Holiday rentals with a pool in Sunnyside

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!

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.

A nautical-themed guest room features a lower queen bed with blue and white striped bedding, accompanied by a twin bunk above. The room is adorned with wooden accents and a spiral staircase leading to another level, complemented by a decorative area rug with a compass design.

4.94 out of 5 average rating, 277 reviews

Oceanfront | 2nd Floor Lazy River + Kid Splash Pad

Welcome to your perfect family getaway! Our place is designed for families with young kids in mind. Our second-floor beachfront condo lets you skip long elevator waits. Enjoy the beachfront balcony with access from the master bedroom and living room. The kids will love the ship themed guest room. The complex features a gym, beautiful white beaches, pools, a water playground with a lazy river and splash pads. Alvins island is across the street. 8 Min Drive to Pier Park Book your stay today.

5 out of 5 average rating, 217 reviews

Condo in El Centro Beach

My Happy Place PCB - heated pool, near Pier Park

My Happy Place | 2BR+bunkroom/2BA 15th floor condo w/ epic Gulf views! FREE beach setup (2 chairs+1 umbrella, Mar–Oct 2025) plus access to 8+ extra chairs, 3+ umbrellas, toys, books & games. Picture yourself lounging on the balcony, splashing in the pool, or grilling dinner after sunset! Super-fast WiFi, 4 TVs, washer/dryer, well-equipped kitchen, & balcony grill. Resort hot tub, fire pit & good vibes included. $50 Resort Pass (0–1 car/stay), $100 for 2. Weekends book fast—weekday rates shine!

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.

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.

4.97 out of 5 average rating, 138 reviews

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 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

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.

4.95 out of 5 average rating, 109 reviews

30A & PCB | Gorgeous Huge Pool + Beach Access

Beautiful house on the quiet west side of PCB which puts you in a perfect location to go into PCB or over to 30A. ☀️ 3 Master King Bedrooms w/ En Suite Bathrooms ☀️ Large Pool ☀️ Beautifully Decorated & Furnished ☀️ 2200 sq ft 4 Bedroom/3.5 Bathroom House ☀️ Bunk Room & Sleeper Sofa ☀️ Washer & Dryer, 2 Full-Size Refrigerators ☀️ Beach Access is Directly Across the Street ☀️ Beach Toys, Umbrella, & Chairs Provided ☀️ Fully Equipped Kitchen w/ Air Fryer ☀️ 30A 5 min & PCB 10 min

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

4.97 out of 5 average rating, 180 reviews

A charming beach house with a light-colored facade is framed by greenery. A paved driveway leads to the entrance, flanked by two beach cruiser bikes and a small outdoor seating area with a table. Sunlight filters through the trees, enhancing the inviting appearance.

Home in Santa Rosa Beach

Small Waves-30A beachhouse w golf cart/neighb pool

Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

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!

4.95 out of 5 average rating, 134 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.

Popular amenities for Sunnyside rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Panama City Beach

A wooden staircase descends toward the white sand beach, framed by lush greenery. The tranquil ocean reflects a pastel sky at sunrise, with gentle waves lapping at the shore. Seaside chairs are visible in the distance, inviting beachgoers to relax and enjoy the scenery.

4.9 out of 5 average rating, 136 reviews

Ocean View, Closest to Beach & Pool, Bikes, 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

An inviting private pool area is showcased, featuring a rectangular salt-water pool surrounded by gray stone pavers. Four lounge chairs are arranged neatly beside the pool, with a palm tree adding a touch of greenery. A covered patio provides shaded seating options.

5 out of 5 average rating, 60 reviews

Winter Oasis • Inlet Beach • Pier Park • Top Golf

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, 82 reviews

Snowbirds Welcome! Private Pool, Bikes, Golf Cart

4.73 out of 5 average rating, 15 reviews

An aerial view captures the proximity of the property to the beach, showcasing a long stretch of sandy shoreline along the vibrant blue ocean. Nearby, a mix of residential and commercial buildings is visible, with clear beach access signage situated prominently.

Home in Kiska Beach

"Emerald Escape" Private Pool - West End PCB

A spacious outdoor area features a private pool surrounded by lounge chairs and a shaded seating space. A patio umbrella provides shade near the water, while palm trees add a tropical touch to the environment. The house is painted in a soft blue hue, complementing the sunny sky.

