
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 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/ 3 Min to beach/ 2 King Beds
Nestled in the heart of Destin, FL, this upper-level 2-bedroom, 2-bathroom duplex is the perfect retreat. Wake up to serene private lake view from your balcony and enjoy the convenience of being just steps from the pristine white sand beach. Each bedroom features a plush king bed, while the fully equipped kitchen makes dining effortless. Relax by the community pool or savor tranquil evenings on your private patio. This villa combines coastal charm with modern comfort for an unforgettable escape!

1004 Oceanfront Pelican Beach Fab Loc Pools/HTubs
1 Bed 2 Bath (Sleeps 6) NO PETS! Non-Negotiable rates. Location! Easy access to attractions! Direct access on the beach without having to cross the street. Pelican Beach Resort 1004 is a newly renovated 1-bedroom condo with stunning Gulf of Mexico views from your private balcony, an open-concept living area, and comfortable sleeping accommodations for up to 6 guests The fully equipped kitchen is designed with a bar that overlooks the living area for entertaining or enjoying a casual meal.

Studio @ Luau in SanDestin! Sleeps 4! Resort Style
3 minute walk to the beach~Resort-style pool~2 beach chairs provided~2 beach towels~walking distance to restaurants PLEASE NOTE: This tower is being painted completely with construction work. The balcony is not accessible. The exterior work is a restoration project, not just paint. Stucco, concrete repairs, railing repairs and paint, re-sealing windows and doors, deck coating, etc. They work M-F 8-6pm and occasional Saturdays as needed. ETA for completion will be Late October. During the time,

Gulf View. Walk to beach! No Deposit!
2BR/2BA is located on the 6th floor condo at The Palms of Destin Resort. Views of Henderson State Beach across street. The master has a king size bed and bathroom. Twin trundle beds in small bedroom and bath. The living room has a queen sleeper sofa & 80" TV. The lagoon pool, heated pool, and hot tub is open until 11pm. Amenities include a gym, basketball, tennis, splash pad, arcade, and playground. Dollar Tree, Walmart, Enterprise Car Rental next door. Walk to restaurants and 2 beaches.

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.

Beachfront! Newly remodeled! Right on the beach!
Beachfront top floor unit, on a private beach, in two story building gives unobstructed sunset/ocean views. Located on soft white sand with on-site free parking. Perks of choosing this unit include gated resort with pools, beach service included (Mar.-Oct.), tennis courts, pickle ball, and par 3 golf course (included). Unit has fully functional kitchen and wifi included. Master bedroom beach/sunset views! Sleeps 4 adults with use of sofa bed in living area and additional cot-sized bunkbeds.

Sandestin Elation Studio - Baytowne - Golf Cart
Ground-floor studio in Sandestin Golf & Beach Resort with serene golf course and lake views. Steps from Baytowne Wharf’s dining and entertainment. Features a king bed, queen sofa bed, full bath, and kitchenette with microwave and mid-size fridge. Enjoy Wi-Fi, Netflix, resort tram access, and beach gear in garage storage. Golf cart available - please inquire about availability and fee. Perfect for a relaxing escape in the heart of Sandestin. And Yes! you may drive the golf cart to the beach.

Beach Retreat view from 7th floor*
Welcome to your dream getaway at Ariel Dunes in Miramar Beach. Located on the 7th floor, this luxurious apartment offers a breathtaking panoramic view. Expansive windows frame the stunning vistas of the shimmering Gulf of Mexico Inside, chic modern decor, spacious living areas, and a fully equipped kitchen ensure a relaxing stay. Whether savoring morning coffee or unwinding with a sunset glass of wine, this 7th-floor gem at Ariel Dunes promises a serene and memorable escape.

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.

Sun-kissed condo, fantastic location w/shared pool
LOCATION!Baytown Wharf . One of the only studio floor plans with an L-shape layout making it feel like a one bedroom. Washer and dryer in unit .The wet bar- style kitchenette provides the cooking tool you need without sacrificing space . The bathroom is featuring a shower/tub combination. Central air conditioning, ceiling fans in the bedroom and living room and lengthy darkening drapes will keep the interior cool and comfortable. Enjoy your morning coffee on the balcony!

Cozy Coastal Baytowne Studio Amazing Amenities
Welcome to paradise! Unit is located on the 4th floor Of Market Street Inn allowing quick access to entertainment, food and pool. Only 10 minutes from the beach without ever leaving the Resort, Including Free Tram! New furniture and décor. Professionally decorated studio offers splendid furnishings. The unit offers a King size bed with luxury linens. You will love the convenience that the resort has to offer. Comfortable queen Sofa Bed that will fit two extra guests.
Popular amenities for Choctawhatchee Bay rentals with a pool
House rentals with a pool

BaysideBreeze-Sandestin® 3BR/3BA-Golfcart to Beach

Sugar Sand Cottage at Destin Pointe

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!

The Coastal Retreat

SUGAR SUGAR steps to beach, pool, shops & dining!

Blue Mountain Beach Retreat: Bikes, Pool!

#2 4BR HUGE PET Friendly Home w/ your own pool!

Private Tropical Oasis Near Beach-Heated Spa Pool
Apartment rentals with a pool

Discounted Vacations: Oct/Nov/Dec Openings

3 Min Walk to the Beach, Beach Svc, Sandpiper Cove

High-End Beachfront Condo w/Breathtaking Gulf View

Beach View, Sugar White Sand, Gulf Breeze

Spacious condo w/pool, 3-min walk to the beach

Gulf Views with Resort Style Pool•Beach Service

A+ beach location. Free bikes & beach gear!

Oceanfront in Seagrove w/private beach!
Other holiday rentals with a pool

The Juander Inn, cottage + saltwater pool on 30A!

Casa brezza estiva beach view

Luau Sandestin Studio with Spectacular Views

Cozy Condo. Sunrise and Sunset

Sandestin*One level home*Lake view*Golf Cart*

“Sea La Vie” (the Sea is Life) Lasata-Baytowne

New Epic Gulf Front Views just rehabbed

Bay, Lake & Golf View Home with 6-Seater Golf Cart
Destinations to explore
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- Rentals with outdoor seating Choctawhatchee Bay
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- Rentals with pools Florida
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- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- St. Andrews State Park
- Frank Brown Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- St. Andrew State Park Pier
- Shell Island Beach
- Tiger Point Golf Club
- Raven Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Camp Helen State Park
- Walton Dunes Beach Access
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Wayside Park, Okaloosa Island
- Shipwreck Island Waterpark
- Seacrest Beach