Holiday rentals with a pool in Sunnyside

4.99 out of 5 average rating, 140 reviews

A bright living area features a neutral sofa adorned with decorative pillows and a light textured throw. Two wicker chairs, a glass coffee table, and an artisan wood accent piece enhance the space. Natural light is welcomed through multiple windows, surrounded by plantation shutters.

Home in Inlet Beach

30A Beach Villa-Steps to PrivateBeach! Dogs,Bikes

Newly renovated! Just completed a full remodel and very excited to share the GORGEOUS results with you! For more photos &insights, follow us on IG @The30ABeachHouse Our exclusive gated community is on the south side of Scenic Highway 30A in South Walton County, situated directly between Rosemary Beach and Alys Beach. Stroll down a palm tree lined walkway, with cobblestone streets, <1 min walk to the heated pool that sits high on the dunes, above the sugar white sand beach on the Gulf of Mexico.

4.94 out of 5 average rating, 138 reviews

Continental Condos * Beachside 511

Complimentary Beach Chair & Umbrella service included (Mid March-October) Located BEACHFRONT near Pier Park, this 1 bedroom 1 bath studio has everything you need; a full kitchen, private 5th floor balcony overlooking the Ocean, High Speed WiFi, Cable TV, Pool (heated in Winter) Onsite Laundry and BBQ Grills. Free Parking is right in front of the condo so no long walks to/from your car or waiting for the elevator! Located across the street from Gulf World, its close to restaurants and shopping.

4.98 out of 5 average rating, 126 reviews

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.

Home in Sunnyside

Private Heated Pool- 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!

4.99 out of 5 average rating, 164 reviews

Splash Resort 1704E•Best in PCB•Free Beach Chairs

Splash Resort is Unique & The Best Family Beachfront Resort in PCB, FL. Complementary Aqua Park, Heated pools, Lazy River, Hot Tub, Gym Beach services, & more come with our condo! Our beautiful 1704E unit is 1BD/2BA (6 sleeps). We have a Beachfront living room! Big TVs! FREE Wifi, Crib, Beach Toys & more! The condo includes a KING-size bed, a twin bunk bed, a queen-size sleeping sofa, a fully equipped kitchen & more! The entire family can enjoy amazing views from the Direct Oceanfront balcony!

A well-appointed living area features a comfortable sofa adorned with decorative pillows and illuminating lamps on either side. A wooden coffee table sits in front of the sofa, while a kitchenette with modern appliances is visible in the background. Natural light filters in through a nearby window.

4.96 out of 5 average rating, 112 reviews

Near 30A, 2nd Floor condo Lake View, Private Beach

Located in an exclusive community, Carillon Beach Resort Condo, is in a beautiful neighborhood featuring a canopy of oak trees lining the paved sidewalks. Guests enjoy eight walkover access points to 3900 feet of sugar sand beach. You'll find shopping, restaurants, a cafe, a salon, and even a fitness center on Carillon Market Street. Paddleboarding, kayaking, and bicycle rentals are available on-site at Shiprwrecked LTD. This home is two-and-a-half miles from Rosemary Beach, with restaurants.

4.99 out of 5 average rating, 170 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.

Apartment in Inlet Beach

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

Praised by Travel + Leisure, FlipFlopsOn II is 80 steps to the sugar-white sands of Inlet Beach — beachside of 30A’s National Scenic Byway on FL’s Gulf Coast. Sleeping four, this sun-washed, open-concept studio retreat is steps to dining & entertainment in Rosemary Beach & Inlet’s village. Designed with a clean coastal aesthetic, featuring a serene pool, grill pavilion, beach gear, ultra-equipped kitchen, & private outdoor living area for golden Gulf sunsets. Park once. Walk everywhere.

4.97 out of 5 average rating, 138 reviews

The outdoor area features a private heated pool surrounded by a spacious patio made of light-colored stone. A large umbrella provides shade over a white lounge chair, while palm trees add a touch of greenery along the pool's perimeter.

Home in Sunnyside

Private Pool - Walk to Beach - Pets!

You'll love this luxurious beach getaway for its private heated pool, outdoor lounging, blazing fast internet, chef's kitchen and upscale appointments. We're a five-minute walk to the beach, a five-minute drive to Camp Helen State Park, 8 minutes to Rosemary Beach & 30A and 10 minutes to Pier Park! Pool heating is available for $40/day. Details below. Ask about our 6 seat golf cart available for rent for $125/day We are dog-friendly with payment of a $170 pet fee. Three dogs maximum.

