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Vacation rentals with a pool in Choctawhatchee Bay

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Top-rated rentals with a pool in Choctawhatchee Bay

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Guest favorite
Vacation home in Destin

2 Beach Chairs Included! Villa @ Sandpiper Cove

Unit 27 @ Sandpiper Cove has the MOST to offer in Destin! 5 pools, 3 hot tubs, 6 tennis courts, shuffleboard, fishing, beach bar, beach volleyball, and FREE par 3 nine hole golf included! Villa features a large private deck, WIFI, open spaces, and fully renovated. Just a two minute walk to the beach! Sandpiper Cove offers a family setting with no high rise elevators. Full water front restaurant and bar located less than 1 minute walk from unit. Free use of owners beach chairs, umbrellas, & toys!

4.95 out of 5 average rating, 135 reviews
Top guest favorite
A bright living area is shown, featuring a spacious gray sofa and a wooden coffee table. Large sliding glass doors provide unobstructed ocean views, while a ceiling fan circulates air above. A small dining table with chairs complements the relaxed coastal decor.
Condo in Destin

Beachfront! Newly remodeled! Right on the beach!

Beachfront top floor unit, on a private beach, in 2-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, pickle ball, and par 3 golf course. Luxury in a private gated community with serene beaches and exclusive amenities. Master bedroom beach/sunset views! Sleeps 4 adults-king master bed, queen sofa bed, and additional cot-sized bunkbeds.

4.99 out of 5 average rating, 298 reviews
Top guest favorite
An aerial view captures the resort layout amidst lush greenery, showcasing the expansive lagoon pool at its center, surrounded by sun loungers. In the distance, the coastline of the Gulf of Mexico glistens under bright sunlight, with buildings lining the beachfront.
Condo in Destin

Gulf View. Walk to beach. Pool open until 11:00pm

2BR/2BA on 6th floor 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 w 8" mattress. The lagoon pool, heated pool, and hot tub is open until 11pm. Amenities include a gym, basketball, tennis, splash pad, and playground. Onsite coffee shop, bar, and Blue Lagoon Italian Restaurant. Walk to 6 restaurants, 2 beaches, Dollar Tree, Walmart.

4.96 out of 5 average rating, 181 reviews
Top guest favorite
A comfortable living area is highlighted by an overhead ceiling fan and a wall-mounted TV. Large glass doors provide a view of the Gulf, leading to a private balcony furnished with seating. Light curtains frame the windows, allowing natural light to fill the space.
Condo in Destin

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.

5.0 out of 5 average rating, 135 reviews
Top guest favorite
An aerial view captures a beachside community with a blend of buildings and green spaces. The soft, white sand stretches along the shoreline, dotted with colorful umbrellas and beach chairs, providing a visual representation of the beach access available for guests.
Villa in Destin

Sandpiper Cove 8140! 500 ft to the Beach!

Free beach setup which includes 1 reserved umbrella and 2 chairs between March 1st and October 31st! 1,100 feet of private beach access owned by Sandpiper Cove! 4 beach towels are provided with unit 8140! 1 of the 5 pools is in the back terrace; steps away from the back porch of the villa! 1 restaurant, 1 beach side bar, a pitch and putt golf course, tennis and pickleball courts all on site. Minutes from several local attractions! About 17 miles from the Destin-Fort Walton Beach Airport!

4.96 out of 5 average rating, 105 reviews
Top guest favorite
Condo in Destin

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. MONTHLY SNOWBIRD PRICING. 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.

4.99 out of 5 average rating, 235 reviews
Top guest favorite
Home in Santa Rosa Beach

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

4.99 out of 5 average rating, 142 reviews
Top guest favorite
The backyard area features a private pool surrounded by lounge chairs and a paver patio. Palm trees add a tropical touch beside the home, which is illuminated against a twilight sky. A barbecue grill is visible, along with a seating area for outdoor relaxation.
Home in Destin

Pool, Golf Cart, Fire Pit, & Walk to Beach

★ 3 story Destin home walking distance to Private Beach * 2500ft² / 230m² home * 3rd floor with 360° views and peekaboo views of the ocean * 3 min walk to the private beach and 6 min walk to Crystal Beach * Private pool + backyard oasis (fire pit and more) * 6-seater Golf Cart * Onsite parking for 5+ cars * 5 min drive to Destin Commons with Restaurants & Arcade * 10 min drive to Destin Harbor and 15 min drive to Crab Island * Fully stocked and equipped kitchen * Onsite washer + dryer

4.97 out of 5 average rating, 138 reviews
Top guest favorite
The beach cottage features a welcoming exterior framed by palm trees and tropical foliage. A white picket fence surrounds the property, leading to a spacious porch with multiple steps. The home’s two levels and large windows create an open and airy appearance.
Home in Destin

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.

