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, 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, 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 bright living area features a cozy white sofa adorned with decorative pillows. A wooden coffee table sits in the center. Floor-to-ceiling glass doors open to a balcony, revealing a view of the beach and ocean, with a comfortable chair positioned outside.

4.92 out of 5 average rating, 168 reviews

Beach-front Condo with Amazing Pool

Boardwalk is a beach front condominium located along the world's most beautiful beaches. There is a zero-entry pool heated during cold months, 2 hot tubs, children’s splash zone, arcade/game room, pool-side Bar and Grill, and Ice-cream store. Boardwalk has an on-site HOA and maintenance team and 24 hour security. There are 5 large elevators, however, this condo is on the 3rd floor - you can take an elevator or the stairs. Unit is right in the middle of the building and has an AMAZING view!

Apartment in El Centro Beach

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.

5 out of 5 average rating, 213 reviews

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!

4.91 out of 5 average rating, 104 reviews

A bright studio features a spacious bed flanked by two teal chairs and a small round table. Large glass doors open to a private balcony with Gulf views. Soft blue walls and neutral accents create a relaxed atmosphere, with natural light enhancing the inviting space.

Apartment in Long Beach

BeachFront - Ocean View- Majestic Beach Resort 709

As of February, 2025, the unit has been updated with an earthy, neutral Bohemian style for a serene and cozy stay. Enjoy a new memory foam mattress, a Led Light magnifying mirror, a dedicated workspace, and a coffee station. Majestic Beach Resort Tower 1, Studio, 7th Floor! Welcome to your Gulf-Front paradise! With outdoor and indoor pools, hot tubs, and 650 ft of shoreline! So much to enjoy, all within the resort! Starbucks, Bar & Grill, Market & Gift Shop, a movie theater and so much more!

Apartment in Santa Rosa Beach

A bright and airy living space features a comfortable sofa with decorative pillows. A staircase leads to a loft area, while woven pendant lights hang above a modern kitchen with sleek appliances and a breakfast counter. Tropical greenery adds a touch of nature.

4.98 out of 5 average rating, 169 reviews

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access

Step into The Hideaway At Palms North and immerse yourself in this sun-filled airy space with vaulted ceilings and a modern, coastal chic interior. Our recently renovated beach condo offers an inviting place to unwind after a day spent soaking up the sun on 30A's iconic white sand beaches. Whether you're here on a honeymoon or bringing the kids along, The Hideaway's private beach access, desirable location, amenities, and thoughtful design touches are sure to make your vacation memorable.

4.84 out of 5 average rating, 176 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.

Flat 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 image captures a stunning view of the beach and ocean from a balcony. The sparkling water reflects the sunlight, while soft waves gently lap against the shore. A beachfront restaurant is visible below, along with parked cars and palm trees lining the street.

4.92 out of 5 average rating, 231 reviews

New Renovation Beach Front Gulf and Pool View 32

- Recently renovated modern luxury condo. - 1 bedroom (king) with a sleeper sofa in the living room - Balcony with beach and pool view. - Walking distance to Pier Park and Gulf World. - Heated pool, hot tub, GYM and mini-movie theater; free to all guests. - The building is across the street from Sharky's. - Property is beachfront but not on the beach. You need to cross the street to reach the beach. - Ring doorbell camera next to the door. The device will be on during the reservation

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.

Home in Laguna Beach on the Gulf of Mexico

A private backyard features a swimming pool surrounded by a tile deck. Two lounge chairs rest adjacent to the pool, while a covered seating area and a propane grill are visible. The fenced yard offers a sense of seclusion, with neighboring homes in the background.

4.93 out of 5 average rating, 111 reviews

Walk to Beach - Pool - Pets!

Welcome to our upscale beach retreat! You'll fall in love with our charming home, private pool, and the 3-minute walk to the beach! We also provide lightning-fast wifi, a quiet workspace, an exceptionally well-equipped kitchen and sleeping arrangements for 14 guests. This home is an 8-minute drive to Pier Park and just 10 minutes to Rosemary Beach and 30A. We are dog-friendly with payment of a $170 pet fee. Three dogs maximum. Pool heating is available for $40/day. Details below.

4.89 out of 5 average rating, 141 reviews

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.

Apartment in Sunnyside

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 serene sleeping area features a king-size bed adorned with vibrant coastal bedding. Two deck chairs are positioned on the private balcony, providing ocean views. Natural light fills the space through large glass doors, complementing the soft tones of the décor.

4.96 out of 5 average rating, 191 reviews

Sunday’s Emerald Coast Escape with King Bed

Remodeled oceanfront condo with private balcony overlooking one of the most beautiful beaches in the world, king-size bed and deck chairs to enjoy spectacular sunsets. Beautiful walk-in tiled shower and new amenities. 50" TV with cable and free WIFI. Enjoy the convenience of having a full kitchen and all the utensils. Wake up and enjoy your breakfast sunrise and coffee from the private balcony. March 15th-October 31st - Provided 2 free beach chairs and umbrella ($45 value per day).