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

Amazing Views, Gulf front and may be the best view on the far West Side of Panama City Beach near 30A, expansive dedicated beach adjoins Camp Helen State Park, couples retreat at Pinnacle Port.. close to 30A, Carillon, Rosemary etc. 3rd adult or child on pullout sofa. Penthouse Level (floors 11/12 midrise) townhouse style ~ 900 sq ft., true paradise, beachfront balcony, Gulf views all rooms.. (couple or 3 adults or 2 adults and supervised older child) - beach chairs & umbrella

Townhouse in Santa Rosa Beach

4.89 out of 5 average rating, 116 reviews

30A Family Favorite | Bunks, Bikes & Heated Pool

Experience an unforgettable tropical holiday in this charming townhouse in Prominence North on 30A. Its bright, open interiors and two bedrooms are ideal for smaller families or a couple's getaway. Tastefully decorated with a coastal ambiance, this luxury townhome offers a carefree and relaxing atmosphere! The 5,000 square foot community pool and "The Big Chill" (formerly known as "The Hub"), a lively entertainment, shopping, and dining mecca, are both within an easy walk.

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, 127 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!

A private balcony features two blue chairs and a small table, offering unobstructed views of the beach and the Gulf's turquoise waters. The inviting outdoor space is framed by sliding glass doors, allowing for easy access to the stunning coastal scenery.

4.97 out of 5 average rating, 392 reviews

Anchors Away! Private Balcony right on the Beach!

NO EXTRA FEES AFTER BOOKING! Wake up to Gulf views from your PRIVATE BEACHFRONT BALCONY in this charming, low-rise condo. Step directly onto sugar-white sand and emerald waters just outside your door. Enjoy a year-round, seasonally heated pool with an easy walk to Pier Park for dining, shopping, attractions, and nightlife. Looking for different dates or layout? I own 5 condos in this building. Click my host profile, then scroll down to view all of my listings.🌴

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.

4.9 out of 5 average rating, 144 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.

Popular amenities for Sunnyside rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 148 reviews

A two-story beach house displays a welcoming front porch, framed by palm trees and lush landscaping. A stone pathway leads to the entrance, and bicycles are positioned nearby, adding to the beach ambiance. The structure features light-colored siding and a variety of large windows.

Home in Santa Rosa Beach

Divine Beach Living at 'On Beach Time'

4.92 out of 5 average rating, 110 reviews

A wooden walkway leads down toward the sunlit beach, where soft white sand contrasts with the vibrant blue water. Beach umbrellas and chairs are set up along the shore, with gentle waves lapping at the edge. Clear skies further enhance the coastal scene.

Home in Santa Rosa Beach

StayOn30A Renovated Beach Home-Across from Beach!

Home in Panama City Beach

The exterior view of a modern beach home shows a welcoming facade with a driveway leading to a garage. A six-seater golf cart and two bikes are parked on the paved area. Lush greenery surrounds the property, enhancing the inviting environment.

5 out of 5 average rating, 84 reviews

Heated Private Pool, Bikes, Golf Cart, 5 Stars!

4.95 out of 5 average rating, 109 reviews

A charming two-story house is showcased, featuring a pastel color palette and a welcoming entryway. Two black rocking chairs are positioned on the porch, flanked by vibrant flowers. Tall palm trees line the property, creating a relaxed atmosphere amidst a colorful sunset sky.

Home in Sunnyside

Gorgeous Huge Pool + Beach Access | 30A & PCB

Superhost

Home in Kiska Beach

4.8 out of 5 average rating, 10 reviews

• Sunnyside Up | Your Sunny Coastal Retreat

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 Panama City Beach

A spacious living area features a plush sofa and two accent chairs, arranged around a circular coffee table. A wall-mounted TV and a modern gas fireplace are visible. Sliding glass doors lead to a balcony, providing views of the Gulf.

5 out of 5 average rating, 157 reviews

Gulf Front Penthouse - Panama City Beach

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

A light-filled living area features comfortable beige seating arrangements with a round wooden coffee table. A flat-screen TV is mounted above a sleek fireplace. Large sliding glass doors open to a balcony, offering unobstructed views of the ocean.

4.95 out of 5 average rating, 147 reviews

The Beach Luxury Condo

4.95 out of 5 average rating, 119 reviews

A private balcony features light blue chairs and a round table, offering sweeping views of the Gulf of Mexico. The ocean's turquoise waters and a clear sky can be seen in the background. Natural light brightens the area, enhancing the coastal atmosphere.

