Vacation rentals with a pool in Rosemary Beach

Find and book unique homes with a pool on Airbnb

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 $70 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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Top guest favourite
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.
Townhouse in Rosemary Beach
4.99 out of 5 average rating, 171 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

Superhost
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
4.9 out of 5 average rating, 159 reviews

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

Top guest favourite
The bedroom features a spacious bed with a light gray quilt, complemented by decorative pillows. Shelves hold coastal-themed decor, while a blue dresser provides additional storage. Soft lighting is provided by wall-mounted lamps on either side of the bed, enhancing the serene ambiance.
Condo in Rosemary Beach
4.99 out of 5 average rating, 203 reviews

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.

Guest favourite
Home in Inlet Beach
4.98 out of 5 average rating, 153 reviews

The 30A Beach House | Private Beach + Dune Pool

Welcome to The 30A Beach House, a fully renovated coastal home, inside a private gated community between Rosemary and Alys Beach What Guests Love • 2 bedrooms | 2 bathrooms | sleeps 6 • Private deeded beach access 1-2 min walk • Heated pool on the dunes with Gulf views • Walkable & bikeable to Rosemary & Alys Beach • 4 complimentary cruiser bikes, professionally maintained • Fully stocked beach setup (chairs, umbrella, cooler, toys) • 500+ Mbps WiFi • Dog-friendly • Rare Two-car garage parking

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
4.99 out of 5 average rating, 186 reviews

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!

Top 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
4.96 out of 5 average rating, 141 reviews

Paradise at The Pointe on 30A by Rosemary Beach

5 min walk to beach! **PLEASE READ ENTIRE LISTING B4 BOOKING. Paradise awaits at this beautiful 2 bedrm 2 bath top floor condo, situated at the highly coveted and recently built luxury resort The Pointe, located exactly next door to Rosemary Beach. This impressive and ideally located boutique resort boasts a lovely tropical pool, hot tub with outdoor fireplace, on-site café Big Bad Breakfast, poolside lounge, Rooftop Lounge with a spectacular view, & a well equipped gym overlooking the pool.

Top guest favourite
A golf cart is parked on a paved path, featuring comfortable seating for up to four passengers. The background is filled with palm trees and a pergola, with a sunset sky displaying shades of orange and purple.
Townhouse in Watersound
5 out of 5 average rating, 142 reviews

Prominence 30A: Golf Cart, Bikes, Pool

Southern Bliss has the sophistication of a modern beach house with a coastal vibe. This 3B/2.5B home is a short walk to the resort style pool and The Big Chill (aka The Hub) to enjoy restaurants, shops, shows, movie nights and concerts. Minutes to the beach using the golf cart or bikes provided is an added bonus! This stunning home will guarantee your vacation needs are met. Enjoy the fully equipped kitchen, new furniture/decor, comfortable beds, beach gear, and washer/dryer!

Guest favourite
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
4.95 out of 5 average rating, 209 reviews

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.

Top guest favourite
A bright and airy living space features light-coloured furniture with blue accents. Two armchairs are positioned facing a spacious sofa, enriched with decorative cushions. A dining area with sleek chairs is visible in the background, and large windows allow natural light to fill the room.
Townhouse in Santa Rosa Beach
4.92 out of 5 average rating, 125 reviews

Coastal Family Fun 30A | Golf Cart + Bikes & Pool

Guest will have 24hrs to sign the rental, golf cart & bike agreements and send a government photo ID copy. It is required (like any golf cart rental) that you provide your credit card info. And to also abide with all house rules. Any check in instructions will not be provided unless all rental, bike & golf cart agreements and photo ID were approved. Guest must be the age of 25 years and older to rent the condo. This townhome only offers streaming services and NOT cable.

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
4.96 out of 5 average rating, 159 reviews

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.

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
4.92 out of 5 average rating, 261 reviews

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.

Top guest favourite
A charming two-story home is surrounded by lush greenery and palm trees. The upper porch features a blue striped umbrella, while the gated entrance leads to a welcoming façade. Bright blue sky provides a picturesque backdrop.
Home in Rosemary Beach
5 out of 5 average rating, 115 reviews

Sea.Away | 30A | Between Rosemary & Alys Beach!

Nestled between Rosemary Beach + Alys Beach, Sea.Away is your ideal getaway location. The 3 bedroom, 3 bath home features an upper deck with partial ocean views, a lower patio with outdoor grill and shower, and gated front door parking. No need for a golf cart or shuttle in this gated community, as the Gulf’s sugar sands and private community pool are a 1 minute walk from the front door!

Popular amenities for Rosemary Beach rentals with a pool

When is the best time to visit Rosemary Beach?

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Avg. price$438 CAD$357 CAD$519 CAD$541 CAD$572 CAD$694 CAD$643 CAD$494 CAD$434 CAD$470 CAD$410 CAD$396 CAD
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