
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.

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!!

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.

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.

"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! 🏖️

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.

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

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

62 Blue View Lakefront Private Pool 5 Min to Beach

3BR Ocean Views | 2 Min Beach | Free Beach Gear

Emerald "Jule"' - Waterfront Villa 19B

Emerald Jewel • Rooftop & Private Beach

Blue Mountain Beach Retreat: Bikes, Pool!

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

Charming Cottage with 6-Seater GOLF CART INCLUDED!
Condo rentals with a pool

Sun-kissed condo, fantastic location w/shared pool

100 ft to sand, Corner unit, Hot Tub, Garden view

Private Beach access POOL pets Yes No Stairs

Cozy Coastal Baytowne Studio Amazing Amenities

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

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

The Lovers’ Escape 229

Sandestin Bahia 2nd floor - Baytowne Wharf Studio
Other holiday rentals with a pool

Luau Sandestin Studio with Spectacular Views

Gulf-Front Corner Unit in Seagrove Facing Sunset!

Beachfront! Newly remodeled! Corner Unit!

Beachside Ground‑Floor Getaway with Pool

Steps to Beach - Beach Chair Service - Pool

* The Dock Condo * Waterfront zen in Bluewater

Crystal Sands 316A - Beachfront Free Beach Service

Sandestin| Walk To Baytowne + Private Beach
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- Rentals with a sauna Choctawhatchee Bay
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- 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