Apartment in Long Beach

Dreamy Beachfront Paradise Skywater 1715

Apartment in El Centro Beach

A view of the emerald green gulf waters is framed by sliding glass doors. A small table and two chairs are visible on the balcony, accompanied by a light brown area rug. Natural light floods the living space, enhancing the beachside ambiance.

4.84 out of 5 average rating, 290 reviews

Beachfront condo on 17th floor at Tidewater Resort

A sweeping view of the ocean is captured from a balcony, showcasing the turquoise waters and sandy beach below. Colorful umbrellas dot the beachfront, with glimpses of beachgoers and palm trees lining the shore. A clear blue sky frames the scene.

4.9 out of 5 average rating, 185 reviews

1BR Ocean Front Condo Free Parking 35

A private balcony is shown, offering a panoramic view of the beach and ocean below. Blue and green hues of the water contrast with the white sand, while beach chairs and umbrellas are visible along the shore, inviting relaxation under the sun.

4.91 out of 5 average rating, 335 reviews

Beachfront 18th floor/Emerald Beach Resort

The image captures a captivating view from a private balcony, showcasing the expansive Gulf waters and soft sandy beach below. Gentle waves lap at the shore, while an array of colorful beach umbrellas dot the shoreline, complementing the clear blue sky.

5 out of 5 average rating, 19 reviews

BeachfrontBliss-1BR/2BA-Beachfront/Sweeping Views!

Superhost

A comfortable living area features a spacious sectional sofa adorned with blue and white pillows. A large television is mounted above a stylish media console. Two chairs with a light wood finish are positioned near a natural centerpiece on the coffee table. Expansive windows showcase views of the Gulf.

5 out of 5 average rating, 3 reviews

Upscale, Remodeled & Gulf-Front. Quiet West End PC

The living area features a spacious sectional sofa adorned with decorative cushions, situated on a plush area rug. A dining table with matching chairs is visible nearby, and natural light streams through multiple windows. A large mirror reflects the room, complemented by coastal decor.

4.85 out of 5 average rating, 246 reviews

One Bedroom, 620 Sq Ft, Seacrest Beach, Free Bikes

Other holiday rentals with a pool

5 out of 5 average rating, 21 reviews

Townhouse in Watersound

Pick Me Beaches 30A by Stay on 30a

Home in Sunnyside on the Gulf

An aerial view of a charming cottage showcases a spacious backyard with a heated pool and covered seating area. The ocean is visible in the background, surrounded by other coastal homes and greenery, capturing a peaceful seaside atmosphere.

4.98 out of 5 average rating, 92 reviews

Beachview/Private Pool+Beach Access

4.85 out of 5 average rating, 39 reviews

A bright dining area features a small table with two white chairs positioned by a large window. A potted plant sits at the center of the table, while the stunning view of the ocean stretches out beyond the window, showcasing vibrant blue and green hues.

Flat in Sunnyside

Stunning fun-filled beachfront condo

An aerial view captures the pristine sandy beach and turquoise waters, with beach chairs and umbrellas arranged in neat rows. Interior images display a stylish living area and a dining space set for guests. The master bedroom highlights a spacious bed with ocean views, while a heated pool area offers lounge chairs and palm trees.

4.96 out of 5 average rating, 78 reviews

AQUA 902•Beachfront•2 Masters•Pools•Beach Service

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

Apartment in Rosemary Beach

A living area is presented with comfortable seating, including a floral patterned chair and a neutral sofa. Large glass doors open to a private balcony featuring a table and chairs, with views of the sparkling Gulf waters and surrounding greenery.

5 out of 5 average rating, 16 reviews

Pura Vida-Views, Private Beach-High Pointe Resort!

Townhouse in Walton County

An open-concept living area displays a mix of natural materials and modern design. Large windows allow ample light, while a cozy sofa and unique coffee table invite relaxation. A wooden dining table accommodates family meals, and a TV sits centrally on a minimalist console.

4.99 out of 5 average rating, 79 reviews

Luxurious 30A Beach Home: Just Keep Swimming 30A

The bedroom features a spacious bed with light-colored bedding, complemented by decorative cushions in various shades of blue and yellow. Soft curtains frame the large glass doors that lead to a balcony, allowing natural light to illuminate the room.