
Vacation 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.

Stylish 2BR Condo w/ Pool + Beach Gear
Now booking for spring & summer! Aqua Vista is a bright, stylish 2BR condo designed for effortless beach living in Destin. Just a short walk from Crystal Beach, this space features a dreamy king bed, Smart TVs, WiFi (fiber), and a fully equipped kitchen for easy meals. Spend your days by the community pool, relax with included beach chairs, or explore nearby favorites like Crab Island, cafés, and local restaurants. The layout is ideal for families, couples, or guests mixing work and beach time.

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc
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 1203 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.

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.

Light& Airy ON Beach, Golfcart* Hot Tub, SanDestin
Sleek 1st floor airy studio ON BEACH. 🛺Golf cart w/3+ nts. In Sandestin Resort between Destin & 30A. NEW Pool & Hot Tub! Pottery Barn King bed with beachfront view. Step right off private patio to the beach or relax on the patio round Bali bed. WiFi, 55” smart TV, Kitchen, Washer/dryer. Enjoy free gym, tram, beach, trails, golf, dining, shopping & entertainment all without leaving resort! Perfect honeymoon, baby moon, romantic getaway, girls trip, solo travel or lil’ fam vacay! *NO animals

Majestic Sun B902*Remodeled*Pools + Hot Tubs*Views
☆☆WHAT TO LOVE ABOUT THIS HOME:☆☆ ✹ Newly Remodeled! - Updated kitchen, new flooring, walk-in shower, all NEW furniture ✹ GULF FRONT with AMAZING VIEWS from balcony, living space, master bedroom ✹ BEACH GEAR Provided - Wagon, backpack chairs, umbrella, towels, & toys ✹ Heated Pools, Hot Tubs, fitness center, tennis courts, golf course ✹ Great Location - Nearby dining, shopping, attractions ✹ Many Restaurants within walking distance ✹ Smart TVs in all rooms (60" in Living) ✹ Gated Community

Serene Condo w/ Shared Pool, Hot Tub & Bch Access
Sleeping up to 4 guests, this premium studio provides you with everything you will need for a perfect beach vacation while indulging in the luxurious resort life. Sandestin Golf and Beach Resort features over 7 miles of beaches, a pristine bay front, 4 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!

Peaceful Waters in Baytowne Wharf with Pool
Create lifelong memories in the charming neighborhood of Baytowne Wharf located in the most desirable resort the Emerald Coast has to offer - Sandestin Golf and Beach Resort. From dipping in the sparkling waters of our swimming pools to digging in the sugar-like sand of the beach, your family and guests have access to wonderful amenities. This 1 bed/1bath condo with pull-out sleeper is perfectly situated to ensure everyone has an unforgettable experience. We look forward to hosting you.

BellaVida-Sandestin® 2BR/3BA/Lake-Cart to Beach!
Welcome to BellaVida – your Sandestin® escape! This renovated 2BR/3BA gem sits on the water in a private Beachwalk Villas cul-de-sac, complete with a newer model 6-seat golf cart for exploring Baytowne Wharf, private beaches, pools, and Grand Boulevard. Enjoy a spacious, fully remodeled home with updated bathrooms, modern kitchen, full-sized washer/dryer, and unbeatable proximity to the best of Sandestin®. Perfect for a relaxing or adventure-filled getaway—book your dream vacation now!

Sandestin Luau 2nd Flr Studio - close to the beach
Beautifully updated condo in Sandestin Golf & Beach Resort, just steps from Sandestin Beach. Recently painted and well-maintained with stunning views, it’s the perfect coastal retreat. Features a king bed, twin sofa bed, and a kitchenette with microwave, sink, and mid-size fridge. Enjoy TRAM access to the village of Baytowne Wharf, Netflix with thousands of shows and movies, and beach gear with cart for easy access to the beach. Stylishly decorated for a relaxing and memorable stay.

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!

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.

Carriage House 1.5 bed/1 bath located off 30A
You’ll love our place because of the ambiance, the neighborhood, the people and the location. This guest house is located in a gated community just steps from the beach with a community pool across from the home. Beach is 700 steps from front door along a paved sidewalk to private beach access for the neighborhood. The Carriage House is perfect for couples, families (with kids), and solo adventurers. Need more room? We have a larger home on property that sleeps 11.
Popular amenities for Choctawhatchee Bay rentals with a pool
House rentals with a pool

Destin - Beach and Gulf View - 5A

Divine Beach Living at 'On Beach Time'

Walk to Beach · Private Heated Pool · Fenced Yard

Private Pool - Golf Cart - Block to Beach - Destin

6-Seater Golf Cart with Bay, Lake & Golf View Home

Private Oasis-Heated Spa Pool-Golf Cart Deals

Charming Cottage with 6-Seater GOLF CART INCLUDED!

30A 5 Min Walk to Beach/View/Private Pool/Family
Condo rentals with a pool

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access

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

🏝 Penthouse Ocean View • Private Beach Access 🏝

Beach Paradise - Ocean View - Bonus Beach Service

High-End Beachfront Condo w/Breathtaking Gulf View

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

1 block to beach Pool Parking 2 King Suites, WiFi

Miramar Beach Ocean View with Large Balcony
Other vacation rentals with a pool

Make memories at 274

Destin West Villa PH01 ~ Penthouse w/ Hot Tub

Holiday House Private Beach/Pool

3 minute walk to beach.

Sandestin Bayfront Studio|Golf|Romantic Getaway

Sea Cabins 4C - Beach! Pool! Free Beach Service!

Casa del Mar! New 30A Home w/ Private Heated Pool

Gulf Front + 2 Kings + Heated Pool/Hot Tub + Grill
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Frank Brown Park
- Pensacola Beach
- St. Andrews State Park
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- St. Andrew State Park Pier
- Shell Island Beach
- Gulf Breeze Zoo
- Gulfarium Marine Adventure Park
- The Track - Destin
- Camp Helen State Park
- Signal Hill Golf Course
- Shipwreck Island Waterpark
- Gulf World Marine Park
- Village of Baytowne Wharf
- Panama City Beach Winery
- Henderson Beach State Park
- Coconut Creek Family Fun Park
- The Boardwalk on Okaloosa Island




