Vacation rentals with a pool in Sunnyside

Townhouse in Rosemary Beach

A contemporary kitchen features light cabinetry and a spacious countertop adorned with a granite surface. Modern appliances are seamlessly integrated, including an oven and a stovetop. Stylish pendant lights provide illumination above the counter where three bar stools are arranged.

4.99 out of 5 average rating, 137 reviews

Lux 30A Town Hm, Heated Pool, CART, Beach & Dining

Stay right on Scenic 30A in this Luxury Getaway & your family will be close to everything with a centrally-located villa. 30A Sandpiper perfectly interprets the Emerald Coast Seaside Spirit 🏖️ a peaceful retreat nestled along the most beautiful beaches in the Gulf of America 🇺🇸. Across 30A is The Big Chill, a 1st-class entertainment district with lots of f/b options. Master BR1 ensuite has spa-like bathroom. 2nd MBR & Great Room each offers balcony access. Property includes 5 ⭐️ Resort Style POOL

4.92 out of 5 average rating, 160 reviews

A bright studio condominium features a spacious sleeping area with a patterned comforter. A comfortable sectional sofa sits adjacent, with large windows framing views of the beach beyond. Light-colored furniture and a flat-screen TV contribute to the inviting atmosphere.

Home in Bid-a-wee Beach

SuperHost Beachfront Condo ~ Fontainebleau Terrace

Our studio condo is located on a beautiful white sand beach in Panama City Beach! Our building, Fountainebleau Terrace, was one of the original and most prestigious hotels built in the area in 1965. It has since been updated with renovations to bring back the charm and beauty of the mid-century modern era and preserving a sense of nostalgia. It is private and relaxing, but centrally located to many of the area's main attractions, restaurants and entertainment! @AirSpace.Adventures on socials

The front exterior of a modern home is presented, featuring a large palm tree and a driveway with a golf cart parked beside the house. The building boasts a sleek design with large windows and a garage door, all complemented by a neatly maintained lawn.

4.98 out of 5 average rating, 126 reviews

Heated Pool included- Golf Cart- Bikes!

Palms by the Beach has a luxurious homey feel with pool, outdoor shower, private yard, 7 mins walk/3 mins drive to the beach. Great for a family or friends getaway! Perfect location! Less than 10 mins drive to Pier park, 8 minutes to Rosemary Beach & 30A. Destin is a short drive too! Feel at home with a fully stocked kitchen. Comfortable bedrooms and outdoor space with dining and grill area. 2 Adult Tricycles and 3 Kid scooters included! 4-seater Golf Cart available for rent $85 a day!

Condo in Santa Rosa Beach

A modern kitchen is presented with stainless steel appliances, including a stove and refrigerator. Open shelves display dishware and decor, while a large circular mirror adds interest to the wall. The light wood flooring complements the bright, neutral color scheme.

4.88 out of 5 average rating, 304 reviews

30-A Getaway near Seaside 102

Contact us for long term winter rates & winter specials! Escape to paradise and indulge in the ultimate coastal retreat. Just steps away from the sugar-white sands of South Walton, this serene & stylish haven invites you to unwind in total comfort. Take a leisurely stroll to the heart of Seaside, where charming food trucks, boutique shops, & world-class dining await. Whether you're savoring gourmet cuisine or catching a golden sunset on the beach, every moment here feels like a dream come true.

4.95 out of 5 average rating, 217 reviews

An outdoor area features a private saltwater pool illuminated in blue. Surrounding the pool are wooden lounge chairs and a covered seating area with soft lighting. The backdrop includes lush trees and a well-equipped outdoor kitchen, making it an inviting space for relaxation.

Home in Seacrest

Pet Friendly 30A Heated Pool Ocean View Beach 0.10

SEARENITY is a 3 Bed/ 3 FULL bath single family home located on 30A in Old Seacrest. Enjoy beautiful ocean views and a 3 min/ 0.1 walk (map quest walking) to a quiet, gorgeous beach. Our PUBLIC Beach access is RARE. There is NO PARKING so it is always quieter than any other access points. All beach necessities provided. Secluded back yard with outdoor kitchen and private salt water pool (Heated off season). Well equipped kitchen with coffee bar/regular bar. Balcony with ocean views and sunsets.

