Holiday rentals with a pool in Destin

4.99 out of 5 average rating, 115 reviews

The front porch is enclosed with large screens, providing a view of the surrounding landscape. A paved pathway leads to the house, bordered by landscaped areas of mulch and greenery. A set of beach bikes sits beside the entrance, enhancing the coastal charm.

Home in Santa Rosa Beach

30A Winter | Walk2Beach | Pool | Fire Pit | Eats

8 minute walk to Ed Walline the most beautiful public beach on the Emerald Coast! Warm up on the sands of 30A enjoying beach life! Safe & peaceful community w/ pool 3 doors down! Walk to nearby restaurants! Run, walk, or ride bikes on the 19 mile 30A path Vaulted ceilings / open floor plan / beautiful rooms Features: Amazing natural light, 4 smart TV's, fast WiFi, Stocked kitchen / new appliances, Washer/Dryer, Weber Grill (BYOC), 4 beach bikes, 4 beach chairs, umbrella, beach towels & more!

5 out of 5 average rating, 128 reviews

A bright living area showcases large sliding glass doors that open to a private balcony with ocean views. Comfortable seating is arranged around a coffee table, and decorative elements include a large TV and art pieces depicting the beach, enhancing the coastal ambiance.

Holiday home in Destin

1004 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 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.

A modern living area features a sleek fireplace and a large wall-mounted flat-screen TV. A comfortable dark sofa and a patterned armchair provide seating. Large sliding glass doors open to a balcony with ocean views, allowing natural light to brighten the space.

4.99 out of 5 average rating, 134 reviews

High-End Beachfront Condo w/Breathtaking Gulf View

Experience an unforgettable beach escape at "Emerald Paradise." This 3-bedroom/2-bath condo on the fourth floor provides stunning views of emerald waters & sugar-white sands along the Gulf coast. Recently renovated, this gem offers a stylish interior & a private 30-foot balcony- an ideal spot for dolphin watching, soothing sounds of crashing waves and breathtaking sunsets 7 Min Drive to Destin Harbor 8 Min Drive to Destin Commons 9 Min Walk to Big Kahuna’s Experience Destin & Learn More Below

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.

4.99 out of 5 average rating, 261 reviews

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.

Apartment in Miramar Beach

A bright living space is highlighted by floor-to-ceiling windows offering expansive Gulf views. Coastal decor, including blue accents and wicker furniture, provides a relaxed atmosphere. A dining table for six is near a comfortable seating area, featuring a mix of chairs and sofas, inviting relaxation.

4.99 out of 5 average rating, 164 reviews

Majestic Sun B1104*Gulf View*Owners Garage*Hot Tub

☆☆ WHAT TO LOVE ABOUT THIS HOME: ☆☆ ✹ Huge GULF VIEWS from Living Space & Master Bedroom ✹ 1 King Size Bed + 1 Queen Bed + 1 Twin XL + Queen sleeper sofa ✹ BEACH GEAR Provided-Wagon, chairs, umbrella, towels, & toys ✹ Dedicated Parking Space under building = convenience! ✹ Heated Pools, hot tubs, fitness center, tennis courts, golf course ✹ Numerous Restaurants within walking distance ✹ 55" Smart TV + Smart TVs in all bedrooms ✹ Large Balcony Space for Relaxing & Dining ✹ Gated Community

Two wicker chairs are positioned to face expansive windows displaying panoramic views of the Gulf. A glass table is situated between the chairs, enhancing the inviting and relaxed atmosphere. Natural light floods the space, creating a bright and airy environment.

4.95 out of 5 average rating, 104 reviews

Beachfront Panoramic Views Balcony Heated Pool

Beachfront Corner Condo in Destin - Panoramic Gulf Views Summer dates just released! Experience luxury in our Destin beachfront condo! This 3-bedroom, 2-bath unit offers panoramic Gulf views from the living area, kitchen, and master bedroom. Enjoy a renovated balcony, heated pool, tennis, basketball, pickleball, gym, and sauna. Beach chairs and umbrella included March-October. Convenient elevator and steps access. Book your Destin vacation rental now for an unforgettable beach getaway!

A bright living area features a spacious gray sofa, complemented by a blue and white decorative pillow. Large glass doors open to a private balcony with ocean views. A dining table with white chairs and a chandelier is visible, alongside a wall-mounted flat screen TV and coastal artwork.

4.85 out of 5 average rating, 274 reviews

Majestic Ocean Views, Oceanfront Condo, Renovated!

Located right on the beach, this spacious condo has breathtaking unobstructed Gulf views, updated floors and appliances and sleeps six. Decorated in soothing designer colors with a coastal feel, the unit has a bedroom with a comfortable king size bed, flat screen TV and private bathroom; two bunk beds in a hallway alcove, a 2nd bathroom with shower, and open concept full size kitchen with all new full size stainless steel appliances, dining area and living room with a sleeper sofa..

