
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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The Retreat in Santa Rosa Beach- Bungalow C
Welcome to your dream coastal escape in Santa Rosa Beach, Florida! Our newly renovated bungalow offers a blend of relaxation & adventure. Bungalow C sleeps 8 & offers 4 spacious bedrooms, a fully equipped kitchen & living room. Just steps away, enjoy the resort-style pool & our boat dock that is included for all renters to dock your boat. It’s the perfect spot to kayak or paddle board as well. The Retreat is close to the beaches and restaurants, but also offers a nice, peaceful oasis to unwind

BELIEVE! Great location! Charming/ sexy 1BD condo
ROMANTIC & charming 1 bed condo IDEAL for a COUPLE looking for FUN in an INTIMATE beautifully cured, clean, equipped, comfortable yet affordable getaway condo. In the HEART of Destin, FL within 1.5 miles of its BREATHTAKING BEACHES the complex has 3 pools (one heated), a lake and tennis courts. Ideally located, you can walk to fast food restaurants, ice-cream, liquor & souvenir store, etc. Within a 2 mi radius bars, food, gokarts, waterpark, bowling, nightclub, groceries, pharmacy, shopping.

Private Beach access POOL pets Yes No Stairs
Bring the whole family to this great Ground floor condo with lots of room for fun. King Suite with attached full bathroom plus 2nd bedroom complete with 2 Queen beds. Plenty of space to spread out in the open Livingroom Dining room. Easy access to awesome semi private back yard perfect for Fido! Super close walking distance to Private Beach entrance just across scenic Highway, beside Captain Dave's! Resort includes year round access to beach and tennis courts plus pool. Seasonally heated.

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.

Escape to 30A & the beach! Heated pool! Gulf view!
Perfect for your next beach getaway! * This centrally located condo in the Cabanas at Gulf Place on 30A puts you right in the heart of it all. * Top 4th floor unit features a private balcony with Emerald Coast views * Private beach access is located directly across 30A from the condo. * Enjoy access to 3 pools, a hot tub, tennis courts, shuffleboard, and beautiful green spaces. * Sleeps up to 6 with a King bedroom, twin bunk nook with barn door, and a sleeper sofa in the living room.

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, pools, hot tubs, and celebrity chef dining. Enjoy the fun and entertainment at The Village of Baytowne Wharf with shops, restaurants, playgrounds & more!

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.

Luxurious BeachHouse Pickeball+HeatedPool
🏖️ Our beautiful one-story open-floor house is the best choice for your beach vacation with your beloved family and friends. Perfectly located in a quiet community just a few minutes walk (~10 mins). White Sand Beach is close to the community pool and minutes away from shops, restaurants, and everything you need. With 3 bedrooms, 2 bathrooms, and a lovely private backyard, there is more than enough room for 11 guests and your pup, so you won't have to leave anyone behind!

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.

Cozy Condo. Sunrise and Sunset
Bring the whole family to this great place with lots of room for fun! Indulge in coastal living at our new remodeled 1-bedroom, 1-bath apartment, just 0.5 miles from the beach. Experience the allure of a brand-new interior, featuring a spacious layout, modern design, and a fully equipped kitchen. With proximity to both great shopping and an array of restaurants, this seaside retreat offers the perfect bland of relaxation and convenience. Your ideal coastal escape awaits!

100 ft to sand, Corner unit, Hot Tub, Garden view
Step out and hit the beach—just 100 ft to the sugar sand beach from this charming condo. Featuring a King master suite w/private bath, 2nd King room, plus a bunk-bed cubby for kids with a hall shared bath. Ground level, corner unit. The fully stocked kitchen includes Keurig w/pods. 3 TVs. Private patio. Just steps from pool & hot tub. Wi-Fi, washer/dryer w/starter pods. Stroll to dining and local attractions. 2 FREE parking spots. Rent 25+ unless active duty military.

Beach Condo Steps to Sand | Fully Renovated + Pool
Enjoy a relaxing stay in the heart of Destin 🌴☀️ Beautifully renovated condo with new furniture, appliances, flooring, and modern coastal decor—clean, bright, and comfortable. Walk to the beach, restaurants, shops, and entertainment, or drive 2 minutes to Henderson Beach State Park and June White Decker Park. Includes beach chairs, umbrella, cooler, and toys—everything you need for a fun, stress-free stay. Perfect for families, couples, or a beach getaway.
Popular amenities for Choctawhatchee Bay rentals with a pool
House rentals with a pool

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

Jade East 1250 Corner Condo, Spectacular View~Deal

Lakin’ It Easy~Waterfront with Golf Cart~Pool

Oceanview | Pool | Private Beach | Golf Cart

Sandbarr - Bayfront home with a Golf Cart!

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!

Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!

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

The Merry Whale on The Emerald Coast

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

Condo w/ Pool, Hot Tub, Private Bch & Free Parking

Sandestin Elation Studio - Baytowne - Golf Cart

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

1109 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

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

Beachfront! Newly remodeled! Right on the beach!
Other holiday rentals with a pool

Modern 1BR in Pinewood 30A - Pool & 2 Bikes

Sunny escape in Miramar Beach, sleeps 6

Luau Sandestin Studio with Spectacular Views

50 seconds to the Water

GOLF CART included. Seasonally Heated Pool!

Cozy 1-bedroom condo with AC in Miramar Beach

Sandestin Golf Cart Heated Pool Putting Green

Beautiful 1-bedroom Condo
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- Condo rentals Choctawhatchee Bay
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- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- St. Andrews State Park
- Henderson Beach State Park
- Frank Brown Park
- Seacrest Beach
- Village of Baytowne Wharf
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Aqua Resort
- Grayton Beach State Park
- HarborWalk Village
- Gulf Breeze Zoo
- Topsail Hill Preserve State Park
- St. Andrew State Park Pier
- Pier Park
- Fort Walton Beach Landing
- Jade East Towers
- Shipwreck Island Waterpark
- The Boardwalk on Okaloosa Island
- Shell Island Beach
- Signal Hill Golf Course





