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Vacation rentals with a pool in Rosemary Beach

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Quick stats about vacation rentals with a pool in Rosemary Beach

  • Total vacation rentals

    Explore 720 vacation rentals in Rosemary Beach

  • Nightly prices starting at

    Rosemary Beach vacation rentals start at $71 CAD per night before taxes and fees

  • Verified guest reviews

    Over 25,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    530 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    470 properties have a dedicated workspace

  • Wifi availability

    720 of Rosemary Beach vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Rosemary Beach rentals

  • 4.7 Average rating

    Rosemary Beach stays receive an average rating of 4.7 out of 5 from guests

Top-rated rentals with a pool in Rosemary Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite
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.
Home in Panama City Beach

Gulf 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!

4.96 out of 5 average rating, 159 reviews
Guest favourite
An open layout living area features a light-colored kitchen bar with four stools and a beige granite countertop. Sunlight filters through large windows adorned with sheer curtains. A comfortable sofa and a television provide a cozy atmosphere, with views of palm trees visible through the terrace door.
Condo in Rosemary Beach

2BR/ 2Ba condo~ excellent location! Walkable to s

Please note: The balcony has recently added extra wood support beams which may slightly obstruct views of the pool and courtyard. There may be construction noise during June-August as the elevators in a nearby building are replaced. 5 Minute walk to public beach on Winston lane~5 minute walk to Rosemary Circle~ Big Bad Breakfast Restaurant on site~ Walking distance to restaurants and shopping~ 4 beach chairs~ 4 beach towels~ 2 complimentary bikes provided Enjoy the all the luxuries of a reso

4.9 out of 5 average rating, 168 reviews
Top guest favourite
Condo in Rosemary Beach

30A Btwn Rosemary&Alys Beach-5 min Walk to Beach

Unwind in this centrally located, renovated & chic studio condo. It features a kitchenette, workspace, lounging area & a selection of amenities. Our location puts you right in the heart of everything. Situated perfectly between Alys Beach & Rosemary Beach, you are a few-minute stroll from the popular restaurants, shopping & minutes away from the emerald beach. You can truly leave the car behind & walk. We have free parking & fast WiFi. Best of all, at high tide, you can hear the calming waves.

4.99 out of 5 average rating, 208 reviews
Top guest favourite
A spacious bedroom features a large bed with a decorative headboard. Natural light fills the room through multiple windows, complemented by soft white drapes. A small desk and two accent chairs are positioned to create a cozy seating area.
Guesthouse in Rosemary Beach

Great Escape Carriage House

Perfect romantic getaway for a couple. One bedroom carriage house including full kitchen and bath. Park your car when you arrive and never need it again. Faces a boardwalk that takes you directly to the gorgeous gulf--a four minute walk. Everything you would find in a fine hotel room, but with the ability to make your own meals when desired. You will have access to all of the community pools and of course the beautiful beach of Rosemary. You will be two quick blocks from shops and restaurants.

4.95 out of 5 average rating, 110 reviews
Top guest favourite
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 the sugar-white sands of Inlet Beach — situated 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. With a clean coastal aesthetic, it features a serene pool, grill pavilion, beach gear, ultra-equipped kitchen, & a private outdoor living area for golden Gulf sunsets. Park once. Walk everywhere!

4.99 out of 5 average rating, 191 reviews
Guest favourite
An inviting living space features a cozy sofa with dark blue pillows, a round coffee table in the center, and built-in bunk beds against the wall. The kitchen is visible, showcasing modern cabinets and appliances, with a dining area for four in the background.
Condo in Seacrest

"Sips & Sand" nestled b/w Rosemary & Alys Beach

Located along the infamous 30a! This light and airy 1/1 condo is perfectly nestled between Alys and Rosemary Beach. It's a short 5 minute walk or free tram ride to the deeded beach access where you will be greeted by the beautiful emerald waters of the Florida Panhandle. The condo sits beside the complex's two pools, hot tub and grilling area. Conveniently located on the property are a variety of shops, restaurants, bike rentals and seasonal activities including live music and fire pits.

4.93 out of 5 average rating, 135 reviews
Guest favourite
Condo in Seacrest

Last-Minute Discounts | 30A Condo Sleeps 4 + Pools

If you have not yet explored the pristine sandy white shores that run along northwest Florida's Hwy 30A, you are in for a delightful experience! We invite you to consider our fabulously renovated studio as your personal escape from the everyday. This cozy unit offers guests the sun-soaked simple pleasures of a beach vacation outfitted with all the comforts of home. When you book your stay with us, we are confident that the hardest part of your trip will be when you have to leave to go home.