Popular amenities for Sunnyside rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

5 out of 5 average rating, 34 reviews

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

A sweeping view of the beach showcases a serene expanse of golden sand and turquoise waters. Rows of blue umbrellas are neatly arranged along the shore, extending towards the horizon where the ocean meets the sky. Gentle waves create a calming atmosphere.

4.78 out of 5 average rating, 18 reviews

Beachfront Paradise

4.9 out of 5 average rating, 21 reviews

A bright and airy living area features a cozy white sofa adorned with pink and teal cushions, complemented by a textured yellow throw. A dining area with a round table is visible, surrounded by upholstered chairs. Soft natural light filters through large windows.

Home in Watersound

Sea La Vie

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.

5 out of 5 average rating, 84 reviews

Flip Flops in Paradise

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

Winter Deals! • Heated Private Pool • Inlet Beach

4.92 out of 5 average rating, 158 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

The backyard features a private saltwater pool surrounded by lounge chairs and umbrellas for shade. A large swan float is positioned in the water, and a patio area includes a grill, enhancing the outdoor space for relaxation and entertainment.

4.98 out of 5 average rating, 122 reviews

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

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

Apartment rentals with a pool

4.94 out of 5 average rating, 177 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.

Apartment in Seacrest

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

Superhost

A spacious balcony overlooks the sandy beach and ocean waves, with two lounge chairs positioned for relaxation. The vibrant orange wall adds a bright touch to the exterior, while the horizon reveals the shoreline stretching into the distance.

4.89 out of 5 average rating, 237 reviews

Splash Beachfront Resort - 12th floor*mini crib

Superhost

A living area with neutral-toned furnishings is complemented by decorative pillows featuring beach themes. A large area rug with a starfish design is placed beneath a coffee table. Expansive glass doors reveal a stunning view of the ocean and sunset from the private balcony.

4.84 out of 5 average rating, 137 reviews

BEACHFRONT CONDO🌴PCB BEST SUNSETS🌅Shores of Panama

4.95 out of 5 average rating, 128 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.

Apartment in Seacrest

Fall dates open| Near Rosemary Beach| Pool

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.

Apartment in Inlet Beach

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

A view from the balcony captures the shimmering Gulf of Mexico, with sandy beaches stretching along the shoreline. The scene includes a swimming pool in view, surrounded by sun loungers, and the coastline lined with beach umbrellas and chairs.

4.89 out of 5 average rating, 284 reviews

Gulf-front Condo w/direct beach access in PCB, FL

4.99 out of 5 average rating, 216 reviews

A bright living area features light blue walls and large windows adorned with sheer white curtains. A white sofa is paired with a decorative coffee table at the center, while a cozy chair is positioned to the side. Natural light fills the space, creating a welcoming ambiance.

Apartment in Seacrest

Updated KING 1 Bdrm Condo Balcony, Baby Gear, Pool

The studio bedroom offers a king bed adorned with a colorful ocean-themed quilt, accompanied by nightstands with lamps. Large windows reveal a panoramic beach view, while a ceiling fan provides added comfort. A rustic bench sits at the foot of the bed.

4.94 out of 5 average rating, 109 reviews

Origin 502 Studio - Ocean View - Sleeps 2

Other holiday rentals with a pool

4.96 out of 5 average rating, 50 reviews

A sandy path through grassy dunes leads to the tranquil beach. Lush greenery and beach grasses frame the scene, while the blue ocean is visible in the distance under a bright sky with scattered clouds.

Flat in Sunnyside

Barefoot Bungalow Beachfront

Flat in Panama City Beach

A bright living area features large glass doors that open to ocean views. Two sofas, a coffee table, and a TV stand are arranged around the space, complemented by a dining table nearby. Light colors and soft furnishings create a relaxed environment.

4.9 out of 5 average rating, 42 reviews

Beachfront Condo with Stunning Ocean View!

Apartment in Bid-a-wee Beach

4.92 out of 5 average rating, 66 reviews

Free Golf & Activities - Bleau Getaway w/ Balcony

A cozy living area is featured with a light gray sofa and a striped chair. Natural wood beams adorn the ceiling, while a round woven coffee table sits in front. A well-equipped kitchen is visible in the background, enhancing the open layout.

5 out of 5 average rating, 10 reviews

Newly Renovated! Walk to Beach! 2 Pools! Nature!

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

5 out of 5 average rating, 21 reviews

A modern kitchen is presented with white cabinetry and stainless steel appliances, including a large refrigerator and microwave. An island with seating for four provides a workspace, while a window offers a view of the Gulf of Mexico, enhancing the bright and airy atmosphere.

Apartment in Sunnyside

Oceanfront-FULLY renovated-Gated community near30A

5 out of 5 average rating, 55 reviews

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.

Apartment in Sunnyside

Sea Escape 2 BR Beachfront at Pinnacle Port by 30A