Holiday 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, 133 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

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, 134 reviews

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

The largest house in the upscale gated Sunset Beach Community with private beach. This 3 Bedroom/3 Bath home is located on the south (beach) side of 30A and a short walk to restaurants and shops at Rosemary, Seacrest Beach, and Alys Beach. Reverse floor plan with living area on second floor and abundant natural sunlight. Just a 90-second walk to the beach access + heated, gulf-front pool overlooking the ocean, reserved exclusively for Sunset guests! Includes 4 bikes + new outdoor tv + daybed!

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, 124 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, 216 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.

5 out of 5 average rating, 110 reviews

The exterior of a coastal home is showcased, featuring white siding and multiple large porches. Palm trees and tropical landscaping frame the entrance, which is accessed by a set of stairs. The porches are equipped with ceiling fans and black railing, offering a stylish outdoor space.

Holiday home in Seacrest

*Crew Rest* 4BR & Sleeps 10 in Seacrest-HUGE POOL!

Welcome to "Crew Rest!" - BRAND NEW Photos as of April 2025! :) * ALL 5 STAR REVIEWS! *4 Bedrooms, 4.5 Baths, Sleeps 10 *2 Kings, 1 Queen, 2 Bunk Beds *Every bedroom has an En Suite Bath *Located in Seacrest Beach Community between Alys & Rosemary *Free Tram to beach - or 5 min walk *Private Beach Access- Seacrest Beach *12,000 SF Community Pool *2 huge porches *Carriage House available for rent next door *4 TV's *Discounts for airline pilots or flight attendants * POOL CLOSED: Oct 27-Nov 24

5 out of 5 average rating, 212 reviews

A spacious living area features comfortable seating with a sofa and two armchairs. Natural light streams through sliding glass doors that lead to a balcony with ocean views. Artwork adorns the wall, and a coffee table is centered on a wooden floor.

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 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

Fins Up Carillon/Snowbirds welcome/Lakefront 30a

Welcome to Fins Up @Carillon. Minutes to Rosemary, Seaside, Pier Park, St Andrew’s Park. Newly renovated studio with full kitchen,king bed, pullout sofa & twin air mattress. Perfect location mins to 30A activities/ 15 mins to Pier Park. 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

4.99 out of 5 average rating, 168 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

Recommended by ‘TRAVEL + LEISURE’ —FlipFlopsOn II is 80 steps to Inlet Beach, where sugar-white sand meets the turquoise Gulf Coast! This sun-washed full studio for 4 (4 beds), sits beachside of the 30A National SCENIC BYWAY adjacent to Lake Powell; stroll or bike to Inlet, Alys & Rosemary Beach dining & entertainments. Featuring a clean Cali-Florida vibe with a pool, grill, pavilion, beach gear, fast Wi-Fi, 65” smart TV, & sunsets from your private patio! Park your car, walk everywhere!

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, 108 reviews

Gorgeous Pool, Beach Access, 30a & PCB, Beach Supp

Beautiful house on the quiet west side of PCB which puts you in a perfect location to go into PCB or over to 30A . ☀️ Beautifully Decorated & Furnished ☀️ Large Shared Pool ☀️ 3 Master King Bedrooms w/ En Suite Bathrooms ☀️ 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

4.84 out of 5 average rating, 175 reviews

An open-concept living space is presented with modern furnishings and a cozy atmosphere. A comfortable sofa faces a flat-screen television, while a kitchen island provides ample counter space. Large windows offer views of the lake, allowing natural light to fill the room.

Apartment in Sunnyside

"Islandia 316" 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 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, 136 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 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, 175 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

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 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, 89 reviews

Beachview/Private Pool+Beach Access

4.99 out of 5 average rating, 84 reviews

The modern, white exterior of a two-story home is showcased, featuring large windows that allow ample natural light. A paved driveway leads to a garage, surrounded by palm trees and lush landscaping, set against a clear blue sky.

Home in Rosemary Beach

Golf Cart! Walk to Beach! Pool! Bikes! Beach Gear!

