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

Santa Rosa Beach Canopy House with pool
The house was the perfect place to host our group of friends. There was plenty of sleeping space as well as tons of open areas in the house for all of us to gather and hang out. The house was very nice, clean, and well accommodated. We were glad the host aforementioned the possibility of a neighbor chanting/yelling out behind the property as this did occur a few times. She seemed harmless, but glad we had a warning regardless! We would definitely stay here again. Thank you for the amazing memories!

Sugar Sand Cottage at Destin Pointe
Had an awesome stay at Sugar Sand Cottage with my family. The location is great and a short drive to various restaurants and activities. We loved the short walk (5 min) to the private beach with umbrella and chair service each day. The chair attendant had great local restaurant recommendations that we tried. The house is just like it’s shown in the pictures. We loved the layout with the porches overlooking the pond and private pool at night. Nichole was very responsive and can’t recommend this place enough. We will definitely stay here again when we come back to the Destin area.

Private Heated Pool! Walk 2 Beach!
We had a great stay in Destin! The house was clean and had everything we needed for a great beach vacation. The pool and back deck was a great place to enjoy coffee in the morning and dinner in the evening. Patrick was super responsive whenever I needed to contact him. The only negative was that the house is on a busy corner and with it comes a bit of street noise. I was pleasantly surprised however, that everyone slept great all 5 nights of our stay. Would not hesitate to stay here again!

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A
Our stay was amazing! The pool was a 10 out of 10 and well loved during our stay. The house was amazing and comfortable and offered our family the opportunity to spend some well needed quality time with one another. The house was also very nice and super clean.

Harbor Central Penthouse
This penthouse is exactly as listed- it is the most perfect location, just a simple step from the boardwalk, meaning all nightlife and restaurants are right at your doorstep. The dock right below the balcony allows for many activities such as renting pontoons to be just a step away. A 10 minute drive from beautiful beaches, and easy to get anywhere like target or stores, because it’s right on the highway. It was perfect for our large group of 7, and the apartment was super clean. Ryan is very responsive and a great host. Would recommend this Airbnb, and Destin, to anyone! (And the beds and pillows are incredibly comfy!!!!!!!)

#1 4BR HUGE PET Friendly Home w/ your own pool!
I highly recommend Anna house. She is such an amazing host and her home is perfect! Everything was very clean, comfortable & felt like home. We loved how spacious and big it was inside, we loved having the 4 restrooms. Everything was perfect! Anna was incredibly responsive and helpful. I would definitely book again.

Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!
THAT SLIDE! I have a 10, 8, and 6 year old grandkids who have pools - never did I think they would be so occupied and content playing on that slide everyday! The house beach was awesome for the little ones to net fish and the pier for the old ones to sit and fish. Baytowne Wharf 5 minutes away was ideal for walking around sipping a cool adult beverage while shopping and participating in kid activities such as ziplining and trampolining. Great house- great time!

30A Walk to Beach Access FREE Golf Cart Pool/Gated
Out of all the places I have stayed this is my absolute favorite!!! The host were absolutely amazing and soo attentive and welcoming. We got into town a little early and they accommodated our needs and really made this a special trip for us. The house is gorgeous and had everything that we needed for a great stay. I’m 100% coming back and recommending this place as much as I can. Thank you for being the best host.
Apartment rentals with a pool

Gulf Views | Heated Pools & Hot Tubs | Beach Gear
This property exceeded our expectations from the gulf/beach view to the well stocked apartment. Stanton provided an outstanding experience and thinks of everything you will need while on vacation including beach gear, snacks, coffee service, and laundry just to name a few of what he provides. I would stay here again without hesitation. Stanton is responsive to any request and goes above and beyond to accommodate his guests. You can book this location with confidence, you will not be disappointed.

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access
We stayed at Preston and Sarah Kate’s for Memorial Day weekend with our 1 year old and we had an amazing time. I was so impressed by how detailed all of the instructions were and the convenience of have a site we can refer to that answered an questions we would have, including local recommendations. The best part of all is that this place is literally across the street from the beach entrance and has a quiet area reserved for guests. Preston and Sarah Kate have everything you’ll need for the beach which makes it super convenient for traveling without the worry of overpacking or buying things you’ll only need once. Can’t recommend this place more! Look forward to our next stay!

Beach access / Ocean View from balcony / King bed
We had a great stay! The place was very clean, well-kept, and just a short walk to the beach, restaurants, and local shops. The check-in process was smooth, and the host provided clear communication throughout. It was a perfect spot for a relaxing getaway — quiet, convenient, and comfortable. Would definitely stay here again!

2003 | 4 Beach Chairs + Marg Machine + Gulf Front!
Kristine was very responsive, prompt and took care of all our needs. We loved our stay and will definitely stay again.

Private Beach access POOL pets Yes No Stairs
Great place to stay when you’re in Destin. Excellent location, 5 minute walk to the beach (private entrance) as well as several restaurants. Was very close to grocery stores, food, and shopping, but still enough off of the main strip that it felt a bit more secluded. Room was very comfortable and clean. Internet and streaming services for the kiddos in the afternoons as well. We had 3 little ones with us (4 and under) and they had a blast. Was great not to have to load everyone and our gear into the car every time we wanted to head to the beach. Overall, we really enjoyed our stay and would absolutely stay here again.

Peace, Love & Beaches @ Sandestin’s Sweet & Salty
What a wonderful place to stay! The instructions on how to access the area were clear and precise and we had no issues. We rented a car (which I recommend if you want to experience things outside of the resort) and parking was safe and secure. It was also nice having a mini kitchen as we stayed 6 nights and were able to cook and prepare small meals. The pool is right outside the building and open til 10pm!! It was nice having a tram to take to the private beach to avoid any parking fees. It was also awesome that the rental had beach chairs to borrow, honestly a life saver at the beach. I would definitely stay here again. Thank you for everything!!

An Ocean Breeze Puts the Mind at Ease! Easy Walk!
Victoria was amazing with communicating us! She was on top of it! We loved that the place had plenty of beach chairs, an umbrella, a wagon to take to beach and beach toys! There were plenty of places to eat and hang out at! The pools were also amazing! Three Huge pools and always plenty of chairs. Never needed to reserve chairs or anything like that! We had an amazing week!

Updated beach condo with stunning views!
Booked the place for 5 days and loved every bit of it. The property has Amazing views, lots of restaurants nearby and walkable to the beach . The condo comes with nice amenities like the pool and hot tub.
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- Panama City Beach Winery
- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- Frank Brown Park
- St. Andrews State Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Shipwreck Island Waterpark
- St. Andrew State Park Pier
- Grayton Beach State Park
- Blue Mountain Beach
- Pensacola Dog Beach
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Camp Helen State Park
- Shell Island Beach
- Pensacola Dog Beach West
- Raven Golf Club
- Eglin Beach Park
- Gulfarium Marine Adventure Park
- Seacrest Beach
- Gulf World Marine Park
- Fort Walton Beach Golf Course