Superhost

A large glass window offers expansive views of the gulf, showcasing varying shades of blue and green water. The beach is visible below, with white sand and distant beachgoers. The scene captures a serene coastal ambiance complemented by natural light.

4.93 out of 5 average rating, 247 reviews

Beach Front Corner Unit - Studio 38

Newly renovated [Sep 2017] modern luxury studio with breath taking gulf views, walking distance to Pier Park and Gulf world and loads of amenities such as heated pool, hot tub, GYM and mini movie theater. This is a studio with a kitchenette that houses a mini fridge, microwave oven, toaster and a mixer if you opt for a home made margarita. Please check out our other 1BR and 2BR listings as well. Building is situated across the street from Sharky's. Property is beach front but not on the beach.

A bright living area features a comfortable gray sofa with a yellow accent pillow. Large sliding doors open to a private balcony with two teal chairs and a table, offering views of the lush surroundings and water beyond.

4.89 out of 5 average rating, 174 reviews

"Islandia 317" waterfront one bedroom with a pool

One spectacular suite by the water’s edge, specially designed to bring the natural beauty of one of our largest coastal dune lakes into a room full of comfort and leisure featuring coastal-designed furnishings, indulgent fabrics, and timeless colors. This third-floor suite has a relaxing living room, kitchen with dining area, and modernized bathroom with shower. An intimate veranda offers astounding panoramic views of Lake Powell. Multiple rental units are available - please visit my profile.

Townhouse in Rosemary Beach

A bright kitchen area features white cabinetry and modern stainless steel appliances. A spacious island is surrounded by comfortable seating, while two woven pendant lights hang overhead. Fresh greenery adds a touch of nature, enhancing the overall open and inviting ambiance.

4.96 out of 5 average rating, 100 reviews

Sun & Fun at The Swell Club 30A (with golf cart!)

Welcome to The Swell Club! We have everything you need for a fun stay on 30A: a large balcony for morning coffee, a fully-equipped kitchen, two king beds and a pullout sofa, smart TVs, an inviting and airy living area, and a new 6-seat golf cart you can use to get around the 30A! We are about a 30-second walk to the large and friendly resort pool, and a quick zip to the most beautiful beaches in the country. Entertainment, restaurants, and shops are just across the street at The Big Chill.

Home in Panama City Beach

A serene outdoor space is showcased with a sparkling pool surrounded by light-colored tiles. Two white lounge chairs are positioned under a large umbrella, with greenery visible along the poolside. A privacy fence and a grill can be seen in the background.

4.97 out of 5 average rating, 145 reviews

Private Pool - Walk to Beach - Pets Ok!

You'll love this cheerful bungalow for its heated pool, sophisticated décor, screened porch, outdoor shower, short walk to the beach, and high speed internet! Inside, you'll find a breathtaking and spacious family room, 3 bedrooms, and sleeping arrangements for 10. Enjoy relaxing on the screened porch! Pool heating is available for $40/day. Details below. Our 6 seat golf cart is available for rent for $125/day We are dog-friendly with payment of a $170 pet fee. Three dogs maximum.

A pool area features a large, inviting swimming pool adorned with lounge chairs under a bright blue sky. Nearby, beach loungers with an umbrella are visible on a sandy beach, providing a relaxing spot for sunbathing.

4.89 out of 5 average rating, 141 reviews

1st flr lakeview near 30A/Pets & Snowbirds welcome

Welcome to Fins Up @Carillon. Far West end next to Rosemary Beach. Seaside, Pier Park, St Andrew’s Park within 15 mins. Newly renovated studio with full kitchen,king bed, pullout sofa & twin air mattress. 5 pools onsite (1 heated), hot tub, playground, tennis/pickleball/basketball courts, 8 beach access points. General store onsite with bike rentals. Condo backs to Lake with a 5-7 minute walk to beach. No traffic here, private beach. Snowbirds welcome. Golf courses closeby

4.99 out of 5 average rating, 169 reviews

The sleeping area features a spacious bed adorned with crisp white linens and decorative throw blankets. Natural light fills the room through large windows draped with sheer curtains, while a cozy dining set is positioned nearby, integrating a relaxed coastal aesthetic.