4.84 out of 5 average rating, 203 reviews
Top guest favourite
Condo in Rosemary Beach

Coastal Blu - Chic, Calm, & Steps from the Beach

Escape to 30A in this cozy studio retreat, perfectly placed between Rosemary and Alys Beach. Walk to bike rentals, Starbucks, boutique shops, and top dining spots. Enjoy dedicated beach access just across from Seacrest—or hop on the seasonal tram. Studio includes a kitchenette with microwave, Keurig, mini-fridge, WiFi 6, Full Bath, King Bed, TV, and a Custom Queen Pull-out. Whether you're sunbathing, exploring coastal towns, or savoring local flavors, this studio is your ideal home base.

4.97 out of 5 average rating, 104 reviews
Guest favourite
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.

4.92 out of 5 average rating, 266 reviews
Top guest favourite
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.
Home in Santa Rosa Beach

Flip Flops in Paradise

‘Flip Flops in Paradise’ is a great two bedroom two bathroom bungalow located in the heart of Seagrove, just a few blocks away from beautiful beaches! This newly renovated bungalow is fully furnished, has all the charm and feel of a relaxing ultimate vacation at the beach. Come and enjoy this fabulous 30A location (close to absolutely everything), includes community swimming, pool and grills for grilling out located at the pool area as well. Minimum rental age is 25.

5.0 out of 5 average rating, 125 reviews
Top guest favourite
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)

This light filled, second floor corner unit, located in the heart of the Village of South Walton in ever-popular Seacrest Beach, is nestled steps between Rosemary Beach and Alys Beach. It is close to a variety of dining and shopping – and of course the beach, where beautiful sunsets can be appreciated! It’s the perfect getaway destination for two--babymoon, honeymoon, girl's trip. Please contact me for additional discounts for longer stays from Sept - Feb.

4.95 out of 5 average rating, 229 reviews
Superhost
A spacious balcony is showcased, providing unobstructed views of the serene ocean and coastline. Comfortable seating is available, with a dining table set for four. The railing is elegantly designed, enhancing the open feel of this outdoor space. The pool and beach can be seen below.
Condo in Rosemary Beach

Beachfront Pool Gated Community Seacrest

"PARADISE VILLA" BY Bespoke Management *Recently Updated *Beach-front property *Striking views of world-class white sandy beaches *Balcony overlooking the pool *Three bedrooms (sleeps 10) *Open floor plan with plenty of large windows for natural light *Jacuzzi tub in the master bathroom *Beautifully and intentionally furnished *Steps to beach, coffee shops & restaurants, and boutique shops *Walk to Rosemary Beach, Alys Beach, and Seacrest Beach

4.8 out of 5 average rating, 106 reviews

Popular amenities for Rosemary Beach rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favourite
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

4.96 out of 5 average rating, 166 reviews
Guest favourite
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

4.93 out of 5 average rating, 238 reviews
Top guest favourite
A modern kitchen and living area are showcased with sleek white cabinetry and a spacious island featuring stone countertops. A gas stove and double oven are integrated into the kitchen design. Natural light enters through windows, illuminating the inviting seating area.
Home in Rosemary Beach

The Salty Dog . 4BR . Public Beach & Pool Access

4.99 out of 5 average rating, 105 reviews
Superhost
A welcoming two-story home features a charming front porch with white railings. Flanking palm trees add a coastal touch to the exterior, while a paved pathway leads to the entrance. The building's light-colored siding and symmetrical design create a pleasant aesthetic.
Home in Inlet Beach

Beach House w/ 3rd Floor Bunk Room Discounted!

4.93 out of 5 average rating, 150 reviews
Guest favourite
The exterior of the beach house is shown from a low angle, highlighting the architectural design. The wooden beams of the overhanging roof and the balconies are visible, with green and blue foliage framing the scene under a clear blue sky.
Home in Rosemary Beach

RESET BUTTON | East end 30A beach house | Seacrest

4.96 out of 5 average rating, 172 reviews
Top guest favourite
The open-concept living area showcases a comfortable arrangement of light gray sofas and armchairs, accented with blue pillows. A round coffee table sits at the center on a natural fiber rug. Bright light fills the space through large windows, complemented by stylish white drapes.
Home in Inlet Beach

30A 3BR Sleeps 10 • Golf Cart • Beach + Big Chill

4.99 out of 5 average rating, 101 reviews
Guest favourite
Home in Seacrest

Haus of Tides by Stay on 30a

4.92 out of 5 average rating, 26 reviews
Superhost
Home in Santa Rosa Beach

Seagrove cottage 30A, king bed, sleeps 2 + pool

5.0 out of 5 average rating, 3 reviews

Condo rentals with a pool

Guest favourite
A light-filled living area features a white sofa draped with a soft, striped throw. A wooden coffee table sits center stage, accompanied by a potted plant and decorative lamp. Natural light filters through bamboo shades, illuminating the calm decor and enhancing the relaxed ambiance.
Condo in Seacrest

Relaxing 30A Couple's Retreat

4.91 out of 5 average rating, 346 reviews
Top guest favourite
Condo in Santa Rosa Beach

