✭ Lagunamar is located in the beachfront community of Beachwalk Villas in Sandestin and a short golf cart ride/walk to the beach. This villa is nestled in a very private section of the resort right on Horseshoe Lake. Enjoy quiet evenings on the lakefront patio. This unit comes with a brand new 6-passenger golf cart for your use during your stay at Lagunamar. Quick access to the private beach, golf courses, resort and underpass to the Grand Boulevard shops.

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.

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

NEW 3B/2.5Ba Heated Saltwater Pool near 30A!

3 bed 3 bath beach and bay escape - Free golf cart

Blue Mountain Beach Retreat: Bikes, Pool!

Sandestin Villa • 6-Seat Cart •Beach•Baytowne•Pool

New Interior | New Golf Cart | Pool | Beach

Sandestin Golf Cart Heated Pool Putting Green

30A Walk to Beach Access FREE Golf Cart Pool/Gated

All you need! Location | Golf Cart | Walk to Beach
Condo rentals with a pool

Sun-kissed condo, fantastic location w/shared pool

Cozy Coastal Baytowne Studio Amazing Amenities

Steps to Beach*Pool*Parking*2 king beds*Beach Gear

30A Beach Retreat:Pool View Balcony, 2 min > Beach

The Fantasea Villa-Snowbird Rates!

The Lovers’ Escape 229

Sandestin Bahia 2nd floor - Baytowne Wharf Studio

A+ beach location. Free bikes & beach gear!
Other holiday rentals with a pool

Gulf-Front Corner Unit in Seagrove Facing Sunset!

Vacation Oasis 5BR w/ Pool, BBQ & Firepit!

Beachside Ground‑Floor Getaway with Pool

The Blue Pearl Penthouse- Sandestin

Beachfront! Newly remodeled! Corner Unit!

* The Dock Condo * Waterfront zen in Bluewater

50 second walk Patio to Water

Resort Condo Pools Ocean View Hot Tub Beach Chairs
Destinations to explore
- Seminole Holiday rentals
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- Atlanta Holiday rentals
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- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Tampa Bay Holiday rentals
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- Beachfront rentals Choctawhatchee Bay
- Rentals with a hot tub Choctawhatchee Bay
- Rentals with a fireplace Choctawhatchee Bay
- Waterfront rentals Choctawhatchee Bay
- Rentals with a fire pit Choctawhatchee Bay
- Pet-friendly rentals Choctawhatchee Bay
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- Rentals with a washing machine and dryer Choctawhatchee Bay
- Rentals with beach access Choctawhatchee Bay
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- Rentals with outdoor seating Choctawhatchee Bay
- House rentals Choctawhatchee Bay
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- Rentals with a patio Choctawhatchee Bay
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Pensacola Beach
- Opal Beach
- Frank Brown Park
- St. Andrews State Park
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- St. Andrew State Park Pier
- Village of Baytowne Wharf
- Shell Island Beach
- Henderson Beach State Park
- Camp Helen State Park
- Shipwreck Island Waterpark
- Signal Hill Golf Course
- Gulfarium Marine Adventure Park
- The Track - Destin
- HarborWalk Village
- Gulf World Marine Park
- Topsail Hill Preserve State Park
- Aqua Resort