Apartment in Santa Rosa Beach

A bright dining area features a large wooden table surrounded by stylish chairs. A crystal chandelier hangs above, adding elegance. The open space connects to a cozy living area with soft seating and large glass doors revealing ocean views and natural light.

5 out of 5 average rating, 123 reviews

Oceanfront in Seagrove w/private beach!

Welcome to our little piece of paradise in Seagrove! Our 2nd floor beachfront condo boasts breathtaking ocean views, private beach access, free parking, beach chairs, toys and umbrella and a fully updated interior for a comfortable and relaxing stay. Unwind in the open-concept living space, cook up a storm in the fully-equipped kitchen, and soak in the sun on your private balcony. With direct access to a private beach, you can enjoy endless days of sand, sea, and sunshine!

4.95 out of 5 average rating, 135 reviews

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.

Apartment in Miramar Beach

A comfortable living area is featured with a brown leather sofa and a pair of armchairs. A wooden coffee table sits in the center, and large sliding glass doors provide unobstructed views of the beach and Gulf waters.

4.92 out of 5 average rating, 173 reviews

Majestic Sun Ocean view 1 Bedroom Condo

This Majestic Sun 1 bedroom condo is located across the street from the beach with unobstructed Gulf views. It is conveniently located within the Seascape Resort. Perfect for those looking to vacation within the heart of Miramar Beach while enjoying a stunning ocean view. The complex amenities include an indoor/outdoor heated pool, hot tub, and well equipped fitness center. Snowbirds if please inquire for monthly rates. **MUST BE 25 YEARS OF AGE TO BOOK PER HOA RULES**

A balcony offers a stunning view of the Gulf, with the sun reflecting off the water. A small round table with two chairs is situated on the balcony, alongside a cooler and beach gear, enhancing the coastal atmosphere.

4.91 out of 5 average rating, 201 reviews

19th Floor Pelican Beachfront with Ocean View

Welcome to your family vacation home at Pelican Beach Resort, Destin; with all the conveniences of a direct beach vacation rental. Your beachfront condo is on 19th floor, optimizes your endless gulf view with the ease of beach access. With our upgrades, we want our guests to feel like they are staying on their beach home. Your home is in the heart of Destin and just a short distance from The Harbor Walk, directly across the street from The Big Kahuna Water Park.

The living area features a comfortable sofa accompanied by teal accent pillows, with a light rug beneath. A large television is mounted on a wooden stand, while a ceiling fan adds to the airiness. Natural light pours in from the balcony doors, enhancing the welcoming atmosphere.

4.98 out of 5 average rating, 118 reviews

Seascape Ocean View Walk To Beach - Heated Pools

Welcome to your relaxing Ocean View Teal Chic condo getaway in Miramar Beach! This newly updated & stylish 10th floor Ariel II condo in the gated Seascape Resort offers everything you need for a relaxing and memorable stay. Enjoy FREE BEACH CHAIRS and an UMBRELLA, oversized balcony to take in breathtaking Gulf views while overlooking three stunning pools (one heated year-round!) plus access to incredible resort amenities—including pickle-ball!

Popular amenities for Destin rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 22 reviews

A spacious three-story beachfront home is set against a colorful sunset. Balcony spaces are visible on each level, and palm trees frame the well-manicured yard. A heated pool is positioned in the backyard, surrounded by lounge chairs and garden pathways.

Home in Miramar Beach

Cornerstone Cove | Private Pool | Dog Friendly!

5 out of 5 average rating, 90 reviews

A charming bungalow is presented with a light grey exterior and white trim. Two rocking chairs are positioned on the front porch, inviting relaxation. Lush green landscaping enhances the curb appeal. A small decorative sailboat accentuates the entrance, adding a subtle coastal touch.

Home in Santa Rosa Beach

Flip Flops in Paradise

5 out of 5 average rating, 71 reviews

A bright living area features large glass doors that provide stunning views of the beach and palm trees. Light blue walls complement contemporary furnishings, including a spacious sectional sofa and a circular coffee table. A dining space is visible, illuminated by natural light.

Home in Destin

Beachfront Corner Lobby Unit/Pool/Smart TV/King/WD

5 out of 5 average rating, 5 reviews

Home in Destin

Dreamy Destin Stay: Golf Cart + Resort Amenities

4.95 out of 5 average rating, 208 reviews

A two-story home is surrounded by lush greenery, featuring a pastel exterior and decorative shutters. The entrance is framed by palm trees and well-maintained shrubs. A balcony above provides added charm, while the clear blue sky creates a welcoming atmosphere.

Home in Destin

Destin's most adored home!

Home in Fort Walton Beach

A spacious screened-in lanai is showcased, featuring a gathering area with a circular seating arrangement. A gas fireplace adds warmth, while soft lighting illuminates the saltwater pool outside, creating a calming ambiance. Colorful lounge chairs line the pool for relaxation.