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

4.97 out of 5 average rating, 196 reviews
Guest favourite
The tropical pool area features clear blue waters surrounded by palm trees and lounge chairs. Elevated platforms with palm planters add to the serene atmosphere. Slip-resistant tiles and multiple swimming lanes can be seen along the pool edge, inviting relaxation under the bright sky.
Condo in Rosemary Beach

Paradise at The Pointe on 30A by Rosemary Beach

4.95 out of 5 average rating, 147 reviews
Top guest favourite
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.
Condo in Seacrest

Updated KING 1 Bdrm Condo Balcony, Baby Gear, Pool

4.99 out of 5 average rating, 242 reviews
Top guest favourite
A wooden pathway leads down to the beach, bordered by lush greenery on either side. The tranquil sea stretches out in the background, meeting the clear blue sky at the horizon. Sunlight casts shadows along the steps, enhancing the serene coastal environment.
Condo in Seacrest

Charming Upscale Studio Unit on 30A, Seacrest, FL

4.89 out of 5 average rating, 244 reviews
Top guest favourite
A spacious bed is positioned against a wood-paneled wall, adorned with crisp white bedding. Soft lighting is provided by two woven lanterns on either side. A round mirror reflects the outdoors, while dark curtains frame the glass doors opening to a balcony with palm trees visible.
Condo in Rosemary Beach

Cozy Studio on 30A between Rosemary and Alys Beach

4.94 out of 5 average rating, 355 reviews
Superhost
A spacious living area is highlighted by a large sectional sofa, complemented by a round coffee table and decorative accent chairs. Natural light floods in through sliding glass doors, leading to a balcony. Soft blue and grey tones provide a calming atmosphere.
Condo in Seacrest Beach

Deeded Beach Access Steps Fr Rosemary Heated Pool

4.88 out of 5 average rating, 202 reviews
Superhost
A bright and airy living area features a white sofa accented by neutral cushions and a woven throw. Natural light flows through two large windows, illuminating a small wooden table and an area rug, while a textured wall hanging adds warmth to the space.
Condo in Seacrest

Soleil Studio on 30A btwn Rosemary & Alys Bch

4.87 out of 5 average rating, 179 reviews

Other vacation rentals with a pool

Top guest favourite
A modern coastal home is showcased with white siding and multiple large windows. The driveway is paved with stone, bordered by small shrubs and ornamental plants. A spacious garage is visible, and a large tree provides shade in the front yard.
Guesthouse in Rosemary Beach

The Hydeaway Inlet Beach

4.99 out of 5 average rating, 155 reviews
Guest favourite
An open-concept great room is featured, highlighted by soft beige furnishings and natural light from large windows. A fully-equipped kitchen is visible, showcasing stainless steel appliances and a granite countertop. A dining area with mirrored accents and a light-toned table is also seen, providing a welcoming space.
Cottage in Rosemary Beach

Spacious Retreat! 3-12+weeks Deepening Discounts

4.91 out of 5 average rating, 303 reviews
Top guest favourite
A bright living area is showcased with natural wood flooring and warm lighting. Comfortable seating is arranged around a spacious coffee table, complemented by a textured area rug. A dining area with light chairs is visible in the background, enhanced by a decorative light fixture.
Townhouse in Santa Rosa Beach

Luxury Townhouse in Santa Rosa Beach - The Zen Pad

4.98 out of 5 average rating, 132 reviews
Top guest favourite
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.
Townhouse in Rosemary Beach

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

4.97 out of 5 average rating, 128 reviews
Top guest favourite
Apartment in Rosemary Beach

"Salty Sol" / 30A Studio / Walk to Rosemary & Alys

4.94 out of 5 average rating, 48 reviews
Superhost
Apartment in Rosemary Beach

Seaglass at Rosemary, Sleeps 6, 4 Pools, Bikes

4.89 out of 5 average rating, 9 reviews
Guest favourite
Condo in Rosemary Beach

Beach Please Condo Beach View

5.0 out of 5 average rating, 24 reviews
Top guest favourite
An open-plan living area features large windows allowing natural light to fill the space. A comfortable seating arrangement includes a light-colored sofa and wooden coffee table over a decorative rug. A staircase with wooden railings leads to an upper level, complementing the warm wood finishes.
Guesthouse in Rosemary Beach

In Rosemary Beach- Private Pool, Hot Tub, 2 Bikes

4.93 out of 5 average rating, 44 reviews

When is the best time to visit Rosemary Beach?

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Avg. price$444 CAD$362 CAD$526 CAD$549 CAD$580 CAD$705 CAD$652 CAD$501 CAD$440 CAD$477 CAD$416 CAD$402 CAD
Avg. temp12 °C14 °C17 °C20 °C24 °C27 °C28 °C28 °C26 °C22 °C17 °C14 °C

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