4.96 out of 5 average rating, 149 reviews
Top guest favorite
An aerial view displays the gated community and its proximity to the coastline. The layout includes a mix of residential homes and palm trees, with a clear path marked for the gated beach access leading to the expansive sandy beach and ocean.
Home in Miramar Beach

5 Min Walk to Private Beach | Luxury Remodel

✦ NEW LUXURY REMODEL ✦ PRIVATE BEACH + POOL ACCESS ✦ 2 PRIMARY SUITES Nestled in the heart of Miramar Beach, Villa Hermosa was intently designed to embody Mediterranean architecture and elegance. Tucked into a renowned gated community, this distinctly designed retreat is an easy stroll to private beach access along the Emerald Coast and 2 community pools. Nearby shops, restaurants, and local attractions from Destin to 30A make Villa Hermosa a centrally-located, idyllic destination.

4.9 out of 5 average rating, 105 reviews
Superhost
Home in Santa Rosa Beach

Waterfront! Sleeps 14 & TWO Story Waterslide Fun!!

This family fun home has a 2 story super fast custom water slide, large pool, (extra charge to heat pool) swim up bar, outdoor tiki hut bar with sink and gas grill, charcoal grill, fire pit, sandy beach, dock, boat slip, (no boat lift) paddle boards. Private suite with kitchen & bathroom on lower level with private access leading out to bay. bring your own fishing gear if you like to fish. Home is a labor of love and has brought so much joy to our family & hopefully to yours.

4.82 out of 5 average rating, 144 reviews
Top guest favorite
The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.
Home in Santa Rosa Beach

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.

4.96 out of 5 average rating, 162 reviews

Popular amenities for Choctawhatchee Bay rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
A spacious two-story home is framed by palm trees and lush greenery, showcasing a welcoming entrance with large glass doors. The sunset casts a warm glow over the exterior, highlighting the coastal architectural details and inviting porch areas.
Home in Destin

Pool, Games Rm, Fire Pit, Grill, FREE Cart & Bikes

5.0 out of 5 average rating, 116 reviews
Top guest favorite
A street-legal golf cart is parked next to a rack of four beach bikes. The surrounding area features well-maintained landscaping with low shrubs and palm trees. Clear blue skies and bright sunlight enhance the inviting ambiance of the outdoor space.
Home in Santa Rosa Beach

Fall Discount! Golf Cart I Bikes I Walk 2 Beach

4.98 out of 5 average rating, 122 reviews
Superhost
Home in Destin

Summer Specials *Fully Loaded* Pool & Hot Tub

4.84 out of 5 average rating, 123 reviews
Superhost
A two-story home is displayed, featuring a light-colored exterior with a spacious front porch and white railings. Three bicycles with turquoise accents are lined up on the brick-paved driveway, surrounded by green landscaping and peaceful trees.
Home in Santa Rosa Beach

Beautiful 3 Bedroom Beach Home in Highland Park

4.78 out of 5 average rating, 106 reviews
Superhost
A spacious outdoor area features a private pool and integrated spa, bordered by palm trees and tropical landscaping. A fire pit with seating is situated near the pool, alongside an inviting covered patio with elegant columns, providing a relaxing retreat.
Home in Destin

5 BR home w private pool & jacuzzi, 3 min to beach

4.78 out of 5 average rating, 102 reviews
Guest favorite
Home in Destin

Walk to Beach · Private Heated Pool · Fenced

4.95 out of 5 average rating, 225 reviews
Top guest favorite
A spacious living area features light-toned furnishings, including a soft sofa with patterned cushions. A glass-top coffee table is centered on a textured rug. Bright lighting is provided by pendant fixtures above, while large windows bring in natural light, with sheer curtains partially drawn.
Home in Miramar Beach

Isle Be Back! Miramar Beach Villa! STEPS TO BEACH!