4.99 out of 5 average rating, 78 reviews

Designer House-Heated Pool-Walk to beach-Bikes

4.99 out of 5 average rating, 100 reviews

Home in Santa Rosa Beach

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

Condo rentals with a pool

4.95 out of 5 average rating, 182 reviews

A bright studio unit features a comfortable sleeping area with a plush bed framed by large windows. Two white armchairs and a small table are positioned on a textured rug, creating a cozy seating arrangement. Artwork depicting birds adorns the wall, adding a serene touch.

Condo in Seacrest

Posto Felice! Seacrest Beach 30A (Rosemary & Alys)

A balcony table is set for relaxation, featuring a bottle of champagne and four glasses. Colorful chairs surrounding the table offer comfort, while the view overlooks a sandy beach and calm ocean waters, under a clear blue sky.

4.91 out of 5 average rating, 209 reviews

Beachfront Penthouse! FREE beach service! 3 pools!

4.95 out of 5 average rating, 132 reviews

A spacious bed is centered against a shiplap wall, adorned with decorative pillows in soft colors. Flanking the bed are modern bedside lamps, and a round, natural wood mirror reflects light. Subtle coastal decor is incorporated throughout the arrangement.

Condo in Seacrest

Winter dates open| Near Rosemary Beach| Pool

Condo in Santa Rosa Beach

The living area features a spacious layout with a comfortable sofa and two armchairs positioned around a wooden coffee table. A dining area with four chairs is visible near a fully-equipped kitchen. Light fills the room through large windows, highlighting the king bed in the background.

4.98 out of 5 average rating, 127 reviews

Prime 30A Location/Pool/200 feet to beach/Wi-Fi

Superhost

Three kayaks are positioned along a grassy shoreline, with two brightly colored kayaks in shades of yellow and blue. Palm trees line the waterside, and the sun reflects off the water, creating a sparkling effect on the surface.

4.75 out of 5 average rating, 153 reviews

Carillon Beach - Beach Service Included

5 out of 5 average rating, 166 reviews

A cozy living area is adorned with a blue sofa, light wooden coffee table, and decorative accents. Large windows allow natural light to illuminate the space, while sheer curtains offer a glimpse of the balcony. A flat-screen TV sits on a stylish cabinet against the opposite wall.

Condo in Seacrest

NEW 1 Bdrm King Condo | Balcony | Baby Gear | Pool

4.92 out of 5 average rating, 164 reviews

Xmas & New Year's Eve @ the Beach, Pups Stay Free!

A serene sunset is captured over the ocean, framed by palm fronds. The horizon features vibrant hues of orange and yellow, while gentle waves ripple across the water, reflecting the warm colors of the sky.

4.95 out of 5 average rating, 202 reviews

Huge Balcony! Beach Front! Million Dollar View

Other holiday rentals with a pool

A comfortable living area features a dark leather sofa and a light wooden coffee table, complemented by a ceiling fan above. Large glass doors provide a view of the serene lake beyond, allowing natural light to brighten the space.

4.87 out of 5 average rating, 30 reviews

113 Carillon, Pet Friendly! 1BD/1BA

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

4.93 out of 5 average rating, 15 reviews

A light-filled living area is showcased, featuring a comfortable blue chair and a neutral-toned sofa. Large sliding glass doors offer views of the outdoor space with seating, while ceiling fans circulate air in the high-ceiling room. A decorative clock and art piece add subtle charm.

Townhouse in Sunnyside

Nostalgic townhome nestled on preserved beach!

4.86 out of 5 average rating, 7 reviews

Beautiful Beachfront Condo at Pinnacle Port

The spacious bedroom features a large bed with neutral bedding and decorative pillows. A dresser and mirror are positioned near a window, which offers ocean views. Natural light floods the room, while two additional doors lead to adjacent spaces.

5 out of 5 average rating, 57 reviews

Sea Escape 2 BR Beachfront at Pinnacle Port by 30A

A well-appointed living area features a light blue wall color, a leather sofa, and a wicker coffee table. A cozy accent chair and side tables with lamps are present. Large glass doors provide a view of the lake, enhancing the room with natural light.

5 out of 5 average rating, 16 reviews

Insta-Worthy Luxury for 2 Coastal Charm @ Carillon

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

A modern kitchen is showcased with a sleek island countertop featuring a marble design. Transparent bar stools surround the island, and black cabinetry is complemented by a patterned backsplash. Various kitchen appliances and dishware are organized on the shelves above the counter.