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, 215 reviews

Free Golf Cart, 5 min to Beach, Community 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, 58 reviews

West End PCB • Private Pool • Baby • Near Beach

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

Home in Panama City Beach

An inviting outdoor space is depicted at twilight, featuring a pool illuminated by soft lighting. A covered patio with comfortable seating adds to the ambiance, while lush greenery and trees frame the area, creating a serene atmosphere.

4.92 out of 5 average rating, 24 reviews

Luxury beach house with pool! Walk to the beach!

4.94 out of 5 average rating, 16 reviews

A private pool area is featured, showcasing clear turquoise water surrounded by white stone tiles. Umbrellas with blue and white stripes provide shade, while palm trees and potted plants add greenery to the oasis-like setting.

Home in Kiska Beach

The Poolhouse ~ Private ~Walk to beach~W/D~Sleep 8

4.97 out of 5 average rating, 158 reviews

The exterior of the beach home features a bright white facade with large windows and a welcoming front porch. Flanking the entrance, symmetrical palm trees are positioned in well-maintained landscaping, and the surrounding area showcases a blend of greenery and sandy pathways.

Home in Rosemary Beach

⭐️ New Luxury 4BR heart of Seacrest Rosemary Alys

Condo rentals with a pool

Condo in Panama City Beach

A spacious living area featuring floor-to-ceiling windows that offer breathtaking views of the ocean. Bright sunlight streams in, illuminating the light-colored furniture. A dining table with four chairs is positioned beside the windows, and a comfortable sofa is arranged for relaxation.

4.95 out of 5 average rating, 158 reviews

StunningViews*FreeBeachChairSvc*Pickleball

Condo in Santa Rosa Beach

A modern studio space features an open layout with a comfortable sofa and a queen bed. The kitchen area is equipped with stainless steel appliances and bar seating for three. Soft blue accents are present throughout, offering a calm ambiance.

4.97 out of 5 average rating, 159 reviews

Modern Seagrove studio steps from the beach

5 out of 5 average rating, 164 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

4.95 out of 5 average rating, 122 reviews

Condo in Long Beach

BeachFront-5 Pools, Starbucks, Movies@Majestic-809

Condo 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, 153 reviews

Emerald View~Huge Oceanfront Balcony & Heated Pool

Condo in Panama City Beach

An expansive balcony view of the gulf captures a stunning sunset with warm orange and pink hues reflecting on the water. The serene beach stretches below, with fine white sand visible along the shore, inviting moments of relaxation and tranquility.

4.82 out of 5 average rating, 186 reviews

Be in A Beach Daze! W/ Amazing Panoramic Views!

Condo 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, 116 reviews

Oceanfront in Seagrove w/private beach!

A spacious bed is dressed in light blue and white bedding, complemented by a decorative throw pillow. Nightstands with lamps are positioned on either side, providing soft illumination. A ceiling fan hangs above, and the room is painted in a soothing light blue, contributing to a calming atmosphere.

4.82 out of 5 average rating, 106 reviews

Beachy Keen Condo on the Gulf

Other holiday rentals with a pool

4.94 out of 5 average rating, 18 reviews

Beachfront Escape - West End, Inlet Beach, 30A

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

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!

A charming two-story home features a bright blue exterior and a welcoming red front door. Lush palm trees frame the property, while a white picket fence runs along the front. A pebble-strewn pathway leads to the entrance, set against a clear blue sky.

4.94 out of 5 average rating, 16 reviews

Carillon Beach-2BR/3BA Home-New Roads Sleeps 8

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, 26 reviews

Modern Lakeview Condo near Rosemary Beach & 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, 14 reviews

Insta-Worthy Luxury for 2 Coastal Charm @ Carillon

The living room features a comfortable gray sofa and two plush armchairs, with a coffee table set at the center. Large glass doors provide access to a private balcony with views of the Gulf. Natural light brightens the space, complemented by light wood flooring.

4.8 out of 5 average rating, 10 reviews

"Bird Rock" at Ramsgate. Newest and nicest unit.