5.0 out of 5 average rating, 108 reviews
Top guest favorite
A private backyard oasis is highlighted, featuring a heated saltwater pool and an inviting fire pit surrounded by oversized Adirondack chairs. The space is enhanced by bistro string lighting, and a colorful flamingo float rests near the pool, creating a warm atmosphere for relaxation.
Home in Destin

Pet-Friendly-Pvt Heated Pool-Hot Tub-Fire Pit-6min

4.98 out of 5 average rating, 132 reviews

Condo rentals with a pool

Superhost
Condo in Miramar Beach

1/1.5 Gulf View Condo Ariel Dunes 2 Beachfront

4.91 out of 5 average rating, 164 reviews
Guest favorite
The living area features comfortable seating arrangements, including a spacious sofa and armchair. A coffee table sits in front of the television, which displays a coastal scene. Large windows framed by sheer curtains allow natural light to brighten the room while offering views of the outdoors.
Condo in Destin

Luxury Destin 1BR - Jetty East Beach Resort Condo

4.84 out of 5 average rating, 135 reviews
Guest favorite
Condo in Sandestin

Cozy Coastal Baytowne Studio Amazing Amenities

4.92 out of 5 average rating, 345 reviews
Top guest favorite
A light-filled living area features a comfortable sofa facing large glass doors that open to a private balcony, revealing sweeping views of the Gulf of Mexico. A wooden dining table is set, accompanied by modern white chairs. A unique chandelier hangs above, adding contemporary style.
Condo in Destin

The Merry Whale on The Emerald Coast

4.96 out of 5 average rating, 257 reviews
Top guest favorite
A panoramic view showcases a busy bridge spanning turquoise waters. Vehicles are seen traveling on the bridge, while boats are navigating the water below. Sandy shores and a distant coastline are visible under a clear sky, creating a vibrant coastal scene.
Condo in Destin

Come find your Destiny in Destin!!!

4.89 out of 5 average rating, 260 reviews
Guest favorite
A wooden boardwalk leads towards the beach, framed by a pergola overhead. Soft sand and gentle blue waves can be seen ahead, with several beach umbrellas dotting the shoreline. The open sky above reveals a mix of clouds and sunlight, creating a serene coastal view.
Condo in Miramar Beach

Private Beach access POOL pets Yes No Stairs

4.84 out of 5 average rating, 113 reviews
Guest favorite
A serene view from the balcony showcases expansive sandy beaches and calm waters of the Gulf. A clear blue sky provides a bright backdrop, while palm trees dot the landscape. The distant harbor with its protective jetty can be seen, enhancing the coastal ambiance.
Condo in Destin

On the Gulf 2 Bed, 2 Bath Third Floor Condo

4.92 out of 5 average rating, 161 reviews
Superhost
A bright living area features a large window with a direct view of the ocean, framed by light blue curtains. Comfortable seating includes a sofa and a chair, arranged around a coffee table. A television is positioned on a cabinet against the wall, complemented by beach-themed art.
Condo in Miramar Beach

Paradise on the Gulf!

4.84 out of 5 average rating, 361 reviews

Other vacation rentals with a pool

Top guest favorite
Townhouse in Destin

Waterview Villa/ Pool/ 3 Min to beach/ 2 King Beds

4.96 out of 5 average rating, 159 reviews
Guest favorite
Townhouse in Sandestin

Coastal townhouse w/ pool & BBQ grill

4.89 out of 5 average rating, 122 reviews
Top guest favorite
Condo in Destin

New, luxury Beachfront, Gulf Views, Private Beach

5.0 out of 5 average rating, 20 reviews
Top guest favorite
An expansive luxury home is showcased from an aerial view, featuring multiple balconies and large windows. The outdoor space includes a private pool surrounded by lounge chairs and palm trees. The scenic backdrop features a colorful sunset and nearby structures, highlighting the inviting atmosphere.
Home in Miramar Beach

Seas the Day: Private beach, Heated pool, Golfcart

5.0 out of 5 average rating, 64 reviews
Top guest favorite
Condo in Sandestin

Beach Access Updated Unit Multiple Pools FREE Tram

5.0 out of 5 average rating, 26 reviews
Guest favorite
Home in Miramar Beach

Beachside Bungalow-Gulf Front, Game Room, Private

5.0 out of 5 average rating, 7 reviews
Guest favorite
A private saltwater pool is surrounded by a spacious deck and inviting lounge chairs. The two-story home features a wrap-around porch, enhancing outdoor relaxation. Lush greenery provides a natural backdrop, enhancing the peaceful ambiance of the backyard space.
Home in Santa Rosa Beach

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

4.96 out of 5 average rating, 48 reviews
Top guest favorite
The image presents a vibrant living space featuring large windows that provide views of the beach and ocean. A comfortable seating area is complemented by an electric fireplace. A covered balcony with outdoor dining overlooks the beach. The bedroom offers a cozy setting with soothing colours and TV.
Home in Miramar Beach

BellaVista on the Beach*HotTub*Gulf Front*3 Patios

5.0 out of 5 average rating, 66 reviews

Destinations to explore