Condo in Inlet Beach

FlipFlopsOn II • 80 steps to the Beach • FL 30A

Praised by ‘TRAVEL + LEISURE’, FlipFlopsOn II is 80 steps to one of Florida’s most beautiful beaches, Inlet Beach! This dreamy full-studio sleeps 4 (4 beds), & is located beachside of the 30A National Scenic Gulf Coast Byway; walk to Rosemary Beach & Inlet’s dining & stylish town centers. Featuring a clean Cali-Florida vibe, POOL, GRILL pavilion, beach gear, 65” TV, ultra-equipped kitchen, & sunsets from your private outdoor living area. Park your car, walk everywhere!

4.93 out of 5 average rating, 243 reviews

A vibrant blue house with a welcoming balcony overlooks a landscaped yard. Comfortable seating is positioned on the porch, surrounded by decorative plants. Large windows allow natural light to fill the home, contributing to a bright and inviting exterior.

Home in Rosemary Beach

Amazing Location! Walk to Rosemary, Pool, & Beach

The search stops here! We found the best location on 30A so you don’t have to. Welcome to Blue Skies beach retreat. Park your car and walk to the best 30A has to offer. Enjoy the five star resort style pool, the talk of the town. Walk to great restaurants, beautiful emerald coast beaches, and gorgeous downtown Rosemary. Bike down a nature trail, paddle board on the rare coastal dune lakes, catch some live music, visit a state park, go fishing, sight see, and shop.

Popular amenities for Sunnyside rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 35 reviews

A charming beach cottage is framed by lush greenery, featuring a welcoming porch with white railings and hanging plants. Two white bicycles are parked on a wooden deck, offering a convenient way to explore the surrounding area.

Home in Santa Rosa Beach

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

Superhost

A spacious living area features a light-colored sectional sofa adorned with soft cushions. A decorative coffee table sits on a colorful area rug, complemented by a small plant on a side table. Natural light streams through large windows, illuminating the cozy environment.

4.9 out of 5 average rating, 216 reviews

Free Golf Cart, 5 min to Beach, Community Pool

A charming two-story vacation home features a light exterior with large windows and a vibrant pink door. The outdoor area includes a private pool surrounded by comfortable lounge chairs and a distinctive umbrella. A fenced yard offers privacy, enhancing the inviting atmosphere.

4.83 out of 5 average rating, 6 reviews

Stylish home w/4 en-suite bedrooms & private pool

Home in Sunnyside on the Gulf

The spacious living room features a large sectional sofa, complemented by a circular coffee table and a cozy accent chair. Light enters through multiple windows, offering views of the ocean. A decorative plant adds a natural touch to the inviting decor.

4.92 out of 5 average rating, 25 reviews

The Hidden Gem ~Luxurious Beachfront Home Near 30A

An aerial view reveals a coastal stretch, showcasing sandy beaches alongside emerald waters. A serene private pool is visible from a top-down perspective, with colorful floats and umbrellas placed near loungers. Inside, a dining area features a round table set with vases and a floral backdrop, while a cozy bedroom includes a ceiling fan and decorative wallpaper.

4.97 out of 5 average rating, 30 reviews

Sleeps 15 | Pool and golf | Steps to beach & 30A

4.99 out of 5 average rating, 100 reviews

Home in Santa Rosa Beach

New Interior | New Golf Cart | New Year| You?

The exterior of a two-story home is displayed, featuring a spacious porch adorned with white railings. Palm trees frame the front yard. A soft pink and purple sunset paints the sky, highlighting the inviting white structure with numerous windows reflecting the dusk light.

4.94 out of 5 average rating, 86 reviews

Sweet Caroline

Home in Panama City Beach

A private pool is framed by a spacious patio featuring several white lounge chairs. A low wooden fence provides privacy, and greenery is visible in the background, complementing the clear blue sky above.

4.94 out of 5 average rating, 102 reviews

6-Seater Golf Cart! Private Pool! 1 Block to Beach

Condo rentals with a pool

A bright bedroom features a spacious bed dressed in soft linens and decorative pillows. A large window provides ocean views and natural light. A side table with a lamp and a cozy throw blanket on the bed adds to the inviting atmosphere.