4.99 out of 5 average rating, 72 reviews

Heated Salt Pool/Spa | Cali King Bed | BEACH - 4mi

Home in Panama City Beach

The image captures a wooden staircase leading down to a sandy beach. The ocean is visible with gentle waves, reflecting a soft sunset glow. Beach chairs are arranged in the distance, and the sky features a blend of light blue and warm hues.

4.96 out of 5 average rating, 143 reviews

Heated Pool, Bikes! Steps to Beach, Alys, Rosemary

Home in Laguna Beach on the Gulf of Mexico

A private backyard features a pool with clear blue water and a colorful beach ball floating on the surface. Comfortable seating is positioned nearby on a spacious patio, with a gas grill also visible against the backdrop of a white house and surrounding wooden fence.

4.92 out of 5 average rating, 113 reviews

Pool - Pets - Walk to Beach!

Apartment rentals with a pool

Apartment in Panama City Beach

A bright living room features a comfortable white sofa with blue accent pillows. Large floor-to-ceiling windows provide panoramic views of the ocean, with soft natural light illuminating the space. A white coffee table sits on a textured area rug, enhancing the coastal decor.

4.83 out of 5 average rating, 106 reviews

Free Beach Chair/Umbrella Service Sunbird Beach Re

4.99 out of 5 average rating, 199 reviews

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

A well-appointed studio condo features a modern kitchen with a stainless steel refrigerator and ample counter space. A round dining table with four chairs sits beside a cozy sitting area that includes a sleeper sofa and a colorful quilted bed, all bathed in soft, natural light.

4.93 out of 5 average rating, 262 reviews

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

Apartment in The Village of Baytowne Wharf

4.96 out of 5 average rating, 103 reviews

"Sweet & Salty" @ Sandestin’s® Baytowne Wharf

Apartment in Fort Walton Beach

4.89 out of 5 average rating, 280 reviews

Okaloosa Island Oceanfront Paradise Studio Condo

Apartment in Santa Rosa Beach

A modern living area features a large flat-screen TV displaying a sunset graphic. Cozy seating is provided by two light-colored armchairs and a dark sofa. The space includes an open kitchen with white cabinetry and stainless-steel appliances, along with a textured area rug beneath a coffee table.

4.98 out of 5 average rating, 186 reviews

Great Stay on 30A - Studio in Seagrove

Apartment in Panama City Beach

A spacious balcony features a large dining table surrounded by chairs, with a cozy seating area including couches. Ceiling fans provide airflow. The unobstructed view showcases the emerald water and sandy beach, creating a serene and open outdoor living space.

5 out of 5 average rating, 160 reviews

Emerald View~Huge Oceanfront Balcony & Heated Pool

Apartment in Panama City Beach

4.97 out of 5 average rating, 116 reviews

𓆉 Cozy, Resort Condo with Heated Pool + Hot Tub

Other holiday rentals with a pool

5 out of 5 average rating, 19 reviews

A spacious living area features large windows showcasing Gulf views. Two televisions are positioned for easy viewing, while a comfortable light-colored sofa sits adjacent to a low wooden coffee table. Ocean-inspired decor and lush plants complement the serene atmosphere.

Flat in Destin

1605 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

A spacious living area features a comfortable grey sofa and light-toned hardwood flooring. Natural light flows through floor-to-ceiling windows, highlighting views of the ocean. The room is accented by a blue and cream area rug, a wooden side table, and modern wall art.

4.95 out of 5 average rating, 76 reviews

Luxurious Condo with Beach Access and Ocean views.

4.95 out of 5 average rating, 79 reviews

Crystal Sands 311B - Beachfront Free Beach Service

4.98 out of 5 average rating, 109 reviews

The exterior of a two-story townhome is framed by palm trees and colorful landscaping. The living area features a comfortable seating arrangement with a large TV and an electric fireplace, complemented by soft lighting and a warm color palette. A map indicates nearby attractions.

Townhouse in Destin

Half duplex 300 steps from beach • Free cruise!

5 out of 5 average rating, 37 reviews

Resort Condo Heated Pool Ocean View Hot Tub Tennis

Townhouse in Santa Rosa Beach

An open living room is presented with sectional and armchairs in neutral tones. A circular coffee table sits at the center, surrounded by a soft area rug. Bright lighting is provided by pendant fixtures above the dining area, and large windows allow natural light to fill the space.

4.89 out of 5 average rating, 116 reviews

30A Spring Break Favorite | Heated Pool & Bikes

A serene view of the waterfront at dusk is captured, showcasing a blend of warm sunset hues. Coastal homes are seen lining the shore, with palm trees dotting the landscape. A bridge is visible in the distance, adding to the tranquil atmosphere.