
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.

Waterview Villa/ Pool/ King Bed/Steps to the Beach
Escape to our beach villa, curated by an experienced superhost. Located in the heart of Destin, FL, this stunning bottom-floor unit offers 2 bedrooms and 2 baths. The master suite features a plush king bed, while the second bedroom includes full bunks. Enjoy breathtaking private lake views and easy access to the white sand beach just steps away. The villa boasts a full kitchen for home-cooked meals and access to a sparkling community pool. Comfort and Convenience await in this cozy beach getaway

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc
NO PETS PERMITTED. PRIMARY GUEST MUST BE 25+ TO BOOK. Indulge in a refined coastal escape at Pelican Beach Resort 1203—an elegantly renovated 1‑bedroom, 2‑bath BEACHFRONT retreat offering breathtaking Gulf of Mexico views and DIRECT, effortless access to Destin’s sugar‑white sands. Perched on the 12th floor, this beautifully appointed residence blends contemporary comfort with resort‑level amenities for UP TO 6 GUESTS, creating an elevated experience for both families & discerning travelers.

Zen Retreat ON Beach, Golfcart*Oceanview SanDestin
8th fl. stylish open studio w/stunning VIEW, beachfront in Sandestin Resort between Destin & 30A. 🛺 Golf cart with 5+ 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

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!

The Lovers’ Escape 229
Rebuild and set up for modern, young,social media and dine out enthusiasm COUPLE ONLY.this extremely modern LOFT is “the” place to relax, enjoy our 3 pool, tennis courts and 100 plus restaurants Destin have to offer.I du not tollerate disrespectful guest, seafood smell and smoke smell inside my places.if you are planning on cooking all day please find another place.here we make memories and we enjoy Destin.under 2 years old kid is also welcome!IMPORTANT FOR YOU TO READ OTHER DETAILS TO NOTE!

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.

It’s Just Darling
Welcome to "Just Darling" beach cottage off HWY 30A in Blue Mountain Beach. Closest Beach access is a 10 minute walk via a short cut path or 2 minute drive. Enjoy restaurants, shops, bike trail etc... close to "Watercolor and Seaside” communities. Home is sun filled and cozy with everything you would need for your stay, including a community pool up the street. Best of all, relax on the charming wrap around front porch or barbeque off the private porch off main floor back bedroom. ENJOY!

Direct Beachfront Condo with pool
Relax and getaway to this beachfront condo retreat on Okaloosa Island Fort Walton Beach, Florida Just steps to the sugar-white sand and emerald Gulf coast waters, this updated 2BR/2BA condo features a private balcony with dolphin & sunset views, modern kitchen, Wi-Fi, washer/dryer, and pool heated in the winter Free beach service (2 chairs + umbrella Mar–Oct) Only 5 miles to Destin! Please note - Roof repairs for the condo are ongoing from 2/16/2026 and expected to be completed May 5/13/2026

One Block to Crystal Beach + Pool + King Bed + Con
- 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.

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.

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

62 Blue View Lakefront Private Pool 5 Min to Beach

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

Upscale 30A Home - King Beds/Golf Cart/Pool/Bikes

Flip Flops in Paradise

Sugar Sand Cottage at Destin Pointe

Walk to Beach · Private Heated Pool · Fenced Yard

Pool - Golf Cart - Block to Beach - Beach Service

6-Seater Golf Cart with Bay, Lake & Golf View Home
Apartment rentals with a pool

Sun-kissed condo, fantastic location w/shared pool

Beach access / Ocean View from balcony / King bed

Private Beach access POOL pets Yes No Stairs

Cozy Coastal Baytowne Studio Amazing Amenities

"Sweet & Salty" @ Sandestin’s® Baytowne Wharf

Luau 1BR | Gulf & Lagoon Views • Walk to Beach

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

Incredible View | Heated Pool | Hot Tub | Chairs
Other holiday rentals with a pool

Summer breeze house beach view

* The Dock Condo * Waterfront zen in Bluewater

50 seconds to the Water

Resort Condo Pools Ocean View Hot Tub Splashpad

Stunning Condo With Bay View*New 4 Seat Golf Cart

Sandestin Resort & Beach+Baytowne Wharf

Get cozy at the beach home away from home!

Nautilus 1601 - Gulf Front 2BD/2BA 6th Floor. Fr
Destinations to explore
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- Rentals with a sauna Choctawhatchee Bay
- Beachfront rentals Choctawhatchee Bay
- Rentals with a fireplace Choctawhatchee Bay
- Rentals with a patio Choctawhatchee Bay
- Pet-friendly rentals Choctawhatchee Bay
- Rentals with outdoor seating Choctawhatchee Bay
- House rentals Choctawhatchee Bay
- Fitness-friendly rentals Choctawhatchee Bay
- Family-friendly rentals Choctawhatchee Bay
- Rentals with a washing machine and dryer Choctawhatchee Bay
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- Rentals with a firepit Choctawhatchee Bay
- Rentals with a hot tub Choctawhatchee Bay
- Apartment rentals Choctawhatchee Bay
- Rentals with beach access Choctawhatchee Bay
- Rentals with lake access Choctawhatchee Bay
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Aqua Resort
- Pensacola Beach
- Opal Beach
- St. Andrews State Park
- Frank Brown Park
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Village of Baytowne Wharf
- Gulf Breeze Zoo
- St. Andrew State Park Pier
- Henderson Beach State Park
- Shell Island Beach
- Shipwreck Island Waterpark
- Camp Helen State Park
- HarborWalk Village
- Signal Hill Golf Course
- Gulfarium Marine Adventure Park
- The Track - Destin
- Gulf World Marine Park
- Topsail Hill Preserve State Park