4.95 out of 5 average rating, 257 reviews

Sunday's Beachfront Paradise

A modern living area features a sleek dark leather sofa accompanied by a side table. Large windows allow natural light to fill the space, revealing views of the Gulf of Mexico. A cozy armchair sits nearby, with light-colored flooring and neutral tones throughout.

4.86 out of 5 average rating, 132 reviews

🌅Spectacular Ocean View🏖ORIGIN🌴sleep 6🐙1bd/2bth⛱

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, 158 reviews

Emerald View~Huge Oceanfront Balcony & Heated Pool

A balcony is seen with two blue chairs and a small table, overlooking the Gulf of Mexico. The vibrant blue of the water contrasts with the white sandy beach below, offering expansive views of the shoreline and horizon.

4.95 out of 5 average rating, 176 reviews

Pelican Perch, Breathtaking Views, Couples Retreat

4.9 out of 5 average rating, 100 reviews

Beachfront Panoramic Ocean View Condo | King Bed

5 out of 5 average rating, 217 reviews

Condo in El Centro Beach

My Happy Place PCB - heated pool, near Pier Park

A spacious balcony view is presented through large glass doors, showcasing ocean waves and a coastal landscape under a soft sky. Comfortable outdoor seating is visible on the balcony, enhancing the inviting atmosphere. Light-colored curtains frame the view, emphasizing the brightness of the scene.

4.92 out of 5 average rating, 173 reviews

Azure Sunset 1BR w/ Bunks at Calypso III

Condo in Santa Rosa Beach

The living area features a modern decor with a black and white color scheme. Comfortable black chairs are positioned around a marble-topped table, while a stylish daybed with accent pillows rests against a wall bearing the phrase 'Escape the Ordinary'. Green plants add a touch of freshness.

4.93 out of 5 average rating, 251 reviews

A+ beach location. Free bikes & beach gear!

Other vacation rentals with a pool

4.92 out of 5 average rating, 26 reviews

Ocean & Lake Views • Top-Floor Corner | Carillon

4.96 out of 5 average rating, 78 reviews

The studio features a cozy seating area, consisting of a plush sofa and an ottoman, positioned near a spacious queen-size bed. Light-colored curtains frame the windows, and a colorful wall art piece adds visual interest, creating a comfortable and inviting space.

Apartment in Sunnyside

Paradise in Pirates Cove

4.96 out of 5 average rating, 55 reviews

A wooden boardwalk leads through sandy dunes towards a beach, with emerald waters visible in the distance. Beach umbrellas dot the shoreline, and the bright blue sky stretches overhead, enhancing the coastal ambiance.

Townhouse in Sunnyside

Tequila Little Time Gulf Front Beachside Townhouse

A panoramic view of a serene beach shoreline is displayed, showcasing the soft white sands meeting gentle waves under a pastel sky. The landscape includes structures and greenery along the coast, contributing to the tranquil atmosphere of the Florida Panhandle.

4.92 out of 5 average rating, 13 reviews

Dreamy Gulf Front Luxury Condo in PCB

A peaceful bedroom features a spacious bed with a gray blanket and decorative pillows. Two bedside tables with lamps provide soft lighting. A piece of artwork depicting palm trees hangs above the bed, while shuttered windows allow natural light to filter through.

5 out of 5 average rating, 28 reviews

Modern Lakeview Condo near Rosemary Beach & 30A

Guesthouse in Rosemary Beach

A light blue structure features a private entrance accessed by a set of stairs. A garage door is visible at the base, while palm trees frame the scene, conveying a tropical atmosphere. Natural light illuminates the exterior, enhancing the welcoming appearance.

5 out of 5 average rating, 18 reviews

The Beach Cottage

The exterior of a coastal-style home is captured at night, showcasing its distinctive architectural features. Illuminated windows highlight the three-story tower, while palm trees surround the property, contributing to the tropical ambiance. Pathway lights guide guests toward the entrance, enhancing the inviting setting.

4.91 out of 5 average rating, 66 reviews

Dolphin Smiles Seaside Bungalow

The living area features soft white sofas with neutral tone pillows, arranged around a round coffee table. A large Smart TV is mounted on the wall, and natural light floods in through multiple glass doors leading to a balcony with scenic views.